Recently Sold Southport, CT Homes

• 

  $380,000 Sold Jan 29, 2026

  2612 North Ave Unit C1, Bridgeport, CT 06604

  • 2 Beds
  • 2.5 Baths
  • 1,410 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Above List Price
  • $270/SF
  • 16 Days On Market

  Last Listing Agent Tina Gamboian Preston Gray Real Estate

  2612 North Ave Unit C1, Bridgeport, CT 06604
• 

  $128,000 Sold Oct 27, 2025

  2370 North Ave Unit 9G, Bridgeport, CT 06604

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft
  • Built 1962

  Last Sold Summary

  • 28% Below List Price
  • $165/SF
  • 28 Days On Market

  Current Estimated Value $143,360

  Last Listing Agent Oswaldo Torres Las Americas Real Estate

  2370 North Ave Unit 9G, Bridgeport, CT 06604
• 

  $4,300,000 Sold May 09, 2025

  1 Sleepy Hollow Rd, Westport, CT 06880

  • 5 Beds
  • 6.5 Baths
  • 7,853 Sq Ft
  • Built 2000

  Last Sold Summary

  • 9% Below List Price
  • $548/SF
  • 194 Days On Market

  Current Estimated Value $4,390,701

  Last Listing Agent Doug Bross Coldwell Banker Realty

  1 Sleepy Hollow Rd, Westport, CT 06880
• 

  $578,000 Sold Jan 14, 2026

  28 Stillson Place, Fairfield, CT 06824

  • 3 Beds
  • 1 Bath
  • 1,379 Sq Ft
  • Built 1949

  Last Sold Summary

  • 1% Above List Price
  • $419/SF
  • 7 Days On Market

  Last Listing Agent George Papageorge Regal Real Estate, LLC

  28 Stillson Place, Fairfield, CT 06824
• 

  $6,219,419 Sold Oct 31, 2025

  5 Brookside Dr, Westport, CT 06880

  • 5 Beds
  • 8 Baths
  • 8,350 Sq Ft
  • Built 2024

  Last Sold Summary

  • 61% Above List Price
  • $745/SF
  • 202 Days On Market

  Current Estimated Value $4,762,653

  Last Listing Agent Linda Skolnick Coldwell Banker Realty

  5 Brookside Dr, Westport, CT 06880
• 

  $2,100,000 Sold Aug 29, 2025

  150 Aran Hill Rd, Fairfield, CT 06824

  • 4 Beds
  • 5 Baths
  • 5,532 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Above List Price
  • $380/SF
  • 42 Days On Market

  Current Estimated Value $2,076,158

  Last Listing Agent Erica Acheychek Compass Connecticut, LLC

  150 Aran Hill Rd, Fairfield, CT 06824
• 

  $9,000,000 Sold Nov 21, 2025

  26 Beachside Ave, Westport, CT 06880

  • Land
  • 3.3 Acres
  • $2,727,273 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 463 Days On Market

  Last Listing Agent Deirdre Andreoli Compass Connecticut, LLC

  26 Beachside Ave, Westport, CT 06880
• 

  $1,575,000 Sold Jul 17, 2025

  11 Valley Rd, Westport, CT 06880

  • 5 Beds
  • 3 Baths
  • 3,374 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Below List Price
  • $467/SF
  • 22 Days On Market

  Current Estimated Value $1,594,673

  Last Listing Agent Cyd Hamer William Pitt Sotheby's Int'l

  11 Valley Rd, Westport, CT 06880
• 

  $3,000,000 Sold Feb 19, 2025

  27 Fairfield Ave, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 3,091 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $971/SF
  • 22 Days On Market

  Current Estimated Value $3,197,131

  Last Listing Agent Judy Michaelis Coldwell Banker Realty

  27 Fairfield Ave, Westport, CT 06880
• 

  $700,000 Sold Oct 31, 2025

  506 Courtland Ave Unit 508, Bridgeport, CT 06605

  • 4 Beds
  • 2 Baths
  • 2,356 Sq Ft
  • Built 1930

  Last Sold Summary

  • $297/SF
  • 3 Days On Market

  Current Estimated Value $699,845

  Last Listing Agent Floria Polverari Higgins Group Real Estate

  506 Courtland Ave Unit 508, Bridgeport, CT 06605
• 

  $825,000 Sold Sep 12, 2025

  111 Mill Hill Rd, Southport, CT 06890

  • 3 Beds
  • 2 Baths
  • 2,746 Sq Ft
  • Built 1952

  Last Sold Summary

  • 10% Above List Price
  • $300/SF
  • 14 Days On Market

  Last Listing Agent Susan Vanech Compass Connecticut, LLC

  111 Mill Hill Rd, Southport, CT 06890
• 

  $350,000 Sold Dec 04, 2025

  303 Villa Ave, Fairfield, CT 06825

  • 2 Beds
  • 1.5 Baths
  • 823 Sq Ft
  • Built 1898

  Last Sold Summary

  • 11% Below List Price
  • $425/SF
  • 87 Days On Market

  Last Listing Agent Terry Keegan Fairfield County Real Estate

  303 Villa Ave, Fairfield, CT 06825
• 

  $993,945 Sold May 02, 2025

  14 Knollwood Dr, Fairfield, CT 06824

  • 3 Beds
  • 2.5 Baths
  • 2,142 Sq Ft
  • Built 1947

  Last Sold Summary

  • 11% Above List Price
  • $464/SF
  • 12 Days On Market

  Current Estimated Value $972,096

  Last Listing Agent Annie Klyver Higgins Group Real Estate

  14 Knollwood Dr, Fairfield, CT 06824
• 

  $750,000 Sold Feb 06, 2026

  75 Homestead Ave Unit 77, Bridgeport, CT 06605

  • 6 Beds
  • 3 Baths
  • 3,368 Sq Ft
  • Built 1917

  Last Sold Summary

  • 6% Below List Price
  • $223/SF
  • 57 Days On Market

  Last Listing Agent Brittany Pisco, SRS William Raveis Real Estate

  75 Homestead Ave Unit 77, Bridgeport, CT 06605
• 

  $925,000 Sold Aug 22, 2025

  440 Hilltop Rd, Bridgeport, CT 06605

  • 6 Beds
  • 6 Baths
  • 4,602 Sq Ft
  • Built 1949

  Last Sold Summary

  • 16% Below List Price
  • $201/SF
  • 46 Days On Market

  Current Estimated Value $989,322

  Last Listing Agent Christi McEldowney William Raveis Real Estate

  440 Hilltop Rd, Bridgeport, CT 06605
• 

  $1,950,000 Sold May 02, 2025

  18 Siacus Place, Fairfield, CT 06825

  • 5 Beds
  • 6 Baths
  • 4,100 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $476/SF
  • 100 Days On Market

  Last Listing Agent Basil Amso RE/MAX Right Choice

  18 Siacus Place, Fairfield, CT 06825
• 

  $935,000 Sold Apr 28, 2025

  52 Deerfield St, Fairfield, CT 06825

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $374/SF
  • 47 Days On Market

  Last Listing Agent John Shea William Raveis Real Estate

  52 Deerfield St, Fairfield, CT 06825
• 

  $1,425,000 Sold Jan 26, 2026

  112 Harvest Commons Unit 112, Westport, CT 06880

  • 2 Beds
  • 2 Baths
  • 2,377 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Above List Price
  • $599/SF
  • 27 Days On Market

  Last Listing Agent Erin Melson The Agency

  112 Harvest Commons Unit 112, Westport, CT 06880
• 

  $5,550,000 Sold Jun 20, 2025

  27 Narrow Rocks Rd, Westport, CT 06880

  • 7 Beds
  • 10 Baths
  • 9,500 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $584/SF
  • 27 Days On Market

  Current Estimated Value $5,597,533

  Last Listing Agent Susan Tracy Higgins Group Bedford Square

  27 Narrow Rocks Rd, Westport, CT 06880
• 

  $1,100,000 Sold Jul 21, 2025

  102 Pratt St, Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 1,799 Sq Ft
  • Built 1954

  Last Sold Summary

  • $611/SF
  • 7 Days On Market

  Current Estimated Value $1,099,254

  Last Listing Agent Carol Langeland William Pitt Sotheby's Int'l

  102 Pratt St, Fairfield, CT 06824

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