36,189

Windsor County, VT Homes

Section Image
  • /40

    $1,225,000 Sold Apr 02, 2025

    384 Skyhawk Ln, Brownsville, VT 05037

    • 4 Beds
    • 4.5 Baths
    • 4,411 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $278/SF
    • 12 Days On Market

    Current Estimated Value $1,272,029

    Last Listing Agent David Donegan Snyder Donegan Real Estate Group

    384 Skyhawk Ln, Brownsville, VT 05037
    • /39

      Est $1,779,162 Not Listed For Sale

      1427 Jericho St, White River Junction, VT 05001

      • 5 Beds
      • 4 Baths
      • 4,726 Sq Ft
      • Built 1781
      1427 Jericho St, White River Junction, VT 05001

      Last Sold Summary

      • 13% Below List Price
      • $434/SF
      • 56 Days On Market

      Last Sold Price $2,050,000

      Last Listing Agent Story Jenks LandVest, Inc/Woodstock

  • /19

    $595,000

    • Land
    • 220.11 Acres
    • $2,703 per Acre

    0 Markham Mountain Rd, Andover, VT 05143

    Discover 220± acres of pristine woodland offering the ultimate blend of privacy, recreation, and opportunity. With a mix of gently level terrain and elevated ridgelines that may offer sweeping mountain views, this remarkable parcel provides endless possibilities — from a private estate setting to potential subdivision. The VAST snowmobile trail runs directly through a portion of the property,

    Kevin Barnes William Raveis Real Estate Vermont Properties

    0 Markham Mountain Rd, Andover, VT 05143
  • /16

    $96,232 Sold Feb 23, 2026

    9 Walnut St, Hartford, VT 05001

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $124/SF
    • 196 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    9 Walnut St, Hartford, VT 05001
    • /38

      Est $462,000 Not Listed For Sale

      13 Stone Crest Ave, White River Junction, VT 05001

      • 4 Beds
      • 2 Baths
      • 1,662 Sq Ft
      • Built 1975
      13 Stone Crest Ave, White River Junction, VT 05001

      Last Sold Summary

      • 17% Above List Price
      • $238/SF
      • 5 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Jill Harlow Coldwell Banker LIFESTYLES - Hanover

  • /36

    $521,400

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    169 Butternut Rd, Hartford, VT 05001

    This brand-new, never lived in Ranch style home in Hartford is for the folks who want to spend their weekends living, not chasing down a contractor. Skip the renovation stress. It’s new, it’s ready, and you get a clean, 3-bedroom, 2-bathroom single-level-living layout with the ultimate convenience: laundry on the main floor. No hauling baskets up and down stairs ever again. The kitchen has a

    Holly Hall Hall Collins Real Estate Group

    169 Butternut Rd, Hartford, VT 05001
  • /34

    $400,000 Sold Jul 25, 2025

    35 Depot St, Hartford, VT 05001

    • 4 Beds
    • 2 Baths
    • 2,352 Sq Ft
    • Built 1870

    Last Sold Summary

    • 8% Below List Price
    • $170/SF
    • 28 Days On Market

    Last Listing Agent Josh Hunt Snyder Donegan Real Estate Group

    35 Depot St, Hartford, VT 05001
    • /37

      Est $341,843 Not Listed For Sale

      1432 Woodstock Rd, White River Junction, VT 05001

      • 3 Beds
      • 2 Baths
      • 1,104 Sq Ft
      • Built 1971
      1432 Woodstock Rd, White River Junction, VT 05001

      Last Sold Summary

      • 16% Above List Price
      • $267/SF
      • 55 Days On Market

      Last Sold Price $295,000

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

  • /24

    $239,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    62 Mark St, Springfield, VT 05156

    This cozy 3 bedroom is ready to be yours. It is move in ready and has been owned by a responsible landlord for the past several years. Newer boiler and well maintained overall. This formal rental property has been reconditioned after the last long-term tenant. The entire interior has been painted. New dishwasher and basement dehumidifiers have been piped into the wastewater system. Close to town

    John Tolosky Barrett and Valley Associates Inc.

    62 Mark St, Springfield, VT 05156
  • /2

    $305,000 Sold Aug 26, 2025

    8 Old Mill Pond Rd, Windsor, VT 05089

    • 3 Beds
    • 5 Baths
    • 1,754 Sq Ft
    • Built 1989

    Last Sold Summary

    • $174/SF
    • 0 Days On Market

    Current Estimated Value $326,167

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    8 Old Mill Pond Rd, Windsor, VT 05089
    • /40

      Est $457,941 Not Listed For Sale

      24 Third Ave, White River Junction, VT 05001

      • 4 Beds
      • 1.5 Baths
      • 1,667 Sq Ft
      • Built 1900
      24 Third Ave, White River Junction, VT 05001

      Last Sold Summary

      • 3% Above List Price
      • $267/SF
      • 6 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Amy Redpath Coldwell Banker LIFESTYLES - Hanover

  • /18

    $265,000

    • 2 Beds
    • 1.5 Baths
    • 1,063 Sq Ft

    445 Old Quechee Rd Unit 10C, Hartford, VT 05001

    Welcome to this sun-filled Mill Run Unit 10C in Quechee Lakes. Enjoy beautiful field views from this bright and inviting condo featuring a spacious open floor plan with cathedral ceilings, a cozy wood-burning stove, and access to a private deck where you can relax, listen to the nearby stream, and take in the peaceful field views. The main level offers an updated, fully applianced kitchen along

    Heather Ashline BHHS Verani Upper Valley

    445 Old Quechee Rd Unit 10C, Hartford, VT 05001
  • /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 $338,317

    Last Listing Agent Shawna Fox BHHS Verani Upper Valley

    22 Hammond Hill Rd, West Windsor, VT 05089
    • /35

      Est $351,069 Not Listed For Sale

      40 Cannon Dr, Rochester, VT 05767

      • 2 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 2008
      40 Cannon Dr, Rochester, VT 05767

      Last Sold Summary

      • 10% Above List Price
      • $201/SF
      • 2 Days On Market

      Last Sold Price $319,000

      Last Listing Agent Kyle Kershner Killington Pico Realty

  • /60

    $1,250,000

    • 6 Beds
    • 5.5 Baths
    • 5,790 Sq Ft

    49 Burton Rd, Weston, VT 05161

    “Meadow & Mountain View” is the Vermont home you’ve been waiting for! Situated just outside of the charming village of Weston, this impressive property offers one of the area’s most delightful and picturesque locations with fantastic views, beautiful grounds, and a warm and welcoming house designed so that you can relax and truly enjoy your Vermont Life. The inviting layout features classic New

    Claudia Harris Mary Mitchell Miller Real Estate

    49 Burton Rd, Weston, VT 05161
  • /25

    $465,000 Sold Oct 24, 2025

    73 Iris Way, White River Junction, VT 05001

    • 2 Beds
    • 2 Baths
    • 1,366 Sq Ft
    • Built 1995

    Last Sold Summary

    • 6% Above List Price
    • $340/SF
    • 0 Days On Market

    Current Estimated Value $466,387

    Last Listing Agent Chuck Clifford Four Seasons Sotheby's Int'l Realty

    73 Iris Way, White River Junction, VT 05001
    • /37

      Est $811,416 Not Listed For Sale

      232 Farm Ridge Rd, Ludlow, VT 05149

      • 3 Beds
      • 3 Baths
      • 2,193 Sq Ft
      • Built 2008
      232 Farm Ridge Rd, Ludlow, VT 05149

      Last Sold Summary

      • 5% Below List Price
      • $391/SF
      • 58 Days On Market

      Last Sold Price $857,500

      Last Listing Agent Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

  • /15

    $185,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft

    295 Hotel Rd Unit 15, Brownsville, VT 05037

    Welcome home to this charming 2 bedroom, 2 bathroom condo tucked in the peaceful mountains of Vermont. Ascutney Trails Association has so much to offer, year round community activities, education and recreation. This unit is turnkey and updated throughout! Enjoy winter skiing, snowshoeing, tubing and in the warmer months enjoy the vast trails for hiking, biking, fishing and more. Two assigned

    Marie Parry M Realty

    295 Hotel Rd Unit 15, Brownsville, VT 05037
  • /47

    $354,000 Sold Jan 09, 2026

    113 Hanover St, White River Junction, VT 05001

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Below List Price
    • $410/SF
    • 21 Days On Market

    Current Estimated Value $353,553

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

    113 Hanover St, White River Junction, VT 05001
    • /4

      Est $553,228 Not Listed For Sale

      1709 Potash Brook Rd, Chester, VT 05143

      • 4 Beds
      • 3 Baths
      • 2,688 Sq Ft
      • Built 2008
      1709 Potash Brook Rd, Chester, VT 05143

      Last Sold Summary

      • 13% Above List Price
      • $182/SF
      • 137 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  • /25

    $539,000

    • 2,304 Sq Ft

    81 High St, Cavendish, VT 05142

    Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

    Tyleen Murray Kelley Real Estate, Inc.

    81 High St, Cavendish, VT 05142
  • /6

    $90,000 Sold Sep 26, 2025

    36 Chestnut St, Hartford, VT 05001

    • Land
    • 0.65 Acre
    • $138,462 per Acre

    Last Sold Summary

    • 28% Below List Price
    • 346 Days On Market

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

    36 Chestnut St, Hartford, VT 05001
    • /14

      Est $174,000 Not Listed For Sale

      17 Fairview Terrace, Windsor, VT 05089

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1950
      17 Fairview Terrace, Windsor, VT 05089

      Last Sold Summary

      • 38% Above List Price
      • $164/SF
      • 5 Days On Market

      Last Sold Price $126,000

      Last Listing Agent Berna Rexford Four Seasons Sotheby's Int'l Realty

  • /58

    $385,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,554 Sq Ft

    1806 Vermont Route 100, Rochester, VT 05767

    This historic cape, circa 1785, is one of the oldest homes in Rochester, VT, blending timeless charm with modern updates. Centrally located to Sugarbush Resort along with Killington Resort and Pico Mountain. Its exposed beams, hand-built doors, and wide pine plank floors evoke classic New England architecture, while recent upgrades ensure comfort and convenience. Major enhancements include new

    Nathan Mastroeni

    1806 Vermont Route 100, Rochester, VT 05767
  • /60

    $850,000 Sold Aug 13, 2025

    82 Button Hook Ln, Barnard, VT 05031

    • 4 Beds
    • 2 Baths
    • 2,915 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $292/SF
    • 98 Days On Market

    Last Listing Agent Eric Johnston Four Seasons Sotheby's Int'l Realty

    82 Button Hook Ln, Barnard, VT 05031
    • /38

      Est $380,985 Not Listed For Sale

      93 Butterfield Hill Rd, Perkinsville, VT 05151

      • 4 Beds
      • 1.5 Baths
      • 1,400 Sq Ft
      • Built 1981
      93 Butterfield Hill Rd, Perkinsville, VT 05151

      Last Sold Summary

      • 4% Below List Price
      • $282/SF
      • 23 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Christine Lewis Brattleboro Area Realty

  • /37

    $699,000

    • Land
    • 52.3 Acres
    • $13,365 per Acre

    00 Granite Ledge, Pomfret, VT 05059

    Pristine Pomfret land with view of Ascutney! Build your dream home on this unspoiled parcel in one of Pomfret's most beautifully preserved and scenic locales. Surrounded by large landholdings and conserved farmland, but only ten minutes from Woodstock and with excellent access to Route 4 and Quechee, this land comprises historic rock walls, mature hardwoods, a stream, and offers the potential for

    Keri Cole Williamson Group Sothebys Intl. Realty

    00 Granite Ledge, Pomfret, VT 05059
  • /23

    $233,000 Sold Apr 04, 2025

    31 Myrtle St, Springfield, VT 05156

    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft
    • Built 1910

    Last Sold Summary

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

    Current Estimated Value $249,339

    Last Listing Agent Ross Doody Century 21 Highview Realty

    31 Myrtle St, Springfield, VT 05156
    • /35

      Est $430,291 Not Listed For Sale

      1035 Davidson Hill Rd, North Springfield, VT 05150

      • 4 Beds
      • 3.5 Baths
      • 2,405 Sq Ft
      • Built 2007
      1035 Davidson Hill Rd, North Springfield, VT 05150

      Last Sold Summary

      • 1% Above List Price
      • $177/SF
      • 3 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Livian Vermont KW Vermont

  • /44

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft

    35 White Loop Unit B101, Ludlow, VT 05149

    Winterplace on Okemo Mountain. This is a must see condominium at an unbeatable location on Okemo. Located at the top of the A & B quad which brings you directly to the Sunburst Six summit chairlift. Natural light fills the bright living space with an open floor plan for the living room, kitchen, and dining area. There is plenty of space for family and friends to gather. A few key features include

    Katherine Burns William Raveis Real Estate Vermont Properties

    35 White Loop Unit B101, Ludlow, VT 05149
  • /32

    $310,000 Sold Jun 26, 2025

    359 S Mountain Rd, Perkinsville, VT 05151

    • 3 Beds
    • 1.5 Baths
    • 1,732 Sq Ft
    • Built 1963

    Last Sold Summary

    • 6% Below List Price
    • $179/SF
    • 5 Days On Market

    Current Estimated Value $325,232

    Last Listing Agent Daniel Preston KW Vermont Woodstock

    359 S Mountain Rd, Perkinsville, VT 05151
    • /40

      Est $886,703 Not Listed For Sale

      1811 Connecticut River Rd, Springfield, VT 05156

      • 5 Beds
      • 4.5 Baths
      • 2,580 Sq Ft
      • Built 2007
      1811 Connecticut River Rd, Springfield, VT 05156

      Last Sold Summary

      • 18% Above List Price
      • $291/SF
      • 13 Days On Market

      Last Sold Price $750,000

      Last Listing Agent Andy Clouse BHHS Verani Upper Valley

  • /55

    $340,000

    • 3 Beds
    • 1 Bath
    • 2,096 Sq Ft

    335 North St, Chester, VT 05143

    Welcome to a charming village retreat in the heart of Chester, perfectly situated on Main Street in the historic Chester Stone Village. This inviting home blends classic Vermont character with comfortable, year-round living. Enter through a practical mudroom with ample space for all your seasonal gear—ideal for embracing Vermont’s four-season lifestyle. To the right, at the front of the home,

    Brendan McNamara William Raveis Real Estate Vermont Properties

    335 North St, Chester, VT 05143
  • /58

    $475,000 Sold Oct 10, 2025

    1923 N Hill Rd, Chester, VT 05143

    • 5 Beds
    • 3 Baths
    • 2,316 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $205/SF
    • 6 Days On Market

    Last Listing Agent Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    1923 N Hill Rd, Chester, VT 05143
    • /23

      Est $744,144 Not Listed For Sale

      632 East Rd, Cavendish, VT 05142

      • 3 Beds
      • 2.5 Baths
      • 2,922 Sq Ft
      • Built 2000
      632 East Rd, Cavendish, VT 05142

      Last Sold Summary

      • 7% Above List Price
      • $238/SF
      • 0 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Betty McEnaney Diamond Realty

  • /33

    $164,500

    • Land
    • 5 Acres
    • $32,900 per Acre

    0 Route 155 Unit 4905774, Weston, VT 05161

    OWNER TERMS POSSIBLE FOR THE RIGHT BUYER! Driveway has been improved to drive up to a cleared potential house site!Two parcels with two installed septic systems being sold as one offering. These parcels are private, yet convenient to to the Village of Weston, Okemo for skiing, and near the Priory.The land behind these lots is a large parcel owned by the neighbor.There is access

    Tyleen Murray Kelley Real Estate, Inc.

    0 Route 155 Unit 4905774, Weston, VT 05161
  • /30

    $418,000 Sold Dec 19, 2025

    1191 Baker Turn Unit 3B, Quechee, VT 05059

    • 3 Beds
    • 2.5 Baths
    • 1,564 Sq Ft
    • Built 1972

    Last Sold Summary

    • $267/SF
    • 8 Days On Market

    Last Listing Agent Mary Paino Coldwell Banker LIFESTYLES - Quechee

    1191 Baker Turn Unit 3B, Quechee, VT 05059
    • /38

      Est $467,176 Not Listed For Sale

      515 North Rd, Bethel, VT 05032

      • 3 Beds
      • 2 Baths
      • 1,604 Sq Ft
      • Built 1994
      515 North Rd, Bethel, VT 05032

      Last Sold Summary

      • 18% Above List Price
      • $246/SF
      • 35 Days On Market

      Last Sold Price $395,000

      Last Listing Agent William Brokhof Vermont Backcountry Real Estate

  • /36

    $820,000

    • 2 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    140 Lodge Rd Unit SM 3, Ludlow, VT 05149

    Sugar Maple #3 presents a rare opportunity to own a pristine, original-owner residence in the heart of SouthFace Village at Okemo. Never rented and occupied fewer than 30 days per year, this home has been lightly used and meticulously maintained.Set within a prestigious gated community, this ski-on/ski-off condominium occupies one of the most coveted locations in the village—just steps from

    McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

    140 Lodge Rd Unit SM 3, Ludlow, VT 05149
  • /35

    $650,000 Sold Sep 02, 2025

    28 Webster Rd, Hartland, VT 05048

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft
    • Built 2008

    Last Sold Summary

    • 4% Below List Price
    • $291/SF
    • 6 Days On Market

    Current Estimated Value $661,461

    Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

    28 Webster Rd, Hartland, VT 05048

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