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:
Welcome to a truly special Vermont property where craftsmanship, comfort, and the beauty of the outdoors come together. Offering over 3,000 square feet of beautifully renovated living space, this distinctive home is filled with custom features and exceptional woodworking throughout. The heart of the home is the custom kitchen, featuring rich cherry cabinetry and timeless soapstone countertops, complemented by numerous thoughtful updates. With four bedrooms, there is plenty of space for family and guests. The beautifully renovated primary bath offers a luxurious retreat with a stone and tile walk-in shower and a Jacuzzi soaking tub. Set on two picturesque acres, the property offers a peacefu

$399,000

4 beds2 baths3,197 sq ft

11 Maple St, North Springfield, VT 05150

Custom kitchen • Babbling brook • Jacuzzi soaking tub

VIDEO TOUR

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Jackson Gore Adams House offers a rare opportunity! Enjoy full ownership at Jackson Gore’s Adams House with the purchase of all four quarters of this top-floor condominium on Okemo Mountain. This one-bedroom, two-bathroom unit features a full kitchen, a comfortable living room with a gas fireplace, and flexible sleeping accommodations with a sleeper sofa and Murphy bed, allowing space to sleep up to six. Ideally located for year-round mountain enjoyment, Jackson Gore offers ski-on/ski-off access and an impressive collection of resort amenities, including indoor and outdoor heated pools and hot tubs, a fitness center, arcade, restaurant and bar, heated underground parking, and access t

$395,000

1 bed2 baths976 sq ft

818 Jackson Gore Rd Unit 818 Q1-4, Ludlow, VT 05149

Fitness center • Rental opportunities • Owners lockers

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Cozy 2BR, 1.5Ba end unit condo with an open floor plan being sold mostly furnished with only a few exceptions. Located in the Saltbox Village Condo association which offers a private, quiet and well maintained country setting. Within walking distance to the Library, Post Office, Simon Pearce and the Village Green. The kitchen has been updated and a mini split has been added to keep the condo cool in the Summertime. There is a good sized back deck off of the main level and a covered porch with a storage closet at the front entrance.

$335,000

2 beds1.5 baths1,380 sq ft

355 Lyman Batcheller Rd Unit 9A, Hartford, VT 05059

Open floor plan • Updated kitchen • Back deck

3D & VIDEO TOUR

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Classic Great Hawk charm in a compact, highly livable package! Designed by renowned architect Robert Carl Williams, this distinctive contemporary showcases the signature elements that make the Great Hawk Colony so special: steep chalet-style rooflines, natural exterior materials that blend beautifully with the mountain setting, vaulted ceilings, natural wood floors and trim, and a dramatic floor-to-ceiling fieldstone fireplace. A covered entry provides convenient storage for skis and outdoor gear while keeping firewood protected from the elements. Inside, the eat-in kitchen and dining area flow naturally into an impressive living room where a wall of windows frames the surrounding scenery.

$399,000

3 beds2 baths1,381 sq ft

212 Falcon Loop E, Rochester, VT 05767

Natural wood floors • Covered entry • Eat-in kitchen

FLOOR PLAN

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
In the heart of the Proctorsville Village is this completely renovated, turnkey, three-bedroom home. Yes, it's right next to the railroad tracks, but the train goes by slowly at 11:00 am and 3:00 pm. At one time, it was a post-and-beam barn converted to housing. This bright, open floor plan is a perfect starter home or ideal vacation spot. Everything in this home is new: flooring, windows, appliances, paint and more. Bring your furnishings and make it yours! The upstairs is a blank canvas to add more living space or a second residence. This downtown charmer is walking distance to all of the amenities Proctorsville offers, including the new coffee shop, Outer Limits Brewery, Murdocks On The

$195,000

3 beds1 bath960 sq ft

129 Depot St, Chester, VT 05153

Open floor plan • Post-and-beam barn • New flooring

Property at 111 Lakeland Dr Unit D, Quechee, VT 05059, 3 beds, 2 baths

$419,000

3 beds2 baths1,346 sq ft

111 Lakeland Dr Unit D, Quechee, VT 05059

Property at 133 Colonial Dr #405, White River Junction, VT 05001-2942, 2 beds, 1 bath

$230,000

2 beds1 bath968 sq ft

133 Colonial Dr #405, White River Junction, VT 05001-2942

Property at 2556 Church Hill Rd, Woodstock, VT 05091, 2 beds, 1 bath

$400,000

2 beds1 bath1,324 sq ft

2556 Church Hill Rd, Woodstock, VT 05091

Property at 324 Sunrise Rd, Bethel, VT 05032, 1 bed

$60,000

1 bed— baths192 sq ft

324 Sunrise Rd, Bethel, VT 05032

Property at 77 Sand Hill Rd, Bethel, VT 05032, 3 beds, 1.5 baths

$245,000

3 beds1.5 baths1,200 sq ft

77 Sand Hill Rd, Bethel, VT 05032

Property at 49 Fairground Rd, Springfield, VT 05156, 5 beds, 2.5 baths

$299,500

5 beds2.5 baths3,560 sq ft

49 Fairground Rd, Springfield, VT 05156

Property at 894 E Ash Rd Unit L9, Plymouth, VT 05056, 2 beds, 2 baths

$290,000

2 beds2 baths994 sq ft

894 E Ash Rd Unit L9, Plymouth, VT 05056

Property at 131 Depot St, Hartford, VT 05088, 6 beds, 3 baths

$200,000

6 beds3 baths1,901 sq ft

131 Depot St, Hartford, VT 05088

Property at 1254 VT Route 5, Springfield, VT 05156, 6 beds, 1 bath

$350,000

6 beds1 bath3,558 sq ft

1254 VT Route 5, Springfield, VT 05156

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

$179,000

3 beds— baths— sq ft

18 Oak Chapel Rd, Bridgewater Corners, VT 05035

Property at 202 Sugar Hill Ln Unit 2B, Hartford, VT 05084, 2 beds, 1.5 baths

$367,000

2 beds1.5 baths1,352 sq ft

202 Sugar Hill Ln Unit 2B, Hartford, VT 05084

Property at 1 Eaton Ave, Springfield, VT 05156, 4 beds, 1.5 baths

$209,000

4 beds1.5 baths1,440 sq ft

1 Eaton Ave, Springfield, VT 05156

Property at 6 Mill St, Ludlow, VT 05149, 4 beds, 4 baths

$150,000

4 beds4 baths2,838 sq ft

6 Mill St, Ludlow, VT 05149

Property at 61 Channing Dr, Windsor, VT 05089, 3 beds, 1 bath

$349,000

3 beds1 bath1,298 sq ft

61 Channing Dr, Windsor, VT 05089

Property at 32 Mark St, Springfield, VT 05156, 3 beds, 1 bath

$254,900

3 beds1 bath1,489 sq ft

32 Mark St, Springfield, VT 05156

Property at 96 Quechee Hollow Ln Unit 3F, Quechee, VT 05059, 2 beds, 1 bath

$225,000

2 beds1 bath880 sq ft

96 Quechee Hollow Ln Unit 3F, Quechee, VT 05059

Property at 246/248 Qtr. I Jackson Gore Inn, Ludlow, VT 05149, 2 beds, 2 baths

$95,000

2 beds2 baths1,120 sq ft

246/248 Qtr. I Jackson Gore Inn, Ludlow, VT 05149

Property at 253 Old Quechee Rd Unit 4A, Quechee, VT 05059, 2 beds, 1.5 baths

$290,000

2 beds1.5 baths1,063 sq ft

253 Old Quechee Rd Unit 4A, Quechee, VT 05059

Property at 190 Pleasant St, South Royalton, VT 05068, 4 beds, 1.5 baths

$379,000

4 beds1.5 baths2,676 sq ft

190 Pleasant St, South Royalton, VT 05068

Property at 625/627 Qtr. I I I Adams House, Ludlow, VT 05149, 3 beds, 3 baths

$197,500

3 beds3 baths2,001 sq ft

625/627 Qtr. I I I Adams House, Ludlow, VT 05149

Property at 119 Williams Ln Unit 12G, Hartford, VT 05059, 2 beds, 1.5 baths

$308,000

2 beds1.5 baths925 sq ft

119 Williams Ln Unit 12G, Hartford, VT 05059

Property at 160 Grove Rd, Barnard, VT 05031, 2 beds, 2 baths

$399,000

2 beds2 baths1,120 sq ft

160 Grove Rd, Barnard, VT 05031

Property at 3537 Popple Dungeon Rd, Chester, VT 05143, 2 beds, 1 bath

$225,000

2 beds1 bath930 sq ft

3537 Popple Dungeon Rd, Chester, VT 05143

Property at 572 Roberts Rd, Springfield, VT 05156, 2 beds, 1 bath

$258,900

2 beds1 bath700 sq ft

572 Roberts Rd, Springfield, VT 05156

Property at 194 Union St, Springfield, VT 05156, 3 beds, 1 bath

$255,000

3 beds1 bath1,459 sq ft

194 Union St, Springfield, VT 05156

Property at 30 VT Route 10, North Springfield, VT 05150, 1 bed, 1 bath

$175,000

1 bed1 bath550 sq ft

30 VT Route 10, North Springfield, VT 05150

Property at 232 Soaring Hawk Rd, Plymouth, VT 05056, 3 beds, 2 baths

$450,000

3 beds2 baths1,276 sq ft

232 Soaring Hawk Rd, Plymouth, VT 05056

Property at 574 Willard Rd, Quechee, VT 05059, 2 beds, 1 bath

$230,000

2 beds1 bath— sq ft

574 Willard Rd, Quechee, VT 05059

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 38 Northshore Dr, Ludlow, VT 05149, 2 beds, 1 bath

$369,000

2 beds1 bath680 sq ft

38 Northshore Dr, Ludlow, VT 05149

Property at 73 Union St, Springfield, VT 05156, 3 beds, 2.5 baths

$129,000

3 beds2.5 baths2,144 sq ft

73 Union St, Springfield, VT 05156

Property at 1821 Chateauguay Rd, Barnard, VT 05031, 3 beds, 2 baths

$379,000

3 beds2 baths1,635 sq ft

1821 Chateauguay Rd, Barnard, VT 05031

Property at 7 Bacon St, Springfield, VT 05156, 4 beds, 2 baths

$349,500

4 beds2 baths1,146 sq ft

7 Bacon St, Springfield, VT 05156

Property at 20 Barlow Rd, Springfield, VT 05156, 3 beds, 2 baths

$425,000

3 beds2 baths3,286 sq ft

20 Barlow Rd, Springfield, VT 05156

Property at 171 Stone Crest Ave, White River Junction, VT 05001, 4 beds, 2 baths

$349,000

4 beds2 baths1,232 sq ft

171 Stone Crest Ave, White River Junction, VT 05001

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

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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 $550K. 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 92 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 102 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 113 condos, 0 townhouses, and 17 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 Mon Nov 09 2026 on the search page

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