3,248

Middlebury, VT Homes

Section Image
  • 5 Evergreen Ln, Middlebury, VT 05753
    5 Evergreen Ln, Middlebury, VT 05753
    5 Evergreen Ln, Middlebury, VT 05753
    /15

    $325,000

    Sold Jan 06, 2026

    5 Evergreen Ln, Middlebury, VT 05753

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft
    • Built 1981

    Last Sold Summary

    • 7% Below List Price
    • $273/SF
    • 25 Days On Market

    Current Estimated Value $342,000

    Last Listing Agent Beth Stanway IPJ Real Estate

    5 Evergreen Ln, Middlebury, VT 05753
    • 13 Stonegate Dr, Middlebury, VT 05753
      13 Stonegate Dr, Middlebury, VT 05753
      13 Stonegate Dr, Middlebury, VT 05753
      /41

      Est $372,672

      Not Listed For Sale

      13 Stonegate Dr, Middlebury, VT 05753

      • 2 Beds
      • 1 Bath
      • 1,942 Sq Ft
      • Built 1991
      13 Stonegate Dr, Middlebury, VT 05753

      Last Sold Summary

      • 4 Days On Market

  • 1456 Halladay Rd, Middlebury, VT 05753
    1456 Halladay Rd, Middlebury, VT 05753
    1456 Halladay Rd, Middlebury, VT 05753
    /38

    $820,000

    Sold May 01, 2026

    1456 Halladay Rd, Middlebury, VT 05753

    • 4 Beds
    • 2.5 Baths
    • 2,268 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Above List Price
    • $362/SF
    • 4 Days On Market

    Current Estimated Value $752,587

    Last Listing Agent Sarah Peluso IPJ Real Estate

    1456 Halladay Rd, Middlebury, VT 05753
    • 810 Lower Foote St, Middlebury, VT 05753
      810 Lower Foote St, Middlebury, VT 05753
      810 Lower Foote St, Middlebury, VT 05753
      /17

      Est $478,090

      Not Listed For Sale

      810 Lower Foote St, Middlebury, VT 05753

      • 2 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 2005
      810 Lower Foote St, Middlebury, VT 05753

      Last Sold Summary

      • 58 Days On Market

  • 91 Old Pasture Ln, Middlebury, VT 05753
    91 Old Pasture Ln, Middlebury, VT 05753
    91 Old Pasture Ln, Middlebury, VT 05753
    /60

    $879,000

    Sold Apr 10, 2026

    91 Old Pasture Ln, Middlebury, VT 05753

    • 6 Beds
    • 6 Baths
    • 4,503 Sq Ft
    • Built 1979

    Last Sold Summary

    • 35% Below List Price
    • $195/SF
    • 303 Days On Market

    Current Estimated Value $863,130

    Last Listing Agent Amey Ryan IPJ Real Estate

    91 Old Pasture Ln, Middlebury, VT 05753
    • 953 Lower Foote St, Middlebury, VT 05753
      953 Lower Foote St, Middlebury, VT 05753
      953 Lower Foote St, Middlebury, VT 05753
      /25

      Est $439,009

      Not Listed For Sale

      953 Lower Foote St, Middlebury, VT 05753

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 1992
      953 Lower Foote St, Middlebury, VT 05753

      Last Sold Summary

      • 6 Days On Market

  • 12 Stonegate Dr, Middlebury, VT 05753
    12 Stonegate Dr, Middlebury, VT 05753
    12 Stonegate Dr, Middlebury, VT 05753
    /28

    $312,000

    Sold Apr 24, 2026

    12 Stonegate Dr, Middlebury, VT 05753

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1990

    Last Sold Summary

    • 4% Below List Price
    • $300/SF
    • 73 Days On Market

    Current Estimated Value $309,645

    Last Listing Agent Breanna Dupuis RE/MAX North Professionals

    12 Stonegate Dr, Middlebury, VT 05753
    • 70 Fields Rd, Middlebury, VT 05753
      70 Fields Rd, Middlebury, VT 05753
      70 Fields Rd, Middlebury, VT 05753
      /43

      Est $754,041

      Not Listed For Sale

      70 Fields Rd, Middlebury, VT 05753

      • 4 Beds
      • 2.5 Baths
      • 3,072 Sq Ft
      • Built 2007
      70 Fields Rd, Middlebury, VT 05753

      Last Sold Summary

      • 4 Days On Market

  • 3 Chipman Heights, Middlebury, VT 05753
    3 Chipman Heights, Middlebury, VT 05753
    3 Chipman Heights, Middlebury, VT 05753
    /49

    $1,149,000

    Sold Aug 04, 2025

    3 Chipman Heights, Middlebury, VT 05753

    • 4 Beds
    • 3.5 Baths
    • 2,615 Sq Ft
    • Built 1976

    Last Sold Summary

    • $439/SF
    • 1 Day On Market

    Current Estimated Value $1,255,469

    Last Listing Agent Beth Stanway IPJ Real Estate

    3 Chipman Heights, Middlebury, VT 05753
    • 322 S Street Extension, Middlebury, VT 05753
      322 S Street Extension, Middlebury, VT 05753
      322 S Street Extension, Middlebury, VT 05753
      /38

      Est $458,035

      Not Listed For Sale

      322 S Street Extension, Middlebury, VT 05753

      • 3 Beds
      • 1.5 Baths
      • 1,576 Sq Ft
      • Built 1936
      322 S Street Extension, Middlebury, VT 05753

      Last Sold Summary

      • 10 Days On Market

  • 3263 Route 30, Middlebury, VT 05753
    3263 Route 30, Middlebury, VT 05753
    3263 Route 30, Middlebury, VT 05753
    /39

    $600,000

    Sold Jun 10, 2026

    3263 Route 30, Middlebury, VT 05753

    • 3 Beds
    • 1.5 Baths
    • 1,594 Sq Ft
    • Built 1975

    Last Sold Summary

    • 3% Above List Price
    • $376/SF
    • 1 Day On Market

    Current Estimated Value $583,956

    Last Listing Agent Heather Foster-Provencher Champlain Valley Properties

    3263 Route 30, Middlebury, VT 05753
    • 436 Middle Rd N, Middlebury, VT 05753
      436 Middle Rd N, Middlebury, VT 05753
      436 Middle Rd N, Middlebury, VT 05753
      /13

      Not Listed For Sale

      436 Middle Rd N, Middlebury, VT 05753

      • 3 Beds
      • 2 Baths
      • 1,476 Sq Ft
      • Built 1940
      436 Middle Rd N, Middlebury, VT 05753

      Last Sold Summary

      • 183 Days On Market

  • 205 Cedar Ridge Dr, Middlebury, VT 05753
    205 Cedar Ridge Dr, Middlebury, VT 05753
    205 Cedar Ridge Dr, Middlebury, VT 05753
    /45

    $400,500

    Sold Dec 16, 2025

    205 Cedar Ridge Dr, Middlebury, VT 05753

    • 2 Beds
    • 2 Baths
    • 2,114 Sq Ft
    • Built 1977

    Last Sold Summary

    • 19% Below List Price
    • $189/SF
    • 34 Days On Market

    Current Estimated Value $453,760

    Last Listing Agent Amey Ryan IPJ Real Estate

    205 Cedar Ridge Dr, Middlebury, VT 05753
    • 2776 Case St, Middlebury, VT 05753
      2776 Case St, Middlebury, VT 05753
      2776 Case St, Middlebury, VT 05753
      /33

      Est $331,925

      Not Listed For Sale

      2776 Case St, Middlebury, VT 05753

      • 2 Beds
      • 1 Bath
      • 1,128 Sq Ft
      • Built 1950
      2776 Case St, Middlebury, VT 05753

      Last Sold Summary

      • 116 Days On Market

  • 36 Brush Ln Unit 8.3A, Middlebury, VT 05753
    36 Brush Ln Unit 8.3A, Middlebury, VT 05753
    36 Brush Ln Unit 8.3A, Middlebury, VT 05753
    /8

    $480,000

    Sold May 01, 2026

    36 Brush Ln Unit 8.3A, Middlebury, VT 05753

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • Built 2026

    Last Sold Summary

    • 13% Above List Price
    • $335/SF

    Last Listing Agent Sarah Peluso IPJ Real Estate

    36 Brush Ln Unit 8.3A, Middlebury, VT 05753
    • 3614 Case St, Middlebury, VT 05753
      3614 Case St, Middlebury, VT 05753
      3614 Case St, Middlebury, VT 05753
      /40

      Est $541,589

      Not Listed For Sale

      3614 Case St, Middlebury, VT 05753

      • 4 Beds
      • 2.5 Baths
      • 2,380 Sq Ft
      • Built 1863
      3614 Case St, Middlebury, VT 05753

      Last Sold Summary

      • 3 Days On Market

  • 144 Fields Rd, Middlebury, VT 05753
    144 Fields Rd, Middlebury, VT 05753
    144 Fields Rd, Middlebury, VT 05753
    /46

    $610,000

    Sold Jan 30, 2026

    144 Fields Rd, Middlebury, VT 05753

    • 4 Beds
    • 3 Baths
    • 2,894 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Below List Price
    • $211/SF
    • 16 Days On Market

    Current Estimated Value $648,770

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

    144 Fields Rd, Middlebury, VT 05753
    • 967 Washington Street Extension, Middlebury, VT 05753
      967 Washington Street Extension, Middlebury, VT 05753
      967 Washington Street Extension, Middlebury, VT 05753
      /40

      Est $304,310

      Not Listed For Sale

      967 Washington Street Extension, Middlebury, VT 05753

      • 4 Beds
      • 1 Bath
      • 1,440 Sq Ft
      • Built 1850
      967 Washington Street Extension, Middlebury, VT 05753

      Last Sold Summary

      • 59 Days On Market

  • 24 School House Hill Rd, Middlebury, VT 05753
    24 School House Hill Rd, Middlebury, VT 05753
    24 School House Hill Rd, Middlebury, VT 05753
    /35

    $305,000

    Sold Aug 14, 2025

    24 School House Hill Rd, Middlebury, VT 05753

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Above List Price
    • $193/SF
    • 2 Days On Market

    Last Listing Agent Heather Morse Coldwell Banker Hickok and Boardman

    24 School House Hill Rd, Middlebury, VT 05753
    • 413 Halpin Rd, Middlebury, VT 05753
      413 Halpin Rd, Middlebury, VT 05753
      413 Halpin Rd, Middlebury, VT 05753
      /39

      Est $636,976

      Not Listed For Sale

      413 Halpin Rd, Middlebury, VT 05753

      • 3 Beds
      • 2 Baths
      • 1,863 Sq Ft
      • Built 1983
      413 Halpin Rd, Middlebury, VT 05753

      Last Sold Summary

      • 4 Days On Market

  • 915 Lower Foote St, Middlebury, VT 05753
    915 Lower Foote St, Middlebury, VT 05753
    915 Lower Foote St, Middlebury, VT 05753
    /19

    $435,000

    Sold Aug 29, 2025

    915 Lower Foote St, Middlebury, VT 05753

    • 3 Beds
    • 1.5 Baths
    • 1,584 Sq Ft
    • Built 1998

    Last Sold Summary

    • 13% Below List Price
    • $275/SF
    • 94 Days On Market

    Current Estimated Value $481,106

    Last Listing Agent Nancy Larrow BHHS Vermont Realty Group/Vergennes

    915 Lower Foote St, Middlebury, VT 05753
    • 626 Halpin Rd, Middlebury, VT 05753
      626 Halpin Rd, Middlebury, VT 05753
      626 Halpin Rd, Middlebury, VT 05753
      /17

      Est $447,708

      Not Listed For Sale

      626 Halpin Rd, Middlebury, VT 05753

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft
      • Built 1959
      626 Halpin Rd, Middlebury, VT 05753

      Last Sold Summary

      • 5 Days On Market

  • 23 Brookside Dr, Middlebury, VT 05753
    23 Brookside Dr, Middlebury, VT 05753
    23 Brookside Dr, Middlebury, VT 05753
    /35

    $397,100

    Sold Feb 11, 2026

    23 Brookside Dr, Middlebury, VT 05753

    • 2 Beds
    • 1.5 Baths
    • 1,884 Sq Ft
    • Built 1980

    Last Sold Summary

    • 10% Below List Price
    • $211/SF
    • 123 Days On Market

    Current Estimated Value $418,578

    Last Listing Agent Sue Mackey BHHS Vermont Realty Group/Middlebury

    23 Brookside Dr, Middlebury, VT 05753
    • 1282 Painter Rd, Middlebury, VT 05753
      1282 Painter Rd, Middlebury, VT 05753
      1282 Painter Rd, Middlebury, VT 05753
      /29

      Est $425,569

      Not Listed For Sale

      1282 Painter Rd, Middlebury, VT 05753

      • 2 Beds
      • 1 Bath
      • 1,261 Sq Ft
      • Built 1968
      1282 Painter Rd, Middlebury, VT 05753

      Last Sold Summary

      • 8 Days On Market

  • 17 Stonegate Dr, Middlebury, VT 05753
    17 Stonegate Dr, Middlebury, VT 05753
    17 Stonegate Dr, Middlebury, VT 05753
    /24

    $400,000

    Sold Mar 05, 2026

    17 Stonegate Dr, Middlebury, VT 05753

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $219/SF
    • 4 Days On Market

    Current Estimated Value $409,464

    Last Listing Agent Heather Foster-Provencher Champlain Valley Properties

    17 Stonegate Dr, Middlebury, VT 05753
    • 56 Gambrel Ct, Middlebury, VT 05753
      56 Gambrel Ct, Middlebury, VT 05753
      56 Gambrel Ct, Middlebury, VT 05753
      /19

      Est $336,688

      Not Listed For Sale

      56 Gambrel Ct, Middlebury, VT 05753

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1976
      56 Gambrel Ct, Middlebury, VT 05753

      Last Sold Summary

      • 5 Days On Market

  • 220 Painter Hills Rd, Middlebury, VT 05753
    220 Painter Hills Rd, Middlebury, VT 05753
    220 Painter Hills Rd, Middlebury, VT 05753
    /49

    $605,000

    Sold Oct 16, 2025

    220 Painter Hills Rd, Middlebury, VT 05753

    • 3 Beds
    • 2 Baths
    • 2,480 Sq Ft
    • Built 2015

    Last Sold Summary

    • 10% Above List Price
    • $244/SF
    • 1 Day On Market

    Current Estimated Value $577,632

    Last Listing Agent Beth Stanway IPJ Real Estate

    220 Painter Hills Rd, Middlebury, VT 05753
    • 89 Seminary Street Extension, Middlebury, VT 05753
      89 Seminary Street Extension, Middlebury, VT 05753
      89 Seminary Street Extension, Middlebury, VT 05753
      /40

      Est $830,985

      Not Listed For Sale

      89 Seminary Street Extension, Middlebury, VT 05753

      • 5 Beds
      • 3.5 Baths
      • 3,489 Sq Ft
      • Built 1804
      89 Seminary Street Extension, Middlebury, VT 05753

      Last Sold Summary

      • 60 Days On Market

  • 45 Ossie Rd, Middlebury, VT 05753
    45 Ossie Rd, Middlebury, VT 05753
    45 Ossie Rd, Middlebury, VT 05753
    /30

    $413,000

    Sold Aug 08, 2025

    45 Ossie Rd, Middlebury, VT 05753

    • 3 Beds
    • 2 Baths
    • 2,185 Sq Ft
    • Built 1955

    Last Sold Summary

    • 6% Above List Price
    • $189/SF
    • 4 Days On Market

    Current Estimated Value $478,581

    Last Listing Agent Beth Stanway IPJ Real Estate

    45 Ossie Rd, Middlebury, VT 05753
    • 1108 Quarry Rd, Middlebury, VT 05753
      1108 Quarry Rd, Middlebury, VT 05753
      1108 Quarry Rd, Middlebury, VT 05753
      /40

      Est $1,066,525

      Not Listed For Sale

      1108 Quarry Rd, Middlebury, VT 05753

      • 4 Beds
      • 4.5 Baths
      • 4,862 Sq Ft
      • Built 1980
      1108 Quarry Rd, Middlebury, VT 05753

      Last Sold Summary

      • 136 Days On Market

  • 860 West St, Middlebury, VT 05753
    860 West St, Middlebury, VT 05753
    860 West St, Middlebury, VT 05753
    /57

    $1,987,500

    Sold May 22, 2026

    860 West St, Middlebury, VT 05753

    • 3 Beds
    • 4.5 Baths
    • 3,186 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $624/SF
    • 12 Days On Market

    Current Estimated Value $2,001,769

    Last Listing Agent Sarah Peluso IPJ Real Estate

    860 West St, Middlebury, VT 05753
    • 120 Foote St, Middlebury, VT 05753
      120 Foote St, Middlebury, VT 05753
      120 Foote St, Middlebury, VT 05753
      /60

      Est $602,799

      Not Listed For Sale

      120 Foote St, Middlebury, VT 05753

      • 3 Beds
      • 2.5 Baths
      • 1,664 Sq Ft
      • Built 2001
      120 Foote St, Middlebury, VT 05753

      Last Sold Summary

      • 5 Days On Market

  • 42 Lower Plains Rd, Middlebury, VT 05753
    42 Lower Plains Rd, Middlebury, VT 05753
    42 Lower Plains Rd, Middlebury, VT 05753
    /32

    $320,000

    Sold Feb 25, 2026

    42 Lower Plains Rd, Middlebury, VT 05753

    • 4 Beds
    • 2.5 Baths
    • 1,875 Sq Ft
    • Built 1974

    Last Sold Summary

    • 36% Below List Price
    • $171/SF
    • 77 Days On Market

    Current Estimated Value $342,773

    Last Listing Agent Beth Stanway IPJ Real Estate

    42 Lower Plains Rd, Middlebury, VT 05753
    • 15 East Rd, Middlebury, VT 05753
      15 East Rd, Middlebury, VT 05753
      15 East Rd, Middlebury, VT 05753
      /18

      Est $351,651

      Not Listed For Sale

      15 East Rd, Middlebury, VT 05753

      • 2 Beds
      • 1.5 Baths
      • 1,380 Sq Ft
      • Built 1981
      15 East Rd, Middlebury, VT 05753

      Last Sold Summary

      • 64 Days On Market

  • 37 School House Hill Rd, Middlebury, VT 05753
    37 School House Hill Rd, Middlebury, VT 05753
    37 School House Hill Rd, Middlebury, VT 05753
    /44

    $460,000

    Sold Aug 12, 2025

    37 School House Hill Rd, Middlebury, VT 05753

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1967

    Last Sold Summary

    • $307/SF
    • 2 Days On Market

    Current Estimated Value $492,611

    Last Listing Agent The Malley Group KW Vermont

    37 School House Hill Rd, Middlebury, VT 05753
    • 1595 Delong Rd, Middlebury, VT 05753
      1595 Delong Rd, Middlebury, VT 05753
      1595 Delong Rd, Middlebury, VT 05753
      /40

      Est $1,007,213

      Not Listed For Sale

      1595 Delong Rd, Middlebury, VT 05753

      • 4 Beds
      • 3.5 Baths
      • 2,822 Sq Ft
      • Built 1986
      1595 Delong Rd, Middlebury, VT 05753

      Last Sold Summary

      • 6 Days On Market

  • 28 Brush Ln Unit 8.2A, Middlebury, VT 05753
    28 Brush Ln Unit 8.2A, Middlebury, VT 05753
    28 Brush Ln Unit 8.2A, Middlebury, VT 05753
    /8

    $480,000

    Sold Mar 05, 2026

    28 Brush Ln Unit 8.2A, Middlebury, VT 05753

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • Built 2026

    Last Sold Summary

    • 13% Above List Price
    • $335/SF
    • 122 Days On Market

    Last Listing Agent Sarah Peluso IPJ Real Estate

    28 Brush Ln Unit 8.2A, Middlebury, VT 05753
    • 51 S Bingham St, Middlebury, VT 05753
      51 S Bingham St, Middlebury, VT 05753
      51 S Bingham St, Middlebury, VT 05753
      /35

      Est $391,098

      Not Listed For Sale

      51 S Bingham St, Middlebury, VT 05753

      • 3 Beds
      • 1 Bath
      • 1,494 Sq Ft
      • Built 1850
      51 S Bingham St, Middlebury, VT 05753

      Last Sold Summary

      • 5 Days On Market

  • 50 Brush Ln Unit 8.4A, Middlebury, VT 05753
    50 Brush Ln Unit 8.4A, Middlebury, VT 05753
    50 Brush Ln Unit 8.4A, Middlebury, VT 05753
    /8

    $636,500

    Sold Jun 05, 2026

    50 Brush Ln Unit 8.4A, Middlebury, VT 05753

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • Built 2025

    Last Sold Summary

    • $444/SF

    Last Listing Agent Sarah Peluso IPJ Real Estate

    50 Brush Ln Unit 8.4A, Middlebury, VT 05753
    • 1921 N Bingham St, Middlebury, VT 05753
      1921 N Bingham St, Middlebury, VT 05753
      1921 N Bingham St, Middlebury, VT 05753
      /36

      Est $952,541

      Not Listed For Sale

      1921 N Bingham St, Middlebury, VT 05753

      • 4 Beds
      • 3.5 Baths
      • 2,918 Sq Ft
      • Built 1987
      1921 N Bingham St, Middlebury, VT 05753

      Last Sold Summary

      • 10 Days On Market

Showing Results 161 - 200, Page 5 of 18

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