3,798

Middlebury, CT Homes

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  • 18 Winding Trail, Middlebury, CT 06762

    $695,000

    Sold Nov 21, 2025

    18 Winding Trail, Middlebury, CT 06762

    • 3 Beds
    • 5 Baths
    • 4,051 Sq Ft
    • Built 2014

    Last Sold Summary

    • 4% Below List Price
    • $172/SF
    • 36 Days On Market

    Last Listing Agent Jay Irvine Serhant Connecticut, LLC

    18 Winding Trail, Middlebury, CT 06762
  • 2 Deer Run Rd, Middlebury, CT 06762

    $709,900

    Sold Feb 27, 2026

    2 Deer Run Rd, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,190 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • $324/SF
    • 186 Days On Market

    Current Estimated Value $710,062

    Last Listing Agent Jodi Dawley Real Estate Two

    2 Deer Run Rd, Middlebury, CT 06762
  • 39 Independence Cir, Middlebury, CT 06762

    $600,000

    Sold Nov 14, 2025

    39 Independence Cir, Middlebury, CT 06762

    • 4 Beds
    • 4 Baths
    • 3,382 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Below List Price
    • $177/SF
    • 110 Days On Market

    Current Estimated Value $620,752

    Last Listing Agent Arben Belica William Raveis Real Estate

    39 Independence Cir, Middlebury, CT 06762
  • 3 Pommel Ln, Middlebury, CT 06762

    $238,700

    Sold Nov 17, 2025

    3 Pommel Ln, Middlebury, CT 06762

    • 2 Beds
    • 2 Baths
    • 1,136 Sq Ft
    • Built 1996

    Last Sold Summary

    • $210/SF
    • 10 Days On Market

    Current Estimated Value $244,715

    Last Listing Agent Heather Dever Showcase Realty, Inc.

    3 Pommel Ln, Middlebury, CT 06762
  • 190 Bronson Dr, Middlebury, CT 06762

    $690,000

    Sold Aug 01, 2025

    190 Bronson Dr, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 2,850 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $242/SF
    • 54 Days On Market

    Current Estimated Value $687,043

    Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

    190 Bronson Dr, Middlebury, CT 06762
  • 100 Fairhaven Dr, Middlebury, CT 06762

    $679,000

    Sold Aug 21, 2025

    100 Fairhaven Dr, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 2,988 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $227/SF
    • 28 Days On Market

    Current Estimated Value $671,265

    Last Listing Agent Tom Dorso Mapleridge Realty

    100 Fairhaven Dr, Middlebury, CT 06762
  • 1070 Long Meadow Rd, Middlebury, CT 06762

    $200,000

    Sold Nov 20, 2025

    1070 Long Meadow Rd, Middlebury, CT 06762

    • Land
    • 4.56 Acres
    • $43,860 per Acre

    Last Sold Summary

    • 22 Days On Market

    Last Listing Agent Alana Wall-Galvin Suburban Homes & Condos

    1070 Long Meadow Rd, Middlebury, CT 06762
  • 116 Bronson Dr, Middlebury, CT 06762

    $610,000

    Sold Jul 09, 2025

    116 Bronson Dr, Middlebury, CT 06762

    • 3 Beds
    • 3 Baths
    • 2,262 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Above List Price
    • $270/SF
    • 85 Days On Market

    Current Estimated Value $610,127

    Last Listing Agent Tracie Mormile Paiva Higgins Group Real Estate

    116 Bronson Dr, Middlebury, CT 06762
  • 0 N Benson Rd Unit 35 24070506, Middlebury, CT 06762

    $591,251

    Sold Aug 15, 2025

    0 N Benson Rd Unit 35 24070506, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,923 Sq Ft
    • Built 2025

    Last Sold Summary

    • $202/SF
    • 0 Days On Market

    Last Listing Agent Renee Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 35 24070506, Middlebury, CT 06762
  • 3 Hunting Ridge Rd, Middlebury, CT 06762

    $620,000

    Sold Mar 30, 2026

    3 Hunting Ridge Rd, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 1,722 Sq Ft
    • Built 2023

    Last Sold Summary

    • 2% Below List Price
    • $360/SF
    • 29 Days On Market

    Current Estimated Value $621,933

    Last Listing Agent Jodi Dawley Real Estate Two

    3 Hunting Ridge Rd, Middlebury, CT 06762
  • 35 Nutmeg Rd Unit D1, Middlebury, CT 06762

    $222,500

    Sold Apr 29, 2026

    35 Nutmeg Rd Unit D1, Middlebury, CT 06762

    • 1 Bed
    • 1 Bath
    • 889 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $250/SF
    • 93 Days On Market

    Current Estimated Value $226,832

    Last Listing Agent Karen Stanco Showcase Realty, Inc.

    35 Nutmeg Rd Unit D1, Middlebury, CT 06762
  • 190 Allerton Farms Rd, Middlebury, CT 06762

    $449,900

    Sold Nov 19, 2025

    190 Allerton Farms Rd, Middlebury, CT 06762

    • 2 Beds
    • 2.5 Baths
    • 1,744 Sq Ft
    • Built 1969

    Last Sold Summary

    • 17% Below List Price
    • $258/SF
    • 162 Days On Market

    Current Estimated Value $439,181

    Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

    190 Allerton Farms Rd, Middlebury, CT 06762
  • 39 Ridgewood Dr Unit 39, Middlebury, CT 06762

    $540,000

    Sold Jul 18, 2025

    39 Ridgewood Dr Unit 39, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,122 Sq Ft
    • Built 2014

    Last Sold Summary

    • 4% Below List Price
    • $254/SF
    • 72 Days On Market

    Last Listing Agent Jay Irvine Serhant Connecticut, LLC

    39 Ridgewood Dr Unit 39, Middlebury, CT 06762
  • 314 Porter Ave, Middlebury, CT 06762

    $300,000

    Sold May 29, 2026

    314 Porter Ave, Middlebury, CT 06762

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1941

    Last Sold Summary

    • 14% Below List Price
    • $208/SF
    • 56 Days On Market

    Current Estimated Value $354,242

    Last Listing Agent Dawn Ciappetta Coldwell Banker Realty

    314 Porter Ave, Middlebury, CT 06762
  • 587 Shadduck Rd, Middlebury, CT 06762

    $310,000

    Sold Feb 23, 2026

    587 Shadduck Rd, Middlebury, CT 06762

    • 2 Beds
    • 1 Bath
    • 1,157 Sq Ft
    • Built 1936

    Last Sold Summary

    • 20% Below List Price
    • $268/SF
    • 155 Days On Market

    Current Estimated Value $317,477

    Last Listing Agent Dave Jones Dave Jones Realty, LLC

    587 Shadduck Rd, Middlebury, CT 06762
    • 64 Joy Rd, Middlebury, CT 06762

      Est $417,674

      Not Listed For Sale

      64 Joy Rd, Middlebury, CT 06762

      • 3 Beds
      • 1 Bath
      • 1,688 Sq Ft
      • Built 1959
      64 Joy Rd, Middlebury, CT 06762

      Last Sold Summary

      • 58 Days On Market

  • 222 Crest Rd, Middlebury, CT 06762

    $730,000

    Sold Jul 30, 2025

    222 Crest Rd, Middlebury, CT 06762

    • 5 Beds
    • 2.5 Baths
    • 2,442 Sq Ft
    • Built 1941

    Last Sold Summary

    • 1% Below List Price
    • $299/SF
    • 51 Days On Market

    Current Estimated Value $727,580

    Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

    222 Crest Rd, Middlebury, CT 06762
  • 117 Periwinkle Dr Unit 117, Middlebury, CT 06762

    $669,900

    Sold Nov 12, 2025

    117 Periwinkle Dr Unit 117, Middlebury, CT 06762

    • 3 Beds
    • 4 Baths
    • 3,488 Sq Ft
    • Built 2005

    Last Sold Summary

    • $192/SF
    • 60 Days On Market

    Current Estimated Value $680,114

    Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

    117 Periwinkle Dr Unit 117, Middlebury, CT 06762
  • 225 Whittemore Rd, Middlebury, CT 06762

    $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 $396,267

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

    225 Whittemore Rd, Middlebury, CT 06762
  • 101 Shadduck 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 $489,488

    Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

    101 Shadduck Rd, Middlebury, CT 06762
  • 14 Deer Run Rd, Middlebury, CT 06762

    $699,900

    Sold Mar 03, 2026

    14 Deer Run Rd, Middlebury, CT 06762

    • 3 Beds
    • 2 Baths
    • 1,877 Sq Ft
    • Built 2025

    Last Sold Summary

    • $373/SF
    • 147 Days On Market

    Current Estimated Value $700,332

    Last Listing Agent Jodi Dawley Real Estate Two

    14 Deer Run Rd, Middlebury, CT 06762

Showing Results 241 - 280, Page 7 of 18

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