Homes with Pools for Sale in Windsor County, VT

474 homes

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ABOUT THIS HOME
Home with a Pool for sale in Windsor County, VT:
This property has many key features and updates including updated electrical, double pane vinyl windows, washer dryer hook ups in the basement, good parking, a large oversized 3 bay garage and much more. It boasts 1 large 3 bedroom unit and 5 1 bedroom units, with good ample storage in each.

$379,000

8 beds15 baths4,936 sq ft

7 Common St, Springfield, VT 05156

Updated electrical • Ample storage • 0.25 acre lot

ABOUT THIS HOME
Home with a Pool for sale in Windsor County, VT:
Super cute, renovated two bedroom home. Detached garage for some extra storage. Only 15 minutes to Dartmouth Hitchcock & Dartmouth College. Being 2.5 acres, there is plenty of room to expand if you wanted to!

$425,000

2 beds1 bath908 sq ft

1873 Old River Rd, White River Junction, VT 05001

Renovated home • 2.5 acres • Detached garage

ABOUT THIS HOME
Home with a Pool for sale in Windsor County, VT:
RARE OPPORTUNITY to own a fully renovated luxury home in Quechee Lakes with spectacular mountain views and over 5,000 sq ft of versatile living space on a 4.3-acre double lot. Updated throughout in 2023–2024 and now back on the market due to a professional relocation. This 5-bedroom, 5-bath luxury home offers substance and versatility to suit any new owners’ needs. A private studio apartment with remodeled full bath, and a kitchenette serves as an accessory dwelling. The main floor features a stunning custom chef’s kitchen with eat-in kitchen island, Wolf range/griddle, open dining/living space, screened 3-season room (easily converted), a designated office (or bedroom), f

$1,499,000

5 beds5 baths5,074 sq ft

423 Taft Family Rd, Hartford, VT 05059

Mountain views • 4.3 acre lot • 2 garage spots

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ABOUT THIS HOME
Home with a Pool for sale in Windsor County, VT:
Welcome to this charming home nestled in a small neighborhood along the scenic Black River in Cavendish, Vermont. This inviting property combines classic Vermont character with versatile living spaces, all within walking distance of the town green, shops, restaurants, and more. Step inside through the mudroom. The kitchen offers a warm, welcoming space with a sunny dining area perfect for morning coffee or casual meals. A formal dining room provides space for larger gatherings, while the living room, bathed in morning light, creates a cozy setting to relax and unwind. A first-floor bedroom adds convenience and flexibility for guests or main-level living. Upstairs, you’ll find three ad

$415,000

5 beds3 baths1,976 sq ft

198 Depot St, Proctorsville, VT 05153

First-floor bedroom • Formal dining room • Sunny dining area

ABOUT THIS HOME
Home with a Pool for sale in Windsor County, VT:
Your Vermont Mountain Retreat Awaits Discover 127 acres of pure Vermont beauty at the foot of Okemo Mountain, just 2 minutes from downtown Ludlow. This rare property offers expansive meadows, forested trails, and panoramic views of Okemo, Mount Ascutney and beyond. Enjoy direct access to cross country skiing, hiking, snowshoeing, the VAST trail system, and year-round outdoor adventure. The updated finished 3150 square ft 4 bedroom house with bonus rooms and barn is move-in ready. Perfect for your full-time home, vacation getaway, or guest house while you build your dream retreat elsewhere on the property. This is a once-in-a-lifetime chance to own one of Ludlow's last large undeveloped parc

$5,500,000

4 beds2 baths3,150 sq ft

85 Pallottas Hill Rd, Ludlow, VT 05149

Renovated farmhouse • Custom storage • Panoramic vistas

Property at 3147 Mount Hunger Rd, Barnard, VT 05031, 5 beds, 8.5 baths

$15,000,000

5 beds8.5 baths9,679 sq ft

3147 Mount Hunger Rd, Barnard, VT 05031

Property at 1226 E Ash Rd Unit L34, Plymouth, VT 05056, 4 beds, 3 baths

$419,000

4 beds3 baths1,920 sq ft

1226 E Ash Rd Unit L34, Plymouth, VT 05056

Property at 166 Woods West Rd, Ludlow, VT 05149, 4 beds, 3.5 baths

$1,250,000

4 beds3.5 baths4,177 sq ft

166 Woods West Rd, Ludlow, VT 05149

Property at 3364 W Woodstock Rd, Woodstock, VT 05091, 4 beds, 3 baths

$549,000

4 beds3 baths2,470 sq ft

3364 W Woodstock Rd, Woodstock, VT 05091

Property at 16 Church St, Woodstock, VT 05091, 4 beds, 3 baths

$1,295,000

4 beds3 baths3,089 sq ft

16 Church St, Woodstock, VT 05091

Property at 1782 Blackmer Blvd, Stockbridge, VT 05772, 2 beds, 1 bath

$425,000

2 beds1 bath1,092 sq ft

1782 Blackmer Blvd, Stockbridge, VT 05772

Property at 22 Rimrock Rd Unit 4B, Ludlow, VT 05149, 3 beds, 2 baths

$549,000

3 beds2 baths1,248 sq ft

22 Rimrock Rd Unit 4B, Ludlow, VT 05149

Property at 111 Acton Pl, South Royalton, VT 05068, 1 bed, 1 bath

$65,000

1 bed1 bath342 sq ft

111 Acton Pl, South Royalton, VT 05068

Property at 616 Rose Hill Rd, Woodstock, VT 05091, 3 beds, 2 baths

$817,000

3 beds2 baths2,760 sq ft

616 Rose Hill Rd, Woodstock, VT 05091

Property at 41 Reservoir Rd, Springfield, VT 05156, 3 beds, 2 baths

$425,000

3 beds2 baths1,952 sq ft

41 Reservoir Rd, Springfield, VT 05156

Property at 7074 Robert Frost Ln #7074, Hartford, VT 05059, 5 beds, 4 baths

$1,625,000

5 beds4 baths3,837 sq ft

7074 Robert Frost Ln #7074, Hartford, VT 05059

Property at 1607 Massey Rd, Springfield, VT 05156, 4 beds, 2 baths

$995,000

4 beds2 baths4,144 sq ft

1607 Massey Rd, Springfield, VT 05156

Property at 1312 Macintosh Hill Rd, Randolph, VT 05060, 5 beds, 2 baths

$795,000

5 beds2 baths2,500 sq ft

1312 Macintosh Hill Rd, Randolph, VT 05060

Property at 25 Felton Rd, Weston, VT 05161, 3 beds, 2 baths

$299,000

3 beds2 baths1,400 sq ft

25 Felton Rd, Weston, VT 05161

Property at 254/256 Qtr. I Jackson Gore Inn, Ludlow, VT 05149, 1 bed, 2 baths

$72,000

1 bed2 baths775 sq ft

254/256 Qtr. I Jackson Gore Inn, Ludlow, VT 05149

Property at 99 Depot St, Hartford, VT 05088, 5 beds, 3 baths

$247,000

5 beds3 baths3,100 sq ft

99 Depot St, Hartford, VT 05088

Property at 26 Mt Peg Rd Unit A, Woodstock, VT 05091, 3 beds, 3.5 baths

$1,195,000

3 beds3.5 baths2,592 sq ft

26 Mt Peg Rd Unit A, Woodstock, VT 05091

Property at 39 Elm St Unit B, Woodstock, VT 05091, 3 beds, 3.5 baths

$1,689,000

3 beds3.5 baths3,294 sq ft

39 Elm St Unit B, Woodstock, VT 05091

Property at 403 Horseshoe Way, South Woodstock, VT 05071, 2 beds, 1.5 baths

$845,000

2 beds1.5 baths1,714 sq ft

403 Horseshoe Way, South Woodstock, VT 05071

Property at 145 Main St #210, Ludlow, VT 05149, 2 beds, 1 bath

$215,000

2 beds1 bath892 sq ft

145 Main St #210, Ludlow, VT 05149

Property at 2359 VT Route 107, Bethel, VT 05032, 2 beds, 2 baths

$235,995

2 beds2 baths1,076 sq ft

2359 VT Route 107, Bethel, VT 05032

Property at 289 Taft Family Rd #7118, Hartford, VT 05059, 3 beds, 2.5 baths

$1,199,000

3 beds2.5 baths1,608 sq ft

289 Taft Family Rd #7118, Hartford, VT 05059

Property at 254 Town Line Rd, Plymouth, VT 05056, 4 beds, 3.5 baths

$2,499,000

4 beds3.5 baths5,079 sq ft

254 Town Line Rd, Plymouth, VT 05056

Property at 8 Okemo Acres Rd, Ludlow, VT 05194, 3 beds, 3.5 baths

$1,050,000

3 beds3.5 baths2,390 sq ft

8 Okemo Acres Rd, Ludlow, VT 05194

Property at 418 Qtr. I I I Jackson Gore Inn, Ludlow, VT 05149, 1 bed, 2 baths

$74,000

1 bed2 baths775 sq ft

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

Property at 60 Fletcher Ln, Hartford, VT 05059, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths1,918 sq ft

60 Fletcher Ln, Hartford, VT 05059

Property at 28 Fairview Ter, South Royalton, VT 05068, 3 beds, 2.5 baths

$530,000

3 beds2.5 baths4,020 sq ft

28 Fairview Ter, South Royalton, VT 05068

Property at 26 Mt Peg Rd Unit C, Woodstock, VT 05091, 3 beds, 3.5 baths

$995,000

3 beds3.5 baths2,584 sq ft

26 Mt Peg Rd Unit C, Woodstock, VT 05091

Property at 1782 Randall Rd, Woodstock, VT 05091-0488, 4 beds, 3 baths

$985,000

4 beds3 baths2,785 sq ft

1782 Randall Rd, Woodstock, VT 05091-0488

Property at 490 W Hill Rd, Ludlow, VT 05149, 4 beds, 2.5 baths

$795,000

4 beds2.5 baths2,663 sq ft

490 W Hill Rd, Ludlow, VT 05149

Property at 2391 Music Mountain Rd, Stockbridge, VT 05772, 4 beds, 4 baths

$1,995,000

4 beds4 baths3,500 sq ft

2391 Music Mountain Rd, Stockbridge, VT 05772

Property at 7 Slayton Ter, Woodstock, VT 05091, 4 beds, 2.5 baths

$1,495,000

4 beds2.5 baths2,532 sq ft

7 Slayton Ter, Woodstock, VT 05091

Property at 162 Campbell Rd, Rochester, VT 05767, 3 beds, 2 baths

$670,000

3 beds2 baths1,882 sq ft

162 Campbell Rd, Rochester, VT 05767

Property at 1452 Tyson Rd, Reading, VT 05062, 2 beds, 1 bath

$475,000

2 beds1 bath1,020 sq ft

1452 Tyson Rd, Reading, VT 05062

Property at 104 Deer Run #13, Brownsville, VT 05037, 2 beds, 1.5 baths

$240,000

2 beds1.5 baths1,140 sq ft

104 Deer Run #13, Brownsville, VT 05037

Property at 64 Summer Hill St, Springfield, VT 05156, 3 beds, 2 baths

$389,900

3 beds2 baths2,776 sq ft

64 Summer Hill St, Springfield, VT 05156

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Homes with Pools for Sale in Windsor County

There are currently 474 homes with pools 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 89 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 103 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 105 condos, 4 townhouses, and 26 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 2025 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 Dec 01 2025 on the search page

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Homes with Pools for Sale in Windsor County, VT

Homes with Pools for Sale in Windsor County

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