Windham County VT Homes for Sale

/25
$625,000
- 4 Beds
- 3 Baths
- 2,346 Sq Ft
5 Alpine Loop Rd, Dover, VT 05356

Tremendous opportunity to own an updated chalet at the base of the Mount Snow ski resort and Carinthia Freestyle Terrain Park. This charming home sits nestled on a quite loop just south of the mountain with direct walking and hiking trail access. The home features a large open floor plan with updated kitchen, stainless appliances, granite counters, and island, sunny living room with wood burning

Adam Palmiter Berkley & Veller Greenwood/Dover

5 Alpine Loop Rd, Dover, VT 05356
/34
$429,000
- 2 Beds
- 2 Baths
- 1,127 Sq Ft
27 Haymaker Ln Unit 9H, Wilmington, VT 05363

Cozy convenience on Haystack Mountain adjacent to The Hermitage Club and just a short drive to Mount Snow and downtown Wilmington. This 2 bedroom/2 bathroom unit has an open living space perfect for entertaining and highlighted by the fieldstone fireplace ambiance to warm you apres ski/hike or snowshoe. The unit is being offered furnished and ready to enjoy this season and year round with access

Cordelia Garofalo Deerfield Valley Real Estate

27 Haymaker Ln Unit 9H, Wilmington, VT 05363
/18
$250,000
- 5 Beds
- 1.5 Baths
- 1,504 Sq Ft
1614 Burbee Pond Rd, West Townshend, VT 05359

Great location for primary or vacation home. Near Burbee Pond in Windhame. 2.6 acres and possibly small commercial. 4 Plus bedrooms with one full bath and a half bath on main floor.Home is ready for your improvements.Close to ski resorts!

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

1614 Burbee Pond Rd, West Townshend, VT 05359
/27
$749,000
- 4 Beds
- 3.5 Baths
- 3,360 Sq Ft
32 Circle View Dr, Dover, VT 05356

Gorgeous new construction home just completed and ready for immediate use this season. This lovely home sits just up from the Valley Trail in the heart of Dover with very easy access off a paved road, and near to the Mount Snow resort and golf course. The interior features gorgeous wood floors and exposed natural woodwork throughout, a custom kitchen with granite counters, stainless appliances,

Adam Palmiter Berkley & Veller Greenwood/Dover

32 Circle View Dr, Dover, VT 05356
/46
$2,490,000
- 7 Beds
- 7.5 Baths
- 8,718 Sq Ft
1324 Middle Rd, Brattleboro, VT 05301

Truly a rare and remarkable property. This custom home was lovingly designed and constructed in 2005 with a clear vision for bringing the Vermont scenery in, while maintaining the rustic charm befitting a country estate. The main house features gorgeous exposed timber frame construction throughout, natural wood flooring, paneling, and trim, extensive artisan stonework inside and out, including 3

Adam Palmiter Berkley & Veller Greenwood/Dover

1324 Middle Rd, Brattleboro, VT 05301
/60
$159,000
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
7 Deepwood Park, Brattleboro, VT 05301

Price improvement!!! Charming one level mobile home with addition in Tri Park Co-op. 3 bedrooms, 2 bathrooms, eat in kitchen, large living room, den/other room, large back deck for entertaining and BBQs and a full concrete foundation!!! Great property! Don't miss this opportunity! Seller to pay buy in fee to the park for buyer at time of closing!!!

Emily Lagerberg R.H. Thackston & Company

7 Deepwood Park, Brattleboro, VT 05301
/4
$250,000
- Land
- 1.57 Acres
- $159,236 per Acre
0 Gold Medal Cir Unit 5023219, Stratton, VT 05155

This is lot #1 in the Powers Subdivision, which is the closest lot to Mountain Rd, giving you access to Stratton's Sunbowl entrance less than a mile away. Lot #1 is 1.57 acres and has views of Stratton Mountain. This Gold Medal Circle area of the Powers Subdivision has 11 lots, 2.71 acres of common land with a pond, and 69.06 of conservation land.Permits are in place with the State of Vermont and

Ross Powers TPW Real Estate

0 Gold Medal Cir Unit 5023219, Stratton, VT 05155
/9
$50,000
- 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
/57
$650,000
- 3 Beds
- 2.5 Baths
- 2,720 Sq Ft
58 Buckboard Dr, Dover, VT 05356

Significant Price Improvement! This beautifully updated mountain retreat in the desirable Dover Hills is just 5 miles from Mount Snow and 30 minutes to Stratton. Thoughtful renovations have transformed the home with a brand-new kitchen featuring a quartz island, copper sink, high-end appliances, custom lighting, and a bar area with wine fridge and sink—perfect for après-ski entertaining. The

Erica Reynolds Southern Vermont Realty Group

58 Buckboard Dr, Dover, VT 05356
/9
$50,000
- 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
/22
$299,000
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
6738 Vermont Route 100, Wardsboro, VT 05355

This charming 1500 square foot manufactured home, located just over 3 miles from Mount Snow Ski Resort and a 15-minute drive to Stratton Mountain Resort, offers a perfect blend of comfort and convenience for mountain enthusiasts. 3 bedrooms and 2 bathrooms, this home provides ample space for family or guests. Inside, the open-plan living area is both cozy and spacious, featuring warm wood

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

6738 Vermont Route 100, Wardsboro, VT 05355
/26
$29,000
- 1 Bed
- 1 Bath
- 673 Sq Ft
215 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 saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

Kelly Agrillo Southern Vermont Realty Group

215 Qtr.4, 89 Grand Summit Way, Dover, VT 05356
/10
$250,000
- Land
- 23 Acres
- $10,823 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
/36
$85,000
- Land
- 1.31 Acres
- $64,885 per Acre
100 Chimney Hill Rd Unit M 100, Wilmington, VT 05363

Merged Triple Lot on 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. Located about 1/2 way up the Hill, right off the pavement. Walk to the Clubhouse, seasonal views, about 2,100' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis,

Sigrid Pickering Chimney Hill Realty

100 Chimney Hill Rd Unit M 100, Wilmington, VT 05363
/38
$85,000
- Land
- 1.09 Acres
- $77,982 per Acre
95 Chimney Hill Rd Unit M95, Wilmington, VT 05363

Triple Merged Lot on the Hill! Recent soil tests say this looks good for a 3-bedroom home! Right off the pavement about halfway up the Hill on the plateau. If you've been thinking of building your Dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,100' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season

Sigrid Pickering Chimney Hill Realty

95 Chimney Hill Rd Unit M95, Wilmington, VT 05363
/10
$350,000
- Land
- 7 Acres
- $49,435 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
/11
$639,000
- 5 Beds
- 3 Baths
- 5,424 Sq Ft
53 N Main St, Wilmington, VT 05363

Formerly listed in the Wilmington Town Records as a Commercial Property, however, the owners changed that designation to Residential including a one bed./one bath apartment and (2) two bedroom, one bath apartments and a 7 bedroom/7.5 half bath once an Inn. The current owner is in the process of installing egress windows in all bedrooms in the Inn. The current owner has also electrified all smoke

Ginny Read Read Realty LTD

53 N Main St, Wilmington, VT 05363
/30
$50,000
- Land
- 0.93 Acre
- $53,763 per Acre
0 Upper Dam Rd Unit 5019848, 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 getaway 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, hiking,

Sigrid Pickering Chimney Hill Realty

0 Upper Dam Rd Unit 5019848, Wilmington, VT 05363
/37
$50,000
- Land
- 0.93 Acre
- $53,763 per Acre
0 Upper Dam Rd Unit 5019824, 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, hiking,

Sigrid Pickering Chimney Hill Realty

0 Upper Dam Rd Unit 5019824, Wilmington, VT 05363
/30
$25,000
- Land
- 0.53 Acre
- $47,170 per Acre
0 2 Wall Way Unit 5019786, Wilmington, VT 05363

Single Lot on top of the Hill! Walk to the clubhouse from your very own vacation home, designed by you. Survey required and septic design. Lot is unimproved but has had recent favorable soil tests. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking, biking, snowmobiling, and more on our 1,200-acre

Sigrid Pickering Chimney Hill Realty

0 2 Wall Way Unit 5019786, Wilmington, VT 05363
/4
$69,900
- Land
- 1.40 Acres
- $49,929 per Acre
15 Running Sap Ln, Dover, VT 05356

Lovely wooded building site not far from the Mount Snow ski resort, nearby lakes, villages, shopping, and dining. Tremendous view potential from this end of road location, looking to the west over the ski mountains and sunsets.

Adam Palmiter Berkley & Veller Greenwood/Dover

15 Running Sap Ln, Dover, VT 05356
/5
$89,000
- Land
- 0.21 Acre
- $423,810 per Acre
46-48 Lexington Ave, Brattleboro, VT 05301

This open, level, in-town building lot is a blank slate awaiting its next chapter. Tucked away in a small neighborhood on a dead-end street, this location offers easy accessibility to shopping, restaurants, public transportation and the interstate. Utilities are readily available, including existing hookups for town water and sewer. A unique opportunity!

Stephanie Wilde Brattleboro Area Realty

46-48 Lexington Ave, Brattleboro, VT 05301
/8
$2,250,000
0 Tenon Ln, Dover, VT 05356

A unique opportunity to purchase 14 acres in the Mount Snow base area with permits in place for the development of 38 townhouse units, all within walking distance to the Mount Snow ski resort!With the close proximity to the ski area and views of the mountain and surrounding village, this rare opportunity is a developer's dream.Permits and additional information are provided in the

Patricia Fitzpatrick Skihome Realty

0 Tenon Ln, Dover, VT 05356
/48
$1,335,000
- Land
- 4.17 Acres
- $320,144 per Acre
8 Rice Hill Rd, Dover, VT 05341

ONCE IN A LIFETIME PURCHASE What the Boston Globe described as “One of The most spectacular mountain panoramas in all of New England” Is now available for you to build your ultimate mountain home in the finest Dover neighborhood. Finding a rolling cascade of mountain ranges of one, two or three in your viewscape is outstanding. Having five or six to regale your eye as you look out 70 miles to

Lawrence Zupan EXP Realty

8 Rice Hill Rd, Dover, VT 05341
/9
$175,000
- Land
- 5.00 Acres
- $35,000 per Acre
0 Allyn Rd, Putney, VT 05346

Magical! Full of mushrooms, wildlife, beautiful stones, lovely trees and, of course, a stream of your own! Mostly bounded by stone walls, built with amazing skill and tenacity, by generations of hardworking farmers...you have to appreciate their joy in the land. Look carefully as there is a small stone foundation...the remains of?...sheep shed? shelter for the header? a get away from the

Christine Lewis Brattleboro Area Realty

0 Allyn Rd, Putney, VT 05346
/58
$769,000
- 4 Beds
- 3 Baths
- 4,379 Sq Ft
587 Vermont 121, Grafton, VT 05146

Welcome to the Woolley House, an 1818 Brick Federal-style gem nestled in the picturesque town of Grafton. This home perfectly marries historic charm with modern amenities. Original features include four Regency fireplaces, a central cooking fireplace with a crane, wide pine floors, 12-over-12 windows, and a unique hand-crank doorbell. The modern addition boasts a custom granite kitchen, three

Mendi Michael Engel & Völkers Okemo

587 Vermont 121, Grafton, VT 05146
/30
$449,000
- 2 Beds
- 2 Baths
- 1,060 Sq Ft
26 Northbrook Village Way Unit 5L, Dover, VT 05356

This 2 bedroom, 2 bath, end unit is a great home base for trailside living at Seasons on Mount Snow. Midway up in the development, this unit offers the convenience of ski-on/ski-off, as well as being close enough to walk to one of the best onsite amenities center in the valley. The amenities center features a recently renovated and expanded clubhouse with an indoor pool, locker rooms, saunas,

John Redd Skihome Realty

26 Northbrook Village Way Unit 5L, Dover, VT 05356
/5
$39,000
- Land
- 1.50 Acres
- $26,000 per Acre
0 Upper Oak Hill Rd, Newfane, VT 05345

1.5 acre level building site in a neighborhood of established homes. Close to Brattleboro and skiing at Stratton. Not far from Rt 30 so easy in and out of the property.

Eric Scott Barrett & Valley Assoc. Inc

0 Upper Oak Hill Rd, Newfane, VT 05345
/5
$680,000
- Studio
- 5,540 Sq Ft
50 Terrace St, Brattleboro, VT 05301

SUPERB OPPORTUNITY to acquire one of Brattleboro’s nicest multi-family, investment properties!! Situated in one of THE BEST neighborhoods in Brattleboro, Vermont, this sweet, money-maker offers 7 units on a quiet street that is SOOO close to downtown Brattleboro. What every investor dreams of!!! Location, quality condition and build, spacious unit size, superb level, off-street parking, and

Dan Normandeau Berkley & Veller Greenwood Country

50 Terrace St, Brattleboro, VT 05301
/48
$999,800
- 4 Beds
- 3.5 Baths
- 2,500 Sq Ft
60 Forest Heights Rd, Stratton, VT 05360

Spectacular Soaring Post and Beam located on the Dover/Stratton town line. This fabulous home boasts soaring vaulted ceilings in the living room with a wall of windows bringing the view into your home complete with a cozy brick fireplace that sets the perfect ambiance. The kitchen is a chef’s delight, featuring granite countertops with eat in dining, a center island, half bath and easy access to

Richard Caplan Deerfield Valley Real Estate

60 Forest Heights Rd, Stratton, VT 05360
/41
$8,950,000
- 6 Beds
- 10 Baths
- 13,393 Sq Ft
370 Fischer Ln, Jamaica, VT 05343

Accessible, but miles from the everyday. Camp Endo’s mountain kingdom is minutes from Stratton Mtn. with a 21st century take on a mountain timberframe home, and 417+/- acres threaded with trails and ridgelines. Ski your own glades and rip the eight miles of custom-designed mountain biking terrain, or just pause to enjoy the vast views. The house reimagines a rustic lodge with classic wood, bark

Dia Jenks LandVest, Inc/Woodstock

370 Fischer Ln, Jamaica, VT 05343
/47
$1,800,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360

Trailside! Ski In, Ski Out! The very best Ski Direct Access at Stratton! Most popular of luxury townhouses--offering an enlarged patio with hot tub, open and sunny, four bedroom plus den floorplan, single car garage. Fully furnished! Hardwood flooring, floor to ceiling stone, wood burning fireplace! Enjoy this outstanding trailside location! And as an added benefit, the Stratton Training and

Edwin Kevil Stratton Real Estate

89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
/60
$695,000
- 4 Beds
- 4 Baths
- 2,978 Sq Ft
23 Brook Rd, Town of Rockingham, VT 05101

Tucked away on 6.8± acres in the charming village of Saxtons River, this exceptional property offers year-round panoramic views & breathtaking gardens. Thoughtfully designed, the floor plan features two distinct wings. The classic Cape & the Carriage House. The Cape’s main level welcomes you with an inviting entry/mudroom and powder room, leading into a beautifully renovated eat-in kitchen

Isabella Luhrs BHG Masiello Keene

23 Brook Rd, Town of Rockingham, VT 05101
/48
$495,000
- 3 Beds
- 3 Baths
- 1,813 Sq Ft
1 Pheasant Ln, Dover, VT 05356

Whether you are unwinding from a long day at the slopes of Mount Snow or you just enjoyed 18 holes at the Country Club, relax and get away with this beautiful home located in Partridge Run. This home boasts 3 bedrooms, 3 full bathrooms plus a Loft! You are welcomed upon entry by a very spacious mudroom with ample room to store your equipment for all seasons. The living, kitchen and dining areas

Tobin Twelves Skihome Realty

1 Pheasant Ln, Dover, VT 05356
/42
$379,000
- 4 Beds
- 2 Baths
- 2,202 Sq Ft
20 Newell Hill Rd, Wardsboro, VT 05355

Step into the charm of yesteryear with this spacious 1835s home that has a story to tell—yours is next! Enter through the oversized mudroom, which once served as the town post office, from the attached three-bay garage with automatic doors. This home features generous rooms throughout, starting with a large kitchen and dining area, a living room, two main-level bedrooms, and a full bath. Enjoy

Erica Reynolds Southern Vermont Realty Group

20 Newell Hill Rd, Wardsboro, VT 05355
/17
$29,000
- Land
- 1.10 Acres
- $26,364 per Acre
0 Oak Hill Rd, Wardsboro, VT 05355

Nice, wooded lot with mature trees as it's never been cut. Easy gradual grade, located in Snow Mountain Farms. Easy drive to Stratton or Mount Snow. No engineering done on this lot, selling raw land. Easy to walk and view anytime! Located on the corner of White and Oak Hill Road.

Julie Lowe Lowe's Real Estate, LLC

0 Oak Hill Rd, Wardsboro, VT 05355
/53
$499,000
- 5 Beds
- 6 Baths
- 3,100 Sq Ft
161 Vermont Route 100, Dover, VT 05356

This fully refurbished multi-family building offers two distinct units - a spacious 3 bedroom plus loft 3 bath unit on the left (Unit 2) and a 2 bedroom plus loft 2 1/2 bath unit on the right (Unit 1). Both feature elegant hardwood floors throughout, except for the carpeted lofts. The kitchens in each unit are custom-designed with granite countertops and stainless steel Samsung appliances, fully

Jennifer Hovey-Densmore Deerfield Valley Real Estate

161 Vermont Route 100, Dover, VT 05356
/35
$36,500
- 1 Bed
- 2 Baths
- 941 Sq Ft
230 Qtr.2, 89 Grand Summit Way, Dover, VT 05356

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

Kelly Agrillo Southern Vermont Realty Group

230 Qtr.2, 89 Grand Summit Way, Dover, VT 05356
/21
$425,000
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
43 1st Ln Unit 28, Wilmington, VT 05363

Beautiful updated condo overlooking the 1st green at the Haystack Golf Club, as well as the mountains and sunsets beyond. This lovely private unit sits right on one of the best courses in New England, and is a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. The interior features a large open living space with vaulted ceilings, updated vinyl

Adam Palmiter Berkley & Veller Greenwood/Dover

43 1st Ln Unit 28, Wilmington, VT 05363
/24
$28,995
- 2 Beds
- 2 Baths
- 745 Sq Ft
304/06 Qtr.2,89 Grand Summit Way, Dover, VT 05356

Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This sleep 6 unit consists of two adjoining units Studio unit (306) Queen murphy bed , kitchenette and full bathroom. Hotel unit (304) Two king beds and full bathroom. Units are located the valley side of the hotel . Lock out units has the benefit of using the unit as a whole or stay in one side and rent the other side out.

Kelly Agrillo Southern Vermont Realty Group

304/06 Qtr.2,89 Grand Summit Way, Dover, VT 05356

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