Windsor County, VT homes for sale & real estate

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ABOUT THIS HOME
Windsor County, VT Homes for Sale
This beautiful Cape offers a wonderful blend of seclusion and privacy with distant mountain views, to include Okemo Mountain 30 minutes away. The property includes 31.72 acres of lovely meadowlands, woods and a private pond. The woods have several walking paths perfect for casual summer strolls and Winter fun for cross-country skiing and snow-shoeing and close to the VAST network of snowmobile trails. Featuring three bedrooms, one full bath and two three quarter baths. Large kitchen with breakfast bar, Dining area and TV room, plus a separate Livingroom with a fireplace and an additional studio or fourth bedroom. The basement is a handyman's delight. All of this on a town-maintained, dead-e

$685,000

3 beds3 baths3,589 sq ft

152 Parkview Rd, Springfield, VT 05156

Woods • Private pond • 31.72 acres

ABOUT THIS HOME
Windsor County, VT Homes for Sale
PRICE IMPROVEMENT. .. .. Welcome to Tranquility in Vermont. This charming three-bedroom, two-bath home invites you to unwind and enjoy the peaceful beauty of Vermont living. With both a spacious great room and a cozy living room—each warmed by its own wood stove—you’ll always have the perfect place to relax. The home features wide plank wood floors throughout, a brand-new heating system with on-demand hot water, and a newly drilled well (formerly connected to a community water system). Wonderfully full of rustic charm. Centrally located between Killington and Sugarbush, this home offers easy access to year-round outdoor adventures. The vibrant town of Rochester welcomes yo

$539,000

3 beds2 baths2,008 sq ft

352 Edwins Pond Rd, Rochester, VT 05767

Wood stove • Living room • Great room

ABOUT THIS HOME
Windsor County, VT Homes for Sale
This sweet little bungalow is a true work in progress — and it’s almost ready to welcome its next owner! Whether you’re searching for your very first home, looking to downsize, or dreaming of a Vermont retreat, this property is full of charm and possibility. Thoughtful updates are well underway, including a new roof, electrical, plumbing, heating, insulation, windows, flooring, and sheetrock, so you can simply settle in and start enjoying the space. Tucked away in a lovely setting, it’s the perfect spot to relax and take in all that Vermont has to offer. Interior photos coming soon!

$199,000

1 bed1 bath708 sq ft

221 A Southridge St, Springfield, VT 05156

Plumbing • Insulation • Heating

VIDEO TOUR

ABOUT THIS HOME
Windsor County, VT Homes for Sale
This is a rare opportunity to own a stunning year-round residence on the shores of Lake Rescue, nestled within a sought-after community that includes Okemo Mountain Ski Resort—offering the ultimate four-season lifestyle. Ideally located on the coveted east side of the lake, the home is perfectly positioned to capture afternoon sun and dramatic sunsets over the water. Beautifully landscaped with a full irrigation system and lush perennial gardens, the property features local Vermont granite patios, stone walls, and steps, creating a tranquil, Zen-like setting. Whether you're hosting guests or enjoying quiet moments, the outdoor spaces invite relaxation and connection with nature. Step

$1,990,000

4 beds3.5 baths4,313 sq ft

7 Norman Dr, Ludlow, VT 05149

Private dock system • Deep water frontage • Stone walls

ABOUT THIS HOME
Windsor County, VT Homes for Sale
Conveniently located near the village green in the village of Rochester, you will fall in love with the charming and spacious home. Offering five bedrooms, three baths, old charm with tin ceilings, hardwood floors, pantry area, and possible Business-Residential zoning would need town approval. Don't miss the opportunity to own this stunning 1900's gem. A must see to appreciate. All offers must be submitted by the Buyer's agent via the RES. NET Agent Portal. If your offer is accepted, you agree to be responsible for an offer submission technology fee of $300.00. The fee will be collected and disbursed by the settlement agent and disbursed at the closing and settlement of the transaction.

$366,000

5 beds3 baths3,684 sq ft

115 Bethel Mountain Rd, Rochester, VT 05767

Tin ceilings • Pantry area • Old charm

Property at 719 Walker Hill Rd, South Royalton, VT 05031, 3 beds, 4 baths

$2,395,000

3 beds4 baths4,329 sq ft

719 Walker Hill Rd, South Royalton, VT 05031

Property at 74 Dutton District Rd, Springfield, VT 05156, 4 beds, 3 baths

$360,000

4 beds3 baths4,012 sq ft

74 Dutton District Rd, Springfield, VT 05156

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

$877,000

3 beds2 baths2,760 sq ft

616 Rose Hill Rd, Woodstock, VT 05091

Property at 7137 US Route 4, Bridgewater, VT 05034-9713, 7 beds, 7 baths

$825,000

7 beds7 baths4,581 sq ft

7137 US Route 4, Bridgewater, VT 05034-9713

Property at 891 Route 100, Weston, VT 05161, 2 beds, 1 bath

$245,000

2 beds1 bath864 sq ft

891 Route 100, Weston, VT 05161

Property at 1522 Barnard Rd, Woodstock, VT 05091, 5 beds, 3.5 baths

$1,595,000

5 beds3.5 baths3,648 sq ft

1522 Barnard Rd, Woodstock, VT 05091

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

$255,000

2 beds1.5 baths1,140 sq ft

104 Deer Run #13, Brownsville, VT 05037

Property at 121 E Lake Rd, Ludlow, VT 05149, 3 beds, 1 bath

$425,000

3 beds1 bath895 sq ft

121 E Lake Rd, Ludlow, VT 05149

Property at 185 Riverbend Way, Woodstock, VT 05091, 3 beds, 2 baths

$74,900

3 beds2 baths1,008 sq ft

185 Riverbend Way, Woodstock, VT 05091

Property at 1573 Flamstead Rd, Chester, VT 05143, 4 beds, 3 baths

$599,900

4 beds3 baths2,689 sq ft

1573 Flamstead Rd, Chester, VT 05143

Property at 6077 VT Route 12, Barnard, VT 05031, 4 beds, 3 baths

$795,000

4 beds3 baths2,099 sq ft

6077 VT Route 12, Barnard, VT 05031

Property at 162 Okemo Trailside Ext Unit 22C-L, Ludlow, VT 05149, 1 bed, 1 bath

$385,000

1 bed1 bath884 sq ft

162 Okemo Trailside Ext Unit 22C-L, Ludlow, VT 05149

Property at 1589 Main St, Cavendish, VT 05142, 10 beds, 10 baths

$1,500,000

10 beds10 baths7,153 sq ft

1589 Main St, Cavendish, VT 05142

Property at Jackson Gore Inn Unit 331/333 QII, Ludlow, VT 05149, 3 beds, 3 baths

$230,000

3 beds3 baths1,608 sq ft

Jackson Gore Inn Unit 331/333 QII, Ludlow, VT 05149

Property at 168 Trailside Ext Unit 21B, Ludlow, VT 05149, 4 beds, 2.5 baths

$925,000

4 beds2.5 baths2,045 sq ft

168 Trailside Ext Unit 21B, Ludlow, VT 05149

Property at 157 Dartt Hill Rd, Bethel, VT 05032, 5 beds, 3 baths

$949,000

5 beds3 baths2,807 sq ft

157 Dartt Hill Rd, Bethel, VT 05032

Property at 18 Elm St, Norwich, VT 05055, 5 beds, 3.5 baths

$1,365,000

5 beds3.5 baths3,925 sq ft

18 Elm St, Norwich, VT 05055

Property at 320 W Rowe Hill Rd, Brownsville, VT 05037

$299,999

0 beds— baths— sq ft

320 W Rowe Hill Rd, Brownsville, VT 05037

Property at 7868 Pomfret Rd, North Pomfret, VT 05053, 4 beds, 3 baths

$495,000

4 beds3 baths3,350 sq ft

7868 Pomfret Rd, North Pomfret, VT 05053

Property at 5677 Hendee Way #5677, Hartford, VT 05059, 4 beds, 4 baths

$1,525,500

4 beds4 baths2,752 sq ft

5677 Hendee Way #5677, Hartford, VT 05059

Property at 233 Brothers Rd, Hartland, VT 05048, 3 beds, 3.5 baths

$875,000

3 beds3.5 baths3,592 sq ft

233 Brothers Rd, Hartland, VT 05048

Property at 145 Stearns Dr, Bethel, VT 05032, 3 beds, 2.5 baths

$669,000

3 beds2.5 baths2,485 sq ft

145 Stearns Dr, Bethel, VT 05032

Property at 17 Route 12, Hartland, VT 05048, 3 beds, 2.5 baths

$495,000

3 beds2.5 baths2,152 sq ft

17 Route 12, Hartland, VT 05048

Property at 652 Tierney Rd, Cavendish, VT 05142, 4 beds, 3.5 baths

$1,499,000

4 beds3.5 baths3,560 sq ft

652 Tierney Rd, Cavendish, VT 05142

Property at 22 Birchwood Dr, Perkinsville, VT 05151, 3 beds, 2 baths

$435,000

3 beds2 baths1,440 sq ft

22 Birchwood Dr, Perkinsville, VT 05151

Property at 1856 Quechee Main St Unit U7, Hartford, VT 05059, 2 beds, 3 baths

$379,000

2 beds3 baths1,494 sq ft

1856 Quechee Main St Unit U7, Hartford, VT 05059

Property at 143 VT Rte 100 S, Ludlow, VT 05149, 3 beds, 2 baths

$295,000

3 beds2 baths864 sq ft

143 VT Rte 100 S, Ludlow, VT 05149

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 348 Turtle Hill Rd, Ludlow, VT 05149, 5 beds, 4 baths

$3,650,000

5 beds4 baths5,181 sq ft

348 Turtle Hill Rd, Ludlow, VT 05149

Property at 355 Lyman Bacheller Rd Unit B, Quechee, VT 05059, 2 beds, 1.5 baths

$339,000

2 beds1.5 baths1,356 sq ft

355 Lyman Bacheller Rd Unit B, Quechee, VT 05059

Property at 9 Stryhas Trailer Ct, Ludlow, VT 05149, 3 beds, 2 baths

$209,999

3 beds2 baths1,120 sq ft

9 Stryhas Trailer Ct, Ludlow, VT 05149

Property at 4074 Tichenor Rd #7024, Hartford, VT 05059, 4 beds, 3 baths

$1,350,000

4 beds3 baths2,277 sq ft

4074 Tichenor Rd #7024, Hartford, VT 05059

Property at 225/227 Qtr. I I Jackson Gore Inn, Ludlow, VT 05149, 2 beds, 3 baths

$139,900

2 beds3 baths1,190 sq ft

225/227 Qtr. I I Jackson Gore Inn, Ludlow, VT 05149

Property at 95 Church St, Chester, VT 05143, 4 beds, 3 baths

$649,900

4 beds3 baths2,794 sq ft

95 Church St, Chester, VT 05143

Property at 303 Woodbury Rd Unit 6/3/59, Springfield, VT 05156, 3 beds, 2 baths

$847,000

3 beds2 baths2,034 sq ft

303 Woodbury Rd Unit 6/3/59, Springfield, VT 05156

Property at 5518 VT Route 12, Barnard, VT 05031, 6 beds, 4.5 baths

$1,999,000

6 beds4.5 baths7,619 sq ft

5518 VT Route 12, Barnard, VT 05031

Viewing page 5 of 9

Average home prices near Windsor County, VT

Cities

Enfield homes for sale
$399,000
Norwich homes for sale
$639,000
Quechee homes for sale
$444,500
Hartland homes for sale
$495,000
White River Junction homes for sale
$530,000
Springfield homes for sale
$173,250
Chester homes for sale
$425,000
Lebanon homes for sale
$525,000
Rutland homes for sale
$279,000
Woodstock homes for sale
$1,195,000
Ludlow homes for sale
$564,000
Claremont homes for sale
$317,000
Randolph homes for sale
$564,000
Hanover homes for sale
$1,129,000
Windsor homes for sale
$262,750

Counties

Hillsborough County homes for sale
$565,000
Chittenden County homes for sale
$565,000
Merrimack County homes for sale
$529,900

Windsor County, VT real estate trends

All Home Types trends in Windsor County, VT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$415,000

-7.8% YoY | Sep 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2025

Growth

% YoY

Windsor County, VT

$415,000

-7.8%

See more Windsor County, VT market insights

More to explore in Windsor County, VT

How to buy a house in Windsor County, VT

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How to buy a house in 10 steps

First-time homebuyer's guide

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Popular Markets in Vermont

Burlington homes for sale
$589,450
Stowe homes for sale
$1,175,000
Woodstock homes for sale
$1,195,000
Montpelier homes for sale
$429,500
Brattleboro homes for sale
$344,500
South Burlington homes for sale
$607,450
Shelburne homes for sale
$619,950
Waterbury homes for sale
$362,000
Rutland homes for sale
$278,000
Manchester homes for sale
$882,500
Ludlow homes for sale
$564,000
Middlebury homes for sale
$482,500
Barre homes for sale
$280,900
Bennington homes for sale
$282,000
Norwich homes for sale
$639,000

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 Sat Oct 25 2025 on the search page

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