Southport, CT Homes

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  $1,999,000 Pending

  • 6 Beds
  • 6 Baths
  • 5,623 Sq Ft

  16 Lookout Dr N, Fairfield, CT 06825

  Discover the breathtaking beauty and resort-style luxury of this exquisite, fully renovated 1914 Colonial - an architectural masterpiece overlooking the 16th hole of Brooklawn Country Club. This 6-bedroom estate, boasts 5,623 square feet across three sprawling levels, seamlessly blending historical grandeur with modern, lavish living. Period details abound, including custom millwork accentuating

  Carol Langeland William Pitt Sotheby's Int'l

  16 Lookout Dr N, Fairfield, CT 06825
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  /13

  $2,600 Per Month

  • 3 Beds
  • 1 Bath
  • 2,889 Sq Ft
  • House for Rent

  84 Waldorf Ave, Bridgeport, CT 06605

  Welcome to this beautifully renovated 3 bedroom apartment, where modern finishes meet unbeatable convenience. Enjoy a sleek kitchen with stainless steel appliances, the ease of laundry in unit, and a thoughtfully updated layout. Ideally located just minutes from I-95, grocery stores and popular dining options, everything you need is right at your doorstep. A perfect blend of comfort, style and

  Nadia Almezy Larracuente & Johnson Realty, LLC

  84 Waldorf Ave, Bridgeport, CT 06605
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  $1,749,000 Sold Jan 07, 2026

  41 Richmondville Ave Unit 303, Westport, CT 06880

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Below List Price
  • $1,345/SF
  • 188 Days On Market

  Last Listing Agent Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 303, Westport, CT 06880
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  Est $1,868,997 Not Listed For Sale

  12 Rocky Ridge Rd, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 3,800 Sq Ft
  • Built 1944

  12 Rocky Ridge Rd, Westport, CT 06880

  Last Sold Summary

  • 30% Above List Price
  • $378/SF
  • 65 Days On Market

  • Last Sold Price $1,437,500
  • Sep 30, 2023

  Last Listing Agent Karen Liss-uomoleale Coldwell Banker Realty
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  $2,495,000 Pending

  • 4 Beds
  • 4 Baths
  • 4,300 Sq Ft

  3050 Bronson Rd, Fairfield, CT 06824

  A Connecticut Classic - this center hall Colonial is located on the most charming stretch in Greenfield Hill. Beautifully set on 2 acres, this 4 bedroom Jack Franzen designed home lives large in all aspects. Guests are welcomed into the double height foyer flanked by formal living and dining rooms. The great room spans the back of the house combining a gorgeous light, bright & well appointed

  Jeannette Floto Compass Connecticut, LLC

  3050 Bronson Rd, Fairfield, CT 06824
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  /11

  $2,400 Per Month

  • 2 Beds
  • 1 Bath
  • 572 Sq Ft
  • House for Rent

  77 Crestwood Rd, Fairfield, CT 06824

  Location Location Location! Cozy 2 bedroom, 1st floor apartment, nice clean kitchen, washer & dryer in basement, large park-like yard. Across the street from Pickleball, Tennis Court and Playing Fields of Gould Manor Park. A true find. NO PETS! Excellent Credit and References Required.

  Toby Ketcham Lane William Raveis Real Estate

  77 Crestwood Rd, Fairfield, CT 06824
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  $740,000 Sold Nov 14, 2025

  271 Jeniford Rd, Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Above List Price
  • $535/SF
  • 26 Days On Market

  Current Estimated Value $747,710

  Last Listing Agent Thaddea Sheridan William Raveis Real Estate

  271 Jeniford Rd, Fairfield, CT 06824
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  Est $2,935,205 Not Listed For Sale

  2 Smokey Ln, Westport, CT 06880

  • 4 Beds
  • 5 Baths
  • 5,516 Sq Ft
  • Built 1996

  2 Smokey Ln, Westport, CT 06880

  Last Sold Summary

  • 7% Above List Price
  • $496/SF
  • 13 Days On Market

  • Last Sold Price $2,735,000
  • Jun 14, 2024

  Last Listing Agent Doug Bross Coldwell Banker Realty
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  $1,800,000

  • 6 Beds
  • 6.5 Baths
  • 3,897 Sq Ft

  622,644 Melville Ave, Fairfield, CT 06825

  The combination of 622 and 644 Melville Av, two adjacent properties which would provide an ideal setting for a very unique and rare opportunity for a very special family compound on a private acre of land. This package would include garages with 5 bays , inground pool and remodeled in-law apartment. Please refer to listings 24167602 and 24167599 for complete details. * 622 Melville Ave. was

  John Shea William Raveis Real Estate

  622,644 Melville Ave, Fairfield, CT 06825
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  $20,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,762 Sq Ft
  • House for Rent

  200 Hillspoint Rd, Westport, CT 06880

  Compo Beach, Westport - now available as a full-year rental. Experience the magic of waterfront living at this beautifully furnished 3-bedroom, 2 full and 2 half bath retreat, where sunrises and moonrises paint the sky from a stunning rooftop deck with wide, unobstructed views of Long Island Sound. Designed for both comfort and serenity, the home offers a peaceful, zen-like atmosphere ideal for

  Kim Harizman Compass Connecticut, LLC

  200 Hillspoint Rd, Westport, CT 06880
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  $1,350,000 Sold Aug 26, 2025

  868 S Pine Creek Rd, Fairfield, CT 06824

  • 3 Beds
  • 2.5 Baths
  • 2,448 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Above List Price
  • $551/SF
  • 19 Days On Market

  Current Estimated Value $1,364,389

  Last Listing Agent Mary Ann Lindwall The Riverside Realty Group

  868 S Pine Creek Rd, Fairfield, CT 06824
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  Est $2,705,712 Not Listed For Sale

  17 Gault Park Dr, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 4,285 Sq Ft
  • Built 1952

  17 Gault Park Dr, Westport, CT 06880

  Last Sold Summary

  • 10% Above List Price
  • $572/SF
  • 7 Days On Market

  • Last Sold Price $2,450,000
  • Apr 11, 2024

  Last Listing Agent Jeannette Floto Compass Connecticut, LLC
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  $4,799,000 Open Sun 1PM - 3PM

  • 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
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  /40

  $10,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 3,280 Sq Ft
  • House for Rent

  14 North Ave, Westport, CT 06880

  Classic colonial centrally located within Westport. Convenient to schools, Post Rd, shopping and beach. Large and bright bedrooms with Harwood floors. Natural gas and connected to town sewer. Finished walk-out lower

  Georgia Wasserman Coldwell Banker Realty

  14 North Ave, Westport, CT 06880
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  $725,000 Sold Jun 17, 2025

  525 Midland St, Bridgeport, CT 06605

  • 5 Beds
  • 3 Baths
  • 2,497 Sq Ft
  • Built 1919

  Last Sold Summary

  • 4% Above List Price
  • $290/SF
  • 83 Days On Market

  Last Listing Agent Krista Alecia Coldwell Banker Realty

  525 Midland St, Bridgeport, CT 06605
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  Est $5,235,775 Not Listed For Sale

  11 Burnham Hill, Westport, CT 06880

  • 5 Beds
  • 6.5 Baths
  • 6,185 Sq Ft
  • Built 1966

  11 Burnham Hill, Westport, CT 06880

  Last Sold Summary

  • 28% Above List Price
  • $663/SF
  • 34 Days On Market

  • Last Sold Price $4,100,000
  • Jun 15, 2023

  Last Listing Agent Meredith Kamo Compass Connecticut, LLC
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  $1,800,000 Open Sat 12PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 3,255 Sq Ft

  4 Wake Robin Rd, Westport, CT 06880

  Peacefully placed overlooking Signal Lake on a Greens Farms cul-de-sac is 4 Wake Robin Road, a classic Colonial with so much to offer! With over an acre of flat, private and blooming property, the home sits far back from the road with wooded and water views. Filled with historic charm, the main floor is bright and sunny - there are formal living and dining rooms with builtins and cozy fireplaces.

  Leslie Clarke Compass Connecticut, LLC

  4 Wake Robin Rd, Westport, CT 06880
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  /14

  $1,775 Per Month

  • 1 Bed
  • 1 Bath
  • 714 Sq Ft
  • Apartment for Rent

  45 Monroe St Unit B8, Bridgeport, CT 06605

  Welcome to the NEWLY RENOVATED Blackrock Homes Apartments! The Blackrock neighborhood of Bridgeport, CT is a desirable location with a bohemian vibe. Blackrock features great restaurants and bars, with live music and an engaging crowd, not to mention the beautiful waterfront. You are only minutes to the Metro North station and Fairfield, CT. This vintage building is being renovated throughout,

  Tania Pinzon CLS Group

  45 Monroe St Unit B8, Bridgeport, CT 06605
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  $700,000 Sold Jun 09, 2025

  271 Seaside Ave, Bridgeport, CT 06605

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1939

  Last Sold Summary

  • 23% Above List Price
  • $561/SF
  • 5 Days On Market

  Current Estimated Value $708,410

  Last Listing Agent Nannette Fatigate Berkshire Hathaway NE Prop.

  271 Seaside Ave, Bridgeport, CT 06605
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  Est $1,750,229 Not Listed For Sale

  301 Main St, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 3,578 Sq Ft
  • Built 1996

  301 Main St, Westport, CT 06880

  Last Sold Summary

  • 25% Above List Price
  • $391/SF
  • 30 Days On Market

  • Last Sold Price $1,400,000
  • Jul 19, 2024

  Last Listing Agent Judy Michaelis Coldwell Banker Realty

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