Recently Sold Homes in 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
• 

  $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
• 

  $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 $232,551

  Last Listing Agent Beth Santos Showcase Realty, Inc.

  58 Chesham Dr, 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 $390,815

  Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

  43 Merideth Rd, 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 $960,954

  Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

  593 Park Road Extension, 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 $485,886

  Last Listing Agent Chloe White KW Legacy Partners

  679 Christian Rd, 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
• 

  $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 $546,934

  Last Listing Agent Maria Cohen William Raveis Real Estate

  61 Stony Brook Rd, 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

  Current Estimated Value $647,599

  Last Listing Agent Graham Klemm Klemm Real Estate Inc

  55 Westwood Dr, Middlebury, CT 06762
• 

  $85,000 Sold Jan 07, 2026

  440 Lake Shore Dr, Middlebury, CT 06762

  • Land
  • 0.45 Acre
  • $188,889 per Acre

  Last Sold Summary

  • 258 Days On Market

  Current Estimated Value $85,545

  Last Listing Agent Florence DeDampierre W. Raveis Lifestyles Realty

  440 Lake Shore Dr, 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 $476,585

  Last Listing Agent Mary Ann Hebert BHGRE Gaetano Marra Homes

  112 Periwinkle Dr Unit 112, 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 $419,097

  Last Listing Agent Blair Patterson William Raveis Real Estate

  460 Lake Shore Dr, 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 $1,386,797

  Last Listing Agent Jennifer Jones Coldwell Banker Realty

  122 Mirey Dam Rd, 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 $659,761

  Last Listing Agent Jodi Dawley Real Estate Two

  403 Chestnut Cir Unit 76, 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 $595,196

  Last Listing Agent Diana Mashni RE/MAX RISE

  138 Skyline Dr, 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 $601,024

  Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  1 Dogwood Ct Unit 1, 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
• 

  $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 $674,973

  Last Listing Agent Jodi Dawley Real Estate Two

  401 Chestnut Cir Unit 75, 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 $534,418

  Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

  110 Glenwood Ave, 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
• 

  $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
• 

  $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 $345,160

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  119 Christian Rd, 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 $447,131

  Last Listing Agent Beth Santos Showcase Realty, Inc.

  18 E Ridge Dr, 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
• 

  $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 $411,374

  Last Listing Agent Judith Caputo Advantage Realty Group, Inc.

  115 Porter Ave, 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 $463,284

  Last Listing Agent Tom Dorso Mapleridge Realty

  74 Joy Rd, 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 $453,094

  Last Listing Agent Devon O'Neill Litchfield Hills Properties LLC

  1996 Straits Turnpike, 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 $516,925

  Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  1 Stevens Rd, 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

  Current Estimated Value $495,858

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  182 Bayberry Terrace, 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
• 

  $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 $433,492

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

  1 Yale Ave, Middlebury, CT 06762
• 

  $595,000 Sold Jun 04, 2025

  7 Highridge Rd Unit 7, Middlebury, CT 06762

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Above List Price
  • $229/SF
  • 93 Days On Market

  Last Listing Agent Tracy Ropa-Lucifora William Raveis Real Estate

  7 Highridge Rd Unit 7, Middlebury, CT 06762
• 

  $895,000 Sold Feb 11, 2026

  383 Leonard Rd, Middlebury, CT 06762

  • 4 Beds
  • 4.5 Baths
  • 3,220 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Above List Price
  • $278/SF
  • 81 Days On Market

  Last Listing Agent Koco Pela William Raveis Real Estate

  383 Leonard Rd, Middlebury, CT 06762
• 

  $740,000 Sold Aug 06, 2025

  17 Deer Run Rd, Middlebury, CT 06762

  • 4 Beds
  • 2.5 Baths
  • 2,466 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $300/SF
  • 136 Days On Market

  Current Estimated Value $744,446

  Last Listing Agent Jodi Dawley Real Estate Two

  17 Deer Run Rd, Middlebury, CT 06762
• 

  $620,000 Sold Jul 30, 2025

  1 Chatham Ct, Middlebury, CT 06762

  • 4 Beds
  • 2.5 Baths
  • 2,950 Sq Ft
  • Built 2005

  Last Sold Summary

  • 5% Below List Price
  • $210/SF
  • 45 Days On Market

  Current Estimated Value $668,747

  Last Listing Agent Norinne Byrne Calcagni Real Estate

  1 Chatham Ct, Middlebury, CT 06762
• 

  $536,000 Sold Aug 28, 2025

  76 Three Mile Hill Rd, Middlebury, CT 06762

  • 4 Beds
  • 3 Baths
  • 2,088 Sq Ft
  • Built 1954

  Last Sold Summary

  • 15% Below List Price
  • $257/SF
  • 104 Days On Market

  Current Estimated Value $529,179

  Last Listing Agent Lisa Clarke Dave Jones Realty, LLC

  76 Three Mile Hill Rd, Middlebury, CT 06762
• 

  $800,000 Sold Dec 16, 2025

  1 Hampshire Ct, Middlebury, CT 06762

  • 4 Beds
  • 3.5 Baths
  • 3,711 Sq Ft
  • Built 2008

  Last Sold Summary

  • 3% Below List Price
  • $216/SF
  • 67 Days On Market

  Current Estimated Value $809,890

  Last Listing Agent Patricia Forbes Berkshire Hathaway NE Prop.

  1 Hampshire Ct, Middlebury, CT 06762
• 

  $645,000 Sold Jan 27, 2026

  51 Cross Rd, Middlebury, CT 06762

  • 4 Beds
  • 3.5 Baths
  • 3,244 Sq Ft
  • Built 1977

  Last Sold Summary

  • 2% Above List Price
  • $199/SF
  • 53 Days On Market

  Current Estimated Value $635,924

  Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

  51 Cross Rd, Middlebury, CT 06762
• 

  $820,000 Sold Dec 18, 2025

  11 Hunting Ridge Rd, Middlebury, CT 06762

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 2025

  Last Sold Summary

  • 17% Above List Price
  • $304/SF
  • 322 Days On Market

  Current Estimated Value $807,939

  Last Listing Agent Jodi Dawley Real Estate Two

  11 Hunting Ridge Rd, Middlebury, CT 06762
• 

  $511,000 Sold Oct 01, 2025

  0 N Benson Rd Unit 38 24064329, Middlebury, CT 06762

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

  Last Sold Summary

  • $262/SF
  • 0 Days On Market

  Last Listing Agent Renee Meuse Lovley Century 21 AllPoints Realty

  0 N Benson Rd Unit 38 24064329, Middlebury, CT 06762

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