3,686

Homes in ZIP Code 05753

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  • /29

    $466,000 Sold Mar 27, 2025

    1282 Painter Rd, Middlebury, VT 05753

    • 2 Beds
    • 1 Bath
    • 1,261 Sq Ft
    • Built 1968

    Last Sold Summary

    • 4% Above List Price
    • $370/SF
    • 8 Days On Market

    Current Estimated Value $473,188

    Last Listing Agent Sarah Peluso IPJ Real Estate

    1282 Painter Rd, Middlebury, VT 05753
    • /21

      Est $388,000 Not Listed For Sale

      21 Danyow Dr, Middlebury, VT 05753

      • 2 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1957
      21 Danyow Dr, Middlebury, VT 05753

      Last Sold Summary

      • 2% Above List Price
      • $360/SF
      • 3 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Roxanna Emilo Emilo Real Estate, LLC

  • /31

    $315,000 Under Contract

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

    82 Ossie Rd, Middlebury, VT 05753

    This 1930’s East Middlebury village home boasts a charming, livable layout, ready for new owners to come in with the vision to make the mostly cosmetic updates that would bring out its full potential. The first floor includes a nice living room with hardwood flooring open to the staircase, a small dining area, kitchen and 1⁄2 bath with a family room and small mudroom off the back of the house.

    Jill Fraga The Real Estate Company of Vermont, LLC

    82 Ossie Rd, Middlebury, VT 05753
  • /8

    $480,000 Sold Feb 19, 2026

    14 Brush Ln Unit 8.1A, Middlebury, VT 05753

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

    Last Sold Summary

    • 13% Above List Price
    • $335/SF

    Last Listing Agent Sarah Peluso IPJ Real Estate

    14 Brush Ln Unit 8.1A, Middlebury, VT 05753
    • /26

      Est $383,123 Not Listed For Sale

      98 Danyow Dr, Middlebury, VT 05753

      • 2 Beds
      • 2 Baths
      • 1,008 Sq Ft
      • Built 1965
      98 Danyow Dr, Middlebury, VT 05753

      Last Sold Summary

      • 26% Above List Price
      • $303/SF
      • 12 Days On Market

      Last Sold Price $305,000

      Last Listing Agent Roxanna Emilo Emilo Real Estate, LLC

  • /31

    $495,000

    • 3 Beds
    • 1.5 Baths
    • 2,213 Sq Ft

    35 Ossie Rd, Middlebury, VT 05753

    Spacious East Middlebury Ranch on 1.20 Acres with Mountain ViewsSet on a generous 1.20-acre lot with a beautiful Green Mountain backdrop, this inviting ranch-style home offers comfort, flexibility, and room to grow. The property includes an attached two-car garage plus a separate detached building—perfect for hobbies, a workshop, or a small business—complete with its own power supply. Home

    Roxanna Emilo Emilo Real Estate, LLC

    35 Ossie Rd, Middlebury, VT 05753
  • /28

    $364,500 Sold Jul 15, 2025

    41 Court St, Middlebury, VT 05753

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Built 1880

    Last Sold Summary

    • 1% Above List Price
    • $317/SF
    • 52 Days On Market

    Current Estimated Value $355,166

    Last Listing Agent Amey Ryan IPJ Real Estate

    41 Court St, Middlebury, VT 05753
    • /17

      Est $416,514 Not Listed For Sale

      276 Monroe St, Middlebury, VT 05753

      • 3 Beds
      • 2 Baths
      • 1,704 Sq Ft
      • Built 1980
      276 Monroe St, Middlebury, VT 05753

      Last Sold Summary

      • 15% Above List Price
      • $212/SF
      • 13 Days On Market

      Last Sold Price $361,401

      Last Listing Agent Nancy Foster Champlain Valley Properties

  • /42

    $625,000

    • 5 Beds
    • 3.5 Baths
    • 3,160 Sq Ft

    103 Court St, Middlebury, VT 05753

    Opportunity Knocks in the conveniently located 5 bedroom home in Middlebury! The property is set back off the road on 2.4 acres with a partially fenced in yard and a deck that faces west. Have you ever wanted to have your own business at home and raise your family too, all in the same space? This home presents a multitude of opportunity; Multi-generational living, Home business or rent out the

    Bonnie Gridley RE/MAX North Professionals, Middlebury

    103 Court St, Middlebury, VT 05753
  • /60

    $747,000 Sold Jun 16, 2025

    200 Painter Hills Rd, Middlebury, VT 05753

    • 3 Beds
    • 2.5 Baths
    • 2,683 Sq Ft
    • Built 2003

    Last Sold Summary

    • 10% Above List Price
    • $278/SF
    • 4 Days On Market

    Current Estimated Value $753,110

    Last Listing Agent Alicia Fleming Rise Realty

    200 Painter Hills Rd, Middlebury, VT 05753
    • /22

      Est $394,083 Not Listed For Sale

      235 Rogers Rd, Middlebury, VT 05753

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft
      • Built 1979
      235 Rogers Rd, Middlebury, VT 05753

      Last Sold Summary

      • 5% Above List Price
      • $335/SF
      • 127 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Neil Mackey BHHS Vermont Realty Group/Middlebury

  • /8

    $185,000

    • Land
    • 3.54 Acres
    • $52,260 per Acre

    20 Forest Ridge Dr, Middlebury, VT 05753

    PROPERTIES ARE RARELY AVAILABLE IN THIS QUIET AND PRIVATELY-SITED NEIGHBORHOOD OF FOREST RIDGE. 3.54 Acre Middlebury Building Lot With a Wastewater Permit for 5 Bedrooms! Sited on the eastern edge of Middlebury in the thoughtfully developed neighborhood of Forest Ridge, this lot has an ideal knoll for a house site where some clearing will create a peek at the mountain view. Electric power is

    Sue Mackey BHHS Vermont Realty Group/Middlebury

    20 Forest Ridge Dr, Middlebury, VT 05753
  • /29

    $300,000 Sold Oct 31, 2025

    68 Otterside Ct, Middlebury, VT 05753

    • 2 Beds
    • 1.5 Baths
    • 1,420 Sq Ft
    • Built 1974

    Last Sold Summary

    • 5% Above List Price
    • $211/SF
    • 7 Days On Market

    Current Estimated Value $289,260

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

    68 Otterside Ct, Middlebury, VT 05753
    • /39

      Est $461,274 Not Listed For Sale

      209 Danyow Dr, Middlebury, VT 05753

      • 3 Beds
      • 1 Bath
      • 1,360 Sq Ft
      • Built 1959
      209 Danyow Dr, Middlebury, VT 05753

      Last Sold Summary

      • 15% Above List Price
      • $294/SF
      • 19 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Courtney DeBisschop IPJ Real Estate

  • /37

    $407,000 Under Contract

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

    46 Ossie Rd, Middlebury, VT 05753

    Nestled in the heart of East Middlebury, this delightful village home offers the perfect blend of comfort, convenience, and classic New England charm. Just steps from the local bakery, village shops, post office, playground, restaurant, and a beautiful park with tennis courts, swimming, and fishing, it’s an ideal setting for everyday living. The home was completely renovated a couple of years

    Roxanna Emilo Emilo Real Estate, LLC

    46 Ossie Rd, Middlebury, VT 05753
  • /60

    $650,000 Sold Jul 10, 2025

    120 Foote St, Middlebury, VT 05753

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft
    • Built 2001

    Last Sold Summary

    • 6% Above List Price
    • $391/SF
    • 5 Days On Market

    Current Estimated Value $633,954

    Last Listing Agent Flex Realty Group Flex Realty

    120 Foote St, Middlebury, VT 05753
    • /24

      Est $438,744 Not Listed For Sale

      5 Swanage Ct, Middlebury, VT 05753

      • 3 Beds
      • 1.5 Baths
      • 1,092 Sq Ft
      • Built 1976
      5 Swanage Ct, Middlebury, VT 05753

      Last Sold Summary

      • 10% Below List Price
      • $449/SF
      • 6 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Courtney DeBisschop IPJ Real Estate

  • /26

    $395,000

    • Land
    • 37 Acres
    • $10,676 per Acre

    0 S Bingham St Unit 5053410, Cornwall, VT 05753

    Nature lovers take note! This 37-acre land offering is a wonderful mix of an old orchard to the west, returned back to its natural state, and a maturing woodland habitat to the east with a healthy 5-acre pond in the middle. Embrace all that the Vermont countryside has to offer and build your dream home right on your own 37-acre reserve! Whether you're a birder, angler, hunter, or conservationist,

    Christopher von Trapp Coldwell Banker Hickok and Boardman

    0 S Bingham St Unit 5053410, Cornwall, VT 05753
  • /29

    $520,000 Sold Jun 30, 2025

    21 Short Shannon St, Middlebury, VT 05753

    • 3 Beds
    • 1.5 Baths
    • 2,152 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Above List Price
    • $242/SF
    • 29 Days On Market

    Current Estimated Value $588,072

    Last Listing Agent Amey Ryan IPJ Real Estate

    21 Short Shannon St, Middlebury, VT 05753
    • /17

      Not Listed For Sale

      74 Court St, Middlebury, VT 05753

      • 6 Beds
      • 4 Baths
      • 2,540 Sq Ft
      • Built 1920
      74 Court St, Middlebury, VT 05753

      Last Sold Summary

      • $201/SF
      • 258 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Courtney DeBisschop IPJ Real Estate

  • /30

    $349,900 Under Contract

    • 6 Beds
    • 3 Baths
    • 2,415 Sq Ft

    44 Lower Plains Rd, Middlebury, VT 05753

    Nestled into Vermont's spectacular rural-meets-town setting, 44 Lower Plains Road offers a rare blend of tranquility, recreation, and community. This home is a year-round playground for outdoor lovers, ski enthusiasts, and anyone seeking the best of Addison County life. For many years, this home has been the gathering spot for the Madison Ski Club due to the proximity to the Middlebury Snowbowl.

    Elizabeth Hogan Coldwell Banker Hickok and Boardman

    44 Lower Plains Rd, Middlebury, VT 05753
  • /20

    $125,000 Sold Jun 02, 2025

    3319 Quaker Village Rd, Weybridge, VT 05753

    • Land
    • 9.08 Acres
    • $13,767 per Acre

    Last Sold Summary

    • 29% Below List Price
    • 202 Days On Market

    Last Listing Agent Amey Ryan IPJ Real Estate

    3319 Quaker Village Rd, Weybridge, VT 05753
    • /14

      Est $390,000 Not Listed For Sale

      18 Twin Cir, Middlebury, VT 05753

      • 2 Beds
      • 1.5 Baths
      • 1,232 Sq Ft
      • Built 1988
      18 Twin Cir, Middlebury, VT 05753

      Last Sold Summary

      • 18% Above List Price
      • $269/SF
      • 2 Days On Market

      Last Sold Price $331,000

      Last Listing Agent Deborah Fortier KW Vermont

  • /25

    $385,000 Under Contract

    • 2 Beds
    • 2.5 Baths
    • 1,894 Sq Ft

    17 Twin Cir, Middlebury, VT 05753

    This is a beautiful first floor end unit. You can live very comfortably on one floor, but there is a partially finished basement for a wonderful office, craft or TV space, or family room. This unit has many fabulous features, some of which are a year-round sunroom which looks out onto Battell Woods, a large living room with bay window, a primary bathroom with large walk-in shower and double

    Nancy Foster Champlain Valley Properties

    17 Twin Cir, Middlebury, VT 05753
  • /22

    $240,000 Sold Sep 19, 2025

    55 Ossie Rd, Middlebury, VT 05753

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • Built 2000

    Last Sold Summary

    • $225/SF
    • 1 Day On Market

    Last Listing Agent Roxanna Emilo Emilo Real Estate, LLC

    55 Ossie Rd, Middlebury, VT 05753
    • /27

      Est $355,885 Not Listed For Sale

      3 Twin Cir, Middlebury, VT 05753

      • 2 Beds
      • 1.5 Baths
      • 1,232 Sq Ft
      • Built 1986
      3 Twin Cir, Middlebury, VT 05753

      Last Sold Summary

      • 11% Above List Price
      • $260/SF
      • 3 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Lisa Marie Sargent Champlain Valley Properties

  • /17

    $49,000

    • Land
    • 0.1 Acre
    • $490,000 per Acre

    1488 Vermont 30, Cornwall, VT 05753

    Are you a history buff? If so, you can own this wonderful piece of Vermont history. The "Old Blacksmith Shop" in Cornwall has been apart of the Harding/Witherell families for generations. They are now ready to have the next owners take over this interesting and historical property. Located just off Route 30, the blacksmith shop is built from coursed limestone and believed to be fashioned into

    January Stearns Champlain Valley Properties

    1488 Vermont 30, Cornwall, VT 05753
  • /26

    $220,000 Sold Jul 25, 2025

    11 Ledgewood Ct, Middlebury, VT 05753

    • 3 Beds
    • 1 Bath
    • 1,122 Sq Ft
    • Built 1989

    Last Sold Summary

    • $196/SF
    • 60 Days On Market

    Current Estimated Value $223,102

    Last Listing Agent The Signature Realty Group Signature Properties of Vermont

    11 Ledgewood Ct, Middlebury, VT 05753
    • /37

      Est $797,388 Not Listed For Sale

      34 Seminary St, Middlebury, VT 05753

      • 4 Beds
      • 3 Baths
      • 3,219 Sq Ft
      • Built 1830
      34 Seminary St, Middlebury, VT 05753

      Last Sold Summary

      • 10% Above List Price
      • $225/SF
      • 33 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Sarah Peluso IPJ Real Estate

  • /13

    $280,000 Under Contract

    • Land
    • 22 Acres
    • $12,727 per Acre

    TBD Route 74, Cornwall, VT 05753

    Discover the perfect setting to build your dream home on this beautiful 22 acre parcel, offering scenic views of the Adirondack Mountains. The lot is located in the town of Cornwall; not far from Middlebury and all the amenities the area has to offer.An approved three-bedroom, single-family wastewater permit is already in place. The land features a mix of an open meadow and a wooded section,

    Heather Foster-Provencher Champlain Valley Properties

    TBD Route 74, Cornwall, VT 05753
  • /9

    $525,000 Sold Sep 04, 2025

    33 Stonecrop Rd, Middlebury, VT 05753

    • 3 Beds
    • 2.5 Baths
    • 2,019 Sq Ft
    • Built 2025

    Last Sold Summary

    • 22% Above List Price
    • $260/SF
    • 15 Days On Market

    Last Listing Agent Sarah Peluso IPJ Real Estate

    33 Stonecrop Rd, Middlebury, VT 05753
    • /24

      Est $306,624 Not Listed For Sale

      9 Washington Street Extension, Middlebury, VT 05753

      • 2 Beds
      • 1 Bath
      • 720 Sq Ft
      • Built 1969
      9 Washington Street Extension, Middlebury, VT 05753

      Last Sold Summary

      • 12% Below List Price
      • $486/SF
      • 9 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Beth Stanway IPJ Real Estate

  • /6

    $154,000

    • Land
    • 4 Acres
    • $38,500 per Acre

    6 Fred Johnson Cir, Middlebury, VT 05753

    PROPERTIES ARE RARELY AVAILABLE IN THIS QUIET AND PRIVATELY-SITED NEIGHBORHOOD OF FOREST RIDGE. 4+/- Acre Middlebury Building Lot With Wastewater Permit For 3-Bedroom Single Family Home. Sited on the eastern edge of Middlebury in the thoughtfully developed neighborhood of Forest Ridge with electric power nearby. Like the other ample-sized lots in the neighborhood, this wooded parcel provides a

    Sue Mackey BHHS Vermont Realty Group/Middlebury

    6 Fred Johnson Cir, Middlebury, VT 05753
  • /27

    $225,000 Sold Oct 24, 2025

    3680 Case St, Middlebury, VT 05753

    • 3 Beds
    • 1.5 Baths
    • 1,092 Sq Ft
    • Built 1980

    Last Sold Summary

    • $206/SF
    • 13 Days On Market

    Last Listing Agent Roxanna Emilo Emilo Real Estate, LLC

    3680 Case St, Middlebury, VT 05753
    • /2

      Not Listed For Sale

      193 Washington Street Extension, Middlebury, VT 05753

      • 3 Beds
      • 3 Baths
      • 1,737 Sq Ft
      • Built 1961
      193 Washington Street Extension, Middlebury, VT 05753

      Last Sold Summary

      • $288/SF

      Last Sold Price $500,000

      Last Listing Agent Amey Ryan IPJ Real Estate

  • /29

    $319,000

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

    12 Stonegate Dr, Middlebury, VT 05753

    Welcome to 12 Stonegate Drive! This charming single-level home offers 2 bedrooms and 1 full bath, ideally located just minutes from downtown Middlebury and under an hour to Burlington International Airport. The inviting interior features an abundance of natural light throughout, well-proportioned bedrooms, and ample storage space to support comfortable everyday living. Enjoy outdoor living on the

    Breanna Dupuis RE/MAX North Professionals

    12 Stonegate Dr, Middlebury, VT 05753
  • /51

    $620,000 Sold Jul 31, 2025

    24 Oak Dr, Middlebury, VT 05753

    • 3 Beds
    • 2 Baths
    • 2,796 Sq Ft
    • Built 1987

    Last Sold Summary

    • 11% Below List Price
    • $222/SF
    • 15 Days On Market

    Current Estimated Value $629,624

    Last Listing Agent Beth Stanway IPJ Real Estate

    24 Oak Dr, Middlebury, VT 05753
    • /8

      Est $296,942 Not Listed For Sale

      11 Willard St, Middlebury, VT 05753

      • 3 Beds
      • 1.5 Baths
      • 1,526 Sq Ft
      • Built 1850
      11 Willard St, Middlebury, VT 05753

      Last Sold Summary

      • 56% Above List Price
      • $125/SF
      • 25 Days On Market

      Last Sold Price $190,000

      Last Listing Agent k. Cory Foote BHHS Vermont Realty Group/Vergennes

  • /6

    $149,000

    • Land
    • 4.5 Acres
    • $33,111 per Acre

    8 Fred Johnson Cir, Middlebury, VT 05753

    PROPERTIES ARE RARELY AVAILABLE IN THIS QUIET AND PRIVATELY-SITED NEIGHBORHOOD OF FOREST RIDGE. 4.5 Acre Middlebury Building Lot With Wastewater Permit For 3-Bedroom Single Family Home. Sited on the eastern edge of Middlebury in the thoughtfully developed neighborhood of Forest Ridge with electric power nearby. Like the other ample-sized lots in the neighborhood, this wooded parcel provides a

    Sue Mackey BHHS Vermont Realty Group/Middlebury

    8 Fred Johnson Cir, Middlebury, VT 05753
  • /60

    $666,546 Sold May 16, 2025

    1491 Route 30, Middlebury, VT 05753

    • 4 Beds
    • 3 Baths
    • 2,895 Sq Ft
    • Built 1791

    Last Sold Summary

    • 1% Above List Price
    • $230/SF
    • 3 Days On Market

    Current Estimated Value $660,436

    Last Listing Agent Beth Stanway IPJ Real Estate

    1491 Route 30, Middlebury, VT 05753

Showing Results 81 - 120, Page 3 of 18

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