Homes with Basements for Sale in Windsor County, VT

291 homes

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FLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
Tucked into the charming village of Perkinsville on 3.8 acres, this unique residential and commercial property offers the perfect balance of opportunity, lifestyle, and connection. You will be moments away from Stoughton Pond, hiking trails, and within driving distance to some of Vermont’s most sought-after ski resorts. For years, this property has been a gathering place—Saturday nights around the kitchen table, laughter filling the home, and a trusted shop where neighbors came not just for service, but for connection. Now, it’s ready for its next chapter. One level home of comfortable living, with an open-concept kitchen, dining, and living area designed for both everyday

$447,000

3 beds2.5 baths1,558 sq ft

501 Stoughton Pond Rd, Perkinsville, VT 05151

Open-concept kitchen • Walk-out basement • 3.8 acres

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
The Thistle at Mountain Stream- To be built by Mountain Stream at Quechee Lakes, the Thistle offers 3,120 square feet of contemporary living across two levels, paired with a single-bay tuck-under garage, separate heated storage with optional rec-room conversion, and a detached two-car garage. A long, low silhouette under a sweeping shed roof, vertical board-and-batten siding, and a dramatic central chimney give the home a distinctly modern presence - clean architectural lines softened by the surrounding forest. The main level centers on a vaulted great room combining kitchen, dining, and living under cathedral ceilings, anchored by a fireplace and opening through expansive Marvin glass to a

$1,560,000

4 beds4.5 baths3,120 sq ft

7034 Hiram Atkins Byway, Hartford, VT 05059

New construction • Expansive windows • Open-concept layouts

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
This brand-new, never-lived-in Ranch-style home in Hartford was originally started in 2024 as a model home—so you know it was built with extra attention to detail and design. It’s perfect for those who want to spend their weekends living, not chasing down a contractor. Skip the renovation stress. It’s new, it’s ready, and offers a clean 3-bedroom, 2-bathroom single-level layout with the ultimate convenience: laundry on the main floor—no hauling baskets up and down stairs again. The kitchen features a great island for casual dining, plus a separate dining area that opens directly onto the deck—perfect for everyday living or entertaining. The primary bedroo

$499,000

3 beds2 baths1,296 sq ft

169 Butternut Rd, White River Junction, VT 05001

Dining area • Ranch style home • Kitchen island

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
Check out the Cash flow in this unique 7-unit property. Consisting of six 1-bedroom units, and one 2-bedroom units, this fully rented multi is perfect for the new investor or to simply add to your current portfolio. This building is conveniently located to town close to food, shops and much more! Text for showing requests. Need at least 72 hrs. for tenant notice. Pictures are from before tenants moved in. In the process of updating the heating system now.

$739,000

8 beds7 baths5,003 sq ft

65 Giddings St, North Springfield, VT 05150

Fully rented multi • 7 unit property • 1.2 acre lot

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
Experience the ultimate Vermont lifestyle in this stunning end-unit condominium, where modern elegance meets trailside serenity. This home offers a rare sense of privacy, featuring a spacious deck that wraps around the the condo, providing a front-row seat to the soothing sounds of the nearby brook and the quiet beauty of the surrounding woods. Inside, the residence is completely move-in ready and offered fully furnished, boasting a kitchen and bathrooms that have been tastefully renovated with contemporary finishes. Every detail has been handled, allowing you to transition seamlessly into your new mountain retreat. Located just 10 minutes from the Quechee Club, you’ll have first clas

$225,000

1 bed1 bath720 sq ft

122 Quechee Hollow Ln Unit 4A, Quechee, VT 05059

Private deck • Golf • Overlooks the woods

Property at 26 Mt Peg Rd Unit B, Woodstock, VT 05091, 3 beds, 3.5 baths

$995,000

3 beds3.5 baths2,584 sq ft

26 Mt Peg Rd Unit B, Woodstock, VT 05091

Property at 6852 US Route 4, Bridgewater, VT 05034, 3 beds, 2 baths

$449,000

3 beds2 baths1,489 sq ft

6852 US Route 4, Bridgewater, VT 05034

Property at 1009 Route 131, Springfield, VT 05030, 4 beds, 1 bath

$249,000

4 beds1 bath1,738 sq ft

1009 Route 131, Springfield, VT 05030

Property at 191 Moon Shadow Dr Unit M19, Ludlow, VT 05149, 5 beds, 6.5 baths

$3,250,000

5 beds6.5 baths5,728 sq ft

191 Moon Shadow Dr Unit M19, Ludlow, VT 05149

Property at 40 Fenton Rd, Chester, VT 05143, 4 beds, 2.5 baths

$399,000

4 beds2.5 baths2,148 sq ft

40 Fenton Rd, Chester, VT 05143

Property at 3803 Woodstock Rd, White River Junction, VT 05001, 2 beds, 1 bath

$539,000

2 beds1 bath1,278 sq ft

3803 Woodstock Rd, White River Junction, VT 05001

Property at 39 Wallis View Ln, Ludlow, VT 05149, 4 beds, 3.5 baths

$1,395,000

4 beds3.5 baths4,111 sq ft

39 Wallis View Ln, Ludlow, VT 05149

Property at 879 E Ash Rd #5, Plymouth, VT 05056, 4 beds, 3.5 baths

$539,000

4 beds3.5 baths2,436 sq ft

879 E Ash Rd #5, Plymouth, VT 05056

Property at 36 Lower IV A Unit 48B, Ludlow, VT 05149, 4 beds, 2.5 baths

$749,000

4 beds2.5 baths1,844 sq ft

36 Lower IV A Unit 48B, Ludlow, VT 05149

Property at 3 Wall St, Springfield, VT 05156, 4 beds, 4 baths

$225,000

4 beds4 baths2,767 sq ft

3 Wall St, Springfield, VT 05156

Property at 1589 Main St, Cavendish, VT 05142, 10 beds, 10 baths

$1,400,000

10 beds10 baths7,153 sq ft

1589 Main St, Cavendish, VT 05142

Property at 19 Huntington Pl, Rochester, VT 05767, 6 beds, 7.5 baths

$795,000

6 beds7.5 baths4,744 sq ft

19 Huntington Pl, Rochester, VT 05767

Property at 8 Okemo Acres Rd, Ludlow, VT 05194, 3 beds, 3.5 baths

$1,050,000

3 beds3.5 baths2,390 sq ft

8 Okemo Acres Rd, Ludlow, VT 05194

Property at 5677 Hendee Way, Hartford, VT 05059, 4 beds, 4 baths

$1,525,500

4 beds4 baths2,752 sq ft

5677 Hendee Way, Hartford, VT 05059

Property at 134 Chester Arthur Rd, Hartford, VT 05059, 4 beds, 4.5 baths

$2,300,000

4 beds4.5 baths3,524 sq ft

134 Chester Arthur Rd, Hartford, VT 05059

Property at 233 Okemo Trailside Ext Unit 45A, Ludlow, VT 05149, 4 beds, 2.5 baths

$820,000

4 beds2.5 baths1,842 sq ft

233 Okemo Trailside Ext Unit 45A, Ludlow, VT 05149

Property at 26 Mt Peg Rd Unit A, Woodstock, VT 05091, 3 beds, 3.5 baths

$1,195,000

3 beds3.5 baths2,592 sq ft

26 Mt Peg Rd Unit A, Woodstock, VT 05091

Property at 760 E Ash Rd, Plymouth, VT 05056, 4 beds, 3.5 baths

$715,000

4 beds3.5 baths2,654 sq ft

760 E Ash Rd, Plymouth, VT 05056

Property at 282 Skunk Hollow Rd, Hartland, VT 05048, 3 baths

$452,600

— beds3 baths2,915 sq ft

282 Skunk Hollow Rd, Hartland, VT 05048

Property at 1 Depot St, Wilder, VT 05088

$999,500

— beds— baths3,218 sq ft

1 Depot St, Wilder, VT 05088

Property at 1312 Macintosh Hill Rd, Randolph, VT 05060, 5 beds, 2 baths

$795,000

5 beds2 baths2,500 sq ft

1312 Macintosh Hill Rd, Randolph, VT 05060

Property at 72 Wood Rd, Hartford, VT 05001, 3 beds, 2 baths

$1,300,000

3 beds2 baths2,334 sq ft

72 Wood Rd, Hartford, VT 05001

Property at 26 Mt Peg Rd Unit C, Woodstock, VT 05091, 3 beds, 3.5 baths

$995,000

3 beds3.5 baths2,584 sq ft

26 Mt Peg Rd Unit C, Woodstock, VT 05091

Property at 51 E Ash Rd, Plymouth, VT 05056, 7 beds, 8.5 baths

$2,750,000

7 beds8.5 baths13,410 sq ft

51 E Ash Rd, Plymouth, VT 05056

Property at 4071 Tichenor Rd, Hartford, VT 05059, 5 beds, 3 baths

$1,675,000

5 beds3 baths3,837 sq ft

4071 Tichenor Rd, Hartford, VT 05059

Property at 4074 Tichenor Rd #4074, Hartford, VT 05059, 4 beds, 3 baths

$1,405,500

4 beds3 baths2,277 sq ft

4074 Tichenor Rd #4074, Hartford, VT 05059

Property at 248 Gird Lot Rd, Springfield, VT 05156, 5 beds, 4.5 baths

$2,295,000

5 beds4.5 baths4,800 sq ft

248 Gird Lot Rd, Springfield, VT 05156

Property at 115 Prior Rd, Cavendish, VT 05142, 3 beds, 2.5 baths

$725,000

3 beds2.5 baths2,128 sq ft

115 Prior Rd, Cavendish, VT 05142

Property at 1928 VT. Route 131, Springfield, VT 05156, 4 beds, 1.5 baths

$825,000

4 beds1.5 baths2,200 sq ft

1928 VT. Route 131, Springfield, VT 05156

Property at 201 Spruce Dr, Andover, VT 05143, 3 beds, 2 baths

$879,999

3 beds2 baths3,310 sq ft

201 Spruce Dr, Andover, VT 05143

Property at 14/16 Summarsell Dr, Hartland, VT 05048

$1,576,000

— beds— baths9,455 sq ft

14/16 Summarsell Dr, Hartland, VT 05048

Property at 165 Moon Shadow Dr Unit M-15, Ludlow, VT 05149, 5 beds, 4.5 baths

$3,100,000

5 beds4.5 baths7,634 sq ft

165 Moon Shadow Dr Unit M-15, Ludlow, VT 05149

Property at 3630 Vt Route 103 N, Chester, VT 05143, 3 beds, 3 baths

$650,000

3 beds3 baths4,324 sq ft

3630 Vt Route 103 N, Chester, VT 05143

Property at 26 Mt Peg Rd Unit D, Woodstock, VT 05091, 3 beds, 3.5 baths

$1,195,000

3 beds3.5 baths2,385 sq ft

26 Mt Peg Rd Unit D, Woodstock, VT 05091

Property at 108 Main St, Ludlow, VT 05149, 5 beds, 2 baths

$599,000

5 beds2 baths2,947 sq ft

108 Main St, Ludlow, VT 05149

Property at 234 Randall Rd, Woodstock, VT 05091, 2 beds, 1 bath

$845,000

2 beds1 bath600 sq ft

234 Randall Rd, Woodstock, VT 05091

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Homes with Basements for Sale in Windsor County

There are currently 291 homes with basements for sale in Windsor County at a median listing price of $569K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windsor County stay on the market for 70 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 63 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 99 condos, 0 townhouses, and 21 multi-family units for sale in Windsor County last month. Find your dream home in Windsor 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 Windsor County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windsor County. If you're looking to sell your home in the Windsor County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windsor 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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