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Recently Sold East Middlebury, VT Homes

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  • /37

    $408,000

    Sold Mar 26, 2026

    46 Ossie Rd, Middlebury, VT 05753

    • 3 Beds
    • 2.5 Baths
    • 1,694 Sq Ft
    • Built 1957

    Last Sold Summary

    • 2% Below List Price
    • $241/SF
    • 48 Days On Market

    Current Estimated Value $419,545

    Last Listing Agent Roxanna Emilo Emilo Real Estate, LLC

    46 Ossie Rd, Middlebury, VT 05753
  • /46

    $410,000

    Sold Feb 11, 2026

    86 Ossie Rd, Middlebury, VT 05753

    • 3 Beds
    • 2 Baths
    • 1,673 Sq Ft
    • Built 1933

    Last Sold Summary

    • 2% Below List Price
    • $245/SF
    • 70 Days On Market

    Current Estimated Value $407,758

    Last Listing Agent Amey Ryan IPJ Real Estate

    86 Ossie Rd, Middlebury, VT 05753
  • /31

    $280,000

    Sold Mar 18, 2026

    82 Ossie Rd, Middlebury, VT 05753

    • 3 Beds
    • 1.5 Baths
    • 1,330 Sq Ft
    • Built 1935

    Last Sold Summary

    • 11% Below List Price
    • $211/SF
    • 77 Days On Market

    Current Estimated Value $309,963

    Last Listing Agent Jill Fraga The Real Estate Company of Vermont, LLC

    82 Ossie Rd, Middlebury, VT 05753
  • /26

    $399,000

    Sold Oct 02, 2025

    385 E Main St, Middlebury, VT 05753

    • 2 Beds
    • 2 Baths
    • 1,206 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Below List Price
    • $331/SF
    • 42 Days On Market

    Current Estimated Value $394,450

    Last Listing Agent Sarah Peluso IPJ Real Estate

    385 E Main St, Middlebury, VT 05753
  • /42

    $432,000

    Sold Dec 23, 2025

    427 E Main St, Middlebury, VT 05753

    • 5 Beds
    • 2 Baths
    • 2,963 Sq Ft
    • Built 1800

    Last Sold Summary

    • 23% Below List Price
    • $146/SF
    • 167 Days On Market

    Current Estimated Value $459,057

    Last Listing Agent Levi Doria IPJ Real Estate

    427 E Main St, Middlebury, VT 05753
  • /33

    $400,000

    Sold Aug 24, 2026

    442 E Main St, Middlebury, VT 05753

    • 4 Beds
    • 2 Baths
    • 1,815 Sq Ft
    • Built 1870

    Last Sold Summary

    • 11% Below List Price
    • $220/SF
    • 85 Days On Market

    Current Estimated Value $409,178

    Last Listing Agent Heather Foster-Provencher Champlain Valley Properties

    442 E Main St, Middlebury, VT 05753
  • /37

    $500,000

    Sold Aug 21, 2026

    458 E Main St, Middlebury, VT 05753

    • 5 Beds
    • 3.5 Baths
    • 3,116 Sq Ft
    • Built 1840

    Last Sold Summary

    • 16% Below List Price
    • $160/SF
    • 27 Days On Market

    Current Estimated Value $587,044

    Last Listing Agent Beth Stanway IPJ Real Estate

    458 E Main St, Middlebury, VT 05753
  • /51

    $676,767

    Sold Aug 10, 2026

    29 Kings Row, Middlebury, VT 05753

    • 5 Beds
    • 4.5 Baths
    • 4,840 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $140/SF
    • 27 Days On Market

    Current Estimated Value $678,896

    Last Listing Agent Sarah Peluso IPJ Real Estate

    29 Kings Row, Middlebury, VT 05753
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