Southport, CT Homes for Sale with Garage

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  $319,000

  • 3 Beds
  • 2 Baths
  • 1,755 Sq Ft

  25 Cartright St Unit 5D, Bridgeport, CT 06604

  Stunning End-Unit 3-Bedroom, 2-Bath NYC-Style Condo - Nestled in the heart of the highly sought-after Brooklawn community, this spacious 1,755 sq ft New York City-style condominium blends contemporary comfort with urban sophistication. Located just steps from the Fairfield town line, Unit 5D offers the perfect balance of city convenience and suburban tranquility. Step into a welcoming large foyer

  Pamela Williams Real Broker CT, LLC

  25 Cartright St Unit 5D, Bridgeport, CT 06604
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  $4,299,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,879 Sq Ft

  5 Franklin Ave, Westport, CT 06880

  Nestled in one of Westport's most desirable walk-to-town neighborhoods, this exceptional new construction home combines timeless charm with modern luxury. Designed by acclaimed architect Judith Larson and crafted by trusted builder Redcoat Homes, this residence offers the perfect balance of style and functionality. Located on a level third-acre on a quiet cul-de-sac, the property is beautifully

  James Lanzaro Compass Connecticut, LLC

  5 Franklin Ave, Westport, CT 06880
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  $3,449,000

  • 5 Beds
  • 7 Baths
  • 5,515 Sq Ft

  2683 Bronson Rd, Fairfield, CT 06824

  In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate presents a rare opportunity in one of Fairfield's most coveted locations. Set on just over two acres of beautifully landscaped, professionally photographed grounds, the property reflects a timeless elegance that would be costly to replicate today. Across from a distinguished equestrian family

  Tara Hawley Coldwell Banker Realty

  2683 Bronson Rd, Fairfield, CT 06824
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  $2,295,000

  • 4 Beds
  • 3 Baths
  • 3,099 Sq Ft

  140 Roseville Rd, Westport, CT 06880

  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

  Emily Gordon Coldwell Banker Realty

  140 Roseville Rd, Westport, CT 06880
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  $2,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,620 Sq Ft

  783 Reef Rd, Fairfield, CT 06824

  Welcome to 783 Reef Road, a beautifully crafted home in the highly desirable Penfield Beach area of Fairfield. This elegant residence combines refined design with modern comfort, offering four bedrooms, four and a half bathrooms, and approximately 3,620 square feet of interior living space and an additional nearly 1,400 square feet of basement storage space. Inside, the foyer opens to a layout

  Daniel Durante Criterion Real Estate LLC

  783 Reef Rd, Fairfield, CT 06824
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  $5,185,000 Open Sun 2PM - 4PM

  • 6 Beds
  • 8 Baths
  • 8,190 Sq Ft

  19 Mortar Rock Rd, Westport, CT 06880

  Stunning modern transitional home built by Compo Luxury Homes in 2024 and ideally located just minutes to downtown Westport, Compo Beach, and the train. Set on .65 acres with city water, sewer, and natural gas, this beautifully designed residence offers over 8,000 square feet across four finished levels with 6 bedrooms, 6 full and 2 half baths. The open floor plan features a chef's kitchen with

  Danna Rogers Higgins Group Bedford Square

  19 Mortar Rock Rd, Westport, CT 06880
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  $995,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  20 Hickory Dr, Westport, CT 06880

  Tucked on a cul-de-sac in the heart of Long Lots, this light-filled ranch offers the ease of single-level living within a thoughtfully composed floor plan. Well-proportioned rooms and seamless flow create a home that feels both comfortable and refined. The living room, framed by a large picture window, is bathed in natural light throughout the day and anchored by a custom fireplace surround. An

  Barbara Sweeney Coldwell Banker Realty

  20 Hickory Dr, Westport, CT 06880
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  $2,498,000

  • 5 Beds
  • 8 Baths
  • 8,136 Sq Ft

  88 Merry Meet Cir, Fairfield, CT 06824

  Modern elegance meets estate living at 88 Merry Meet Circle, set on 3+ manicured acres in Fairfield's premier gated community, The Ridge. Perfectly positioned where Fairfield meets Westport, this gracious colonial manor offers 5+ bedrooms, 6 full and 2 half baths, and 4 beautifully finished levels-just minutes from vibrant downtowns, beaches, dining, and trains. A grand two-story foyer with a

  Erin Melson The Agency

  88 Merry Meet Cir, Fairfield, CT 06824
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  $2,095,000

  • 4 Beds
  • 5 Baths
  • 3,921 Sq Ft

  2177 Cross Hwy, Fairfield, CT 06824

  A special contemporary with a pool, on the Westport border, minutes to shops, restaurants and train. Experience refined luxury in this picturesque setting, situated back from the road down a long, lighted driveway, winding past a serene pond. Nearly 4000 sq ft with 4 bedrooms & 4.5 baths, this open floor plan home features city water, sewer, natural gas, oil heat and central A/C for comfortable

  Mary Ellen Gallagher Compass Connecticut, LLC

  2177 Cross Hwy, Fairfield, CT 06824
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  $8,696,000 New Construction

  • 7 Beds
  • 8 Baths
  • 9,422 Sq Ft

  688 Hulls Farm Rd, Southport, CT 06890

  Set within artisan stone walls with curated flowering landscapes, this magnificent stone and stucco residence is a masterful tribute to Southport's enduring architectural legacy. Designed to blend seamlessly among the grand neighboring estates of this coveted enclave, 688 Hulls Farm strikes a rare balance: modern in execution, timeless in presence. Construction begins in April with Coastal Luxury

  Jaclyn Picarillo Higgins Group Bedford Square

  688 Hulls Farm Rd, Southport, CT 06890
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  $1,885,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 3,805 Sq Ft

  491 Westway Rd Unit 491, Fairfield, CT 06890

  Located within the only gated enclave in the heart of Southport Village, this exceptional townhome offers a rare blend of privacy, convenience, and refined design. ELEVATOR READY! Just steps from Southport's charming shops, restaurants, train station, and beach, the setting is as desirable as it is walkable. This home spans three thoughtfully designed levels, each showcasing sophisticated,

  Denise Walsh William Raveis Real Estate

  491 Westway Rd Unit 491, Fairfield, CT 06890
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  $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
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  $4,300,000

  • 6 Beds
  • 6 Baths
  • 6,000 Sq Ft

  378 Penfield Rd, Fairfield, CT 06824

  IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7

  Helene Salerno Ogents, LLC

  378 Penfield Rd, Fairfield, CT 06824
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  $849,000

  • 2 Beds
  • 1 Bath
  • 1,174 Sq Ft

  510 Reef Rd, Fairfield, CT 06824

  Adorable In-town/Beach colonial with farmhouse porch and 2-car garage (ADU Anyone?) awaits it's next owner. Lovingly cared for by local artists, an opportunity to own 100+ year old classic colonial with updated mechanicals including hot water heater and furnace(2022) 2nd furnace and central air(2019). Oversized 2-car garage with EV charger(2023). Tons of parking, private yard with greenhouse and

  Michael Traum RE/MAX Heritage

  510 Reef Rd, Fairfield, CT 06824
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  $5,980,000 New Construction

  • 6 Beds
  • 9 Baths
  • 10,521 Sq Ft

  21 Sturges Commons, Westport, CT 06880

  NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet

  Patricia Shea Coldwell Banker Realty

  21 Sturges Commons, Westport, CT 06880
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  $6,999,999 New Construction

  • 6 Beds
  • 9 Baths
  • 10,521 Sq Ft

  32 Narrow Rocks Rd, Westport, CT 06880

  NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels

  Judy Michaelis Coldwell Banker Realty

  32 Narrow Rocks Rd, Westport, CT 06880
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  $739,900

  • 4 Beds
  • 3.5 Baths
  • 2,268 Sq Ft

  42 Fairway Green, Fairfield, CT 06825

  Charming and Fresh-Painted Colonial with Modern Upgrades. This freshly painted colonial home boasts 4 spacious bedrooms, 3.5 baths, a brand-new HVAC system, and a wood-burning fireplace. With 2268 sq ft of living space plus a 520 sq ft finished basement, it includes a large deck, an office or in-law suite and a tall 2-car garage. Built in 1987 on a 0.24-acre lot, this home is in a

  David White OwnerEntry.com

  42 Fairway Green, Fairfield, CT 06825
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  $6,750,000 Open Mon 1PM - 3PM

  • 6 Beds
  • 4 Baths
  • 3,572 Sq Ft

  27 Owenoke Park, Westport, CT 06880

  Welcome to 27 Owenoke Park, a timeless direct waterfront retreat, offering sweeping views where history, nature and Long Island Sound converge. Tucked away from NYC's hustle, yet close enough to commute, Owenoke Park has always been one of Westport's most coveted neighborhoods. Set directly on the Long Island Sound shoreline with over 80' of water frontage, including private access to the tidal

  Karen Scott Compass Connecticut, LLC

  27 Owenoke Park, Westport, CT 06880
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  $6,995,826 New Construction

  • 6 Beds
  • 10 Baths
  • 8,417 Sq Ft

  24 Edgemarth Hill Rd, Westport, CT 06880

  True Beauty In The Making! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting walls of windows, sexy floor-to-ceiling stone and textured accents, vaulted ceilings, and

  Jaclyn Picarillo Higgins Group Bedford Square

  24 Edgemarth Hill Rd, Westport, CT 06880
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  $10,650,000 New Construction

  • 6 Beds
  • 8 Baths
  • 9,100 Sq Ft

  11 Dogwood Ln, Westport, CT 06880

  Another extraordinary masterpiece by Coastal Luxury Homes, ideally situated in one of Westport's premier neighborhoods. Spanning over 9000 square feet of living space this 6 bedroom estate is defined by bold architectural lines, chic designer interiors, expansive balconies and seamless indoor-outdoor living. A resort caliber pool, fully equipped outdoor kitchen, and lush manicured grounds

  Jen Kass Higgins Group Bedford Square

  11 Dogwood Ln, Westport, CT 06880
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  $4,499,900 New Construction

  • 7 Beds
  • 7.5 Baths
  • 9,335 Sq Ft

  26 Morningside Dr S, Westport, CT 06880

  Now fully complete, this newly built residence in Greens Farms offers a rare blend of architectural presence, modern comfort, and understated luxury. Crafted by a seasoned Westport builder with a fresh perspective, the home delivers a level of finish and warmth that distinguishes it from typical new construction. The outdoor experience is now fully realized with a custom gunite pool and over

  John Schiaroli Coldwell Banker Realty

  26 Morningside Dr S, Westport, CT 06880
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  $4,985,000 New Construction

  • 6 Beds
  • 7 Baths
  • 6,000 Sq Ft

  107 Old Rd, Westport, CT 06880

  Welcome to 107 Old Road, an exceptional new development by Joe Feinleib founder of Coastal Luxury Homes. Soon to be the only gated community development in Westport, CT, this uniqiue four-lot enclave presents unparalleled luxury and privacy. Each custom home, to be designed in collaboration with your client, boasts approximately 6,000 to 7,500 square feet of living space, with an additional 1,100

  Nickolaos Andronikidis Shelby's Realty Services

  107 Old Rd, Westport, CT 06880
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  $1,899,000 Open Sun 1PM - 3PM

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

  15 Barton Rd, Fairfield, CT 06824

  Not all new construction is created equal-especially in a neighborhood like this. Set behind a classic white picket fence in Fairfield's coveted University area, this thoughtfully crafted custom home offers more than beautiful design-it offers a true community lifestyle. Sidewalk-lined streets invite evening strolls, bike rides, and impromptu neighborly conversations. Just moments away, Gould

  Jennifer DeLaurentis Compass Connecticut, LLC

  15 Barton Rd, Fairfield, CT 06824
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  $2,950,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 4,486 Sq Ft

  35 Woody Ln, Westport, CT 06880

  Enjoy the resort lifestyle in this beautiful home! Discover unparalleled luxury and privacy at 35 Woody Lane, a meticulously renovated 5-bedroom, 3.5-bath sanctuary on 2.18 acres. Nestled at the end of a serene cul-de-sac in the acclaimed Long Lots neighborhood, this turnkey residence blends timeless elegance with modern sophistication. Step into a chef's dream kitchen featuring a massive island,

  Alessandra Divino Compass Connecticut, LLC

  35 Woody Ln, Westport, CT 06880

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