3,789

Middlebury, CT Homes

Section Image
    • 1424 Middlebury Rd, Middlebury, CT 06762

      Est $382,571 Not Listed For Sale

      1424 Middlebury Rd, Middlebury, CT 06762

      • 3 Beds
      • 1.5 Baths
      • 1,398 Sq Ft
      • Built 1922
      1424 Middlebury Rd, Middlebury, CT 06762

      Last Sold Summary

      • 1% Above List Price
      • $272/SF
      • 35 Days On Market

      Last Sold Price $380,000

      Last Listing Agent MaryAnne Betso Coldwell Banker Realty

  • 23 Caveson Ct Unit 23, 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

    Current Estimated Value $553,449

    Last Listing Agent Arben Belica William Raveis Real Estate

    23 Caveson Ct Unit 23, Middlebury, CT 06762
    • 106 Mirey Dam Rd, Middlebury, CT 06762

      Est $731,013 Not Listed For Sale

      106 Mirey Dam Rd, Middlebury, CT 06762

      • 4 Beds
      • 2.5 Baths
      • 2,534 Sq Ft
      • Built 1998
      106 Mirey Dam Rd, Middlebury, CT 06762

      Last Sold Summary

      • 16% Above List Price
      • $249/SF
      • 6 Days On Market

      Last Sold Price $632,000

      Last Listing Agent Donna Bannon BHGRE Gaetano Marra Homes

  • 66 White Ave, 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 $395,306

    Last Listing Agent Gina Jacobs Gina Jacobs Real Estate

    66 White Ave, Middlebury, CT 06762
    • 142 Ravenwood Dr, Middlebury, CT 06762

      Est $509,715 Not Listed For Sale

      142 Ravenwood Dr, Middlebury, CT 06762

      • 4 Beds
      • 4 Baths
      • 3,144 Sq Ft
      • Built 1967
      142 Ravenwood Dr, Middlebury, CT 06762

      Last Sold Summary

      • 26% Above List Price
      • $129/SF
      • 49 Days On Market

      Last Sold Price $405,000

      Last Listing Agent Rose Zolnik Coldwell Banker

  • 129 Periwinkle Dr, 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 $635,577

    Last Listing Agent Lisa Gallagher William Raveis Real Estate

    129 Periwinkle Dr, Middlebury, CT 06762
    • 92 Chesham Dr, Middlebury, CT 06762

      Est $1,355,243 Not Listed For Sale

      92 Chesham Dr, Middlebury, CT 06762

      • 3 Beds
      • 3.5 Baths
      • 4,424 Sq Ft
      • Built 2009
      92 Chesham Dr, Middlebury, CT 06762

      Last Sold Summary

      • 8% Above List Price
      • $283/SF
      • 40 Days On Market

      Last Sold Price $1,250,000

      Last Listing Agent Tom Carroll William Pitt

  • 130 Christian Rd, 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 $480,498

    Last Listing Agent Joseph Conforti West View Properties, LLC

    130 Christian Rd, Middlebury, CT 06762
    • 259 Lake Shore Dr, Middlebury, CT 06762

      Est $408,207 Not Listed For Sale

      259 Lake Shore Dr, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 1,500 Sq Ft
      • Built 1980
      259 Lake Shore Dr, Middlebury, CT 06762

      Last Sold Summary

      • 13% Above List Price
      • $240/SF
      • 2 Days On Market

      Last Sold Price $360,000

      Last Listing Agent David Aurigemma Regency Real Estate, LLC

  • 1440 Straits Turnpike, Middlebury, CT 06762

    $505,000 Sold Jul 30, 2025

    1440 Straits Turnpike, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,046 Sq Ft
    • Built 1940

    Last Sold Summary

    • 1% Above List Price
    • $247/SF
    • 3 Days On Market

    Current Estimated Value $502,423

    Last Listing Agent Linda Mayfield RE/MAX RISE

    1440 Straits Turnpike, Middlebury, CT 06762
    • 2006 Straits Turnpike, Middlebury, CT 06762

      Est $390,559 Not Listed For Sale

      2006 Straits Turnpike, Middlebury, CT 06762

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1957
      2006 Straits Turnpike, Middlebury, CT 06762

      Last Sold Summary

      • 17% Above List Price
      • $257/SF
      • 37 Days On Market

      Last Sold Price $333,000

      Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.

  • 11 Upper Whittemore Rd, Middlebury, CT 06762

    $461,000 Sold Feb 11, 2026

    11 Upper Whittemore Rd, Middlebury, CT 06762

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1957

    Last Sold Summary

    • $412/SF
    • 80 Days On Market

    Current Estimated Value $425,095

    Last Listing Agent Islam Ahmad Real Broker CT, LLC

    11 Upper Whittemore Rd, Middlebury, CT 06762
    • 111 Ravenwood Dr, Middlebury, CT 06762

      Est $473,182 Not Listed For Sale

      111 Ravenwood Dr, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,234 Sq Ft
      • Built 1979
      111 Ravenwood Dr, Middlebury, CT 06762

      Last Sold Summary

      • 48% Above List Price
      • $143/SF
      • 242 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Jonna Dibble BHGRE Gaetano Marra Homes

  • 17 Highridge Rd Unit 17, 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
    • 74 E Ridge Dr, Middlebury, CT 06762

      Est $396,870 Not Listed For Sale

      74 E Ridge Dr, Middlebury, CT 06762

      • 2 Beds
      • 1 Bath
      • 1,275 Sq Ft
      • Built 1954
      74 E Ridge Dr, Middlebury, CT 06762

      Last Sold Summary

      • 3% Above List Price
      • $302/SF
      • 123 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Marian Van Egas Berkshire Hathaway Home Services

    • 706 Charcoal Ave, Middlebury, CT 06762

      Est $650,525 Not Listed For Sale

      706 Charcoal Ave, Middlebury, CT 06762

      • 5 Beds
      • 3 Baths
      • 3,508 Sq Ft
      • Built 1957
      706 Charcoal Ave, Middlebury, CT 06762

      Last Sold Summary

      • 3% Above List Price
      • $179/SF
      • 39 Days On Market

      Last Sold Price $629,000

      Last Listing Agent Kathleen Conetta Berkshire Hathaway Home Services

    • 660 Whittemore Rd, Middlebury, CT 06762

      Est $589,138 Not Listed For Sale

      660 Whittemore Rd, Middlebury, CT 06762

      • 6 Beds
      • 4 Baths
      • 4,426 Sq Ft
      • Built 1955
      660 Whittemore Rd, Middlebury, CT 06762

      Last Sold Summary

      • 5% Above List Price
      • $126/SF
      • 219 Days On Market

      Last Sold Price $559,000

      Last Listing Agent Antoinette Fortuna Coldwell Banker Realty

    • 570 Park Road Extension, Middlebury, CT 06762

      Est $689,374 Not Listed For Sale

      570 Park Road Extension, Middlebury, CT 06762

      • 4 Beds
      • 3 Baths
      • 3,356 Sq Ft
      • Built 1979
      570 Park Road Extension, Middlebury, CT 06762

      Last Sold Summary

      • 4% Above List Price
      • $197/SF
      • 104 Days On Market

      Last Sold Price $660,000

      Last Listing Agent Tom Slekis Berkshire Hathaway Home Services

    • 129 Glenwood Ave, Middlebury, CT 06762

      Est $318,426 Not Listed For Sale

      129 Glenwood Ave, Middlebury, CT 06762

      • 2 Beds
      • 1 Bath
      • 986 Sq Ft
      • Built 1930
      129 Glenwood Ave, Middlebury, CT 06762

      Last Sold Summary

      • 9% Above List Price
      • $297/SF
      • 39 Days On Market

      Last Sold Price $292,500

      Last Listing Agent Susan Hotchkiss Realty ONE Group Connect

    • 625 Straits Turnpike, Middlebury, CT 06762

      Est $213,776 Not Listed For Sale

      625 Straits Turnpike, Middlebury, CT 06762

      • 2 Beds
      • Built 1936
      625 Straits Turnpike, Middlebury, CT 06762

      Last Sold Summary

      • 11% Above List Price
      • $113/SF
      • 167 Days On Market

      Last Sold Price $192,500

      Last Listing Agent Dawn Rousseau Showcase Realty, Inc.

    • 428 Benson Rd, Middlebury, CT 06762

      Est $598,506 Not Listed For Sale

      428 Benson Rd, Middlebury, CT 06762

      • 5 Beds
      • 4 Baths
      • 3,106 Sq Ft
      • Built 1962
      428 Benson Rd, Middlebury, CT 06762

      Last Sold Summary

      • 5% Above List Price
      • $184/SF
      • 55 Days On Market

      Last Sold Price $570,000

      Last Listing Agent Jason Malagutti Regency Real Estate, LLC

    • 1158 Straits Turnpike, Middlebury, CT 06762

      Est $266,942 Not Listed For Sale

      1158 Straits Turnpike, Middlebury, CT 06762

      • 2 Beds
      • 1 Bath
      • 1,105 Sq Ft
      • Built 1940
      1158 Straits Turnpike, Middlebury, CT 06762

      Last Sold Summary

      • 26% Above List Price
      • $192/SF
      • 73 Days On Market

      Last Sold Price $212,000

      Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

    • 95 Woodland Rd, Middlebury, CT 06762

      Est $578,172 Not Listed For Sale

      95 Woodland Rd, Middlebury, CT 06762

      • 5 Beds
      • 3 Baths
      • 3,608 Sq Ft
      • Built 1952
      95 Woodland Rd, Middlebury, CT 06762

      Last Sold Summary

      • 10% Above List Price
      • $146/SF
      • 28 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

    • 47 White Ave, Middlebury, CT 06762

      Est $486,857 Not Listed For Sale

      47 White Ave, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,652 Sq Ft
      • Built 1972
      47 White Ave, Middlebury, CT 06762

      Last Sold Summary

      • 9% Above List Price
      • $168/SF
      • 52 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

    • 48 Steinmann Ave, Middlebury, CT 06762

      Est $445,326 Not Listed For Sale

      48 Steinmann Ave, Middlebury, CT 06762

      • 4 Beds
      • 2 Baths
      • 1,730 Sq Ft
      • Built 1930
      48 Steinmann Ave, Middlebury, CT 06762

      Last Sold Summary

      • $257/SF
      • 34 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Ardita Vinca Dave Jones Realty, LLC

    • 24 Steinmann Ave, Middlebury, CT 06762

      Est $443,687 Not Listed For Sale

      24 Steinmann Ave, Middlebury, CT 06762

      • 3 Beds
      • 2 Baths
      • 1,378 Sq Ft
      • Built 1940
      24 Steinmann Ave, Middlebury, CT 06762

      Last Sold Summary

      • 3% Below List Price
      • $332/SF
      • 31 Days On Market

      Last Sold Price $458,000

      Last Listing Agent Karen Dibble-flaherty Keller Williams Realty

    • 43 Christian Rd, Middlebury, CT 06762

      Est $425,615 Not Listed For Sale

      43 Christian Rd, Middlebury, CT 06762

      • 3 Beds
      • 2 Baths
      • 1,532 Sq Ft
      • Built 1900
      43 Christian Rd, Middlebury, CT 06762

      Last Sold Summary

      • 9% Above List Price
      • $255/SF
      • 114 Days On Market

      Last Sold Price $389,900

      Last Listing Agent Rick Settani Showcase Realty, Inc.

    • 71 Acme Dr, Middlebury, CT 06762

      Est $489,843 Not Listed For Sale

      71 Acme Dr, Middlebury, CT 06762

      • 2 Beds
      • 2 Baths
      • 1,630 Sq Ft
      • Built 1947
      71 Acme Dr, Middlebury, CT 06762

      Last Sold Summary

      • 3% Below List Price
      • $311/SF
      • 5 Days On Market

      Last Sold Price $507,500

      Last Listing Agent Judith Rush Dave Jones Realty, LLC

    • 117 Bronson Dr, Middlebury, CT 06762

      Est $609,468 Not Listed For Sale

      117 Bronson Dr, Middlebury, CT 06762

      • 4 Beds
      • 2.5 Baths
      • 2,522 Sq Ft
      • Built 1952
      117 Bronson Dr, Middlebury, CT 06762

      Last Sold Summary

      • 4% Above List Price
      • $233/SF
      • 50 Days On Market

      Last Sold Price $587,500

      Last Listing Agent Robert Perriello Century 21 AllPoints Realty

    • 40 Dorothy Dr, Middlebury, CT 06762

      Est $634,491 Not Listed For Sale

      40 Dorothy Dr, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,768 Sq Ft
      • Built 1997
      40 Dorothy Dr, Middlebury, CT 06762

      Last Sold Summary

      • 4% Above List Price
      • $220/SF
      • 24 Days On Market

      Last Sold Price $610,000

      Last Listing Agent Kristen Stolfi Berkshire Hathaway Home Services

    • 275 Burr Hall Rd, Middlebury, CT 06762

      Est $912,964 Not Listed For Sale

      275 Burr Hall Rd, Middlebury, CT 06762

      • 4 Beds
      • 5 Baths
      • 4,704 Sq Ft
      • Built 2002
      275 Burr Hall Rd, Middlebury, CT 06762

      Last Sold Summary

      • 16% Above List Price
      • $168/SF
      • 106 Days On Market

      Last Sold Price $790,000

      Last Listing Agent Donna Bannon BHGRE Gaetano Marra Homes

    • 305 Burr Hall Rd, Middlebury, CT 06762

      Est $1,496,670 Not Listed For Sale

      305 Burr Hall Rd, Middlebury, CT 06762

      • 5 Beds
      • 7 Baths
      • 5,465 Sq Ft
      • Built 2004
      305 Burr Hall Rd, Middlebury, CT 06762

      Last Sold Summary

      • 19% Above List Price
      • $231/SF
      • 28 Days On Market

      Last Sold Price $1,262,500

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    • 178 North St, Middlebury, CT 06762

      Est $587,802 Not Listed For Sale

      178 North St, Middlebury, CT 06762

      • 3 Beds
      • 3 Baths
      • 2,791 Sq Ft
      • Built 1790
      178 North St, Middlebury, CT 06762

      Last Sold Summary

      • 40% Above List Price
      • $150/SF
      • 216 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Karen Rigopulos West View Properties, LLC

    • 26 Fenn Rd, Middlebury, CT 06762

      Est $337,067 Not Listed For Sale

      26 Fenn Rd, Middlebury, CT 06762

      • 2 Beds
      • 1 Bath
      • 1,016 Sq Ft
      • Built 1947
      26 Fenn Rd, Middlebury, CT 06762

      Last Sold Summary

      • 39% Above List Price
      • $238/SF
      • 3 Days On Market

      Last Sold Price $242,000

      Last Listing Agent Don Orsini Don Orsini Realty, LLC

    • 17 Beacon Hill Rd, Middlebury, CT 06762

      Est $1,049,363 Not Listed For Sale

      17 Beacon Hill Rd, Middlebury, CT 06762

      • 3 Beds
      • 3.5 Baths
      • 4,434 Sq Ft
      • Built 1977
      17 Beacon Hill Rd, Middlebury, CT 06762

      Last Sold Summary

      • 5% Below List Price
      • $248/SF
      • 174 Days On Market

      Last Sold Price $1,100,000

      Last Listing Agent Erin Martin William Raveis Real Estate

    • 192 Porter Ave, Middlebury, CT 06762

      Est $435,463 Not Listed For Sale

      192 Porter Ave, Middlebury, CT 06762

      • 3 Beds
      • 2 Baths
      • 1,888 Sq Ft
      • Built 1984
      192 Porter Ave, Middlebury, CT 06762

      Last Sold Summary

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

      Last Sold Price $450,000

      Last Listing Agent Nancy Langrock William Raveis Real Estate

    • 249 South St, Middlebury, CT 06762

      Est $911,417 Not Listed For Sale

      249 South St, Middlebury, CT 06762

      • 6 Beds
      • 3.5 Baths
      • 5,047 Sq Ft
      • Built 1815
      249 South St, Middlebury, CT 06762

      Last Sold Summary

      • 7% Above List Price
      • $169/SF
      • 14 Days On Market

      Last Sold Price $852,250

      Last Listing Agent PATRICIA MCQUAIL Coldwell Banker Realty

    • 28 Yale Ave, Middlebury, CT 06762

      Est $358,599 Not Listed For Sale

      28 Yale Ave, Middlebury, CT 06762

      • 1 Bed
      • 2 Baths
      • 1,434 Sq Ft
      • Built 1923
      28 Yale Ave, Middlebury, CT 06762

      Last Sold Summary

      • 5% Above List Price
      • $238/SF
      • 6 Days On Market

      Last Sold Price $342,000

      Last Listing Agent Lysa Napoli Showcase Realty, Inc.

    • 25 Carriage Dr, Middlebury, CT 06762

      Est $598,817 Not Listed For Sale

      25 Carriage Dr, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,284 Sq Ft
      • Built 1966
      25 Carriage Dr, Middlebury, CT 06762

      Last Sold Summary

      • 1% Below List Price
      • $265/SF
      • 47 Days On Market

      Last Sold Price $605,000

      Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

    • 1418 Straits Turnpike, Middlebury, CT 06762

      Est $456,903 Not Listed For Sale

      1418 Straits Turnpike, Middlebury, CT 06762

      • 4 Beds
      • 2 Baths
      • 3,371 Sq Ft
      • Built 1957
      1418 Straits Turnpike, Middlebury, CT 06762

      Last Sold Summary

      • 22% Above List Price
      • $111/SF
      • 49 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Delia Cianfagna William Raveis Real Estate

Showing Results 281 - 320, Page 8 of 18

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