2,273

Homes in ZIP Code 05089

Section Image
    • /36

      Est $871,018 Not Listed For Sale

      26 Main St, Windsor, VT 05089

      • 9 Beds
      • 8.5 Baths
      • 6,232 Sq Ft
      • Built 1815
      26 Main St, Windsor, VT 05089

      Last Sold Summary

      • 12% Above List Price
      • $124/SF
      • 731 Days On Market

      Last Sold Price $775,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /41

    $450,000 Under Contract

    • 3,700 Sq Ft

    64 State St, Windsor, VT 05089

    Windsor’s income-producing potential meets turnkey ease in this updated five-unit multifamily, perfectly positioned in Vermont’s historic “Birthplace ofVermont” along the Connecticut River and at the base of Mount Ascutney. With four one-bedroom units and one two-bedroom, the property offers a flexible mix of traditional tenancy and high-demand furnished rentals in a market supported by

    Katie Ladue Gilbert BHHS Verani Upper Valley

    64 State St, Windsor, VT 05089
  • /2

    $299,000 Sold Feb 02, 2026

    22 Hammond Hill Rd, West Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1963

    Last Sold Summary

    • $319/SF
    • 0 Days On Market

    Current Estimated Value $299,682

    Last Listing Agent Shawna Fox BHHS Verani Upper Valley

    22 Hammond Hill Rd, West Windsor, VT 05089
    • /40

      Est $441,117 Not Listed For Sale

      25 Main St, Windsor, VT 05089

      • 4 Beds
      • 2 Baths
      • 3,146 Sq Ft
      • Built 1796
      25 Main St, Windsor, VT 05089

      Last Sold Summary

      • 4% Above List Price
      • $135/SF
      • 151 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Dan Noble Snyder Donegan Real Estate Group

  • /20

    $259,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft

    3 Cherry St, Windsor, VT 05089

    Classic Vermont character meets everyday convenience in this sweet in-town New Englander. Set in the heart of Windsor, this three-bedroom, one-bath home puts you steps from local shops, dining, and all the charm of one of Vermont's most historic villages. Inside, a fireplace anchors the living space, offering the kind of warmth that makes a New England winter something to look forward to. The

    Katie Ladue Gilbert BHHS Verani Upper Valley

    3 Cherry St, Windsor, VT 05089
  • /2

    $365,000 Sold May 15, 2025

    32 Ascutney St, Windsor, VT 05089

    • 4 Beds
    • 3 Baths
    • 1,998 Sq Ft
    • Built 1919

    Last Sold Summary

    • 3% Above List Price
    • $183/SF
    • 0 Days On Market

    Current Estimated Value $386,661

    Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

    32 Ascutney St, Windsor, VT 05089
    • /20

      Est $271,877 Not Listed For Sale

      4 Kiniry St, Windsor, VT 05089

      • 4 Beds
      • 1.5 Baths
      • 1,400 Sq Ft
      • Built 1938
      4 Kiniry St, Windsor, VT 05089

      Last Sold Summary

      • 10% Above List Price
      • $177/SF
      • 26 Days On Market

      Last Sold Price $248,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /13

    $399,900

    • Land
    • 108 Acres
    • $3,703 per Acre

    1928 Vermont 131, Ascutney, VT 05030

    This 108 Acres +/- boasts one of the most beautiful and plentiful sugarbush in the state, that can easily accommodate over 4500 sugar taps. Matured stately maple timber with enough cord word available for a lifetime. Well maintained wood trails traverse the acreage. Several building sites with spectacular Mt. Ascutney views with clearing. This secluded hillside is just 5 minutes to Exit 8, 30

    Don Chabot Town and Country Realty

    1928 Vermont 131, Ascutney, VT 05030
  • /2

    $340,000 Sold Sep 05, 2025

    672 County Rd, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1988

    Last Sold Summary

    • $227/SF
    • 0 Days On Market

    Current Estimated Value $344,588

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    672 County Rd, Windsor, VT 05089
    • /19

      Est $314,170 Not Listed For Sale

      242 Huntington Dr, Windsor, VT 05089

      • 3 Beds
      • 1 Bath
      • 1,110 Sq Ft
      • Built 1971
      242 Huntington Dr, Windsor, VT 05089

      Last Sold Summary

      • 20% Above List Price
      • $236/SF
      • 5 Days On Market

      Last Sold Price $262,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /30

    $134,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,520 Sq Ft

    89 Route 12, Hartland, VT 05048

    There is no putting lipstick on this one so let's just call it as it is. This antique home had been loved, albeit a tad hard, by its prior owner for over 40+ years. It needs just about everything except for a good start, a versatile lot, and a studio workshop. Your imagination can take this property, perhaps, from a single family 3 bedroom 1 bath into a multifamily. The detached studio workshop

    Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    89 Route 12, Hartland, VT 05048
  • /41

    $90,000 Sold Oct 30, 2025

    00 Snow Ln, Windsor, VT 05089

    • Land
    • 1.23 Acres
    • $73,171 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 149 Days On Market

    Last Listing Agent John Bassette Bassette Real Estate Group

    00 Snow Ln, Windsor, VT 05089
    • /39

      Est $370,323 Not Listed For Sale

      39 Huntington Dr, Windsor, VT 05089

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1967
      39 Huntington Dr, Windsor, VT 05089

      Last Sold Summary

      • 6% Above List Price
      • $324/SF
      • 74 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /26

    $119,000

    • 1 Bed
    • 1 Bath
    • 240 Sq Ft

    505 Back Mountain Rd Unit 14, Windsor, VT 05089

    This beautifully crafted 2024 "Incredible Tiny Home" built by Amish Artisans, is ready for its next owner. Thoughtfully designed for efficiency and comfort, the home features a convenient kitchen, a spacious bathroom, and a loft sleeping area with stairs for easy access. A mini-split system provides both heating and cooling, ensuring year-round comfort. Step outside to enjoy the well-built

    Jenna Luce RE/MAX Upper Valley

    505 Back Mountain Rd Unit 14, Windsor, VT 05089
  • /36

    $440,000 Sold Jul 15, 2025

    215 Densmore Hill Rd, Hartland, VT 05048

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft
    • Built 1990

    Last Sold Summary

    • $426/SF
    • 116 Days On Market

    Current Estimated Value $445,123

    Last Listing Agent Sue Starr-Adams EXP Realty

    215 Densmore Hill Rd, Hartland, VT 05048
    • /39

      Est $329,857 Not Listed For Sale

      69 Morningside Dr, Windsor, VT 05089

      • 3 Beds
      • 2 Baths
      • 1,242 Sq Ft
      • Built 1988
      69 Morningside Dr, Windsor, VT 05089

      Last Sold Summary

      • 20% Above List Price
      • $221/SF
      • 30 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Krista Harness Heney Realtors - Element Real Estate (Montpelier)

  • /38

    $424,000

    • 4 Beds
    • 2.5 Baths
    • 2,888 Sq Ft

    273 Route 5 N, Windsor, VT 05089

    A rare piece of Vermont history, thoughtfully preserved for modern living. Dating to 1790, this distinguished brick and frame Colonial stands as a testament to early New England craftsmanship — and it's ready for its next chapter. Meticulously maintained over the centuries and updated where it counts, this two-story home offers the warmth of wide-plank hardwood and softwood floors, the peace of

    Allison Griep BHHS Verani Upper Valley

    273 Route 5 N, Windsor, VT 05089
  • /36

    $426,000 Sold Jan 23, 2026

    473 Taylor Dr, Windsor, VT 05089

    • 4 Beds
    • 2.5 Baths
    • 1,832 Sq Ft
    • Built 2003

    Last Sold Summary

    • $233/SF
    • 2 Days On Market

    Current Estimated Value $421,792

    Last Listing Agent Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    473 Taylor Dr, Windsor, VT 05089
    • /34

      Est $421,613 Not Listed For Sale

      37 Morningside Dr, Windsor, VT 05089

      • 3 Beds
      • 2 Baths
      • 1,638 Sq Ft
      • Built 1986
      37 Morningside Dr, Windsor, VT 05089

      Last Sold Summary

      • 4% Above List Price
      • $247/SF
      • 33 Days On Market

      Last Sold Price $405,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /15

    $96,232 New Construction

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft

    108 Cubb Ct, Windsor, VT 05089

    Welcome to 132 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

    Kate Barry EXP Realty

    108 Cubb Ct, Windsor, VT 05089
  • /33

    $475,000 Sold Nov 04, 2025

    17 Vermont 12, Hartland, VT 05048

    • 3 Beds
    • 2.5 Baths
    • 2,152 Sq Ft
    • Built 1850

    Last Sold Summary

    • 10% Below List Price
    • $221/SF
    • 95 Days On Market

    Current Estimated Value $449,556

    Last Listing Agent Derek Eisenberg Continental Real Estate Group, Inc.

    17 Vermont 12, Hartland, VT 05048
    • /32

      Est $1,274,878 Not Listed For Sale

      2768 Hunt Rd, Windsor, VT 05089

      • 3 Beds
      • 2.5 Baths
      • 2,736 Sq Ft
      • Built 2006
      2768 Hunt Rd, Windsor, VT 05089

      Last Sold Summary

      • 6% Below List Price
      • $493/SF
      • 21 Days On Market

      Last Sold Price $1,350,000

      Last Listing Agent Scott Monahan Williamson Group Sothebys Intl. Realty

  • /39

    $615,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,468 Sq Ft

    223 Taylor Dr, Windsor, VT 05089

    This lovely home has plenty of sunny light filled space. Home features a large kitchen/eating area, with a formal-sized dining room, and spacious living room. First floor primary bedroom, and three more bedrooms upstairs. Main level laundry and lots of storage space in the basement.Two car garage with electric car charger.Recent improvements include paved driveway,mini splits and lifetime

    Ara Cardew BHG Masiello Keene

    223 Taylor Dr, Windsor, VT 05089
  • /36

    $535,000 Sold Sep 01, 2025

    65 Bergland Ln, West Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Above List Price
    • $333/SF
    • 6 Days On Market

    Current Estimated Value $545,269

    Last Listing Agent Holly Hall Hall Collins Real Estate Group

    65 Bergland Ln, West Windsor, VT 05089
    • /21

      Est $250,500 Not Listed For Sale

      54 Hillside Dr, Windsor, VT 05089

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1957
      54 Hillside Dr, Windsor, VT 05089

      Last Sold Summary

      • 1% Below List Price
      • $253/SF
      • 10 Days On Market

      Last Sold Price $253,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /16

    $96,232 New Construction

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft

    11 Cubb Ct, Windsor, VT 05089

    Welcome to 11 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient

    Kate Barry EXP Realty

    11 Cubb Ct, Windsor, VT 05089
  • /22

    $292,500 Sold Aug 28, 2025

    32 Clough Ave, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,606 Sq Ft
    • Built 1920

    Last Sold Summary

    • $182/SF
    • 2 Days On Market

    Current Estimated Value $298,254

    Last Listing Agent Susan Bellville Bellville Realty

    32 Clough Ave, Windsor, VT 05089
    • /26

      Est $334,852 Not Listed For Sale

      2446 Us Route 5 N, Windsor, VT 05089

      • 4 Beds
      • 2 Baths
      • 2,289 Sq Ft
      • Built 1890
      2446 Us Route 5 N, Windsor, VT 05089

      Last Sold Summary

      • 9% Above List Price
      • $134/SF
      • 24 Days On Market

      Last Sold Price $306,000

      Last Listing Agent Livian Vermont KW Vermont

  • /30

    $139,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,549 Sq Ft

    66 Country Skyline Blvd, Windsor, VT 05089

    Comfortable Living in a Peaceful Vermont 55+ Community Discover relaxed, low-maintenance living in this spacious 3-bedroom, 2-bathroom double-wide home nestled in a sought-after age-restricted community in Weathersfield, Vermont. Thoughtfully maintained and move-in ready, this home welcomes you with an open-concept living and dining area—perfect for hosting gatherings or enjoying quiet evenings

    Mike Hickey KW Vermont Woodstock

    66 Country Skyline Blvd, Windsor, VT 05089
  • /29

    $200,001 Sold Aug 28, 2025

    9 Main St, Windsor, VT 05089

    • 4 Beds
    • 1.5 Baths
    • 2,310 Sq Ft
    • Built 1890

    Last Sold Summary

    • $87/SF
    • 17 Days On Market

    Current Estimated Value $269,011

    Last Listing Agent Linda Benoit Highland Realty

    9 Main St, Windsor, VT 05089
    • /27

      Est $285,500 Not Listed For Sale

      159 Estey Ln, Windsor, VT 05089

      • 2 Beds
      • 2 Baths
      • 1,154 Sq Ft
      • Built 1957
      159 Estey Ln, Windsor, VT 05089

      Last Sold Summary

      • 18% Above List Price
      • $210/SF
      • 6 Days On Market

      Last Sold Price $242,000

      Last Listing Agent Livian Vermont KW Vermont

  • /36

    $215,000 Sold Oct 06, 2025

    31 Maple St, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft
    • Built 1900

    Last Sold Summary

    • 22% Below List Price
    • $113/SF
    • 56 Days On Market

    Current Estimated Value $221,000

    Last Listing Agent Tara Reeves Vermont Real Estate Company

    31 Maple St, Windsor, VT 05089
    • /29

      Est $257,013 Not Listed For Sale

      28 Enright Ave, Windsor, VT 05089

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1925
      28 Enright Ave, Windsor, VT 05089

      Last Sold Summary

      • 8% Above List Price
      • $221/SF
      • 14 Days On Market

      Last Sold Price $239,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /18

    $229,000 Sold Jun 25, 2025

    3 Fitch Ct, Windsor, VT 05089

    • 2 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 1940

    Last Sold Summary

    • $138/SF
    • 20 Days On Market

    Current Estimated Value $246,135

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    3 Fitch Ct, Windsor, VT 05089
    • /56

      Est $185,693 Not Listed For Sale

      17 Dewey Ave, Windsor, VT 05089

      • 3 Beds
      • 1 Bath
      • 1,523 Sq Ft
      • Built 1935
      17 Dewey Ave, Windsor, VT 05089

      Last Sold Summary

      • 56% Above List Price
      • $78/SF
      • 139 Days On Market

      Last Sold Price $119,000

      Last Listing Agent Dorothy Griswold The Clerkin Agency, P.C.

  • /28

    $245,000 Sold Jun 02, 2025

    2125 U S 5, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,654 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Above List Price
    • $148/SF
    • 39 Days On Market

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    2125 U S 5, Windsor, VT 05089
    • /40

      Est $345,215 Not Listed For Sale

      39 Dairy Ln, Windsor, VT 05089

      • 2 Beds
      • 1.5 Baths
      • 936 Sq Ft
      • Built 1992
      39 Dairy Ln, Windsor, VT 05089

      Last Sold Summary

      • 3% Below List Price
      • $379/SF
      • 8 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Ann Jacques Century 21 Highview Realty

  • /48

    $637,500 Sold Feb 27, 2026

    1051 Banister Rd, West Windsor, VT 05089

    • 3 Beds
    • 3 Baths
    • 3,490 Sq Ft
    • Built 1981

    Last Sold Summary

    • 8% Below List Price
    • $183/SF
    • 37 Days On Market

    Current Estimated Value $681,404

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    1051 Banister Rd, West Windsor, VT 05089
    • /37

      Est $372,166 Not Listed For Sale

      40 Village Green, Windsor, VT 05089

      • 6 Beds
      • 5 Baths
      • 3,176 Sq Ft
      • Built 1800
      40 Village Green, Windsor, VT 05089

      Last Sold Summary

      • 6% Above List Price
      • $110/SF
      • 8 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /17

    $275,000 Sold Jun 09, 2025

    42 Elm St, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Built 1934

    Last Sold Summary

    • $218/SF
    • 6 Days On Market

    Current Estimated Value $277,442

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    42 Elm St, Windsor, VT 05089

Showing Results 41 - 80, Page 2 of 18

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