Westport, CT Homes for Sale

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  /40

  $2,895,000

  • 6 Beds
  • 4.5 Baths
  • 6,856 Sq Ft

  5 Northside Ln, Westport, CT 06880

  A true Westport landmark, Staffordshire Hall is an extraordinary gated stone estate blending timeless grandeur with modern luxury. Privately nestled on manicured grounds, this bespoke manor spans three levels of meticulously crafted living space. A sweeping circular drive leads to the columned entrance. The Great Hall stuns with a stone hearth, coffered ceilings, and French doors opening to the

  Alex Chingas Coldwell Banker Realty

  5 Northside Ln, Westport, CT 06880
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  /39

  $2,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,035 Sq Ft

  33 Pequot Trail, Westport, CT 06880

  This classic colonial residence, situated on a one-acre lot within the esteemed Old Hill neighborhood on a highly desirable street, presents a spacious dwelling with versatile living spaces spanning three levels. Comprising 4,035 square feet (on 3 floors), the property features five bedrooms and four and a half bathrooms. The luminous interior boasts an inviting layout, highlighted by a

  Elaine Gibbons Boost Real Estate Group

  33 Pequot Trail, Westport, CT 06880
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  /35

  $1,125,000

  • 3 Beds
  • 2 Baths
  • 1,742 Sq Ft

  32 Valley Rd, Westport, CT 06880

  Located just 1 mile from Compo Beach, 32 Valley Road is a serene and secluded oasis in one of Westport's most desirable neighborhoods. This beautifully restored 1900 Colonial farmhouse seamlessly blends historic charm with modern upgrades, including a new HVAC system with central AC, city water and sewer. The sun drenched 3-bedroom, 2-bathroom home spans 1500 square feet on a .79 acre lot. A

  Amanda Thaw The Riverside Realty Group

  32 Valley Rd, Westport, CT 06880
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  /40

  $2,495,000

  • 4 Beds
  • 3.5 Baths
  • 3,023 Sq Ft

  234 Wilton Rd, Westport, CT 06880

  Chateau Chic.Set behind a tree lined stone wall, enter the 1 acre property from a private side street.The circular drive & sweet front porch details set a French Country tone, yet the 1884 historic home has been completely renovated and expanded in a fresh & modern Hamptons-esque style.The gorgeous oversized foyer is done in white oak style floors w oversized windows & stunning built ins. The

  Leslie Clarke Compass Connecticut, LLC

  234 Wilton Rd, Westport, CT 06880
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  /40

  $4,800,000

  • 7 Beds
  • 8 Baths
  • 7,259 Sq Ft

  104 Compo Rd S, Westport, CT 06880

  THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. Refined modern

  Doug Bross Coldwell Banker Realty

  104 Compo Rd S, Westport, CT 06880
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  /40

  $2,300,000

  • 4 Beds
  • 4 Baths
  • 3,270 Sq Ft

  7 Mansfield Place, Westport, CT 06880

  Nestled in the desirable Compo South neighborhood, this stunning colonial home offers an ideal Westport, CT, location. Set on a 0.79-acre lot, this home offers over 3,270 sq ft (plus a finished lower level) of thoughtfully updated living space. The living area flows seamlessly into the outdoors, providing an open layout filled with warmth that's ideal for relaxation and gatherings. The home

  Judy Michaelis Coldwell Banker Realty

  7 Mansfield Place, Westport, CT 06880
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  /34

  $1,395,000

  • 4 Beds
  • 2 Baths
  • 2,134 Sq Ft

  4 Turtleback Ln, Westport, CT 06880

  Walk to Winslow Park, Trader Joes, Gold's Deli and many convenient amenities from this welcoming home in the heart of Westport. Located on a quiet cul-de-sac, this home features a 2-story Entry which invites you into an open floor plan with modern accents. The updated Kitchen with breakfast bar and stainless appliances, opens to a fantastic deck overlooking the pretty .50 acre property. A sunny

  Laurie Crouse Coldwell Banker Realty

  4 Turtleback Ln, Westport, CT 06880
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  /40

  $5,950,000

  • 6 Beds
  • 9 Baths
  • 12,139 Sq Ft

  29 Sturges Commons, Westport, CT 06880

  Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Sturges Commons, a vibrant neighborhood known for block parties and a strong sense of community. Designed for both luxury and functionality, this home boasts exquisite custom finishes, soaring ceilings, and impeccable interior design. The main level offers a chef's kitchen, a

  Doug Bross Coldwell Banker Realty

  29 Sturges Commons, Westport, CT 06880
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  /13

  $4,900,000

  • 7 Beds
  • 5.5 Baths
  • 7,995 Sq Ft

  37 Green Acre Ln, Westport, CT 06880

  The most private and serene of the remaining multi-acre estates in central-most Westport... Just two minutes from the beach, town center, I-95, and the Saugatuck Hamlet rail station. Located Near several well-regarded school systems in Connecticut. This grand estate offers space for recreation, relaxation, and entertaining. A stone-gated, walled circular driveway marks the end of a private road

  Lisa Bortz William Pitt Sotheby's Int'l

  37 Green Acre Ln, Westport, CT 06880
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  /31

  $6,900,000

  • 6 Beds
  • 6.5 Baths
  • 6,585 Sq Ft

  69 Beachside Ave, Westport, CT 06880

  Nestled along Westport's prestigious 'Gold Coast,' this architecturally magnificent estate on 4+ acres of park-like grounds with a breathtaking pool and professional-grade Har-Tru tennis court is a haven for luxury living and distinguished entertaining. Surrounded by major estates in one of the most sought-after coastal regions in the Northeast, it boasts access to pristine beaches, sophisticated

  Doug Bross Coldwell Banker Realty

  69 Beachside Ave, Westport, CT 06880
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  /35

  $1,850,000

  • 5 Beds
  • 3.5 Baths
  • 4,368 Sq Ft

  41 Hermit Ln, Westport, CT 06880

  **THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 4PM MONDAY 5/5.** Prepare to be dazzled by this spectacular 5 bedroom custom home on park-like property in the prestigious Red Coat section of Westport. This recently improved modern Colonial offers a refined lifestyle. Located at the corner of a cul-de-sac, this home's two driveways offer abundant parking - and the front

  Alex Chingas Coldwell Banker Realty

  41 Hermit Ln, Westport, CT 06880
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  /11

  $2,550,000

  • 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
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  /40

  $2,445,000

  • 4 Beds
  • 4.5 Baths
  • 3,764 Sq Ft

  16 Morningside Ln, Westport, CT 06880

  Tucked away at the end of a peaceful cul-de-sac, this custom-built home offers comfortable living, an abundance of natural light throughout, & unmatched convenience, being 5 minutes from schools & Green's Farms train station. With 4 bedrooms, 4.5 bathrooms, & flexible living spaces, this home is designed for entertaining & everyday family living. A double-height foyer welcomes you with a feature

  Karen Liss-uomoleale William Raveis Real Estate

  16 Morningside Ln, Westport, CT 06880
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  /40

  $1,750,000 Open Sun 10AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 2,835 Sq Ft

  50 Kings Hwy S, Westport, CT 06880

  Sophistication, style and quality combine to create a spectacular showcase home set on an acre of park-like, gorgeous property in the heart of Westport. Set down a scenic driveway, this level, usable property has been extensively landscaped to offer privacy - yet the area's amenities, including the Metro North train - just 1.1 mile away - are all within easy reach. Upon entering, the recent

  Alex Chingas Coldwell Banker Realty

  50 Kings Hwy S, Westport, CT 06880
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  /40

  $2,995,000

  • 6 Beds
  • 4 Baths
  • 4,614 Sq Ft

  9 Bobwhite Dr, Westport, CT 06880

  Prepare to fall in love with this extraordinary home, crafted with love by a talented architect for his own family in 1993. 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,

  Laurie Morris Compass Connecticut, LLC

  9 Bobwhite Dr, Westport, CT 06880
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  /38

  $1,699,000

  • 4 Beds
  • 2.5 Baths
  • 3,419 Sq Ft

  2 Donald Dr, Westport, CT 06880

  A Truly Exceptional Home That Has It All! Every so often, a home comes along that checks every box. This beautifully updated, move-in-ready house offers everything you could want: city sewer and water, natural gas for heating and cooling, a whole-house generator-all in a prime location on a quiet cul-de-sac. The property boasts underground electrical lines, a fenced-in yard with mature plantings,

  Robert Grodman The Riverside Realty Group

  2 Donald Dr, Westport, CT 06880
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  /35

  $1,299,000

  • 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
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  /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
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  /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
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  /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
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  /40

  $1,695,000

  • 4 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  122 Old Rd, Westport, CT 06880

  Freshly-updated, meticulously-kept contemporary set down a quiet, pretty lane off of a central multi-million dollar street in desirable Hunt Club area. Bright, stylishly-renovated spaces, soaring ceilings and a host of high-quality details. Two story front to back entry and floor to ceiling double fireplace in sun-drenched living and dining room. Gleaming top of the line quartzite kitchen

  Joni Usdan Coldwell Banker Realty

  122 Old Rd, Westport, CT 06880
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  /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
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  /23

  $2,195,000

  • 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
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  /38

  $5,995,000

  • 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
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  /33

  $1,649,000

  • 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
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  /36

  $1,399,000

  • 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
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  /40

  $6,500,000

  • 4 Beds
  • 6 Baths
  • 7,176 Sq Ft

  4 Pequot Trail, Westport, CT 06880

  As featured in Architectural Digest Italia July 2024, 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 elevated finishes throughout. The unsurpassed quality of Italian-imported Poliform walnut cabinetry and wall fittings throughout, installed by

  Cyd Hamer William Pitt Sotheby's Int'l

  4 Pequot Trail, Westport, CT 06880
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  /30

  $5,200,000

  • 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
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  /28

  $2,035,000

  • 2 Beds
  • 2 Baths
  • 1,405 Sq Ft

  41 Richmondville Ave Unit 214, Westport, CT 06880

  Experience the charm of Residence 214 at The Mill Westport. This 2-bed, 2-bath home spans 1,400+ sq ft with a spacious living area, a modern gas fireplace, exposed brick, and a private covered balcony. The windowed kitchen boasts an oversized island, Poliform cabinetry, and top-tier appliances by Wolf, SubZero, and Bosch. The primary suite includes a walk-in closet, balcony access, and a luxe

  Ashlei De Souza Serhant Connecticut LLC

  41 Richmondville Ave Unit 214, Westport, CT 06880
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  /5

  $2,350,000

  • Land
  • 0.10 Acre
  • $23,500,000 per Acre

  238 Hillspoint Rd, Westport, CT 06880

  Experience the pinnacle of waterfront living with this unique opportunity to custom design and build your dream beach house on the tranquil shores of Long Island Sound. With direct water frontage, this exceptional property offers breathtaking, uninterrupted views of the Sound and the iconic Old Mill Beach. Envision starting your day with a serene sunrise over the water, taking a refreshing

  Karen Scott Compass Connecticut, LLC

  238 Hillspoint Rd, Westport, CT 06880
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  /5

  $2,350,000

  • 1 Bed
  • 1 Bath
  • 767 Sq Ft

  238 Hillspoint Rd, Westport, CT 06880

  Experience the pinnacle of waterfront living with this unique opportunity to custom design and build your dream beach house on the tranquil shores of Long Island Sound. With direct water frontage, this exceptional property offers breathtaking, uninterrupted views of the Sound and the iconic Old Mill Beach. Envision starting your day with a serene sunrise over the water, taking a refreshing

  Karen Scott Compass Connecticut, LLC

  238 Hillspoint Rd, Westport, CT 06880
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  /23

  $549,900

  • 3 Beds
  • 1.5 Baths
  • 920 Sq Ft

  9 Crescent Park Rd, Westport, CT 06880

  Discover the perfect blend of convenience and comfort in this charming 3-bedroom, 1.5-bath ranch, an excellent condo alternative in the heart of Westport! This low-maintenance home features a brand-new roof and vinyl siding, ensuring years of worry-free living. Step inside to find a cozy living room with a fireplace, perfect for relaxing evenings or entertaining guests. The inviting layout

  Elizabeth Casey William Raveis Real Estate

  9 Crescent Park Rd, Westport, CT 06880
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  /40

  $5,850,000

  • 6 Beds
  • 5.5 Baths
  • 6,588 Sq Ft

  17 River Ln, Westport, CT 06880

  This remarkable stone mansion, built in 1929, stands as one of the most historically and culturally significant residences in Westport and Fairfield County, celebrated as an exceptional trophy property. Meticulously restored and in impeccable, move-in ready condition, this home is poised for immediate enjoyment. Crafted in the esteemed tradition of Europe's grand Manor Houses, it boasts

  Alex Chingas Coldwell Banker Realty

  17 River Ln, Westport, CT 06880
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  /40

  $2,649,000

  • 4 Beds
  • 4.5 Baths
  • 6,600 Sq Ft

  342 Greens Farms Rd, Westport, CT 06880

  Calling all renovators, designers, and discerning buyers seeking an extraordinary Westport estate. Opportunity awaits at 342 Greens Farms Road, set on 2.02 lush acres just steps from Connecticut's Gold Coast. This 1861 Victorian home, complemented by a thoughtful, high-quality 2008 rear addition, features over 6600 square feet of living space with Audubon Society land bordering the rear and side.

  Adrienne Durkin Compass Connecticut, LLC

  342 Greens Farms Rd, Westport, CT 06880
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  /40

  $4,975,000

  • 6 Beds
  • 9 Baths
  • 7,594 Sq Ft

  165 Bayberry Ln, Westport, CT 06880

  6 Bedrooms | 6.3 Baths | 10,000 +/-| SQ. FT. | 1.2 +/- Acres This exquisite cedar shingle and stone home, meticulously crafted with the finest materials, sits on 1.2 level acres and offers 6 bedrooms, 6 full, and 3 half baths across four levels. The grand family room features soaring double-height ceilings, a cozy stone fireplace, and large windows, seamlessly connecting to the open-concept

  Pamela Cornfield Coldwell Banker Realty

  165 Bayberry Ln, Westport, CT 06880
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  /40

  $11,800,000

  • 5 Beds
  • 8 Baths
  • 10,800 Sq Ft

  260 Hillspoint Rd, Westport, CT 06880

  Experience the unparalleled luxury of this exquisite Compo Beach seaside home,a masterpiece of design and craftsmanship, designed by renowned architect Peter Cadoux. Just steps from a private beach, this architectural gem is bathed in natural light and boasts breathtaking panoramic water views from nearly every room.The full chef's kitchen opens to a radiant sunroom with a glass ceiling, perfect

  Elizabeth Steffen Higgins Group Bedford Square

  260 Hillspoint Rd, Westport, CT 06880
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  /40

  $1,890,000

  • 3 Beds
  • 2.5 Baths
  • 3,601 Sq Ft

  32 Sasco Creek Rd, Westport, CT 06880

  1031 exchange or the perfect Airbnb income awaits you! 2 MIN. WALK TO BEACH! **Jennings House - A Timeless Treasure Awaits!** Step into an extraordinary opportunity to own a piece of Westport's vibrant history, just a leisurely stroll from the beach! This stunningly restored three-bedroom carpenter gothic-style masterpiece is a true gem, showcasing the exquisite craftsmanship of the Victorian

  Mar Jennings Higgins Group Bedford Square

  32 Sasco Creek Rd, Westport, CT 06880
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  /38

  $5,199,000

  • 4 Beds
  • 4.5 Baths
  • 5,885 Sq Ft

  10 Surf Rd, Westport, CT 06880

  Offered for the first time in over 50 years, this cherished, custom-built waterfront retreat on Bermuda Lagoon is an extraordinary find. Lovingly maintained and never flooded, 100 feet of private beach, a deepwater dock, and breathtaking views of Long Island Sound and Bermuda Lagoon. Designed for year-round enjoyment, the home's soaring ceilings and expansive windows perfectly frame the stunning

  Inna Agujen Coldwell Banker Realty

  10 Surf Rd, Westport, CT 06880
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  /6

  $390,000

  • Land
  • 2.00 Acres
  • $195,000 per Acre

  6 Fox Run Ln, Westport, CT 06880

  This secluded property in Westport, CT at 6 Fox Run Lane offers an opportunity to submit your desired dream home plans to Westport on this picturesque 2 acres of rare undeveloped land. The lot is nestled in a prestigious upscale neighborhood and offers a tranquil bucolic setting, and is surrounded by nature. The new owner may design a custom home to suit your family's needs and preferences

  Derek Greene Derek Greene

  6 Fox Run Ln, Westport, CT 06880
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  /40

  $15,000,000

  • 5 Beds
  • 7 Baths
  • 3,955 Sq Ft

  50 Compo Mill Cove, Westport, CT 06880

  Welcome to The Cove House-a once-in-a-generation waterfront retreat nestled on the secluded Compo Mill Cove, where every day feels like a vacation. Accessible by private footbridge, this serene coastal escape offers panoramic views of the Long Island Sound, sandy beach frontage, and the kind of tranquility that's become nearly impossible to find. Inside, light pours through walls of glass,

  Robert Perriello Century 21 AllPoints Realty

  50 Compo Mill Cove, Westport, CT 06880

Showing Results 41 - 80, Page 2 of 3