Windham County VT Homes for Sale

/18
$399,000
- 3 Beds
- 3.5 Baths
- 1,500 Sq Ft
29 Maple Hill Loop, Dover, VT 05356

A rare opportunity for a Spruce Haven townhome accessible to the Dover village, Valley Trail, Mount Snow Ski Resort and Golf Course, the Hermitage private ski club, and MOOver shuttle service just down the street. This spacious and fully renovated end unit townhome has 3 bedrooms with en suite baths, a main floor guest half bath, a large open concept living space with hearth and efficient gas

Adam Palmiter Berkley & Veller Greenwood/Dover

29 Maple Hill Loop, Dover, VT 05356
/32
$28,500
- 1 Bed
- 1 Bath
- 671 Sq Ft
302 Qtr.2, 89 Grand Summit Way, Dover, VT 05356

Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Top floor one bedroom sleep 6 Valley side end unit. Kitchen, living room with a queen murphy bed and queen sleeper sofa and a king bed in the private bedroom with one full bath. Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round

Kelly Agrillo Southern Vermont Realty Group

302 Qtr.2, 89 Grand Summit Way, Dover, VT 05356
/23
$135,000
- Land
- 5 Acres
- $26,471 per Acre
1192 Haven Hill Rd, South Londonderry, VT 05155

This 5+ acre building lot is ready for planning and designing your 5 bedroom dream-home, WW-2-3657 on a quiet country road, and Land Use Permit 2W0032-3. Just minutes to Gale Meadows and Stratton Mountain Resort, there are plenty of summer and winter outdoor adventures to embark on from hiking, kayaking, and fishing in the summer to skiing and snowshoeing in the winter. Only 25-minutes from

Mike England Michael England Real Estate

1192 Haven Hill Rd, South Londonderry, VT 05155
/20
$995,000
- 3 Beds
- 3.5 Baths
- 1,800 Sq Ft
56 Shattarack Rd Unit D6, Stratton, VT 05360

OPEN HOUSE SUNDAY, MARCH 30 FROM 10AM to 12PM -- Rare opportunity to own an exceptional ski-in/ski-out Slopeside unit at Stratton. This newly renovated 3-bedroom plus loft, 3.5-bathroom townhome offers spacious accommodations in a prime location that is both private and highly convenient. The expanded kitchen features elegant stone countertops and stainless steel appliances, perfect for both

Britt Wohler Wohler Realty Group

56 Shattarack Rd Unit D6, Stratton, VT 05360
/23
$1,250,000
- Land
- 108 Acres
- $11,574 per Acre
585 Pleasant Valley Rd, Jamaica, VT 05343

108 Acres of Pristine Land For Sale – 2 Miles to Stratton Sun Bowl with Panoramic ViewsA rare opportunity to own ~108 acres of stunning land with sweeping views of Stratton’s Sun Bowl and Mount Snow. Just 2 miles to the Sun Bowl base and 15 minutes to Mount Snow, this Jamaica, VT property (on the Stratton line) offers unmatched privacy, no zoning restrictions, and incredible

Britt Wohler Wohler Realty Group

585 Pleasant Valley Rd, Jamaica, VT 05343
/35
$40,000
- 2 Beds
- 2 Baths
- 914 Sq Ft
311 Qtr.2, 89 Grand Summit Way, Dover, VT 05356

Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Mountainside two bedroom sleep 6 unit with a covered balcony. Kitchen, living room with a queen sleeper sofa. The lofted bedroom and private bedroom both have king beds. Full bath with double sink vanity on the first floor and a 3/4 bath on the second floor. Benefits of Grand Summit ownership include the best ski in/out

Kelly Agrillo Southern Vermont Realty Group

311 Qtr.2, 89 Grand Summit Way, Dover, VT 05356
/28
$625,000
- 5 Beds
- 3.5 Baths
- 2,240 Sq Ft
47 Ives Rd, Wilmington, VT 05363

Unique spacious log home near the Hermitage Ski Club with easy access to the resort, direct snowmobile trail access, and tremendous privacy. Also just down the access road from the Mount Snow ski resort, nearby country village of Wilmington for shopping and dining, and gorgeous area lakes. This updated rustic retreat sits on a level lot with ample parking, winter exposure to the east, and a gear

Adam Palmiter Berkley & Veller Greenwood/Dover

47 Ives Rd, Wilmington, VT 05363
/24
$379,000
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
18 Dover Green Rd, Dover, VT 05356

This charming 3-bedroom, 2-bath home is tucked away in a peaceful wooded setting, offering the perfect retreat with a cozy, well-maintained ambiance. The spacious living room features a gas fireplace and a Rinnai heater, ensuring comfort throughout the seasons. Adjacent to the living area, the open kitchen and dining space make for a perfect gathering spot. A versatile den with a nearby 3/4 bath

Richard Caplan Deerfield Valley Real Estate

18 Dover Green Rd, Dover, VT 05356
/39
$195,000
- 1 Bed
- 1 Bath
- 624 Sq Ft
17F Snow Tree Ln Unit F, Dover, VT 05356

This Lovely Condo is just STEPS away from Mount Snow. Walk out your door, cross a cute little bridge, and BAM! You’re at the Base Area in just minutes. This 1-bedroom unit has a great view of the slopes and is being sold fully furnished to ensure you a seamless transition into enjoying your new Vermont getaway. Enjoy a day on the slopes then walk back, relax by the fire or warm up in the hot tub

Tony Tribuno Skihome Realty

17F Snow Tree Ln Unit F, Dover, VT 05356
/39
$4,300,000
- 6 Beds
- 5 Baths
- 4,715 Sq Ft
141 W Ridge Rd, Stratton, VT 05360

Experience the charm of this renovated, ski-in/ski-out 6-bedroom, 5-bathroom retreat, perched as the second-highest home on Stratton’s iconic Lower Wanderer Ski Trail. Immerse yourself in the rustic elegance of this space, where expansive windows invite breathtaking outdoor views inside. This mountain sanctuary seamlessly combines modern comfort, solar technology, and nature’s serene beauty,

Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

141 W Ridge Rd, Stratton, VT 05360
/18
$230,000
- 1 Bed
- 2 Baths
- 848 Sq Ft
11B Snow Tree Ln Unit Birches B, Dover, VT 05356

Amazing nearby access directly across to the magic carpet at Mount Snow! This lovely updated Snowtree condo is located at the base of the Mount Snow ski resort with easy access to the mountain, as well as convenient amenities and full maintenance for peace of mind. This unit has been renovated to be more functional for sleeping and entertainment than a typical one bedroom. There is a large living

Adam Palmiter Berkley & Veller Greenwood/Dover

11B Snow Tree Ln Unit Birches B, Dover, VT 05356
/36
$469,000
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
17 Old Town Rd, West Dover, VT 05356

Snowmobilers paradise! Enjoy direct access to the VAST trail just down the street or from the backyard. Take in stunning winter views of Mount Snow & Haystack Mountains and summer panoramas of Haystack ski area and the surrounding mountain range. This custom-finished, ranch-style modular home features 3 bedrooms, 2 baths with numerous upgrades including new appliances, generator, more

Jennifer Hovey-Densmore Deerfield Valley Real Estate

17 Old Town Rd, West Dover, VT 05356
/48
$899,000
- 4 Beds
- 4 Baths
- 3,691 Sq Ft
42 Airport Rd, Shaftsbury, VT 05262

Welcome to this exquisite post and beam timber frame home, nestled in a prime location just moments from the Mount Snow Ski Resort and Mount Snow Golf Course. This remarkable 4-bedroom, 4-bathroom home blends rustic charm with modern luxury, offering an unparalleled mountain retreat perfect for both relaxation and adventure. As you step inside, you’ll be greeted by soaring ceilings and

Mike Masters Four Seasons Sotheby's Int'l Realty

42 Airport Rd, Shaftsbury, VT 05262
/5
$125,000
- Land
- 0.43 Acre
- $290,698 per Acre
LOT 158/160 High Peak Way, Wilmington, VT 05363

Sun filled level Double lot with access to Public Water and Sewer right at the lot! All the hard work has been done so just bring your ideas. Located at the top of Haystack Rd Just across from Hole 17 at Haystack Golf Course on one side and the VAST trail system on the other makes this lot a year round paradise. Snowmobile right our your door to the Stack for dinner or over to the Hermitage Club

Heidi Zizza Four Seasons Sotheby's Int'l Realty

LOT 158/160 High Peak Way, Wilmington, VT 05363
/4
$99,000
- Land
- 0.32 Acre
- $309,375 per Acre
Lot 162 High Peak Way, Wilmington, VT 05363

Sun filled level corner lot with access to Public Water and Sewer right at the lot! All the hard work has been done so just bring your ideas. Located at the top of Haystack Rd Just across from Hole 17 at Haystack Golf Course on one side and the VAST trail system on the other makes this lot a year round paradise. Snowmobile right our your door to the Stack for dinner or over to the Hermitage Club

Heidi Zizza Four Seasons Sotheby's Int'l Realty

Lot 162 High Peak Way, Wilmington, VT 05363
/38
$42,500
- 2 Beds
- 2 Baths
- 878 Sq Ft
309 Qtr.3, 89 Grand Summit Way, Dover, VT 05356

Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Mountainside two bedroom sleep 6 unit with a covered balcony. Kitchen, living room and queen sleeper sofa as well as a king bed in private bedroom on the first floor. Full bath with double sink vanity on the first floor. Lofted bedroom also has a king bed and a 3/4 bath . Benefits of Grand Summit ownership include

Kelly Agrillo Southern Vermont Realty Group

309 Qtr.3, 89 Grand Summit Way, Dover, VT 05356
/26
$450,000
- 3 Beds
- 1.5 Baths
- 2,262 Sq Ft
1142 Western Ave, Brattleboro, VT 05301

You choose! Such a versatile property...invest in 2 rentals...live in either unit and rent the other...maybe develop the barn into another unit, home business, workshop..(check with Zoning). Just short of an acre (.86) the land is the big, big seller....the huge, mostly level back yard is already lush with flourishing fruit trees and blueberry bushes. There is a garage/gardening shed for your

Christine Lewis Brattleboro Area Realty

1142 Western Ave, Brattleboro, VT 05301
/53
$749,000
- 4 Beds
- 5.5 Baths
- 3,695 Sq Ft
37 Spring Hill Rd, West Dover, VT 05356

Discover the perfect blend of comfort and adventure in this stunning 4 bedroom, 6 bathroom home in the heart of Dover, VT. Boasting breathtaking mountain views, this property is just minutes from Mount Snow, premier golf courses, scenic walking trails, and the area's top restaurants. Step inside to find a bright, open-concept kitchen and dining area, ideal for gatherings.Each of the four bedrooms

Jillian Wimmelman Deerfield Valley Real Estate

37 Spring Hill Rd, West Dover, VT 05356
/47
$424,000
- 3 Beds
- 2 Baths
- 1,554 Sq Ft
466 Wheeler Rd, Windham, VT 05359

This 3-bedroom 2-bath Chalet is quietly nestled on 2.6 acres in the heart of Vermont’s ski country. The upper level has a wonderful, spacious kitchen, with an open floor plan combining the dining area and living room, with wood-burning fireplace, has access to the the wrap around deck. One bedroom with a walk-in closet is also on the upper level. The lower level boasts 2-bedrooms, a full bath,

Mike England Michael England Real Estate

466 Wheeler Rd, Windham, VT 05359
/26
$729,000
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
10 Grouse Ln Unit 10A, Dover, VT 05356

Stunning Post and Beam style townhome overlooking spectacular views of Mount Snow and Haystack ski trails with the sunsets in the west beyond. This private end unit features an amenity rich location thanks to direct VAST snowmobile trail access, hiking and biking trails in the summer, as well as easy access to the Mount Snow golf course which is directly through the adjacent woods, and nearby

Adam Palmiter Berkley & Veller Greenwood/Dover

10 Grouse Ln Unit 10A, Dover, VT 05356
/13
$450,000
- 3 Beds
- 2 Baths
- 2,074 Sq Ft
36 Spruce St, Brattleboro, VT 05301

Perfect investment. Choose which flat you want to live in and have a bit of income, OR...consider this a long term investment! Such a special location and huge yard. Consider developing more apartments in the back of the house, and rent out the 40 x 40 steel frame building...OR develop into your dream workshop and let the rentals help pay for your fun. Rentals are below market for the

Christine Lewis Brattleboro Area Realty

36 Spruce St, Brattleboro, VT 05301
/13
$450,000
- 3 Beds
- 2 Baths
- 2,074 Sq Ft
36 Spruce St, Brattleboro, VT 05301

You choose! This amazing property can be used as one of the grand ladies of the neighborhood...just open a door or two and repurpose the kitchen...what a nice laundry room it would make...or use as is with 2 flats, live in 1 and have a bit of income from the other...What else, you might ask! There is a rear section of the house ready to be reclaimed, and a barn attached that could also be built

Christine Lewis Brattleboro Area Realty

36 Spruce St, Brattleboro, VT 05301
/23
$159,000
- 1 Bed
- 1 Bath
- 128 Sq Ft
1 N Ridge Rd, Town of Rockingham, VT 05101

Charming Tiny Home with Proven Airbnb Income! Cute as a button and packed with potential, this charming tiny home sits on a .44-acre corner lot in a highly desirable neighborhood. Currently operating as a successful Airbnb rental generating approximately $20,000 annually, it’s the perfect opportunity for an investment property, weekend getaway, or cozy full-time residence. Keep the property as

Bobbie Lynn Thomas The Thomas Group of Northern New England, LLC

1 N Ridge Rd, Town of Rockingham, VT 05101
/5
$55,900
- Land
- 2.30 Acres
- $24,304 per Acre
00 Loon Circle Private, Londonderry, VT 05148

This beautiful 2.3-acre buildable lot offers the perfect blend of convenience and natural beauty, with a wastewater system permit available. Just three miles from Magic Mountain and within easy reach of Stratton, Bromley, and Okemo, it's an ideal location for outdoor enthusiasts. The VAST trail is nearby for snowmobiling adventures, while a network of hiking trails is just a short walk away.

Carrie Mathews Winhall Real Estate

00 Loon Circle Private, Londonderry, VT 05148
/20
$250,000
- 1 Bed
- 1 Bath
- 640 Sq Ft
3C Snow Mountain Village Unit 113, Dover, VT 05356

The special assessment on this unit has been paid in full! Don’t miss out on this incredible opportunity to own a cozy mountain getaway at Snow Mountain Village! This beautifully updated 1 bed, 1 bath condo offers the perfect balance of comfort and convenience. With breathtaking mountain views right from your first-floor patio, you can relax and enjoy the natural beauty of the area

Carrie Mathews Winhall Real Estate

3C Snow Mountain Village Unit 113, Dover, VT 05356
/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
/19
$299,000
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
8E Dover Green Loop, Dover, VT 05356

Spacious townhome at an incredible price in the Dover Green community located just a short drive or shuttle ride south of Mount Snow. This unit sits nestled towards the top of the development with great privacy and parking, and has had numerous recent upgrades to the roof, foundation, paint, siding, and whole house water filtration. The interior boasts a vaulted great room, wood burning fireplace

Adam Palmiter Berkley & Veller Greenwood/Dover

8E Dover Green Loop, Dover, VT 05356
/33
$19,500
- 1 Bath
- 407 Sq Ft
155 Qtr I, 89 Grand Summit Way Unit 155-1, Dover, VT 05356

Quarter-Share Ownership at the Grand Summit, 13 Weeks of Mountain Resort Living! Own a quarter share (deeded Interval-1) at the Grand Summit Hotel, providing 13 weeks of vacation per year on a rotating schedule. Whether you choose to use it, rent it, or trade it, this is an affordable way to enjoy the mountain resort lifestyle. This second-floor studio unit (407 sq. ft.) comfortably sleeps four

Donald Koelsch Deerfield Valley Real Estate

155 Qtr I, 89 Grand Summit Way Unit 155-1, 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

Richard Caplan Deerfield Valley Real Estate

7 Yodeling Ln, West Dover, VT 05356
/27
$289,000
- 2 Beds
- 2 Baths
- 896 Sq Ft
5 Mountain Village Unit 127, Dover, VT 05356

The special assessment for this unit has been paid in FULL!! An overall tremendous value for a prime location and direct Mount Snow views, this bright and spacious 2-bedroom, 2-bath Snow Mountain Village condo offers functionality and amazing convenience. There is Moover shuttle service to the lifts, restaurants, and shops. Upon entering this well maintained unit, is a mudroom for ski gear and

Prema Fitzpatrick Skihome Realty

5 Mountain Village Unit 127, Dover, VT 05356
/32
$49,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
269/71 Qtr.4,89 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 sauna, hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for

Kelly Agrillo Southern Vermont Realty Group

269/71 Qtr.4,89 Grand Summit Way, Dover, VT 05356
/53
$749,000
- 4 Beds
- 2.5 Baths
- 4,410 Sq Ft
165 Stone Hollow, Londonderry, VT 05148

This remarkable home offers a spacious layout, perfect for hosting family gatherings and entertaining guests. The large living room is ideal for cozy movie nights, while the separate recreation room, complete with foosball and a bar, adds an extra layer of fun. Cozy sitting areas are scattered throughout, providing the perfect spots to relax with a book or unwind in peace. Step outdoors

Jessica Citera Cummings & Co

165 Stone Hollow, Londonderry, VT 05148
/34
$660,900
- 4 Beds
- 2 Baths
- 2,070 Sq Ft
239 Valley View Rd, Dover, VT 05356

This contemporary 3-bedroom plus loft, 2-bath home in Dover Hills offers both comfort and convenience. The property features a detached 2-car garage with overhead storage, an additional carport, and a wood shed. The recently remodeled kitchen boasts new cabinets, countertops, and appliances, complemented by wood floors throughout and new skylights that fill the space with natural light. A gas

Jennifer Hovey-Densmore Deerfield Valley Real Estate

239 Valley View Rd, Dover, VT 05356
/60
$4,495,500
- 4 Beds
- 5.5 Baths
- 5,500 Sq Ft
816 Black Bear Rd, Jamaica, VT 05343

Set atop a scenic Vermont hillside, this five-bedroom custom-built home by The Wadsworth Design Build/Vermont Barns is a stunning 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 surroundings. Just a short drive from Stratton and Mount Snow ski resorts, it is the ultimate

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

816 Black Bear Rd, Jamaica, VT 05343
/44
$435,000
- 3 Beds
- 3 Baths
- 1,768 Sq Ft
52A Suntec Loop, Dover, VT 05356

Welcome to this beautifully maintained, bright & spacious three bedroom, three bath Suntec townhome, offering the perfect blend of space, comfort, and convenience just minutes from Mount Snow’s main base lodge, Carinthia Lodge, and the Hermitage Club. This home features three large bedrooms with high ceilings, a versatile loft, and open-concept layout, providing plenty of room for family and

Prema Fitzpatrick Skihome Realty

52A Suntec Loop, Dover, VT 05356
/13
$60,000
- Land
- 2.00 Acres
- $30,000 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
/16
$635,000
- 2 Beds
- 2 Baths
- 916 Sq Ft
761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360

Beautifully renovated two bedroom two bathroom condominium in the ever popular Long Trail House community at Stratton Mountain Resort. Recently updates include new flooring throughout, paint, granite counter tops in kitchen and bathrooms, stainless steel appliances, window treatments, furniture and decor. Not many details have been left out. This particular floorplan boasts a large primary

Timothy Mich Doddridge Stratton Real Estate

761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360
/11
$349,000
- 8 Beds
- 4 Baths
- 3,438 Sq Ft
601 River Rd S, Putney, VT 05346

4-unit income property in an ideal location situated next to an operating farm with huge corn and other crop fields surrounding the parcel and very few neighbors. The 1.2 acres are all open and offer plenty of garden spots and outdoor recreation/activities for its tenants. Beautiful views out over the farm fields and an overall relaxed country living feel to this spot. Close to the CT River.

Chris Long BHG Masiello Brattleboro

601 River Rd S, Putney, VT 05346
/36
$649,000
- 5 Beds
- 3 Baths
- 2,223 Sq Ft
31 Joan's Ridge Rd, West Dover, VT 05356

This spacious 5-bedroom plus loft, 3-bath contemporary home is nestled in the Joan's Ridge community, just minutes from Mount Snow and the Hermitage Club. Step into a welcoming mudroom with a bench with built in boot warmer and cubbies, leading to a cozy living room with a wood-burning fireplace, a dining area, a fully equipped kitchen with island, one bedroom, a full bath and a den perfect for

Jennifer Hovey-Densmore Deerfield Valley Real Estate

31 Joan's Ridge Rd, West Dover, VT 05356
/60
$425,000
- 4 Beds
- 2 Baths
- 1,958 Sq Ft
112 Breezy Acres Dr, Vernon, VT 05354

This quintessential Vermont home in a quiet neighborhood on 2 gorgeous sun-filled acres has been loved and enjoyed by the same family for over 35 years. Inside you will find a spacious layout with many improvements including new carpet, paint, and windows (perfect for letting in lots of natural sunlight). Additionally, the multi-zone boiler is only about 9 years old, ensuring peace of mind for

Kerry Mulverhill Brattleboro Area Realty

112 Breezy Acres Dr, Vernon, VT 05354

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