35,315

Southport, CT Homes

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  • /40

    $4,799,000

    New Construction Pending
    • 5 Beds
    • 5.5 Baths
    • 7,583 Sq Ft

    11 Wake Robin Rd, Westport, CT 06880

    Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic

    Judi Lake The Riverside Realty Group

    11 Wake Robin Rd, Westport, CT 06880
  • /39

    $16,500 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,336 Sq Ft
    • Townhouse for Rent

    16 Elmwood Dr Unit 16, Southport, CT 06890

    Rarely available in the heart of Southport, this beautifully updated three-level townhouse at Southport Green is a true showpiece, offering exceptional space, light, and location. Soaring ceilings, dramatic stairwells, and walls of windows fill the open living room with natural light and flow into the adjoining dining room. An updated eat-in kitchen with island and seating for five features a

    Amy Desel Compass Connecticut, LLC

    16 Elmwood Dr Unit 16, Southport, CT 06890
  • 65 Ellsworth St Unit 315, Bridgeport, CT 06605

    $250,000

    Sold Oct 08, 2025

    65 Ellsworth St Unit 315, Bridgeport, CT 06605

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

    Last Sold Summary

    • 16% Above List Price
    • $357/SF
    • 11 Days On Market

    Current Estimated Value $258,014

    Last Listing Agent Chris Balestriere William Raveis Real Estate

    65 Ellsworth St Unit 315, Bridgeport, CT 06605
    • 7 Drumlin Rd, Westport, CT 06880

      Est $2,063,490

      Not Listed For Sale

      7 Drumlin Rd, Westport, CT 06880

      • 3 Beds
      • 4 Baths
      • 3,018 Sq Ft
      • Built 1952
      7 Drumlin Rd, Westport, CT 06880

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Jennifer Leahy Compass Connecticut, LLC

  • /40

    $749,900

    • 4 Beds
    • 2.5 Baths
    • 1,990 Sq Ft

    77 Round Hill Rd, Fairfield, CT 06824

    Move right into this beautifully maintained 4-bedroom, 2.5-bath home in the highly desirable Fairfield Center neighborhood, where comfort, convenience, and lifestyle come together. Ideally located just moments from vibrant downtown Fairfield, you'll enjoy easy access to an abundance of restaurants, cafes, boutique shopping, parks, top-rated schools, the Metro-North train station, Fairfield's

    Jay Cannone William Raveis Real Estate

    77 Round Hill Rd, Fairfield, CT 06824
  • /40

    $21,900 Per Month

    • 4 Beds
    • 3.5 Baths
    • 1,692 Sq Ft
    • House for Rent

    19 Soundview Dr, Westport, CT 06880

    FABULOUS ON THE WATER RENTAL~Completely RENOVATED MOD CHiC !! Phenomenal WIDE WATER VIEWS. BIG covered front porch with outdoor fire pit in front yard and outdoor shower. Best Compo Beach views~Sunrise and Moonrise each day. Plenty of parking(8 cars, very rare) at this 4BD 3.1 Bath Compo Beach Bungalow. Won Westports prestigious "Preservation Award". Fabulous home ! **Yearly rental possible at

    Robin Singer Coldwell Banker Realty

    19 Soundview Dr, Westport, CT 06880
  • 158 Hillspoint Rd, Westport, CT 06880

    $2,725,000

    Sold Sep 29, 2025

    158 Hillspoint Rd, Westport, CT 06880

    • 4 Beds
    • 4 Baths
    • 3,076 Sq Ft
    • Built 1803

    Last Sold Summary

    • 1% Above List Price
    • $886/SF
    • 11 Days On Market

    Current Estimated Value $2,906,180

    Last Listing Agent Karen Liss-uomoleale Coldwell Banker Realty

    158 Hillspoint Rd, Westport, CT 06880
    • 82 Saugatuck Ave, Westport, CT 06880

      Est $1,056,743

      Not Listed For Sale

      82 Saugatuck Ave, Westport, CT 06880

      • 4 Beds
      • 3 Baths
      • 2,041 Sq Ft
      • Built 1920
      82 Saugatuck Ave, Westport, CT 06880

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Cross Cannone Property World

  • /33

    $479,000

    • 1 Bed
    • 1 Bath
    • 595 Sq Ft

    20 Cross St Unit 10, Westport, CT 06880

    Tucked within a peaceful garden setting, this beautifully renovated end-unit residence offers an effortless blend of comfort, style, and convenience. Enjoy the ease of garage parking within the building before stepping inside a thoughtfully designed condo featuring an open-concept layout, soaring 9-foot ceilings, abundant natural light, and serene views of the beautifully landscaped grounds. The

    Barbara Sweeney Coldwell Banker Realty

    20 Cross St Unit 10, Westport, CT 06880
  • /20

    $10,500 Per Month

    • 4 Beds
    • 4.5 Baths
    • 4,096 Sq Ft
    • House for Rent

    6 Sherwood Farms, Westport, CT 06880

    "Sherwood Farms"- a private enclave of upscale homes in Greens Farms designed by architect, Roger Ferris. Conveniently located near beaches, town owned golf club, tennis, sailing, train stations and all Westport has to offer in way of shopping & dining and the most desirable Greens Farm schools. Gracious interior features spacious, bright and open rooms with 9 ft. ceilings. Gourmet kitchen with

    Jason Saphire www.HomeZu.com

    6 Sherwood Farms, Westport, CT 06880
  • 109 Wordin Ave Unit 111, Bridgeport, CT 06605

    $500,000

    Sold Apr 14, 2026

    109 Wordin Ave Unit 111, Bridgeport, CT 06605

    • 5 Beds
    • 3 Baths
    • 2,437 Sq Ft
    • Built 1920

    Last Sold Summary

    • 5% Below List Price
    • $205/SF
    • 15 Days On Market

    Current Estimated Value $431,636

    Last Listing Agent Diane Rankine Berkshire Hathaway NE Prop.

    109 Wordin Ave Unit 111, Bridgeport, CT 06605
    • 2 Whippoorwill Ln, Westport, CT 06880

      Est $3,509,908

      Not Listed For Sale

      2 Whippoorwill Ln, Westport, CT 06880

      • 8 Beds
      • 6.5 Baths
      • 6,057 Sq Ft
      • Built 2007
      2 Whippoorwill Ln, Westport, CT 06880

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent Linda Skolnick Coldwell Banker Realty

  • /40

    $1,535,000

    New Construction Pending
    • 2 Beds
    • 2.5 Baths
    • 1,416 Sq Ft

    783 Post Rd E Unit 204, Westport, CT 06880

    AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

    Todd Gibbons Boost Real Estate Group

    783 Post Rd E Unit 204, Westport, CT 06880
  • /23

    $2,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft
    • Townhouse for Rent

    2660 North Ave Unit 232, Bridgeport, CT 06604

    Come see this spacious 2 bedroom, 2 bathroom townhouse-style condo located on the Bridgeport/Fairfield line. This meticulously maintained unit features 1,032 sq ft with cathedral ceilings, an open-concept living area, eat-in kitchen with granite countertops, new stainless steel appliances, and a large breakfast bar. Upstairs offers two generously sized bedrooms, full bath, in-unit washer/dryer

    Karissa Reyes mygoodagent

    2660 North Ave Unit 232, Bridgeport, CT 06604
  • 521 Lake Ave, Bridgeport, CT 06605

    $880,000

    Sold May 11, 2026

    521 Lake Ave, Bridgeport, CT 06605

    • 3 Beds
    • 1.5 Baths
    • 1,533 Sq Ft
    • Built 1942

    Last Sold Summary

    • 7% Above List Price
    • $574/SF
    • 273 Days On Market

    Current Estimated Value $855,940

    Last Listing Agent Amy Ettinger William Raveis Real Estate

    521 Lake Ave, Bridgeport, CT 06605
    • 51 Compo Beach Rd, Westport, CT 06880

      Est $6,696,101

      Not Listed For Sale

      51 Compo Beach Rd, Westport, CT 06880

      • 4 Beds
      • 3 Baths
      • 2,880 Sq Ft
      • Built 2024
      51 Compo Beach Rd, Westport, CT 06880

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Carol Cutler Higgins Group Bedford Square

  • /27

    $949,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    58 Millspaugh Dr, Fairfield, CT 06824

    This approximately 1500 square foot house features 4 bedrooms and 2 full bathrooms. The property includes a new patio and a new portico, as well as window boxes, bright kitchen cabinets, and a new backsplash. The home also boasts a built-in pool with a new liner and an irrigation system, along with a whole-house generator as well as a spacious fenced in backyard. The primary bedroom offers ample

    Robert Richter Coldwell Banker Realty

    58 Millspaugh Dr, Fairfield, CT 06824
  • /40

    $11,750 Per Month

    • 3 Beds
    • 3 Baths
    • 2,235 Sq Ft
    • House for Rent

    462 Riverside Ave, Westport, CT 06880

    Location, location, location! Located at the center of Saugatuck. Walking distance to train, restaurants, rowing club, gym, close to Compo Beach, Longshore, Golf, and tennis! Historic Landmark Queen Anne Victorian House c. 1899 with beautiful architectural detail. Well maintained and updated. Grand windows surround the house with light, featuring 9-foot ceilings on the main floor and a

    Elizabeth Anrig Coach Lamp Living

    462 Riverside Ave, Westport, CT 06880
  • 3 Valley Field Rd, Westport, CT 06880

    $2,590,000

    Sold Jul 31, 2026

    3 Valley Field Rd, Westport, CT 06880

    • 4 Beds
    • 2.5 Baths
    • 3,581 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Above List Price
    • $723/SF
    • 10 Days On Market

    Current Estimated Value $2,299,521

    Last Listing Agent Melissa Jones Houlihan Lawrence

    3 Valley Field Rd, Westport, CT 06880
    • 8 Bradley St, Westport, CT 06880

      Est $6,237,447

      Not Listed For Sale

      8 Bradley St, Westport, CT 06880

      • 5 Beds
      • 7 Baths
      • 4,532 Sq Ft
      • Built 2016
      8 Bradley St, Westport, CT 06880

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Erin Melson The Agency

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