Windsor, VT Homes

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  /4

  $125,000

  • Land
  • 12 Acres
  • $10,748 per Acre

  0 Goulden Ridge Rd, Weathersfield, VT 05151

  Beautiful and very accessible wooded lot, mere minutes to Exit 8 off Route 91, and all that the Upper Valley has to offer. 25 minutes to Hanover, New Hampshire or Woodstock, Vermont. Has potential lovely views of Mt. Ascutney and east to the distant hills of New Hampshire. This beautiful parcel offers a unique opportunity to own property in Vermont that has many practical values. Turn your vision

  John MacGovern Dark Horse Realty

  0 Goulden Ridge Rd, Weathersfield, VT 05151
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  /19

  $25,104 Sold Jun 13, 2025

  • 728 Sq Ft
  • $34/SF
  • 45 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2024

  141 Ash Ln, Springfield, VT 05156

  Welcome to 41 Ash Lane, Springfield VT 05156, where modern comfort meets affordability in Windy Hill Acres Park! This brand-new 2017 Redman 1448 Northwoods model manufactured home offers 2 bedrooms, 1 bathroom, and 728 sq. ft. 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

  141 Ash Ln, Springfield, VT 05156
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  /38

  Est $439,427 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,662 Sq Ft

  13 Stone Crest Ave, White River Junction, VT 05001

  13 Stone Crest Ave, White River Junction, VT 05001
• 

  

  /2

  $184,000

  • Land
  • 17 Acres
  • $10,824 per Acre

  tbd Quarry Hill Rd, Rochester, VT 05767

  North Hollow offers the beauty and country setting you expect from Vermont. This land parcel is subdivided off a homesite with an added parcel to complete the 17 acres. Situated off the roadside, you will enjoy privacy and mountain views. Perfect for a solar installation with southwest exposure. Better yet, this parcel is across the street from access to the ROC Mt bike trail system. Only 30

  Patricia Harvey Xsell Realty LLC

  tbd Quarry Hill Rd, Rochester, VT 05767
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  /24

  $884,500 Sold Jun 13, 2025

  • 3,924 Sq Ft
  • $225/SF
  • 116 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1989

  499 Redfield Proctor Rd Unit 5396, Hartford, VT 05001

  Spectacular long views enhance a well built and well cared for home. Designed to accommodate friends and family, there is warm and inviting space to gather around the wood burning fireplace, or perhaps lunch on the screened-in porch,or a little fun competition in the large and liight family room. The dining room is open to the living room and fireplace on one side and faces the westerly views on

  Barbara West Quechee Associates, Inc

  499 Redfield Proctor Rd Unit 5396, Hartford, VT 05001
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  /37

  Est $335,491 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  1432 Woodstock Rd, White River Junction, VT 05001

  1432 Woodstock Rd, White River Junction, VT 05001
• 

  

  /15

  $94,500

  • Land
  • 4.05 Acres
  • $23,333 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

  Daire Gibney Barrett and Valley Associates Inc.

  00 Hillcrest Dr, Andover, VT 05143
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  /32

  $467,982 Sold Jun 13, 2025

  • 1,754 Sq Ft
  • $267/SF
  • 246 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  62 Okemo Trailside Extension Unit 9 B, Ludlow, VT 05149

  Spacious three bedroom plus loft Okemo Trailside townhouse located just steps from the Sachem ski trail, Okemo's most popular novice trail. Recent updates include new flooring, new lighting, new sliders and doors, new bathroom cabinetry, fixtures, counters, and flooring, new door and window trim, new wood accents, updated kitchen appliances, countertops, and cabinetry, and new roof. Open living

  Andre Menard Mary W. Davis Realtor & Assoc., Inc.

  62 Okemo Trailside Extension Unit 9 B, Ludlow, VT 05149
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  /40

  Est $427,882 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,667 Sq Ft

  24 Third Ave, White River Junction, VT 05001

  24 Third Ave, White River Junction, VT 05001
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  /35

  $245,000

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft

  145 Main St Unit 303, Ludlow, VT 05149

  Beautiful condo in the heart of downtown Ludlow. Village vibes, unbeatable convenience—The Mill offers walk-to-everything access and a front-row seat to shopping, restaurants, golfing, with the Okemo shuttle just steps away. Perfect as a year-round home or your go-to landing pad after carving turns on the mountain. With exposed beams, original brickwork, and wide plank wood ceilings, this sweet

  Frank Provance Diamond Realty

  145 Main St Unit 303, Ludlow, VT 05149
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  /20

  $180,000 Sold Jun 13, 2025

  • 1,182 Sq Ft
  • $152/SF
  • 204 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1958

  1807 Route 44, Windsor, VT 05089

  This home is ideal for a builder, investor or new homeowner who can qualify for a conventional or construction loan. Sale price includes a variety of building materials. The home appears structurally sound with a 3 zone hot water heating system, drilled well and public sewer. This property features an attached 1 car garage or a heated workshop, 3 BR's, 1.5 baths, office, fireplaced LR /with

  Don Chabot Town and Country Realty

  1807 Route 44, Windsor, VT 05089
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  /35

  Est $333,510 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft

  40 Cannon Dr, Rochester, VT 05767

  40 Cannon Dr, Rochester, VT 05767
• 

  

  /57

  $985,000

  • 3 Beds
  • 2 Baths
  • 2,760 Sq Ft

  616 Rose Hill Rd, Woodstock, VT 05091

  This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house

  Carol Wood Williamson Group Sothebys Intl. Realty

  616 Rose Hill Rd, Woodstock, VT 05091
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  /35

  $400,000 Sold Jun 12, 2025

  • 1,632 Sq Ft
  • $245/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1967

  562 Quechee West Hartford Rd, Hartford, VT 05001

  First time on the market, built by the original owner—a renowned local craftsman known for quality construction. This spacious home features large, light-filled rooms, a breezeway, attached garage, and a generous bonus room overlooking the level 1.2-acre lot. Outside, enjoy mature apple trees, garden space, and a small barn perfect for storage or hobbies. Tucked in the heart of Quechee—with no

  Jeff Fogg Black House Real Estate

  562 Quechee West Hartford Rd, Hartford, VT 05001
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  /4

  Est $565,204 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft

  1709 Potash Brook Rd, Chester, VT 05143

  1709 Potash Brook Rd, Chester, VT 05143
• 

  

  /21

  $55,000

  • Land
  • 1.52 Acres
  • $36,184 per Acre

  0 Remington Rd Unit 5049900, Chester, VT 05143

  If you're dreaming of open skies, peaceful surroundings, and your own slice of Vermont, this property delivers. Just minutes from the charming Chester village green, this land offers the best of both worlds—seclusion and convenience. Step onto the property and take in the wide-open space surrounded by mature trees, offering privacy and natural beauty in every season. Whether you're envisioning

  Frank Provance Diamond Realty

  0 Remington Rd Unit 5049900, Chester, VT 05143
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  /26

  $695,000 Sold Jun 12, 2025

  • 1,296 Sq Ft
  • $536/SF
  • 286 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  22 Harrison Ln Unit L203, Ludlow, VT 05149

  Enjoy this spacious three bedroom, open kitchen, dining and living room floor plan in the Winterplace Community. Located only a few steps to the slopes and the Sunburst Six summit ski lift. Be the first skier to the top of the mountain on a powder day! This unit is just a short walk to the community recreation center and the hot tubs, indoor pool, and exterior tennis courts. Upgrades include a

  Andre Menard Mary W. Davis Realtor & Assoc., Inc.

  22 Harrison Ln Unit L203, Ludlow, VT 05149
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  /39

  Est $463,092 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,019 Sq Ft

  536 Old County Rd, Cavendish, VT 05142

  536 Old County Rd, Cavendish, VT 05142
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  /20

  $85,000

  • Land
  • 1.82 Acres
  • $46,703 per Acre

  0 Remington Rd Unit 5049898, Chester, VT 05143

  Bring your plans and build your own piece of paradise! Just minutes from the iconic Chester town green, this scenic parcel offers the perfect blend of privacy, mountain views, and convenience. With a cleared, gently sloping build site already in place, this lot is ready for your imagination. Underground power is on site, and a well-crafted stone retaining wall, drilled well and septic components

  Frank Provance Diamond Realty

  0 Remington Rd Unit 5049898, Chester, VT 05143
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  /28

  $265,000 Sold Jun 11, 2025

  • 834 Sq Ft
  • $318/SF
  • 49 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1976

  3810 North Rd, Bethel, VT 05032

  Country Charmer on North Road | Royalton, VTSimple living at its finest! This easy-to-maintain home is nestled on the Royalton-Barnard town line and offers a peaceful setting with views of Cleveland Brook flowing gently along the back of the property.Step inside through a heated entry/mudroom, and you’re welcomed into a spacious open concept living area with cathedral ceilings, an abundance of

  Eric Kenyon Rural Vermont Real Estate

  3810 North Rd, Bethel, VT 05032
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  /40

  Est $337,569 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,588 Sq Ft

  157 Jewett Rd, Windsor, VT 05089

  157 Jewett Rd, Windsor, VT 05089
• 

  

  /25

  $495,000

  • 3 Beds
  • 1 Bath
  • 895 Sq Ft

  121 E Lake Rd, Ludlow, VT 05149

  Charming Lake Cottage with Over 113 +/-Feet of Waterfront on Lake Pauline.Lovingly maintained by the same family since the 1940s, this delightful lakefront cottage is a rare find. Step inside to discover original touches like tongue-and-groove paneling and vintage details that evoke a simpler time, all thoughtfully preserved. Modern updates blend seamlessly with its nostalgic charm and

  Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

  121 E Lake Rd, Ludlow, VT 05149
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  /54

  $685,000 Sold Jun 10, 2025

  • 2,583 Sq Ft
  • $265/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  730 Parker Hill Rd, Springfield, VT 05156

  Journey down one of Springfield's most scenic roads to discover this serene retreat, nestled among stately sugar maples and offering breathtaking 180-degree views. Completed in 2004, this meticulously maintained three-bedroom, two-bath reproduction farmhouse offers ~2,600 square feet of light-filled living space. The bright kitchen with a cozy sitting area flows into the beautiful formal dining

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  730 Parker Hill Rd, Springfield, VT 05156
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  /27

  Est $206,365 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  18 Fairview Terrace, Windsor, VT 05089

  18 Fairview Terrace, Windsor, VT 05089
• 

  

  /39

  $875,000

  • 3 Beds
  • 5 Baths
  • 3,000 Sq Ft

  151 Smokerise, Ludlow, VT 05149

  Entertain in Style in this VERY spacious home on 3.52 acres of paradise. Make memories and invite all of your friends and family to this tasteful home with room for everyone and more. Large living room, with wood burning stone fireplace, lovely views and a slider to the wrap around expanded deck. Inviting custom country kitchen with island and granite countertops along with 2 bedrooms and a full

  Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  151 Smokerise, Ludlow, VT 05149
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  /17

  $275,000 Sold Jun 09, 2025

  • 1,264 Sq Ft
  • $218/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1934

  42 Elm St, Windsor, VT 05089

  OFFER DEADLINE: 3/27/2025 at 2pm.Nestled in the heart of Windsor, VT, this delightful 3-bedroom, 2-bathroom home offers classic New England charm with many recent renovations. Situated in a desirable in-town location, this two-story home boasts a welcoming front porch, perfect for relaxing with your morning coffee.Inside, you'll find a warm and inviting layout. The entry way provides a place for

  Katie Ladue Gilbert KW Vermont Woodstock

  42 Elm St, Windsor, VT 05089
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  /14

  Est $128,626 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  17 Fairview Terrace, Windsor, VT 05089

  17 Fairview Terrace, Windsor, VT 05089
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  /48

  $1,359,000

  • 3 Beds
  • 1.5 Baths
  • 2,882 Sq Ft

  1355 Podunk Rd, White River Junction, VT 05001

  Delightful Scandinavian influenced south-facing home optimizes passive solar design and photovoltaic generation. Amazing Finnish Tulikivi Soapstone woodstove provides gentle heat, complemented by mini-split heat pumps for year round comfort. Open floor plan includes kitchen/living space and study on the main floor with a laundry and half bath, and flexible bedroom space and a full bath

  Jane Darrach Martha E. Diebold/Hanover

  1355 Podunk Rd, White River Junction, VT 05001
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  /54

  $1,500,000 Sold Jun 09, 2025

  • 3,012 Sq Ft
  • $498/SF
  • 68 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1971

  22 Orchard Hill Rd, Woodstock, VT 05091

  LICHENVALE at 22 Orchard Hill Road in Pomfret is a traditional Royal Barry Wills designed cape situated to capture sweeping views south down the Pomfret Valley to Mt. Tom, and the hills surrounding Woodstock Village. The well-cared for dwelling is naturally landscaped with mature gardens, and stone walls and sited on a level plateau at the margins of an open meadow below and the forested hillside

  Laird Bradley Williamson Group Sothebys Intl. Realty

  22 Orchard Hill Rd, Woodstock, VT 05091
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  /23

  Est $272,787 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,270 Sq Ft

  15 Fairview Terrace, Windsor, VT 05089

  15 Fairview Terrace, Windsor, VT 05089
• 

  

  /32

  $2,250,000

  • 2 Beds
  • 4 Baths
  • 2,410 Sq Ft

  611 Simmons Rd, Chester, VT 05143

  Skygate Farm is a historic Vermont farmstead first settled in the 1800s, which today spans over 300 acres of meadows, forests, trails, and weathered stone walls. The setting speaks of an early farmer’s wisdom — sited along a gentle hill to shield against the northwest winds, while opening to the first light of day and the vast mountain views to the east. Found at the end of a winding gravel road,

  Dia Jenks LandVest, Inc/Woodstock

  611 Simmons Rd, Chester, VT 05143
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  /10

  $176,560 Sold Jun 09, 2025

  • 1,128 Sq Ft
  • $157/SF
  • 225 Days On Market

  • 2 Baths
  • Built 1900

  39 Livery Stable Rd, Bethel, VT 05032

  This duplex (converted from single family residence) is located near Bethel's downtown. It sits up on a hill with a view to the east. Lots of potential! Live in one unit and rent the other. The duplex is 0.15 miles to the downtown restaurants and bars. The town of Bethel is 7.3 miles from the Vermont Law School and 25.6 miles from The Killington Ski area. The two apartments are currently rented

  Jonathan Falby Vermont Heritage Real Estate

  39 Livery Stable Rd, Bethel, VT 05032
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  /35

  Est $428,373 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,005 Sq Ft

  1035 Davidson Hill Rd, North Springfield, VT 05150

  1035 Davidson Hill Rd, North Springfield, VT 05150
• 

  

  /19

  $249,900

  • 3 Beds
  • 1 Bath
  • 940 Sq Ft

  86 Webster Rd, Hartland, VT 05048

  Tucked away on a quiet, town-maintained road, this charming chalet offers the perfect blend of seclusion and convenience. Just 5 minutes from the quaint center of Hartland and only 20 minutes to the vibrant towns of Woodstock, Vermont and Lebanon, New Hampshire, you’ll enjoy the serenity of country living without sacrificing access to shops, dining, and cultural attractions.Inside, this

  Jim Bialowski BHG Masiello Keene

  86 Webster Rd, Hartland, VT 05048
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  /40

  $1,850,000 Sold Jun 06, 2025

  • 3,336 Sq Ft
  • $555/SF
  • 0 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1970

  109 Windy Ln, Pomfret, VT 05067

  Windy Lane is nestled on 68 very private acres- with stunning mountains views overlooking a large pond stocked with trout for those fishing enthusiast. Expansive stone waterfall accents the swimming pond with a unique stone diving board and sandy beach for easy access to swim. Approx. 30 acres of open land, rolling meadows, antique stonewalls and exceptional perennials gardens. The main house

  Gretchjen Smith Williamson Group Sothebys Intl. Realty

  109 Windy Ln, Pomfret, VT 05067
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  /40

  Est $852,538 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,304 Sq Ft

  1811 Connecticut River Rd, Springfield, VT 05156

  1811 Connecticut River Rd, Springfield, VT 05156
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  /38

  $775,000

  • 3 Beds
  • 2.5 Baths
  • 2,274 Sq Ft

  85 Rimrock Rd Unit 13A, Ludlow, VT 05149

  Excellent value priced to sell - Prime location, ski-on, ski-off with direct access to Sachem trail, with just a few steps from your door and you'll be on the slopes! This is a bright and sunny condo with 3 bedrooms, 2 1/2 bathrooms and a loft. There is a cathedral ceiling in the living/dining area with a wood burning fireplace and a deck with long distance view. Some recent updates include

  Karen Wilson TPW Real Estate

  85 Rimrock Rd Unit 13A, Ludlow, VT 05149
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  /26

  $449,000 Sold Jun 06, 2025

  • 744 Sq Ft
  • $603/SF
  • 14 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2024

  1013 Malagash Rd, Reading, VT 05062

  At the end of a town maintained road, across from neighboring horse properties, lies a private 21 acre parcel with a mix of open and wooded land along with stone walls and walking trails. A pristine 1 acre pond, where the sounds of spring can be heard from the calls of a Wood Frog chorus, is situated below a charming, newly constructed custom four-season, 1 bedroom Honest Abe Genesis Cabin with

  Joanne Kent Four Seasons Sotheby's Int'l Realty

  1013 Malagash Rd, Reading, VT 05062
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  /38

  Est $430,645 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  515 North Rd, Bethel, VT 05032

  515 North Rd, Bethel, VT 05032
• 

  

  /60

  $895,000

  • 3 Beds
  • 3.5 Baths
  • 1,674 Sq Ft

  141 E Lake Rd, Ludlow, VT 05149

  Welcome to Blue Goose on Lake Pauline – A Stunning Vermont Waterfront Retreat. Tucked along the shores of scenic Lake Pauline, is a thoughtfully crafted contemporary lake home that blends timeless post-and-beam architecture with elegant craftsman details. From the moment you step inside, you'll be drawn in by the soaring cathedral ceilings, rich woodwork, and natural light that pours through the

  Kevin Barnes William Raveis Real Estate Vermont Properties

  141 E Lake Rd, Ludlow, VT 05149

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