130

Recently Sold Middlebury, CT Homes

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  • 28 Maple Dr, Middlebury, CT 06762

    $435,000 Sold Oct 14, 2025

    28 Maple Dr, Middlebury, CT 06762

    • 3 Beds
    • 3.5 Baths
    • 1,596 Sq Ft
    • Built 1950

    Last Sold Summary

    • 17% Below List Price
    • $273/SF
    • 233 Days On Market

    Last Listing Agent Dean Giatas Fiorelli Realty, LLC

    28 Maple Dr, Middlebury, CT 06762
  • 203 Lake Shore Dr, Middlebury, CT 06762

    $365,000 Sold Jul 01, 2025

    203 Lake Shore Dr, Middlebury, CT 06762

    • 2 Beds
    • 1 Bath
    • 1,344 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Below List Price
    • $272/SF
    • 69 Days On Market

    Current Estimated Value $367,310

    Last Listing Agent Michael Caporizzo William Pitt Sotheby's Int'l

    203 Lake Shore Dr, Middlebury, CT 06762
  • 18 Hunting Ridge Rd, Middlebury, CT 06762

    $790,000 Sold Jun 30, 2025

    18 Hunting Ridge Rd, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Below List Price
    • $293/SF
    • 298 Days On Market

    Current Estimated Value $802,881

    Last Listing Agent Jodi Dawley Real Estate Two

    18 Hunting Ridge Rd, Middlebury, CT 06762
  • 0 N Benson Rd Unit 39 24076410, Middlebury, CT 06762

    $505,834 Sold Oct 17, 2025

    0 N Benson Rd Unit 39 24076410, Middlebury, CT 06762

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

    Last Sold Summary

    • $259/SF
    • 0 Days On Market

    Last Listing Agent Renee Meuse Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 39 24076410, Middlebury, CT 06762
  • 7 Arrowwood Ct Unit 7, Middlebury, CT 06762

    $630,000 Sold May 15, 2025

    7 Arrowwood Ct Unit 7, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 3,465 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $182/SF
    • 77 Days On Market

    Last Listing Agent Jonna Dibble BHGRE Gaetano Marra Homes

    7 Arrowwood Ct Unit 7, Middlebury, CT 06762
  • 58 Chesham Dr, Middlebury, CT 06762

    $230,000 Sold Jun 19, 2025

    58 Chesham Dr, Middlebury, CT 06762

    • Land
    • 1.89 Acres
    • $121,693 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 9 Days On Market

    Current Estimated Value $235,200

    Last Listing Agent Beth Santos Showcase Realty, Inc.

    58 Chesham Dr, Middlebury, CT 06762
  • 481 Long Meadow Rd, Middlebury, CT 06762

    $735,000 Sold Feb 19, 2025

    481 Long Meadow Rd, Middlebury, CT 06762

    • 4 Beds
    • 3 Baths
    • 3,011 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Below List Price
    • $244/SF
    • 92 Days On Market

    Current Estimated Value $760,115

    Last Listing Agent Allen Grealish Coldwell Banker Realty

    481 Long Meadow Rd, Middlebury, CT 06762
  • 43 Merideth Rd, Middlebury, CT 06762

    $385,000 Sold May 05, 2025

    43 Merideth Rd, Middlebury, CT 06762

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • Built 1957

    Last Sold Summary

    • $244/SF
    • 51 Days On Market

    Current Estimated Value $392,122

    Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

    43 Merideth Rd, Middlebury, CT 06762
  • 593 Park Road Extension, Middlebury, CT 06762

    $950,000 Sold Jul 09, 2025

    593 Park Road Extension, Middlebury, CT 06762

    • 4 Beds
    • 3.5 Baths
    • 4,496 Sq Ft
    • Built 1994

    Last Sold Summary

    • 27% Below List Price
    • $211/SF
    • 428 Days On Market

    Current Estimated Value $978,713

    Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

    593 Park Road Extension, Middlebury, CT 06762
  • 396 Watertown Rd, Middlebury, CT 06762

    $790,000 Sold Mar 31, 2025

    396 Watertown Rd, Middlebury, CT 06762

    • 4 Beds
    • 3.5 Baths
    • 3,935 Sq Ft
    • Built 2013

    Last Sold Summary

    • 1% Below List Price
    • $201/SF
    • 64 Days On Market

    Current Estimated Value $808,425

    Last Listing Agent Beth Santos Showcase Realty, Inc.

    396 Watertown Rd, Middlebury, CT 06762
  • 679 Christian Rd, Middlebury, CT 06762

    $454,000 Sold May 08, 2025

    679 Christian Rd, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,312 Sq Ft
    • Built 1967

    Last Sold Summary

    • 1% Above List Price
    • $196/SF
    • 47 Days On Market

    Current Estimated Value $480,580

    Last Listing Agent Chloe White KW Legacy Partners

    679 Christian Rd, Middlebury, CT 06762
  • 288 Watertown Rd Unit Lot 2, Middlebury, CT 06762

    $240,000 Sold Oct 14, 2025

    288 Watertown Rd Unit Lot 2, Middlebury, CT 06762

    • Land
    • 4 Acres
    • $60,000 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 330 Days On Market

    Last Listing Agent John Donato Jr Showcase Realty, Inc.

    288 Watertown Rd Unit Lot 2, Middlebury, CT 06762
  • 61 Stony Brook Rd, Middlebury, CT 06762

    $515,000 Sold Jul 31, 2025

    61 Stony Brook Rd, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 2,804 Sq Ft
    • Built 1971

    Last Sold Summary

    • 21% Below List Price
    • $184/SF
    • 75 Days On Market

    Current Estimated Value $551,764

    Last Listing Agent Maria Cohen William Raveis Real Estate

    61 Stony Brook Rd, Middlebury, CT 06762
  • 55 Westwood Dr, Middlebury, CT 06762

    $675,000 Sold Sep 24, 2025

    55 Westwood Dr, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 2,570 Sq Ft
    • Built 1962

    Last Sold Summary

    • 13% Below List Price
    • $263/SF
    • 192 Days On Market

    Last Listing Agent Graham Klemm Klemm Real Estate Inc

    55 Westwood Dr, Middlebury, CT 06762
  • 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

    Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

    112 Periwinkle Dr Unit 112, Middlebury, CT 06762
  • 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 $401,457

    Last Listing Agent Marian Van Egas Berkshire Hathaway NE Prop.

    74 E Ridge Dr, Middlebury, CT 06762
  • 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 $420,742

    Last Listing Agent Blair Patterson William Raveis Real Estate

    460 Lake Shore Dr, Middlebury, CT 06762
  • 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 $1,376,827

    Last Listing Agent Jennifer Jones Coldwell Banker Realty

    122 Mirey Dam Rd, Middlebury, CT 06762
  • 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 $420,063

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

    81 Sandy Beach Rd, Middlebury, CT 06762
  • 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 $663,914

    Last Listing Agent Jodi Dawley Real Estate Two

    403 Chestnut Cir Unit 76, Middlebury, CT 06762
  • 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 $594,805

    Last Listing Agent Diana Mashni RE/MAX One

    138 Skyline Dr, Middlebury, CT 06762
  • 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

    Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

    1 Dogwood Ct Unit 1, Middlebury, CT 06762
  • 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
  • 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 $674,428

    Last Listing Agent Jodi Dawley Real Estate Two

    401 Chestnut Cir Unit 75, Middlebury, CT 06762
  • 203 Tower Rd, Middlebury, CT 06762

    $555,000 Sold Jan 22, 2025

    203 Tower Rd, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 2,572 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $216/SF
    • 86 Days On Market

    Current Estimated Value $582,112

    Last Listing Agent Nancy Lydell Calcagni Real Estate

    203 Tower Rd, Middlebury, CT 06762
  • 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 $537,963

    Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

    110 Glenwood Ave, Middlebury, CT 06762
  • 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 $612,302

    Last Listing Agent Marvin and Laura Beninson Keller Williams Realty

    111 Periwinkle Dr Unit 111, Middlebury, CT 06762
  • 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
  • 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
  • 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 $343,801

    Last Listing Agent David Aurigemma Regency Real Estate, LLC

    119 Christian Rd, Middlebury, CT 06762
  • 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

    Last Listing Agent Beth Santos Showcase Realty, Inc.

    18 E Ridge Dr, Middlebury, CT 06762
  • 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
  • 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

    Last Listing Agent Judith Caputo Advantage Realty Group, Inc.

    115 Porter Ave, Middlebury, CT 06762
  • 428 Benson Rd, Middlebury, CT 06762

    $570,000 Sold Feb 28, 2025

    428 Benson Rd, Middlebury, CT 06762

    • 5 Beds
    • 4 Baths
    • 3,106 Sq Ft
    • Built 1962

    Last Sold Summary

    • 4% Above List Price
    • $184/SF
    • 55 Days On Market

    Current Estimated Value $612,941

    Last Listing Agent Jason Malagutti Regency Real Estate, LLC

    428 Benson Rd, Middlebury, CT 06762
  • 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 $460,911

    Last Listing Agent Tom Dorso Mapleridge Realty

    74 Joy Rd, Middlebury, CT 06762
  • 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

    Last Listing Agent Devon O'Neill Litchfield Hills Properties LLC

    1996 Straits Turnpike, Middlebury, CT 06762
  • 1 Stevens Rd, Middlebury, CT 06762

    $520,000 Sold Aug 13, 2025

    1 Stevens Rd, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,248 Sq Ft
    • Built 1937

    Last Sold Summary

    • 9% Below List Price
    • $231/SF
    • 70 Days On Market

    Current Estimated Value $515,146

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    1 Stevens Rd, Middlebury, CT 06762
  • 182 Bayberry Terrace, Middlebury, CT 06762

    $495,000 Sold Dec 22, 2025

    182 Bayberry Terrace, Middlebury, CT 06762

    • 4 Beds
    • 2 Baths
    • 2,302 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Below List Price
    • $215/SF
    • 34 Days On Market

    Last Listing Agent David Aurigemma Regency Real Estate, LLC

    182 Bayberry Terrace, Middlebury, CT 06762
  • 0 N Benson Rd Unit 41 24061449, Middlebury, CT 06762

    $541,566 Sold Oct 06, 2025

    0 N Benson Rd Unit 41 24061449, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 2,206 Sq Ft
    • Built 2025

    Last Sold Summary

    • $245/SF
    • 0 Days On Market

    Last Listing Agent Renee Meuse Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 41 24061449, Middlebury, CT 06762
  • 1 Yale Ave, Middlebury, CT 06762

    $425,000 Sold Jul 25, 2025

    1 Yale Ave, Middlebury, CT 06762

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft
    • Built 1935

    Last Sold Summary

    • 12% Below List Price
    • $238/SF
    • 40 Days On Market

    Current Estimated Value $432,958

    Last Listing Agent Elizabeth Newnham William Pitt Sotheby's Int'l

    1 Yale Ave, Middlebury, CT 06762

Showing Results 41 - 80, Page 2 of 4

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Recently Sold Real Estate & Homes in Middlebury, CT

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