Homes with Basements for Sale in Windsor County, VT

283 homes

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ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
Serena Lodge was inspired by the legendary William Rockefeller estate in the Adirondacks, known as The Point, and thoughtfully designed to reflect its inviting look and warm, rustic elegance. This 9,000+ square foot residence sits atop a knoll beside a lively creek with small waterfalls, creating a peaceful, natural soundtrack. The Great Room is the centerpiece of the home, with a soaring stone fireplace, floor-to-ceiling windows, two sitting areas, and an open kitchen framed by thick granite counters. Just outside, a terrace with built-in barbecue and stairs leads down to the creekside. The east wing features a serene primary suite with a fireplace, sitting area, and private balcony. The w

$4,850,000

5 beds6 baths9,153 sq ft

476 Salt Ash Rd, Plymouth, VT 05056

Adirondack room • Private balcony • Stone fireplace

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
Set on a knoll overlooking the elementary school and view beyond, this three bedroom, two bath contemporary cape is within 5 min. of Okemo and features a sleek, renovated kitchen with quartz counters and upgraded appliances. A large, light-filled living/dining area perfect for entertaining and a cozy tv room (which could function as a first floor bedroom) and full bath with updated vanity complete the first floor. The dormered second floor, features a large primary bedroom with a walk-in closet. Two additional bedrooms, one with built-ins and a full updated bath complete the second story. The basement offers additional space with a tv/game room and office/study. Ready for a project? Plumbin

$525,000

3 beds2 baths2,246 sq ft

9 Deeplawn Ct, Ludlow, VT 05149

Quartz counters • Renovated kitchen • Upgraded appliances

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
This charming home, cherished by one family since the mid-1950s, presents a wonderful opportunity for renovation and personalization. This nine room home has 4 bedrooms, 1 bath, and an eat-in kitchen. The location is ideally situated within walking distance of Dorsey Park and Ludlow Village. Catch the shuttle bus to Okemo for a day of skiing or walk to the restaurants, grocery store and all the amenities that Ludlow offers. While updates are needed, the property offers a solid foundation with several key improvements already in place: numerous large, newer tilt-in windows, a standing seam roof, and convenient town water and sewer. A spacious detached garage provides ample storage and a pote

$299,000

4 beds1 bath1,554 sq ft

2 Pond St, Ludlow, VT 05149

Standing seam roof • Shuttle bus to okemo • Town water and sewer

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
Owner/Broker has converted a single family to 3 units during the last 30 years. Many upgrades, improvements, additions, etc. to list. Must See. Very convenient location only 3 miles to Vermont Law School. 4 acres consisting of commercial, agriculture, and ownership of an island in the White River. Long water frontage and Route 14 and 107 frontage. 430 sq. ft. Office was not included in the rental projection. Outstanding home occupation by connecting unit #1 with office. Truly a wise investment.

$695,000

3 beds3 baths2,674 sq ft

5863 Vt Route 14, South Royalton, VT 05068

Access to an island • Long water frontage • 4 acres

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The back ell seamlessly ties into the original brick Federal and offers additional spaces for entertaining guests including the Pine Room with its' large fireplace for snowy winter nights. The brick Federal consists of formal living room, dining room, library and gourmet kitchen with walk in pantry. On

$3,500,000

6 beds5 baths5,433 sq ft

61 Academy Cir, South Woodstock, VT 05071

10 acre lot • 2 garage spots • Built 1812

Property at 228 Town Farm Rd, Ludlow, VT 05149, 4 beds, 3.5 baths

$1,200,000

4 beds3.5 baths2,530 sq ft

228 Town Farm Rd, Ludlow, VT 05149

Property at 35 Stevens Rd, Cavendish, VT 05142, 4 beds, 3 baths

$695,000

4 beds3 baths3,100 sq ft

35 Stevens Rd, Cavendish, VT 05142

Property at 141 N Runway Rd, Perkinsville, VT 05151, 4 beds, 2.5 baths

$515,000

4 beds2.5 baths2,238 sq ft

141 N Runway Rd, Perkinsville, VT 05151

Property at 360 Okemo Trailside Ext Unit 37B, Ludlow, VT 05149, 3 beds, 2.5 baths

$945,000

3 beds2.5 baths1,700 sq ft

360 Okemo Trailside Ext Unit 37B, Ludlow, VT 05149

Property at 49 VT RT 12, Pomfret, VT 05053, 3 beds, 3.5 baths

$846,000

3 beds3.5 baths1,840 sq ft

49 VT RT 12, Pomfret, VT 05053

Property at 3800 Weston Andover Rd, Andover, VT 05143, 8 beds, 7.5 baths

$6,950,000

8 beds7.5 baths10,062 sq ft

3800 Weston Andover Rd, Andover, VT 05143

Property at 320 Old Bow Rd, Springfield, VT 05156, 4 beds, 4.5 baths

$997,000

4 beds4.5 baths4,009 sq ft

320 Old Bow Rd, Springfield, VT 05156

Property at 130 Pleasant St, Cavendish, VT 05142, 3 beds, 2 baths

$349,000

3 beds2 baths1,496 sq ft

130 Pleasant St, Cavendish, VT 05142

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

$749,000

4 beds2.5 baths1,844 sq ft

36 Lower IV Unit 48A, Ludlow, VT 05149

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

$625,000

3 beds3 baths4,324 sq ft

3630 Vt Route 103 N, Chester, VT 05143

Property at 13 Hawthorn St, Hartford, VT 05001, 8 beds, 4 baths

$489,000

8 beds4 baths3,483 sq ft

13 Hawthorn St, Hartford, VT 05001

Property at 18 Oak Chapel Rd, Bridgewater Corners, VT 05035, 3 beds

$239,000

3 beds— baths1,984 sq ft

18 Oak Chapel Rd, Bridgewater Corners, VT 05035

Property at 400 Ruusunen Rd, Springfield, VT 05156, 6 beds, 4.5 baths

$3,350,000

6 beds4.5 baths5,657 sq ft

400 Ruusunen Rd, Springfield, VT 05156

Property at 2706 E Woodstock Rd, Woodstock, VT 05091, 4 beds, 3.5 baths

$1,800,000

4 beds3.5 baths5,000 sq ft

2706 E Woodstock Rd, Woodstock, VT 05091

Property at 55 Horseshoe Ave, Hartford, VT 05001, 2 beds, 2 baths

$419,000

2 beds2 baths1,832 sq ft

55 Horseshoe Ave, Hartford, VT 05001

Property at 70-74 State St, Windsor, VT 05089, 5 beds, 3.5 baths

$195,000

5 beds3.5 baths4,011 sq ft

70-74 State St, Windsor, VT 05089

Property at 41 Lawrence Hill Rd, Weston, VT 05161, 7 beds, 6 baths

$799,000

7 beds6 baths4,642 sq ft

41 Lawrence Hill Rd, Weston, VT 05161

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

$2,950,000

7 beds8.5 baths13,410 sq ft

51 E Ash Rd, Plymouth, VT 05056

Property at 688 Hidden Heights Rd, Chester, VT 05143, 3 beds, 2 baths

$685,000

3 beds2 baths2,205 sq ft

688 Hidden Heights Rd, Chester, VT 05143

Property at 107-109 Baker Rd, Springfield, VT 05156, 7 beds, 4.5 baths

$825,000

7 beds4.5 baths4,733 sq ft

107-109 Baker Rd, Springfield, VT 05156

Property at 113 N Village Rd, Ludlow, VT 05149, 5 beds, 5.5 baths

$2,650,000

5 beds5.5 baths6,188 sq ft

113 N Village Rd, Ludlow, VT 05149

Property at 5 Malagash Rd, Reading, VT 05062, 4 beds, 4 baths

$799,900

4 beds4 baths3,780 sq ft

5 Malagash Rd, Reading, VT 05062

Property at 58 Greenbush Rd, Cavendish, VT 05142, 3 beds, 3 baths

$825,000

3 beds3 baths1,432 sq ft

58 Greenbush Rd, Cavendish, VT 05142

Property at 52 Upper Rd, Bridgewater, VT 05035, 7 beds, 6 baths

$799,000

7 beds6 baths5,028 sq ft

52 Upper Rd, Bridgewater, VT 05035

Property at 399 Bentley Rd Unit 7-5440, Hartford, VT 05059, 4 beds, 3 baths

$1,490,950

4 beds3 baths2,709 sq ft

399 Bentley Rd Unit 7-5440, Hartford, VT 05059

Property at 952 Eureka Rd, Springfield, VT 05156, 3 beds, 2.5 baths

$425,000

3 beds2.5 baths1,916 sq ft

952 Eureka Rd, Springfield, VT 05156

Property at 86 Main St, Ludlow, VT 05149, 11 beds, 10 baths

$1,490,000

11 beds10 baths6,069 sq ft

86 Main St, Ludlow, VT 05149

Property at 81 High St, Cavendish, VT 05142, 6 beds, 2 baths

$539,000

6 beds2 baths2,304 sq ft

81 High St, Cavendish, VT 05142

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

$650,000

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

Property at 23-25 Depot St, Ludlow, VT 05149, 11 beds, 6 baths

$749,000

11 beds6 baths6,000 sq ft

23-25 Depot St, Ludlow, VT 05149

Property at 265 Depot St, Proctorsville, VT 05153, 3 beds, 2 baths

$1,600,000

3 beds2 baths3,291 sq ft

265 Depot St, Proctorsville, VT 05153

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Homes with Basements for Sale in Windsor County

There are currently 283 homes with basements for sale in Windsor County at a median listing price of $549K. 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 80 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 94 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 101 condos, 4 townhouses, and 25 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 2025 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 Sat Oct 25 2025 on the search page

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