Westport, CT Homes for Sale

/34
$1,925,000
- 5 Beds
- 4.5 Baths
- 3,378 Sq Ft
14 Reimer Rd, Westport, CT 06880

Nestled at the end of a quiet cul-de-sac, this beautiful custom-built home is a short proximity to Westport's Bedford Middle School and Staples High School. The exterior is designed with durability and style, featuring Marvin windows and doors, Hardie siding, and a charcoal-toned, lifetime-warrantied asphalt shingle roof. Upon entering, you'll be welcomed by a spacious foyer that opens to a

Brittany Strouse

Coldwell Banker Realty

(475) 267-2439

14 Reimer Rd, Westport, CT 06880
/38
$4,250,000
- 5 Beds
- 6 Baths
- 6,027 Sq Ft
99 Hillspoint Rd, Westport, CT 06880

This better than new modern farmhouse nestled on 1.28 acres is a masterpiece of architectural design and sophistication and just steps from the beach, train, and shopping. Every detail of this 6,000 SF 5 Bedroom home has been meticulously curated, from the high-end materials to the advanced technology offering a modern, refined aesthetic to deliver unparalleled comfort. The double-height entry

Susan Lieberman

The Riverside Realty Group

(475) 323-6517

99 Hillspoint Rd, Westport, CT 06880
/38
$1,299,000 Open Thu 12PM - 2PM
- 4 Beds
- 2.5 Baths
- 2,424 Sq Ft
1 Pine St, Westport, CT 06880

Charming curb appeal is your introduction to this sweetly updated classic neighborhood colonial. A third of an acre parcel is beautiful with flower beds and outdoor features. To drive up feels like coming home. Inside, the first level offers a chic yet homey open plan living space. The large living room includes a fireplace. The dining room is bright. The kitchen has white cabinets, stone

Mark Gilrain

Brown Harris Stevens

(475) 284-7085

1 Pine St, Westport, CT 06880
/29
$1,150,000
- 2 Beds
- 2.5 Baths
- 2,012 Sq Ft
409 Harvest Commons Unit 409, Westport, CT 06880

Welcome to 409 Harvest Commons - a sun-filled, 2-bedroom, 2.5-bath townhouse featuring a desirable first-floor Primary Bedroom in a highly sought-after community with a heated pool, tennis courts, and clubhouse. Nestled on a quiet cul-de-sac for privacy with convenient access to amenities just minutes to downtown Westport shopping and dining, walking distance to Balducci's and easy access to

Susan Lieberman

The Riverside Realty Group

(475) 252-8643

409 Harvest Commons Unit 409, Westport, CT 06880
/29
$6,996,000 New Construction
- 6 Beds
- 8 Baths
- 6,600 Sq Ft
24 Ferry Ln E, Westport, CT 06880

Experience the epitome of luxury with this to be built modern new construction from Coastal Luxury Homes, an award-winning builder renowned for their superior quality and attention to detail. This 6,600 sq ft. home promises a blend of sophistication and unparalleled craftsmanship in a highly coveted beach neighborhood. Embodying the pursuit of perfection and privacy, this new residence will offer

Brett Lieberman

The Riverside Realty Group

(475) 473-8781

24 Ferry Ln E, Westport, CT 06880
/8
$1,650,000
- 2 Beds
- 2 Baths
- 1,350 Sq Ft
41 Richmondville Ave Unit 311, Westport, CT 06880

This 1 bed + den with 2-baths features floor-to-ceiling windows, an open kitchen with modern finishes, appliances by Wolf, Bosch, & SubZero, and a gas linear fireplace. The primary bedroom includes an en-suite bathroom with heated floors, a dual vanity, walk in shower, & a large dressing area. The 2nd sleeping area has flexible use and a wall of glass to add privacy when desired. Originally a

Ashlei De Souza Serhant Connecticut LLC

41 Richmondville Ave Unit 311, Westport, CT 06880
/11
$2,550,000 Open Fri 11AM - 2PM
- 2 Beds
- 3 Baths
- 1,760 Sq Ft
41 Richmondville Ave Unit Duplex 2, Westport, CT 06880

This impressive home has floor-to-ceiling windows, wood floors and a linear gas fireplace. The kitchen has an oversized island, high-end appliances, and is complete with custom cabinetry. The 2 bedrooms are on opposites sides of the home for maximum privacy. The primary suite has a generous walk-in closet and a luxurious windowed bathroom with rain shower, dual sinks, and heated floors. Stairs

Ashlei De Souza Serhant Connecticut LLC

41 Richmondville Ave Unit Duplex 2, Westport, CT 06880
/38
$5,895,000 Open Sat 12PM - 3PM
- 5 Beds
- 7 Baths
- 4,532 Sq Ft
8 Bradley St, Westport, CT 06880

Nestled on a rare double lot in Westport's coveted Compo Beach, this custom-built sanctuary blends timeless elegance with modern coastal luxury. Embracing the essence of beachside living, this 4,532 sq. ft. home boasts exquisite millwork, a gourmet kitchen with custom cabinetry, and sun-drenched living spaces. French doors lead to a private terrace featuring an outdoor kitchen, shower, and

Erin Bremen melson The Agency

8 Bradley St, Westport, CT 06880
/39
$6,399,000
- 6 Beds
- 7.5 Baths
- 8,812 Sq Ft
9 Sturges Commons, Westport, CT 06880

Stunning Custom Built Colonial by Chris Montanaro of Redcoat Homes. Designed by Renowned Architect, Judith Larson. This Home Exudes Sophistication, every detail has been meticulously crafted to offer extraordinary living experience on a 1.10 flat manicured acre. Over 8,000 SQ FT w 8-inch wide plank wht oak floors throughout. 1st FL features a Chef's dream kitchen, generous Dining & Family room

Kelly Loucas Compass Connecticut, LLC

9 Sturges Commons, Westport, CT 06880
/39
$6,500,000
- 4 Beds
- 6 Baths
- 7,176 Sq Ft
4 Pequot Trail, Westport, CT 06880

Fresh from the pages of Architectural Digest Italia comes this must-see, extraordinary luxury residence inspired by the timeless essence of midcentury design. This custom-built home is unlike one you've ever experienced, with a sophisticated design and elegant and elevated finishes throughout. The unsurpassed quality of Italian-imported Poliform walnut cabinetry and wall fittings throughout,

Cyd Hamer William Pitt Sotheby's Int'l

4 Pequot Trail, Westport, CT 06880
/35
$5,700,000 Open Thu 11AM - 2PM
- 6 Beds
- 7.5 Baths
- 9,630 Sq Ft
355 Greens Farms Rd, Westport, CT 06880

Exceptional Gated Estate in Greens Farms! Welcome to 355 Greens Farms Rd, a spectacular 2.25 acres estate designed for luxurious living and ultimate entertaining. This stunning home is a dream for car enthusiasts, featuring a four-car garage with room for lifts, making it perfect for showcasing and maintaining your collection. Step inside to find a brand-new kitchen and a newly designed primary

Meredith Cohen Serhant Connecticut, LLC

355 Greens Farms Rd, Westport, CT 06880
/40
$4,375,000
- 6 Beds
- 11 Baths
- 10,414 Sq Ft
5 Boxwood Ln, Westport, CT 06880

Refined living awaits on Boxwood Lane, a prime Hunt Club cul-de-sac featuring tranquil private entrances to stately colonial style homes. From its cobblestone-lined, semi-circular driveway to the backyard pool and bluestone patio oasis, the grounds of 5 Boxwood Lane are simply spectacular. The home itself stands apart, meticulously designed with exquisite details and custom amenities. Four

Karen Scott Compass Connecticut, LLC

5 Boxwood Ln, Westport, CT 06880
/40
$3,499,000
- 4 Beds
- 3.5 Baths
- 3,271 Sq Ft
24 Spriteview Ave, Westport, CT 06880

Experience the ultimate blend of waterfront living & luxurious coastal design at 24 Spriteview Avenue on Saugatuck Island. This stunning home offers the opportunity to embrace a waterfront lifestyle w/ breathtaking water views from all 10 rooms, each flooded in natural sunlight. From your own rooftop deck, enjoy front-row seats to spectacular July 4th fireworks. Built in 2018, this stunner

Jackie Davis William Raveis Real Estate

24 Spriteview Ave, Westport, CT 06880
/28
$3,500,000
- 5 Beds
- 4.5 Baths
- 4,669 Sq Ft
216 Hillspoint Rd, Westport, CT 06880

Coastal elegance meets modern luxury steps from Compo Beach. This stunning 4,700 sf landmark residence seamlessly blends historic charm w/ contemporary comforts, creating an extraordinary retreat. Featuring 4-5 bedrooms and 4.5 baths, the home showcases striking post-and-beam details, natural light-filled spaces, and refined updates throughout. Gather in the elegant DR, anchored by the largest of

Robert Appell Coldwell Banker Realty

216 Hillspoint Rd, Westport, CT 06880
/14
$1,595,000
- 2 Beds
- 2 Baths
- 1,350 Sq Ft
41 Richmondville Ave Unit 211, Westport, CT 06880

This 1 bed + den with 2-bths features floor-to-ceiling windows, an open kitchen with modern finishes, appliances by Wolf, Bosch, & SubZero, and a linear fireplace. The primary bedroom has an en-suite bath with heated floors & a large dressing area. The 2nd sleeping area has flexible use and a wall of glass. Originally a candlewick mill built in the 1800s and later a destination for artists to

Ashlei De Souza Serhant Connecticut LLC

41 Richmondville Ave Unit 211, Westport, CT 06880
/37
$3,900,000
- 5 Beds
- 9 Baths
- 8,639 Sq Ft
249 Sturges Hwy, Westport, CT 06880

Relaxed, entertaining luxury with all the bells and whistles....Privacy, serenity and convenience featuring Entertaining at it's finest - step into 249 Sturges Highway greeted by welcoming floor plan from living room, dining room, open concept kitchen which highlights gorgeous quartzite counters, a Subzero refrigerator, Bosch dishwasher, and a 60" Viking Dual Fuel range flowing into the great

Lainie Floyd William Pitt Sotheby's Int'l

249 Sturges Hwy, Westport, CT 06880
/40
$1,695,000
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
41 Richmondville Ave Unit 203, Westport, CT 06880

Ready for immediate occupancy and enjoyment - welcome home to Residence 203 at The Mill Westport. Offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport, CT - this unit offers original historic details combined with modern comfort. With a concierge on-site and spectacular interior and exterior amenity spaces such as The Great Room & Cafe,

Doug Bross Coldwell Banker Realty

41 Richmondville Ave Unit 203, Westport, CT 06880
/19
$1,680,000
- 2 Beds
- 2 Baths
- 1,560 Sq Ft
41 Richmondville Ave Unit 205, Westport, CT 06880

The Mill Westport 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

Doug Bross Coldwell Banker Realty

41 Richmondville Ave Unit 205, Westport, CT 06880
/25
$3,999,000
- 6 Beds
- 8 Baths
- 6,000 Sq Ft
57 Evergreen Ave, Westport, CT 06880

Walk to downtown shops and restaurants from this stunning, reimagined, & rebuilt 1920 Dutch colonial home, situated on a spacious 1.17-acre in-town property.This is truly a work of art, as 2 properties have been seamlessly combined into one, creating a private oasis set way back from the road.Upon entering the home, you will be captivated by the meticulous attention to detail & the perfect blend

Hyleri Katzenberg Compass Connecticut, LLC

57 Evergreen Ave, Westport, CT 06880
/24
$3,785,000 New Construction
- 4 Beds
- 4.5 Baths
- 4,204 Sq Ft
3 Laurel Ln, Westport, CT 06880

Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are a testament to innovative design & meticulous attention to detail. The rich architecture features flowing lines, glass

Julie Vanderblue Higgins Group Real Estate

3 Laurel Ln, Westport, CT 06880
/5
$4,395,000 New Construction
- 7 Beds
- 7.5 Baths
- 8,457 Sq Ft
20 Morningside Dr S, Westport, CT 06880

Embrace grandeur in this meticulously crafted 4-story estate. Over 8200 SQFT of Finished Living Space. The expansive first floor offers an open concept design-imagine seamless flow between the gourmet kitchen complete with a walk-in pantry, spacious living room, elegant dining room, and cozy family room-all warmed by the ambiance of three fireplaces. Upstairs, retire to the luxurious primary

John Schiaroli Coldwell Banker Realty

20 Morningside Dr S, Westport, CT 06880
/34
$3,799,000 Open Sun 12:30PM - 3:30PM
- 5 Beds
- 5.5 Baths
- 5,887 Sq Ft
5 Elwil Dr, Westport, CT 06880

Welcome to this exceptional custom-built Colonial nestled on one of the most tranquil and conveniently located cul de sacs Westport has to offer. Thoughtfully designed and meticulously maintained, 5 Elwil defines the epitome of a "Forever Home. The Main floor features a welcoming Living Room with fireplace and multiple built-ins, a Great Room with fireplace and lofted cathedral ceilings, an

Tanya Sprague William Raveis Real Estate

5 Elwil Dr, Westport, CT 06880
/38
$3,475,000 Open Thu 11AM - 2PM
- 5 Beds
- 4 Baths
- 3,700 Sq Ft
3 Nassau Rd, Westport, CT 06880

Discover Westport's Premier Coastal Gem. Immerse yourself in modern elegance with this stunning new beach house, located in the highly sought-after Saugatuck Shores neighborhood. Constructed in 2022, this five-bedroom, four-and-a-half-bathroom residence spans over 3,700 square feet of finished living space. Tucked away on a peaceful cul-de-sac, the home offers easy access to the vibrant energy

Doug Bross Coldwell Banker Realty

3 Nassau Rd, Westport, CT 06880
/40
$4,500,000 Open Sun 12PM - 3PM
- 5 Beds
- 4.5 Baths
- 6,013 Sq Ft
29 Covelee Dr, Norwalk, CT 06855

Welcome to Saugatuck Shores, an exceptional waterfront enclave offering unparalleled luxury and privacy.A boater's dream come true w/ a deep water dock and direct access to LI Sound.This hidden gem neighborhood has a labyrinth of quiet,walkable streets, culminating in a cul-de-sac.Private Covlee Assn membership w/ sandy beach & social gatherings.The 5 bedroom high-end masterpiece w/ elevator was

Julie Vanderblue Higgins Group Real Estate

29 Covelee Dr, Norwalk, CT 06855
/40
$2,495,000 Open Sun 12PM - 2PM
- 4 Beds
- 4 Baths
- 4,190 Sq Ft
48 Cavalry Rd, Westport, CT 06880

Idyllically set on 600 feet of the West Branch of the Saugatuck River, this 4 acre property is the ideal setting to create your dream lifestyle. The homeowner/developer of the original 111 acre subdivision chose this site, above all others, to build his legacy compound comprised of two acres in Westport and two in Weston. Enjoy, expand or recreate the well cared for 3,800 square foot Colonial

Laurie Crouse Coldwell Banker Realty

48 Cavalry Rd, Westport, CT 06880
/40
$2,995,000
- 6 Beds
- 4 Baths
- 4,614 Sq Ft
Unlisted Address

Prepare to fall in love with this extraordinary home, crafted with love by a talented architect for his own family. The charming shingle-style residence at 9 Bobwhite Drive is nestled on a picturesque, level acre amidst other fine homes in a peaceful cul-de-sac setting, offering plenty of space for fun and entertainment. You'll find joy around every corner with its custom woodwork, innovative

Laurie Morris Compass Connecticut, LLC

Unlisted Address
/35
$1,399,000
- 4 Beds
- 3.5 Baths
- 3,345 Sq Ft
3 George St, Westport, CT 06880

This solidly constructed 2-family home on almost 1/2 acre, located on private dead end street in terrific Westport neighborhood, presents a perfect blend of potential & opportunity. Walking distance to eateries & shops, this home offers numerous possibilities! In the main house - first floor, you'll find a large eat in kitchen, 1/2 bath, large living room with wood burning fireplace and separate

Patrick Conetta Urban Connections Realty

3 George St, Westport, CT 06880
/40
$999,000
- 4 Beds
- 3 Baths
- 2,683 Sq Ft
26 Davenport Ave, Westport, CT 06880

Exceptional opportunity to own this versatile 2-family home in Wesport. Whether you're looking for multigenerational living or rental income, this property delivers. The 1st unit features 2 spacious bedrooms, 2 full baths, a sun-filled living room with sliders that lead out to the deck, a cozy family room with fireplace, and a dedicated office/den with cathedral ceilings. You'll love the gourmet

Jared Randall Redfin Corporation

26 Davenport Ave, Westport, CT 06880
/40
$10,950,000
- 6 Beds
- 10 Baths
- 12,440 Sq Ft
5 Fraser Rd, Westport, CT 06880

Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated

Doug Bross Coldwell Banker Realty

5 Fraser Rd, Westport, CT 06880
/37
$1,895,000
- 3 Beds
- 2 Baths
- 2,103 Sq Ft
167A Compo Rd S, Westport, CT 06880

Welcome to your dream retreat in the heart of Westport, Connecticut! Nestled on over 2 acres of serene and private land, this quaint cottage offers the perfect blend of rustic charm and modern convenience. Ideally located, you'll find yourself just moments away from the train station, vibrant downtown Westport, and the scenic Compo Beach. The property's expansive grounds provide ample

Lynne Nolan Compass Connecticut, LLC

167A Compo Rd S, Westport, CT 06880
/25
$1,250,000 Open Thu 5PM - 7PM
- 3 Beds
- 3 Baths
- 4,026 Sq Ft
113 Roseville Rd, Westport, CT 06880

Sited perfectly on a gorgeous one-acre property in the heart of wonderful Westport, this light and bright 3-4-bedroom, 3 full bath mid century modern ranch home has enough space to breathe, play and work. There are Large rooms, open spaces, two fireplaces, central air, hardwood floors throughout, and so many closets that one would have to work at being disorganized. Everything flows beautifully

Mary Palmieri Gai Berkshire Hathaway NE Prop.

113 Roseville Rd, Westport, CT 06880
/37
$1,650,000
- 5 Beds
- 3.5 Baths
- 3,320 Sq Ft
6 N Ridge Rd, Westport, CT 06880

Please submit "Highest and Best" by noon on Monday 4/21/25 Gorgeous renovation from top to bottom of this 5-bedroom Colonial, perfectly nestled on a private cul-de-sac in a prime Westport location. Boasting a bright and airy open floor plan, this home offers sophisticated style and modern comfort at every turn. Step into a gracious entry foyer that sets the tone for the beautifully updated

Cindy Raney Coldwell Banker Realty

6 N Ridge Rd, Westport, CT 06880
/30
$975,000
- 4 Beds
- 2 Baths
- 2,448 Sq Ft
105 Valley Rd, Westport, CT 06880

Here is the moment you have been waiting for! Your chance to get into Westport and all it has to offer at a very rare price point! The location is sublime, 5 minutes from the train, 5 minutes to Compo Beach! This ranch style home has so much to offer. 3 BR's on the main floor with a 4th in the fully finished, walk-out lower level. Lower level has a kitchen, bath, separate entrance, newer

Chris Ahlgrim Coldwell Banker Realty

105 Valley Rd, Westport, CT 06880
/40
$2,865,000
- 5 Beds
- 5.5 Baths
- 6,942 Sq Ft
46 Bayberry Ln, Westport, CT 06880

Nestled on a pristine one-acre property in a prime Westport location, this fabulous 5-bedroom, 5-bathroom Colonial offers an exceptional blend of classic architecture and modern sophistication. With over 5,200 sq. ft. living space and an additional 1,700 sq. ft. of finished walk-out lower level space, this residence is designed for both grand entertaining and comfortable everyday living. Soaring

Jane Jones Berkshire Hathaway NE Prop.

46 Bayberry Ln, Westport, CT 06880
/23
$2,195,000 Open Sat 11AM - 1PM
- 4 Beds
- 5 Baths
- 3,707 Sq Ft
27 Blue Ribbon Dr, Westport, CT 06880

Welcome to 27 Blue Ribbon Road - A Serene Retreat in the Heart of Westport. Tucked away on a quiet, tree-lined street where neighbors still greet each other by name, this expanded split-level home offers the perfect blend of comfort, style, and community. With 4 spacious bedrooms, a dedicated home office, and a thoughtfully updated layout, this property is ideal for both everyday living and

Meredith Cohen Serhant Connecticut, LLC

27 Blue Ribbon Dr, Westport, CT 06880
/40
$2,275,000 Open Sun 1PM - 3PM
- 5 Beds
- 4.5 Baths
- 4,710 Sq Ft
1 Crooked Mile Rd, Westport, CT 06880

Originally built in 1929,the Keene-Calhoun home boasts a rich history,once owned by Oscar-winning film star Bette Davis.Nestled along the W. Branch Saugatuck Rvr,its entrance is adorned with stone pillars and mature plantings,leading to a captivating enclave.This iconic residence has been meticulously updated to preserve its antique allure while integrating modern amenities & sophisticated

Ellen McNees Higgins Group Real Estate

1 Crooked Mile Rd, Westport, CT 06880
/31
$1,649,000 Open Sun 1PM - 3PM
- 6 Beds
- 5 Baths
- 5,261 Sq Ft
285 Greens Farms Rd, Westport, CT 06880

Endless Potential in Prime Location! Bring your vision and transform this Westport gem into the home of your dreams! In the sought-after Greens Farms neighborhood, this property offers a rare opportunity to renovate and customize to your taste. The main residence is brimming with potential, while a beautifully finished attached legal rental unit provides immediate income or flexible living space.

Danna Rogers Higgins Group Bedford Square

285 Greens Farms Rd, Westport, CT 06880
/35
$1,299,000
- 4 Beds
- 3 Baths
- 2,375 Sq Ft
68 Grove Point, Westport, CT 06880

Dreaming of living near the beach? This updated 4-bedroom, 3-bath home near Aspetuck Land Trust offers the perfect blend of comfort, style, and convenience in Westport. The bright, open floor plan is designed for modern living, featuring a stunning kitchen with ample counter space, a dining area, and a family room with a cozy fireplace. Down the hall, you'll find a full bath, a welcoming living

Erica Acheychek Coldwell Banker Realty

68 Grove Point, Westport, CT 06880
/35
$1,499,000
- 5 Beds
- 2.5 Baths
- 2,904 Sq Ft
109 Kings Hwy S, Westport, CT 06880

Looking to enter the competitive market in the town of Westport? Check out this wonderful 5-bedroom colonial with Westport schools and town amenities! It's bright and perfect for anyone looking to settle down in a vibrant area. You're just a short walk from the train and all the action at Saugatuck Center, where you'll find a fantastic mix of restaurants and unique shops to explore. Inside, the

Karen Scott Compass Connecticut, LLC

109 Kings Hwy S, Westport, CT 06880
/21
$859,900
- 3 Beds
- 1 Bath
- 1,056 Sq Ft
5 Carlisle Ct, Westport, CT 06880

Convenience and location is key! Bring your creativity and design ideas to this 1960's 3 Bed 2 Bath home on a private cul de sac in a centrally located Westport neighborhood. Main Floor features sun filled rooms with hardwood floors in bedrooms, dining room and living room with fireplace. Finished lower level adds approx 528 additional sqft and features an alcove with walk out access to back yard

Christine Ward Berkshire Hathaway NE Prop.

5 Carlisle Ct, Westport, CT 06880

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