35,912

Windsor County, VT Homes

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  • /18

    $239,995 Open Sun 9AM - 11AM

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    2359 Vermont 107, Bethel, VT 05032

    $5,000 TOWARDS CLOSING COSTS!! Charming 2-Bedroom, 1 - "Office" VT Route 107 Home — High Ceilings, Hardwood Floors, Garage with Office, and Prime LocationJust minutes from Exit 3, this versatile Royalton property blends comfort, convenience, and flexibility—perfect for home living, a small business, or both.Bright, Spacious Living – Soaring high ceilings and beautiful hardwood

    Nathan Wright Century 21 The One

    2359 Vermont 107, Bethel, VT 05032
  • /26

    $965,000 Sold Jul 31, 2025

    • 2,990 Sq Ft
    • $323/SF
    • 196 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    874 Vermont Route 100, Ludlow, VT 05149

    Best of both worlds! Is this a ski house on a lake or is it a lake house that's less than 5 minutes from a ski resort? Either way, you are sure to enjoy this 3+ bedroom, 3 bath home with about 300' of lake frontage all four seasons. You can check off the most sought-after attributes like: main floor primary en suite with private balcony, 2 separate living rooms, fireplace, lake frontage, fire

    Kevin Barnes William Raveis Real Estate Vermont Properties

    874 Vermont Route 100, Ludlow, VT 05149
    • /14

      Est $144,595 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft

      17 Fairview Terrace, Windsor, VT 05089

      17 Fairview Terrace, Windsor, VT 05089
  • /10

    $388,888

    • 1 Bed
    • 2 Baths
    • 884 Sq Ft

    807 Murphys Rd Unit 7D, Quechee, VT 05059

    Beautifully updated one-bedroom plus loft condo located in Fairway Village. Recent improvements include new AC mini-splits, updated bathrooms, new flooring, a redesigned staircase with banister, loft safety windows, wood shelving, new shades, and toilets. The condo is part of the Quechee Club, which offers a wide range of amenities (additional club fee applies along with HOA dues). Fairway

    Kris Lippi Get Listed Realty

    807 Murphys Rd Unit 7D, Quechee, VT 05059
  • /12

    $60,000 Sold Jul 31, 2025

    • Land
    • 0.52 Acre
    • $115,385 per Acre
    • 33 Days On Market

    0 Center of Town Rd, Hartford, VT 05001

    .52+/- acre Parcel of land in HARTFORD / WHITE RIVER JUNCTION, VT. located on CENTER OF TOWN ROAD! If you've been having a hard time finding the right home in this very tight housing market Or if you've been dreaming about new construction in the Hartford / Upper Valley area than look no further. This building lot is conveniently located only minutes from Downtown White River Junction, the V.A.

    Alex DeFelice The Clerkin Agency, P.C.

    0 Center of Town Rd, Hartford, VT 05001
    • /23

      Est $271,069 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,270 Sq Ft

      15 Fairview Terrace, Windsor, VT 05089

      15 Fairview Terrace, Windsor, VT 05089
  • /49

    $100,000

    • 2 Beds
    • 3 Baths
    • 1,367 Sq Ft

    606/608 QII Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149

    Jackson Gore Village at Okemo Mountain Resort - Welcome to the Adams House at Jackson Gore, where mountainside living meets year-round adventure. This spacious, well-appointed condominium offers comfort and convenience in one of Okemo’s most sought-after slopeside communities. Step inside to find a generous open-concept living space with a cozy gas fireplace, ideal for relaxing after a day on

    Katherine Burns William Raveis Real Estate Vermont Properties

    606/608 QII Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149
  • /36

    $425,000 Sold Jul 30, 2025

    • 1,360 Sq Ft
    • $312/SF
    • 26 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    115 Orcutt Dr, Chester, VT 05143

    This charming village home in Chester, located on a peaceful dead-end street, offers a fantastic blend of comfort and convenience. The house has been meticulously maintained both inside and out. It boasts a spacious double lot with beautiful gardens and fruit trees. Inside, you'll find two bedrooms plus a versatile den, providing ample living space. The kitchen has been doubled in size with walls

    Joseph Karl William Raveis Real Estate Vermont Properties

    115 Orcutt Dr, Chester, VT 05143
    • /35

      Est $428,373 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,405 Sq Ft

      1035 Davidson Hill Rd, North Springfield, VT 05150

      1035 Davidson Hill Rd, North Springfield, VT 05150
  • /60

    $399,900

    • 5 Beds
    • 4.5 Baths
    • 6,236 Sq Ft

    2615 North Rd, Bethel, VT 05032

    Million dollar home opportunity for pennies on the dollar! This massive home has been gutted down to the studs and is ready for your finishing touches. This home was previously run as an inn with 6 bedrooms and 5.5 baths. The finished walkout basement is still intact. Vaulted ceilings, multiple decks, and views from almost every room make this house a desirable project. The house is well hidden

    Lisa Friedman Great American Dream Realty

    2615 North Rd, Bethel, VT 05032
  • /60

    $879,375 Sold Jul 30, 2025

    • 4,243 Sq Ft
    • $207/SF
    • 47 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2006

    365 Mason Rd, Hartford, VT 05047

    Stunning hilltop contemporary in Hartford VT! Located on 10.6 acres on the end of a private cul de sac with glorious views. Built in 2006 with three bedrooms and two bathrooms - including first floor primary suite, terrific kitchen and dining area, first floor laundry room, large mudroom, living room with big windows and doors to a sunny deck for all your summer entertaining. Amazing accessory

    Amy Redpath Coldwell Banker LIFESTYLES - Hanover

    365 Mason Rd, Hartford, VT 05047
    • /40

      Est $794,684 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 2,580 Sq Ft

      1811 Connecticut River Rd, Springfield, VT 05156

      1811 Connecticut River Rd, Springfield, VT 05156
  • /28

    $485,000

    • Land
    • 57.2 Acres
    • $8,479 per Acre

    1809 Marsh Hill Rd, Andover, VT 05143

    This is a one-of-a-kind legacy property, off the beaten path and accessible to everything that makes Southern Vermont an incredible place to call home. The 57.2 acres offer the perfect mix with hardwoods (maples and more), pine groves, open meadows, a pond spanning apprx 1/4-acre, and spectacular southern views and all-day sunlight. Come build your Vermont dream house and be assured of total

    Claudia Harris Mary Mitchell Miller Real Estate

    1809 Marsh Hill Rd, Andover, VT 05143
  • /31

    $425,000 Sold Jul 30, 2025

    • 2,432 Sq Ft
    • $175/SF
    • 47 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1963

    177 Hillridge Rd, White River Junction, VT 05001

    Welcome to your new sanctuary nestled in the heart of serene landscapes and modern convenience! This delightful house boasts a perfect blend of comfort and convenience, offering three spacious bedrooms and two full baths, ideal for families or anyone seeking a peaceful escape from the hustle and bustle of everyday life.As you step inside, you’ll be greeted by a light-filled living space

    Dorothy Griswold The Clerkin Agency, P.C.

    177 Hillridge Rd, White River Junction, VT 05001
    • /23

      Est $701,051 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,922 Sq Ft

      632 East Rd, Cavendish, VT 05142

      632 East Rd, Cavendish, VT 05142
  • /20

    $199,000

    • Land
    • 4.1 Acres
    • $48,537 per Acre

    398 Valley View Rd, White River Junction, VT 05001

    Centrally located building site with woods, a pond, foundation, septic, drilled well and permit in hand to rebuild on existing footprint. There is also the potential to have an in-home business, workshop and loads of covered parking. Check out this great opportunity which is just a short drive to much of the Upper valley.

    Liam McCarthy Coldwell Banker LIFESTYLES - Hanover

    398 Valley View Rd, White River Junction, VT 05001
  • /38

    $365,000 Sold Jul 30, 2025

    • 1,680 Sq Ft
    • $217/SF
    • 25 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1976

    89 Arcadian Way, Quechee, VT 05059

    Tucked away on a quiet, private road in Quechee Lakes, this 3-bedroom contemporary is all about light, space, and style. A first-floor bedroom and half bath offer easy convenience, while the lower level features two more bedrooms, a full bath, and a finished walkout basement. This area is perfect for extra living space or weekend guests. Step out onto either the upper or lower deck and take in

    Jennifer Snyder Fogg Black House Real Estate

    89 Arcadian Way, Quechee, VT 05059
    • /38

      Est $430,222 Not Listed For Sale

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

      515 North Rd, Bethel, VT 05032

      515 North Rd, Bethel, VT 05032
  • /28

    $459,000

    • 3 Beds
    • 2 Baths
    • 2,314 Sq Ft

    7265 U S 4, Bridgewater, VT 05034

    This captivating historic cape has been tastefully updated while retaining its unique architectural charm. The spacious floor plan is centered around the lovely eat-in kitchen with its butcher block covered center island all of which is detailed by a striking exposed beamed ceiling. Located off one side of the kitchen is the mudroom entryway with built-ins that introduces you to an inviting

    Mary Mayhew Snyder Donegan Real Estate Group

    7265 U S 4, Bridgewater, VT 05034
  • /8

    $57,500 Sold Jul 30, 2025

    • Land
    • 2.8 Acres
    • $20,536 per Acre
    • 231 Days On Market

    0 Victory Dr, Weathersfield, VT 05030

    2.8 Acres +/- Building Lot with roughed in driveway off Victory Drive. Nice private wooded building site less that 1 mile west of Exit 8 off I-91. The lot has 300' road frontage on VT. Rte. 131 and 500' road frontage on Victory Drive. Great location just 21 miles from Okemo Mt. and 30 minutes from Dartmouth Hitchcock Medical Center.

    Don Chabot Town and Country Realty

    0 Victory Dr, Weathersfield, VT 05030
    • /31

      Est $626,189 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,544 Sq Ft

      838 Campbell Rd, Bethel, VT 05032

      838 Campbell Rd, Bethel, VT 05032
  • /29

    $875,000

    • Land
    • 67.4 Acres
    • $12,982 per Acre

    00 Markham Ln, Weston, VT 05161

    An exceptional Weston land parcel with panoramic views, this property has been family land for generations and is now being offered for sale. A long tree-lined private drive slopes through forest to a cleared, sunny 4-acre field prepared for a house site. The site's elevation at almost 1800 feet backs onto forest and reveals stunning four-season views of the Green Mountain range, rolling hills,

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    00 Markham Ln, Weston, VT 05161
  • /29

    $205,000 Sold Jul 29, 2025

    • 840 Sq Ft
    • $244/SF
    • 16 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    30 Pond St Unit 6, Ludlow, VT 05149

    This fully renovated condominium is a fantastic corner unit with two bedrooms and two full bathrooms, ideally located in the Village of Ludlow. One of the great features of this home is its flexibility: you can lock out one bedroom and bathroom for rental income or rent the entire unit as a two-bedroom, or keep it all for yourself for your getaway enjoyment. The property also includes off-street

    Katherine Burns William Raveis Real Estate Vermont Properties

    30 Pond St Unit 6, Ludlow, VT 05149
    • /40

      Est $686,475 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,040 Sq Ft

      201 Spruce Dr, Chester, VT 05143

      201 Spruce Dr, Chester, VT 05143
  • /35

    $69,000

    • 1 Bed
    • 2 Baths
    • 775 Sq Ft

    416 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Jackson Gore Inn, Unit 416 Qtr. I Quarter Ownership - thirteen deeded weeks per year. This one-bedroom, top-floor location is awaiting your family! Its location faces east where you will watch spectacular morning sunrises while sipping on coffee from either your bedroom or living room. There are both hillside and valley views which lend to a peaceful and tranquil environment. With a sleeper

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    416 Qtr I Jackson Gore Inn, Ludlow, VT 05149
  • /4

    $65,000 Sold Jul 29, 2025

    • Land
    • 22.1 Acres
    • $2,941 per Acre
    • 23 Days On Market

    403 Fiske Rd, Rochester, VT 05767

    This undeveloped land parcel offers house sites near the roadside, then the terrain drops off to the Howe Brook with much more land on the hillside to the south of the brook. Septic testing can take place prior to closing at buyers expense. There are old jeep trails to explore and not far from the recreational bike trails of Rochester Outdoor Collective. The lot is located on a town-maintained

    Patricia Harvey Xsell Realty LLC

    403 Fiske Rd, Rochester, VT 05767
    • /34

      Est $300,246 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      82 Wellwood Orchard Rd, Springfield, VT 05156

      82 Wellwood Orchard Rd, Springfield, VT 05156
  • /17

    $150,000

    • Land
    • 1.04 Acres
    • $144,231 per Acre

    00 Partridge Rd, Ludlow, VT 05149

    A great spot to build a home in the small subdivision of Partridge Road. Close to the Village of Ludlow with access to town sewer. Surrounded by fine properties on South Hill. Covenants and restrictions in place to protect your investment. Quiet and private location yet only minutes to Okemo Mountain Resort and the Village of Ludlow. Come build your dream home!

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    00 Partridge Rd, Ludlow, VT 05149
  • /22

    $12,000 Sold Jul 29, 2025

    • Land
    • 1.01 Acres
    • $11,881 per Acre
    • 53 Days On Market

    0 Crimson Hawk Rd, Plymouth, VT 05056

    This parcel is part of the Hawk West side of Hawk Mountain Resort and is one of the most affordable ways to get into the Hawk Mountain Resort Community. Easy access to Route 100 and only minutes to Okemo or Killington. There are 4 lakes all within a few minutes as well. Plenty of hiking, biking, boating, and fishing in the area. All plans and permits must be approved by the Hawk Architectural

    Kevin Barnes William Raveis Real Estate Vermont Properties

    0 Crimson Hawk Rd, Plymouth, VT 05056
    • /29

      Est $398,660 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft

      21 Dell Rd, Springfield, VT 05156

      21 Dell Rd, Springfield, VT 05156
  • /59

    $685,000

    • 3 Beds
    • 2 Baths
    • 2,205 Sq Ft

    688 Hidden Heights Rd, Chester, VT 05143

    Classic New England Salt Box - This charming home is nestled in a hillside neighborhood with wonderful western views and sunsets. Indoors you'll find a tidy mudroom entry with space for all your year round gear. Tiled heated floors lead you to the kitchen featuring newer stainless steel appliances. Vaulted ceilings draw you towards the open dining/living room where you'll be bathed in end of

    Joseph Karl William Raveis Real Estate Vermont Properties

    688 Hidden Heights Rd, Chester, VT 05143
  • /23

    $295,000 Sold Jul 29, 2025

    • 1,344 Sq Ft
    • $219/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1959

    213 Commonwealth Ave, Springfield, VT 05156

    Welcome to 213 Commonwealth Ave, a charming move-in-ready ranch located on a quiet dead-end street with peaceful river frontage. This 3-bedroom, 2-bath home features freshly refinished hardwood floors, fully repainted interiors including trim and ceilings, and light-filled living spaces. The cozy living room offers a large picture window and fireplace, while the kitchen includes a full stainless

    Nick Sicard EXP Realty

    213 Commonwealth Ave, Springfield, VT 05156
    • /40

      Est $326,100 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,264 Sq Ft

      305 Summer St, Springfield, VT 05156

      305 Summer St, Springfield, VT 05156
  • /10

    $250,000

    • Land
    • 17 Acres
    • $14,706 per Acre

    1047 Vermont Route 100, Weston, VT 05161

    Less than two miles from the charming Village of Weston lies this remarkable 17± acre parcel—a rare opportunity for those drawn to Vermont’s natural beauty and outdoor lifestyle. Ideally situated for recreation lovers, the land offers quick access to some of the state's top ski resorts, including Okemo, Stratton, Magic, and Bromley Mountains, providing opportunities for skiing, snowboarding,

    Cheyanne Pugliese

    1047 Vermont Route 100, Weston, VT 05161
  • /28

    $95,000 Sold Jul 28, 2025

    • 896 Sq Ft
    • $106/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1967

    4594 Vermont 131, Weathersfield, VT 05151

    Situated in a lovely setting on 1.5 acre lot in Perkinsville sits this home just waiting for you to bring it back to life. Tons of potential and priced to sell!!! 2 bedroom, 1 bath with 2 car detached garage. The options are endless!

    Dick Thackston R.H. Thackston & Company

    4594 Vermont 131, Weathersfield, VT 05151
    • /27

      Est $826,531 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,579 Sq Ft

      7 Golf Ave, Woodstock, VT 05091

      7 Golf Ave, Woodstock, VT 05091
  • /60

    $1,499,000

    • 4 Beds
    • 3.5 Baths
    • 3,560 Sq Ft

    652 Tierney Rd, Cavendish, VT 05142

    Tucked discretely off a meandering country road you will find this charming 4 bedroom, 3 and 1/2 bath contemporary home sited on 40 acres of land with miles of groomed trails that include a picnic area on Twenty Mile Stream. The grand living room , anchored by a wood-burning fireplace and lined by a wall of windows , frames views of the giant swimming pond and long range mountain views that

    Carol Wood Williamson Group Sothebys Intl. Realty

    652 Tierney Rd, Cavendish, VT 05142
  • /52

    $564,000 Sold Jul 28, 2025

    • 3,157 Sq Ft
    • $179/SF
    • 93 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2007

    551 Vermont 12, Hartland, VT 05048

    New price! Make this beautiful, spacious hillside home with gorgeous views your own! Easy access to Woodstock, Lebanon and Hanover. Hartland VT has no zoning and school choice for high school. 2.68 acres offers very nice privacy, located at the end of a long driveway. This 2007 built raised ranch is in excellent condition. With new construction homes being scarce, this residence is like new! This

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    551 Vermont 12, Hartland, VT 05048
    • /30

      Est $967,965 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,423 Sq Ft

      12 High St, Woodstock, VT 05091

      12 High St, Woodstock, VT 05091
  • /34

    $1,295,000

    • 3 Beds
    • 3 Baths
    • 2,764 Sq Ft

    766 Masterson Rd, Bethel, VT 05032

    Tucked at the end of a quiet country road, Sugar Bowl Farm is a modern farmhouse set on 124 private acres. Completed in 2025, the home is beautifully finished and filled with natural light, especially in the cathedral-ceilinged great room where south and east facing windows catch the shifting light throughout the day. This airy central space flows effortlessly to the veranda, deck, and gardens

    Dia Jenks LandVest, Inc/Woodstock

    766 Masterson Rd, Bethel, VT 05032

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