Coldwell Banker Realty

My Active Listings

Some or all of the listings below are provided by the Westport office.
$3,399,000 (USD)
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In-Town Area Single Family Home

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2 Webb Road Westport, CT 06880

6 Bed
7 Baths
4097 sqft
MLS# 24146001
Winner of the 2025 HOBI Award for "Best In Town Spec Home" in CT! Exceptional new construction, on a quiet cul-de-sac, in one of Westport's most desirable neighborhoods. Walk to Post Road shops, restaurants, Winslow Dog Park, Main Street, Library & Levitt Pavilion. Only 3 miles to train! This stunning home offers 6 bedrooms, 5 full and 2 half baths across 4 finished floors. Features include a Gunite pool with automatic safety cover, a large, flat, fenced in, private yard with walk-out lower level, full house generator, EV charging outlet, and city water, sewer, and natural gas. Traditional layout with modern, high-end finishes and an abundance of natural light. Built by multi-award-winning Westport Family Homes.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin
$3,165,000 (USD)
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Long Lots Area Single Family Home

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19 Old Orchard Road Westport, CT 06880

6 Bed
6 Baths
4775 sqft
Virtual Tour
Stunning new construction DREAM HOME in prime location at the end of a cul-de-sac, convenient to all things Westport! Walk to Long Lots Elementary School (0.3 miles), Post Road restaurants/shopping (0.4 miles) and close to train (1.7 miles)! 6 bedrooms, 4 full and 2 half bathrooms. First floor office with many other WFH spaces. Modern design with clean lines, traditional layout. Open floor plan with bright, sunny rooms. Flat, dry, half acre with ROOM FOR POOL and Southern exposure. Large backyard with outdoor living spaces. Full house generator. Natural gas and city water. Completion date: Spring 2022. Still time to work with design team to customize. Westport Family Homes has been a premier builder in Westport for more than a decade.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin
$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
$2,785,000 (USD)
Active

Coleytown Area Single Family Home

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6 Nutcracker Lane Westport, CT 06880

4 Bed
4 Baths
4234 sqft
MLS# 24133128
A rare Westport retreat blending serenity, sophistication & resort-style living. Privately set at the end of a quiet cul-de-sac off Bayberry Lane, this elegant four-bedroom, three-and-a-half-bath home offers over 4,600 sq ft of sun-filled living space surrounded by beautifully landscaped grounds. The property's two private acres feel like a personal park-complete with mature trees, curated plantings & a koi pond with exotic blooms that showcase the home's four-season appeal. At its heart is an updated gunite pool with electric cover, stone patio & gated backyard designed for both entertaining & everyday enjoyment. The open layout flows from the two-story foyer to the vaulted great room with gas fireplace & French doors to the expansive deck overlooking the pool & gardens. The bright, stone-floored kitchen features high-end appliances, beverage drawers & a wine chiller, connecting seamlessly to the dining, family & breakfast areas. Two home offices-one with vaulted ceilings & another with a private porch-make work-from-home effortless. The serene primary suite includes dual walk-in closets, a custom built-in dressing area, private laundry, a full fitness room & a spa-inspired bath. A separate first-floor guest suite with a new full bath & private entrance offers additional living space ideal for guests, in-laws or an au pair-beyond the home's four bedrooms. The finished lower level provides added versatility with a wine room, recreation area & abundant storage.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Michelle Sperry
$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)
Sold

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
$2,300,000 (USD)
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In-Town Area Single Family Home

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21 Woods Grove Road Westport, CT 06880

4 Bed
4 Baths
3237 sqft
MLS# 24146391
Nestled on the freshwater banks of the Saugatuck River, this extensively renovated/refreshed custom-built riverfront beauty sits high and dry with assumable flood insurance of approx. $1400 a year. Experience the river deck complete with swim ladder, perfect for a kayak launch or swim, memorable entertaining or simply enjoy the quietude of this picturesque & peaceful escape. Tall ceilings & light-filled rooms, accented by wide doorways & beautiful hardwood floors, welcome you into the sunny Living and Dining Rooms, & the newly updated Chef's Kitchen. The Family Room opens to the large stone terrace with pergola which overlooks the River just beyond the good sized, flat backyard. Upstairs you will find 9' ceilings through-out, beginning in the open common area that accesses the Primary Bedroom with 2 walk-in closets & brand new lux Bath, plus 3 additional Bedrooms- one with private Bath & two sharing a Jack & Jill Bath. The finished 3rd floor has flexible space for an office, playroom or gym, plus an attic for storage. Improvements include the total freshly painted interior, new Primary Bath & Powder Room, extensive Kitchen updates, new fireplace, new lighting, new AC, all floors refinished, garage with Tesla charger & so much more. On a quiet in-town cul-de-sac with a private association "swimming hole" at the end of street and a short walk to the center of downtown Westport.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse

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