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

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ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Spectacular 35-acre parcel with magnificent mountain and valley views. Abutting the Green Mountain National Forest, and a rare 5-bedroom septic permit, this property presents an exceptional opportunity to create a Vermont estate to be enjoyed for generations. With a cleared homesite and roughed-in driveway already in place, much of the groundwork is done; now your vision can take center stage. Like a page from Vermont Life Magazine, the journey to this remarkable property is part of the experience. Just a few miles south of the quaint, historic village of Rochester, you'll travel along a designated scenic byway, passing the iconic Liberty Hill Farm before ascending a gently winding hill whe

$450,000

Land35.00 acres (lot)

3 Campbell Rd Lot 3, Rochester, VT 05767

Cleared homesite • Roughed in driveway

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Build your Vermont dream home on this beautiful 1.75-acre homesite in Hawk Resort. Privately situated with the potential for stunning lake and mountain views, this parcel offers the perfect setting for a primary residence or four-season getaway. Surrounded by the natural beauty of the Green Mountains, you'll enjoy easy access to hiking, skiing, golf, mountain biking, and nearby lakes for swimming, kayaking, and fishing. Ideally located halfway between Killington Resort and Okemo Mountain Resort, and just a short drive to the charming village of Woodstock, Hawk Resort is perfectly positioned for year-round recreation and relaxation. The property is part of the Salt Ash Owners Association. Ar

$30,000

Land1.75 acres (lot)

2-76 Falcon Ridge Rd, Plymouth, VT 05056

Stunning lake views • Easy access to golf

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
This Hideaway is Just down the country lane to Knapp Ponds/Knapp Brook Wildlife Management Area. Forgotten by the owners for the last 30 years, this lot has a mix of timber, stone wall & sloping mountain terrain. 475 feet frontage along the Class 3 road and only a short hike to the ponds. Boat ramps for fishing and hunting access. Quit Claim Deed to be conveyed at closing.

$85,000

Land11.51 acres (lot)

00 Chaos Tpke, Cavendish, VT 05142

Stone wall • Timber • Knapp ponds

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Discover Your Vermont Escape at 1901 Royalton Hill Road! Tucked away in the picturesque hills of Royalton, this approximately 6-acre parcel offers an exciting opportunity to create your own private retreat in the heart of Vermont. Mostly wooded and surrounded by the natural beauty that makes this area so special, the property already has a head start—the current owner has begun clearing and site preparation, including an access road, cleared area and foundation hole underway. Bring your vision and transform this blank canvas into a cozy vacation getaway, peaceful year-round residence, recreational retreat, or potential income-producing short-term rental. With plenty of woods to explor

$174,900

Land6.00 acres (lot)

1901 Royalton Hill Rd, South Royalton, VT 05068

Cleared area • Mostly wooded • Access road

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
On an abandoned road running along Blood Brook, this 56 acre parcel of land, rising to 1000 feet-with potential views of New Hampshire, is a perfect property for all sorts of uses, from simple walks to possible development. Seize this opportunity to own land in Vermont that is also only minutes to Route 91 and the rest of the Upper Valley. There is a right of first refusal on this property.

$130,000

Land56.90 acres (lot)

Gird Lot Rd, Weathersfield, VT 05151

Potential views • Minutes to route 91 • Upper valley

Property at 2-42 Coopers Trce Unit 2-42, Plymouth, VT 05056

$30,000

Land2.24 acres (lot)

2-42 Coopers Trce Unit 2-42, Plymouth, VT 05056

Property at 00 Quarry Rd, Chester, VT 01543

$229,000

Land27.80 acres (lot)

00 Quarry Rd, Chester, VT 01543

Property at 00 Snell Rd, Chester, VT 05143

$87,500

Land10.40 acres (lot)

00 Snell Rd, Chester, VT 05143

Property at 0 Labbie Ln #55, White River Junction, VT 05001

$55,000

Land1.06 acres (lot)

0 Labbie Ln #55, White River Junction, VT 05001

Property at Masterson Rd, Barnard, VT 05031

$199,000

Land57.20 acres (lot)

Masterson Rd, Barnard, VT 05031

Property at 198 Quechee Rd, Hartland, VT 05048, 3 beds, 2 baths

$165,000

Land7.95 acres (lot)

198 Quechee Rd, Hartland, VT 05048

Property at 00 Simonsville Rd, Andover, VT 05143

$85,000

Land3.99 acres (lot)

00 Simonsville Rd, Andover, VT 05143

Property at 6416 VT Route 107, Stockbridge, VT 05772

$199,500

Land94.00 acres (lot)

6416 VT Route 107, Stockbridge, VT 05772

Property at 00 Raymond Rd #9, Ludlow, VT 05149

$125,000

Land1.83 acres (lot)

00 Raymond Rd #9, Ludlow, VT 05149

Property at 1 Carlton Hill Rd, Woodstock, VT 05091

$325,000

Land8.00 acres (lot)

1 Carlton Hill Rd, Woodstock, VT 05091

Property at 0 Berry Patch Ln, Ludlow, VT 05149

$125,000

Land3.82 acres (lot)

0 Berry Patch Ln, Ludlow, VT 05149

Property at 1376 Kingdom Rd, Plymouth, VT 05056

$299,000

Land45.00 acres (lot)

1376 Kingdom Rd, Plymouth, VT 05056

Property at 00 Stagecoach Rd, Norwich, VT 05055

$300,000

Land9.80 acres (lot)

00 Stagecoach Rd, Norwich, VT 05055

Property at 0 Tigertown Rd #002, Norwich, VT 05055

$299,000

Land47.00 acres (lot)

0 Tigertown Rd #002, Norwich, VT 05055

Property at 00 Old Weston Mountain Rd Lot 9, Ludlow, VT 05149

$90,000

Land12.20 acres (lot)

00 Old Weston Mountain Rd Lot 9, Ludlow, VT 05149

Property at 00 Morrill Bnd, Hartford, VT 05059

$95,000

Land1.06 acres (lot)

00 Morrill Bnd, Hartford, VT 05059

Property at 0 Heald Rd #3, Cavendish, VT 05142

$160,000

Land3.84 acres (lot)

0 Heald Rd #3, Cavendish, VT 05142

Property at Vulture Mountain Rd, Stockbridge, VT 05772

$83,000

Land5.40 acres (lot)

Vulture Mountain Rd, Stockbridge, VT 05772

Property at 0 Safford Rd, White River Junction, VT 05059

$299,000

Land10.10 acres (lot)

0 Safford Rd, White River Junction, VT 05059

Property at 427 Depot St, Chester, VT 05143, 5 beds, 1.5 baths

$100,000

Land0.55 acre (lot)

427 Depot St, Chester, VT 05143

Property at 508 Mattson Rd, Chester, VT 05143

$99,999

Land3.24 acres (lot)

508 Mattson Rd, Chester, VT 05143

Property at 0 Route 106, Woodstock, VT 05071

$395,000

Land8.00 acres (lot)

0 Route 106, Woodstock, VT 05071

$125,000

Land16.90 acres (lot)

00 Day Rd, Sharon, VT 05065

Property at 0 Fay Ln Unit 7226 and 7227, Quechee, VT 05059

$199,000

Land8.10 acres (lot)

0 Fay Ln Unit 7226 and 7227, Quechee, VT 05059

Property at 00 Remington Rd, Chester, VT 05143

$74,000

Land15.50 acres (lot)

00 Remington Rd, Chester, VT 05143

Property at 00 Va Cutoff Rd, White River Junction, VT 05047

$35,000

Land5.60 acres (lot)

00 Va Cutoff Rd, White River Junction, VT 05047

Property at 2840 Vt Route 14, South Royalton, VT 05068

$225,000

Land16.00 acres (lot)

2840 Vt Route 14, South Royalton, VT 05068

Property at 0 Woods Rd W Lot 33, Ludlow, VT 05149

$140,000

Land12.90 acres (lot)

0 Woods Rd W Lot 33, Ludlow, VT 05149

Property at 00 Grout Rd, Cavendish, VT 05153

$299,000

Land116.20 acres (lot)

00 Grout Rd, Cavendish, VT 05153

Property at 29 Mill St, Hartland, VT 05048

$143,000

Land0.40 acre (lot)

29 Mill St, Hartland, VT 05048

Property at 167 Leons Ln, Sharon, VT 05065

$125,000

Land10.30 acres (lot)

167 Leons Ln, Sharon, VT 05065

Property at 1175 Quarry Rd, Chester, VT 05143

$270,000

Land75.00 acres (lot)

1175 Quarry Rd, Chester, VT 05143

Property at 30 Cedar Dr Lot 30, Ludlow, VT 05149

$115,000

Land2.58 acres (lot)

30 Cedar Dr Lot 30, Ludlow, VT 05149

Property at 0 Peavine Blvd, Bethel, VT 05032

$399,000

Land251.50 acres (lot)

0 Peavine Blvd, Bethel, VT 05032

Property at 0 Prospect St #3, Ludlow, VT 05149

$149,900

Land0.23 acre (lot)

0 Prospect St #3, Ludlow, VT 05149

Property at 1985 Gee Hill Rd, South Royalton, VT 05068

$275,000

Land12.00 acres (lot)

1985 Gee Hill Rd, South Royalton, VT 05068

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Cheap Homes for Sale in Windsor County

There are currently 244 cheap homes 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 77 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 86 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 104 condos, 0 townhouses, and 19 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 Fri Sep 25 2026 on the search page

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