Southport, CT Homes for Sale

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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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  /40

  $1,999,000

  • 6 Beds
  • 4.5 Baths
  • 4,344 Sq Ft

  15 Barton Rd, Fairfield, CT 06824

  If you're looking for a meticulously custom crafted new construction home that seamlessly marries timeless elegance with modern comfort, then this is the one! Built by local, multi HOBI Award-Winning builder, DeLaurentis Developments. The charming details of this new home were carefully crafted to evoke a sense of warmth and character. Nestled in the heart of Fairfield's University Neighborhood.

  Jennifer DeLaurentis Compass Connecticut, LLC

  15 Barton Rd, Fairfield, CT 06824
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  /12

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,298 Sq Ft

  411 Wormwood Rd, Fairfield, CT 06824

  Location, location, location! Nestled in a sought-after Fairfield University area neighborhood, this charming Cape Cod-style home presents a wonderful opportunity to make it your own. Featuring 3 bedrooms, 2 full baths, and hardwood floors throughout, this home offers a solid foundation for your updates and personal touches. The main level includes a cozy living room, dining room, eat-in kitchen,

  Kathleen Blackall William Raveis Real Estate

  411 Wormwood Rd, Fairfield, CT 06824
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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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  /28

  $219,000

  • 1 Bed
  • 1 Bath
  • 939 Sq Ft

  25 Cartright St Unit 4K, Bridgeport, CT 06604

  Move right into this bright and updated 1-bedroom, 1-bathroom condo on the 4th floor in the Brooklawn area. The kitchen and bathroom have been recently renovated; the living room leads out to a private balcony. This unit comes with one garage parking space, on-site laundry in the basement, and a storage area. The HOA includes a front desk receptionist, heat, hot water, trash removal, and grounds

  Jaquan Jones RE/MAX Right Choice

  25 Cartright St Unit 4K, Bridgeport, CT 06604
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  /35

  $1,950,000

  • 4 Beds
  • 3.5 Baths
  • 3,173 Sq Ft

  7 Apache Trail, Westport, CT 06880

  Set on a picturesque cul-de-sac, this elegant Colonial offers timeless charm and modern amenities. Nestled on a level two-acre lot, the home boasts lovely curb appeal and a private, fully fenced backyard perfect for entertaining, play, and recreation. Inside, you'll find four spacious bedrooms with the option for a fifth bedroom or private home office on the main level, complete with a full bath.

  Meredith Kamo Compass Connecticut, LLC

  7 Apache Trail, Westport, CT 06880
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  /24

  $629,999

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  449 High St, Fairfield, CT 06824

  Welcome to your dream home in the heart of Fairfield! This beautifully renovated 3-bedroom, 2-bathroom gem offers the perfect blend of classic charm and modern updates. Step inside to find a bright, open floor plan with gleaming hardwood floors, a brand-new kitchen featuring stainless steel appliances and quartz countertops, and two stylishly updated bathrooms. Enjoy morning coffee on the front

  Gary Crawford RE/MAX RISE

  449 High St, Fairfield, CT 06824
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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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  /31

  $1,320,000

  • 3 Beds
  • 2 Baths
  • 1,105 Sq Ft

  1240 Fairfield Beach Rd, Fairfield, CT 06824

  Welcome to Your Renovated Coastal Retreat Step into effortless coastal living in this beautifully renovated beach house, where an open-concept floor plan offers a relaxed and breezy lifestyle. Just off the kitchen, a spacious three-season screened porch addition built in 2023 provides a seamless transition from indoor comfort to outdoor serenity-perfect for entertaining or unwinding after a day

  Helen Cusa Brown Harris Stevens

  1240 Fairfield Beach Rd, Fairfield, CT 06824
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  /21

  $179,000

  • 1 Bed
  • 1 Bath
  • 911 Sq Ft

  2370 North Ave Unit 10A, Bridgeport, CT 06604

  HEAT, HOT/COLD WATER + MORE INCLUDED! 10th Floor End unit at the Regency. Prime location in historic Brooklawn neighborhood. Impressive city and water views from your own private balcony. Well cared for and maintained over the years. Offers a spacious floor plan flooded with natural sunlight. Recent updates include new Central AC units throughout and a new sliding door/windows in the living room.

  Wessam Ahmad Real Broker CT, LLC

  2370 North Ave Unit 10A, Bridgeport, CT 06604
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  /37

  $3,799,000 Open Sat 11AM - 1:30PM

  • 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
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  /22

  $679,000

  • 3 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  81 Old Stratfield Rd, Fairfield, CT 06825

  Welcome to 81 Old Stratfield Road - Classic Charm & Modern Comfort in the Heart of Tunxis Hill! Ideally located in one of Fairfield's most convenient neighborhoods, this charming colonial offers the perfect blend of traditional design and contemporary living. Just minutes from Trader Joe's, Aldi, Stop & Shop, and local amenities, 81 Old Stratfield Road delivers both comfort and convenience in a

  Jimena Umana-Fraboni BHHS Darien/New Canaan

  81 Old Stratfield Rd, Fairfield, CT 06825
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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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  /40

  $745,000

  • 5 Beds
  • 3.5 Baths
  • 3,084 Sq Ft

  356-358 Midland St, Bridgeport, CT 06605

  PRIME INVESTMENT OPPORTUNITY in the heart of vibrant Black Rock! Spacious three-family home in coveted location with excellent rental income. This well-maintained home offers a perfect blend of historic charm with modern conveniences. All three units are spacious. The 1st floor apartment has two generous bedrooms, living and dining rooms with hardwood flooring, eat-in kitchen, full hall bath and

  Pamela Fernberg Coldwell Banker Realty

  356-358 Midland St, Bridgeport, CT 06605
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  /35

  $1,699,999 Open Sun 1PM - 4PM

  • 5 Beds
  • 3 Baths
  • 2,750 Sq Ft

  879 Riverside Dr, Fairfield, CT 06824

  Experience unparalleled coastal luxury in this newly constructed custom Colonial in the heart of Fairfield Beach. Just steps from the sand, this stunning home features 5 bedrooms, 3 full baths, and a seamless blend of timeless elegance and modern design. The main level boasts soaring 10-foot ceilings and wide-plank white oak floors. A chef's dream, the gourmet kitchen includes quartz

  Michael Puff RE/MAX Town & Country

  879 Riverside Dr, Fairfield, CT 06824
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  /40

  $5,499,000

  • 4 Beds
  • 4.5 Baths
  • 3,603 Sq Ft

  142 Main St, Southport, CT 06890

  A rare opportunity to own a piece of Southport history. Nestled in the heart of Southport Village, the Eleazar Bulkley House, a pristine example of Federal architecture, c.1811. Lovingly restored by its current owner, this stately home embodies the refined tastes of the early 19th century, seamlessly blended with thoughtful, modern luxury. From its symmetrical facade to meticulously restored

  Elizabeth Tritschler William Raveis Real Estate

  142 Main St, Southport, CT 06890
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  /37

  $649,999 Open Sat 2PM - 4PM

  • 2 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  132 Pequot Ave, Southport, CT 06890

  Location, charm, and lifestyle-all in one! Step into storybook charm in the heart of Southport Village! Perched gracefully atop a hill, this enchanting c.1884 Farmhouse offers rare privacy just steps from the harbor, beach, village shops, restaurants, and Metro-North train-a true commuter's dream. Thoughtfully updated with a new roof and siding, the home effortlessly blends vintage character with

  Nicole Costantino Keller Williams Realty

  132 Pequot Ave, Southport, CT 06890
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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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  /35

  $1,149,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 2.5 Baths
  • 3,518 Sq Ft

  4680 Black Rock Turnpike, Fairfield, CT 06824

  Welcome to 4680 Black Rock Tpk.This expansive 3,600 sq. ft. colonial is set back from the road, with large picture windows that fill the home with natural light and frame the beauty of every season. Ideally located near the Merritt Parkway and shopping, it offers both convenience and privacy in a sought-after area with top-rated schools. The inviting foyer opens to an airy main level, where the

  Stacy Varvaro Coldwell Banker Realty

  4680 Black Rock Turnpike, Fairfield, CT 06824
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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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  /38

  $495,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  321 Post Rd, Fairfield, CT 06824

  Charming three bedroom cape in Prime Fairfield Location! Location, location! Take a stroll on the sidewalk and walk to Jennings Beach (less than a mile away!). Need to take the train? You are minutes from Fairfield Metro North Station, how convenient! Meticulously maintained by multiple generations, this home exudes warmth and character. The first floor features beautiful hardwood floors

  Maribeth Lightowler Coldwell Banker Realty

  321 Post Rd, Fairfield, CT 06824
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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

  $1,849,000 Open Sat 10AM - 12PM

  • 4 Beds
  • 3.5 Baths
  • 2,770 Sq Ft

  430 Edward St, Fairfield, CT 06824

  One block to private beach access! This picture perfect home, located in the heart of the Fairfield beach area is everything you need ~ 9 rooms, 4 bedrooms, 3.5 bathrooms, almost 3000 SF of living space & situated on a .23 acre corner lot. Walk, scooter or bike to beaches, town marina, downtown shops/restaurants, MetroNorth train station, parks, schools! Enter through the large covered porch,

  Christi McEldowney William Raveis Real Estate

  430 Edward St, Fairfield, CT 06824
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  /25

  $1,250,000

  • 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
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  /29

  $649,000

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

  1974 Kings Hwy, Fairfield, CT 06824

  Welcome to your opportunity to own BRAND new construction in a commuters dream location of Fairfield -recently completed by a highly regarded local builder with exceptional attention to detail and quality throughout. This fabulous 4 bedroom, 2 full bath home is move-in ready and offers modern living with convenience, style, and thoughtful design. Step inside to discover a bright and open floor

  Jennifer Lockwood Coldwell Banker Realty

  1974 Kings Hwy, Fairfield, CT 06824
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  /28

  $649,000

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

  1972 Kings Hwy, Fairfield, CT 06824

  Welcome to your opportunity to own BRAND new construction in a commuters dream location of Fairfield -recently completed by a highly regarded local builder with exceptional attention to detail and quality throughout. This fabulous 4 bedroom, 2 full bath home is move-in ready and offers modern living with convenience, style, and thoughtful design. Step inside to discover a bright and open floor

  Jennifer Lockwood Coldwell Banker Realty

  1972 Kings Hwy, Fairfield, CT 06824
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  /40

  $1,850,000

  • 4 Beds
  • 3.5 Baths
  • 3,164 Sq Ft

  416 Old Mill Rd, Fairfield, CT 06824

  This home is not to be missed! Torn Down & Rebuilt ... in the coveted Sturges Neighborhood...A short walk to Perry's Mill Pond & Mill Hollow Park. Natural light abounds as you enter 416 Old Mill..The Black Pella Windows set against classic White Clapboard siding is simply beautiful, a true design statement.... This upscale home has refined finishes including Character Oak Wood floors throughout

  Jane Broder Camelot Real Estate

  416 Old Mill Rd, Fairfield, CT 06824
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  /39

  $1,999,000

  • 5 Beds
  • 3.5 Baths
  • 3,136 Sq Ft

  257 James St, Fairfield, CT 06824

  Amazing opportunity to own a beautiful home in this premier & beloved beachside neighborhood. Natural light flooded throughout & custom finishes all combine to make 257 James Street a rare find! Designed w/ 3 spacious levels of living PLUS a gorgeous loggia, this 5 bedroom, 3.5 bath home is a true standout. The open concept main level is centered around the Chef's eat-in kitchen w/

  Jackie Davis William Raveis Real Estate

  257 James St, Fairfield, CT 06824
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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 Open Sat 1PM - 3PM

  • 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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  /40

  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
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  /34

  $924,900

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  274 High St, Fairfield, CT 06824

  Welcome to 274 High Street, Fairfield, CT-where timeless elegance meets modern convenience. This beautifully renovated home boasts a fresh and inviting open-concept design, with a stunning new Trex deck just off the kitchen, perfect for relaxing or entertaining. The spacious kitchen features a large island with extra seating, complemented by a stylish design table for additional dining space.

  Karly Worth Call It Closed Realty

  274 High St, Fairfield, CT 06824
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  /40

  $1,799,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,369 Sq Ft

  140 Alden St, Fairfield, CT 06824

  Coastal Home in Prime Fairfield Beach/Town Location - Walk to Shops and Train! Discover the perfect blend of luxury, convenience, and coastal charm in this newer build (2020), located in the heart of Fairfield. Featuring 3369 sq.ft., 4 bedrooms with a 5th bedroom option, 3.5 baths, and an open floor plan, designed for both comfortable living and convenient entertaining. Step inside the bright

  Kim Vartuli Keller Williams Realty

  140 Alden St, Fairfield, CT 06824
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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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  /32

  $1,649,000 Open Sat 2PM - 4PM

  • 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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  /39

  $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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  /21

  $739,000

  • 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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  /37

  $3,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,143 Sq Ft

  411 Birch Rd, Fairfield, CT 06824

  This sophisticated and modern beach home offers breathtaking water views and luxurious amenities just steps from the shore. Designed for ultimate comfort and style, this approximately 4,500 sq. ft. residence features an open floor plan, five spacious bedrooms, four and a half baths, and four fireplaces. An elevator provides seamless access to all four levels, while multiple balconies, a newly

  Karen Cross William Raveis Real Estate

  411 Birch Rd, Fairfield, CT 06824

Showing Results 81 - 120, Page 3 of 6