My Office's Listings - Page 5 - Geoffrey Hollander

$10,950,000 ^(USD)

Westport Area Single Family Home

Active

5 Fraser Road Westport, CT 06880

6 Bed

10 Baths

8639 sqft

MLS# 122508

Embodying modern minimalist architecture by famous intl. architects and European sophistication, 5 Fraser Road is unlike anything you have seen before. 21st-century net-zero insulated concrete technology, floor-to-ceiling TRIPLE glazed European windows, all on a desirable cul-de-sac close to downtown. High-end, handmade, and hand-picked top-of-the-line materials. Walls of sliding glass doors, cathedral ceilings, floating stairs, radiant heat throughout the house (inc. w/o lower level and 3-car attached garage). Oversized patio with integrated gunite pool, spa, cabana area for relaxation and entertainment. The first floor welcomes you with multiple living and entertaining spaces. Modern kitchen with Miele appliances. Have a personal chef? check out a prep kitchen. 2nd floor is balanced between 5 large private bedrooms all ensuite, and a 2nd-floor family room and office. The lux primary suite features expansive his hers walk-in closets and a lavish bathroom. The finished attic offers a 6th bedroom, bathroom, and a bonus room with built-in bunk beds - for play, work, and enjoyment. The lower level brings a spa experience, a world-class gym, a bathroom, and a playroom. Multiple balconies overlooking the mature trees and professionally landscaped grounds yielding an interflowing harmony between home and nature. This house is all about design, comfort, and precise execution. If you can dream it, we can build it! Live your dream in this state-of-the-art property for generations!

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Alexander Chingas

$6,999,999 ^(USD)

Compo Beach Area Single Family Home

Active

32 Narrow Rocks Road Westport, CT 06880

6 Bed

9 Baths

1883 sqft

MLS# 24145296

NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels and blends timeless elegance with modern living. The main level offers light-filled, open living spaces ideal for both everyday living and entertaining, featuring a custom chef's kitchen with breakfast area, expansive family room, formal living and dining rooms, private office, mudroom, and thoughtfully placed powder rooms. The second level showcases a luxurious primary suite with two generous walk-in closets and a spa-inspired bath, along with four additional ensuite bedrooms and a dedicated laundry room. The walk-out lower level includes a spacious recreation room, gym, guest bedroom with full bath, and flexible space for today's lifestyles. A finished third floor provides additional living space-perfect for a playroom, media room, or home office-with a half bath. Designed with Mattera Construction's signature attention to detail, craftsmanship, and integrity, this home offers the ultimate Westport lifestyle-coastal, convenient, and effortlessly elegant. New construction. Premier beach-area location. A home that rarely comes to market.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis

$5,980,000 ^(USD)

Hunt Club Area Single Family Home

Active

21 Sturges Commons Westport, CT 06880

6 Bed

9 Baths

3158 sqft

MLS# 24063050

NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet private cul-de-sac with an inground pool. The first floor features open living spaces throughout including an oversized custom kitchen with breakfast area, family room, office, living room, dining room, mudroom & two half baths. The second floor offers a luxurious expansive primary suite with 2 large walk-in closets & a spalike bath, plus 4 additional ensuite bedrooms and a laundry room. The lower walk out level includes an additional family room, gym, bedroom with a full bath. The finished third floor contains an additional playroom or office plus a half bath. This is an exceptional residence by the most sought after craftsman who consistently builds each masterpiece with ingenuity and integrity. Minutes to the train, beach, shops, schools & more.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Patricia "Pat" Shea

$4,899,000 ^(USD)

Greens Farms Area Single Family Home

Active

10 Tierney Lane Westport, CT 06880

5 Bed

8 Baths

6135 sqft

MLS# 24103087

This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the Living and Dining Rooms with paneled walls into the Study with built-in cabinetry. The Chef's Kitchen with Wolf and Cove appliances adjoins the sunny Family Room which opens to a picturesque 1.4 acres with salt water Swimming Pool and Spa, surrounded by a handsome granite patio. An elegant Primary Suite with fireplace, luxurious Bathroom, dressing area and 2 walk-in closets with custom cabinetry, plus 4 additional Bedrooms with 3 additional Baths, a Family Room/Lounge and Laundry Room grace the second level. The third floor has a Playroom and an additional Flex Space/Office. The lower level features a Gym with mirrored walls and rubber floor, a Sauna, a handsome Bar and gathering area with a glass garage door that opens to a patio, a full bath plus an additional room with a private entrance for Media, Office or use as a Bedroom. Available for immediate occupancy.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse

$4,499,900 ^(USD)

Greens Farms Area Single Family Home

Active

26 Morningside Drive South Westport, CT 06880

7 Bed

8 Baths

6980 sqft

MLS# 24147443

Now fully complete, this newly built residence in Greens Farms offers a rare blend of architectural presence, modern comfort, and understated luxury. Crafted by a seasoned Westport builder with a fresh perspective, the home delivers a level of finish and warmth that distinguishes it from typical new construction. The outdoor experience is now fully realized with a custom gunite pool and over $150,000 of additional landscaping, creating a private, resort-style setting designed for everyday enjoyment and entertaining. Inside, a chef's kitchen anchors the main level with bespoke cabinetry, professional appliances, and a generous island that naturally brings people together. Open dining and family spaces flow seamlessly, complemented by a private library and an oversized three-car garage designed for the car enthusiast. The primary suite is a serene retreat with sitting area, spa-inspired bath, and custom dressing room, joined by four additional en-suite bedrooms and second-floor laundry. The third floor offers a full movie theater, office, and game area, while the finished lower level features a climate-controlled wine room, sauna, gym, and secondary prep kitchen with full-size refrigerator and freezer ideal for hosting or extended stays. Bluetooth audio, designer lighting, integrated TVs, and three fireplaces enhance the home throughout. Minutes to train to NYC, Compo Beach, Westport's best amenities, this move-in-ready home represents exceptional value at this price.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / John Schiaroli

$4,400,000 ^(USD)

In-Town Area Single Family Home

Active

32 Webb Road Westport, CT 06880

8 Bed

9 Baths

6863 sqft

MLS# 24147888

This luxury 2026 Colonial at 32 Webb Road offers 8,412 sq ft of open-concept living on a 0.64-acre lot, tucked away on a quiet cul-de-sac in the heart of Westport. All eight bedrooms are ensuite, and nine bathrooms include a spacious primary suite with a walk-in closet and a private balcony. The gourmet kitchen features top-tier appliances and custom cabinetry, flowing seamlessly into sun-filled living and dining areas with high ceilings. Multiple living spaces allow flexible layouts for entertaining or work-from-home setups. Outdoor amenities include a private backyard, perfect for dining or gatherings. The attached garage provides convenient parking. Additional features include custom millwork, premium finishes throughout, and high ceilings. Located 0.5 miles from Compo Beach, Downtown Westport shops and restaurants, and Westport Train Station with Metro-North access. Nearby schools include Saugatuck Elementary and Staples High School (0.5 mi). This home combines modern design, functional living spaces, and luxury features in the heart of Westport, with easy access to the town's beaches, shops, and transit.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis

$3,999,000 ^(USD)

Compo South Area Single Family Home

Pending

102 Compo Road South Westport, CT 06880

7 Bed

8 Baths

5179 sqft

MLS# 24147210

THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins with a spectacular glass-lined foyer, filling the entire layout with sun. The private office/library with extensive built-ins provides a wonderful place to work. The dining room is accented by steel-framed glass panels and a crisp tray ceiling detail, while the butler's pantry has a fluted backsplash. The incredible gourmet kitchen features a pale oak-accented ceiling, generous island, Thermador appls incl double dishwashers and massive ref/frz. The open flow continues into the fam rm w/bold coffered ceil detail, linear gas fpl and glass doors to the deck. The oversized mudrm links the hub of the home to the garage and casual entry. Upstairs, the first 5 BRs incl the primary suite, which is an awe-inspiring sanctuary of refined design and ultimate comfort, beginning w/the cath ceil BR w/fpl, massive dbl clsts, a designer bath & more. Each BR has unique appeal. 3rd flr bonus space & the 6th BR. The finished, walk-out LL has the 7th BR, rec/gym/media, cabana bar for poolside entertaining, all stepping out to a patio. Just moments to Compo Beach, Longshore Club Park, train and town.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$3,900,000 ^(USD)

N/A Area Single Family Home

Active

76 Lords Highway Weston, CT 06883

6 Bed

11 Baths

9974 sqft

MLS# 24151746

In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exceptional comfort. The finished lower level includes a custom cherry wet bar, gym, and flexible space for a media room or wine cellar. Two full-size laundry rooms and a pool bath w/exterior access offer flexibility. Outdoors, a heated Gunite pool with auto cover and spa create a private resort experience. Convenient to the Merritt Parkway and Westport, this rare offering blends timeless sophistication with modern livability in one of Fairfield County's most sought-after settings.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas

$2,750,000 ^(USD)

Darien Area Single Family

Active

12 Dellwood Road Darien, CT 06820

5 Bed

6 Baths

4672 sqft

MLS# 24156013

This beautifully designed residence seamlessly blends timeless charm with modern sophistication, showcasing sun-drenched interiors, inviting fireplaces, and refined architectural details throughout. A secluded stone patio overlooks the sparkling in-ground gunite pool and pool house, all set within a serene, park-like landscape - an idyllic backdrop for both intimate gatherings and grand entertaining. The home's exceptional flow connects the formal living and dining rooms to the newly renovated kitchen, featuring brand new stainless steel appliances, striking quartz countertops, and a sunlit breakfast area. Designed for effortless living, the layout is both elegant and functional. A dramatic family room with soaring cathedral ceiling, wet bar, and impressive stone fireplace offers direct access to the extensive new deck and private yard - a perfect setting for celebrating life year round. The main level primary suite is privately situated in its own wing, complete with spa-inspired bath and dedicated office. A separate wing on the main floor features a remarkable 42 foot media/playroom with custom built-ins and two spacious ensuite bedrooms. Upstairs, two additional bedrooms share a bath and offer abundant storage. Meticulously maintained and thoughtfully updated, this exceptional property is ideally located just minutes from town, train, beaches, and approximately one hour to New York City.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Printz

$2,595,000 ^(USD)

Greenfield Hill Area Single Family Home

Coming Soon

3808 Redding Road Fairfield, CT 06824

4 Bed

5 Baths

5376 sqft

3808 Redding Road is the kind of property that feels discovered rather than found. A place where time has softened the edges, and the landscape tells its own story. Dating to 1769 and set on nearly eighteen acres of open fields and mature trees, this is one of Fairfield's earliest homes, thoughtfully rebuilt in 2008 to preserve its character with modern ease. Inside, the home unfolds with warmth and authenticity. Original beams and centuries-old wood floors ground each space, while natural light moves through refreshed interiors. At the center is a rare three-fireplace hearth - not just an architectural feature, but where the home gathers and winter evenings settle in. Four bedrooms and four and a half baths offer comfort and retreat, with a private balcony off the primary overlooking the property. Outdoors, the experience is equally compelling. Open land gives way to orchard rows planted with heirloom apple varieties, woodland edges, and a landscape long suited to small-scale farming. A historic barn, carriage house, and chicken coop continue the story, offering flexibility for guests, creative pursuits, or a return to its agricultural roots. It's a setting defined not only by its history, but by the space it provides - for gardens, horses, or simply privacy. Close to town yet entirely its own world, 3808 Redding Road is more than a home. It's a place to gather, slow down, and settle into something everlasting.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney

$2,425,000 ^(USD)

In-Town Area Single Family Home

Pending

23 Harborview Road Westport, CT 06880

4 Bed

4 Baths

2832 sqft

MLS# 24156804

Located on a quiet cul-de-sac in the heart of Westport, this beautiful timeless Colonial is located at the top of one of the town's most picturesque streets, directly across from the scenic Saugatuck River. The gourmet kitchen features island seating, custom cabinetry, a serving peninsula, and a breakfast room with an abundance of natural light. The front-to-back living room with fireplace and high ceilings is adjacent to the kitchen and is also the heart of the home. Two recently renovated (Trex) decks off the kitchen and living room, along with an expansive terrace, overlook the private backyard-perfect for entertaining and outdoor enjoyment. All bedrooms are located on the second level along with two fully renovated baths. The lower level includes a family room, home gym, full bathroom and a lot of storage. The lower level has potential for a fifth bedroom. Offering 3,674 sq ft of finished living space, 23 Harborview Rd provides both comfort and flexibility, with additional unfinished space to expand within the existing footprint, if desired. Additional highlights include natural gas, public water and sewer, central air, two-car garage with room for storage, and new blue stone front walk. Commuters will appreciate the south of the Post Rd location, just 1.8 miles to the Westport Station. Harborview offers a walkable lifestyle-minutes to town 'over the foot bridge' to the library, Farmer's market, Levitt Pavillion, and restaurants. Audio/Visual

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Sally Bohling

$2,350,000 ^(USD)

Lower Weston Area Single Family Home

Coming Soon

6 Winthrop Hills Weston, CT 06883

5 Bed

6 Baths

6684 sqft

Welcome to this Modern Colonial, a sanctuary where luxury, comfort & tranquility converge on a premier cul-de-sac, conveniently located to the Merritt Parkway, Weston Center & the campus of award-winning schools and downtown Westport plus beaches. With 5 BRs plus a potential 6th BR/au-pair or in-law suite, this refined retreat offers elegant living & impressive entertaining. The newly reimagined kitchen is a showpiece of style & substance: a spacious island anchors the room, surrounded by premier appliances & abundant storage, all beautifully designed, expertly equipped, and ready for every occasion. Host unforgettable dinners in the formal DR w/gas fireplace, then relax in the warm, inviting fam rm w/custom stone fireplace, French doors & surround sound for movie nights. Multiple home office options include a private library/homework room with built-ins. The luxe primary suite features excellent closet space, a fireplace, spa bath w/hydro tub, shower & dual sinks. The full finished lower level offers all of the room needed so that everyone can have their space, including a game/rec rm, media rm, gym & more, plus storage rooms. Outside, enjoy vast, usable, level lawns, heated pool, sports area, basketball, climbing swing & treehouse. Wraparound porch & screened-in porch offer stunning views of both the picturesque acreage as well as the tranquil hilltop scenery. 4-car garage for the auto enthusiast.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas

$2,295,000 ^(USD)

Roseville/North Ave Area Single Family Home

Active

140 Roseville Road Westport, CT 06880

4 Bed

3 Baths

3099 sqft

MLS# 24132813

Perfectly sited on 1.59 acres, this 4-bedroom, 3-bath antique home invites a lifestyle defined by warmth, ease, and understated elegance. Original wideboard floors, an impressive hearth fireplace, and beautifully preserved details create a sense of history, while the open, light-filled layout supports a modern way of living-whether hosting gatherings or enjoying quiet moments at home. The main level is designed for flexibility and comfort, with a first-floor bedroom or office that easily adapts to guests or work-from-home needs. Upstairs, the primary suite offers a calming retreat with a walk-in closet and full bath. Two additional bedrooms, a hall bath and small study provide space for family, creativity or focus. Thoughtful updates, including newer mechanicals and roof ensure a turnkey experience without compromising the home's character. Outdoors, life naturally extends into a private, resort-like setting. A gunite pool and spa invites long summer afternoons, while the expansive, sun-filled lawn sets the stage for entertaining, play or simply unwinding. The detached 2-car garage with heated loft offers a versatile escape-ideal for home gym, studio or relaxed gathering. Moments from town, dining, and all transportation, this is a delightful retreat where every day living feels both effortless and elevated.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Emily Gordon

$2,150,000 ^(USD)

Old Hill Area Single Family Home

Active

234 Wilton Road Westport, CT 06880

4 Bed

4 Baths

3023 sqft

MLS# 24157114

Wilton Road places you minutes from town and the shoreline. At 234, convenience and privacy coexist. A turn onto a side lane and a set-back approach behind mature trees create a setting that feels distinctly separate from the street. Originally built in 1884, the home has been fully renovated and thoughtfully expanded. A 2024 addition reshaped the main level, enlarging the kitchen and introducing a newly constructed family room anchoring the home. Tall ceilings, open sight lines, and abundant natural light create a sense of volume rarely found in homes of this era. It lives larger than its footprint. The kitchen centers around an oversized island, with a cozy banquette tucked into the corner. A beverage bar and architectural wine display are seamlessly integrated. The flow from kitchen to family room to dining is open and intuitive. Sliders extend to an expansive stone patio with a built-in grill station and fireplace, creating an easy transition between indoors and out. An expansive lawn invites play, set within the safety of the private backyard. Upstairs, the primary suite features a private sitting room, boutique-style dressing room, and a light-filled bath with a soaking tub and glass-enclosed shower. Additional bedrooms are carefully arranged, including a private suite, offering flexibility for guests. Historic at its core and thoughtfully expanded for today. Set where Westport unfolds at your doorstep, and designed with the scale to fully enjoy it.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney

$1,999,999 ^(USD)

N/A Area Single Family Home

Pending

88 Drum Hill Road Wilton, CT 06897

6 Bed

5 Baths

4009 sqft

MLS# 24145307

This historic 1800s Colonial at 88 Drum Hill has been thoughtfully expanded and renovated, blending timeless charm with modern luxury. Original features - wide plank floors, multiple fireplaces, high ceilings, and classic moldings - honor the home's heritage, while updates create a fully livable, elegant residence. With 6 bedrooms, 4 full baths, and 1 half bath, this updated historic home offers flexible spaces for entertaining, work-from-home setups, and family gatherings. Set on a beautifully landscaped 2-acre property, the home features a stunning in-ground pool, outdoor entertaining areas, and private spaces perfect for relaxation. Unique historic touches, including a sleeping porch, library/study, and charming updated kitchen accents, blend seamlessly with modern comforts, including a chef's kitchen and light-filled living and dining areas. Ideally located minutes from Wilton Center and top schools, this luxury Wilton CT home combines historic integrity, modern updates, and a lifestyle designed for year-round enjoyment - a rare opportunity in Wilton real estate. Offer deadline: All offers must be submitted by Sunday, the 25th, at 4:00 PM.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis

$1,995,000 ^(USD)

Coleytown Area Single Family Home

Active

13 Riverfield Drive Westport, CT 06880

4 Bed

4 Baths

4554 sqft

MLS# 24159296

Nestled in a country setting with 2.04 acres of flat, private, beautiful property on one of Westport's most idyllic and picturesque walking streets is a warm and light filled Colonial, in a serene and wooded neighborhood setting. Inside and out, this home has been beautifully updated and maintained. The interior has all the right rooms in all the right places. Rooms are spacious. Main Level: Foyer, Formal Liv/Din Rms, Family Rm w/vaulted ceiling, Kitchen, Breakfast Room, Office and access to Screened-in Porch and large, outdoor Deck. The Lower Level has another Family Rm, Office/Storage Rm, Full Bath, Sauna, Mudroom and tons of storage. Outdoors, you will find a beautifully set tennis/pickleball court with basketball hoop. The peacefulness of this property makes the perfect setting for parties and everyday enjoyment. All of this only 1.3 miles to Coleytown Elem/Middle Schools, less than 3 miles to downtown, and less than 5 miles to the Westport Train station!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$1,799,000 ^(USD)

Long Lots Area Single Family Home

Active

10 Reimer Road Westport, CT 06880

4 Bed

4 Baths

3464 sqft

MLS# 24152179

Thank you for your interest , sellers are respectfully requesting highest and best offers by 3/22 @5pm . stunning 5-bedroom, 3.5-bath home offers beautifully updated living space on a level 1-acre lot at the end of a sought-after cul-de-sac, just minutes to top-rated schools, beaches, & the many amenities of Westport. Flooded w/ natural light from vaulted ceilings & skylights, the chef's kitchen features a Wolf range & an oversized island ideal for gathering and opens seamlessly to a comfortable living area w/ a fireplace & a wet bar. French doors lead to a TimberTech deck overlooking the private, level backyard, creating effortless indoor-outdoor living. Freshly finished hardwood floors run throughout the home, complementing the bright interiors. The dining room showcases a wall of windows. The family room includes built-in bookshelves/entertainment center, a second fireplace, half-bath and offers access to a bluestone patio, another inviting space to relax or entertain. The primary suite is exceptionally spacious w/ a vaulted ceiling, dual walk-in closets, and a luxurious bath, along with an adjacent bedroom w/ Belvedere balcony, currently used as an office, which could also function as a nursery. 3 additional well-appointed bedrooms, including one ensuite, provide comfort and privacy for family or guests. The basement includes a wine cellar & full-height unfinished space, offering exceptional storage & potential for future expansion. Freshly painted on the exterior

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Tara Chlupsa

$1,779,000 ^(USD)

N/A Area Single Family Home

Active

28 Old Orchard Drive Weston, CT 06883

5 Bed

6 Baths

4079 sqft

MLS# 24079433

Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer. Large windows that fill the rooms w/sunlight are a defining characteristic of the home, including the cathedral-ceil LR w/stone fpl & wide plank floors, holiday-sized DR w/bay window, fam rm w/wet bar and wall of glass to deck. The dine-in kitchen w/ center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite w/lrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. The incredible finished, walk-out lower level is a highlight, with sun-drenched spaces that add spacious comfort, flexibility and can meet any need - while still offering great storage. The rec rm w/fpl and a pair of offices or bonus rms each have doors to the rear property. The gym has an adjacent full bth, making it an ideal cabana for swimming guests using the pool when entertaining in these splendid surroundings. Enjoy gorgeous views & tranquil privacy, just minutes to the town Center & school campus plus commuting.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Bross

$1,500,000 ^(USD)

Red Coat Area Single Family Home

Coming Soon

104 Newtown Turnpike Westport, CT 06880

3 Bed

3 Baths

2309 sqft

Looking for a bright home in Westport, CT, close to the train, beaches, and commuting routes to New York City? Welcome to 104 Newtown Turnpike, a light-filled 3-bedroom, 2.5-bath home offering privacy, comfort, and exceptional convenience in one of Westport's most accessible locations. Set high above the road, the home enjoys beautiful natural light and a peaceful setting, creating a bright and airy atmosphere throughout the living spaces. The heart of the home is the beautifully updated kitchen, which opens seamlessly into the sun-filled family room with a fireplace, creating a warm and inviting space for everyday living and entertaining. The home features two fireplaces, adding charm and comfort throughout. Large windows bring in abundant sunlight, giving the home a light, welcoming feeling year-round. Step outside to a lovely private patio, perfect for outdoor dining, relaxing with friends, or enjoying quiet mornings surrounded by nature. The location offers the best of Westport living with easy access for NYC commuters. The home is conveniently located near: * The Merritt Parkway for an easy commute to New York City * The Westport Metro-North train station * Compo Beach and Longshore Club Park * Downtown Westport's vibrant restaurants, shopping, and cultural attractions. Ideally located near beaches, downtown, and NYC commuter routes, 104 Newtown Turnpike offers comfort, convenience, and the best of Westport living. A bright, light-filled home ready for its next owner.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis

$1,475,000 ^(USD)

Old Hill Area Land

Active

50 Sylvan Road North Westport, CT 06880

Bed

0 Baths

0 sqft

MLS# 24151295

DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun & Bradstreet. There in the 1930's, he perfected a system whereby a client could receive an accurate credit rating on a business within 2 minutes of a request. Whiteside's original Tudor home is visible in the distance where the Sellers of Lot #1 will remain in residence on Lot #2. LOT 1 FOR SALE is flat, pristine, dry and park-like, and enclosed by 1920's fieldstone drywalls which run a full 450' along Sylvan Road North frontage. The Town-Approved Site Plan (FOR DESIGN DEVELOPMENT NOT CONSTRUCTION) is being "simplified" by LandTech to clarify: (1)House site can be moved (2)Sewer and City Water available at street for connection. (3)Natural Gas is available across street, so is being explored as a possibility. Seller has requested feedback from Southern CT Gas about possible hookup to an existing natural gas line across street at 43 Sylvan North/Marion Rd. Still awaiting response from the SCG field manager. (4) utility lines to Lot #2 will logically be moved from the middle of Lot #1 to run alongside the Lot#2 driveway. (5) an optional private and separate Lot#1 entry farther

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman

$1,425,000 ^(USD)

N/A Area Single Family Home

Active

9 Pepperbush Road Weston, CT 06883

5 Bed

5 Baths

4220 sqft

MLS# 24158801

A special residential neighborhood characterized by a coveted cul de sac and offering the quiet luxury Weston is known for. Privately sited on Pepperbush Rd, this perfectly maintained and thoughtfully updated Colonial offers over 5,100 sq ft of refined living space. Sun-filled interiors and an elegant layout provide the perfect balance for everyday living and sophisticated entertaining. The chef's kitchen with large center island and sun-lit breakfast room opens to a welcoming family room with custom built-ins and a wood-burning fireplace. Exquisite millwork in the living room with fireplace (option of gas or wood burning), spacious dining room, and private office enhance the home's gracious design. The home features 5 spacious bedrooms including a stunning primary suite with high ceilings, a luxurious bathroom, and two walk-in closets. The lower level, off the kitchen and family room area, includes a rec (play) room with dry bar, exercise room, plus full bath. Set amongst beautiful gardens and lawn, and across from conservation land and trails, the home is enhanced with premium upgrades including an Aerus G4 whole house air system, whole house generator and a new Carrier furnace. Backyard features 3 electric canopies for sun coverage, and built-in peninsula for ease of entertainment. A two car garage, attached to the home by an interior breezeway, plus a new mudroom add to an ideal lifestyle. Showing appointments begin March 18th. More Photos Soon.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Sally Bohling

$1,350,000 ^(USD)

Greenfield Hill Area Single Family Home

Pending

1115 Galloping Hill Road Fairfield, CT 06824

4 Bed

3 Baths

2072 sqft

MLS# 24132021

THANK YOU FOR YOUR STRONG INTEREST; SELLER REQUESTS HIGHEST & BEST OFFERS BY NOON ON MONDAY 3/16/26 thoughtfully updated Colonial in the heart of Greenfield Hill, 1115 Galloping Hill Road is the kind of home that simply feels right. Solid, balanced, and beautifully maintained, it reflects years of careful ownership and intentional improvement. The main level offers an easy flow between kitchen and family room, anchored by a classic brick fireplace and extending seamlessly to a screened sunroom that invites year-round enjoyment. The kitchen has been refreshed with new cabinet fronts, hardware, lighting, and a built-in breakfast nook. Refinished hardwood floors run throughout the home, unified in tone, while a crisp Chantilly Lace palette and curated fixtures create a cohesive, timeless feel. Upstairs, the primary suite is quietly refined, complemented by three additional bedrooms with custom closet systems, updated lighting, and thoughtful design details. The fully permitted lower level has been completely reimagined with new flooring, insulation, heating, windows, and generous storage. Exterior improvements include a widened driveway, new front door, expanded bluestone patio, refreshed landscaping, solar-reflective sunroom windows, and a level lawn enhanced for usability and privacy. Major systems, including septic, roof, windows, and electrical, have been updated. A home that feels settled, solid, and ready for its next chapter.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney

$1,320,000 ^(USD)

Long Lots Area Single Family Home

Active

32 Bauer Place Extension Westport, CT 06880

3 Bed

3 Baths

1752 sqft

MLS# 24156275

Live effortlessly on a quiet cul de sac in picturesque Westport's highly desirable Long Lots neighborhood. This beautifully updated and meticulously maintained Cape style home offers 1,752 sq ft of light-filled living space- The inviting main level, all with newly refinished hardwood floors, is designed for easy one-level living and includes a serene first floor primary bedroom with en-suite bath, a kitchen equipped with a Wolfe range and stainless steel appliances, generous granite counter space, and a 5.5' center island/breakfast bar. The kitchen flows effortlessly to the dining room and a bright family room anchored by a fireplace. Completing the first floor is a large, open living room with custom built-ins and oversized window, a central front to back foyer with direct access to enjoy the spacious bluestone patio and fully fenced back yard, and a shed for extra storage. Upstairs, two additional bedrooms and a flexible office or study provide room to grow, work, or unwind. A new boiler & HW tank. Absolutely impeccable in and out.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Szablak

$1,299,000 ^(USD)

Greenfield Hill Area Single Family Home

Active

126 Rolling Hills Drive Fairfield, CT 06824

4 Bed

4 Baths

3098 sqft

MLS# 24158186

Rolling Hills Drive is the kind of street where homes feel settled into their surroundings, quiet and residential, with attractive homes lining the neighborhood and nature close at hand. Just moments from hiking trails, Lake Mohegan, and Smith Richardson Golf Course, it's a setting that offers both neighborhood connection and easy access to the outdoors. At 126, a classic Colonial sits gracefully on two private acres. The property evolves beautifully through the seasons: green lawns in summer, vibrant foliage in fall, and peaceful snow-covered grounds in winter, each bringing its own character to the setting. Inside, the home carries the same warmth and ease, with cozy, welcoming living spaces anchored by a bright, updated kitchen that naturally becomes the heart of the home. Four full baths add a level of comfort and convenience that makes daily life and hosting feel effortless. Outside, a bluestone front porch with river rock accents offers an inviting place to begin the day, while the backyard opens to broad lawn and a firepit gathering area tucked into the landscape. It's the kind of property where afternoons stretch into evenings, and where outdoor living becomes part of daily life. Inside and out, the home reflects the enduring appeal of a traditional Colonial: balanced, welcoming, and easy to live in. A property defined by space, natural surroundings, and the neighborhood character that makes Rolling Hills Drive one of Fairfield's most peaceful residential settings.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney

$1,150,000 ^(USD)

Lordship Area Single Family Home

Active

44 Washington Parkway Stratford, CT 06615

4 Bed

3 Baths

2136 sqft

MLS# 24143445

Your coastal retreat, nestled along the stunning shoreline of Lordship with beautiful water views. Step inside to discover a spacious, light filled home with an open floor plan that invites both comfortable everyday living and effortless entertaining. The main level features a seamless flow between the between the living room, dining area, and kitchen, along with a versatile bedroom or home office. an added luxury is the elevator, providing effortless to the first level. Glass doors open to a large deck where you can relax and enjoy the tranquil coastal scenery. Upstairs, you'll find a generous primary suite along with two additional bedrooms and a well-appointed bath. Outdoors, the property offers a private landscaped yard, a cozy fire-pit area, a large patio, and two car garage. Ideally located just moments from Short Beach, Lordship Beach, Russian Beach sand the spectacular Stratford Point Lighthouse, this home offers the best of shoreline living. Golf enthusiasts will love being minutes Short Beach Golf Course and Mill River Country Club, two of Stratford's most popular courses. Enjoy year-round beach events, walk to nearby restaurants, and embrace a vibrant coastal lifestyle-whether you're seeking a full-time residence, a beach retreat, or a strong investment opportunity (including Airbnb potential).

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Georgia Wasserman

$1,149,900 ^(USD)

Nichols Area Single Family Home

Active

68 Old Dike Road Trumbull, CT 06611

5 Bed

4 Baths

3657 sqft

MLS# 24155839

Welcome to a rare gem that seamlessly blends elegance, comfort, & the coveted Pinewood Lake lifestyle. This 5-bedroom, 4-bath Colonial offers not just a home, but an unparalleled way of life with deeded lake rights to the highly sought-after Pinewood Lake. Imagine waking up to the serenity of 110 feet of pristine lakefront, complete with new sand on your own private beach. Step inside & be greeted by hardwood floors and a light-filled main level. The Living Room, Dining Room, & Kitchen connect seamlessly, creating an inviting and open space for entertaining. A stone-faced fireplace adds warmth and character, while French doors lead to a composite deck overlooking a private, expansive fenced-in yard. The oversized Family Room, with its vaulted ceilings, provides the perfect space for relaxation or gatherings. The private Master Suite occupies the third level, creating a tranquil retreat. With its own balcony, a luxurious spa-inspired bath, and a walk-in closet, this suite offers privacy & comfort. Four additional bedrooms on the second level share a beautifully appointed hall bath. The fully finished Lower Level adds even more versatility to this home, complete w/a full bath & ample space for a playroom/media room & office, or potential 6th bedroom. From here, step outside to the backyard & follow the path to the lakefront, where you'll discover a charming lakeside "Cottage," a private dock, & your own sandy beach.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kristin Corsello-Egmont

$1,100,000 ^(USD)

N/A Area Single Family Home

Pending

103 Davis Hill Road Weston, CT 06883

5 Bed

3 Baths

3080 sqft

MLS# 24110407

Quintessential center hall Colonial just minutes from the heart of town and top-rated schools, this charming home offers 5 bedrooms and 2.5 bathrooms with a thoughtfully designed layout ideal for today's lifestyle. New oversized Marvin windows flood the home with natural light, enhancing the excellent floor plan and seamless flow throughout. The main level features two distinct living spaces connected by the dining room, kitchen, and eat-in area with vaulted, beamed ceilings and a striking floor-to-ceiling fireplace. Sliding doors lead to a newly refurbished, expansive deck-perfect for indoor-outdoor entertaining. The formal living room includes an additional fireplace and access to a screened-in porch. Also on the main floor is a flexible in-law or au pair suite with a bedroom and full bath, along with a home office and a mudroom/laundry room with its own entrance. Upstairs, the primary bedroom offers a walk-in closet, accompanied by three additional bedrooms and a full bath. The lower level provides a large unfinished space with endless possibilities-playroom, gym, or recreation area-and direct access to the two-car garage. Numerous recent updates include bluestone walkways, newer Hardie board siding, and freshly painted interior. This immaculate and level property is perfect for recreation & offers privacy while being conveniently located near Weston's Dog Park and scenic trails. All of this plus top notch Weston schools & rights to use Westport beaches. Welcome home!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jenny Walsh

$995,000 ^(USD)

Long Lots Area Single Family Home

Active

20 Hickory Drive Westport, CT 06880

3 Bed

2 Baths

1560 sqft

MLS# 24156644

Tucked on a cul-de-sac in the heart of Long Lots, this light-filled ranch offers the ease of single-level living within a thoughtfully composed floor plan. Well-proportioned rooms and seamless flow create a home that feels both comfortable and refined. The living room, framed by a large picture window, is bathed in natural light throughout the day and anchored by a custom fireplace surround. An open kitchen with granite counters connects effortlessly to the dining room, offering an ideal setting for everyday living and relaxed entertaining. Three bedrooms and two full baths are arranged with privacy in mind. The primary suite includes a spacious bath, generous closet space, and an adjacent office, sitting room, or playroom. Two additional bedrooms with custom closet built-ins and a well-appointed hall bath complete the interior layout. Outdoor living is equally inviting. A flagstone patio extends into beautifully landscaped gardens with dedicated grilling and dining areas, complemented by a fire pit and curated plantings that enhance both privacy and charm. Ideally situated in a central location, 20 Hickory Drive provides convenient access to town, train, beaches, and schools. An exceptionally well-cared-for home offering a quiet, established setting and the ease of a truly connected Westport lifestyle.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Sweeney

$995,000 ^(USD)

Huntington Area Townhouse

Active

2 Trout Creek Road 2 Shelton, CT 06484

3 Bed

4 Baths

3171 sqft

MLS# 24158868

Distinctive in every detail, this extraordinary luxury riverfront townhome sets a new standard for refined living. A private elevator services all 4 levels of this impeccably appointed residence, nestled within an exclusive 11-acre riverfront enclave graced by manicured grounds and meandering walking paths. Designed to capture natural light and tranquil river views, the home offers multiple balconies and a maintenance-free rear deck for seamless indoor-outdoor living. The open-concept main level speaks to superior craftsmanship at every turn, where soaring 10' ceilings, hardwood floors, and richly detailed millwork create an atmosphere of understated elegance. The custom chef's kitchen is appointed with premier appliances including Sub-Zero, Wolf range, and Bosch espresso/coffee maker, flowing effortlessly into a gracious dining area, family room with deck access, and living room anchored by gas fireplace. The 2nd level hosts a spacious primary suite with gas fireplace, custom walk-in closet, and spa-like bath. A 2nd ensuite bedroom and laundry complete this level. The third floor loft is a light-filled retreat with sweeping waterfront views, ideal as a media room, office, or guest suite, with full bath and generous storage. A finished ground-level workroom with extensive built-ins offers exceptional flexibility, while the two-car garage and HOA-maintained exterior ensure effortless, low maintenance living. A rare and distinguished opportunity in the sought-after Huntington.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Auerbach

$979,000 ^(USD)

In-Town Area Single Family Home

Active

25 Maplewood Avenue Westport, CT 06880

3 Bed

3 Baths

1212 sqft

MLS# 24130771

LOVE IT TODAY, DREAM YOUR TOMORROW! WOW!!! This snuggly 1800sf bungalow is ready for you to move right in with 3-bedrooms, 2-1/2 baths total on 3 levels (which includes the 1 bedroom/1bath Lower Level legal accessory apartment). Guests feel welcomed the minute they step through the 25 Maplewood front door into the light-filled main level where entertainment feels easy-peasy! The open floor plan has wonderful flow between Living Room with built-ins, roomy Dining Room and Kitchen with stainless steel appliances, updated cabinetry and granite countertops. The upstairs top level features an unexpectedly roomy Primary Bedroom and Bedroom #2. Closet built-ins maximize storage and an updated bathroom are wonderful features. The Lower Level holds RARE TREASURE in Westport that yields an income option: a LEGAL ACCESSORY APARTMENT with direct walkout to paved parking at its entry and its own #2 Willowbrook mailing address. You can opt to rent it as an ongoing income supplement (as the Seller did for 14 years and at $1425 most recently) --- OR as your primary residence while renting the upper level for greater cash flow(current owner yielded $5750/month for the recent 1-1/2 years ...see MLS listing #24013621)! Or maybe you will opt to live the whole house as all-yours and use it as a private office or recreation space . Off-street paved parking for 6 cars adds a fabulous advantage on a street where many get by with far less.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman

$895,000 ^(USD)

Nichols Area Single Family Home

Pending

244 Strobel Road Trumbull, CT 06611

3 Bed

4 Baths

2875 sqft

MLS# 24132332

Welcome to 244 Strobel Road - a one-of-a-kind Trumbull residence that perfectly balances space, lifestyle, and location. Privately set on a wooded lot with deeded Pinewood Lake rights, this 4,075 sq ft expanded Colonial has some beautiful updates with endless potential for more. Discover 3 bedrooms and 3.5 baths with a thoughtfully designed layout ideal for everyday living and entertaining. The main level features sun-filled living and dining spaces, hardwood floors, and a first-floor en-suite bedroom with radiant heated floors-perfect for guests or multi-generational living. The kitchen, also with radiant heat, opens seamlessly to the dining area for effortless flow. Step outside to a brand-new composite deck overlooking a peaceful, wooded backdrop. Below, a patio with a screened-in porch extends the living space, creating the perfect spot for relaxing or entertaining. The walk-out lower level impresses with vaulted ceilings, a second kitchen, and bar area, offering flexibility for gatherings, extended family, or a private in-law suite. Car enthusiasts will love the five-car garage, a rare find, with room for vehicles, storage, boat, or a workshop. A dedicated home office and cedar closet add comfort and functionality. Located in one of Trumbull's most desirable neighborhoods, this home offers easy access to award-winning schools, parks, shopping, major commuting routes, and Pinewood Lake for swimming, kayaking, and year-round recreation.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Christine Struble-Nirmaier

$875,000 ^(USD)

Marvin Beach Area Single Family Home

Coming Soon

13 Elliott Street Norwalk, CT 06855

2 Bed

2 Baths

1287 sqft

Welcome to 13 Elliott Street, a charming Colonial nestled in the highly sought-after Marvin Beach neighborhood of Norwalk. Just a short walk to the water, this home offers the perfect blend of coastal living and timeless character. Lovingly and meticulously maintained by the same owner for over 30 years, this residence showcases consistent care and thoughtful upkeep throughout. From its inviting curb appeal to its warm and comfortable interior, the home reflects a true sense of pride in ownership. This well-maintained Colonial is ready for its next chapter, offering a wonderful opportunity for a new owner to move right in and make it their own. Whether you're enjoying morning strolls to the shoreline or relaxing in a home that has stood the test of time, 13 Elliott Street delivers both lifestyle and location. Don't miss your chance to own a piece of Marvin Beach-where charm, community, and coastal convenience come together.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Eugene "Robbie" Salvatore

$874,959 ^(USD)

Lordship Area Single Family Home

Active

190 5th Avenue Stratford, CT 06615

6 Bed

4 Baths

4514 sqft

MLS# 24144678

Life at the beach is a year round vacation in the coveted community of Lordship. A charming yet spacious home has been part of one family's history for generations. This lovingly maintained & carefully updated home has almost 3200 SF & is considered to be 7 BRS by the town w/ 3.5 Baths. The perfect home for family & friends to gather! Upon entering this home you experience the best of beach living w/ the inviting LR w/ FP which leads into the DR both w/ bay windows flooding the rooms w/ natural sunlight. The kitchen w/ ample work areas, S/S appliances & granite countertops is adjacent to a sunroom which is perfect for enjoying casual dining w/ sliders overlooking the deck, gardens & inground pool. There is a spacious FR w/ sliders & direct access to the deck, pool & a conveniently located 1st floor laundry. An office/bedroom, full hall bath & a bedroom w/half bath completes the main level. The upper level has 4 spacious bedrooms & hall bath w/the 2nd laundry hook-up. An impressive primary bedroom w/ distant water views has a full bath w/ spa-like tub & separate shower. An inviting retreat w/ sitting areas & walk-in closet. There is even a full basement w/ a variety of uses. The owners have done significant improvements in recent years-exterior painting & wood repairs as well as front porch & back decks 10/25, Installation of HW floors between 3/25 and 10/25, new C/A and furnace 2nd floor 7/25, new roof 5/25, new windows '21-'23 &new pool liner 2021.Enjoy!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marilyn Heffers

$799,000 ^(USD)

Stratfield Area Townhouse

Active

160 Glengarry Road 160 Fairfield, CT 06825

2 Bed

3 Baths

1569 sqft

MLS# 24133350

Come to Woodfield Village where the living is easy. This amazing corner unit offers effortless living on all levels. Don't want stairs? The primary bedroom is on the main level and features a beautiful newer bathroom with a walk-in shower, plus access to a large deck overlooking the woods and manicured open space. The deck has a gas hook-up for barbecuing and is also accessed from the great room/living room, which offers a fireplace, oversized windows, vaulted ceilings and plenty of space for large gatherings. The main level includes an updated kitchen, formal dining room and a 2nd bedroom. The loft, with skylights, vaulted ceilings, a huge walk-in closet and spacious living area that is easily reached with the stair lift. The finished lower level has a office, a full bath, a large flexible-use room, storage space and an unfinished area perfect for a workshop or storage. Woodfield Village offers a pool, pool house, tennis court/pickleball court. This lovely condo is minutes to the Merritt Parkway, restaurants, shopping and Fairchild Wheeler Golf Course. This is a must see!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Bross

$795,000 ^(USD)

Wolfpit Area Single Family Home

Coming Soon

5 Dorset Road Norwalk, CT 06851

3 Bed

2 Baths

1200 sqft

Renovated and move-in ready, this home is set on a quiet street in Norwalk's desirable Wolfpit neighborhood. Tucked among winding roads perfect for walking and biking, the setting offers a true neighborhood feel. Enjoy easy access to Norwalk and Westport beaches, parks, shopping, dining, and Metro North for a convenient commute. Don't miss this great opportunity to settle into one of Norwalk's most established and well-loved areas.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Dunsmore

$780,000 ^(USD)

Tunxis Hill Area Single Family Home

Active

206 Sterling Street Fairfield, CT 06825

2 Bed

2 Baths

1229 sqft

MLS# 24156337

This charming cape has been beautifully maintained and thoughtfully updated, providing peace of mind and comfort throughout. Ideally located near all of the great amenities that Fairfield has to offer, with easy access to the Merritt and 95. The cozy dining area opens into a bright modern kitchen featuring marble countertops, updated appliances and a dry bar which is perfect for everyday living and entertaining. The living room provides a relaxing retreat, while the adjoining office/sitting area offers a great work from home option. The lower level includes additional finished space, ideal for a playroom, gym, or media area, along with a separate laundry and mechanical room. Upstairs, the contemporary spa inspired bathroom features a ceiling mounted rainfall showerhead, creating a refreshing way to start your day and a relaxing place to unwind at night. Outside, enjoy landscaped gardens and fully fenced yard which is perfect for gatherings, pets, or play, and can be enjoyed from the patio or the large deck, accessible from both the kitchen and the sitting room's French doors.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Sarah Callands

$775,000 ^(USD)

East Norwalk Area Condo

Active

26 Cove Avenue Apt 3B Norwalk, CT 06855

2 Bed

2 Baths

1628 sqft

MLS# 24099304

Welcome to your dream home-a beautifully appointed, direct waterfront ranch style condo with sweeping views of the picturesque Norwalk Harbor. Located in a serene neighborhood, this 2-bedroom, 2-bath gem offers a rare opportunity to enjoy waterfront living at its finest. Enjoy unbeatable views and open concept living. Step inside to a spacious, open floor plan that blends the kitchen, living room, and dining areas into a seamless living experience. The expansive wall of glass invites the outdoors in, offering panoramic views of the sparkling harbor and ever-changing water scenes. Step out onto your private balcony to enjoy the salty breeze, stunning sunsets, and a peaceful retreat right at your doorstep. A water lover's paradise! For those who love the water, the condo comes with a deeded deep water dock, perfect for boats up to 35 feet. Whether you're into sailing, cruising, or just enjoying a tranquil day on the water, your own dock awaits. Location, Location, Location! This condo isn't just about luxury-it's about lifestyle. Ideally located with a variety of nearby amenities, you'll have easy access to everything. Explore local shopping malls, enjoy fresh seafood and diverse cuisines at nearby restaurants, or spend your days lounging at one of the area's beautiful beaches. The golf course is nearby, and your furry friends will love the nearby dog park.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Susan Hawley

$750,000 ^(USD)

Stratfield Area Single Family Home

Active

249 Wheeler Park Avenue Fairfield, CT 06825

4 Bed

2 Baths

2205 sqft

MLS# 24155667

Wonderfully maintained split-level ranch in Fairfield, located on a quiet dead-end street. Lovingly cared for by the same family for the past 33 years, this home offers both space and flexibility. The home features four bedrooms, with one currently being used as a home office. The primary bedroom is on the second floor and includes an en-suite bathroom. The other bedrooms are on the main floor. There is also a second full bathroom on the main floor. A large, oversized great room and dining room create an ideal layout for entertaining and everyday living. The cozy family room includes a wood-burning fireplace. Additional highlights include hardwood floors throughout, central air, and a deep, partially-fenced-in .47-acre yard offering privacy and room to enjoy the outdoors. The basement offers potential for future finishing, providing additional living space. Ideally located just minutes from Sacred Heart University, the Merritt Parkway, shopping, dining, and Lake Mohegan. This home is an estate and is being sold "as is."

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Katerina "Kat" Hendrickson

$639,000 ^(USD)

Stratfield Area Townhouse

Pending

35 Balmaha Court 35 Fairfield, CT 06825

2 Bed

3 Baths

1750 sqft

MLS# 24149033

Welcome to 35 Balmaha Court; a beautifully light and spacious 2 bedroom, 2.5-bath townhouse in the sought after Woodfield Village community. Spacious layout on 2 levels of living space including Living Room with fireplace, Kitchen with open floor plan to Dining area & Family Room with double sliding doors to Deck. 1/2 Bath with Laundry. 2nd Level includes oversized Primary en-suite bedroom with Slider to Deck, Spa style bath, skylight, double vanity, shower stall. walk-in closet. 2nd en-suite bedroom with walk-in closet. Owner states there are hard wood floors under wall to wall carpeting throughout. Lower level includes basement with great storage space and a 2-car attached garage. Ideally situated on 37 acres of impeccably maintained space overlooking wooded areas. On-site Maintenance Superintendent. Pool, clubhouse, tennis court/pickleball court. Minutes to Fairfield restaurants, shopping, Merritt Pkwy, Fairfield Metro train station, beaches. All roofs in complex to be replaced in 2027. Updates include: A/C 2025, Sliding doors on Main level 2025, gas water heater 2025, Upper level Deck 2024, Gas furnace 2018, Humidifier 2019.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Nancy Hatfield

$590,000 ^(USD)

Mid City Area Townhouse

Active

237 Strawberry Hill Avenue Apt 27 Stamford, CT 06902

3 Bed

3 Baths

1960 sqft

MLS# 24160373

Welcome to 237 Strawberry Hill Ave #27, a beautifully updated 3-bedroom, 2.5-bath townhouse in sought-after Pinewood Estates, offering just under 2,000 square feet of light-filled living space in the heart of Stamford. Designed for today's lifestyle, this spacious home features abundant natural light, a cozy wood-burning fireplace, and an open-concept main level that is perfect for both everyday living and effortless entertaining. The newly updated kitchen is beautifully finished with quartz countertops and new cabinetry. Upstairs, the spacious primary suite offers an ensuite bath, while two additional bedrooms and a fully renovated hall bath complete the upper level. The finished lower level, with direct access from the attached private garage, offers exceptional flexibility for a home office, gym, playroom, or media room. Additional highlights include whole-house HVAC, natural gas heat, central air, a private deck, and nearby visitor parking. Pinewood Estates is a well-managed, well-maintained community with access to a fully fenced, heated in-ground pool. Ideally located just minutes from downtown Stamford's restaurants, shopping, and entertainment, as well as Barrett Park, Sterling Farms Golf Course, Glenbrook Metro-North, and Stamford Station, this is a rare opportunity to own a turnkey home in one of Fairfield County's most convenient and desirable locations.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Benjamin "Ben" Howell

$550,000 ^(USD)

Grasmere Area Townhouse

Active

118 Berwick Avenue 118 Fairfield, CT 06825

3 Bed

3 Baths

1800 sqft

MLS# 24159890

Nearly new! Turnkey end-unit townhouse built just five years ago, ideally located at the end of a quiet cul-de-sac and less than one mile to the Metro-North train station. This beautifully maintained home offers an open layout and modern finishes throughout, making it an excellent opportunity for low-maintenance living in sought-after Fairfield. The main level features a bright, open floor plan designed for everyday living and easy entertaining. The kitchen flows seamlessly into the living and dining areas and is equipped with quartz countertops and tiled backsplash, stainless steel appliances including a gas range, as well as a center island with breakfast bar with seating and sliders that lead to a private deck. Upstairs, the spacious primary suite includes an oversized shower and a large walk-in closet, while the convenience of second-floor laundry makes daily routines effortless. With its end-unit location offering additional light and privacy, this modern construction 3-bedroom, 2.5-bath end-unit townhouse offers 1,800 square feet of living space and close proximity to Fairfield's Metro-North station and provides the perfect combination of comfort, convenience, and location. An excellent opportunity to enjoy everything Fairfield has to offer! Make it yours today!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Szablak

$495,000 ^(USD)

N/A Area Single Family Home

Pending

115 Wheeler Road Monroe, CT 06468

3 Bed

2 Baths

1298 sqft

MLS# 24158350

Welcome to 115 Wheeler Road in Monroe. This beautifully maintained 3-bedroom, 2-bath ranch is nestled on over an acre of tranquil property. Inside, the home boasts a spacious, open layout, a bright updated kitchen, and a two-car attached garage. Plus, the finished basement offers versatile extra living space. Located in the friendly, sought-after neighborhood of Monroe, you'll enjoy easy access to parks, top-rated schools, and local amenities. This home truly has it all-don't miss your chance to make it yours.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Eugene "Robbie" Salvatore

$439,000 ^(USD)

West Norwalk Area Townhouse

Pending

115 Fillow Street 78 Norwalk, CT 06850

2 Bed

2 Baths

1448 sqft

MLS# 24155668

Welcome to Fillow Ridge, an exceptional townhouse community in West Norwalk offering comfort, convenience, and an unbeatable location. Just a short stroll to the scenic greens of Oak Hills Golf Course, this residence is set in one of the area's most desirable neighborhoods. Inside, the main level welcomes you with an expansive living room centered around a charming fireplace, creating a warm and inviting setting. Sliding glass doors open to a private deck, providing the perfect extension of your living space for relaxing or entertaining outdoors. The generously sized dining area flows effortlessly into the kitchen, making gatherings both comfortable and convenient. The sun-filled eat-in kitchen offers abundant space for cooking and casual dining, complete with pleasant views that enhance the experience. Upstairs, the tranquil primary bedroom features oversized windows and an entire wall of closets for excellent storage. The second bedroom is equally bright and spacious, offering both a walk-in closet and an additional closet. A well-appointed Jack & Jill bathroom connects the two bedrooms and includes a separate shower, soaking tub, and dual sinks for added comfort and functionality. Additional highlights include a pull-down attic for extra storage and ample unassigned parking for residents and guests. Fillow Ridge combines everyday practicality with a prime West Norwalk location, making it a wonderful place to make a home. Close to all the areas amenities.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Ninfa Valella

$435,000 ^(USD)

North End Area Single Family Home

Active

165 Douglas Street Stratford, CT 06614

2 Bed

1 Baths

1008 sqft

MLS# 24138609

Welcome to effortless one-level living in this super sweet and sunny 2-bedroom gem, where comfort meets harmony in all the right ways. The inviting living room is anchored by a cozy brick fireplace with custom mantel -perfect for chilly nights or a stylish focal point all year round. The fully applianced galley style kitchen with granite counters offers both efficiency and charm, and there's even a pantry for added storage, as well as an easy flow into the dining area. Sliders lead to a bright sunroom-ideal as-is or a perfect candidate for future expansion. Enjoy the convenience of an attached garage, a full unfinished basement with endless possibilities, and a fenced-in yard ready for play, pets, or your next garden project. Light, bright, and ready for you, this home is packed with value and waiting for its next chapter with you.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Szablak

$359,000 ^(USD)

Walnut Beach Area Condo

Pending

85 Viscount Drive B21 Milford, CT 06460

2 Bed

1 Baths

990 sqft

MLS# 24156458

Welcome to Heritage Sound, a highly sought-after beachside condo community just steps from Walnut Beach, with boardwalks that extend all the way to Silver Sands State Park. Located in Building B, this desirable second-floor end unit is filled with natural light. Upon entry, you're welcomed by a spacious family room featuring an open floor plan and sliding doors that lead to a private balcony overlooking the courtyard - perfect for relaxing or entertaining. The kitchen offers ample cabinetry and abundant natural light. Both bedrooms are generously sized with large windows that fill the rooms with sunshine. The full bathroom has been tastefully updated and includes the convenience of an in-unit washer and dryer. Beautiful floors run throughout the home, and the HVAC system is brand new for added peace of mind. Additional features include Storage Unit #1, located just down the hall, elevator access, and a designated carport # 146. Enjoy everything this vibrant beach community has to offer - kayaking, paddleboarding, yoga on the beach, local restaurants, and an ice cream shop - all just moments from your door.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Katerina "Kat" Hendrickson

$330,000 ^(USD)

Sono Area Townhouse

Active

126 Washington Street Apt 304 Norwalk, CT 06854

1 Bed

2 Baths

960 sqft

MLS# 24157438

A wonderful opportunity to own a beautifully renovated and quiet one-bedroom apartment in the heart of SoNo. Just steps from restaurants, bars, the waterfront, the Maritime Aquarium, Metro North, the movie theatre, and the SoNo Collection mall, you'll enjoy everything this vibrant neighborhood has to offer. Yet this third-floor condo offers a peaceful retreat, set away from the noise and activity of Washington Street.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Dunsmore

$259,900 ^(USD)

Silvermine Area Condo

Active

8 Oakwood Avenue Apt B13 Norwalk, CT 06850

1 Bed

1 Baths

514 sqft

MLS# 24160577

Move-in ready 1BR condo in the desirable Silvermine community, featuring an attached 1-car garage and a spacious additional storage area. This end unit offers extra natural light with added windows in both the bedroom and bathroom. The living room includes a sliding glass door leading to the deck. Gleaming hardwood floors run throughout, complemented by a recently updated in-unit washer and dryer. Ample guest parking available. Ideally located with easy access to NYC via the nearby Merritt 7 train station, and just minutes from the Merritt Parkway and connector. Enjoy convenient access to shopping and dining. Low common charges under $200/month. Pet-friendly and investor-friendly.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jacqueline "Jackie" Zoeller

$223,000 ^(USD)

Beardsley Park Area Townhouse

Active

261 Pennsylvania Avenue 261 Bridgeport, CT 06610

2 Bed

2 Baths

960 sqft

MLS# 24156598

Townhouse with an updated kitchen with stainless appliances and granite countertops. 1/2 bath on main level, which is rare in this complex washer dryer in unit. Full bath was renovate and updated. All hardwood floors. 1 reserved parking space #16

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jonathan Deak

$50,000 / mo ^(USD)

Old Hill Area Rental Home

Active

17 Stonybrook Road Westport, CT 06880

5 Bed

6 Baths

5315 sqft

MLS# 24158601

This modern farmhouse was recently completed 2019 with highest level of craftsmanship, stunning interior and exceptional modern design. Covered front porch with seating area welcomes you and leads to grand front door entry with two-story foyer. Sun-filled open floor concept 9ft+ ceilings, white oak flooring and contemporary vibe. Fully furnished with essentials and many extras(bikes, scooters, and more). Custom kitchen/family room with marble counters, shiplap ceilings, a center island with breakfast bar, dining area, and a gas fireplace. Large barn doors from the family area lead to a formal living room that can be closed for quite time or opened for entertaining. The formal dining room, office, mudroom, and two half-baths are located on the first floor. A beautiful master suite with sitting area, x-large walk-in closet, and a luxurious marble bath is located on the second level. There are four additional bedrooms, one with en-suite bathroom and the other two sharing a Jack and Jill bathroom. Fifth bedroom are located on third level with full bath. Lower level is finished and offers over 1,800 square feet entertainment, pool, ping-pong, games, and fully equipped gym with bath. Backyard is fully fenced enjoy heated pool, covered porch with smart louvers that adjust with weather. Located right across "Earthplace," a nature preserve with lots of great walking trails, 62+ acres of open space, including a bird sanctuary, interpretive exhibits and nature inspired playground.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen

$49,500 / mo ^(USD)

Coleytown Area Rental Home

Active

62 Weston Road Westport, CT 06880

4 Bed

7 Baths

6821 sqft

MLS# 24159420

NEWLY RENOVATED!!! Welcome to your dream summer rental. Gorgeous spacious home situated at the end of a long private driveway in a fully fenced professionally exquisite landscaped property on 2.14 level acres with pool and spa. This beautiful colonial with a dramatic two story foyer, new light natural hardwood floors, high ceilings, custom millwork & beautiful details is finished on 4 levels. 2 Home Offices with extensive built-ins is perfect to work remotely. Formal Living Room with fireplace flows into the banquet style formal Dining Room. Entertain with ease in the fully equipped modern Eat-in Kitchen complete with high end appliances including a wolf range, subzero refrigerator, 2 dishwashers and a huge marble island. Family Room with fireplace and french doors leading out to the patio. The Game Room is the perfect place to host with its stunning bar and pool table. Bluestone patio provides relaxed living and easy entertaining. Elegant Primary Bedroom with dual walk in closets and 2 luxe spa Bathrooms and a steam shower. Second floor has 3 more ensuite Bedrooms. The 3rd floor has a media room , work out area including free weights and an elliptical as well as a full bath. The massive patio features a built in grill, seating and eating areas, great for outdoor entertaining. Heated Pool House with Kitchenette, full bath and an extra Bedroom. Full house generator. Your own putting green. Fabulous opportunity to enjoy summer in Westport at its best!!!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Saul

$45,000 / mo ^(USD)

Compo Beach Area Rental Home

Active

5 Mayflower Parkway Westport, CT 06880

5 Bed

6 Baths

5959 sqft

MLS# 24157321

Walk-to-Compo Beach/Longshore Club Park/Metro North/Saugatuck Center recently-updated 5+BR Nantucket stone & shingle home with gorgeous, fenced Gunite pool, situated in fabulous beach neighborhood (but not in flood zone) just a stones-throw from the finest area amenities -- swimming, golf, sailing, pickleball, camp programs, tennis, paddle & more. This 6000 square foot home on two levels features a double height foyer, expansive formal rooms, huge gourmet kitchen adjoining large family room, separate office/den with wall of built ins. Upstairs has generously-sized bedrooms in central part of home, plus huge suite over garage. Ultra-private yard with rolling fenced lawns has stone patio with fire pit, fenced pool w/ hydraulic safety cover, and spa tub overlooking beautiful natural water scenery. 3-car garage and full house backup power generator too. Rental includes lawn and sprinkler maintenance. Tenant pays weekly pool maintenance and housekeeping. Enjoy summer in Westport at its best !

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Joni Usdan

$25,000 / mo ^(USD)

Shippan Area Rental Home

Active

23 Auldwood Road Stamford, CT 06902

5 Bed

4 Baths

2588 sqft

MLS# 24150406

Classic Shippan Colonial with private Beach Access for Summer Rental! Have the ultimate summer with gorgeous pool, BBQ with outdoor kitchen framed by rose trellis, expansive patio with firepit, basketball hoop and ping pong. You will never run out of things to do! Updated kitchen and baths and perfect nooks for lounging, reading and relaxing. Complete with hammocks surrounded by summer perennials. Finished LL and separate office space to easily work from home while enjoying a quick commute to Grand Central. Walk to the private beach in the ALC association.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Mary Petro Noonan

$20,000 / mo ^(USD)

Compo Beach Area Rental Home

Active

5 Mayflower Parkway Westport, CT 06880

5 Bed

6 Baths

5959 sqft

MLS# 24157322

Walk-to-Compo Beach, Longshore Club Park, Westport Metro North station & Saugatuck Center from this lovely 5+BR stone and shingle home with fenced pool with electronic cover, situated in fabulous beach neighborhood (but not in flood zone). Just a stones-throw from the finest area amenities -- swimming, golf, sailing, pickle ball, ice skating, camp programs, tennis, paddle & more. Large formal dining and living room with gas log fireplace, separate library/office and gourmet kitchen with ample breakfast area plus adjoining family room with fireplace. Primary suite with gas fireplace plus generously-sized family bedrooms and upstairs sitting room too. Stone patio with fire pit, ultra-private, fenced yard with rolling lawns, fenced Gunite pool and spa tub overlooking very pretty, natural scenery beyond. 6000 square feet on two levels, with huge closets, and enormous dry basement in addition - with ping pong and other good play space. Large mudroom, 3-car garage and full house generator too. Rental includes grounds and sprinkler maintenance, as well as driveway snow removal. Available unfurnished, partially furnished or fully furnished. Shoes off or booties, please.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Joni Usdan

$18,000 / mo ^(USD)

South Wilton Area Rental Home

Active

25 Deacons Lane Wilton, CT 06897

7 Bed

6 Baths

4411 sqft

MLS# 24151218

Settle in to the summer you've been waiting for. This beautifully furnished home lives like a private resort, where days begin poolside and evenings unfold on the expansive terrace with outdoor kitchen and fire pit, surrounded by lush, manicured grounds. Designed for effortless indoor-outdoor living, every space invites you to slow down, entertain easily, and enjoy the season. Inside, light-filled rooms offer comfort and flexibility with five bedrooms, a dedicated home office, four full baths, and two powder rooms. The oversized eat-in kitchen-complete with honed granite counters, high-end stainless appliances, and a wet bar-anchors the home and makes gathering feel natural and relaxed. Multiple living areas provide room to unwind, work remotely, or enjoy movie nights, while an upstairs playroom with projector, a private gym, and sauna elevate everyday living. Tesla charging station. Fabulous in-town location with easy NYC access. Summer at its very best! Arrive, exhale, and enjoy.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Adrienne Schoetz

$16,500 / mo ^(USD)

Long Lots Area Rental Home

Active

26 Long Lots Lane Westport, CT 06880

5 Bed

5 Baths

3189 sqft

MLS# 24158909

Beautifully maintained and move-in ready, this exceptional rental is located on a peaceful private lane. Built in 2014, the home offers a versatile floor plan spanning four finished levels, providing abundant space for everyday living, working from home, and entertaining. The bright, open-concept chef's kitchen serves as the centerpiece of the home and features two islands-perfect for casual dining, meal preparation, and gathering with friends and family. Sunlight fills the main living areas, creating a warm and inviting atmosphere. Upstairs, the second floor includes a generous primary suite along with three additional bedrooms. One bedroom is privately situated in its own wing with a full bath, offering excellent flexibility for guests, an in-law arrangement, or a secondary living space. The third floor features an ideal work-from-home setup with an office (or additional bedroom), a comfortable sitting area, and a full bath. The fully finished lower level offers even more space, including a large playroom or media room plus a dedicated gym area. Offered fully furnished, this home provides an effortless lifestyle-simply unpack and enjoy everything Westport has to offer, from top-rated schools and a vibrant downtown to beautiful beaches and coastal living. Long term tenant preferred.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$15,000 / mo ^(USD)

Compo Beach Area Rental Home

Active

18 Danbury Avenue Westport, CT 06880

5 Bed

6 Baths

3148 sqft

MLS# 24160130

One week only including 2 weekends- price is for the week - Designer's own home with Gunite pool steps from Compo Beach. This modern completely renovated home is elegantly designed and decorated. Large main level has open Kitchen and Family Room leading to gorgeous patio, private yard and custom Pool with auto cover. There are 5 bedrooms including a stunning Primary Suite. It's only a few homes in from Compo Beach. Have Breakfast at the beach and then take a dip in your private pool. July 18-July 26

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Skolnick

$15,000 / mo ^(USD)

Compo Beach Area Rental Home

Active

19 Bluewater Hill Westport, CT 06880

3 Bed

3 Baths

3066 sqft

MLS# 24088530

Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Available after 10/15/26

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$12,000 / mo ^(USD)

Greens Farms Area Rental Home

Active

61 Hillandale Road Westport, CT 06880

3 Bed

2 Baths

1524 sqft

MLS# 24150954

AVAILABLE from 6/26/26-DALD (9/8/26) with possibility of extending to 9/30/26. Enjoy your summer at this wonderful Greens Farms Colonial. What a perfect spot to come home to, after a day at the beach! Spend your evenings on the screened porch & in the festive, private back yard with a great patio featuring multiple seating areas, fire pit, hot tub (with outdoor smart TV) and swing set. The main level offers a living room complete with a comfortable TV area, a spacious country Eat-in Kitchen plus a Home Office -no need to travel to work from here! 3 sweet Bedrooms upstairs share a bath. The Primary has a king sized bed. One Bedroom has a twin with a trundle bed that opens to a king. The other has two twins and one twin has a trundle. The lower level offers a Home Theater, complete with recliners, plus the laundry. Detached Garage has been converted to an Entertainment/Lounge/Game Room with smart TV, piano and more! Owners reserve walk-up attic for their belongings. Just over an hour by train service from NYC. Enjoy all that Westport has to offer including great dining, Compo Beach, Longshore Country Club, Westport Country Playhouse and concerts under the stars all summer long at the Levitt Pavillion. Owners prefer no pets.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse

$11,500 / mo ^(USD)

Compo South Area Rental Home

Active

188 Compo Road South Westport, CT 06880

3 Bed

4 Baths

2388 sqft

MLS# 24155993

Beautifully furnished annual rental in the heart of Westport, CT. This spacious 3-bedroom residence offers 3 full baths and 1 half bath and has a flexible floor plan with two additional rooms that the current owner has been using as bedrooms. It has been thoughtfully designed for comfortable living and effortless entertaining. The light-filled interior features generous living spaces, tasteful furnishings throughout, and a dedicated home theater with a movie projector and Bose surround sound system-perfect for movie nights and game days. The fully equipped kitchen and cozy bedrooms provide comfort for the whole family. Step outside to an exceptional private oasis with resort-style outdoor amenities. The beautifully landscaped property includes a sparkling swimming pool, lush gardens, an outdoor kitchen with BBQ, and an extra-large dining table ideal for summer meals and celebrations. Multiple outdoor seating areas invite relaxation, including a spacious outdoor daybed with curtains for privacy, two outdoor fire tables, and a ping-pong table-perfect for entertaining guests of all ages. Ideally located close to Westport's beaches, downtown shops and dining, the train station to NYC, and cultural attractions such as the Levitt Pavilion, this peaceful retreat offers the very best of Westport living-combining luxury, convenience, and refined indoor-outdoor living.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Brittany Strouse

$10,000 / mo ^(USD)

Old Hill Area Rental Home

Active

55 Kings Highway North Westport, CT 06880

3 Bed

2 Baths

1719 sqft

MLS# 24159366

This HIDDEN GEM is a recent Historic Preservation Award makeover of an early 1900's barn in-the-heart of Westport's sought-after Kings Highway Historic District. Nestled in one of the most picturesque in-town settings, the home's privacy will surprise you. In this quiet residence, wake up to a view of the red barn next door that was a speakeasy during Prohibition. The interior and exterior are accented with its authentic original barn beams; salvaged artifacts have been reused such as the barn door rails and horseshoes that re-attached the original rustic door to the front facade; and the fireplace from the early 1900s has its restored black wrought iron screens and andirons. Backyard privacy provides a tranquil view of an old-style fieldstone drywall. Here you will enjoy the best of the old, merged with the amenities of today.On the back porch, you can drop automated Phantom Screens at the press of a button on buggy evenings, and Sonos-connected speakers pipe your favorite music indoors and out wherever you entertain. PLUS: an ENERGY EFFICIENT HVAC system with TANKLESS water heater / GE Cafe-equipped stainless kitchen with wall ovens / NATURAL GAS HEAT AND 6-burner cooktop and vent hood / roomy walk-in closets and second floor storage room / mud-room/laundry with stainless steel sink / wall-mounted TVs in living room and both upstairs bedrooms / security system / outdoor grill / attached 2-car garage with EV charger and more walled storage.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman

$9,500 / mo ^(USD)

Lower Weston Area Rental Home

Active

145 Lyons Plain Road Weston, CT 06883

4 Bed

5 Baths

3100 sqft

MLS# 24158367

Charming Restored Antique with River Frontage in Lower Weston. Available for Yearly Rental. 3100 SF of refined living space with 4 beds and 4 full 1 half baths. Enter thru the expansive Foyer with fireplace and half bath Powder Room. The large Living Room/Dining Room with fireplace offers ample space. Library/Den with fireplace, wet bar and built ins. Solarium with sky lights perfect for enjoying the outdoor natural setting. Sunny Eat in Kitchen with limestone floors, commercial grade Wolf Range and Traulsen refrigerator. Large Pantry. Upstairs features the Primary Suite with 2 full baths, an abundance of closet space and Dressing area and Sitting Room. There are 3 additional Bedrooms on this floor 2 of which are en suite. The park like grounds feature open space for play and exercise, there's a dock to access the River, perfect for launching a paddle boat, or just relaxing among the tranquil surroundings. There is a 2 car garage plus 2 additional parking spaces. Minutes to Schools, charming shops and Outdoor trails. Close to Metro North and Merritt Pkwy.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Robert Appell

$9,500 / mo ^(USD)

Southport Area Rental Home

Active

450 Harbor Road Fairfield, CT 06890

3 Bed

3 Baths

2617 sqft

MLS# 24157579

Enjoy living in the heart of Southport Village with spectacular vistas overlooking the harbor, the Country Club of Fairfield golf course and Long Island Sound. This charming saltbox blends timeless character with thoughtful modern updates. Rich with original details and historic charm the residence features multiple fireplaces and beautifully preserved architectural elements. The updated kitchen and renovated baths offer the perfect balance of style and convenience with 3 bedrooms and 3 full baths. The light-filled rooms have retained many original details including paneling and wide board floors. The kitchen has top appliances, new countertops and a generous pantry. The primary bedroom offers sparkling water views of the harbor and Sasco Hill. Outside, a private stone patio provides the perfect setting for summer gatherings, morning coffee or evening cocktails while taking in the serene surroundings. with its rare combination of historic charm, modern comfort and breathtaking views, this special home offers a truly exceptional coastal living experience and an easy stroll to all Village amenities, restaurants, shopping, transportation and fitness facilities.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Emily Gordon

$9,000 / mo ^(USD)

Long Lots Area Rental Home

Active

8 Bauer Place Westport, CT 06880

4 Bed

4 Baths

2599 sqft

MLS# 24157031

GET READY FOR THE UNEXPECTED when you pass through the front door of this charming 1940s cape and experience its clever DESIGN AND OPEN FLOOR PLAN making it relevant to today's lifestyle -- practical and functional! EASY LIVING is magnified by its CONVENIENCE TO SCHOOLS, FOOD, SHOPPING AND MORE. Long Lots Elementary and its playground are a quick 1/10th of a mile down Bauer Place through the "back door" neighborhood access that neighbors enjoy; Stop & Shop and other necessities are less than a mile away. More ambitious walkers can be at Burying Hill Beach in 25 minutes or you can hop in your car for a 10 minute drive and quick lunch break or escape. The light-filled and friendly 4 bedroom, 4-bath home was architecturally re-imagined with many thoughtfully-conceived living spaces. The oversized entry foyer carries you right through the 1st floor --- past the living room and kitchen into the family room where windows cross the entire rear wall and bring the private backyard into clear view. Glass double doors invite you to outdoor play -- and when you get dirty, USE THE OUTDOOR SHOWER! The FLEXIBLE USE "EXTRA SUITE" often used as an office that could EASILY BE A 5th Bedroom , or a SUITE FOR YOUR IN-LAW OR NANNY.The whole house makeover over 10 years ago entailed a gut-to-the-studs revamping of insulation and thermopane windows; optional-use heated tile floors;HVAC FOR CENTRAL AIR HEATING AND COOLING including the Lower Level rec room/optional office/laundry with its extra sf

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman

$8,000 / mo ^(USD)

Saugatuck Area Rental Home

Pending

414 Riverside Avenue Westport, CT 06880

3 Bed

3 Baths

2457 sqft

MLS# 24148167

Furnished farmhouse with Waterviews and Walk to Train. Forget your cares and your car! Artist's restored farmhouse with oodles of charm, sophistication and amenities (central air, porch, swing, two patios, BBQ grill, grassy yards, outdoor Ping Pong, chef's kitchen and hydro tub for relaxing) in Westport's 'happening' restaurant village of Saugatuck. A 5-minute walk to everything: the train to NYC (one hour), kayak and paddle board rentals, ice cream, wine shops, dining. Across from a lovely riverside park with footpaths and nearby boardwalk. Stroll to library, Levitt Pavilion and bike to the beach and town golf, tennis, and sailing. What a location!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen

$6,000 / mo ^(USD)

N/A Area Rental Home

Active

47 Johnson Road Kent, CT 06757

2 Bed

2 Baths

1296 sqft

MLS# 24158577

Embrace the art of living well at Poetess Place, a haven designed for writers, birders, and nature lovers, tucked away on a private riverfront perch in the heart of picturesque Kent, CT. This lovingly remodeled 3-bedroom cottage, each room adorned with queen-sized comfort, invites you into a world of warmth and serenity. Wake up to the soothing melody of the Housatonic River and be captivated by the breathtaking westerly sunsets visible from your very own wraparound Alaskan cedar deck. Immerse yourself in the tranquil ambiance, where a gentle fountain adds a melodic touch to the air, and sculpted gardens invite you to explore and connect with nature. Unwind on the cozy sleeping porch or let the Yamaha baby grand be your muse, inspiring creativity and joy. Feel the warmth of a gourmet kitchen, inviting you to create culinary delights and share moments with loved ones. Poetess Place isn't just a cottage; it's a warm embrace of luxury and nature. Nestled at the end of a rustic lane downtown Kent, the cottage offers easy access to the town's charming restaurants, unique shops, and Kent School.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen

$5,500 / mo ^(USD)

Coleytown Area Rental Home

Active

167 North Avenue Cottage Westport, CT 06880

2 Bed

2 Baths

1201 sqft

MLS# 24153517

Charming two-bedroom carriage house filled with natural light, set on two private acres. This beautifully renovated home offers an open-concept layout, featuring a brand-new kitchen and updated bathroom. Situated on two picturesque acres in the sought-after Coleytown neighborhood, while still just minutes from downtown Westport, shopping, dining, and transportation.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Brittany Strouse

$3,950 / mo ^(USD)

Long Hill Area Rental Home

Active

Address Not Disclosed Trumbull, CT 06611

2 Bed

2 Baths

1092 sqft

MLS# 24146294

This sun-filled 2-3 bedroom ranch offers a versatile open floor plan and is ready for you to move in! The freshly painted interiors highlight the open and welcoming main level, where a generous living room features a charming fireplace and a wide bay window that brings in beautiful natural light. The dining area connects seamlessly to an inviting kitchen equipped with plentiful cabinetry, stainless steel appliances, and a center island-ideal for casual dining and entertaining alike. Two comfortable bedrooms and a full bathroom complete the main floor, complemented by hardwood flooring and a clean, neutral palette throughout. The finished lower level, accessible through its own private entrance, expands the living space with exceptional flexibility. It includes a den or playroom, a separate room with a full-size closet suitable for a third bedroom, home office, or fitness space, and a full bathroom with a shower. Large windows, updated flooring, and generous storage enhance the functionality of this level. Outdoors, the level backyard offers a raised deck perfect for outdoor dining and grilling, along with mature trees that provide shade and privacy and ample room for recreation or gardening. With updated HVAC systems, a smart and adaptable layout, and a location convenient to schools, shopping, parks, and major commuter routes, this home blends comfort, versatility, and value in a setting designed for everyday enjoyment. Welcome home!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kristin Corsello-Egmont

$3,500 / mo ^(USD)

Springdale Area Rental Home

Active

825 Hope Street Apt. 8 Stamford, CT 06907

2 Bed

2 Baths

1519 sqft

MLS# 24158991

Commuter's dream location! Just a 2-minute walk to Springdale Metro-North station and approximately a 10-minute drive to Stamford Transportation Center with express trains to Grand Central. Fully renovated townhouse offering space, comfort, and an unbeatable location for commuters. The interior features a bright, open layout with two spacious bedrooms, 1.5 baths, and updated finishes throughout. The inviting living area includes a fireplace, perfect for cozy evenings, while two private decks provide ideal outdoor spaces for relaxing or enjoying your morning coffee. Additional highlights include an attached garage, generous living space, and a flexible lower-level area perfect for a home office, den, gym/yoga studio or additional living space. Located in the heart of Stamford's Springdale neighborhood, the home is just moments from local restaurants, cafes, grocery stores, and everyday conveniences. Enjoy easy access to Springdale Village, downtown Stamford's vibrant dining and entertainment scene, and outdoor recreation at Cove Island Park, Bartlett Arboretum & Gardens, and the Stamford Museum & Nature Center. Enjoy the convenience of city amenities while still living in a quiet residential setting.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Adriana Radu

$3,200 / mo ^(USD)

N/A Area Rental Home

Active

433 Post Road Darien, CT 06820

2 Bed

1 Baths

2817 sqft

MLS# 24148900

Recently renovated apartment ideally located in Darien. The kitchen features stainless steel appliances, abundant cabinetry, and a large island that opens to the living and dining areas-perfect for entertaining. The primary bedroom offers custom built-in cabinetry providing excellent storage. All utilities are included in the rent. This is the only residential unit in the building; the lower level is occupied by a doctor's office.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Christopher "Chris" Spadaro

$2,900 / mo ^(USD)

Downtown North Area Rental Home

Active

54 Richmondville Avenue Westport, CT 06880

1 Bed

1 Baths

900 sqft

MLS# 24160951

Bright and Beautifully remodeled 2 floor 1- bedroom and 1 full bath apartment.Offering a spacious sun filled living area and oversized primary ensuite.Featuring a brand new kitchen with new appliances and an in unit washer and dryer.Ideally located within walking distance to town with easy access to Westport's shops, dining and beach.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Kosut

$2,800 / mo ^(USD)

East Norwalk Area Rental Home

Active

6 Pleasant Street 3 Norwalk, CT 06855

3 Bed

1 Baths

2757 sqft

MLS# 24157798

ALL UTILITIES INCLUDED - Spacious 3-bedroom unit located in desirable East Norwalk, offering a bright and functional layout with ample living space. Enjoy a large private balcony, perfect for relaxing or entertaining. Well maintained and move-in ready with a comfortable, functional flow ideal for everyday living. Enjoy the ease of two off-street parking spaces and a prime location close to beaches, parks, shopping, dining, train, and major highways. An opportunity to live in a desirable neighborhood with utilities fully covered.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Demetrios "Demetri" Dassouras

$2,600 / mo ^(USD)

North End Area Rental Home

Active

51 Waller Road Bridgeport, CT 06606

3 Bed

1 Baths

1219 sqft

MLS# 24134240

SHORT TERM UNFURNISHED RENTAL ONLY!!!!Updated Ranch Style home located within walking distance to Sacred Heart University and close to the Merritt Parkway. Spacious remodeled eat-in kitchen with dining area and island/breakfast bar. Cherry wood cabinets, stainless steel appliances and tile back splash. Full size washer and dryer in kitchen. The full bath has been updated with neutral tile in the tub and shower area. All 3 bedrooms are spacious with double closets. Level yard with patio. Garage has additional storage. Ample driveway can accommodate several cars. NO STREET PARKING PERMITTED. The owner provides lawn cutting and lawn care. Snow removal is the tenant's responsibility. RENTAL TERM FROM December 2025-MAY 2026 is $2600 per month. Applicants and cosigners need to provide credit checks through Rent Spree at their expense and provide to the listing agent. Renter's insurance required. NO PETS OR SMOKERS WITH NO EXCEPTIONS! Tenants receive a full tank of oil at the start of the lease and the tenants leave a fuel tank upon leaving through the owner's oil company. Photos from previous listing.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marilyn Heffers

$2,300 / mo ^(USD)

Mid City Area Rental Home

Active

104 North Street Apt 401 Stamford, CT 06902

1 Bed

1 Baths

846 sqft

MLS# 24140315

Beautifully Located & Move-In Ready! This spacious one-bedroom residence features an open-concept layout with a modern, updated bathroom and a seamless flow from the kitchen into the combined living/dining area. Both the living room and the bedroom offer access to a private balcony, providing sweeping city views and a relaxing outdoor retreat. Additional highlights include an in-unit washer/dryer, elevator access, and assigned parking. Ideally situated just minutes from UConn Stamford, top restaurants, shops, and all the vibrant amenities that downtown Stamford has to offer.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Katerina "Kat" Hendrickson

$2,200 / mo ^(USD)

N/A Area Rental Home

Active

300 Broad Street 107 Stamford, CT 06902

1 Bed

1 Baths

517 sqft

MLS# 24140652

Newly Reduced !2026 in your new home (furnished or unfurnished)! Discover this move-in-ready one-bedroom condo perfectly situated in the heart of Downtown Stamford. Located on the first floor, this unit offers a bright and inviting open layout with a well-equipped eat-in kitchen, a spacious living area, and the convenience of an in-unit washer and dryer. Residents enjoy a host of amenities, including a newly updated community patio with BBQ grills, tables, and seating-ideal for outdoor gatherings-along with an on-site fitness center, a dedicated parking spot, a live-in superintendent, and a warm, welcoming lobby. Just steps outside your door, you'll find Stamford's top restaurants, shops, and public transportation, making everyday living, commuting, and entertainment effortless. An unbeatable location-come see it for yourself! Available for furnished at $2500/month

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Ninfa Valella

$2,100 / mo ^(USD)

Broad River Area Rental Home

Active

11 Bedford Avenue O-3 Norwalk, CT 06850

1 Bed

1 Baths

732 sqft

MLS# 24146874

NEWLY REDUCED - RESERVED PARKING SPOT AND LAUNDRY IN THE COMPLEX! Bright, sunny, and spacious renovated condo unit. Heat, hot water and parking included. 2nd floor. Hard wood floors throughout. Nicely renovated kitchen, tile floor, cherry cabinets, updated appliances, recessed lighting, 1 Ceiling fan. Fresh full bathroom with stall shower, ceramic tile. Generous sized bedroom with large closets and hardwood floor. Large living area with dining area. Laundry on premises. Great location with convenient access to I-95 and Merritt Pkwy. Next to the elementary school and around the corner from the hospital. Very close to all public transportation and shopping. Quiet setting in Kingsley complex with a parklike atmosphere. Available Immediately. The unit comes with one assigned parking spot (#47); there is a communal laundry room in building F which is in the center of the complex; the Postal Box are also located in the center of the complex. All applicants are required to do a RentSpree application, credit check, and provide proof of funds.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Ninfa Valella

$2,100 / mo ^(USD)

South Norwalk Area Rental Home

Active

218 Flax Hill Road 2 Norwalk, CT 06854

1 Bed

1 Baths

5617 sqft

MLS# 24146836

All Utilities Included! Discover this 1 bedroom rental in a central location, just minutes from vibrant downtown Norwalk. Enjoy a open concept layout, dedicated off street parking, and unbeatable convenience to shopping, dining, and major highways. With heat, hot water, and electricity all covered, this is a hassle free living experience. Make it yours today!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Demetrios "Demetri" Dassouras

$1,795 / mo ^(USD)

Sono Area Rental Home

Active

7 Fairfield Avenue 1 Norwalk, CT 06854

1 Bed

1 Baths

400 sqft

MLS# 24141589

Live in the heart of SoNo in a beautifully renovated first floor studio that truly feels like a one bedroom. Two steps down from the main living space, a sunken bedroom area paired with a partial wall creates real separation and privacy. You get defined sleeping quarters without sacrificing openness or light. Ceilings soar over 14 feet, something you rarely find in South Norwalk. The volume alone makes the space feel dramatic and expansive. Natural light pours in through large windows, and the open layout makes the home feel significantly larger than a typical studio. Everything is brand new. The kitchen and bath have been fully updated with clean, modern finishes. Fresh paint throughout gives the entire unit a crisp, move in ready feel. The decorative fireplace anchors the living area and adds warmth and character you simply do not see in most rentals. The financials are simple and transparent. Water is included. Electricity is a fixed $200 per month, no seasonal surprises. Tenant pays gas for heat, hot water, and cooking. Assigned parking is located in the paved lot behind the building, a huge advantage in SoNo. Location is where this home truly stands out. You are moments from the train, top restaurants, the waterfront, the SoNo Collection mall, fitness studios, coffee shops, and nightlife. Leave your car parked and walk everywhere. Studios with this ceiling height, layout, renovation level, and parking rarely hit the market in this building. If you are looking fo

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen

$1,650 / mo ^(USD)

Sono Area Rental Home

Active

1 Arch Street 4 Norwalk, CT 06850

0 Bed

1 Baths

3613 sqft

MLS# 24161003

This bright, well-appointed first-floor studio at 1 Arch Street offers something most studios can't: two private decks a front entry porch and a spacious rear wood deck with a fenced, landscaped yard. Whether you're sipping your morning coffee outside or winding down in the evening, you have your own dedicated outdoor retreat. Inside, the open-plan layout is smartly designed with a defined sleeping area, an open living/work zone, and a separate full kitchen - giving you the feel of a one-bedroom without the price tag. Hardwood floors flow throughout the main living space, and a ceiling fan with light keeps things comfortable year-round alongside a wall-mounted mini-split A/C system for efficient climate control. The full kitchen features white cabinetry, subway tile backsplash, ample counter space, a full-size range, refrigerator, and a dedicated dining nook everything you need to cook and entertain. A second door off the kitchen opens directly to the rear deck, making outdoor dining effortless. The spa-inspired bathroom is a true standout featuring a frameless glass walk-in shower with large-format tile, a built-in shower niche, dual showerheads, and a stylish pedestal sink with modern vanity lighting. It's the kind of bathroom you don't expect to find in a studio. Unit Highlights: Two private porches/decks - front and rear Hardwood floors throughout Mini-split A/C + baseboard heat Updated full bath with walk-in glass shower Separate full kitchen with subway tile back

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen

$24 ^(USD)

Flax Hill Area Commercial Lease

Active

200 Connecticut Avenue Norwalk, CT 06854

Bed

0 Baths

124336 sqft

MLS# 24152047

Recently renovated Class A office building under new ownership, positioned along Norwalk's premier Route 1 retail and amenity corridor. This 10-story, property features seven floors of premium office space multiple levels of covered parking, with flexible configurations from 590 SF to 26,743 SF including full-floor opportunities. Multi-million dollar recent upgrades include a modern lobby, full-service cafe, on-site fitness center, and three elevators. The building offers central HVAC, full fire sprinkler protection, and public water/sewer service. Premium amenities include a 303-space covered parking garage (2.3:1,000 SF ratio), multiple loading docks, and approximately 50 common-area restrooms. Direct I-95 and Route 1 access with nearby SoNo, Rowayton, and Darien Metro-North stations provide seamless connectivity to Fairfield County and New York City. Surrounded by popular dining and retail destinations, this professionally managed property is ideal for corporate, professional, medical, and technology users seeking scalable, move-in ready space in Norwalk's most connected office environment.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen