My Active Listings

Some or all of the listings below are provided by the Westport office.
$5,650,000 (USD)
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Long Lots Area Single Family Home

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8 Pleasant Valley Lane Westport, CT 06880

7 Bed
9 Baths
6625 sqft
MLS# 24172635
Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area. Agent/Owner
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$5,499,000 (USD)
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Greens Farms Area Single Family Home

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13 Edgemarth Hill Road Westport, CT 06880

7 Bed
8 Baths
8700 sqft
MLS# 24183173
Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends. The chef's kitchen serves as the heart of the home with an 11-foot waterfall island, Wolf and Sub-Zero appliances, custom cabinetry and millwork, and full scullery kitchen. Designed with both functionality and flexibility in mind, the home features a first-floor guest suite, expansive bonus room over the three-car garage, dual laundry stations, two wet bars, secondary staircase, 4 fireplaces, walkout basement, and ensuite bedroom accommodations on all four finished levels. Outdoor amenities include a heated 20' x 40' pool, covered outdoor living room with vaulted ceiling and wood-burning fireplace, sunken fire pit, expansive lawn areas, and professional landscaping with mature trees and multiple activity zones. Approximately one mile from Old Mill Beach and minutes to both train stations and town.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$5,495,000 (USD)
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Saugatuck Area Single Family Home

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3 Stony Point West Westport, CT 06880

6 Bed
9 Baths
6561 sqft
MLS# 24203359
Located within the highly desirable Stony Point Association, this exceptional home offers a rare combination of privacy and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over 6,500sf of thoughtfully designed living space, including 6 bedrooms and 9 baths. Expansive panoramic windows capture seasonal water views and fill the home with natural light. A dramatic two-story entry foyer and soaring ceilings create an impressive sense of space. The open-concept kitchen/living room is a true centerpiece, featuring a massive 12-foot island with seating for 6, high-end appliances, dual dishwashers, a wine fridge, an ice maker - ideal for both everyday living and entertaining. Designed for effortless indoor-outdoor living, the home seamlessly connects its interior to exceptional outdoor entertaining areas. The spacious family room features sliders that open directly to the expansive covered patio with retractable screens, an outdoor kitchen, and a relaxing pool and spa. The 3rd floor great room has amazing water views, and features a 1/2 bath and wet bar. Additional highlights include a private office, whole house generator, 2 laundry rooms, sauna, mudroom, and a charming 'hidden' playroom. A truly turnkey offering.
Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty
$5,299,000 (USD)
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Long Lots Area Single Family Home

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6 Old Orchard Road Westport, CT 06880

6 Bed
8 Baths
7960 sqft
Nestled on a quiet cul-de-sac in Long Lots, this breathtaking 1.3 acre property in the heart of Westport, perfectly blends together privacy and proximity to town. Classic modern residence w/6 en-suite bedrooms and 3 half baths on 4 finished levels. Every corner of the home has been designed for comfort and functionality. 10ft ceilings on the 1st Floor, oversized windows and natural light throughout. The beautiful Gourmet Kitchen opens to the Great Room w/oversized sliders that lead to covered and uncovered patios for outdoor living/dining. With formal Living and Dining Rooms and Butlers Pantry on the first floor, this home is an entertainer's dream! The first-floor office is tucked away from the main living spaces. The upper level has 5 en suite bedrooms. A luxurious primary suite w/spa-inspired bathroom including steam shower and radiant heated floors, 2 expansive walk-in closets and fireplace. The Third Floor and Lower Levels are finished w/recreation/play spaces, gym, office and bedroom w/direct outdoor access. Generator. This home truly has it all! The flat, private yard, surrounded by mature trees, is beyond compare! Salt Water Pool and Spa w/automatic safety cover. Room for Pool House or full ADU/Guest House plus Pickle Board/Sport Court! Enjoy total privacy and tranquility, yet walk to Long Lots Elementary School and Post Rd restaurants/shops! Another magnificent home brought to you by multi HOBI award winner, Westport Family Homes. It's all in the details...
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$4,922,000 (USD)
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Greens Farms Area Single Family Home

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2 Authors Way Westport, CT 06880

6 Bed
8 Baths
0 sqft
2 Authors Way is the final masterpiece of this luxury Greens Farms 4 home subdivision by R.B. Benson & Co., developer known for high end construction of exceptional quality and numerous HOBI awards, including winner of “Best House $2M-$4M" in 2023 for 6 Authors Way and “Best Large Commercial Rehab 2023” for Greens Farms Church. Prime, cul-de-sac location on one acre with city water, gas and sewer. Masterfully designed and built with attention to every detail. High ceilings, gorgeous hardwoods, crown moldings, oversized windows and extensive use of stone are just a few of this home’s spectacular elements. Sophisticated and tasteful design with high quality selections that will withstand the test of time and appeal to the most discerning buyers. The home’s design creates intimacy within its generously sized spaces, ideal for daily living and entertaining. There are 2 home offices and a finished lower level with great room, fireplace wall with reclaimed wood, beverage center, bedroom and full bath. A special feature of the primary bedroom is a large deck overlooking the backyard. The kitchen and great room are drop dead gorgeous. Custom cabinetry and quartz countertops throughout are truly stunning. Exterior features include a Gunite pool w/ integral spa and electric cover as well as a covered porch and patio w/ gas fireplace. Green building construction materials and methods, smart home technology. Sure to delight with a grand surprise around every corner.
Listing Courtesy of SMART MLS / Listed By: Leslie Riback, Coldwell Banker Realty
$4,750,000 (USD)
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Old Hill Area Single Family Home

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1 Twin Oaks Lane Westport, CT 06880

5 Bed
7 Baths
5792 sqft
MLS# 24204438
A fresh take on Modern Luxury awaits at this new construction home set on stunning property in the Old Hill area of Westport. Now complete and ready for immediate enjoyment, this dynamic residence is perfectly located for convenience to commuting, the train station, schools, shopping and more. Exhilarating architecture will awaken your senses as you approach this customquality home. Walls of glass blend the natural setting with stunning interiors, and bring sunlight deep into the spectacular rooms. The chef's kitchen is a showpiece, featuring bespoke oak cabinetry, premium finishes, and a substantial walkin pantry. Dual mainlevel offices support today's lifestyle. 5 spacious bedrooms and 7 refined baths create a harmonious balance of comfort and sophistication. The primary suite is a serene retreat with three fitted closets and a spalevel ambiance. Additional bedrooms offer generous scale and thoughtful design. A sunlit upstairs lounge and a finished thirdfloor space provide flexible areas for work, play, or creativity. The finished lower level offers exceptional spaces for fitness, media, or entertaining. Outside, an expansive patio overlooks 1.68 acres of private grounds, ideal for gatherings or quiet reflection. A 3car garage (with a separate bay for a trophy vehicle or storage) and sleek modern detailing complete this remarkable offering. An inspired blend of architecture, setting, and convenience await in a prime location. Pool permit in place.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$4,368,000 (USD)
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Greens Farms Area Single Family Home

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4 Authors Way Westport, CT 06880

6 Bed
8 Baths
5380 sqft
Virtual Tour
One of four new luxury homes under construction on a private road in prestigious Green Farms. #4 Authors Way is a modern colonial sited on one serene & peaceful acre, designed to maximize both indoor and outdoor living spaces. The home epitomizes sophisticated modern styling with a carefully crafted open floor plan by local developer R.B. Benson & Co., renowned for exceptional quality and superb craftsmanship in collaborations with architect Don Fairbanks. The home is finished on 3 levels with ceilings on main and upper levels. The expansive outdoor living spaces include a patio with fireplace, patio and pool site. Extensive landscaping with fencing creates an oasis of privacy. Construction is focused on green building techniques, smart home technology and low maintenance materials while keeping timeless artistry in mind. City water, sewer and natural gas. There is still time to customize your dream home in this unsurpassed location, minutes to all Westport amenities.
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$4,300,000 (USD)
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Greens Farms Area Single Family Home

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8 Authors Way Westport, CT 06880

6 Bed
8 Baths
5742 sqft
Virtual Tour
One of four new luxury homes under construction on a private road in prestigious Green Farms. #8 Authors Way is a modern colonial at the end of the cul-de-sac, beautifully sited on one serene & peaceful acre, designed to maximize both indoor and outdoor living spaces. The home epitomizes sophisticated modern styling with a carefully crafted open floor plan by local developer R.B. Benson & Co., renowned for exceptional quality and superb craftsmanship in collaboration with architect Don Fairbanks. The home is finished on 3 levels with 9’ ceilings on main and upper levels. Additional bonus of an elevator. The expansive outdoor living spaces include a covered porch with fireplace, patio and pool with retractable cover and spa. Extensive landscaping with fencing creates an oasis of privacy. Construction is focused on green building techniques, smart home technology and low maintenance materials while keeping timeless artistry in mind. City water, sewer and natural gas. There is still time to customize your dream home in this unsurpassed location, minutes to all Westport amenities.
Listing Courtesy of SMART MLS / Listed By: Leslie Riback, Coldwell Banker Realty
$4,299,000 (USD)
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Coleytown Area Single Family Home

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191 Bayberry Lane Westport, CT 06880

5 Bed
5 Baths
5605 sqft
MLS# 24212297
Welcome to BAYBERRY FARMS- a refined oasis of style, comfort and custom amenities begins to unfold upon arrival at this property in an area known for fine estates. A gated drive welcomes you home, first to an ample motor court and then you will pass through carefully landscaped gardens. Inside, the creative and energetic spirit of this home begins to reveal the array of quality features that define it. Sensitively blending the character of a country retreat w/bold modern vision, this 5-BR residence was completely reimagined in 2025. The large living room w/built-ins, bay window & fpl is ideal for grand entertaining. The large sunroom/office is lined w/windows & glass doors. The gourmet kitchen has custom exotic wood cabinetry, Viking appliances & a breakfast area with a folding glass wall that leads to the pool terrace. The DR has a wall of glass, unique corner fpl & original built-ins. The family rm has a modern fpl feature wall & large-scale space for any gathering. Flexible layout w/2nd sunny office. A bonus area over the garage has an incredible game room & gym. The primary ste is an incredible retreat- you will not find another like it. This five-star space has an amazing glass-lined bedroom, two custom walk-in dressing rms w/full glass-fronted built-ins, & a stunning bath w/massive glass shower, soaking tub & more. The rear property rivals boutique hotels w/very large stone terrace, full summer kitchen w/pizza oven, gunite pool w/auto cover, hot tub, porch, garden
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$3,975,000 (USD)
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Beach Area Single Family Home

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415 Old Post Road Fairfield, CT 06824

5 Bed
5 Baths
5740 sqft
MLS# 24206348
Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty

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