Single Story homes for sale & real estate in Windsor County, VT

80 homes

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ABOUT THIS HOME
Single Story Home for sale in Windsor County, VT:
Welcome to this newly updated sun-filled craftsman home, ideally located just 4 miles from the heart of Woodstock Village and 11 miles from Killington Ski Resort. Set on 5 acres with a lovely pond, this property offers the perfect blend of privacy, convenience, and Vermont charm. The home features a bright and inviting interior with one bedroom on the main level and two additional bedrooms and a full bath on the lower level. A spacious wraparound porch extends the living space outdoors, providing the perfect spot to relax, entertain, and enjoy the peaceful surroundings. Whether you’re looking for a primary residence, Vermont getaway, or a home base for year-round recreation, this beau

$549,000

3 beds2 baths1,520 sq ft

139 Doe Hill Way, Woodstock, VT 05091

Lovely pond • 5 acres • Wraparound porch

NEW 3 HRS AGO

ABOUT THIS HOME
Single Story Home for sale in Windsor County, VT:
Jackson Gore Inn Unit 238 QI Quarter Ownership. This valley-view two bedroom residence has a great open floorplan and is located on the second floor just steps away from the south elevator that drops you near the pool, owner's lockers, ski school and daycare. This residence can sleep up to six comfortably and has excellent views over Jackson Gore and the Black River Valley beyond. You will enjoy 2 bedrooms, a King bed, a Queen bed, a Queen sleep sofa, a full kitchen, an oversized jetted tub, a fireplace, and an entertainment center, plus all the Jackson Gore amenities.

$92,000

2 beds2 baths1,025 sq ft

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

Second floor • Full kitchen • Open floorplan

3D & VIDEO TOUR

ABOUT THIS HOME
Single Story Home for sale in Windsor County, VT:
Open House 10 am to 1:00, Saturday, Oct 10 - Cozy, easy Vermont living along the beautiful, highly photographed Pomfret Road, just minutes from Woodstock and the Upper Valley. This inviting 2-bedroom, 2-bath home sits on 3.32 acres, including a strip along the White River, with level, cleared land, pollinator-friendly gardens, mature, productive blueberry bushes, and beautiful northern peach and apple trees. The home is designed for everyday living. From the two-car garage, enter into a practical mudroom, then into a welcoming eat-in kitchen with farmhouse-style cabinetry and direct access to the patio deck. A half bath and comfortable living room with woodstove complete this first level. U

$399,000

2 beds1.5 baths1,410 sq ft

150 Pomfret Rd, West Hartford, VT 05084

Blueberry bushes • Apple trees • 3.32 acres

ABOUT THIS HOME
Single Story Home for sale in Windsor County, VT:
Easy living, plenty of space, and a great garage! This updated 3-bedroom, 2-bath ranch offers comfortable one-level living with features that make everyday life easy. The spacious kitchen shines with all-new appliances, while the bright living room features large windows that fill the space with natural light, perfect for growing your favorite houseplants. A welcoming mudroom, sliding doors to the backyard, and flexible heating options add to the appeal. Heat pumps provide efficient everyday heating, while a pellet stove in the unfinished basement offers an additional heat source. The downstairs family room also features a woodstove, perfect for cozy evenings on chilly days. Step outback to

$545,000

3 beds2 baths1,940 sq ft

9 Kriskarli Dr, Hartford, VT 05001

Large windows • Spacious kitchen • Welcoming mudroom

ABOUT THIS HOME
Single Story Home for sale in Windsor County, VT:
Unlock your Vermont dream with this exceptional opportunity in the heart of the Green Mountains. Situated on nearly nine tenths of an acre, this interior lot offers a private, serene setting complete with right of way access. The existing trailer presents a blank canvas for builders, renovators, or visionaries eager to design a customized mountain getaway or year round haven in a prime location. Outdoor enthusiasts will love the incredible proximity to world class skiing at nearby Killington Ski Resort. You are also surrounded by rich local heritage, with easy access to the Bridgewater Mill Mall for shopping and food. You are also a quick drive to the Long Trail Brewery for some of Vermont'

$105,000

2 beds1 bath792 sq ft

2114 Bridgewater Center Rd, Bridgewater Corners, VT 05035

Right of way access • 0.9 acre lot • Built 1970

Property at 331/333 Qtr. I I I Jackson Gore Inn, Ludlow, VT 05149, 3 beds, 3 baths

$189,900

3 beds3 baths1,670 sq ft

331/333 Qtr. I I I Jackson Gore Inn, Ludlow, VT 05149

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 547 Andover Rd, Chester, VT 05143, 2 beds, 1 bath

$229,000

2 beds1 bath1,008 sq ft

547 Andover Rd, Chester, VT 05143

Property at 1876 Blackmer Blvd, Stockbridge, VT 05772, 2 beds, 1 bath

$475,000

2 beds1 bath912 sq ft

1876 Blackmer Blvd, Stockbridge, VT 05772

Property at 55 Birchwood Dr, White River Junction, VT 05001, 3 beds, 2 baths

$450,000

3 beds2 baths1,348 sq ft

55 Birchwood Dr, White River Junction, VT 05001

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

$300,000

3 beds2 baths1,056 sq ft

69 Elephant Ln, South Royalton, VT 05068

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 5556 W Woodstock Rd, Woodstock, VT 05091, 3 beds, 1 bath

$225,000

3 beds1 bath903 sq ft

5556 W Woodstock Rd, Woodstock, VT 05091

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

$405,000

2 beds2 baths960 sq ft

1474 Hartford Ave, White River Junction, VT 05001

Property at 808 Whitcomb Hill Rd, Stockbridge, VT 05032, 3 beds, 2 baths

$850,000

3 beds2 baths1,561 sq ft

808 Whitcomb Hill Rd, Stockbridge, VT 05032

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 596 S Windsor St, South Royalton, VT 05068, 3 beds, 1.5 baths

$513,000

3 beds1.5 baths1,912 sq ft

596 S Windsor St, South Royalton, VT 05068

Property at 793 Blood Hill Rd, West Windsor, VT 05089, 2 beds, 2 baths

$675,000

2 beds2 baths1,536 sq ft

793 Blood Hill Rd, West Windsor, VT 05089

Property at 43 Hartness Way, Hartford, VT 05059, 3 beds, 2 baths

$299,000

3 beds2 baths1,549 sq ft

43 Hartness Way, Hartford, VT 05059

Property at 219 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149, 1 bath

$62,000

Studio1 bath390 sq ft

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

Property at 472 Greengate Rd, Barnard, VT 05031, 2 beds, 2 baths

$1,600,000

2 beds2 baths2,258 sq ft

472 Greengate Rd, Barnard, VT 05031

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

$249,900

2 beds1 bath930 sq ft

3537 Popple Dungeon Rd, Chester, VT 05143

Property at 84 Lawrence Hill Rd, Weston, VT 05161, 3 beds, 1 bath

$445,000

3 beds1 bath1,344 sq ft

84 Lawrence Hill Rd, Weston, VT 05161

Property at 52 Jarvis St, Windsor, VT 05089, 1 bed, 1 bath

$109,000

1 bed1 bath504 sq ft

52 Jarvis St, Windsor, VT 05089

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

$300,000

2 beds2 baths994 sq ft

894 E Ash Rd Unit L9, Plymouth, VT 05056

Property at 453 Qtr. I I I Jackson Gore Inn, Ludlow, VT 05149, 1 bed, 2 baths

$69,000

1 bed2 baths775 sq ft

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

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 1676 Old River Rd, White River Junction, VT 05001, 3 beds, 1.5 baths

$305,000

3 beds1.5 baths952 sq ft

1676 Old River Rd, White River Junction, VT 05001

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 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 544 Vulture Mountain Rd, Stockbridge, VT 05772, 4 beds, 3 baths

$450,000

4 beds3 baths960 sq ft

544 Vulture Mountain Rd, Stockbridge, VT 05772

Property at 434 Qtr. I I I Jackson Gore Inn, Ludlow, VT 05149, 1 bed, 2 baths

$67,000

1 bed2 baths775 sq ft

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

Property at 470 Morgan Rd, Hartford, VT 05059, 3 beds, 2 baths

$495,000

3 beds2 baths1,736 sq ft

470 Morgan Rd, Hartford, VT 05059

Property at 189 Dan Jarvis Rd, Springfield, VT 05151, 3 beds, 2 baths

$569,000

3 beds2 baths1,760 sq ft

189 Dan Jarvis Rd, Springfield, VT 05151

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

$264,900

2 beds1 bath700 sq ft

572 Roberts Rd, Springfield, VT 05156

Property at 240 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149, 1 bath

$52,000

Studio1 bath390 sq ft

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

Property at 3450 Chateauguay Rd, Barnard, VT 05031, 1 bed, 1 bath

$139,000

1 bed1 bath340 sq ft

3450 Chateauguay Rd, Barnard, VT 05031

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 421 QIV Jackson Gore Inn Unit 421 Q4, Ludlow, VT 05149, 1 bath

$63,000

Studio1 bath496 sq ft

421 QIV Jackson Gore Inn Unit 421 Q4, Ludlow, VT 05149

Property at 90 Limey Ln, North Pomfret, VT 05053, 3 beds, 1 bath

$499,500

3 beds1 bath1,024 sq ft

90 Limey Ln, North Pomfret, VT 05053

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Single Story Homes for Sale in Windsor County

There are currently 80 single story homes for sale in Windsor County at a median listing price of $575K. 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 85 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 68 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 105 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 Tue Oct 13 2026 on the search page

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