Westport Real Estate

Welcome to Westport, Connecticut – a picturesque coastal town nestled in the heart of Fairfield County. Known for its stunning waterfront views, charming neighborhoods, and vibrant arts scene, Westport offers a perfect blend of small-town charm and modern convenience.

With a rich history dating back to the 17th century, Westport has evolved into a thriving community that attracts families, professionals, and retirees alike. The town is renowned for its top-rated schools, making it an ideal location for families seeking a nurturing environment for their children. The education system here is complemented by a plethora of recreational activities, including parks, beaches, and sports facilities that cater to all ages.

Westport's downtown area is a delightful mix of boutique shops, gourmet restaurants, and cultural venues, including the Westport Country Playhouse and the Westport Arts Center. Whether you're strolling along the scenic Saugatuck River or enjoying a meal at one of the local eateries, the town's vibrant atmosphere is sure to captivate you.

Nature lovers will appreciate Westport's abundant outdoor spaces. With access to beautiful beaches along Long Island Sound and numerous hiking trails, residents can indulge in a variety of outdoor activities year-round.

Moreover, Westport's strategic location provides easy access to New York City, making it a popular choice for commuters. With its unique charm and exceptional quality of life, Westport truly embodies the best of Connecticut living. Discover your dream home in this enchanting town and experience all that Westport has to offer!

Newest Listings in Westport

$1,629,000

4 Beds ⋅ 3 Baths ⋅ 24203692 MLS

Coming Soon! This classic colonial sits on a level, 1.08-acre, lot on a quiet side street with no wetlands and is serviced by natural gas. The interior features an open floor plan, whole house generator, and a dedicated main-level office. Outdoor amenities include a front porch, a large screened-in porch, a deck, and an in-ground pool. Additional information and professional photos will be available on Tuesday, September 15.

35 Bonnie Brook Rd, Westport

$7,985,000

6 Beds ⋅ 6 Baths ⋅ 24205532 MLS

Introducing 12 Beltas Farm Lane, an extraordinary new construction estate in Westport, Connecticut, set within Beltas Farm-one of Westport's newest and most distinctive luxury enclaves. Once part of a 23-acre working family farm, this special setting has been thoughtfully transformed into an intimate collection of exceptional residences, with nearly five acres preserved as open space. The result is something increasingly rare in Westport: beautiful open views, a sense of space and privacy, and an enclave of significant luxury homes. Offered at $7,895,000 and built by Fairfield County Contractors, known for exceptional quality and craftsmanship, this remarkable new Westport home encompasses more than 9,000 square feet of sophisticated living space. A handsome wood roof introduces timeless architecture and the exceptional level of finish found throughout. Designed for today's luxury lifestyle, the residence features six ensuite bedrooms and beautifully proportioned living and entertaining spaces filled with natural light and oriented to capture the property's open views. A wine cellar adds another layer to the home's exceptional entertaining spaces, while the thoughtful floor plan balances impressive scale with comfortable everyday living. Outside, a stunning pool and spa create a private resort experience surrounded by the beauty and openness of the Beltas Farm setting. What distinguishes 12 Beltas Farm Lane is not simply the caliber of the new construction, but the rarity

12 Beltas Farm Ln, Westport

$1,500,000

4 Beds ⋅ 2 Baths ⋅ 24206148 MLS

This is the land and location Westport buyers are chasing hardest right now, and finding least. It won't last more than a moment. Bring your architect or builder or we can share ours. The acre is flat, easily buildable, screened on every side. The house could be reimagined however the value is in the land. Its a private blank canvas on a cul-de-sac. Long Lots, on the cusp of Hunt Club - the neighborhood and the country club. Close to town but not too close. A quick drive to Greens Farms station, Burying Hill Beach, and the many Post Road amenities - dangerously close to Fatto a Mano, though proximity to Equinox balances that right out. Zone Specifics: AA Zone, 30 ft from the street and 25 ft from the side setbacks, max 3 stories height of 40 ft, 25% lot coverage. No wetlands. Public water, septic. Access to both Gregg Lane and Grist Mill. Existing solar will be removed and settled by the trust. Buyers are responsible for their own due diligence; neither the trust nor the seller's agent can make any representations. The address is 4 Grist Mill Lane, the driveway is actually at the end of Gregg Lane. Not subject to probate. AS-IS. Ideal for a 6,000 sq foot plus new home in the $5-6+M value range. The deadline for submitting offers is 9/18 by 5pm.

4 Grist Mill Ln, Westport

$1,500,000

24205213 MLS

A ready canvas for the next generation of visionary homeowners and craftsmen. Flat, easily buildable, screened on every side: the kind of land and location Westport buyers are chasing hardest right now, and finding least. Long Lots, on the cusp of Hunt Club - the neighborhood and the country club. Close to town but not too close. A quick drive to Greens Farms station, Burying Hill Beach, and the many Post Road amenities - dangerously close to Fatto a Mano, though proximity to Equinox balances that right out. Zone Specifics: AA Zone, 30 ft from the street and 25 ft from the side setbacks, max 3 stories height of 40 ft, 25% coverage. No wetlands. Public water, septic. Access to both Gregg Lane and Grist Mill. In the supplements: original survey, existing septic map, GIS map, tank removal info. Existing solar will be removed and settled by the trust. Buyers are responsible for their own due diligence; neither the trust nor the seller's agent can make any representations. The address is 4 Grist Mill Lane, the driveway is at the end of Gregg Lane. As-is. Not subject to probate approval.

4-La Grist Mill Ln, Westport

$2,195,000

4 Beds ⋅ 3 Baths ⋅ 24205784 MLS

Experience modern coastal luxury in this custom-built, down-to-the-studs NEW CONSTRUCTION just minutes from Compo Beach and downtown Westport. Blending the scale and sophistication of a true custom home with effortless single-level living, this exceptional property showcases designer finishes and impeccable craftsmanship throughout. The sun-filled open floor plan features soaring cathedral ceilings, white oak floors, custom millwork, Marvin windows, automated shades, and a striking porcelain fireplace. The chef's kitchen features custom cabinetry, premium Calacatta porcelain countertops and full-height backsplash, oversized island, top-of-the-line Bosch appliances, and matching wet bar with dual-zone wine refrigerator, beverage cooler, and ice maker. Expansive tri-fold doors open to a spacious deck overlooking a private, fully fenced backyard with professional landscaping and Kentucky bluegrass sod. The main-level primary suite offers heated bathroom floors, automated blackout shades, and spa-inspired finishes. The finished lower level includes a gym or recreation room, five-person infrared sauna, wine room, full bath, GE laundry, and abundant storage. Additional highlights include smart home technology, integrated sound, a Tesla Universal EV charger, and an epoxy-finished garage. This is not just an extraordinary home-it's a spectacular lifestyle offering every amenity imaginable in a coveted location.

2 Drumlin Rd, Westport

$999,000

3 Beds ⋅ 3 Baths ⋅ 24196339 MLS

SHOWINGS BEGIN MONDAY SEPTEMBER 14. An incredible opportunity has become available in a prime Westport, CT location. Set off the road on a quiet turnoff at the corner of the Overlook cul-de-sac, this expanded Cape on 0.52+/- acre of enchanting property is ready for your creative vision. This is the only 3 bedroom, 3 full bathroom home available in Westport below $1,649,000 - making this a spectacular chance to add value by updating, remodeling, expanding, or building new construction within moments of downtown, train, the Merritt Parkway, I-95, the Y, & schools. This quintessential New England Cape Cod-style home begins with a larger than expected foyer/center hall. The large LR has the first fpl, built-ins, and French doors leading to the distinctive family room with a custom-patterned hardwood floor, stone fpl & bookshelves. Formal dining room for entertaining. The kitchen was remodeled w/quality cabinetry and beautiful granite counters, top appliances including Sub Zero, and leads to the vltd ceiling breakfast room with skylights & glass doors facing both front & back. Private office/bonus room/playrm w/built-ins. The 1st of the 3 BRs is on the main level, w/built-ins & an adjacent full bath. Upstairs, the 2nd BR has its own full bath and the primary suite is an incredible surprise, with king-size BR, oversized lux-scale bathroom & walk-in clst. Partially fin LL. Patios & charming garden paths add to the character. This home requires work and is being sold-as is.

183 Wilton Rd, Westport

$220,000

24205902 MLS

A Rare Opportunity to Bring Your Culinary Vision to Life Step into a charming, intimate Italian restaurant with the kind of atmosphere you can't manufacture - cozy, welcoming, and full of character. This is the perfect canvas for a chef-owner or passionate foodie who dreams of creating unforgettable meals in a place that truly feels their own. The restaurant is fully equipped, thoughtfully laid out, and designed for comfort and connection. It's the kind of dining room where regulars get to know your name, where families celebrate milestones, and where great food is paired with genuine hospitality. Whether your dream is rustic Mediterranian comfort cuisine, regionally inspired specials, or a chef-driven tasting menu, this space is ready for your imagination - and your recipes. Instead of spending years building from scratch, you can step into an established setting and start cooking the food you love, for people who will truly appreciate it. If you've ever said, "One day I want my own place," - this could be that day.

Post Rd Rd, Westport

$1,890,000

4 Beds ⋅ 4 Baths ⋅ 24205323 MLS

Welcome to Northfield Drive, a street in a highly sought after neighborhood, with walking paths to both the elementary and middle schools. This spacious and inviting home is set on a stunning park-like, flat, dry acre. Approx. 3,174 square feet of living space across three levels, plus a full basement, this 11-room home features 4/5 bedrooms and 4 full baths. Kitchen has been updated with quartz counters, Wolf stove and a Sub-Zero refrigerator. Designed for both comfortable everyday living and effortless entertaining, the home features an open floor plan, hardwood floors throughout the first and second levels, vaulted ceilings and walls of windows that fill the interiors with natural light and bring the beauty of the outdoors in. A true highlight is the spectacular family room, with its soaring vaulted ceiling, abundant windows and custom built-ins...an inviting space to enjoy throughout the seasons. The primary suite offers a spa-like retreat with a steam shower, Jacuzzi tub, double sinks and high-end fixtures. The full basement provides wonderful bonus space for a home gym, game room, recreation area or additional storage, while a walk-up attic offers even more versatility. Spacious garage w/EV charger. With generous living spaces, wonderful natural light and an exceptional one-acre setting, this Coleytown home offers the space and flexibility to live, work and entertain. Walking distance to several houses of worship.

5 Northfield Dr, Westport

$4,750,000

5 Beds ⋅ 7 Baths ⋅ 24204438 MLS

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.

1 Twin Oaks Ln, Westport

$2,650,000

3 Beds ⋅ 3 Baths ⋅ 24203635 MLS

Impeccable, effortlessly sophisticated house with lovely water views nestled on private road in idyllic Saugatuck Shores steps to Long Island Sound and Bermuda Lagoon. Designed by top architect VITA Design, the house combines relaxed coastal luxury with an elevated contemporary aesthetic for easy living, enjoyable year round. Features warm beach-inspired woods, high-end finishes, high ceilings, light wood floors, oversized windows and abundant natural light. On the main level the sleek chefs kitchen w/ center island flows seamlessly into the dining area and great room w/ wood-burning fireplace framed by floor-to-ceiling windows. Office/bedroom and full bath complete the main level. Second floor features serene primary suite with water view, custom built-ins and luxurious bath. Two additional bedrooms, full bath, laundry, and stylish reading nook complete this level. The front to back top floor bonus room with water views on both sides, leads out to spectacular roof deck terrace with view of Long Island Sound --a wonderful outdoor living space perfect for entertaining or quiet enjoyment to take in glorious sunsets, sunrises and Fourth of July fireworks over the Sound. The lower level offers additional versatile rec room, mudroom, attached garage. Private back yard. House is FEMA compliant. Lovely neighborhood for walking, biking, boating, kayaking. Close golf/tennis. Quick drive to the train station, Saugatuck shops and dining, and all Westport has to offer.

14 Promised Rd, Westport

$1,599,000

3 Beds ⋅ 3 Baths ⋅ 24204054 MLS

In-town living at its best! Step into a little piece of history with this charming three-bedroom, 2 1/2-bath home, beautifully renovated and situated in Evergreen's historic district just moments from Main Street. Light and airy throughout, this home offers an inviting open floor plan with a warm comfortable feel. The newer kitchen opens seamlessly to a spacious great room with relaxed living and dining areas, anchored by a cozy fireplace; an ideal setting for everyday living and entertaining. Enjoy generous outdoor spaces, including a large deck and stone patio. The private yard provides a wonderful spot to garden, unwind, or savor a cup of coffee. A true condo alternative without giving up privacy, outdoor space, or the appeal of a single-family home. This property is so conveniently located near Westport's Main Street shopping, Compo Beach, Metro-North, and major highways. Part of Westport's history, this timeless home is ready for you to begin its next chapter! Not to be missed!!

2 Evergreen Ave, Westport

$1,325,000

2 Beds ⋅ 4 Baths ⋅ 24204033 MLS ⋅ Harvest Commons BLDG.

Nestled in a prime location within a beautifully maintained complex, this exceptional home offers access to premier community amenities-including a pool and tennis courts-alongside the luxury of your own completely private patio. Harvest Commons is ideally situated just moments from fine dining, local shopping, and the Greens Farms train station. Inside, the elegant formal living room features soaring vaulted ceilings, large windows, a cozy wood-burning fireplace, and sliding glass doors that open seamlessly to the outdoors. The main level also boasts a full formal dining room-a rare feature not found in all models-and an exceptionally spacious kitchen and family room combination with a impressive wall of glass and convenient direct access to the attached two-car garage. Upstairs, the expansive primary suite serves as a peaceful retreat, complete with vaulted ceilings, two generous walk-in closets, and an en-suite bath with both a soaking tub and separate shower. A second well-appointed bedroom, a separate full bath, and a dedicated second-floor laundry room complete the upper level. The finished lower level provides versatile additional living space ideal for a recreation room, home office, or guest quarters, along with a rare third full bathroom. Seller would like a January closing.

124 Harvest Commons Unit 124, Westport

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