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

245 homes

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NEW 3 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Very well maintained manufactured ranch style 3 bedroom, 2 bath home situated on 1.5 +/- private acres of land with a 2 car garage located in beautiful Hartland, VT! If you are looking for an affordable, single level home with an expansive, open yard bordered by a babbling brook than look no further! A great property for the busy professionals, retirees or a family looking for a home with plenty of space for the kids and pets to play! This home features an open concept kitchen/dining/living room area with vinyl plank floors & updated light fixtures. The inviting kitchen has an updated look with blue painted base cabinets along with open shelving above, and newer appliances which inclu

$345,000

3 beds2 baths1,188 sq ft

136 VT Route 12, Hartland, VT 05048

Open concept kitchen • Walk-in closet • 1.5 acre lot

NEW 6 HRS AGOVIDEO TOUR

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Downtown Ludlow Convenience - Welcome to Mill #210, a beautifully updated condo in the heart of Ludlow. Just minutes to Okemo Mountain and directly on the shuttle route, this furnished unit combines comfort with convenience. Inside, you’ll find exposed beams, modern updates throughout, and an open living space that flows seamlessly to a private deck overlooking the Black River. Enjoy the ease of being steps from shops, dining, and village amenities while still feeling tucked away. With a proven rental history, this home offers excellent rental potential as well as a perfect Vermont retreat. Visit the Okemo real estate community today. Taxes are based on the town assessment.

$175,000

2 beds1 bath892 sq ft

145 Main St #210, Ludlow, VT 05149

Private deck • Rental potential • Updated condo

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Welcome to the country! just a short distance from town you will find this roomy family home with a country flare. Home features nice wide pine floors on main floor, open kitchen/dining/living room concept for entertaining friends and family, two generous sized bedrooms upstairs with lots of closet space along with second floor landing space for a quiet getaway spot for study or reading. Nice, open deck allows you to enjoy the outdoors. The walk-out basement floor offers a 3/4 bath, laundry, kitchenette, living/family room and a bonus room. This lower level was recently used for in-law ADU. Home has been freshly painted inside and out, perennials are scattered about the yard, a tree house

$349,000

3 beds2 baths2,140 sq ft

950 Randall Hl, Springfield, VT 05156

Open deck • Kitchenette • Bonus room

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
Here’s a classic Cape on a 0.35-acre lot with town water and sewer, offering easy living in a convenient Hartford location. The home has 1,261 square feet of finished space, with two bedrooms, a full bath. An enclosed porch could be a three-season retreat. The full basement offers storage room. The location is close to White River Junction, Wilder and Quechee, with quick access to I-89 and I-91. Lebanon, Hanover, Dartmouth and Dartmouth Hitchcock are all a short drive. A great option for first-time buyers, downsizers or anyone looking for a foothold in the Upper Valley.

$389,999

2 beds1 bath1,261 sq ft

29 Hitchcock Dr, Hartford, VT 05088

Town water and sewer • Full basement • Enclosed porch

ABOUT THIS HOME
Cheap Home for sale in Windsor County, VT:
2 Bedroom, 1 Bath home on a country road. Home is being offered furnished, it has a large living/dining room, kitchen with lots of cabinets and double stainless steel sink, the full bath has a jetted tub & dual flush toilet. The basement is roughed in with a laundryroom, partially finished family room with a pellet stove, walk out to a dog kennel, and a finished office space. The garage has 3 bays (one has an automatic door opener), Generator (26,000 watt propane or gas) in garage, Artesian well, septic with drywells, unfinished porch in front, back porch and garage also need some work. Drive way is paved, and some parking areas are off the pavement as well.

$320,000

2 beds1 bath1,040 sq ft

2940 Downer Rd, Sharon, VT 05065

Furnished • Dual flush toilet • 1 acre lot

Property at 148 Kevadus Cir, Chester, VT 05143, 2 beds, 1 bath

$240,000

2 beds1 bath912 sq ft

148 Kevadus Cir, Chester, VT 05143

Property at 4351 Vermont Route 11 W, Chester, VT 05143, 3 beds, 2 baths

$114,900

3 beds2 baths980 sq ft

4351 Vermont Route 11 W, Chester, VT 05143

Property at 1962 Maple Hill Rd, Rochester, VT 05767, 4 beds, 3 baths

$395,000

4 beds3 baths2,960 sq ft

1962 Maple Hill Rd, Rochester, VT 05767

Property at 157 Timberhawk Rd, Stockbridge, VT 05772, 3 beds, 2 baths

$450,000

3 beds2 baths1,340 sq ft

157 Timberhawk Rd, Stockbridge, VT 05772

Property at 473 Elm St, Chester, VT 05143, 2 beds, 1 bath

$129,900

2 beds1 bath756 sq ft

473 Elm St, Chester, VT 05143

Property at 2154 Bridgewater Center Rd, Bridgewater Corners, VT 05035, 2 beds, 1 bath

$220,000

2 beds1 bath1,025 sq ft

2154 Bridgewater Center Rd, Bridgewater Corners, VT 05035

Property at 1224 Marsh Family Rd, Hartford, VT 05059, 4 beds, 2.5 baths

$429,000

4 beds2.5 baths2,287 sq ft

1224 Marsh Family Rd, Hartford, VT 05059

Property at 4088 VT Route 14, South Royalton, VT 05068, 2 beds, 2 baths

$255,000

2 beds2 baths1,360 sq ft

4088 VT Route 14, South Royalton, VT 05068

Property at 114 Cherry Ln, Bethel, VT 05032, 3 beds, 2 baths

$299,000

3 beds2 baths1,760 sq ft

114 Cherry Ln, Bethel, VT 05032

Property at 1273 Maple St, Hartford, VT 05047, 3 beds, 1 bath

$160,000

3 beds1 bath840 sq ft

1273 Maple St, Hartford, VT 05047

Property at 426 Vermont Route 103, Chester, VT 05143, 4 beds, 1 bath

$269,000

4 beds1 bath1,324 sq ft

426 Vermont Route 103, Chester, VT 05143

Property at 36 Myrtle St, Springfield, VT 05156, 3 beds, 2 baths

$325,000

3 beds2 baths2,500 sq ft

36 Myrtle St, Springfield, VT 05156

Property at 29 Ellis St, Springfield, VT 05156, 5 beds, 1.5 baths

$325,000

5 beds1.5 baths1,616 sq ft

29 Ellis St, Springfield, VT 05156

Property at 199 Summer St, Springfield, VT 05156, 9 beds, 2 baths

$150,000

9 beds2 baths12,118 sq ft

199 Summer St, Springfield, VT 05156

Property at 36 Okemo Trailside Ext Unit 8B, Ludlow, VT 05149, 2 beds, 2 baths

$395,000

2 beds2 baths1,248 sq ft

36 Okemo Trailside Ext Unit 8B, Ludlow, VT 05149

Property at 1299 Quechee Main St, Hartford, VT 05059, 2 beds, 2 baths

$309,000

2 beds2 baths1,063 sq ft

1299 Quechee Main St, Hartford, VT 05059

Property at 11 Cottage Ct, White River Junction, VT 05001, 2 beds, 2 baths

$385,000

2 beds2 baths1,193 sq ft

11 Cottage Ct, White River Junction, VT 05001

Property at 145 Blueberry Ledge Rdg Unit L-50, Plymouth, VT 05056, 2 beds, 2 baths

$290,000

2 beds2 baths994 sq ft

145 Blueberry Ledge Rdg Unit L-50, Plymouth, VT 05056

Property at 35 River St, Windsor, VT 05089, 3 beds, 1 bath

$149,000

3 beds1 bath1,180 sq ft

35 River St, Windsor, VT 05089

Property at 285 Woodhaven Dr Unit 7-I, White River Junction, VT 05001, 2 beds, 1.5 baths

$294,900

2 beds1.5 baths1,048 sq ft

285 Woodhaven Dr Unit 7-I, White River Junction, VT 05001

Property at 222 South St, Hartford, VT 05088, 3 beds, 2 baths

$401,500

3 beds2 baths1,765 sq ft

222 South St, Hartford, VT 05088

Property at 123 Hillcrest Ter, White River Junction, VT 05001, 4 beds, 2 baths

$349,900

4 beds2 baths2,136 sq ft

123 Hillcrest Ter, White River Junction, VT 05001

Property at 128 Weston Hts, Windsor, VT 05089, 3 beds, 1.5 baths

$349,000

3 beds1.5 baths1,346 sq ft

128 Weston Hts, Windsor, VT 05089

Property at 69 Elephant Ln, South Royalton, VT 05068, 3 beds, 2 baths

$285,000

3 beds2 baths1,056 sq ft

69 Elephant Ln, South Royalton, VT 05068

Property at 10523 Pomfret Rd, Pomfret, VT 05053, 3 beds, 2 baths

$275,000

3 beds2 baths1,988 sq ft

10523 Pomfret Rd, Pomfret, VT 05053

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

$167,500

2 beds2 baths944 sq ft

184 South St, Springfield, VT 05156

Property at 1474 Hartford Ave, White River Junction, VT 05001, 2 beds, 2 baths

$399,000

2 beds2 baths960 sq ft

1474 Hartford Ave, White River Junction, VT 05001

Property at 80 Gillette St, White River Junction, VT 05001, 3 beds, 1.5 baths

$429,000

3 beds1.5 baths1,372 sq ft

80 Gillette St, White River Junction, VT 05001

Property at 3208 Green Mountain Tpke, Chester, VT 05143, 3 beds, 2 baths

$425,000

3 beds2 baths1,626 sq ft

3208 Green Mountain Tpke, Chester, VT 05143

Property at 238 Qtr. I Jackson Gore Inn, Ludlow, VT 05149, 2 beds, 2 baths

$92,000

2 beds2 baths1,025 sq ft

238 Qtr. I Jackson Gore Inn, Ludlow, VT 05149

Property at 221 Dunkel Rd, West Windsor, VT 05089, 4 beds, 2.5 baths

$449,000

4 beds2.5 baths2,515 sq ft

221 Dunkel Rd, West Windsor, VT 05089

Property at 1190 Long Hill Rd, South Woodstock, VT 05071, 1 bed, 1 bath

$350,000

1 bed1 bath536 sq ft

1190 Long Hill Rd, South Woodstock, VT 05071

Property at 6 McKenzie Dr, Windsor, VT 05089, 2 beds, 1.5 baths

$335,000

2 beds1.5 baths1,248 sq ft

6 McKenzie Dr, Windsor, VT 05089

Property at 114 Bethel Mountain Rd, Rochester, VT 05767, 7 beds, 3.5 baths

$315,000

7 beds3.5 baths3,555 sq ft

114 Bethel Mountain Rd, Rochester, VT 05767

Property at 1259 Connecticut River Rd, White River Junction, VT 05001, 3 beds, 2 baths

$349,000

3 beds2 baths2,614 sq ft

1259 Connecticut River Rd, White River Junction, VT 05001

Property at 425 Main St, Chester, VT 05153, 1 bed, 1 bath

$112,500

1 bed1 bath980 sq ft

425 Main St, Chester, VT 05153

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Cheap Homes for Sale in Windsor County

There are currently 245 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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