3,223

Middlebury, VT Homes

Section Image Section Image
    • 235 Rogers Rd, Middlebury, VT 05753
      235 Rogers Rd, Middlebury, VT 05753
      235 Rogers 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

  • 54 Brush Ln Unit 8.4B, Middlebury, VT 05753
    54 Brush Ln Unit 8.4B, Middlebury, VT 05753
    54 Brush Ln Unit 8.4B, Middlebury, VT 05753
    /8

    $455,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    54 Brush Ln Unit 8.4B, Middlebury, VT 05753

    Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom, single-level unit is on the second floor and will be ready for occupancy in April of 2026. To be built with

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 278-9804

    54 Brush Ln Unit 8.4B, Middlebury, VT 05753
  • 120 Foote St, Middlebury, VT 05753
    120 Foote St, Middlebury, VT 05753
    120 Foote St, 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
    • 209 Danyow Dr, Middlebury, VT 05753
      209 Danyow Dr, Middlebury, VT 05753
      209 Danyow Dr, 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

  • 82 Ossie Rd, Middlebury, VT 05753
    82 Ossie Rd, Middlebury, VT 05753
    82 Ossie Rd, Middlebury, VT 05753
    /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
  • 21 Short Shannon St, Middlebury, VT 05753
    21 Short Shannon St, Middlebury, VT 05753
    21 Short Shannon St, Middlebury, 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
    • 5 Swanage Ct, Middlebury, VT 05753
      5 Swanage Ct, Middlebury, VT 05753
      5 Swanage Ct, 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

  • 35 Ossie Rd, Middlebury, VT 05753
    35 Ossie Rd, Middlebury, VT 05753
    35 Ossie Rd, Middlebury, VT 05753
    /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
  • 55 Ossie Rd, Middlebury, VT 05753
    55 Ossie Rd, Middlebury, VT 05753
    55 Ossie Rd, 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
    • 74 Court St, Middlebury, VT 05753
      74 Court St, Middlebury, VT 05753
      74 Court 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

  • 103 Court St, Middlebury, VT 05753
    103 Court St, Middlebury, VT 05753
    103 Court St, Middlebury, VT 05753
    /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
  • 11 Ledgewood Ct, Middlebury, VT 05753
    11 Ledgewood Ct, Middlebury, VT 05753
    11 Ledgewood Ct, Middlebury, 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
    • 18 Twin Cir, Middlebury, VT 05753
      18 Twin Cir, Middlebury, VT 05753
      18 Twin Cir, Middlebury, 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

  • 20 Forest Ridge Dr, Middlebury, VT 05753
    20 Forest Ridge Dr, Middlebury, VT 05753
    20 Forest Ridge Dr, Middlebury, VT 05753
    /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
  • 33 Stonecrop Rd, Middlebury, VT 05753
    33 Stonecrop Rd, Middlebury, VT 05753
    33 Stonecrop Rd, Middlebury, 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
    • 3 Twin Cir, Middlebury, VT 05753
      3 Twin Cir, Middlebury, VT 05753
      3 Twin Cir, 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

  • 46 Ossie Rd, Middlebury, VT 05753
    46 Ossie Rd, Middlebury, VT 05753
    46 Ossie Rd, Middlebury, VT 05753
    /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
  • 3680 Case St, Middlebury, VT 05753
    3680 Case St, Middlebury, VT 05753
    3680 Case St, 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
    • 34 Seminary St, Middlebury, VT 05753
      34 Seminary St, Middlebury, VT 05753
      34 Seminary St, 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

  • 44 Lower Plains Rd, Middlebury, VT 05753
    44 Lower Plains Rd, Middlebury, VT 05753
    44 Lower Plains Rd, Middlebury, VT 05753
    /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
  • 24 Oak Dr, Middlebury, VT 05753
    24 Oak Dr, Middlebury, VT 05753
    24 Oak 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
    • 9 Washington Street Extension, Middlebury, VT 05753
      9 Washington Street Extension, Middlebury, VT 05753
      9 Washington Street Extension, 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

  • 17 Twin Cir, Middlebury, VT 05753
    17 Twin Cir, Middlebury, VT 05753
    17 Twin Cir, Middlebury, VT 05753
    /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
  • 1491 Route 30, Middlebury, VT 05753
    1491 Route 30, Middlebury, VT 05753
    1491 Route 30, 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
    • 193 Washington Street Extension, Middlebury, VT 05753
      193 Washington Street Extension, 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

  • 6 Fred Johnson Cir, Middlebury, VT 05753
    6 Fred Johnson Cir, Middlebury, VT 05753
    6 Fred Johnson Cir, Middlebury, VT 05753
    /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
  • 380 Foote Farm Rd, Middlebury, VT 05753
    380 Foote Farm Rd, Middlebury, VT 05753
    380 Foote Farm Rd, Middlebury, VT 05753
    /60

    $1,510,000 Sold Oct 29, 2025

    380 Foote Farm Rd, Middlebury, VT 05753

    • 4 Beds
    • 3.5 Baths
    • 3,599 Sq Ft
    • Built 2008

    Last Sold Summary

    • 12% Above List Price
    • $420/SF
    • 3 Days On Market

    Current Estimated Value $1,260,222

    Last Listing Agent Erin McCormick KW Vermont

    380 Foote Farm Rd, Middlebury, VT 05753
    • 11 Willard St, Middlebury, VT 05753
      11 Willard St, Middlebury, VT 05753
      11 Willard St, 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

  • 12 Stonegate Dr, Middlebury, VT 05753
    12 Stonegate Dr, Middlebury, VT 05753
    12 Stonegate Dr, Middlebury, VT 05753
    /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
  • 76 Lindale Cir, Middlebury, VT 05753
    76 Lindale Cir, Middlebury, VT 05753
    76 Lindale Cir, Middlebury, VT 05753
    /24

    $75,000 Sold Sep 10, 2025

    76 Lindale Cir, Middlebury, VT 05753

    • 2 Beds
    • 1.5 Baths
    • 720 Sq Ft
    • Built 1970

    Last Sold Summary

    • $104/SF
    • 2 Days On Market

    Last Listing Agent Roxanna Emilo Emilo Real Estate, LLC

    76 Lindale Cir, Middlebury, VT 05753
    • 49 Seymour St, Middlebury, VT 05753
      49 Seymour St, Middlebury, VT 05753
      49 Seymour St, Middlebury, VT 05753
      /38

      Est $518,952 Not Listed For Sale

      49 Seymour St, Middlebury, VT 05753

      • 4 Beds
      • 3 Baths
      • 2,169 Sq Ft
      • Built 1900
      49 Seymour St, Middlebury, VT 05753

      Last Sold Summary

      • 21% Above List Price
      • $198/SF
      • 2 Days On Market

      Last Sold Price $429,000

      Last Listing Agent Susan Burdick BHHS Vermont Realty Group/Waterbury

  • 8 Fred Johnson Cir, Middlebury, VT 05753
    8 Fred Johnson Cir, Middlebury, VT 05753
    8 Fred Johnson Cir, Middlebury, VT 05753
    /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
  • 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
    • 364 Weybridge St, Middlebury, VT 05753
      364 Weybridge St, Middlebury, VT 05753
      364 Weybridge St, Middlebury, VT 05753
      /39

      Est $903,503 Not Listed For Sale

      364 Weybridge St, Middlebury, VT 05753

      • 4 Beds
      • 2 Baths
      • 2,053 Sq Ft
      • Built 1900
      364 Weybridge St, Middlebury, VT 05753

      Last Sold Summary

      • 5% Below List Price
      • $463/SF
      • 132 Days On Market

      Last Sold Price $950,000

      Last Listing Agent Sarah Peluso IPJ Real Estate

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

    $415,000 Under Contract

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

    17 Stonegate Dr, Middlebury, VT 05753

    Welcome to this inviting 3-bedroom, 3-bathroom single-family Cape located in Middlebury. Ideally situated close to downtown Middlebury, schools, shopping, and dining, this home also offers an excellent location between Rutland and Burlington for easy commuting. Inside features an open-concept layout that creates a seamless flow between living spaces—perfect for both everyday living and

    Heather Foster-Provencher Champlain Valley Properties

    17 Stonegate Dr, 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 $356,529

    Last Listing Agent Sarah Peluso IPJ Real Estate

    385 E Main St, Middlebury, VT 05753
    • 202 Weybridge St, Middlebury, VT 05753
      202 Weybridge St, Middlebury, VT 05753
      202 Weybridge St, Middlebury, VT 05753
      /39

      Est $1,082,399 Not Listed For Sale

      202 Weybridge St, Middlebury, VT 05753

      • 5 Beds
      • 3.5 Baths
      • 2,804 Sq Ft
      • Built 1818
      202 Weybridge St, Middlebury, VT 05753

      Last Sold Summary

      • 22% Below List Price
      • $496/SF
      • 48 Days On Market

      Last Sold Price $1,390,000

      Last Listing Agent Irene Poole Coldwell Banker Hickok and Boardman

  • 110 Charles Ave, Middlebury, VT 05753
    110 Charles Ave, Middlebury, VT 05753
    110 Charles Ave, Middlebury, VT 05753
    /41

    $400,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,520 Sq Ft

    110 Charles Ave, Middlebury, VT 05753

    Move-in ready and nicely renovated. Welcome to this beautifully updated Middlebury home, completely renovated to the studs in 2017 with new electrical, plumbing, insulation, drywall, flooring, windows, and energy-efficient mini splits. Additional upgrades include new vinyl siding (2019–2020) and a spacious 500 sq. ft. addition, featuring a bright 16x16 Great Room—perfect for gathering and

    Donna Mathieu RE/MAX North Professionals

    110 Charles Ave, Middlebury, VT 05753
  • 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 $390,066

    Last Listing Agent Connor Johnson KW Vermont

    800 Route 7 S, Middlebury, VT 05753
    • 341 Weybridge St, Middlebury, VT 05753
      341 Weybridge St, Middlebury, VT 05753
      341 Weybridge St, Middlebury, VT 05753
      /27

      Est $411,753 Not Listed For Sale

      341 Weybridge St, Middlebury, VT 05753

      • 2 Beds
      • 1.5 Baths
      • 1,156 Sq Ft
      • Built 1900
      341 Weybridge St, Middlebury, VT 05753

      Last Sold Summary

      • 3% Above List Price
      • $346/SF
      • 18 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Sarah Peluso IPJ Real Estate

Showing Results 81 - 120, Page 3 of 18

Vermont Addison County Middlebury

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group