Homes with Basements for Sale in Windham County, VT

244 homes

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ABOUT THIS HOME
Home with Basement for sale in Windham County, VT:
This Vermont Country Farmhouse has been recently completed renovated and is ready for turn key enjoyment. The property consists of 41+ acres with tremendous exposure and easy main road access, extensive pasture which could easily be used for farming, a 42x48 post and beam barn, multiple out buildings ideal for workshops and storage, and a location with easy access to Harriman Reservoir and not far from skiing and villages. Truly an ideal location for anyone looking for a Vermont retreat, hobby farm, country getaway, or whatever your heart may desire. The home itself has been renovated with contemporary stylings including a gorgeous open concept great room with exposed original woodwork and

$599,000

5 beds2 baths2,350 sq ft

9282 VT Rte 100, Whitingham, VT 05361

41 acres • Access to skiing • Post and beam barn

FLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Windham County, VT:
Open House 8/2, 1:00–3:00 PM Nestled on approximately 4 private acres, this custom-built timber frame home offers an exceptional blend of craftsmanship, comfort, and privacy. Tucked away on a quiet, dead-end road, this is one of only four sites, providing a peaceful setting with the perfect balance of seclusion and convenience. Inside, exposed timber framing, soaring vaulted ceilings, and walls of windows fill the home with natural light. The custom chef's kitchen features a Viking range, generous prep space, custom cabinetry, and premium finishes designed for everyday living and entertaining. Adjacent to the kitchen, the radiant-heated sunroom offers greenhouse-style windows and ope

$679,000

3 beds3.5 baths2,476 sq ft

15 Skyline Dr, Vernon, VT 05354

Walls of windows • Approx 4 acres • Quiet dead end road

ABOUT THIS HOME
Home with Basement for sale in Windham County, VT:
Offering over 2,500 square feet of potential. The 2.5-story layout with porches offers a project for buyers seeking sweat equity, rental income potential, or a large single-family home tailored to their needs. Located within walking distance of downtown Bellows Falls, you'll be close to shops, restaurants, the Connecticut River, and all the character this historic village has to offer. Please note: This home is not currently in livable condition and requires significant renovation. Cash or rehab-financing buyers only. Sold as-is. Proof of funds or rehab/construction loan pre-qualification letter required prior to scheduling showing.

$125,000

4 beds2 baths2,644 sq ft

54 Williams St, Bellows Falls, VT 05101

2.5-story layout • 3,484 sq ft lot • Built 1920

ABOUT THIS HOME
Home with Basement for sale in Windham County, VT:
A rare opportunity for a family retreat or investment property! This unique offering includes two beautifully fully furnished and updated homes with direct snowmobile trail access and just minutes from Mount Snow. Both homes were extensively remodeled, including new roofs, windows, doors, kitchen cabinets, and each includes a new private hot tub. With an excellent rental history, this property is ideal as a family compound, vacation getaway, or income-producing investment. The expanded A-Frame features 4 bedrooms, a loft, 3 bathrooms, and 2,142 square feet of living space. The charming Chalet offers 3 bedrooms, a loft, 2 bathrooms, and 1,267 square feet of living space. Whether you choose t

$699,000

7 beds5 baths3,409 sq ft

633 635 Route 100 Hwy, Stratton, VT 05360

Private hot tub • 0.71 acre lot • Built 1975

VIDEO TOUR

ABOUT THIS HOME
Home with Basement for sale in Windham County, VT:
With more than 80 acres spanning the towns of Landgrove and Peru, this spectacular property is ripe for your imagination and offers several options for new construction, multi-family or generational development, or renovation! Be it choosing the perfect building site for the construction of your Vermont dream house, a total renovation of the existing three-bedroom cottage, or continuing to use the house as a simple, rustic and charming seasonal escape, this substantial property will support your investment and allow you to own one of the last remaining properties with substantial acreage in Landgrove. The cottage has only been used in the summer months for the past couple of decades and off

$675,000

3 beds1 bath1,575 sq ft

221 Landgrove Rd, Landgrove, VT 05148

80 acres • Spacious living room • 80.5 acre lot

Property at 420 Ray Hill Rd, Wilmington, VT 05363, 6 beds, 6.5 baths

$1,995,000

6 beds6.5 baths5,545 sq ft

420 Ray Hill Rd, Wilmington, VT 05363

Property at 72 Green Mdw, Brattleboro, VT 05301, 3 beds, 2 baths

$450,000

3 beds2 baths2,530 sq ft

72 Green Mdw, Brattleboro, VT 05301

Property at 21 Big Bend Loop, Wilmington, VT 05363, 3 beds, 1.5 baths

$354,900

3 beds1.5 baths1,586 sq ft

21 Big Bend Loop, Wilmington, VT 05363

Property at 51 Dusty Ridge Rd, Putney, VT 05346, 2 beds, 1.5 baths

$945,000

2 beds1.5 baths2,721 sq ft

51 Dusty Ridge Rd, Putney, VT 05346

Property at 783 Wilmington Cross Rd, Whitingham, VT 05361, 3 beds, 3 baths

$595,000

3 beds3 baths2,401 sq ft

783 Wilmington Cross Rd, Whitingham, VT 05361

Property at 194 Coolidge St, Westminster, VT 05158, 3 beds, 2.5 baths

$596,000

3 beds2.5 baths3,325 sq ft

194 Coolidge St, Westminster, VT 05158

Property at 106 Coolidge Hwy Unit 6-276, Guilford, VT 05301, 4 beds, 2.5 baths

$260,000

4 beds2.5 baths2,572 sq ft

106 Coolidge Hwy Unit 6-276, Guilford, VT 05301

Property at 13 Brookside Ln, Newfane, VT 05345, 3 beds, 5 baths

$550,000

3 beds5 baths5,046 sq ft

13 Brookside Ln, Newfane, VT 05345

Property at 56 Atkinson St, Bellows Falls, VT 05101, 2 baths

$215,000

— beds2 baths2,690 sq ft

56 Atkinson St, Bellows Falls, VT 05101

Property at 6 Church St, Wilmington, VT 05363, 2 beds, 1.5 baths

$249,900

2 beds1.5 baths2,184 sq ft

6 Church St, Wilmington, VT 05363

Property at 1472 Carpenter Hill Rd, Guilford, VT 05301, 4 beds, 2.5 baths

$1,165,000

4 beds2.5 baths3,338 sq ft

1472 Carpenter Hill Rd, Guilford, VT 05301

Property at 4 Signal Pine Rd, Putney, VT 05346, 4 beds, 2.5 baths

$769,900

4 beds2.5 baths6,232 sq ft

4 Signal Pine Rd, Putney, VT 05346

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

$325,000

2 beds1 bath640 sq ft

203 Fairview St, Brattleboro, VT 05301

Property at 176 Brophy Ln, Londonderry, VT 05155, 4 beds, 2 baths

$495,000

4 beds2 baths1,816 sq ft

176 Brophy Ln, Londonderry, VT 05155

Property at 4 Court St, Newfane, VT 05345, 15 beds, 10 baths

$1,625,000

15 beds10 baths12,845 sq ft

4 Court St, Newfane, VT 05345

Property at 15 Sawmill Rd, Stratton, VT 05155, 10 beds, 9.5 baths

$5,100,000

10 beds9.5 baths6,648 sq ft

15 Sawmill Rd, Stratton, VT 05155

Property at 53 Sugar House Rd, Dover, VT 05363, 4 beds, 3.5 baths

$425,000

4 beds3.5 baths2,952 sq ft

53 Sugar House Rd, Dover, VT 05363

Property at 412 Western Ave, Brattleboro, VT 05301, 3 beds, 2.5 baths

$285,000

3 beds2.5 baths1,872 sq ft

412 Western Ave, Brattleboro, VT 05301

Property at 37 Stowe Hill Rd, Wilmington, VT 05363, 4 beds, 2.5 baths

$624,900

4 beds2.5 baths2,904 sq ft

37 Stowe Hill Rd, Wilmington, VT 05363

Property at 56 Park Laughton Rd, East Dummerston, VT 05346, 3 beds, 2.5 baths

$519,000

3 beds2.5 baths1,784 sq ft

56 Park Laughton Rd, East Dummerston, VT 05346

Property at 255 Fitts Rd, Wardsboro, VT 05355, 3 beds, 1 bath

$399,000

3 beds1 bath1,440 sq ft

255 Fitts Rd, Wardsboro, VT 05355

Property at 5735 VT Route 11, Londonderry, VT 05148, 4 beds, 3 baths

$489,000

4 beds3 baths2,320 sq ft

5735 VT Route 11, Londonderry, VT 05148

Property at 2903 State Forest Rd, Townshend, VT 05353, 1 bed

$269,400

1 bed— baths— sq ft

2903 State Forest Rd, Townshend, VT 05353

Property at 461 South Rd, Marlboro, VT 05344, 2 beds, 2 baths

$270,000

2 beds2 baths1,451 sq ft

461 South Rd, Marlboro, VT 05344

Property at 4303 Hinesburg Rd, Guilford, VT 05301, 6 beds, 2.5 baths

$450,000

6 beds2.5 baths3,682 sq ft

4303 Hinesburg Rd, Guilford, VT 05301

Property at 1950 N Main St, Londonderry, VT 05148, 7 beds, 4 baths

$350,000

7 beds4 baths3,551 sq ft

1950 N Main St, Londonderry, VT 05148

Property at 5 Camelot Dr, Wilmington, VT 05363, 3 beds, 2 baths

$275,000

3 beds2 baths1,960 sq ft

5 Camelot Dr, Wilmington, VT 05363

Property at 60 E Brook Xing, Wilmington, VT 05363, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,100 sq ft

60 E Brook Xing, Wilmington, VT 05363

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

$245,000

2 beds1.5 baths2,496 sq ft

11 Evergreen Ln, Brattleboro, VT 05301

Property at 57 Castle Hill Rd, Wilmington, VT 05363, 5 beds, 4 baths

$690,000

5 beds4 baths2,642 sq ft

57 Castle Hill Rd, Wilmington, VT 05363

Property at 8 Beech Tree Ln, Newfane, VT 05345, 2 beds, 1 bath

$339,000

2 beds1 bath1,056 sq ft

8 Beech Tree Ln, Newfane, VT 05345

Property at 170 Townshend Rd, Grafton, VT 05146, 4 beds, 2 baths

$775,000

4 beds2 baths2,613 sq ft

170 Townshend Rd, Grafton, VT 05146

Property at 12 Par Dr #12, Wilmington, VT 05363, 3 beds, 3.5 baths

$319,000

3 beds3.5 baths2,000 sq ft

12 Par Dr #12, Wilmington, VT 05363

Property at 85 Brown's Rd, Newfane, VT 05345, 3 beds, 2 baths

$699,000

3 beds2 baths1,660 sq ft

85 Brown's Rd, Newfane, VT 05345

Property at 7 High Top Rd Unit B-117, Wilmington, VT 05363, 3 beds, 2 baths

$479,999

3 beds2 baths1,410 sq ft

7 High Top Rd Unit B-117, Wilmington, VT 05363

Property at 1102 Route 100, Wardsboro, VT 05355, 3 beds, 2 baths

$169,900

3 beds2 baths2,246 sq ft

1102 Route 100, Wardsboro, VT 05355

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Homes with Basements for Sale in Windham County

There are currently 244 homes with basements for sale in Windham County at a median listing price of $479K. 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 66 days. This map is refreshed with the newest listings in Windham County every 15 minutes.

In the past month, 76 homes have been sold in Windham County. In addition to houses in Windham County, there were also 85 condos, 0 townhouses, and 18 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 Tue Aug 25 2026 on the search page

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