3,798

Middlebury, CT Homes

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  • 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 $516,312

    Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    1 Stevens Rd, Middlebury, CT 06762
  • 292 Park Road Extension, Middlebury, CT 06762

    $574,900

    Sold May 04, 2026

    292 Park Road Extension, Middlebury, CT 06762

    • 5 Beds
    • 2 Baths
    • 1,924 Sq Ft
    • Built 1800

    Last Sold Summary

    • 4% Below List Price
    • $299/SF
    • 136 Days On Market

    Current Estimated Value $567,028

    Last Listing Agent Tammy Ferrauola Eagle Eye Realty PLLC

    292 Park Road Extension, 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

    Current Estimated Value $498,180

    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 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 $430,952

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

    1 Yale Ave, Middlebury, CT 06762
  • 18 Freedom Rd, Middlebury, CT 06762

    $495,650

    Sold May 18, 2026

    18 Freedom Rd, Middlebury, CT 06762

    • 3 Beds
    • 1.5 Baths
    • 1,492 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Above List Price
    • $332/SF
    • 10 Days On Market

    Current Estimated Value $475,640

    Last Listing Agent Karen Stanco Showcase Realty, Inc.

    18 Freedom Rd, Middlebury, CT 06762
  • 637 Watertown Rd, Middlebury, CT 06762

    $475,000

    Sold Apr 27, 2026

    637 Watertown Rd, Middlebury, CT 06762

    • 3 Beds
    • 3.5 Baths
    • 1,918 Sq Ft
    • Built 1971

    Last Sold Summary

    • 10% Below List Price
    • $248/SF
    • 102 Days On Market

    Current Estimated Value $463,609

    Last Listing Agent Jonna Dibble BHGRE Gaetano Marra Homes

    637 Watertown Rd, Middlebury, CT 06762
  • 383 Leonard Rd, 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
  • 17 Deer Run 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 $750,112

    Last Listing Agent Jodi Dawley Real Estate Two

    17 Deer Run Rd, Middlebury, CT 06762
  • 1 Chatham Ct, 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 $661,564

    Last Listing Agent Norinne Byrne Calcagni Real Estate

    1 Chatham Ct, Middlebury, CT 06762
  • 76 Three Mile Hill Rd, 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 $529,060

    Last Listing Agent Lisa Clarke Dave Jones Realty, LLC

    76 Three Mile Hill Rd, Middlebury, CT 06762
  • 1 Hampshire Ct, 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 $809,482

    Last Listing Agent Patricia Forbes Berkshire Hathaway NE Prop.

    1 Hampshire Ct, Middlebury, CT 06762
  • 51 Cross Rd, 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 $637,039

    Last Listing Agent Christina Zainc BHGRE Gaetano Marra Homes

    51 Cross Rd, Middlebury, CT 06762
  • 11 Hunting Ridge 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 $806,753

    Last Listing Agent Jodi Dawley Real Estate Two

    11 Hunting Ridge Rd, Middlebury, CT 06762
  • 0 N Benson Rd Unit 38 24064329, 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 Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 38 24064329, Middlebury, CT 06762
  • 288 Watertown Rd Unit Lot 3, Middlebury, CT 06762

    $225,000

    Sold Sep 16, 2025

    288 Watertown Rd Unit Lot 3, Middlebury, CT 06762

    • Land
    • 3.07 Acres
    • $73,290 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 330 Days On Market

    Last Listing Agent John Donato Jr Showcase Realty, Inc.

    288 Watertown Rd Unit Lot 3, Middlebury, CT 06762
  • 271 Shadduck Rd, Middlebury, CT 06762

    $435,000

    Sold May 20, 2026

    271 Shadduck Rd, Middlebury, CT 06762

    • 3 Beds
    • 1.5 Baths
    • 1,288 Sq Ft
    • Built 1976

    Last Sold Summary

    • 1% Above List Price
    • $338/SF
    • 28 Days On Market

    Current Estimated Value $433,713

    Last Listing Agent Stephen Mele Houlihan Lawrence

    271 Shadduck Rd, Middlebury, CT 06762
  • 115 Marney Dr, Middlebury, CT 06762

    $490,000

    Sold Jul 28, 2025

    115 Marney Dr, Middlebury, CT 06762

    • 3 Beds
    • 2.5 Baths
    • 1,682 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $291/SF
    • 86 Days On Market

    Current Estimated Value $490,475

    Last Listing Agent Allysa DeRosa Mapleridge Realty

    115 Marney Dr, Middlebury, CT 06762
  • 84 Munson Rd, Middlebury, CT 06762

    $675,000

    Sold Jun 08, 2026

    84 Munson Rd, Middlebury, CT 06762

    • 4 Beds
    • 5 Baths
    • 3,254 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Below List Price
    • $207/SF
    • 59 Days On Market

    Current Estimated Value $700,459

    Last Listing Agent Adam Devine Dorrance Realty

    84 Munson Rd, Middlebury, CT 06762
  • 366 Charcoal Ave, Middlebury, CT 06762

    $750,000

    Sold May 27, 2026

    366 Charcoal Ave, Middlebury, CT 06762

    • 4 Beds
    • 2.5 Baths
    • 3,198 Sq Ft
    • Built 1998

    Last Sold Summary

    • $235/SF
    • 23 Days On Market

    Current Estimated Value $749,744

    Last Listing Agent Stephen Briotti Lamacchia Realty

    366 Charcoal Ave, Middlebury, CT 06762

Showing Results 201 - 240, Page 6 of 18

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