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

244 homes

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ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Just listed is this nice home that has had multiple improvements in the last two years! 2 bedrooms have been added, giving it 4 bedrooms, the kitchen and bathroom have been remodeled, all new roof and siding, large new deck, a new chicken house, and more! It's in a good location in Springfield, on a paved state maintained road with easy access to I-91 at either exit 7 or exit 8, making it a convenient spot to get to for skiing and other Vermont and New Hampshire activities. Quick access to the Upper Valley too. It's ready for new owners, and listed at a price point making it a very attractive option for anyone looking for a nice country home in Vermont. Perfect as either a primary home or a

$269,500

4 beds1 bath1,450 sq ft

1211 Skitchewaug Trail Rd, Springfield, VT 05156

New chicken house • New siding • Large new deck

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Welcome to this sun-filled Mill Run Unit 10C in Quechee Lakes. Enjoy beautiful field views from this bright and inviting condo featuring a spacious open floor plan with cathedral ceilings, a cozy wood-burning stove, and access to a private deck where you can relax, listen to the nearby stream, and take in the peaceful field views. The main level offers an updated, fully applianced kitchen along with a convenient half bath. The lower level includes two generously sized bedrooms, an updated full bath, and a walk-in closet with a washer and dryer. Ideally located just minutes from the amenities of The Quechee Club, including skiing, golf, tennis, pickleball, paddle tennis, pools, a fitness cen

$230,000

2 beds1.5 baths1,063 sq ft

445 Old Quechee Rd Unit 10C, Quechee, VT 05059

Private deck • Convenient access • Field views

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Exceptional investment opportunity in the heart of Bethel! This fully occupied triplex offers immediate rental income with three established units, making it an ideal addition to any investment portfolio. The property features a mix of well-maintained apartments with strong rental history and consistent occupancy. Conveniently located just minutes from downtown Bethel, I-89, Vermont Law & Graduate School, and local amenities, the property offers easy access for tenants while providing long-term investment potential. Whether you’re looking to expand your portfolio or purchase your first multifamily property, this turnkey triplex offers stable cash flow from day one. Financial inf

$350,000

5 beds3 baths2,476 sq ft

30 Densmore Dr, Bethel, VT 05032

Consistent occupancy • Established units • 4,356 sq ft lot

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Nice country spot with older mobile home on it. Property is located in a flood zone so if removed could not be replaced with a permanent structure. Power, septic and electric on sight along with a 1 car garage. Home could be repaired, would also make a great spot for a snowbird wanting a spot in Vermont or anyone looking to park an RV. Property is sold AS IS CASH ONLY

$75,000

2 beds1 bath620 sq ft

1144 Potash Brook Rd, Chester, VT 05143

0.6 acre lot • Garage • Built 1959

VIDEO TOUR

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Okemo Mountain Lodge Prime Location. This fabulous top-floor, one-bedroom, one-bath condominium offers true ski-in/ski-out convenience with parking and beautiful views overlooking the Okemo Base Lodge and A-B chairlifts. Located on the third level, this well-appointed retreat features a sleeper sofa and a Murphy bed for additional guests and a new electric fireplace, creating a warm and inviting space after a day on the slopes. Step outside and you’re right at the heart of Okemo’s base area, with restaurants, shops, rentals, and ski school. Walk to The Loft for a casual meal and a beverage, or take a quick 2-minute drive to the shops, restaurants, and entertainment along Main St

$375,000

1 bed1 bath599 sq ft

109 Okemo Ridge Rd Unit C-307, Ludlow, VT 05149

Beautiful views • Prime location • $986 HOA

Property at 826 Hard Rd Unit B4, Quechee, VT 05059, 2 beds, 2.5 baths

$339,000

2 beds2.5 baths1,648 sq ft

826 Hard Rd Unit B4, Quechee, VT 05059

Property at 10 W Hill St, Ludlow, VT 05149, 3 beds, 1 bath

$399,999

3 beds1 bath1,239 sq ft

10 W Hill St, Ludlow, VT 05149

Property at 243 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149, 1 bath

$65,000

Studio1 bath390 sq ft

243 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149

Property at 105 Williams Ln Unit 6C, White River Junction, VT 05001, 2 beds, 1.5 baths

$299,000

2 beds1.5 baths835 sq ft

105 Williams Ln Unit 6C, White River Junction, VT 05001

Property at 1440 Stevens Rd, Bridgewater Corners, VT 05035, 1 bed

$199,000

1 bed— baths448 sq ft

1440 Stevens Rd, Bridgewater Corners, VT 05035

Property at 2404 Tarbell Hill Rd, Cavendish, VT 05142, 4 beds, 1.5 baths

$176,000

4 beds1.5 baths2,214 sq ft

2404 Tarbell Hill Rd, Cavendish, VT 05142

Property at 29 Markham Ln, Weston, VT 05161, 2 beds, 1 bath

$294,000

2 beds1 bath750 sq ft

29 Markham Ln, Weston, VT 05161

Property at 136 Store Hill Rd, Bethel, VT 05032, 3 beds, 2 baths

$130,000

3 beds2 baths1,359 sq ft

136 Store Hill Rd, Bethel, VT 05032

Property at 99 Heather Dr Unit 8F, White River Junction, VT 05001, 2 beds, 1.5 baths

$347,000

2 beds1.5 baths1,225 sq ft

99 Heather Dr Unit 8F, White River Junction, VT 05001

Property at 31 Amsden Hollow Rd, Perkinsville, VT 05151, 3 beds, 2 baths

$99,900

3 beds2 baths2,321 sq ft

31 Amsden Hollow Rd, Perkinsville, VT 05151

Property at 5798 W Woodstock Rd, Woodstock, VT 05091, 4 beds, 2 baths

$349,000

4 beds2 baths1,617 sq ft

5798 W Woodstock Rd, Woodstock, VT 05091

Property at 501 Stoughton Pond Rd, Perkinsville, VT 05151, 3 beds, 2.5 baths

$415,000

3 beds2.5 baths1,558 sq ft

501 Stoughton Pond Rd, Perkinsville, VT 05151

Property at 29 National St, Windsor, VT 05089, 2 beds, 1 bath

$189,000

2 beds1 bath1,008 sq ft

29 National St, Windsor, VT 05089

Property at 139 Pleasant Valley Rd, Springfield, VT 05156, 3 beds, 1 bath

$279,000

3 beds1 bath1,331 sq ft

139 Pleasant Valley Rd, Springfield, VT 05156

Property at 574 Willard Rd Unit 3F, Hartford, VT 05059, 2 beds, 1 bath

$239,000

2 beds1 bath880 sq ft

574 Willard Rd Unit 3F, Hartford, VT 05059

Property at 350 Mountain Rd Unit B206, Ludlow, VT 05149, 1 bed, 1 bath

$355,000

1 bed1 bath638 sq ft

350 Mountain Rd Unit B206, Ludlow, VT 05149

Property at 919 VT Route 100 S, Rochester, VT 05767, 3 beds, 1 bath

$339,000

3 beds1 bath1,144 sq ft

919 VT Route 100 S, Rochester, VT 05767

Property at 36 Okemo Trailside Ext Unit 6D, Ludlow, VT 05149, 1 bed, 1 bath

$335,000

1 bed1 bath858 sq ft

36 Okemo Trailside Ext Unit 6D, Ludlow, VT 05149

Property at 35 Railroad Row Unit C3-1, White River Junction, VT 05001, 1 bed, 1 bath

$419,000

1 bed1 bath920 sq ft

35 Railroad Row Unit C3-1, White River Junction, VT 05001

Property at 184 South St, Springfield, VT 05156, 2 beds, 2 baths

$169,900

2 beds2 baths944 sq ft

184 South St, Springfield, VT 05156

Property at 54 Commonwealth Ave, Springfield, VT 05156, 3 beds, 2 baths

$390,000

3 beds2 baths1,214 sq ft

54 Commonwealth Ave, Springfield, VT 05156

Property at 2140 Brandon Mountain Rd, Rochester, VT 05767, 3 beds, 1.5 baths

$439,000

3 beds1.5 baths2,656 sq ft

2140 Brandon Mountain Rd, Rochester, VT 05767

Property at 122 Quechee Hollow Ln Unit 4E, Quechee, VT 05059, 2 beds, 1 bath

$215,000

2 beds1 bath832 sq ft

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

Property at 1093 Old Bow Rd, Springfield, VT 05156, 0.5 baths

$90,000

Studio0.5 baths200 sq ft

1093 Old Bow Rd, Springfield, VT 05156

Property at 2940 Route 103 #254, Cavendish, VT 05142, 1 bed, 1 bath

$175,000

1 bed1 bath675 sq ft

2940 Route 103 #254, Cavendish, VT 05142

Property at 3019 Popple Dungeon Rd, Chester, VT 05143, 1 bed, 1 bath

$169,000

1 bed1 bath200 sq ft

3019 Popple Dungeon Rd, Chester, VT 05143

Property at 85 Townhouse Way #14, Woodstock, VT 05091, 2 beds, 3 baths

$450,000

2 beds3 baths2,091 sq ft

85 Townhouse Way #14, Woodstock, VT 05091

Property at 505 Back Mountain Rd #14, Windsor, VT 05089, 1 bed, 1 bath

$99,000

1 bed1 bath240 sq ft

505 Back Mountain Rd #14, Windsor, VT 05089

Property at 4 Pine Brook Ln Apt B6, North Springfield, VT 05150, 3 beds, 2 baths

$275,000

3 beds2 baths1,234 sq ft

4 Pine Brook Ln Apt B6, North Springfield, VT 05150

Property at 3578 Royalton Turnpike Rd, Barnard, VT 05031, 2 beds, 1 bath

$369,000

2 beds1 bath1,140 sq ft

3578 Royalton Turnpike Rd, Barnard, VT 05031

Property at 299 Latham Works Ln, White River Junction, VT 05001, 3 beds, 1 bath

$369,440

3 beds1 bath1,569 sq ft

299 Latham Works Ln, White River Junction, VT 05001

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 109 Park Row, Rochester, VT 05767, 5 beds, 3.5 baths

$319,000

5 beds3.5 baths2,200 sq ft

109 Park Row, Rochester, VT 05767

Property at 4 Pine Brook Ln, North Springfield, VT 05150, 3 beds, 2 baths

$275,000

3 beds2 baths1,234 sq ft

4 Pine Brook Ln, North Springfield, VT 05150

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 122 Quechee Hollow Ln Unit 4A, Quechee, VT 05059, 1 bed, 1 bath

$225,000

1 bed1 bath720 sq ft

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

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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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