3,783

Middlebury, CT Homes

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  • 112 Periwinkle Dr Unit 112, Middlebury, CT 06762

    $510,000 Sold Oct 22, 2025

    112 Periwinkle Dr Unit 112, Middlebury, CT 06762

    • 2 Beds
    • 2.5 Baths
    • 2,593 Sq Ft
    • Built 2005

    Last Sold Summary

    • 11% Below List Price
    • $197/SF
    • 186 Days On Market

    Current Estimated Value $489,307

    Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

    112 Periwinkle Dr Unit 112, Middlebury, CT 06762
    • 828 Breakneck Hill Rd, Middlebury, CT 06762

      Est $491,195 Not Listed For Sale

      828 Breakneck Hill Rd, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,220 Sq Ft
      • Built 1951
      828 Breakneck Hill Rd, Middlebury, CT 06762

      Last Sold Summary

      • 28% Above List Price
      • $173/SF
      • 17 Days On Market

      Last Sold Price $383,000

      Last Listing Agent Mary Helen Levine Mary Helen Levine Real Estate LLC

  • 74 E Ridge Dr, Middlebury, CT 06762

    $385,000 Sold Mar 10, 2025

    74 E Ridge Dr, Middlebury, CT 06762

    • 2 Beds
    • 1 Bath
    • 1,275 Sq Ft
    • Built 1954

    Last Sold Summary

    • 9% Below List Price
    • $302/SF
    • 123 Days On Market

    Current Estimated Value $401,552

    Last Listing Agent Marian Van Egas Berkshire Hathaway NE Prop.

    74 E Ridge Dr, Middlebury, CT 06762
    • Unlisted Address

      Est $1,124,099 Not Listed For Sale

      Unlisted Address

      • 5 Beds
      • 5 Baths
      • 5,800 Sq Ft
      • Built 1929
      Unlisted Address

      Last Sold Summary

      • 17% Below List Price
      • $234/SF
      • 54 Days On Market

      Last Sold Price $1,360,000

      Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

  • 460 Lake Shore Dr, Middlebury, CT 06762

    $415,000 Sold May 23, 2025

    460 Lake Shore Dr, Middlebury, CT 06762

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft
    • Built 1981

    Last Sold Summary

    • 5% Below List Price
    • $322/SF
    • 68 Days On Market

    Current Estimated Value $417,175

    Last Listing Agent Blair Patterson William Raveis Real Estate

    460 Lake Shore Dr, Middlebury, CT 06762
    • 140 Glenwood Ave, Middlebury, CT 06762

      Est $421,413 Not Listed For Sale

      140 Glenwood Ave, Middlebury, CT 06762

      • 2 Beds
      • 2 Baths
      • 1,638 Sq Ft
      • Built 1936
      140 Glenwood Ave, Middlebury, CT 06762

      Last Sold Summary

      • 26% Above List Price
      • $205/SF
      • 35 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Karen Dibble-flaherty Keller Williams Realty

  • 122 Mirey Dam Rd, Middlebury, CT 06762

    $1,375,000 Sold Sep 04, 2025

    122 Mirey Dam Rd, Middlebury, CT 06762

    • 4 Beds
    • 5 Baths
    • 6,175 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Below List Price
    • $223/SF
    • 103 Days On Market

    Current Estimated Value $1,350,159

    Last Listing Agent Jennifer Jones Coldwell Banker Realty

    122 Mirey Dam Rd, Middlebury, CT 06762
    • 49 White Ave, Middlebury, CT 06762

      Est $396,769 Not Listed For Sale

      49 White Ave, Middlebury, CT 06762

      • 2 Beds
      • 1.5 Baths
      • 1,473 Sq Ft
      • Built 1952
      49 White Ave, Middlebury, CT 06762

      Last Sold Summary

      • 26% Above List Price
      • $214/SF
      • 47 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Sharon Martino Regency Real Estate, LLC

  • 81 Sandy Beach Rd, Middlebury, CT 06762

    $410,000 Sold Mar 14, 2025

    81 Sandy Beach Rd, Middlebury, CT 06762

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft
    • Built 1940

    Last Sold Summary

    • 13% Below List Price
    • $422/SF
    • 61 Days On Market

    Current Estimated Value $413,026

    Last Listing Agent Wilson Lamas Realty Group of New England, LLC

    81 Sandy Beach Rd, Middlebury, CT 06762
    • 5 Laurel Rd, Middlebury, CT 06762

      Est $368,352 Not Listed For Sale

      5 Laurel Rd, Middlebury, CT 06762

      • 3 Beds
      • 1 Bath
      • 1,076 Sq Ft
      • Built 1940
      5 Laurel Rd, Middlebury, CT 06762

      Last Sold Summary

      • 60% Above List Price
      • $214/SF
      • 11 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Jessica Boswell LPT Realty

  • 403 Chestnut Cir Unit 76, Middlebury, CT 06762

    $702,500 Sold May 23, 2025

    403 Chestnut Cir Unit 76, Middlebury, CT 06762

    • 2 Beds
    • 2 Baths
    • 2,292 Sq Ft
    • Built 2023

    Last Sold Summary

    • 6% Above List Price
    • $307/SF
    • 533 Days On Market

    Current Estimated Value $633,852

    Last Listing Agent Jodi Dawley Real Estate Two

    403 Chestnut Cir Unit 76, Middlebury, CT 06762
    • 82 Northwood Dr, Middlebury, CT 06762

      Est $627,626 Not Listed For Sale

      82 Northwood Dr, Middlebury, CT 06762

      • 4 Beds
      • 2.5 Baths
      • 2,729 Sq Ft
      • Built 1960
      82 Northwood Dr, Middlebury, CT 06762

      Last Sold Summary

      • 7% Above List Price
      • $214/SF
      • 230 Days On Market

      Last Sold Price $585,000

      Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

  • 138 Skyline Dr, Middlebury, CT 06762

    $590,000 Sold Jun 04, 2025

    138 Skyline Dr, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,212 Sq Ft
    • Built 1960

    Last Sold Summary

    • 15% Below List Price
    • $267/SF
    • 59 Days On Market

    Current Estimated Value $594,557

    Last Listing Agent Diana Mashni RE/MAX RISE

    138 Skyline Dr, Middlebury, CT 06762
    • 122 Crest Rd, Middlebury, CT 06762

      Est $782,686 Not Listed For Sale

      122 Crest Rd, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 3,253 Sq Ft
      • Built 1982
      122 Crest Rd, Middlebury, CT 06762

      Last Sold Summary

      • 9% Above List Price
      • $220/SF
      • 165 Days On Market

      Last Sold Price $715,000

      Last Listing Agent Jacki Hornish W. Raveis Lifestyles Realty

  • 1 Dogwood Ct Unit 1, Middlebury, CT 06762

    $575,000 Sold Nov 06, 2025

    1 Dogwood Ct Unit 1, Middlebury, CT 06762

    • 3 Beds
    • 3.5 Baths
    • 3,477 Sq Ft
    • Built 2007

    Last Sold Summary

    • 15% Below List Price
    • $165/SF
    • 216 Days On Market

    Current Estimated Value $590,352

    Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

    1 Dogwood Ct Unit 1, Middlebury, CT 06762
    • 61 Carriage Dr, Middlebury, CT 06762

      Est $609,307 Not Listed For Sale

      61 Carriage Dr, Middlebury, CT 06762

      • 4 Beds
      • 2.5 Baths
      • 2,311 Sq Ft
      • Built 1966
      61 Carriage Dr, Middlebury, CT 06762

      Last Sold Summary

      • 6% Above List Price
      • $250/SF
      • 39 Days On Market

      Last Sold Price $577,000

      Last Listing Agent Colleen Burne Coldwell Banker Realty

  • 0 N Benson Rd Unit 43 24071892, Middlebury, CT 06762

    $549,936 Sold Oct 30, 2025

    0 N Benson Rd Unit 43 24071892, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,252 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $244/SF
    • 0 Days On Market

    Last Listing Agent Renee Meuse Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 43 24071892, Middlebury, CT 06762
    • 141 Camp Rd, Middlebury, CT 06762

      Est $574,317 Not Listed For Sale

      141 Camp Rd, Middlebury, CT 06762

      • 2 Beds
      • 2 Baths
      • 2,218 Sq Ft
      • Built 1988
      141 Camp Rd, Middlebury, CT 06762

      Last Sold Summary

      • 9% Above List Price
      • $238/SF
      • 21 Days On Market

      Last Sold Price $528,000

      Last Listing Agent Olivia Hardt Berkshire Hathaway Home Services

  • 401 Chestnut Cir Unit 75, Middlebury, CT 06762

    $707,200 Sold Apr 04, 2025

    401 Chestnut Cir Unit 75, Middlebury, CT 06762

    • 2 Beds
    • 2 Baths
    • 2,292 Sq Ft
    • Built 2023

    Last Sold Summary

    • 7% Above List Price
    • $309/SF
    • 535 Days On Market

    Current Estimated Value $686,388

    Last Listing Agent Jodi Dawley Real Estate Two

    401 Chestnut Cir Unit 75, Middlebury, CT 06762
    • 121 Allerton Farms Rd, Middlebury, CT 06762

      Est $418,139 Not Listed For Sale

      121 Allerton Farms Rd, Middlebury, CT 06762

      • 3 Beds
      • 1.5 Baths
      • 1,428 Sq Ft
      • Built 1948
      121 Allerton Farms Rd, Middlebury, CT 06762

      Last Sold Summary

      • 15% Above List Price
      • $256/SF
      • 8 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Pam Famiglietti William Raveis Real Estate

  • 110 Glenwood Ave, Middlebury, CT 06762

    $525,000 Sold Jun 02, 2025

    110 Glenwood Ave, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $243/SF
    • 33 Days On Market

    Current Estimated Value $536,334

    Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

    110 Glenwood Ave, Middlebury, CT 06762
    • 215 Porter Ave, Middlebury, CT 06762

      Est $374,136 Not Listed For Sale

      215 Porter Ave, Middlebury, CT 06762

      • 3 Beds
      • 1 Bath
      • 1,220 Sq Ft
      • Built 1945
      215 Porter Ave, Middlebury, CT 06762

      Last Sold Summary

      • 12% Above List Price
      • $275/SF
      • 2 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Timothy Faucher eXp Realty

  • 111 Periwinkle Dr Unit 111, Middlebury, CT 06762

    $585,000 Sold Mar 28, 2025

    111 Periwinkle Dr Unit 111, Middlebury, CT 06762

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

    Last Sold Summary

    • 1% Below List Price
    • $236/SF
    • 131 Days On Market

    Current Estimated Value $614,032

    Last Listing Agent Marvin and Laura Beninson Keller Williams Realty

    111 Periwinkle Dr Unit 111, Middlebury, CT 06762
    • 44 Middlebury Terrace, Middlebury, CT 06762

      Est $403,090 Not Listed For Sale

      44 Middlebury Terrace, Middlebury, CT 06762

      • 2 Beds
      • 1.5 Baths
      • 1,229 Sq Ft
      • Built 1937
      44 Middlebury Terrace, Middlebury, CT 06762

      Last Sold Summary

      • 5% Below List Price
      • $346/SF
      • 33 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.

  • 43 Ridgewood Dr Unit 43, Middlebury, CT 06762

    $493,000 Sold Jun 06, 2025

    43 Ridgewood Dr Unit 43, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft
    • Built 2014

    Last Sold Summary

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

    Last Listing Agent Donna Bannon BHGRE Gaetano Marra Homes

    43 Ridgewood Dr Unit 43, Middlebury, CT 06762
    • 150 Burr Hall Rd, Middlebury, CT 06762

      Est $686,336 Not Listed For Sale

      150 Burr Hall Rd, Middlebury, CT 06762

      • 4 Beds
      • 2.5 Baths
      • 3,895 Sq Ft
      • Built 1979
      150 Burr Hall Rd, Middlebury, CT 06762

      Last Sold Summary

      • 6% Above List Price
      • $166/SF
      • 186 Days On Market

      Last Sold Price $645,000

      Last Listing Agent Heather Dever Showcase Realty, Inc.

  • 181 Ridgewood Dr Unit 181, Middlebury, CT 06762

    $565,000 Sold Sep 25, 2025

    181 Ridgewood Dr Unit 181, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,614 Sq Ft
    • Built 2022

    Last Sold Summary

    • 6% Below List Price
    • $216/SF
    • 90 Days On Market

    Last Listing Agent Heather Crabtree RE/MAX RISE

    181 Ridgewood Dr Unit 181, Middlebury, CT 06762
    • 463 Watertown Rd, Middlebury, CT 06762

      Est $516,637 Not Listed For Sale

      463 Watertown Rd, Middlebury, CT 06762

      • 4 Beds
      • 2.5 Baths
      • 2,781 Sq Ft
      • Built 1983
      463 Watertown Rd, Middlebury, CT 06762

      Last Sold Summary

      • 22% Above List Price
      • $153/SF
      • 13 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Michael Vitale Vitale Realty

  • 119 Christian Rd, Middlebury, CT 06762

    $345,000 Sold Sep 10, 2025

    119 Christian Rd, Middlebury, CT 06762

    • 2 Beds
    • 1.5 Baths
    • 866 Sq Ft
    • Built 1936

    Last Sold Summary

    • 1% Below List Price
    • $398/SF
    • 11 Days On Market

    Current Estimated Value $344,884

    Last Listing Agent David Aurigemma Regency Real Estate, LLC

    119 Christian Rd, Middlebury, CT 06762
    • 110 Yale Ave, Middlebury, CT 06762

      Est $486,177 Not Listed For Sale

      110 Yale Ave, Middlebury, CT 06762

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1926
      110 Yale Ave, Middlebury, CT 06762

      Last Sold Summary

      • 3% Below List Price
      • $278/SF
      • 33 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Heather Dever Showcase Realty, Inc.

  • 18 E Ridge Dr, Middlebury, CT 06762

    $456,000 Sold Nov 17, 2025

    18 E Ridge Dr, Middlebury, CT 06762

    • 3 Beds
    • 3 Baths
    • 1,340 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Above List Price
    • $340/SF
    • 54 Days On Market

    Current Estimated Value $450,999

    Last Listing Agent Beth Santos Showcase Realty, Inc.

    18 E Ridge Dr, Middlebury, CT 06762
    • 169 Sandy Hill Rd, Middlebury, CT 06762

      Est $608,169 Not Listed For Sale

      169 Sandy Hill Rd, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,639 Sq Ft
      • Built 1995
      169 Sandy Hill Rd, Middlebury, CT 06762

      Last Sold Summary

      • 16% Above List Price
      • $199/SF
      • 75 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

  • 0 N Benson Rd Unit 36 24058145, Middlebury, CT 06762

    $530,328 Sold Oct 30, 2025

    0 N Benson Rd Unit 36 24058145, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Above List Price
    • $272/SF
    • 163 Days On Market

    Last Listing Agent Renee Meuse Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 36 24058145, Middlebury, CT 06762
    • 200 Northridge Dr, Middlebury, CT 06762

      Est $682,247 Not Listed For Sale

      200 Northridge Dr, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,360 Sq Ft
      • Built 1984
      200 Northridge Dr, Middlebury, CT 06762

      Last Sold Summary

      • 29% Above List Price
      • $225/SF
      • 152 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Wayne Watt Jr. THE CONNECTICUT AGENCY LLC

  • 115 Porter Ave, Middlebury, CT 06762

    $409,000 Sold Nov 25, 2025

    115 Porter Ave, Middlebury, CT 06762

    • 3 Beds
    • 2 Baths
    • 1,498 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Above List Price
    • $273/SF
    • 39 Days On Market

    Current Estimated Value $420,149

    Last Listing Agent Judith Caputo Advantage Realty Group, Inc.

    115 Porter Ave, Middlebury, CT 06762
    • 12 Joy Rd, Middlebury, CT 06762

      Est $398,359 Not Listed For Sale

      12 Joy Rd, Middlebury, CT 06762

      • 3 Beds
      • 2 Baths
      • 1,435 Sq Ft
      • Built 1951
      12 Joy Rd, Middlebury, CT 06762

      Last Sold Summary

      • 21% Above List Price
      • $230/SF
      • 5 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Wynne Lord Coldwell Banker Realty

  • 74 Joy Rd, Middlebury, CT 06762

    $460,000 Sold Aug 15, 2025

    74 Joy Rd, Middlebury, CT 06762

    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Above List Price
    • $250/SF
    • 16 Days On Market

    Current Estimated Value $462,564

    Last Listing Agent Tom Dorso Mapleridge Realty

    74 Joy Rd, Middlebury, CT 06762
    • 252 White Ave, Middlebury, CT 06762

      Est $461,824 Not Listed For Sale

      252 White Ave, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 1,454 Sq Ft
      • Built 1937
      252 White Ave, Middlebury, CT 06762

      Last Sold Summary

      • 9% Above List Price
      • $292/SF
      • 4 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Tom Slekis Berkshire Hathaway Home Services

  • 1996 Straits Turnpike, Middlebury, CT 06762

    $465,000 Sold Oct 03, 2025

    1996 Straits Turnpike, Middlebury, CT 06762

    • 3 Beds
    • 3 Baths
    • 1,768 Sq Ft
    • Built 1978

    Last Sold Summary

    • 3% Below List Price
    • $263/SF
    • 47 Days On Market

    Current Estimated Value $462,933

    Last Listing Agent Devon O'Neill Litchfield Hills Properties LLC

    1996 Straits Turnpike, Middlebury, CT 06762
    • 1738 Middlebury Rd, Middlebury, CT 06762

      Est $439,305 Not Listed For Sale

      1738 Middlebury Rd, Middlebury, CT 06762

      • 3 Beds
      • 2.5 Baths
      • 2,225 Sq Ft
      • Built 1961
      1738 Middlebury Rd, Middlebury, CT 06762

      Last Sold Summary

      • 17% Above List Price
      • $169/SF
      • 32 Days On Market

      Last Sold Price $375,000

      Last Listing Agent April Stirling Coldwell Banker Realty

Showing Results 161 - 200, Page 5 of 18

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