36,189

Windsor County, VT Homes

Section Image
  • /37

    $190,000 Sold Jul 23, 2025

    182 Upper Round Top Rd Unit E, Plymouth, VT 05056

    • 3 Beds
    • 2 Baths
    • 1,479 Sq Ft
    • Built 1974

    Last Sold Summary

    • 24% Below List Price
    • $128/SF
    • 96 Days On Market

    Current Estimated Value $206,697

    Last Listing Agent Marni Rieger KW Vermont-Killington

    182 Upper Round Top Rd Unit E, Plymouth, VT 05056
    • /38

      Est $381,472 Not Listed For Sale

      79 Walsh Ave, White River Junction, VT 05001

      • 3 Beds
      • 1.5 Baths
      • 1,184 Sq Ft
      • Built 1962
      79 Walsh Ave, White River Junction, VT 05001

      Last Sold Summary

      • 10% Below List Price
      • $359/SF
      • 4 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Alex DeFelice The Clerkin Agency, P.C.

  • /60

    $2,499,000

    • 4 Beds
    • 3.5 Baths
    • 5,079 Sq Ft

    254 Town Line Rd, Plymouth, VT 05056

    First time offered on market! Stunning VT private estate on over 22 +/- acres w/mountain views, gorgeous gardens & 2 ponds one of which is a 7-feet-deep spring fed glacial pond. This exquisite property has been meticulously designed & custom crafted by the owner who is a well-known respected master builder. As you enter this gem you will experience the thoughtful care everywhere you look.

    Marni Rieger KW Vermont-Killington

    254 Town Line Rd, Plymouth, VT 05056
  • /38

    $400,000 Sold Dec 19, 2025

    96 Dairy Ln, Windsor, VT 05089

    • 4 Beds
    • 2.5 Baths
    • 2,272 Sq Ft
    • Built 1992

    Last Sold Summary

    • 13% Below List Price
    • $176/SF
    • 85 Days On Market

    Current Estimated Value $405,613

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    96 Dairy Ln, Windsor, VT 05089
    • /37

      Est $528,065 Not Listed For Sale

      3 Skyline Way, White River Junction, VT 05001

      • 3 Beds
      • 3 Baths
      • 1,767 Sq Ft
      • Built 1998
      3 Skyline Way, White River Junction, VT 05001

      Last Sold Summary

      • 9% Above List Price
      • $274/SF
      • 0 Days On Market

      Last Sold Price $485,000

      Last Listing Agent Jeffrey Batchelder Coldwell Banker LIFESTYLES - Hanover

  • /11

    $150,000

    • Land
    • 1.79 Acres
    • $83,799 per Acre

    83 Coaching Ln, West Windsor, VT 05037

    Shovel ready project in Brownsville Vt.Fully permitted and ready to go for a timber-frame plan up to 5 bedrooms. 1.79 acre vacant lot only for asking price, or built to suit option. Proven aquifer for high production well. Gorgeous views of Mt. Ascutney, minutes to the ski mountain and outdoor recreation center. The area is known for kind welcoming people and local farms. The Ascutney outdoor

    Jason Saphire www.HomeZu.com

    83 Coaching Ln, West Windsor, VT 05037
  • /39

    $613,000 Sold Sep 10, 2025

    5851 South Rd, Woodstock, VT 05071

    • 3 Beds
    • 2.5 Baths
    • 1,958 Sq Ft
    • Built 1920

    Last Sold Summary

    • 19% Below List Price
    • $313/SF
    • 302 Days On Market

    Last Listing Agent Carol Wood Williamson Group Sothebys Intl. Realty

    5851 South Rd, Woodstock, VT 05071
    • /10

      Est $321,844 Not Listed For Sale

      218 Latham Works Ln, White River Junction, VT 05001

      • 4 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1995
      218 Latham Works Ln, White River Junction, VT 05001

      Last Sold Summary

      • 15% Above List Price
      • $258/SF
      • 19 Days On Market

      Last Sold Price $279,000

      Last Listing Agent Alex DeFelice The Clerkin Agency, P.C.

  • /14

    $1,560,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,120 Sq Ft

    7034 Hiram Atkins Byway Rd Unit 7043, Hartford, VT 05059

    To be built by Mountain Stream at Quechee Lakes, the Thistle offers 3,120 square feet of contemporary living across two levels. The main floor includes kitchen, dining, and living areas with fireplace, along with a mudroom, half bath, and two bedrooms — each with a private full bathroom. The lower level features a garage or heated storage area, laundry and mechanical rooms, a family room, and two

    Richard Higgerson Higgerson & Company

    7034 Hiram Atkins Byway Rd Unit 7043, Hartford, VT 05059
  • /60

    $400,000 Sold May 19, 2025

    196 North St, Chester, VT 05143

    • 3 Beds
    • 3 Baths
    • 2,960 Sq Ft
    • Built 1844

    Last Sold Summary

    • 6% Below List Price
    • $135/SF
    • 166 Days On Market

    Current Estimated Value $421,912

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    196 North St, Chester, VT 05143
    • /39

      Est $598,367 Not Listed For Sale

      406 Jericho St, White River Junction, VT 05001

      • 4 Beds
      • 2.5 Baths
      • 1,574 Sq Ft
      • Built 1969
      406 Jericho St, White River Junction, VT 05001

      Last Sold Summary

      • 3% Above List Price
      • $368/SF
      • 2 Days On Market

      Last Sold Price $580,000

      Last Listing Agent Darren Sherburne Four Seasons Sotheby's Int'l Realty

  • /11

    $2,200,000

    • Land
    • 153.73 Acres
    • $14,311 per Acre

    0 Vermont 106, Reading, VT 05062

    Tucked away near the sought-after communities of Woodstock, West Windsor, and Ludlow, this untouched parcel invites endless possibilities. From its elevated perch, it offers sweeping views of Mt. Ascutney and the Connecticut River Valley in every direction. The Northern New England forested landscape is crisscrossed with trails, old roads, and natural springs, perfect for exploration. There are

    Laird Bradley Williamson Group Sothebys Intl. Realty

    0 Vermont 106, Reading, VT 05062
  • /60

    $2,950,000 Sold Dec 22, 2025

    240 Piper Hill Rd, Weston, VT 05161

    • 5 Beds
    • 6.5 Baths
    • 8,056 Sq Ft
    • Built 1990

    Last Sold Summary

    • $366/SF
    • 28 Days On Market

    Last Listing Agent Steve Stettler Four Seasons Sotheby's Int'l Realty

    240 Piper Hill Rd, Weston, VT 05161
    • /30

      Est $432,835 Not Listed For Sale

      123 Hillcrest Terrace, White River Junction, VT 05001

      • 4 Beds
      • 2 Baths
      • 2,031 Sq Ft
      • Built 1920
      123 Hillcrest Terrace, White River Junction, VT 05001

      Last Sold Summary

      • 51% Above List Price
      • $141/SF
      • 15 Days On Market

      Last Sold Price $286,000

      Last Listing Agent Richard Ballou RE/MAX

  • /2

    $149,999

    • Land
    • 56.5 Acres
    • $2,655 per Acre

    00 Blackmer Blvd, Stockbridge, VT 05772

    An affordable 56.5 acres of desirable woodland! Pathways heading towards elevated destinations meander up through this tranquil hillside of trees. While some marketable timber has been identified, for many people these classic Vermont woods could be the setting for the construction of a rustic cabin. The property has been "perc tested" by the owners and it has been determined that the property

    John Wetmore Wetmore Real Estate

    00 Blackmer Blvd, Stockbridge, VT 05772
  • /40

    $665,000 Sold Sep 02, 2025

    417 Grout Rd, Perkinsville, VT 05151

    • 3 Beds
    • 2.5 Baths
    • 2,187 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Below List Price
    • $304/SF
    • 24 Days On Market

    Current Estimated Value $677,704

    Last Listing Agent Steve Stettler Four Seasons Sotheby's Int'l Realty

    417 Grout Rd, Perkinsville, VT 05151
    • /30

      Est $332,229 Not Listed For Sale

      540 Chandler Rd, White River Junction, VT 05001

      • 3 Beds
      • 2 Baths
      • 1,008 Sq Ft
      • Built 1957
      540 Chandler Rd, White River Junction, VT 05001

      Last Sold Summary

      • 11% Above List Price
      • $298/SF
      • 19 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Franchesca Collins Hall Collins Real Estate Group

  • /36

    $369,000

    • 5 Beds
    • 1 Bath
    • 2,243 Sq Ft

    2029 N Hill Rd, Chester, VT 05143

    Come, enjoy the quiet charm of Andover in this inviting, private Vermont home—perfect for year-round living or a peaceful getaway. Nestled among evergreens with beautiful snowy views, this property offers easy access to Okemo Mountain, and is also close to Stratton, Magic, and Bromley for skiing, riding, and four-season adventure. Snowmobile enthusiasts will love the nearby VAST trails, and the

    Daire Gibney Barrett and Valley Associates Inc.

    2029 N Hill Rd, Chester, VT 05143
  • /31

    $415,000 Sold Dec 23, 2025

    41 Reservoir Rd, Springfield, VT 05156

    • 3 Beds
    • 2 Baths
    • 1,952 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $213/SF
    • 53 Days On Market

    Current Estimated Value $420,571

    Last Listing Agent Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    41 Reservoir Rd, Springfield, VT 05156
    • /36

      Est $426,599 Not Listed For Sale

      14 Birchwood Dr, White River Junction, VT 05001

      • 3 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1979
      14 Birchwood Dr, White River Junction, VT 05001

      Last Sold Summary

      • 12% Above List Price
      • $361/SF
      • 5 Days On Market

      Last Sold Price $381,000

      Last Listing Agent Livian Vermont KW Vermont

  • /46

    $215,000

    • 3 Beds
    • 1.5 Baths
    • 2,121 Sq Ft

    222 River St, Bethel, VT 05032

    Nestled on over an acre of serene countryside, this 3-bedroom, 2-bathroom home offers endless potential for those seeking a peaceful retreat with room to make it their own. Enjoy the beauty of nature with direct river frontage, perfect for fishing, kayaking, or simply relaxing to the soothing sounds of the water. The home features a spacious layout with abundant natural light, offering a cozy

    Flex Realty Group Flex Realty

    222 River St, Bethel, VT 05032
  • /25

    $298,500 Sold Jul 02, 2025

    1857 Christian St, White River Junction, VT 05001

    • 2 Beds
    • 1 Bath
    • 946 Sq Ft
    • Built 1950

    Last Sold Summary

    • $316/SF
    • 28 Days On Market

    Current Estimated Value $325,592

    Last Listing Agent Gerry Stark RE/MAX Upper Valley

    1857 Christian St, White River Junction, VT 05001
    • /35

      Est $500,272 Not Listed For Sale

      211 Hidden Ln, White River Junction, VT 05001

      • 3 Beds
      • 2 Baths
      • 2,228 Sq Ft
      • Built 1996
      211 Hidden Ln, White River Junction, VT 05001

      Last Sold Summary

      • 17% Above List Price
      • $192/SF
      • 15 Days On Market

      Last Sold Price $427,500

      Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

  • /58

    $4,999,000

    • 5 Beds
    • 4.5 Baths
    • 9,170 Sq Ft

    62 Moonshadow Dr Unit M4 & M5, Ludlow, VT 05149

    Welcome to one of Okemo’s most distinctive properites, an iconic SKI-ON, SKI-OFF Tennessee log-style home set directly on the Moon Shadow ski trail within Solitude Village. This home offers the ultimate slopeside lifestyle with panoramic mountain views stretching across the Okemo Valley. Crafted with authentic log construction, showcasing broad hewn timbers, wide chinking, reclaimed wood floors,

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    62 Moonshadow Dr Unit M4 & M5, Ludlow, VT 05149
  • /39

    $126,000 Sold Dec 08, 2025

    149 Willow Cir, Hartford, VT 05001

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1992

    Last Sold Summary

    • 9% Below List Price
    • $101/SF
    • 43 Days On Market

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

    149 Willow Cir, Hartford, VT 05001
    • /40

      Est $1,005,187 Not Listed For Sale

      268 Loveland Hill Rd, White River Junction, VT 05001

      • 3 Beds
      • 3.5 Baths
      • 3,469 Sq Ft
      • Built 1984
      268 Loveland Hill Rd, White River Junction, VT 05001

      Last Sold Summary

      • 6% Below List Price
      • $310/SF
      • 82 Days On Market

      Last Sold Price $1,075,000

      Last Listing Agent Gabbie Black Coldwell Banker LIFESTYLES - Hanover

  • /28

    $4,500,000

    • Land
    • 127 Acres
    • $35,433 per Acre

    85 Pallottas Hill Rd, Ludlow, VT 05149

    MAJOR 7 FIGURE PRICE REDUCTION! Live, Build, Develop - 127 Acres at Okemo's Doorstep. ~Prime Development Opportunity at the Base of Okemo Mountain. A rare and highly developable 127-acre parcel located just 2 minutes from downtown Ludlow at the foot of world-renowned Okemo Mountain. ~Preliminary engineering, structural work and surveys are complete making this a premier opportunity for a luxury

    Frank Provance Diamond Realty

    85 Pallottas Hill Rd, Ludlow, VT 05149
  • /20

    $220,000 Sold Sep 18, 2025

    003 Massey Rd, Springfield, VT 05156

    • Land
    • 27.06 Acres
    • $8,130 per Acre

    Last Sold Summary

    • 5 Days On Market

    Last Listing Agent Lorien Kelly Kelley Real Estate, Inc.

    003 Massey Rd, Springfield, VT 05156
    • /36

      Est $595,052 Not Listed For Sale

      117 Perkins Place, White River Junction, VT 05001

      • 4 Beds
      • 3 Baths
      • 1,920 Sq Ft
      • Built 1976
      117 Perkins Place, White River Junction, VT 05001

      Last Sold Summary

      • 7% Above List Price
      • $289/SF
      • 4 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Shane MacDonald Coldwell Banker LIFESTYLES - Hanover

  • /2

    $221,000

    • Land
    • 8.52 Acres
    • $25,939 per Acre

    0 Barrister Dr Unit 3, Hartford, VT 05001

    In-town building lot opportunity! Don't miss this chance to build your single family home or possibly a multifamily project in the Barrister Drive area of Wider, VT. A nice 8.52 +/- acre in-town lot located at the end of Palmer Court or Barrister Drive. This property is adjacent to an additional 25 +/- acre Norwich, VT. lot that is also for sale at $159,000. and could possibly be used for an

    Alex DeFelice The Clerkin Agency, P.C.

    0 Barrister Dr Unit 3, Hartford, VT 05001
  • /2

    $201,000 Sold May 29, 2025

    16 Mary St, Springfield, VT 05156

    • 2 Beds
    • 1.5 Baths
    • 1,048 Sq Ft
    • Built 1915

    Last Sold Summary

    • 15% Above List Price
    • $192/SF
    • 5 Days On Market

    Current Estimated Value $197,033

    Last Listing Agent Chelsea Richardson Barrett and Valley Associates Inc.

    16 Mary St, Springfield, VT 05156
    • /24

      Est $431,501 Not Listed For Sale

      127 Truell Rd, White River Junction, VT 05001

      • 3 Beds
      • 2 Baths
      • 1,008 Sq Ft
      • Built 1992
      127 Truell Rd, White River Junction, VT 05001

      Last Sold Summary

      • 11% Above List Price
      • $386/SF
      • 7 Days On Market

      Last Sold Price $389,000

      Last Listing Agent Megan Moseley Mint Real Estate Group

  • /37

    $1,995,000

    • 4 Beds
    • 2.5 Baths
    • 3,839 Sq Ft

    198 Piper Hill Rd, Weston, VT 05161

    Uplands is a gracious 105-acre hill farm on the south-facing slope of Markham Mountain, located just outside the historic village of Weston. Anchored by an 1800s farmhouse, the main residence has been thoughtfully added on to and renovated over the years and offers over 3,839 square feet of living space, including four bedrooms, three fireplaces and an attached two bay garage. The guest house

    Story Jenks LandVest, Inc/Woodstock

    198 Piper Hill Rd, Weston, VT 05161
  • /20

    $250,000 Sold Oct 20, 2025

    135 Woodhaven Dr Unit 1D, White River Junction, VT 05001

    • 2 Beds
    • 1.5 Baths
    • 1,008 Sq Ft
    • Built 1981

    Last Sold Summary

    • 4% Below List Price
    • $248/SF
    • 11 Days On Market

    Current Estimated Value $250,721

    Last Listing Agent Mary Paino Coldwell Banker LIFESTYLES - Quechee

    135 Woodhaven Dr Unit 1D, White River Junction, VT 05001
    • /24

      Est $355,271 Not Listed For Sale

      471 Colonial Dr, White River Junction, VT 05001

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1982
      471 Colonial Dr, White River Junction, VT 05001

      Last Sold Summary

      • 1% Above List Price
      • $368/SF
      • 6 Days On Market

      Last Sold Price $353,000

      Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

  • /60

    $4,775,000

    • 7 Beds
    • 6.5 Baths
    • 6,624 Sq Ft

    924 Okemo Ridge Rd Unit S 11, Ludlow, VT 05149

    Perched in Solitude, one of Okemo’s most sought-after on-mountain neighborhoods, 924 Okemo Ridge Road offers exceptional slope access, sweeping long-range views, and the scale to comfortably bring generations together under one roof. With 7 bedrooms and 6.5 bathrooms, this is a true ski home—designed for gathering, hosting, and making memories year after year. The home delivers classic ski lodge

    Katherine Burns William Raveis Real Estate Vermont Properties

    924 Okemo Ridge Rd Unit S 11, Ludlow, VT 05149
  • /41

    $825,000 Sold May 02, 2025

    3755 Quechee Main St Unit B, Quechee, VT 05059

    • 3 Beds
    • 3.5 Baths
    • 2,282 Sq Ft
    • Built 1985

    Last Sold Summary

    • $362/SF
    • 0 Days On Market

    Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

    3755 Quechee Main St Unit B, Quechee, VT 05059
    • /44

      Est $485,815 Not Listed For Sale

      60 Charles St, White River Junction, VT 05001

      • 3 Beds
      • 2 Baths
      • 1,732 Sq Ft
      • Built 1967
      60 Charles St, White River Junction, VT 05001

      Last Sold Summary

      • 4% Above List Price
      • $270/SF
      • 6 Days On Market

      Last Sold Price $467,500

      Last Listing Agent Shane MacDonald Coldwell Banker LIFESTYLES - Hanover

  • /15

    $85,000

    • Land
    • 4.05 Acres
    • $20,988 per Acre

    00 Hillcrest Dr, Andover, VT 05143

    Ready to Build in Southern Vermont! Dreaming of a serene mountain getaway or your forever home in Vermont? This 4.± acre gem on a quiet dead-end road offers peace, privacy, and convenience. With a State-issued wastewater permit already in hand for a 5-bedroom home, you can hit the ground running on your build. Power is right at the road and fiber-optic internet is available—ideal for remote work

    Daire Gibney Barrett and Valley Associates Inc.

    00 Hillcrest Dr, Andover, VT 05143
  • /18

    $219,000 Sold Sep 02, 2025

    66 Union St, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,743 Sq Ft
    • Built 1856

    Last Sold Summary

    • 14% Below List Price
    • $126/SF
    • 56 Days On Market

    Current Estimated Value $234,494

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    66 Union St, Windsor, VT 05089

Showing Results 401 - 440, Page 11 of 18

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