Southport, CT Homes for Sale

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  $143,000

  $17K PRICE DROP

  • Land
  • 9,583 Sq Ft
  • $650,000 per Acre

  860 Briarwood Ave, Bridgeport, CT 06604

  "Prime development opportunity in Bridgeport! This vacant lot offers flexible possibilities for new construction in a growing area. Close to downtown, parks, local universities, and commuter routes. Ideal for investors seeking strong rental or resale demand. Sold as-is , buyer responsible for verifying zoning and permitting."

  Rosania Melo Rosania Melo Broker

  860 Briarwood Ave, Bridgeport, CT 06604
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  $1,995,000

  $205K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 6,136 Sq Ft

  203 Wildflower Ln, Fairfield, CT 06824

  Nestled at the end of a cul-de-sac in the beautiful Greenfield Hill neighborhood, this fully updated and renovated home sits on a private 2.4-acre lot and offers Fairfield living at its finest. This 5-bedroom home, with four full and two half bathrooms, boasts spacious interiors, an open floor plan, all-new finishes, and a brand-new primary bedroom suite addition above a three-car garage. The

  Danielle Baleeiro Realty ONE Group Connect

  203 Wildflower Ln, Fairfield, CT 06824
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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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  $640,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 941 Sq Ft

  71 School St, Fairfield, CT 06824

  Welcome to this lovingly cared-for, turnkey Cape in the highly desirable Fairfield University neighborhood. This home seamlessly blends classic charm with exceptional modern upgrades, featuring a stunning industrial-modern full bath, custom Plantation shutters, and elegant Restoration Hardware lighting throughout. The updated kitchen boasts newer appliances, making it a chef's delight and the

  Vivian Kozey CR Premier Properties

  71 School St, Fairfield, CT 06824
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  $1,850,000

  • 4 Beds
  • 2 Baths
  • 4,196 Sq Ft

  Unlisted Address

  31 Franklin Street will be Westports next NEW neighborhood. Prime for redevelopment or reno existing. Multiple redevelopment projects coming to Saugatuck including new approved townhomes and flats across street. Saugatuck train station block in the works. Walk to train station multiple restaurants and cafes. Saugatuck River just steps away.

  Peter Lane Ogents, LLC

  Unlisted Address
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  /3

  $649,000

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,435 Sq Ft

  150 Lisbon Dr, Fairfield, CT 06825

  Located in the heart of North Stratfield, this well-cared home offers the convenience of easy living. The main level has a flexible floor plan with three bedrooms that could also be used as office space or a playroom and a full bath. The living room flows nicely to the dining room, ideal for entertaining. Upstairs, two spacious rooms for possible bedrooms, recreation room or office and a half

  Michelle Hennessey William Raveis Real Estate

  150 Lisbon Dr, Fairfield, CT 06825
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  /40

  $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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  /3

  $1,599,000

  Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,536 Sq Ft

  23 Pequot Trail, Westport, CT 06880

  Custom built and well-maintained Ranch located in the "Old Hill" section of town, just minutes to Downtown Westport & Saugatuck dining and shopping, Route 1, Whole Foods, Stew Leonard's, I-95, the Merritt Parkway and Metro North. Large open living room/dining room combo with fireplace, flows directly into the bright and sunny kitchen/family room combo with second fireplace and sliders to the rear

  Tina Ciufo William Raveis Real Estate

  23 Pequot Trail, Westport, CT 06880
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  /15

  $6,995,826

  New Construction

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

  24 Edgemarth Hill Rd, Westport, CT 06880

  This Beauty will be ready Summer 2026! 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 sexy floor-to-ceiling walls of windows, stone and textured accents, vaulted

  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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  $1,650,000

  $50K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,676 Sq Ft

  282 Glen Ridge Rd, Fairfield, CT 06825

  Beautiful Center Hall Colonial in Fairfield's sought after Lake Mohegan neighborhood. This lovingly maintained 5 bedroom, 4 full & 1 half bath home offers the perfect combination of space, functionality & location. A dramatic vaulted entry welcomes you inside where hardwood floors flow throughout the home. The spacious layout includes a home office, formal dining room, expansive family room with

  Amie Belile William Raveis Real Estate

  282 Glen Ridge Rd, Fairfield, CT 06825
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  $1,498,000

  $100K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 3,264 Sq Ft

  91 Lockwood Rd, Fairfield, CT 06825

  Welcome to 91 Lockwood Road, where modern farmhouse charm meets timeless comfort in one of Stratfield's most sought-after neighborhoods. Beautifully renovated, this exceptional home offers the perfect blend of style, functionality, and everyday living. Designed for today's lifestyle, the home features 5-6 bedrooms, 3 full baths, and 1 half bath, with bright, versatile living spaces that offer

  Susan Bento Distinct Realty

  91 Lockwood Rd, Fairfield, CT 06825
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  $774,999

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft

  76 Geneva Terrace, Fairfield, CT 06824

  76 Geneva Terrace is a sweet 1,008-square-foot Ranch that delivers effortless one-level living on a peaceful, tree-lined side street. Situated just off the main road, this location provides exceptional access to Fairfield's renowned beaches, the train station, and the vibrant town center. Recently renovated throughout, including floors, the bathroom, and kitchen - cabinets, countertops and

  Zach Pinto Alpha Capital Realty, LLC

  76 Geneva Terrace, Fairfield, CT 06824
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  $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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  $5,199,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 8,935 Sq Ft

  4 Sycamore Dr, Westport, CT 06880

  Tucked away on a quiet cul de sac in the desirable Hunt Club area of Long Lots in Westport is a new construction lux home from CCO Habitats. 3 levels of finished living space with 10 foot ceilings on the 1st floor give an amazing sense of openness, as well as better functionality than 4 level homes. Think about it. Who really wants to walk up to the third floor every day? That's right; no one.

  Maryann Levanti Higgins Group Bedford Square

  4 Sycamore Dr, Westport, CT 06880
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  $3,100,000

  • 4,311 Sq Ft

  Unlisted Address

  Imagine the possibilities! From residential to commercial opportunities this waterfront parcel is ideally poised for transformation into luxurious waterfront and water-view condominiums, townhomes or apartments. Alternatively, retain the existing turnkey and profitable establishment with income producing tenants while allowing the property to appreciate overtime. Just over the creek abutting

  Susan Vanech Barnes Connecticut LLC

  Unlisted Address
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  /22

  $915,000

  • 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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