35,315

Southport, CT Homes

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  • /36

    $888,000

    • 4 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    198 Castle Ave, Fairfield, CT 06825

    Get the quality of a reimagined home in Fairfield at a pric that's increasingly hard to find. R Renovated and thoughtfully expanded, this move-in-ready 4-bedroom, 2.5-bath home blends classic New England cottage charm with modern comfort. With over 1,300 square feet of new construction, the open floor plan offers exceptional SPACE for everyday living and entertaining. The spacious eat-in kitchen

    Tatiana Mendoza Coldwell Banker Realty

    198 Castle Ave, Fairfield, CT 06825
  • /15

    $3,700 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,889 Sq Ft
    • House for Rent

    1463 Black Rock Turnpike Unit 3, Fairfield, CT 06825

    Welcome to Maplewood: Impeccable Townhouse Living in Fairfield: 1463 Black Rock Turnpike, Unit 3, Fairfield, CT 06825. 2 Bedrooms | 2.5 Bathrooms | 1,889 Sq. Ft. Welcome home to the highly desirable Maplewood Condominiums-a quiet, welcoming community of just 20 townhouse-style homes. This meticulously maintained, 3-level unit perfectly pairs classic elegance with a premier Fairfield commuter

    Michael Chait William Pitt Sotheby's Int'l

    1463 Black Rock Turnpike Unit 3, Fairfield, CT 06825
  • 68 Figlar Ave, Fairfield, CT 06824

    $1,855,000

    Sold May 08, 2026

    68 Figlar Ave, Fairfield, CT 06824

    • 5 Beds
    • 4 Baths
    • 4,079 Sq Ft
    • Built 2025

    Last Sold Summary

    • $455/SF
    • 94 Days On Market

    Current Estimated Value $1,680,859

    Last Listing Agent Jackie Davis William Raveis Real Estate

    68 Figlar Ave, Fairfield, CT 06824
    • 8 Sandhopper Trail, Westport, CT 06880

      Est $3,104,162

      Not Listed For Sale

      8 Sandhopper Trail, Westport, CT 06880

      • 4 Beds
      • 2.5 Baths
      • 5,055 Sq Ft
      • Built 2006
      8 Sandhopper Trail, Westport, CT 06880

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Judy Michaelis Coldwell Banker Realty

  • /38

    $4,050,000

    Pending
    • 6 Beds
    • 9 Baths
    • 9,525 Sq Ft

    278 North Ave, Westport, CT 06880

    Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that

    Cyd Hamer William Pitt Sotheby's Int'l

    278 North Ave, Westport, CT 06880
  • /39

    $18,000 Per Month

    • 5 Beds
    • 2.5 Baths
    • 1,632 Sq Ft
    • House for Rent

    503 Reef Rd, Fairfield, CT 06824

    STUNNING RENTAL.Renovated 5 Bedrooms, 2 full baths, large Kitchen with a cozy Fireplace. This Home sits on a Private fully fenced Large 0.31 acre yard. This property is ideally located and within walking distance to the Beach and the Town. This home features a large family room, a separate dining room and Renovated Kitchen. Hardwood floors throughout. Pets welcome. Want to Enjoy the Beach's

    Helene Salerno Ogents, LLC

    503 Reef Rd, Fairfield, CT 06824
  • 132 Bennett St Unit 302, Bridgeport, CT 06605

    $200,000

    Sold May 28, 2026

    132 Bennett St Unit 302, Bridgeport, CT 06605

    • 1 Bed
    • 1 Bath
    • 817 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $245/SF
    • 13 Days On Market

    Current Estimated Value $198,250

    Last Listing Agent Deborah Angal Coldwell Banker Realty

    132 Bennett St Unit 302, Bridgeport, CT 06605
    • 9 Wheeler Gate, Westport, CT 06880

      Est $3,296,128

      Not Listed For Sale

      9 Wheeler Gate, Westport, CT 06880

      • 5 Beds
      • 5 Baths
      • 3,770 Sq Ft
      • Built 1994
      9 Wheeler Gate, Westport, CT 06880

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Judy Michaelis Coldwell Banker Realty

  • /14

    $749,900

    • 6 Beds
    • 3 Baths
    • 3,265 Sq Ft

    973 Howard Ave Unit 975, Bridgeport, CT 06605

    Exceptional investment opportunity in Bridgeport's desirable West End! This well-maintained three-family property features three spacious units with strong rental income & separate utilities, making it an excellent addition to any investment portfolio or an ideal owner-occupied opportunity. The full basement offers excellent storage and endless possibilities to suit your needs. Whether you're

    Jose Cuahuizo Whitestone Real Estate Group

    973 Howard Ave Unit 975, Bridgeport, CT 06605
  • /34

    $10,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 3,069 Sq Ft
    • House for Rent

    331 Riverside Dr, Fairfield, CT 06824

    Enjoy your rooftop deck overlooking beautiful marshlands of Penfield Mills, perfect for stargazing, or just relaxing. You can also kayak (kayaks included with house) and fish right from your dock, walk the trails of the preserve, hit the beach, just two blocks away, or admire the local family of Egrets while toasting marshmallows over your built-in fire pit. This Ash Creek furnished beauty boasts

    Kelly Loucas Compass Connecticut, LLC

    331 Riverside Dr, Fairfield, CT 06824
  • 21 Queens Grant Dr, Fairfield, CT 06824

    $2,880,000

    Sold Dec 09, 2025

    21 Queens Grant Dr, Fairfield, CT 06824

    • 6 Beds
    • 7.5 Baths
    • 14,110 Sq Ft
    • Built 1996

    Last Sold Summary

    • 11% Below List Price
    • $204/SF
    • 95 Days On Market

    Current Estimated Value $3,275,271

    Last Listing Agent Libby Tritschler William Raveis Real Estate

    21 Queens Grant Dr, Fairfield, CT 06824
    • 26 Flower Farm Cir, Westport, CT 06880

      Est $2,804,276

      Not Listed For Sale

      26 Flower Farm Cir, Westport, CT 06880

      • 5 Beds
      • 5 Baths
      • 4,230 Sq Ft
      • Built 1996
      26 Flower Farm Cir, Westport, CT 06880

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Karen Scott Compass Connecticut, LLC

  • /4

    $900,000

    Pending
    • 4 Beds
    • 1,896 Sq Ft

    19 Ketchum St, Westport, CT 06880

    19 Ketchum is for sale as part of 31 Franklin parcel with 2 building next door combined price $2,750,000. Ketchum and Franklin Street are about to be transformed as part of area redevelopment including 17 townhomes and flats across street recently approved. As well as the dev site at train station. Now is the time.

    Peter Lane Ogents, LLC

    19 Ketchum St, Westport, CT 06880
  • /18

    $3,300 Per Month

    • 3 Beds
    • 1 Bath
    • 1,293 Sq Ft
    • Townhouse for Rent

    245 Sunnyridge Ave Unit 15, Fairfield, CT 06824

    Discover the perfect blend of comfort and convenience in the highly sought-after Sunnyridge Condominiums. This rare 3-bedroom end-unit rental offers the space and privacy of a single-family home with the ease of condominium living. Step inside to an open-concept layout featuring gleaming hardwood floors and a signature bay window that fills the living area with natural light. The functional

    Skylar Smith William Raveis Real Estate

    245 Sunnyridge Ave Unit 15, Fairfield, CT 06824
  • 706 Judd St, Fairfield, CT 06824

    $1,738,000

    Sold Jun 15, 2026

    706 Judd St, Fairfield, CT 06824

    • 5 Beds
    • 6 Baths
    • 4,150 Sq Ft
    • Built 2026

    Last Sold Summary

    • 2% Below List Price
    • $419/SF
    • 96 Days On Market

    Last Listing Agent Melissa Montagno Higgins Group Real Estate

    706 Judd St, Fairfield, CT 06824
    • 269 Sturges Hwy, Westport, CT 06880

      Est $3,353,432

      Not Listed For Sale

      269 Sturges Hwy, Westport, CT 06880

      • 5 Beds
      • 7 Baths
      • 5,009 Sq Ft
      • Built 1997
      269 Sturges Hwy, Westport, CT 06880

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Susan Vanech Barnes Connecticut LLC

  • /40

    $1,790,000

    New Construction
    • 5 Beds
    • 6 Baths
    • 4,821 Sq Ft

    309 Hunyadi Ave, Fairfield, CT 06824

    Set on a cul-de-sac in Fairfield's sought-after University area, this custom-built 5-bedroom, 6-bath residence was originally designed as the developer's own home, with a focus on natural light, architectural detail, and elevated everyday living. The primary suite features soaring 18-foot cathedral ceilings, a custom white oak ceiling treatment, an 11-foot picture window, and a spa-inspired bath.

    Julie Vanderblue Higgins Group Real Estate

    309 Hunyadi Ave, Fairfield, CT 06824
  • /27

    $2,250 Per Month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    2455 North Ave Unit 2457, Bridgeport, CT 06604

    Bright and spacious second-floor apartment featuring 3 bedrooms, 1 full bathroom, a large eat-in kitchen, and a separate laundry room with washer and dryer hookups (tenant to provide washer and dryer). One of the bedrooms offers direct access to a private balcony, perfect for enjoying your morning coffee or relaxing at the end of the day. Conveniently located just minutes from Fairfield,

    Carina Caballeros William Raveis Real Estate

    2455 North Ave Unit 2457, Bridgeport, CT 06604
  • 2 Judy Point Ln, Westport, CT 06880

    $8,700,000

    Sold Jun 15, 2026

    2 Judy Point Ln, Westport, CT 06880

    • 8 Beds
    • 10 Baths
    • 15,172 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $573/SF
    • 26 Days On Market

    Current Estimated Value $8,364,443

    Last Listing Agent Daniel Kramp Landvest, Inc

    2 Judy Point Ln, Westport, CT 06880
    • 8 Cunningham Place, Westport, CT 06880

      Not Listed For Sale

      8 Cunningham Place, Westport, CT 06880

      • 2 Beds
      • 3 Baths
      • 1,614 Sq Ft
      • Built 1924
      8 Cunningham Place, Westport, CT 06880

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Linda Dunsmore Coldwell Banker Realty

  • /40

    $4,495,000

    New Construction $255K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 6,611 Sq Ft

    21 Lockwood Cir, Westport, CT 06880

    Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of

    Doug Bross Coldwell Banker Realty

    21 Lockwood Cir, Westport, CT 06880
  • /26

    $10,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,961 Sq Ft
    • House for Rent

    7 Old Mill Rd, Westport, CT 06880

    Stunning Waterfront Retreat with Four Decks, Private Yard & Breathtaking Views! Escape to this beautifully appointed 2-bedroom, 2-bath furnished rental set directly on picturesque Old Mill Pond in the highly sought-after Compo Beach neighborhood. Designed for relaxation and coastal living, this light-filled home offers spectacular water views from every room and the perfect blend of comfort,

    Mary Ellen Gallagher Compass Connecticut, LLC

    7 Old Mill Rd, Westport, CT 06880
  • 370 Nepas Rd, Fairfield, CT 06825

    $925,000

    Sold Jul 09, 2026

    370 Nepas Rd, Fairfield, CT 06825

    • 4 Beds
    • 2.5 Baths
    • 2,068 Sq Ft
    • Built 1975

    Last Sold Summary

    • 5% Below List Price
    • $447/SF
    • 47 Days On Market

    Current Estimated Value $948,154

    Last Listing Agent Denise Walsh William Raveis Real Estate

    370 Nepas Rd, Fairfield, CT 06825
    • 3 Maple Ln, Westport, CT 06880

      Est $2,715,557

      Not Listed For Sale

      3 Maple Ln, Westport, CT 06880

      • 5 Beds
      • 5.5 Baths
      • 5,268 Sq Ft
      • Built 1986
      3 Maple Ln, Westport, CT 06880

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Michael Lissack The Virtual Realty Group

  • /14

    $1,799,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,093 Sq Ft

    83 Morehouse Hwy, Fairfield, CT 06825

    Brand-NEW construction Home underway in Fairfield's highly sought-after Lake Mohegan neighborhood, crafted by local builders known for exceptional quality and design. There is still time for buyers to personalize select finishes and create the home of their dreams! Offering over 4,000 square feet of thoughtfully designed living space, this stunning residence is situated on a rare, level .89-acre

    Melissa Montagno Higgins Group Real Estate

    83 Morehouse Hwy, Fairfield, CT 06825
  • /5

    $1,700 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    1132 Hancock Ave Unit 2, Bridgeport, CT 06605

    Well-maintained spacious 2-bedroom, 1-bath second-floor unit located in a convenient Bridgeport neighborhood. This bright and inviting unit features a large eat-in kitchen with ample cabinet space, full-size appliances, and durable tile flooring throughout the main living areas. The apartment offers a comfortable layout with generously sized bedrooms, abundant natural light. The full bathroom is

    Waldde Valdez Modern Day Real Estate

    1132 Hancock Ave Unit 2, Bridgeport, CT 06605
  • 10 Wakenor Rd, Westport, CT 06880

    $2,630,000

    Sold Apr 01, 2026

    10 Wakenor Rd, Westport, CT 06880

    • 5 Beds
    • 5.5 Baths
    • 5,008 Sq Ft
    • Built 2026

    Last Sold Summary

    • 1% Above List Price
    • $525/SF
    • 41 Days On Market

    Current Estimated Value $2,260,136

    Last Listing Agent Julie Haroun Westport Residential, LLC.

    10 Wakenor Rd, Westport, CT 06880
    • 230 Saugatuck Ave Unit 20, Westport, CT 06880

      Est $819,309

      Not Listed For Sale

      230 Saugatuck Ave Unit 20, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 1,200 Sq Ft
      • Built 1988
      230 Saugatuck Ave Unit 20, Westport, CT 06880

      Last Sold Summary

      • 125 Days On Market

      Last Listing Agent Mary Kate Klemish-Boehm Brown Harris Stevens

  • /37

    $2,699,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    34 Woodside Ave, Westport, CT 06880

    Steeped in history yet thoughtfully reimagined for modern living, this expanded and recently updated antique home offers the rare combination of timeless character, exceptional functionality, and a coveted location just an easy stroll to downtown Westport. Designed for both everyday living and easy entertaining, the home features warm gathering spaces and private retreats. A chef's kitchen with

    Cyd Hamer William Pitt Sotheby's Int'l

    34 Woodside Ave, Westport, CT 06880
  • /20

    $3,995 Per Month

    • 1 Bed
    • 1.5 Baths
    • 905 Sq Ft
    • Townhouse for Rent

    1990 Bronson Rd Unit 2, Fairfield, CT 06824

    Welcome to Bronson house, Greenfield Hills best luxury rental opportunity! Enjoy easy living in this 2021 efficient and well appointed apartment building. For the discerning tenant who prefers privacy and a more serene setting, tucked in away from the hustle and bustle of the downtown area. With the finest state of the Art smart home systems you can let go of the home maintenance headaches, and

    Lis Reed Coldwell Banker Realty

    1990 Bronson Rd Unit 2, Fairfield, CT 06824
  • 345 Reef Rd Unit B6, Fairfield, CT 06824

    $1,700,000

    Sold Jun 01, 2026

    345 Reef Rd Unit B6, Fairfield, CT 06824

    • 4 Beds
    • 6 Baths
    • 4,000 Sq Ft
    • Built 2025

    Last Sold Summary

    • $425/SF
    • 0 Days On Market

    Last Listing Agent Sara Santos Coldwell Banker Realty

    345 Reef Rd Unit B6, Fairfield, CT 06824
    • 230 Saugatuck Ave Unit 8, Westport, CT 06880

      Est $775,188

      Not Listed For Sale

      230 Saugatuck Ave Unit 8, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 1,200 Sq Ft
      • Built 1988
      230 Saugatuck Ave Unit 8, Westport, CT 06880

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Scott Wright RE/MAX Right Choice

  • /35

    $549,000

    • 4 Beds
    • 3 Baths
    • 1,474 Sq Ft

    82 Sunrise Ave, Fairfield, CT 06824

    Welcome to a spacious townhouse nestled in an intimate, low-maintenance complex of just three duplex buildings with low common charges. Three finished levels, this 4-bedroom, 3-full-bath home offers the perfect blend of comfort and flexible living. Freshly painted carpet, washed. The main level welcomes you with hardwood floors and an open-concept layout. kitchen featuring a central island, flows

    Babita Singh The Bella Group, LLC

    82 Sunrise Ave, Fairfield, CT 06824
  • /40

    $7,900 Per Month

    • 5 Beds
    • 3 Baths
    • 2,894 Sq Ft
    • House for Rent

    28 Silent Grove, Westport, CT 06880

    Light-Filled Westport Rental on a Private One-Acre Cul-de-Sac. Experience the best of Westport living in this beautifully updated, warm and welcoming 3 to 5 bedroom rental home, ideally situated on a picturesque one-acre property at the end of a highly desirable cul-de-sac, just moments from Wakeman Town Farm and all that Westport has to offer. Filled with natural light, the open-concept floor

    Karen Liss-uomoleale Coldwell Banker Realty

    28 Silent Grove, Westport, CT 06880
  • 57 Hibiscus St Unit 1, Fairfield, CT 06825

    $327,500

    Sold Mar 31, 2026

    57 Hibiscus St Unit 1, Fairfield, CT 06825

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Above List Price
    • $334/SF
    • 2 Days On Market

    Current Estimated Value $281,844

    Last Listing Agent Chris Marshall YellowBrick Real Estate LLC

    57 Hibiscus St Unit 1, Fairfield, CT 06825
    • 230 Saugatuck Ave Unit 7, Westport, CT 06880

      Est $781,701

      Not Listed For Sale

      230 Saugatuck Ave Unit 7, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 1,200 Sq Ft
      • Built 1988
      230 Saugatuck Ave Unit 7, Westport, CT 06880

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Cindy Saul Coldwell Banker Realty

  • /10

    $499,000

    • 2 Beds
    • 1 Bath
    • 944 Sq Ft

    72 Nichols Ave, Fairfield, CT 06825

    Welcome to 72 Nichols Avenue, a charming ranch-style home in Fairfield's desirable Stratfield neighborhood. This well-maintained residence offers comfortable one-level living with 2 bedrooms, 1 full bath, and approximately 944 sqft of thoughtfully designed living space. Sunlight fills the inviting living room, creating a warm and welcoming atmosphere. The eat-in kitchen offers ample cabinet space

    Derek Greene Derek Greene

    72 Nichols Ave, Fairfield, CT 06825
  • /39

    $8,900 Per Month

    • 4 Beds
    • 2 Baths
    • 2,092 Sq Ft
    • House for Rent

    84 Sherman Ct, Fairfield, CT 06824

    Welcome to coastal Connecticut living at this tastefully refurbished 1929 Craftsman Colonial, in the heart of downtown Fairfield just steps to Sherman Green. Fully furnished, thoughtfully designed space that blends architectural character with modern comfort, featuring custom built-ins throughout. The 2,092 sq ft home offers four bedrooms, two full bathrooms, and an additional 300+ sq ft finished

    Marie Rotondo William Raveis Real Estate

    84 Sherman Ct, Fairfield, CT 06824
  • 60 Hulls Hwy Unit 60, Southport, CT 06890

    $552,000

    Sold Nov 20, 2025

    60 Hulls Hwy Unit 60, Southport, CT 06890

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 1974

    Last Sold Summary

    • $480/SF
    • 33 Days On Market

    Current Estimated Value $566,243

    Last Listing Agent James Millington William Raveis Real Estate

    60 Hulls Hwy Unit 60, Southport, CT 06890
    • 10 Evergreen Ave, Westport, CT 06880

      Est $3,263,407

      Not Listed For Sale

      10 Evergreen Ave, Westport, CT 06880

      • 4 Beds
      • 4.5 Baths
      • 4,982 Sq Ft
      • Built 1993
      10 Evergreen Ave, Westport, CT 06880

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Darlene Letersky Coldwell Banker Realty

Showing Results 401 - 440, Page 11 of 18

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