Cheap homes for sale & real estate in Windham County, VT

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ABOUT THIS HOME
Cheap Home for sale in Windham County, VT:
Charming cabin just outside the village of Wardsboro in Southern Vermont. This home away from home is being offered for sale for the first time by the original owners that built it. Up a private drive with easy access off a paved road sits this rustic retreat, overlooking a river and short range mountain view across the way. The home has a large open concept living space with the exposed log joinery throughout, an updated kitchen and spacious dining area, stone fireplace and hearth, full bath and laundry, 4 upstairs woodsy guest bedrooms, a large covered porch as well as a screened in porch area, walkway to a private gazebo for further outdoor enjoyment, additional owners storage shed, 2 ca

$349,000

4 beds1 bath1,608 sq ft

2068 S Wardsboro Rd, Wardsboro, VT 05355

Exposed log joinery • Updated kitchen • Overlooking a river

ABOUT THIS HOME
Cheap Home for sale in Windham County, VT:
A perfect start! Well, power and driveway are all installed & septic design is available. The building constructed on slab, mostly finished surfaces, cathedral ceiling in the "living room". The interior is already sectioned into 4 rooms, waiting for kitchen and bath fixtures. Seller has plans for a one or 2 unit home build out. Sitting near the end of a quiet country road in no zoning Guilford, minutes to Brattleboro, interstate and shopping. Be snug as a bug by winter! Easy to show.

$275,000

Studio— baths1,200 sq ft

752 Butternut Hill Rd, Guilford, VT 05301

Quiet country road • No zoning • Cathedral ceiling

FLOOR PLAN

ABOUT THIS HOME
Cheap Home for sale in Windham County, VT:
Private! Guilford! This unusual combination of a true log home with an incredible center double sided chimney. .. .a fireplace facing the kitchen/dining and wood stove in the living room, bringing the best of both worlds:. .. ambiance and warmth. There is a surprise of one more fireplace on the 2nd floor in the charming primary bedroom. .. use the ensuite for a huge walk in closet. The other half of the home is a brick and stick built addition with an amazing green house room, built to bring the outdoors in and help warm the floor tiles for passive solar. .. great for plants or just soaking up the winter sun with a good book. Close the door between the 2 sides and create an in-law with f

$450,000

6 beds2.5 baths3,682 sq ft

4303 Hinesburg Rd, Guilford, VT 05301

Huge walk in closet • Log home • 10.9 acre lot

ABOUT THIS HOME
Cheap Home for sale in Windham County, VT:
Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the woods and a small yard space. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage with washer/dryer. Newer kitchen cabinets, countertop, flooring, bathroom vanity, vinyl windows and front door. This condo is located in a prime location with quick, easy access to I91, Farmers Market and Living Memorial Park. Association fees include heat, water/sewer, landscaping and more.

$190,000

2 beds1 bath930 sq ft

39 Brookside Dr #5, Brattleboro, VT 05301

Small yard space • Living dining area • New flooring

VIDEO TOUR

ABOUT THIS HOME
Cheap Home for sale in Windham County, VT:
Enjoy the convenience of mountain living at 11N Snow Tree Lane, ideally located just steps from the Magic Carpet at Mount Snow. This 3-bedroom, 3-bath condominium offers an easy base for year-round enjoyment in the Deerfield Valley, with skiing and riding right outside your door. The comfortable layout provides plenty of space for family and guests, whether gathering after a day on the mountain or settling in for a relaxing Vermont weekend. Snow Tree owners and guests also enjoy access to community amenities including an outdoor pool, indoor hot tub, and fitness room. With its convenient location near the slopes and Mount Snow’s year-round recreation, this condo is a wonderful opportu

$399,000

3 beds3 baths1,540 sq ft

11N Snow Tree Ln Unit Birches N, West Dover, VT 05356

Outdoor pool • Indoor hot tub • Community amenities

Property at 203 Fairview St, Brattleboro, VT 05301, 2 beds, 1 bath

$305,000

2 beds1 bath640 sq ft

203 Fairview St, Brattleboro, VT 05301

Property at 5892 Route 100, Londonderry, VT 05148, 2 beds, 2 baths

$360,000

2 beds2 baths1,841 sq ft

5892 Route 100, Londonderry, VT 05148

Property at 1970 S Wardsboro Rd, Wardsboro, VT 05355, 1 bed, 1 bath

$249,000

1 bed1 bath480 sq ft

1970 S Wardsboro Rd, Wardsboro, VT 05355

Property at 22 Valley Rd, Brattleboro, VT 05301, 2 beds, 1 bath

$56,000

2 beds1 bath552 sq ft

22 Valley Rd, Brattleboro, VT 05301

Property at 11 Evergreen Ln, Brattleboro, VT 05301, 2 beds, 1.5 baths

$230,000

2 beds1.5 baths1,248 sq ft

11 Evergreen Ln, Brattleboro, VT 05301

Property at 17 Willis Rd #3, Wilmington, VT 05363, 3 beds, 2 baths

$287,900

3 beds2 baths1,770 sq ft

17 Willis Rd #3, Wilmington, VT 05363

Property at 54 Williams St, Bellows Falls, VT 05101, 4 beds, 2 baths

$125,000

4 beds2 baths2,644 sq ft

54 Williams St, Bellows Falls, VT 05101

Property at 12 Autumn Gem Dr, Dummerston, VT 05301, 3 beds, 2 baths

$325,000

3 beds2 baths1,232 sq ft

12 Autumn Gem Dr, Dummerston, VT 05301

Property at 8 Deer Crk Unit E, Dover, VT 05356, 3 beds, 2 baths

$388,000

3 beds2 baths1,024 sq ft

8 Deer Crk Unit E, Dover, VT 05356

Property at 350/352 Qtr 2 Grand Summit Way, West Dover, VT 05356, 1 bed, 2 baths

$19,000

1 bed2 baths745 sq ft

350/352 Qtr 2 Grand Summit Way, West Dover, VT 05356

Property at 57 Oak Ln, Jamaica, VT 05343, 3 beds, 2 baths

$420,000

3 beds2 baths1,888 sq ft

57 Oak Ln, Jamaica, VT 05343

Property at 455 S Main St, Brattleboro, VT 05301, 3 beds, 1 bath

$269,000

3 beds1 bath1,050 sq ft

455 S Main St, Brattleboro, VT 05301

Property at 292 Deer Hill Rd, Whitingham, VT 05361, 2 beds, 1.5 baths

$325,000

2 beds1.5 baths1,150 sq ft

292 Deer Hill Rd, Whitingham, VT 05361

Property at 51 Golding Rd, Windham, VT 05359, 2 beds, 1 bath

$225,000

2 beds1 bath864 sq ft

51 Golding Rd, Windham, VT 05359

Property at 65 E Birch Rd #43, Stratton, VT 05155, 2 beds, 2 baths

$425,000

2 beds2 baths1,110 sq ft

65 E Birch Rd #43, Stratton, VT 05155

Property at 2 Woodlot Ln Unit C-215, Wilmington, VT 05363, 3 beds, 2 baths

$439,000

3 beds2 baths1,550 sq ft

2 Woodlot Ln Unit C-215, Wilmington, VT 05363

Property at 21 Lawrence Davis Dr, Wilmington, VT 05363, 3 beds, 2 baths

$299,000

3 beds2 baths1,296 sq ft

21 Lawrence Davis Dr, Wilmington, VT 05363

Property at 1192 Chapel Hill Rd, Whitingham, VT 05361, 3 beds, 2 baths

$299,000

3 beds2 baths1,840 sq ft

1192 Chapel Hill Rd, Whitingham, VT 05361

Property at 77 Buttonwood Dr, Brattleboro, VT 05301, 2 beds, 2 baths

$439,000

2 beds2 baths1,550 sq ft

77 Buttonwood Dr, Brattleboro, VT 05301

Property at 249/251 qtr. 3 89 Grand Summit Way Unit 249/251 Qtr 3, Mt Snow, VT 05356, 1 bed, 2 baths

$25,000

1 bed2 baths791 sq ft

249/251 qtr. 3 89 Grand Summit Way Unit 249/251 Qtr 3, Mt Snow, VT 05356

Property at 3327 Route 30, Jamaica, VT 05343, 5 beds, 2 baths

$439,000

5 beds2 baths2,194 sq ft

3327 Route 30, Jamaica, VT 05343

Property at 29 Stable Rd, Wilmington, VT 05363, 4 beds, 1 bath

$149,000

4 beds1 bath2,710 sq ft

29 Stable Rd, Wilmington, VT 05363

Property at 137 Stratton Arlington Rd, West Wardsboro, VT 05360, 4 beds, 1.5 baths

$349,000

4 beds1.5 baths2,100 sq ft

137 Stratton Arlington Rd, West Wardsboro, VT 05360

Property at 89 Grand Summit Way Unit 305, Qtr. IV, Mt Snow, VT 05356, 1 bed, 1 bath

$18,000

1 bed1 bath671 sq ft

89 Grand Summit Way Unit 305, Qtr. IV, Mt Snow, VT 05356

Property at 14 Snow Tree Ln Unit E, West Dover, VT 05356, 1.5 baths

$299,000

Studio1.5 baths608 sq ft

14 Snow Tree Ln Unit E, West Dover, VT 05356

Property at 1033 Burrington Hill Rd, Whitingham, VT 05361, 5 beds, 2.5 baths

$335,000

5 beds2.5 baths2,336 sq ft

1033 Burrington Hill Rd, Whitingham, VT 05361

Property at 52 Ruth Way, Wilmington, VT 05363, 4 beds, 3 baths

$412,250

4 beds3 baths2,345 sq ft

52 Ruth Way, Wilmington, VT 05363

Property at 136 Morningside Cmns, Brattleboro, VT 05301, 2 beds, 2.5 baths

$289,000

2 beds2.5 baths1,607 sq ft

136 Morningside Cmns, Brattleboro, VT 05301

Property at 1041 Moss Hollow Rd, Brattleboro, VT 05301, 1 bed, 1 bath

$250,000

1 bed1 bath884 sq ft

1041 Moss Hollow Rd, Brattleboro, VT 05301

Property at 1329 Newfane Rd, Wardsboro, VT 05355, 3 beds, 1 bath

$299,900

3 beds1 bath1,192 sq ft

1329 Newfane Rd, Wardsboro, VT 05355

Property at 50 Oak Grove Ave, Brattleboro, VT 05301, 4 beds, 3 baths

$340,000

4 beds3 baths1,918 sq ft

50 Oak Grove Ave, Brattleboro, VT 05301

Property at 180 Debbie Higgins Ln, Wardsboro, VT 05355, 3 beds, 2 baths

$425,000

3 beds2 baths1,053 sq ft

180 Debbie Higgins Ln, Wardsboro, VT 05355

Property at 116 Birge St #2, Brattleboro, VT 05301, 1 bed, 1 bath

$239,000

1 bed1 bath1,320 sq ft

116 Birge St #2, Brattleboro, VT 05301

Property at 15 Kyle Rd, Brattleboro, VT 05301, 3 beds, 2 baths

$150,000

3 beds2 baths1,080 sq ft

15 Kyle Rd, Brattleboro, VT 05301

Property at 4850 Route 100, Wardsboro, VT 05355, 4 beds, 2 baths

$350,000

4 beds2 baths1,830 sq ft

4850 Route 100, Wardsboro, VT 05355

Property at 243 Newton Rd, Vernon, VT 05354, 3 beds, 2 baths

$299,900

3 beds2 baths1,392 sq ft

243 Newton Rd, Vernon, VT 05354

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Cheap Homes for Sale in Windham County

There are currently 271 cheap homes for sale in Windham County at a median listing price of $475K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windham County stay on the market for 84 days. This map is refreshed with the newest listings in Windham County every 15 minutes.

In the past month, 58 homes have been sold in Windham County. In addition to houses in Windham County, there were also 114 condos, 0 townhouses, and 17 multi-family units for sale in Windham County last month. Find your dream home in Windham County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Windham County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windham County. If you're looking to sell your home in the Windham County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windham County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Copyright 2026 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Fri Oct 16 2026 on the search page

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