Southport, CT Homes for Sale

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  $1,875,000

  $24K PRICE DROP

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

  2177 Cross Hwy, Fairfield, CT 06824

  2177 Cross Hwy welcomes you home. This extensively renovated iconic contemporary awaits your personal touches. The blending of dramatic architecture with everyday comfort, offering nearly 4,000 sq ft of functional living space designed for gathering, relaxing and entertaining. Soaring 22' ceilings, oversized windows and park-like views fill the main living area with light, while a striking

  JaKeith Action Jackson ASJ Realty Partners

  2177 Cross Hwy, Fairfield, CT 06824
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  $1,350,000

  Open Sun 1PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 3,288 Sq Ft

  50 Southport Place Unit 50, Southport, CT 06890

  Step into a lifestyle of effortless elegance at 50 Southport Pl, a stunning 3-story end-unit townhouse nestled w/i the coveted Pequot Landing enclave. Blt in 2004, beautifully refreshed 2021/23, this residence perfectly captures the timeless coastal charm of Southport while offering sophisticated, modern amenities today's discerning buyer craves. From the moment you enter, the quality of the

  Helene Daly Compass Connecticut, LLC

  50 Southport Place Unit 50, Southport, CT 06890
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  $2,995,000

  Coming Soon

  • 6 Beds
  • 4.5 Baths
  • 5,506 Sq Ft

  7 Webb Rd, Westport, CT 06880

  Beautifully designed and ideally situated on a prime, centrally located cul-de-sac, this exceptional Westport residence combines timeless architecture, sophisticated finishes and effortless living. Designed by esteemed architect Robert Storm, the home impresses with soaring ceilings, an excellent layout and abundant natural light. The elegant living and dining rooms share a striking double-sided

  Cyd Hamer William Pitt Sotheby's Int'l

  7 Webb Rd, Westport, CT 06880
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  $5,650,000

  New Construction

  • 7 Beds
  • 9 Baths
  • 8,762 Sq Ft

  8 Pleasant Valley Ln, Westport, CT 06880

  Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft

  Doug Bross Coldwell Banker Realty

  8 Pleasant Valley Ln, Westport, CT 06880
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  $1,894,500

  Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 4,542 Sq Ft

  125 Coleman Rd, Fairfield, CT 06825

  Westport-inspired sophistication meets the warmth and ease of Fairfield living in this exceptional new-construction residence. Offering approximately 4,500 square feet of beautifully finished living space, this custom 4-bedroom, 3.5-bath home pairs clean architectural lines and warm natural materials with a layout designed for both everyday comfort and effortless entertaining. At the heart of the

  Amanda Foss Keller Williams Prestige Prop.

  125 Coleman Rd, Fairfield, CT 06825
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  $330,000

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft

  3250 Fairfield Ave Unit 314, Bridgeport, CT 06605

  There's something special about top-floor living-and this 2-bedroom, 2-full-bath condo pairs that sense of privacy with a location and complex you'll love coming home to. Step inside and the high ceilings in the living room immediately create a bright, open feel, while doors lead out to your private deck where a lovely view provides the perfect backdrop for morning coffee, an evening beverage, or

  Geo Crume Keller Williams Realty

  3250 Fairfield Ave Unit 314, Bridgeport, CT 06605
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  $1,699,000

  • 2 Beds
  • 1.5 Baths
  • 2,131 Sq Ft

  160 Cedar Rd, Southport, CT 06890

  Welcome to 160 Cedar Road, a truly special farmhouse in Southport that has been thoughtfully renovated and reimagined. Filled with warmth, character, and modern updates, this unique property beautifully blends timeless charm with contemporary comfort. Privately set and abutting Aspetuck Land Trust property, the 2-bedroom, possible 3-bedroom, 1.5-bath home enjoys a beautiful natural setting on

  Gabrielle DiBianco Higgins Group Bedford Square

  160 Cedar Rd, Southport, CT 06890
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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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  /2

  $4,700,000

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

  394 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

  394 Penfield Rd, Fairfield, CT 06824
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  $1,899,000

  Open Sat 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 4,984 Sq Ft

  60 Bridle Trail, Fairfield, CT 06824

  Classic Greenfield Hill Colonial located in desirable Galloping Hill neighborhood. Wonderful turn-key home has been gently lived in and boasts Formal Living Room with wood burning Fireplace & Formal Dining Room with coffered ceiling and Butler's Pantry. Light-filled Kitchen with new backsplash & Quartzite counter tops offers good space for cooking & entertaining. Laundry Room and Powder Room are

  Mary Jo McAvey William Raveis Real Estate

  60 Bridle Trail, Fairfield, CT 06824
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  $865,000

  $50K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  2196 N Benson Rd, Fairfield, CT 06824

  Welcome to 2196 North Benson Road! This unique property is situated on a private drive in the sought after University Area. The spacious, fenced back yard with inground pool serves as an oasis for pets and guests alike. The property boasts a generous first floor MBR and half bath. There are also two gabled bedrooms and a full bath on the second floor. The kitchen extends the entire rear of the

  John Swaim Realty ONE Group Connect

  2196 N Benson Rd, Fairfield, CT 06824
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  /23

  $645,000

  • 3 Beds
  • 1.5 Baths
  • 1,352 Sq Ft

  506 Old Stratfield Rd, Fairfield, CT 06825

  This is a unique property listed under the category as a Neighborhood designated commercial district, meaning it is a multi use property, commercial can reside on bottom, must conform to the neighborhood such as bakery, yoga studio, office, salon, deli, this bottom commercial has required 7 parking spaces. PLEASE NOTE ALTHOUGH YOU CAN RENT UP AND DOWN THIS IS NOT DIVIDED INTO A 2 FAMILY, UPSTAIRS

  Denise Daniels-biagi Coldwell Banker Realty

  506 Old Stratfield Rd, Fairfield, CT 06825

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