3,248

Middlebury, VT Homes

Section Image
    • 503 Weybridge St, Middlebury, VT 05753
      503 Weybridge St, Middlebury, VT 05753
      503 Weybridge St, Middlebury, VT 05753
      /40

      Est $453,502

      Not Listed For Sale

      503 Weybridge St, Middlebury, VT 05753

      • 3 Beds
      • 1 Bath
      • 1,380 Sq Ft
      • Built 1963
      503 Weybridge St, Middlebury, VT 05753

      Last Sold Summary

      • 46 Days On Market

  • 95 Seminary Street Extension, Middlebury, VT 05753
    95 Seminary Street Extension, Middlebury, VT 05753
    95 Seminary Street Extension, Middlebury, VT 05753
    /28

    $489,000

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,916 Sq Ft

    95 Seminary Street Extension, Middlebury, VT 05753

    OPEN HOUSE JULY 19TH from 1 to 3PM! Buyer Brokers honored. This updated mid-century home features new flooring and fresh interior paint. Step outside onto the new back deck — the perfect place to entertain, relax, and take in views of your own private slice of Vermont.Set on 1.1 acres, the property offers plenty of space for a vegetable garden and complements the existing perennial plantings.

    Sean Dye BHHS Vermont Realty Group/Vergennes

    95 Seminary Street Extension, Middlebury, VT 05753
  • 101 Lindale Cir, Middlebury, VT 05753
    101 Lindale Cir, Middlebury, VT 05753
    101 Lindale Cir, Middlebury, VT 05753
    /15

    $70,000

    Sold Dec 01, 2025

    101 Lindale Cir, Middlebury, VT 05753

    • 2 Beds
    • 1 Bath
    • 940 Sq Ft
    • Built 1974

    Last Sold Summary

    • 7% Below List Price
    • $74/SF
    • 19 Days On Market

    Last Listing Agent Roxanna Emilo Emilo Real Estate, LLC

    101 Lindale Cir, Middlebury, VT 05753
    • 3 Gorham Ln, Middlebury, VT 05753
      3 Gorham Ln, Middlebury, VT 05753
      3 Gorham Ln, Middlebury, VT 05753
      /32

      Est $523,877

      Not Listed For Sale

      3 Gorham Ln, Middlebury, VT 05753

      • 3 Beds
      • 1.5 Baths
      • 1,784 Sq Ft
      • Built 1960
      3 Gorham Ln, Middlebury, VT 05753

      Last Sold Summary

      • 29 Days On Market

  • 62 Lindale Cir, Middlebury, VT 05753
    62 Lindale Cir, Middlebury, VT 05753
    62 Lindale Cir, Middlebury, VT 05753
    /20

    $79,500

    Under Contract
    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    62 Lindale Cir, Middlebury, VT 05753

    Affordable living in Middlebury Mobile Home Park. This home was originally a three-bedroom and has been thoughtfully converted to a two-bedroom, creating a spacious primary bedroom. Accessibility features include a walk-in shower and a ramp for easy entry. Significant upgrades completed in 2019 include new windows, siding, hot water tank, oil tank, and additional improvements.The property

    Roxanna Emilo Emilo Real Estate, LLC

    62 Lindale Cir, Middlebury, VT 05753
  • 385 E Main St, Middlebury, VT 05753
    385 E Main St, Middlebury, VT 05753
    385 E Main St, 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 $367,051

    Last Listing Agent Sarah Peluso IPJ Real Estate

    385 E Main St, Middlebury, VT 05753
    • 567 Weybridge St, Middlebury, VT 05753
      567 Weybridge St, Middlebury, VT 05753
      567 Weybridge St, Middlebury, VT 05753
      /12

      Est $432,612

      Not Listed For Sale

      567 Weybridge St, Middlebury, VT 05753

      • 3 Beds
      • 1.5 Baths
      • 1,770 Sq Ft
      • Built 1957
      567 Weybridge St, Middlebury, VT 05753

      Last Sold Summary

      • 3 Days On Market

  • 89 Court St, Middlebury, VT 05753
    89 Court St, Middlebury, VT 05753
    89 Court St, Middlebury, VT 05753
    /56

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    89 Court St, Middlebury, VT 05753

    This vintage farmhouse-style home is full of character and classic architectural details. Original woodwork, solid wood doors, hardwood floors, and a seasonal sleeping porch showcase the home's timeless appeal. The main level features a centrally located propane stove in the living room, a spacious kitchen, and a first-floor bedroom with 3⁄4 bathroom. Upstairs, you'll find three additional

    Bianca Perta Coldwell Banker Hickok and Boardman

    89 Court St, Middlebury, VT 05753
  • 47 Barnes Brook Rd, Middlebury, VT 05753
    47 Barnes Brook Rd, Middlebury, VT 05753
    47 Barnes Brook Rd, Middlebury, VT 05753
    /9

    $520,000

    Sold Jun 22, 2026

    47 Barnes Brook Rd, Middlebury, VT 05753

    • 3 Beds
    • 2.5 Baths
    • 2,019 Sq Ft
    • Built 2026

    Last Sold Summary

    • 8% Above List Price
    • $258/SF

    Last Listing Agent Sarah Peluso IPJ Real Estate

    47 Barnes Brook Rd, Middlebury, VT 05753
    • 10 Gorham Ln, Middlebury, VT 05753
      10 Gorham Ln, Middlebury, VT 05753
      10 Gorham Ln, Middlebury, VT 05753
      /24

      Est $602,062

      Not Listed For Sale

      10 Gorham Ln, Middlebury, VT 05753

      • 3 Beds
      • 1.5 Baths
      • 1,598 Sq Ft
      • Built 1970
      10 Gorham Ln, Middlebury, VT 05753

      Last Sold Summary

      • 0 Days On Market

  • 800 Route 7 S, Middlebury, VT 05753
    800 Route 7 S, Middlebury, VT 05753
    800 Route 7 S, Middlebury, VT 05753
    /46

    $345,500

    Sold Aug 29, 2025

    800 Route 7 S, Middlebury, VT 05753

    • 3 Beds
    • 1.5 Baths
    • 2,300 Sq Ft
    • Built 1965

    Last Sold Summary

    • 9% Below List Price
    • $150/SF
    • 30 Days On Market

    Current Estimated Value $408,815

    Last Listing Agent Connor Johnson KW Vermont

    800 Route 7 S, Middlebury, VT 05753
    • 12 Gorham Ln, Middlebury, VT 05753
      12 Gorham Ln, Middlebury, VT 05753
      12 Gorham Ln, Middlebury, VT 05753
      /31

      Est $506,657

      Not Listed For Sale

      12 Gorham Ln, Middlebury, VT 05753

      • 3 Beds
      • 2 Baths
      • 1,338 Sq Ft
      • Built 1958
      12 Gorham Ln, Middlebury, VT 05753

      Last Sold Summary

      • 15 Days On Market

  • 68 Court St, Middlebury, VT 05753
    68 Court St, Middlebury, VT 05753
    68 Court St, Middlebury, VT 05753
    /34

    $390,000

    Sold Apr 09, 2026

    68 Court St, Middlebury, VT 05753

    • 4 Beds
    • 2 Baths
    • 1,652 Sq Ft
    • Built 1910

    Last Sold Summary

    • 5% Below List Price
    • $236/SF
    • 140 Days On Market

    Current Estimated Value $402,370

    Last Listing Agent Amey Ryan IPJ Real Estate

    68 Court St, Middlebury, VT 05753
    • 98 Peterson Terrace, Middlebury, VT 05753
      98 Peterson Terrace, Middlebury, VT 05753
      98 Peterson Terrace, Middlebury, VT 05753
      /22

      Est $358,290

      Not Listed For Sale

      98 Peterson Terrace, Middlebury, VT 05753

      • 3 Beds
      • 1 Bath
      • 1,772 Sq Ft
      • Built 1975
      98 Peterson Terrace, Middlebury, VT 05753

      Last Sold Summary

      • 70 Days On Market

  • 427 E Main St, Middlebury, VT 05753
    427 E Main St, Middlebury, VT 05753
    427 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 $471,953

    Last Listing Agent Levi Doria IPJ Real Estate

    427 E Main St, Middlebury, VT 05753
    • 57 Colonial Dr, Middlebury, VT 05753
      57 Colonial Dr, Middlebury, VT 05753
      57 Colonial Dr, Middlebury, VT 05753
      /31

      Est $552,647

      Not Listed For Sale

      57 Colonial Dr, Middlebury, VT 05753

      • 3 Beds
      • 3 Baths
      • 2,262 Sq Ft
      • Built 1972
      57 Colonial Dr, Middlebury, VT 05753

      Last Sold Summary

      • 15 Days On Market

  • 681 Weybridge St, Middlebury, VT 05753
    681 Weybridge St, Middlebury, VT 05753
    681 Weybridge St, Middlebury, VT 05753
    /32

    $549,000

    Sold Jun 01, 2026

    681 Weybridge St, Middlebury, VT 05753

    • 3 Beds
    • 3.5 Baths
    • 1,696 Sq Ft
    • Built 1930

    Last Sold Summary

    • $324/SF
    • 5 Days On Market

    Current Estimated Value $533,709

    Last Listing Agent Sarah Peluso IPJ Real Estate

    681 Weybridge St, Middlebury, VT 05753
    • 19 Chipman Heights, Middlebury, VT 05753
      19 Chipman Heights, Middlebury, VT 05753
      19 Chipman Heights, Middlebury, VT 05753
      /27

      Est $703,494

      Not Listed For Sale

      19 Chipman Heights, Middlebury, VT 05753

      • 4 Beds
      • 3 Baths
      • 2,600 Sq Ft
      • Built 1953
      19 Chipman Heights, Middlebury, VT 05753

      Last Sold Summary

      • 224 Days On Market

  • 39 Stonecrop Rd, Middlebury, VT 05753
    39 Stonecrop Rd, Middlebury, VT 05753
    39 Stonecrop Rd, Middlebury, VT 05753
    /7

    $425,000

    Sold Aug 25, 2025

    39 Stonecrop Rd, Middlebury, VT 05753

    • 2 Beds
    • 1.5 Baths
    • 1,516 Sq Ft
    • Built 2025

    Last Sold Summary

    • 19% Above List Price
    • $280/SF
    • 18 Days On Market

    Last Listing Agent Sarah Peluso IPJ Real Estate

    39 Stonecrop Rd, Middlebury, VT 05753
    • 9 Chipman Heights, Middlebury, VT 05753
      9 Chipman Heights, Middlebury, VT 05753
      9 Chipman Heights, Middlebury, VT 05753
      /29

      Est $705,355

      Not Listed For Sale

      9 Chipman Heights, Middlebury, VT 05753

      • 4 Beds
      • 2.5 Baths
      • 2,196 Sq Ft
      • Built 1985
      9 Chipman Heights, Middlebury, VT 05753

      Last Sold Summary

      • 3 Days On Market

  • 560 Route 30, Middlebury, VT 05753
    560 Route 30, Middlebury, VT 05753
    560 Route 30, Middlebury, VT 05753
    /37

    $782,000

    Sold Jun 25, 2026

    560 Route 30, Middlebury, VT 05753

    • 4 Beds
    • 3.5 Baths
    • 3,617 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Above List Price
    • $216/SF
    • 3 Days On Market

    Current Estimated Value $750,131

    Last Listing Agent Amey Ryan IPJ Real Estate

    560 Route 30, Middlebury, VT 05753
    • 73 N Pleasant St, Middlebury, VT 05753
      73 N Pleasant St, Middlebury, VT 05753
      73 N Pleasant St, Middlebury, VT 05753
      /42

      Est $384,401

      Not Listed For Sale

      73 N Pleasant St, Middlebury, VT 05753

      • 4 Beds
      • 2.5 Baths
      • 2,030 Sq Ft
      • Built 1900
      73 N Pleasant St, Middlebury, VT 05753

      Last Sold Summary

      • 78 Days On Market

  • 29 N Pleasant St, Middlebury, VT 05753
    29 N Pleasant St, Middlebury, VT 05753
    29 N Pleasant St, Middlebury, VT 05753
    /18

    $595,000

    Sold Mar 18, 2026

    29 N Pleasant St, Middlebury, VT 05753

    • 4 Beds
    • 2,870 Sq Ft
    • Built 1900

    Last Sold Summary

    • $207/SF
    • 0 Days On Market

    Current Estimated Value $648,756

    Last Listing Agent Nancy Foster

    29 N Pleasant St, Middlebury, VT 05753
    • 104 Seymour St, Middlebury, VT 05753
      104 Seymour St, Middlebury, VT 05753
      104 Seymour St, Middlebury, VT 05753
      /29

      Est $485,783

      Not Listed For Sale

      104 Seymour St, Middlebury, VT 05753

      • 3 Beds
      • 2 Baths
      • 1,398 Sq Ft
      • Built 1900
      104 Seymour St, Middlebury, VT 05753

      Last Sold Summary

      • 12 Days On Market

  • 1726 Munger St, Middlebury, VT 05753
    1726 Munger St, Middlebury, VT 05753
    1726 Munger St, Middlebury, VT 05753
    /40

    $215,000

    Sold Dec 19, 2025

    1726 Munger St, Middlebury, VT 05753

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft
    • Built 1900

    Last Sold Summary

    • 22% Below List Price
    • $101/SF
    • 126 Days On Market

    Current Estimated Value $317,463

    Last Listing Agent Amey Ryan IPJ Real Estate

    1726 Munger St, Middlebury, VT 05753
    • 3 Ledgewood Ct, Middlebury, VT 05753
      3 Ledgewood Ct, Middlebury, VT 05753
      3 Ledgewood Ct, Middlebury, VT 05753
      /20

      Est $222,602

      Not Listed For Sale

      3 Ledgewood Ct, Middlebury, VT 05753

      • 3 Beds
      • 1 Bath
      • 1,122 Sq Ft
      • Built 1989
      3 Ledgewood Ct, Middlebury, VT 05753

      Last Sold Summary

      • 9 Days On Market

  • 70 Maple St Unit 205, Middlebury, VT 05753
    70 Maple St Unit 205, Middlebury, VT 05753
    70 Maple St Unit 205, Middlebury, VT 05753
    /26

    $825,000

    Sold Mar 03, 2026

    70 Maple St Unit 205, Middlebury, VT 05753

    • 3 Beds
    • 3 Baths
    • 1,653 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $499/SF
    • 85 Days On Market

    Last Listing Agent Sarah Peluso IPJ Real Estate

    70 Maple St Unit 205, Middlebury, VT 05753
    • 1 Woodbridge Ln, Middlebury, VT 05753
      1 Woodbridge Ln, Middlebury, VT 05753
      1 Woodbridge Ln, Middlebury, VT 05753
      /19

      Est $224,527

      Not Listed For Sale

      1 Woodbridge Ln, Middlebury, VT 05753

      • 2 Beds
      • 1.5 Baths
      • 1,080 Sq Ft
      • Built 1981
      1 Woodbridge Ln, Middlebury, VT 05753

      Last Sold Summary

      • 4 Days On Market

  • 4 Woodbridge Ln, Middlebury, VT 05753
    4 Woodbridge Ln, Middlebury, VT 05753
    4 Woodbridge Ln, Middlebury, VT 05753
    /29

    $270,000

    Sold Dec 16, 2025

    4 Woodbridge Ln, Middlebury, VT 05753

    • 3 Beds
    • 1 Bath
    • 1,122 Sq Ft
    • Built 1988

    Last Sold Summary

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

    Last Listing Agent Sarah Peluso IPJ Real Estate

    4 Woodbridge Ln, Middlebury, VT 05753
    • 25 Lower Plains Rd, Middlebury, VT 05753
      25 Lower Plains Rd, Middlebury, VT 05753
      25 Lower Plains Rd, Middlebury, VT 05753
      /18

      Est $333,863

      Not Listed For Sale

      25 Lower Plains Rd, Middlebury, VT 05753

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft
      • Built 1979
      25 Lower Plains Rd, Middlebury, VT 05753

      Last Sold Summary

      • 53 Days On Market

  • 573 S Munger St, Middlebury, VT 05753
    573 S Munger St, Middlebury, VT 05753
    573 S Munger St, Middlebury, VT 05753
    /39

    $685,000

    Sold Oct 15, 2025

    573 S Munger St, Middlebury, VT 05753

    • 4 Beds
    • 3.5 Baths
    • 3,357 Sq Ft
    • Built 1973

    Last Sold Summary

    • 9% Below List Price
    • $204/SF
    • 34 Days On Market

    Current Estimated Value $642,500

    Last Listing Agent Sarah Peluso IPJ Real Estate

    573 S Munger St, Middlebury, VT 05753
    • 2020 Case St, Middlebury, VT 05753
      2020 Case St, Middlebury, VT 05753
      2020 Case St, Middlebury, VT 05753
      /28

      Est $411,327

      Not Listed For Sale

      2020 Case St, Middlebury, VT 05753

      • 3 Beds
      • 2 Baths
      • 1,586 Sq Ft
      • Built 1900
      2020 Case St, Middlebury, VT 05753

      Last Sold Summary

      • 5 Days On Market

  • 417 Painter Rd, Middlebury, VT 05753
    417 Painter Rd, Middlebury, VT 05753
    417 Painter Rd, Middlebury, VT 05753
    /60

    $632,000

    Sold Dec 08, 2025

    417 Painter Rd, Middlebury, VT 05753

    • 4 Beds
    • 3 Baths
    • 2,906 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Below List Price
    • $217/SF
    • 20 Days On Market

    Current Estimated Value $637,509

    Last Listing Agent Amey Ryan IPJ Real Estate

    417 Painter Rd, Middlebury, VT 05753
    • 41 School House Hill Rd, Middlebury, VT 05753
      41 School House Hill Rd, Middlebury, VT 05753
      41 School House Hill Rd, Middlebury, VT 05753
      /28

      Est $398,284

      Not Listed For Sale

      41 School House Hill Rd, Middlebury, VT 05753

      • 3 Beds
      • 1.5 Baths
      • 1,288 Sq Ft
      • Built 1968
      41 School House Hill Rd, Middlebury, VT 05753

      Last Sold Summary

      • 4 Days On Market

  • 29 Barnes Brook Rd Unit 9.6, Middlebury, VT 05753
    29 Barnes Brook Rd Unit 9.6, Middlebury, VT 05753
    29 Barnes Brook Rd Unit 9.6, Middlebury, VT 05753
    /9

    $520,000

    Sold Jun 16, 2026

    29 Barnes Brook Rd Unit 9.6, Middlebury, VT 05753

    • 3 Beds
    • 2.5 Baths
    • 2,019 Sq Ft
    • Built 2026

    Last Sold Summary

    • 8% Above List Price
    • $258/SF

    Last Listing Agent Sarah Peluso IPJ Real Estate

    29 Barnes Brook Rd Unit 9.6, Middlebury, VT 05753
    • 990 Lower Foote St, Middlebury, VT 05753
      990 Lower Foote St, Middlebury, VT 05753
      990 Lower Foote St, Middlebury, VT 05753
      /29

      Est $485,397

      Not Listed For Sale

      990 Lower Foote St, Middlebury, VT 05753

      • 3 Beds
      • 1.5 Baths
      • 1,866 Sq Ft
      • Built 1988
      990 Lower Foote St, Middlebury, VT 05753

      Last Sold Summary

      • 40 Days On Market

  • 418 E Main St, Middlebury, VT 05753
    418 E Main St, Middlebury, VT 05753
    418 E Main St, Middlebury, VT 05753
    /35

    $516,000

    Sold Aug 22, 2025

    418 E Main St, Middlebury, VT 05753

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft
    • Built 1800

    Last Sold Summary

    • 4% Above List Price
    • $290/SF
    • 5 Days On Market

    Current Estimated Value $549,572

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

    418 E Main St, Middlebury, VT 05753
    • 484 Halladay Rd, Middlebury, VT 05753
      484 Halladay Rd, Middlebury, VT 05753
      484 Halladay Rd, Middlebury, VT 05753
      /40

      Est $1,026,216

      Not Listed For Sale

      484 Halladay Rd, Middlebury, VT 05753

      • 4 Beds
      • 2 Baths
      • 3,560 Sq Ft
      • Built 1796
      484 Halladay Rd, Middlebury, VT 05753

      Last Sold Summary

      • 7 Days On Market

  • 7 High St, Middlebury, VT 05753
    7 High St, Middlebury, VT 05753
    7 High St, Middlebury, VT 05753
    /34

    $578,000

    Sold Oct 02, 2025

    7 High St, Middlebury, VT 05753

    • 2 Beds
    • 2 Baths
    • 1,516 Sq Ft
    • Built 1850

    Last Sold Summary

    • $381/SF
    • 5 Days On Market

    Current Estimated Value $529,856

    Last Listing Agent Deborah Hillman BHHS Vermont Realty Group/Middlebury

    7 High St, Middlebury, VT 05753
    • 2225 Route 7 S, Middlebury, VT 05753
      2225 Route 7 S, Middlebury, VT 05753
      2225 Route 7 S, Middlebury, VT 05753
      /35

      Est $486,079

      Not Listed For Sale

      2225 Route 7 S, Middlebury, VT 05753

      • 4 Beds
      • 2 Baths
      • 2,584 Sq Ft
      • Built 1930
      2225 Route 7 S, Middlebury, VT 05753

      Last Sold Summary

      • 185 Days On Market

Showing Results 121 - 160, Page 4 of 18

Vermont Addison County

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