My Office's Listings

Some or all of the listings below are provided by the Westport office.
$2,700,000 (USD)
Active

Long Lots Area Single Family Home

Active

114 Cross Highway Westport, CT 06880

5 Bed
5 Baths
4179 sqft
MLS# 24165047
Welcome to a one-of-a-kind home in the heart of Westport - where timeless Colonial charm meets the elegance of a Parisian Estate. Set on an acre+ this home offers sophistication, space, and serenity throughout. The light-filled LR stuns with vaulted ceilings, HW floors, a wood-burning fireplace, and French doors opening directly to the deck and pool - the perfect setting for everyday living or entertaining. The formal DR offers its own fireplace, blending classic character with warmth and style. The chef's kitchen features two iconic AGA stoves, a walk-in pantry, skylights and a large center island. A charming covered porch offers peaceful morning coffee or evening outdoor dining. Upstairs, the primary suite, is a private sanctuary with vaulted ceilings, sunny sitting room, HW floors, walk-in closet, and spa-like bath incl cast iron soaking tub, oversized shower and elegant finishes. Add'l bedrooms 1 en suite the other w hall bath on the 2nd floor and 2 more Bedrooms on the 3rd floor w Hall Bath are bright and spacious, each w/ HW floors and serene views of the pool and gardens. The LL offers gym area, work space, storage and access to 2 car garage. The fully fenced backyard is a private paradise. Stone walls, mature English gardens and spectacular In-ground pool with auto cover add to the magic of this private oasis. Whole House Generator. Minutes to schools, shopping and town offering the rare combination of luxury, charm, privacy and convenience.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Robert Appell
$2,595,000 (USD)
Active

Greenfield Hill Area Single Family Home

Active

3808 Redding Road Fairfield, CT 06824

4 Bed
5 Baths
5376 sqft
MLS# 24160945
3808 Redding Road is the kind of property that feels discovered rather than found. A place where time has softened the edges, and the landscape tells its own story. Dating to 1769 and set on nearly eighteen acres of open fields and mature trees, this is one of Fairfield's earliest homes, thoughtfully rebuilt in 2008 to preserve its character with modern ease. Inside, the home unfolds with warmth and authenticity. Original beams and centuries-old wood floors ground each space, while natural light moves through refreshed interiors. At the center is a rare three-fireplace hearth - not just an architectural feature, but where the home gathers and winter evenings settle in. Four bedrooms and four and a half baths offer comfort and retreat, with a private balcony off the primary overlooking the property. Outdoors, the experience is equally compelling. Open land gives way to orchard rows planted with heirloom apple varieties, woodland edges, and a landscape long suited to small-scale farming. A historic barn, carriage house, and chicken coop continue the story, offering flexibility for guests, creative pursuits, or a return to its agricultural roots. It's a setting defined not only by its history, but by the space it provides - for gardens, horses, or simply privacy. Close to town yet entirely its own world, 3808 Redding Road is more than a home. It's a place to gather, slow down, and settle into something everlasting.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney
$2,495,000 (USD)
Coming Soon

Southport Area Single Family Home

Coming Soon

790 Cedar Brook Lane Fairfield, CT 06890

5 Bed
5 Baths
4730 sqft
Set along a storybook private drive, where a gently winding brook passes beneath charming stone bridges, this is a home defined as much by its setting as by the way it lives. There's a quiet magic here-a sense of privacy and calm that feels rare, yet a warmth that makes it easy to imagine putting down roots and staying awhile. Inside, the home unfolds with an easy, natural flow. The spaces are generous without excess, designed for real living and the moments that shape it. The kitchen and great room come together as the heart of the home-open, inviting, and filled with light-where everyday routines and gatherings blend seamlessly. Cathedral ceilings and a wood-burning fireplace add both scale and comfort, creating a place that feels equally suited for slow mornings and full evenings. Thoughtful flexibility is woven throughout, with spaces to work, create, and grow, along with a finished lower level that adapts as life evolves. Upstairs, the primary suite offers a sense of retreat, set apart for quiet and privacy, while several additional bedrooms provide room to expand, host, and settle in. Outdoors, the property invites a slower pace. Dining on the deck, tending to a garden, or simply enjoying the open yard feels effortless, with the soft sound of the brook never far away. Here, privacy and connection coexist-tucked away in a setting that feels like its own small world, yet just minutes from town, train, and shoreline. A place to grow into, and a place to stay.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney
$2,399,000 (USD)
Active

Saugatuck Area Single Family Home

Active

2 Ledgemoor Lane Westport, CT 06880

5 Bed
6 Baths
4600 sqft
MLS# 24159517
Set on a quiet, private cul-de-sac very close to town and Winslow Park, this custom five-bedroom Colonial offers an exceptional opportunity for a new owner to leave their mark and add significant value. Designed with best-in-class materials and a thoughtfully planned layout, the home retains its gracious scale, natural flow, and exceptional character. Deferred maintenance has created the chance to elevate a well-loved property and return it to the signature splendor that defined it. The main level features a gourmet kitchen with Sub Zero & Viking appliances, stone counters, custom cabinetry and an adjacent breakfast room leading to a large family room, living room with fireplace, formal dining room, and two private offices with built-ins. French doors from most main floor rooms open to a balcony overlooking a heated Gunite pool and a large, level play area. The walkout lower level has a wall of French doors and is an exquisite poolside space that includes a fully-equipped wet bar, rec/game rm, gym and a full guest suite. Upstairs, the spacious bedroom layout provides comfort and flexibility for a variety of needs. Set on 1.16 +/- acres moments from shopping and recreation, the home is being offered as-is. ***Listing photos include a mix of current 2026 images and select photos from 2009 to illustrate the full potential of the property. Please note that showings are welcomed and booked by appointment, and no open houses are planned.***
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas
$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
$1,779,000 (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
$1,500,000 (USD)
Active

Red Coat Area Single Family Home

Active

104 Newtown Turnpike Westport, CT 06880

3 Bed
3 Baths
2309 sqft
MLS# 24159568
Looking for a bright home in Westport, CT, close to the train, beaches, and commuting routes to New York City? Welcome to 104 Newtown Turnpike, a light-filled 3-bedroom, 2.5-bath home offering privacy, comfort, and exceptional convenience in one of Westport's most accessible locations. Set high above the road, the home enjoys beautiful natural light and a peaceful setting, creating a bright and airy atmosphere throughout the living spaces. The heart of the home is the beautifully updated kitchen, which opens seamlessly into the sun-filled family room with a fireplace, creating a warm and inviting space for everyday living and entertaining. The home features two fireplaces, adding charm and comfort throughout. Large windows bring in abundant sunlight, giving the home a light, welcoming feeling year-round. Step outside to a lovely private patio, perfect for outdoor dining, relaxing with friends, or enjoying quiet mornings surrounded by nature. The location offers the best of Westport living with easy access for NYC commuters. The home is conveniently located near: * The Merritt Parkway for an easy commute to New York City * The Westport Metro-North train station * Compo Beach and Longshore Club Park * Downtown Westport's vibrant restaurants, shopping, and cultural attractions. Ideally located near beaches, downtown, and NYC commuter routes, 104 Newtown Turnpike offers comfort, convenience, and the best of Westport living. A bright, light-filled home ready for its next owner.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis
$1,485,000 (USD)
Active

Beach Area Single Family Home

Active

66 Catherine Terrace Fairfield, CT 06824

4 Bed
3 Baths
1822 sqft
MLS# 24133884
Virtual Tour
Welcome to this beach area gem on a popular IN-TOWN CULDESAC. Here you have WALKABLE CONVENIENCE to top-ranked neighborhood schools, main street shopping and restaurants, public beaches, golf and tennis. Easy commuting with Metro North trains only a half mile away or hop on Interstate 95. Stroll or bike to concerts on the Green, the Memorial Day Parade and Fourth of July fireworks on the beach. REFRESHED, NEW AND LOTS TO LOVE!! Fresh paint from top to bottom and the new and refinished solid hardwood stairs and flooring add to the cheer of this light-filled home.The kitchen features subway tile, shaker custom cabinetry, recessed and countertop lighting, stainless Bosch appliances, quartz countertops with a matching table that doubles as a center island. There is new recessed lighting in the front living room and the lower level rec room, which also has new carpet and new insulated windows. PRACTICAL AND FLEXIBLE LAYOUT: The Primary Bedroom suite is roomy enough for a king bed, and has walk-in closet outfitted with California Closet built-ins, vaulted ceiling, new skylights and remote-controlled shades. Three more bedrooms are on the same floor along with a full bath with tub, and window seat in the upstairs hall that makes a cozy reading nook. Natural gas mechanicals fuel central air HVAC throughout, and the freshly painted basement/workroom has a sink that's ready for a handyman or crafter. The Family room has a gas fireplace for cozy movie nights, and leads directly
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman