Featured Properties

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

Lower Weston Area Single Family Home

Pending

6 Winthrop Hills Weston, CT 06883

5 Bed
6 Baths
6684 sqft
MLS# 24159217
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)
Pending

Roseville/North Ave Area Single Family Home

Pending

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
$1,999,000 (USD)
Active

Newfield Area Single Family Home

Active

48 North Meadows Lane Stamford, CT 06903

4 Bed
4 Baths
3777 sqft
MLS# 24167430
Situated on a private level acre in the prestigious Upper Newfield area of Stamford, this exceptional 4 bedroom, 3.5 bath designer home spanning over 5,000 sq ft sits on a coveted premier cul de sac. Approach via the stately circular driveway and grand double height foyer, where you're greeted by pristine newly refinished hardwood floors and a library with built-in bookshelves that sets an elegant tone. Meticulously renovated by the designer owner with high end custom finishes including vintage Italian Murano sconces, that you won't find in new construction. The formal dining room with exquisite textured finishes and connects to a stunning gourmet kitchen with custom cabinetry, professional grade appliances, and marble countertops. The breakfast area with French doors opens to the level backyard overlooking serene green space, while the family room captivates with soaring vaulted ceilings and a dramatic floor to ceiling fireplace. A marble laundry room with custom mudroom cabinetry off the garage completes the main level. Upstairs, the luxurious primary suite is a true retreat, a spa like marble bath with radiant floors, soaking tub & walk in shower, plus a bonus sitting/dressing room. Three additional bedrooms include one en suite with marble bath. A finished walk-out lower level is ideal for media, recreation, potential in-law suite, or a home gym. Ideally positioned with easy access to both New Canaan and Stamford's premier shopping, dining, highways & train.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Tara Chlupsa
$1,795,900 (USD)
Active

Nichols Area Single Family Home

Active

161 Pinewood Trail Trumbull, CT 06611

4 Bed
4 Baths
7171 sqft
MLS# 24167775
Virtual Tour
Welcome to 161 Pinewood Trail, a beautifully crafted 2017 Colonial offering over 7,000 square feet of thoughtfully designed living space across 3 finished levels, with stunning lake views & over 80 feet of private frontage. The open-concept main level features a grand two-story foyer and spacious great room with coffered ceiling and double-sided gas fireplace shared with the formal dining room, plus a chef's kitchen with Sub-Zero refrigerator, Wolf six-burner cooktop and hood, GE Monogram double wall oven, Bosch dishwasher, and large island with seating for 5, with 4 sets of French doors opening to a rear deck & bluestone patio for effortless indoor-outdoor entertaining. Upstairs, the primary suite offers multiple closets and a spa-style bath with Bain Ultra air jet tub, large tiled shower, dual vanity, & serene lake views, complemented by 2 additional bedrooms, an additional full bath & a dedicated laundry room with sink. The finished walkout lower level adds the 4th bedroom, full bath, family room w/ kitchenette, sunroom w/wall of windows overlooking the water, dedicated gym w/rubber flooring, all opening to the rear patio within easy reach of the water's edge. Designed for every chapter of life, this home provides rare luxury and accessibility with an elevator serving all three levels, wide hallways and doorways for wheelchair access, first-floor roll-in shower, safety handrails, step-free heated front entrance, and a fully accessible pathway from the house to the wate
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kristin Corsello-Egmont
$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
$1,599,000 (USD)
Pending

University Area Single Family Home

Pending

276 Pemburn Drive Fairfield, CT 06824

4 Bed
5 Baths
3030 sqft
MLS# 24167987
A home that just makes sense the moment you walk in. Bright, quiet, and incredibly comfortable, with a layout that truly works for the way people live today.The heart of the home is exactly where it should be-the kitchen, breakfast area, and family room all flow seamlessly together, creating an easy, connected space for everyday living and entertaining. It's the kind of layout buyers are always looking for and rarely find done this well.Set on a flat, expansive yard with room for a pool, this is a property that lives as well outside as it does inside. Think backyard wiffle ball games, outdoor dinners all summer long, and a neighborhood that feels like a true community-block parties, kids playing, and the ability to walk to Holland Hill School and nearby playgrounds.Inside, the home balances casual living with spaces that still feel special. A formal dining and living room set the stage for holidays, traditions, and gatherings, while the family room becomes the everyday hub for movie nights and downtime.Extremely well maintained and thoughtfully upgraded over time, this is a true turn-key offering with features buyers value-whole house generator, natural gas conversion, updated appliances, custom built-ins, and an expanded bluestone patio that elevates the outdoor experience.Location is another standout. Tucked into a neighborhood setting, yet just minutes to everything-Starbucks, Whole Foods, Trader Joe's, local markets, downtown Fairfield, Metro North, and both I-95/Merritt.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney
$1,550,000 (USD)
Coming Soon

Greenfield Hill Area Single Family Home

Coming Soon

4041 Redding Road Fairfield, CT 06824

5 Bed
4 Baths
4202 sqft
Set on 3.23 acres in the Greenfield Hill area of Fairfield, this 5BR, 4BA home offers privacy, natural surroundings, & a layout designed for the way we live today. Rustic stone walls welcome you to a property overlooking a deep wooded backdrop, with a landscaped lawn defined by a classic stone retaining wall. The main level features a home office, full bath, & an open living and family room with wood-burning fireplace. Access to the covered porch & open deck extends the living space outdoors. The kitchen is functional & welcoming, with a center island, gas range, wall oven, microwave, warming drawer, ample storage, & a dining area for everyday meals. The dining room sits between the kitchen & living spaces, with a bay window overlooking the rear yard. Upstairs, the primary suite offers a private balcony, spa-like bath, large walk-in closet plus two additional closets, & a spiral staircase connection to the main level. Four additional bedrooms include a Jack & Jill bath and hall bath, along with second-floor laundry. Finished lower level with flexible space and unfinished storage. Attached 3-car garage and detached 2-car garage. Enjoy the space and privacy that define Greenfield Hill, with convenient access to Fairfield's town center, Westport, Weston, and Easton, all within approximately a 15-minute drive.This location offers a balance of quiet surroundings and everyday accessibility.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Auerbach
$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
$1,329,000 (USD)
Active

In-Town Area Single Family Home

Active

310 Main Street Westport, CT 06880

3 Bed
3 Baths
1437 sqft
MLS# 24158630
Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows seamlessly into the dining area, with French doors leading to a private stone patio - ideal for morning coffee or alfresco entertaining. The main level includes a spacious primary suite with en-suite bath, along with two additional BRs. Downstairs, the finished lower level offers additional space with two more bedrooms and a full bath, offering flexible space for guests, rec/playroom, or multi-generational living. For those seeking a professional setup, the town-approved home occupation designation allows for a separate entrance, two offices, and a waiting room - a turnkey solution for small business owners or remote professionals. With quick access to the Westport Library, Levitt Pavilion, and the town's vibrant dining & shopping scene, this property delivers both lifestyle and convenience. Nearby commuting options include the Metro North Railroad to NYC, Merritt Parkway, I-95. A rare opportunity to live and work in one of Fairfield County's most sought-after communities, or to find a home that offers private space for visitors or extended family.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Bross