My Active Listings

Some or all of the listings below are provided by the Westport office.
$2,995,000 (USD)
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In-Town Area Single Family Home

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9 Fernwood Road Westport, CT 06880

5 Bed
5 Baths
4216 sqft
COMPLETELY RENOVATED 5 bedroom Colonial, with tennis court, on 1.47 private acres in the heart of Westport! Filled with natural light, modern design, open floor plan, peaceful setting. Picture being on a country lane, sitting on your porch, looking into woods and feeling like you're away from it all...yet you're in the center of town! Quiet cul de sac, instant neighborhood. Walk to Trader Joes, dog park, restaurants/and close to every Westport amenity/train/schools! Spectacular property w/flat backyard, PLUS an open ball field that is perfect for many activities, PLUS your own Har-Tru tennis court! Room for pool. Main level: 2 Story Entryway, White Kitchen (Quartz countertops, /2 dishwashers/walk in pantry/desk area) that opens to Great Room, Large Dining Room, Screened In Porch, Powder Room, Play Room, Mudroom, Laundry Room, Office/Guest Bedroom w/full bath, Primary Bedroom Suite w/walk in closet and white bathroom). Second floor: 3 bedrooms (1 ensuite, 2 w/shared bathroom, Bonus Room for Gym/2nd Office/2nd Playroom. Tons of storage. Full house generator, electric car charger, windows/siding/appliances/all systems replaced in 2017. Public water, propane, and sewer coming to Fernwood Road. This home has it all and the street and location can't be beat!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin
$2,825,000 (USD)
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Lower Weston Area Single Family Home

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41 Rogues Ridge Weston, CT 06883

5 Bed
6 Baths
6460 sqft
Virtual Tour
Unique country house with Five-Star amenities. Tastefully designed home boasting 5 BDs & 5.5 BAs of opulence in over 6,460 sqft main home in upscale lower Weston neighborhood. Separate 1400 sq barn w/state-of-the-art gym inclusive of Infrared sauna/steam room w/sitting bench,reclaimed wood, full BA & pvt yoga room. Find yourself in the glamorous great room enamored w/beam exposed high-ceilings, trendy brick flooring w/FPL. Custom built-in wet bar w/ice maker & beverage center perfect for entertaining. Home office w/ built-ins, French doors to pvt grounds, patio overlooking pond, in-ground pool, hot tub. First floor MBR suite w/2nd study, exposed brick walls, Full BA & BR. Back staircase leads to MBR suite featuring gas FPL, WIC, planked floors, pvt deck overlooking landscaped grounds. MBA w/soaking tub. Enjoy a culinary experience in this Gourmet EIK w/newly glazed cabinetry, Wolfe 6 burner range, Double Subzero, built-in Miele coffee bar, warming draw w/sink in new custom center island. Enjoy the ultimate luxury retreat, equipped w/outdoor stone Forno Bravo wood burning pizza oven. Recreation bonus room w/new wide plank floors, high reclaimed wood ceiling w/exposed beams, loft w/rolling staircase, full BA, pvt entrance. Professionally designed landscaping, firepit, outdoor lighting, golf putting green/sand pit, resurfaced heated pool, hot tub, outdoor shower & bocce. Organically irrigated grounds enclosed vegetable/flower garden. Just 20 minutes to Westport train station
Listing Courtesy of SMART MLS / Keller Williams Ny Realty / Christine Ricci
$2,595,000 (USD)
Pending

Greenfield Hill Area Single Family Home

Pending

1380 Old Academy Road Fairfield, CT 06824

4 Bed
6 Baths
3961 sqft
MLS# 24153510
THANK YOU FOR YOUR STRONG INTEREST; SELLER REQUESTS HIGHEST & BEST OFFERS BY 4PM SAT 2/28 . One approaches 1380 Old Academy Road through a stone wall, where a paved drive opens to a gravel courtyard arrival framed by mature trees and open skies. Old Academy is the kind of street where homes feel settled rather than transitional, and where people arrive, put down roots, and tend to stay. Inside, the house is generous without feeling oversized. Tall ceilings, dormers, and bay windows draw natural light deep into the living spaces, allowing it to move easily throughout the day. The main living areas are grounded by multiple fireplaces, and the layout supports everyday living with ease while expanding naturally when the house is full. The finished lower level adds meaningful flexibility, with room for fitness, media, or wine storage. A cabana-style mudroom with a full bath and direct outdoor access extends the way the home lives across seasons. Upstairs, the bedrooms are designed with privacy in mind, offering thoughtful connections that work well for both family and guests. Outdoors, the property becomes a destination in its own right. A Gunite pool bordered by stone terraces, an outdoor fireplace, a putting green, and a side porch with rocking chairs create spaces meant for lingering rather than passing through. Manicured grounds, full irrigation, and a three-car garage complete the setting. Carefully maintained and continually improved, this is Greenfield Hill livi
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney
$2,535,000 (USD)
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Greenfield Hill Area Single Family Home

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1760 Hillside Road Fairfield, CT 06824

4 Bed
6 Baths
6753 sqft
Virtual Tour
Privately sited in the heart of Greenfield Hill, charm and comfort abound at this sprawling country home. Evoking the feeling of an Old World European estate, elegant living spaces create an inviting backdrop for entertaining and every day. Beneath soaring ceilings with exposed wood beams and skylights, the family room centers on a majestic stone fireplace and features an adjacent office and wet bar. An eat-in chef’s kitchen is poised beneath a large skylight. Wide-plank hardwood floors, custom built-ins, handsome fireplaces with antique mantels and repurposed antique doors add to the home’s distinctive beauty. The main level primary suite is home to a full bath and sun-drenched atrium with a private entrance. Up the side staircase, a large home office is outfitted with a built-in desk and bookcases. The main staircase unfolds to a tranquil second-level primary suite with an en-suite bathroom, fireplace, dressing room and a private balcony made for relaxing in the evening with a glass of wine. The attached one bedroom apartment is home to a family room, well-appointed kitchen, bathroom, washer/dryer and private entrance. Enjoy outdoor living and dining on the terrace overlooking the spectacular, sylvan acreage dotted with mature trees and perennial gardens. Minutes from town, shops, restaurants, and schools, including Fairfield Country Day.
Listing Courtesy of SMART MLS / William Raveis Real Estate / Michelle&Team
$2,495,000 (USD)
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In-Town Area Condo

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41 Richmondville Avenue Duplex 2 Westport, CT 06880

2 Bed
3 Baths
1760 sqft
MLS# 24090155
Welcome to Residence Duplex 2 at The Mill Westport, a spectacular unit with spacious rooftop deck which offers 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. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. 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 is being 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 / Coldwell Banker Realty / Douglas "Doug" Bross
$2,360,000 (USD)
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Saugatuck Area Single Family Home

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14 Sandy Hill Terrace Westport, CT 06880

5 Bed
5 Baths
5084 sqft
Virtual Tour
Welcome to this fabulous 5 BR, 4.5 BA colonial nestled in the heart of Westport. Bathed in natural light, the home welcomes you with a two-story foyer, setting the tone for the elegance within. The chef's kitchen boasts high-end Subzero & Wolf appliances including 2 wall ovens, gas cooktop, & Bosch dishwasher, complemented by granite counters, white cabinetry, & a generous island for both prep & casual dining. Entertain effortlessly as the kitchen flows into a spectacular great room w/vaulted ceiling & a fireplace ensconced in stone. Step through French doors to the serene bluestone patio, overlooking a private fenced yard adorned with mature landscaping that blooms in every season. The main level also features a formal dining room, a gracious living room, an office, & a convenient laundry room. Upstairs, retreat to the primary suite w/2 walk-in closets, a vaulted ceiling, sitting area, & ensuite bathroom w/jetted tub & 2 sinks. Four additional bedrooms & two full bathrooms ensure space for all. The lower level offers a gym w/mirrored wall, a full bathroom, & a spacious family room w/fireplace, wet bar w/wine chiller & refrigerator/freezer drawers. French doors open to a patio - potential for an in-law or au-pair suite. Major mechanicals, including a 22KW generator, recently replaced (ask for full list). Situated at the end of a cul-de-sac, this home combines peaceful seclusion & walking distance to school, the river, many restaurants & just 1 mile to the train. Welcome home!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kathleen O'Connell
$2,350,000 (USD)
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In-Town Area Single Family Home

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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 / Coldwell Banker Realty / Lori Popkin
$1,999,999 (USD)
Pending

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
$1,800,000 (USD)
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Beach Area Single Family Home

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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 / William Raveis Real Estate / Carrie Sakey
$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

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