Recently Sold Middlebury, CT Homes

• 

  $385,000 Sold Sep 29, 2025

  225 Whittemore Rd, Middlebury, CT 06762

  • 3 Beds
  • 1 Bath
  • 1,630 Sq Ft
  • Built 1900

  Last Sold Summary

  • 9% Below List Price
  • $236/SF
  • 73 Days On Market

  Current Estimated Value $394,993

  Last Listing Agent Adelia Santos William Pitt Sotheby's Int'l

  225 Whittemore Rd, Middlebury, CT 06762
• 

  $485,000 Sold Aug 20, 2025

  101 Shadduck Rd, Middlebury, CT 06762

  • 3 Beds
  • 2 Baths
  • 2,534 Sq Ft
  • Built 1935

  Last Sold Summary

  • 4% Above List Price
  • $191/SF
  • 24 Days On Market

  Current Estimated Value $483,551

  Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

  101 Shadduck Rd, Middlebury, CT 06762
• 

  $410,000 Sold Mar 28, 2025

  197 White Ave, Middlebury, CT 06762

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft
  • Built 1928

  Last Sold Summary

  • 3% Above List Price
  • $274/SF
  • 55 Days On Market

  Current Estimated Value $421,069

  Last Listing Agent Beth Santos Showcase Realty, Inc.

  197 White Ave, Middlebury, CT 06762
• 

  $432,500 Sold Mar 11, 2025

  377 Porter Ave, Middlebury, CT 06762

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft
  • Built 1935

  Last Sold Summary

  • 8% Above List Price
  • $280/SF
  • 3 Days On Market

  Current Estimated Value $443,393

  Last Listing Agent Jane Crooke RE/MAX One

  377 Porter Ave, Middlebury, CT 06762
• 

  $565,000 Sold Jan 02, 2026

  23 Caveson Ct Unit 23, Middlebury, CT 06762

  • 3 Beds
  • 2.5 Baths
  • 2,547 Sq Ft
  • Built 1996

  Last Sold Summary

  • $222/SF
  • 4 Days On Market

  Last Listing Agent Arben Belica William Raveis Real Estate

  23 Caveson Ct Unit 23, Middlebury, CT 06762
• 

  $385,000 Sold May 16, 2025

  66 White Ave, Middlebury, CT 06762

  • 3 Beds
  • 1.5 Baths
  • 2,568 Sq Ft
  • Built 1938

  Last Sold Summary

  • 2% Above List Price
  • $150/SF
  • 139 Days On Market

  Current Estimated Value $394,134

  Last Listing Agent Gina Jacobs Gina Jacobs Real Estate

  66 White Ave, Middlebury, CT 06762
• 

  $625,000 Sold May 15, 2025

  129 Periwinkle Dr, Middlebury, CT 06762

  • 2 Beds
  • 2.5 Baths
  • 2,476 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $252/SF
  • 45 Days On Market

  Current Estimated Value $642,848

  Last Listing Agent Lisa Gallagher William Raveis Real Estate

  129 Periwinkle Dr, Middlebury, CT 06762
• 

  $461,500 Sold Apr 30, 2025

  130 Christian Rd, Middlebury, CT 06762

  • 4 Beds
  • 2 Baths
  • 1,958 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Above List Price
  • $236/SF
  • 139 Days On Market

  Current Estimated Value $484,708

  Last Listing Agent Joseph Conforti West View Properties, LLC

  130 Christian Rd, Middlebury, CT 06762
• 

  $515,000 Sold Jul 24, 2025

  17 Highridge Rd Unit 17, Middlebury, CT 06762

  • 3 Beds
  • 2.5 Baths
  • 1,882 Sq Ft
  • Built 2019

  Last Sold Summary

  • 6% Below List Price
  • $274/SF
  • 61 Days On Market

  Last Listing Agent Kayla O'Grady William Raveis Real Estate

  17 Highridge Rd Unit 17, Middlebury, CT 06762
• 

  $680,000 Sold Jun 11, 2025

  25 Michael Ln, Naugatuck, CT 06770

  • 4 Beds
  • 3 Baths
  • 2,860 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $238/SF
  • 11 Days On Market

  Current Estimated Value $679,976

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  25 Michael Ln, Naugatuck, CT 06770
• 

  $360,000 Sold Jul 25, 2025

  173 Krodel Rd, Naugatuck, CT 06770

  • 3 Beds
  • 1 Bath
  • 1,318 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Below List Price
  • $273/SF
  • 182 Days On Market

  Current Estimated Value $374,592

  Last Listing Agent Tanya Silva YellowBrick Real Estate LLC

  173 Krodel Rd, Naugatuck, CT 06770
• 

  $495,000 Sold Dec 22, 2025

  604 Lakeside Blvd W, Waterbury, CT 06708

  • 3 Beds
  • 3 Baths
  • 2,088 Sq Ft
  • Built 1967

  Last Sold Summary

  • $237/SF
  • 34 Days On Market

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  604 Lakeside Blvd W, Waterbury, CT 06708
• 

  $110,000 Sold Nov 19, 2025

  39 Shadduck Rd, Naugatuck, CT 06770

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $112/SF
  • 44 Days On Market

  Last Listing Agent Anne Krings Pavlik Real Estate LLC

  39 Shadduck Rd, Naugatuck, CT 06770
• 

  $475,000 Sold Mar 20, 2025

  1456 Middlebury Rd, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,150 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Below List Price
  • $221/SF
  • 171 Days On Market

  Current Estimated Value $510,132

  Last Listing Agent John Donato Jr Showcase Realty, Inc.

  1456 Middlebury Rd, Watertown, CT 06795

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