My Active Listings

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

In-Town Area Single Family Home

Sold

11 Pine Street Westport, CT 06880

6 Bed
6 Baths
3230 sqft
This new construction, modern farmhouse has every feature for living and working in comfort. Situated in the Saugatuck School district, this home sits on a flat, dry, private property and is a stone's throw from Post Rd shops. This location is as "central Westport" as it gets! Walk to Trader Joes, dog park and restaurants. Instant neighborhood for walking, jogging and biking. Minutes to schools, beach and downtown. 4 finished floors of living space, including many work from home options. 6 bedrooms and 5 full and 1 half baths. Light and bright design features throughout the home with an open layout. Generator, so you can enjoy those snow days! Private yard with bluestone patio and room for a pool, so you can enjoy those summer days! Still time to customize to make it your very own dream house!
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$2,285,000 (USD)
Active

Easton Center Area Single Family Home

Active

224 Wilson Road Easton, CT 06612

4 Bed
5 Baths
4168 sqft
MLS# 24180803
Many buyers today are searching for something remarkably difficult to find: the ability to simplify life without sacrificing beauty, privacy, or prestige. Welshmoor delivers exactly that. Set behind stone pillars and a winding tree-lined drive on five extraordinary acres, this private estate offers something rarely found today: the ability to live beautifully and entirely on one level. Rolling lawns, mature specimen trees, tranquil water features, and complete privacy create an atmosphere more reminiscent of a luxury retreat than a residence. Yet the location remains remarkably connected, just five minutes to the Westport town line and within easy reach of downtown Westport, Fairfield, Wilton, beaches, shopping, dining, and Metro-North. Thoughtfully renovated to preserve its character while embracing modern comfort, the home balances grand architecture with remarkable ease. Vaulted ceilings, original hickory floors, rich stonework, and walls of glass fill the home with warmth, light, and a constant connection to the landscape. A stunning four-season room brings the outdoors in, while gracious entertaining spaces flow effortlessly throughout. The primary suite serves as a sanctuary with a fireplace, spa-inspired bath, and a serene outdoor patio where the landscape becomes part of everyday living. With ample room for a pool or court the possibilities are endless. Private. Peaceful. Effortless. Welshmoor is the luxury of simplifying life without compromising it.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,275,000 (USD)
Active

Greenfield Hill Area Single Family Home

Active

3808 Redding Road Fairfield, CT 06824

4 Bed
5 Baths
5376 sqft
MLS# 24171406
3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,150,000 (USD)
Active

In-Town Area Condo

Active

41 Richmondville Avenue 102 Westport, CT 06880

2 Bed
3 Baths
1665 sqft
MLS# 24184165
Welcome to Residence 102 at The Mill Westport, offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport's many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property was undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$1,900,000 (USD)
Active

South Wilton Area Single Family Home

Active

39 Powder Horn Hill Road Wilton, CT 06897

5 Bed
6 Baths
5657 sqft
MLS# 24181977
Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious home offers a rare combination of comfortable living, flexibility, and additional income potential. Just steps from the main residence, a detached, self-contained legal cottage features one bedroom, one full bath, a kitchen, and a private deck-ideal for guests, extended family, a home office, or rental income. The main home features formal living and dining rooms, a family room, breakfast area, study, mudroom, powder room, and a guest bedroom with an en-suite bath and French doors opening to the rear deck. The well-appointed kitchen includes two sinks, two dishwashers, two ovens, a warming drawer, ice maker, wine refrigerator, and an additional refrigerator in the walk-in pantry. Upstairs, the primary suite offers two walk-in closets, a full en-suite bath, and doors opening to a private balcony with beautiful backyard views. A separate study, two additional bedrooms, and two full baths complete the second floor. The lower level provides a versatile bonus room. Additional highlights include an expansive deck, new roof, updated mechanicals, three-car garage, whole-house generator, and built-in speakers. Just steps from the Norwalk River Valley Trail and five minutes to town, train, and commuter routes.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$1,895,000 (USD)
Coming Soon

Greenfield Hill Area Single Family Home

Coming Soon

3233 North Street Fairfield, CT 06824

5 Bed
5 Baths
5700 sqft
Virtual Tour
Some homes simply give you a place to live. Others quietly become part of the way you live. Tucked away at the end of a private cul-de-sac in Fairfield's coveted Greenfield Hill, 3233 North Street is one of those rare homes where privacy, nature, and everyday living come together effortlessly. Set on more than three acres and bordering the 186-acre Brett Woods trail system, this is a setting that invites morning walks, peaceful afternoons, and the simple luxury of having nature just moments away-all while remaining minutes from Fairfield's vibrant town center, beaches, train, shopping, dining, and top-rated schools. Inside, soaring ceilings and oversized windows flood the home with natural light, creating bright, welcoming spaces that feel connected and alive throughout the day. The kitchen flows seamlessly into the family room, while multiple living areas offer the flexibility to gather, entertain, celebrate, or simply enjoy a quiet evening at home. These are the kinds of spaces where conversations linger, traditions take root, and the people you love naturally find their way back. A completely separate wing with its own private entrance and garage, full eat-in kitchen, ensuite bedroom, and sun-filled living room provides exceptional flexibility for extended family, long-term guests, an au pair, or independent living. It isn't about having more space. It's about having a home that's ready for whatever life brings next.
Listing Courtesy of SMART MLS / Listed By: Jessica "Jess" Christ, Coldwell Banker Realty
$1,849,000 (USD)
Coming Soon

University Area Single Family Home

Coming Soon

121 Osborne Hill Road Fairfield, CT 06824

4 Bed
4 Baths
3686 sqft
Virtual Tour
Welcome to 121 Osborne Hill Road, where exceptional quality construction, timeless elegance, & sophisticated open-concept living define this beautifully crafted residence. Designed for today's discerning buyer, this exceptional home offers 4 b/rooms, 3/1 baths, blending refined style with exceptional functionality. At the heart of the home, the chef's kitchen showcases premium appliances, spacious butler's pantry, & a generous center island, seamlessly connecting to the expansive dining area in a bright, open floor plan designed for effortless gathering & everyday luxury. The pub room with wet bar & wine refrigerator, along with the sun-filled family room, both open to the professionally landscaped b/yard, where a stunning paver patio with a built-in f/place creates an exceptional outdoor gathering space. The luxurious primary suite is a private retreat with a spa-inspired bath. A first-floor office or guest bedroom with a full bath offers exceptional flexibility. An additional finished living area on the second level provides endless possibilities for a media room, playroom, home office, fitness space, or other lifestyle needs. Filled with natural light, the home showcases quality craftsmanship, thoughtful design, & abundant storage throughout. Ideally located minutes from Fairfield's beaches, parks, top-rated schools, vibrant town center, shopping, dining, & commuter routes, this exceptional property offers timeless design, modern amenities, & an unparalleled lifestyle.
Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty
$1,800,000 (USD)
Sold

Beach Area Single Family Home

Sold

282 James Street Fairfield, CT 06824

4 Bed
4 Baths
3896 sqft
Virtual Tour
Truly a RARE find! Refined, highly custom 7 year "young" FEMA compliant 4 bedroom/3.5 bath beach home in ideal location, just a few steps from playground/park and a few blocks to the beach as well as downtown/train! Situated on an extra wide lot on sought after street, this designer home offers almost 4,000SF and a fantastic floor plan with 9-foot ceilings, built-ins, crown moldings, raised paneling, chic lighting, surround sound and great storage throughout. Step into the spacious foyer and you are wowed by the coffered ceilings in the dining room (currently used as living room) and natural light streaming through. An eat-in Kitchen is open to the family room with gas fireplace and offers a dining area, Thermador appliances and huge walk-in pantry. Enter the 21 X 21 “bonus room” through custom barn doors and enjoy vaulted ceilings, stunning floor to ceiling stone fireplace and a wet bar with beverage cooler. A powder room, mudroom and 3 closets complete this floor. The 2nd floor features a spacious primary bedroom suite with vaulted ceiling, large walk-in closet and spa-like bath with double vanity, soaking tub and glass shower. 2 additional bedrooms plus hall bath and laundry room with sink complete the 2nd floor. The 3rd floor offers an additional bedroom PLUS a recreation room, office area, full Bath + storage. The private backyard features extensive professional landscaping and mature trees with irrigation and patio. Move in and start enjoying this relaxed lifestyle!
Listing Courtesy of SMART MLS / Listed By: Carrie Sakey, William Raveis Real Estate
$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 / Listed By: Barbara Bross, Coldwell Banker Realty
$1,775,000 (USD)
Active

Lower Weston Area Single Family Home

Active

129 Davis Hill Road Weston, CT 06883

4 Bed
4 Baths
2512 sqft
MLS# 24171415
Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty

Home
Properties
About Me
Blog
Neighborhood News
eho-89x83.png
realtor_white-71x83.png

Terms Of Use | Privacy Policy | Accessibility Statement | Fair Housing Notice | NY SOP

© 2026 Coldwell Banker Real Estate LLC

203-244-2900

Coldwell Banker Realty  Standardized Operating Procedure
 
NOTICE DISCLOSING TENANTS’ RIGHTS TO REASONABLE
ACCOMMODATIONS FOR PERSONS WITH DISABILITIES