378

Windham County VT Homes for Sale

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  • /32

    $98,999 New Construction

    • 2 Beds
    • 2 Baths
    • 825 Sq Ft

    160 Shady Pines, Westminster, VT 05158

    Welcome to 160 Shady Pines, Westminster VT 05158, where modern comfort meets affordability in Shady Pines MHP! This brand-new Lewis model manufactured home offers 2 bedrooms, 2 bathrooms, and 825 sq. ft. (14 x 56 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

    160 Shady Pines, Westminster, VT 05158
  • /46

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,960 Sq Ft

    16 Springhill Rd, Dover, VT 05356

    Experience modern luxury in this stunning contemporary home, less than 10 minutes from Mount Snow and just 15 minutes from The Hermitage Club. This thoughtfully designed retreat offers both sophistication and comfort, with high-end finishes and exceptional craftsmanship throughout. You will be captivated by the soaring freestanding stone fireplace, which serves as the heart of the home, complete

    Patrice Schneider Southern Vermont Realty Group

    16 Springhill Rd, Dover, VT 05356
  • /51

    $879,900

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    7 Yodeling Ln, West Dover, VT 05356

    Charming Log Home with Modern Comfort and Prime Location. This warm and inviting log home offers the perfect blend of rustic charm and modern style. Nestled on a level lot with ample parking, it features a large covered front porch and a spacious rear deck, ideal for enjoying the beautiful outdoors. Step inside to the main level, where you'll find a welcoming living room anchored by a stunning

    Rich Caplan Deerfield Valley Real Estate

    7 Yodeling Ln, West Dover, VT 05356
  • /60

    $3,995,000

    • 4 Beds
    • 5.5 Baths
    • 5,500 Sq Ft

    816 Black Bear Rd, Jamaica, VT 05343

    Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    816 Black Bear Rd, Jamaica, VT 05343
  • /5

    $35,000

    • Land
    • 1.2 Acres
    • $29,167 per Acre

    44 Antler Loop, Dover, VT 05356

    Come and join the nice quiet community of Dover Manor. This lot has road frontage on two sides of the property. There is a small wetland area on the Antler Loop side of the property, about 1/4 of the property. Private roads and close to elementary school, skiing and shopping. Elevation is at about 2000'.Town sewer is available.

    Regina Perrotto Skihome Realty

    44 Antler Loop, Dover, VT 05356
  • /13

    $50,000

    • Land
    • 2 Acres
    • $25,000 per Acre

    667 Hinkley Brook Rd, Grafton, VT 05146

    Nestled along the picturesque Hinkley Brook Road, this 2-acre parcel offers a rare opportunity to build your dream retreat in the charming and historic town of Grafton, Vermont. Just a short walk from the village center, you’ll enjoy the perfect blend of privacy and convenience, surrounded by the beauty of nature and classic New England charm. This peaceful lot boasts a gently wooded landscape

    Jamie Watson BHG Masiello Keene

    667 Hinkley Brook Rd, Grafton, VT 05146
  • /13

    $980,000

    • Land
    • 43.67 Acres
    • $22,441 per Acre

    Lot 10 & 16 Overlook Dr, Dover, VT 05356

    A rare opportunity to own the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 44 acres of land including approximately 0.7 miles of private trails for hiking, ATV, snowmobiling and indirect connection to the VAST trails via Bluebrook Rd. The home site features full panoramic 180-degree mountain and woodland views to the north, east and south,

    Patricia Fitzpatrick Skihome Realty

    Lot 10 & 16 Overlook Dr, Dover, VT 05356
  • /38

    $35,000

    • 1 Bed
    • 2 Baths
    • 846 Sq Ft

    103/05 Qtr.1,89 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This sleep 8 unit consists of two adjoining units; Studio unit (105) Queen murphy bed and queen sleeper sofa, kitchenette and full bathroom. Hotel unit (103) Two queen beds and full bathroom. Units are located the mountain side of the hotel just above from a beautiful brook and just down the hallway from the Spa, ski locker,

    Kelly Agrillo Southern Vermont Realty Group

    103/05 Qtr.1,89 Grand Summit Way, Dover, VT 05356
  • /13

    $120,000

    • Land
    • 4.68 Acres
    • $25,641 per Acre

    8559 Vt Route 30, Jamaica, VT 05343

    Waaaaait a minute! There’s buildable land just minutes from Stratton Mountain, and it’s already got septic not only approved, but basically installed?!?! I can just build my house on these 4.68 acres and enjoy all of the beauty and convenience of the area? And it's approved for 2 three bedroom houses!!! 2 miles to Stratton and 20 minutes to Manchester. I almost can’t believe this is

    TG Glazer Winhall Real Estate

    8559 Vt Route 30, Jamaica, VT 05343
  • /18

    $1,145,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    80 Banning Rd, Putney, VT 05346

    Rare offering on Putney Mountain! Spectacular house site with new foundation and great Southern exposure awaits your vision! Includes four bedroom septic system, and drilled well. Create your new home with the included framing lumber and your team of craftsmen. House is sited in a private location, yet is accessible to the town road via an easily maintained level driveway. Additional

    David White OwnerEntry.com

    80 Banning Rd, Putney, VT 05346
  • /9

    $225,000

    • Land
    • 0.73 Acre
    • $308,219 per Acre

    5 Pinnacle View Rd, Dover, VT 05356

    With breathtaking views of Mount Snow, this exceptional 0.73-acre parcel is the perfect setting for your dream mountain retreat. Located in the resort district, short-term rentals are permitted, making this a prime investment opportunity or an ideal family legacy home for generations to enjoy. Just off Route 100, a one-minute drive to the lifts at Mount Snow,an Epic Pass mountain, offering

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    5 Pinnacle View Rd, Dover, VT 05356
  • /47

    $595,000

    • 3 Beds
    • 3 Baths
    • 2,341 Sq Ft

    49 High Point Dr Unit A122, Stratton, VT 05360

    Crown Point, Stratton Vermont. Enjoy this two-level, three bedroom, three bath condo and BONUS "4th" room with direct access to bath. This home has an upper and lower entry, both with plenty of storage for outdoor gear. The upper level opens into the kitchen, dining area, and living room with wood burning fireplace and a small deck. The primary ensuite bedroom, with a jacuzzi tub, is also on the

    Mike England Michael England Real Estate

    49 High Point Dr Unit A122, Stratton, VT 05360
  • /31

    $525,000

    • 3 Beds
    • 3 Baths
    • 1,850 Sq Ft

    19A Kingswood Rd, Dover, VT 05356

    Enjoy the best of Vermont in this bright and welcoming three bedroom plus den townhome. Featuring three full bathrooms, vaulted ceilings, an open concept living and dining area, wood burning fireplace and a private deck with a hot tub, this home offers the perfect balance of comfort and charm. The Kingswood Community center is just a short walk away and includes wonderful amenities such as an

    Melissa Ellis Southern Vermont Realty Group

    19A Kingswood Rd, Dover, VT 05356
  • /36

    $98,000

    • Land
    • 10 Acres
    • $9,800 per Acre

    1105 S Hill Rd, Jamaica, VT 05343

    Explore this exciting wooded 10.2+/- acre lot in the desirable town of Jamaica, VT. Jamaica has NO local zoning, making for simplified development, multiple cabins, camping and more. Plenty of road frontage on a year-round town plowed and maintained road. Best of all it is paved all the way to Wardsboro eliminating the difficulties of Vermont Mud Season. Utilities are located across from the

    Curtis Trousdale

    1105 S Hill Rd, Jamaica, VT 05343
  • /24

    $749,000

    • Land
    • 2.57 Acres
    • $291,440 per Acre

    Lot 3 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 2.57 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 3 Old Mill Ln, Wilmington, VT 05363
  • /26

    $749,000

    • Land
    • 1.22 Acres
    • $613,934 per Acre

    Lot 2 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 1.22-acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 2 Old Mill Ln, Wilmington, VT 05363
  • /36

    $998,500

    • 4 Beds
    • 3.5 Baths
    • 2,070 Sq Ft

    32 Shattarack Rd Unit B5, Stratton, VT 05360

    They say beauty is only skin deep, but not in the case of this meticulously renovated Slopeside residence, which offers a rare combination of quality, comfort, and location. With more than $500,000 invested, this home delivers far more than surface-level appeal — the kind of work that is not always seen but is most certainly felt. Every system and surface has been thoughtfully addressed. Unlike

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    32 Shattarack Rd Unit B5, Stratton, VT 05360
  • /25

    $774,000

    • Land
    • 1.32 Acres
    • $586,364 per Acre

    Lot 4 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 1.3 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium cleared lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 4 Old Mill Ln, Wilmington, VT 05363
  • /43

    $2,000,000

    • 6 Beds
    • 4.5 Baths
    • 4,950 Sq Ft

    43 Upton Rd, Dover, VT 05356

    The best of both worlds... High end luxury in this Post & Beam home on a private 35+ acre wooded lot with direct ski trail views of Mount Snow, yet just over a mile to the ski area. It's nearly impossible to find this kind of privacy so near mountain. This spectacular 6 bedroom, 4.5 bath Post & Beam home was built in 2007 and no expense was spared in the construction. Features include a high end

    Adam Palmiter Berkley & Veller Greenwood/Dover

    43 Upton Rd, Dover, VT 05356
  • /44

    $470,000

    • 3 Beds
    • 2 Baths
    • 1,943 Sq Ft

    24 Antler Loop, West Dover, VT 05356

    This charming 3-bedroom, 2-bath dutch colonial home sits atop a knoll, overlooking a picturesque half-acre pond in the front yard. Nestled on 2.06 acres in a tranquil neighborhood, the property offers an excellent floor plan for family living. The home features spacious bedrooms, a cozy brick fireplace in the living room with a cathedral ceiling, and a dining area with pine floors and pond views.

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    24 Antler Loop, West Dover, VT 05356
  • /9

    $40,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    189 Shady Pines Park, Westminster, VT 05158

    1981 Skyline Homette mobile home in Shady Pines Park in Westminster. Very affordable approach to housing. Convenient to Rt. 91, Bellows Falls, Putney, Walpole, Brattleboro. Buyer will need to apply to Shady Park for approval. Property is being sold "as is".

    John Hatton Berkley & Veller Greenwood Country

    189 Shady Pines Park, Westminster, VT 05158
  • /10

    $199,000

    • Land
    • 23.1 Acres
    • $8,615 per Acre

    184 Dupre Dr, Guilford, VT 05301

    Here's a large 23.10 +/- acre parcel that's mostly wooded but with a little bit of open field and possible short range local views. Conveniently located within a few minutes of town, here's an opportunity to enjoy country living while having access to modern amenities. There's a lot of potential for the right buyer! Please respect the privacy of the other houses on the road past this land.

    A.J. Bellville Bellville Realty

    184 Dupre Dr, Guilford, VT 05301
  • /10

    $299,000

    • Land
    • 7.08 Acres
    • $42,232 per Acre

    103 Schoolbus Depot Rd, Town of Rockingham, VT 05101

    Located between Chester and Bellows Falls, just a mile from exit 6 off I-91, the opportunity for development awaits your ideas. Easy access, level parcel for either commercial ventures, gardens, or home. Land consists of two parcels separated by School Bus Depot Road totaling 7.08 acres. The island parcel gives excellent exposure to Route 103 for terrific signage. 103 is a high traffic corridor

    Heidi Bernier Berkley & Veller Greenwood Country

    103 Schoolbus Depot Rd, Town of Rockingham, VT 05101
  • /37

    $50,000

    • Land
    • 0.93 Acre
    • $53,763 per Acre

    564 Upper Dam Rd, Wilmington, VT 05363

    Double lot on top of the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,400' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing,

    Sigrid Pickering Chimney Hill Realty

    564 Upper Dam Rd, Wilmington, VT 05363
  • /31

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 2,698 Sq Ft

    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360

    148B Sun Bowl Ridge Rd., Stratton Mountain, VT 05155, Solstice 148B Ski in, ski out directly from your private garage on a Stratton ski trail that has full snowmaking coverage. This home is in one of the most exclusive trailside communities in all of the Northeast! It has an open and sunny floorplan with large windows and a sliding glass door to the private patio with fire pit and hot tub.

    Andrew King Stratton Real Estate

    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
  • /40

    $849,000

    • 5 Beds
    • 3.5 Baths
    • 3,436 Sq Ft

    67 Castle Hill Rd, Wilmington, VT 05363

    Rare opportunity to own a meticulous 1830s vintage farmhouse, completely turn-key with extensive updates, renovations, and modern amenities. Conveniently located just outside the country village of Wilmington for shopping and great dining options, a short drive to the Mount Snow ski resort, and just up the street from the Lake Whitingham boat launch and beach areas, for true four season

    Adam Palmiter Berkley & Veller Greenwood/Dover

    67 Castle Hill Rd, Wilmington, VT 05363
  • /2

    $80,000

    • Land
    • 1.97 Acres
    • $40,609 per Acre

    24 Summit Cir, West Brattleboro, VT 05301

    Gorgeous building lot nestled into a prime development on a wooded hillside in Southern Vermont. The 1.97 wooded lot is minutes to downtown Brattleboro, yet private and rural!

    Claire Renaud Berkley & Veller Greenwood Country

    24 Summit Cir, West Brattleboro, VT 05301
  • /28

    $25,000

    • Land
    • 0.6 Acre
    • $41,667 per Acre

    28 Upper Howes Way, Wilmington, VT 05363

    BUILD your dream home in Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse located at

    Sigrid Pickering Chimney Hill Realty

    28 Upper Howes Way, Wilmington, VT 05363
  • /29

    $25,000

    • Land
    • 0.6 Acre
    • $41,667 per Acre

    26 Upper Howes Way, Wilmington, VT 05363

    BUILD your dream home in this Lot in Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse

    Sigrid Pickering Chimney Hill Realty

    26 Upper Howes Way, Wilmington, VT 05363
  • /32

    $28,500

    • 1 Bed
    • 1 Bath
    • 671 Sq Ft

    302 Qtr.1, 89 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

    Kelly Agrillo Southern Vermont Realty Group

    302 Qtr.1, 89 Grand Summit Way, Dover, VT 05356
  • /32

    $25,000

    • Land
    • 0.56 Acre
    • $44,643 per Acre

    25 Upper Howes Way, Wilmington, VT 05363

    BUILD your Getaway Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse located at 200'

    Sigrid Pickering Chimney Hill Realty

    25 Upper Howes Way, Wilmington, VT 05363
  • /40

    $214,900

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    2139 Vt Route 30, Townshend, VT 05353

    Great days ahead for the buyer of this stately, plantation styled home on close to three (3) acres. You have to see the interior to believe it. Dated? Yes, but solid bones. Crazy nice wood floors, classic built-ins & style. So many 'nooks & crannies. Cavernous, dry & clean basement. Exterior: 'challenged', but I have all the bids to bring it to 'good' condition & the techies are ready to complete

    Robert Balewicz Evergreen Realty of Vermont

    2139 Vt Route 30, Townshend, VT 05353
  • /8

    $65,000

    • Land
    • 2 Acres
    • $32,500 per Acre

    585 Sawmill Rd, Stratton, VT 05360

    Ready to build! Nestled in the picturesque Snow Mountain Farms development, this prime 2 acre property offers the perfect canvas for your dream home. Situated in a great neighborhood with a convenient location, it provides easy access to both Mount Snow and Stratton. The property is equipped with a wastewater permit, septic design, an already cleared building envelope, and a driveway. Association

    Carrie Mathews Winhall Real Estate

    585 Sawmill Rd, Stratton, VT 05360
  • /6

    $45,000

    • Land
    • 1 Acre
    • $45,000 per Acre

    0 Boardman Loop, Wardsboro, VT 05360

    In the Heart of it all! This affordable acre of land is close to skiing, hiking, ponds and all the good stuff Vermont has to offer. Electric poles are across the street and the neighbors are hooked up. Starlink and Xfinity charts say they service the area for at home work, streaming or game playing. There are Covenants attached for the after midnight reading. There is a small stream on the

    Christine Lewis Brattleboro Area Realty

    0 Boardman Loop, Wardsboro, VT 05360
  • /33

    $120,000

    • Land
    • 5 Acres
    • $24,000 per Acre

    0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363

    Beautiful 5-Acre Lot with Mountain Views – Approved for Two Homes!Here’s your chance to own a truly special piece of Vermont! This gorgeous 5-acre parcel on Route 100, just north of Wilmington center, offers the perfect setting for your dream home—or two. Recent soil tests support two single-family homes, each with up to three bedrooms. The land features an open, sun-drenched meadow, gently

    Monique White Deerfield Valley Real Estate

    0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363
  • /32

    $899,000

    • 6 Beds
    • 3.5 Baths
    • 2,738 Sq Ft

    38 Bears Den Rd, Dover, VT 05356

    Lovely renovated home in an ideal location offering both the privacy of a single family home and the convenience of a groomed ski-home trail and shuttle direct service just steps from your front door. Nestled on a nice lot in the Bears Crossing Community, this home backs up to the ski home trail and has ample parking and easy access. Unlike other homes, here you have all the peace-of-mind

    Adam Palmiter Berkley & Veller Greenwood/Dover

    38 Bears Den Rd, Dover, VT 05356
  • /2

    $64,900

    • Land
    • 3.65 Acres
    • $17,781 per Acre

    Lot 18 Central Park Estates, Vernon, VT 05354

    3.65 acre building lot in a quiet rural setting in Vernon. Bypass the housing shortage, construct your own dream house. This is near Vernon's popular recreation center, home to home to a swimming pool, tennis courts, basketball courts, playground, and picnic area. Lily Pond is also nearby, a 40-acre body of quite shallow water with many varieties of birds and plants.

    John Hatton Berkley & Veller Greenwood Country

    Lot 18 Central Park Estates, Vernon, VT 05354
  • /2

    $62,000

    • Land
    • 1.03 Acres
    • $60,194 per Acre

    Lot 12 Central Park Estates, Vernon, VT 05354

    1.03 acre building lot in a quiet rural setting in Vernon. Bypass the housing shortage, construct your own dream house. This is near Vernon's popular recreation center, home to a swimming pool, tennis courts, basketball courts, playground, and picnic area. Lily Pond is also nearby, a 40-acre body of quite shallow water with many varieties of birds and plants.

    John Hatton Berkley & Veller Greenwood Country

    Lot 12 Central Park Estates, Vernon, VT 05354
  • /2

    $62,000

    • Land
    • 1.01 Acres
    • $61,386 per Acre

    Lot 14 Central Park Estates, Vernon, VT 05354

    1.01 acre building lot in a quiet rural setting in Vernon. Bypass the housing shortage, construct your own dream house. This is near Vernon's popular recreation center, home to home to a swimming pool, tennis courts, basketball courts, playground, and picnic area. Lily Pond is also nearby, a 40-acre body of quite shallow water with many varieties of birds and plants.

    John Hatton Berkley & Veller Greenwood Country

    Lot 14 Central Park Estates, Vernon, VT 05354
  • /2

    $62,000

    • Land
    • 1.6 Acres
    • $38,750 per Acre

    Lot 15 Central Park Estates, Vernon, VT 05354

    1.6 acre building lot in a quiet rural setting in Vernon. Bypass the housing shortage, construct your own dream house. This is near Vernon's popular recreation center, home to home to a swimming pool, tennis courts, basketball courts, playground, and picnic area. Lily Pond is also nearby, a 40-acre body of quite shallow water with many varieties of birds and plants.

    John Hatton Berkley & Veller Greenwood Country

    Lot 15 Central Park Estates, Vernon, VT 05354

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