My Office's Listings

Some or all of the listings below are provided by the Westport office.
$2,350,000 (USD)
Coming Soon

Lower Weston Area Single Family Home

Coming Soon

6 Winthrop Hills Weston, CT 06883

5 Bed
6 Baths
6684 sqft
Virtual Tour
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)
Active

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)
Active

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
$1,799,000 (USD)
Active

Long Lots Area Single Family Home

Active

10 Reimer Road Westport, CT 06880

4 Bed
4 Baths
3464 sqft
MLS# 24152179
Virtual Tour
Westport 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, the home also includes a 2-car garage. Enjoy Westport Living at it's finest!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Tara Chlupsa
$1,779,000 (USD)
Active

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)
Coming Soon

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)
Active

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)
Active

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