Windsor County, VT homes for sale & real estate

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FOR SALE BY OWNER

ABOUT THIS HOME
Windsor County, VT Homes for Sale
This charming 3-bedroom, 2-1/2 bath Vermont home with over 200 feet of lakefront is situated on 0.6 acres on serene Lake Pauline. It & acirc; & euro; & trade; s located a mere 3 miles from Okemo Mountain. Access to snow shoeing, X-country skiing and hiking are just minutes away. The home features an open first floor with 9-foot ceilings and powder room. The kitchen is equipped with an induction stove, s/s appliances, island & amp; soapstone countertops. The recessed mini-split system ensures comfort throughout the seasons. Enjoy the morning sun on the covered deck while ducks cruise by and fish catch flies. Settle into the couch to relax near the floor to ceiling stone faced

$935,000

3 beds3 baths2,088 sq ft

22 Red Bridge Rd, Ludlow, VT 05149

Lakefront • Covered deck • Firepit

FOR SALE BY OWNER

ABOUT THIS HOME
Windsor County, VT Homes for Sale
.68 acre with two dwellings in poor condition. A two-car garage built in 2020 and in great condition. River front access across the road and a view of the Connecticut River. This property is ready for a new owner to buy it and bring it to new life. River access and view will make it worth the effort!!

$800,000

2 beds1 bath— sq ft

143 River Rd, Norwich, VT 05055

River front access • Two car garage • 0.68 acre lot

FOR SALE BY OWNER

ABOUT THIS HOME
Windsor County, VT Homes for Sale
Set high in the green hills of Vermont, this striking contemporary estate offers an extraordinary blend of architectural sophistication and private Vermont nature. Frame-worthy tree-lined views, soaring 18-foot timber-beamed ceilings, and vast expanses of southern-facing glass create a residence bathed in sunlight throughout every season. Designed to harmonize modern loft aesthetic with cozy alpine living, this home serves equally well as a multi-generational family retreat, an outdoor lovers headquarters, or a turn-key luxury investment. Interior Highlights Sun-Drenched Great Room: Soaring cathedral ceilings anchored by rich wood accents and a sleek Rais wood-burning stove set on slate flo

$950,000

4 beds3.5 baths2,983 sq ft

790 Chapman Rd, Ludlow, VT 05149

Open concept living • Primary suite • Deck access

FOR SALE BY OWNER

ABOUT THIS HOME
Windsor County, VT Homes for Sale
Only ever used as a deer camp! Water is a deeded collection box on the neighbors property. Septic and water was functioning when I last stayed there in the early 2000 or 2001. The camp may or may not be one foot over the property line?

$60,000

1 bed1 bath888 sq ft

2355 Chateauguay Rd, Woodstock, VT 05091

Listed 47 days

FOR SALE BY OWNER

ABOUT THIS HOME
Windsor County, VT Homes for Sale
Experience the best of Vermont without the luxury price tag. This updated, turn-key condo in the heart of Quechee offers the perfect blend of four-season recreation, low-maintenance living, and proven investment potential. Whether you& apos; re searching for a weekend escape, full-time residence, or income-producing vacation rental, this property is ready to enjoy from day one. Located just 2 miles from The Quechee Club, one of New England& apos; s premier private resort communities, this home is part of the Quechee Lakes Landowners Association (QLLA). Club membership ($7,500 annually) unlocks exceptional amenities including championship golf, indoor and outdoor pools, a private ski

$240,000

2 beds1 bath— sq ft

574 Willard Rd, Quechee, VT 05059

Fitness center • Championship golf • Turn-key condo

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 2404 Tarbell Hill Rd, Cavendish, VT 05142, 4 beds, 1.5 baths

$176,000

4 beds1.5 baths2,214 sq ft

2404 Tarbell Hill Rd, Cavendish, VT 05142

Property at 53 Park St, Royalton, VT 05068, 14 beds, 17 baths

$1,550,000

14 beds17 baths— sq ft

53 Park St, Royalton, VT 05068

Property at 650 Francis Rd, Barnard, VT 05031, 2 beds, 5.5 baths

$25,000,000

2 beds5.5 baths9,950 sq ft

650 Francis Rd, Barnard, VT 05031

Property at 66 Duttonsville School Dr, Cavendish, VT 05142, 2.5 baths

$499,000

Studio2.5 baths7,445 sq ft

66 Duttonsville School Dr, Cavendish, VT 05142

Property at 5798 W Woodstock Rd, Woodstock, VT 05091, 4 beds, 2 baths

$349,000

4 beds2 baths1,617 sq ft

5798 W Woodstock Rd, Woodstock, VT 05091

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

$1,600,000

3 beds3.5 baths3,294 sq ft

39 Elm St Unit B, Woodstock, VT 05091

Property at 3755 Quechee Main St Unit 9A, Hartford, VT 05059, 3 beds, 3.5 baths

$795,000

3 beds3.5 baths2,282 sq ft

3755 Quechee Main St Unit 9A, Hartford, VT 05059

Property at 445 Old Quechee Rd Unit 10C, Quechee, VT 05059, 2 beds, 1.5 baths

$240,000

2 beds1.5 baths1,063 sq ft

445 Old Quechee Rd Unit 10C, Quechee, VT 05059

Property at 4 Pine Brook Ln Apt B6, North Springfield, VT 05150, 3 beds, 2 baths

$275,000

3 beds2 baths1,234 sq ft

4 Pine Brook Ln Apt B6, North Springfield, VT 05150

Property at 505 Back Mountain Rd #14, Windsor, VT 05089, 1 bed, 1 bath

$99,000

1 bed1 bath240 sq ft

505 Back Mountain Rd #14, Windsor, VT 05089

Property at 411 Wood Rd, Hartford, VT 05059, 4 beds, 3.5 baths

$1,275,000

4 beds3.5 baths4,204 sq ft

411 Wood Rd, Hartford, VT 05059

Property at 249 Sawyer Rd, Woodstock, VT 05091, 3 beds, 4.5 baths

$2,950,000

3 beds4.5 baths3,682 sq ft

249 Sawyer Rd, Woodstock, VT 05091

Property at 196 Cowdrey Outlook, Bethel, VT 05032, 3 beds, 1 bath

$1,595,000

3 beds1 bath1,708 sq ft

196 Cowdrey Outlook, Bethel, VT 05032

Property at 412 Skyland Ln, Woodstock, VT 05091, 4 beds, 4.5 baths

$5,950,000

4 beds4.5 baths5,087 sq ft

412 Skyland Ln, Woodstock, VT 05091

Property at 399 Bentley Rd, Hartford, VT 05059, 5 beds, 3.5 baths

$1,490,950

5 beds3.5 baths2,709 sq ft

399 Bentley Rd, Hartford, VT 05059

Property at 355 Greene Rd, South Woodstock, VT 05071, 7 beds, 8.5 baths

$14,900,000

7 beds8.5 baths12,520 sq ft

355 Greene Rd, South Woodstock, VT 05071

Property at 39 Summit Ave, Springfield, VT 05156

$320,000

Studio— baths— sq ft

39 Summit Ave, Springfield, VT 05156

Property at 1787 Route 100 N, Ludlow, VT 05149, 3 beds, 4 baths

$550,000

3 beds4 baths2,727 sq ft

1787 Route 100 N, Ludlow, VT 05149

Property at 1877 Willard Rd, Hartford, VT 05059, 4 beds, 3.5 baths

$730,000

4 beds3.5 baths2,970 sq ft

1877 Willard Rd, Hartford, VT 05059

Property at 85 Townhouse Way #14, Woodstock, VT 05091, 2 beds, 3 baths

$450,000

2 beds3 baths2,091 sq ft

85 Townhouse Way #14, Woodstock, VT 05091

Property at 4205 Route 131, Perkinsville, VT 05151, 3 beds, 1.5 baths

$619,900

3 beds1.5 baths1,938 sq ft

4205 Route 131, Perkinsville, VT 05151

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 73 Union St, Springfield, VT 05156

$129,000

— beds— baths2,144 sq ft

73 Union St, Springfield, VT 05156

Property at 31 Amsden Hollow Rd, Perkinsville, VT 05151, 3 beds, 2 baths

$109,900

3 beds2 baths2,321 sq ft

31 Amsden Hollow Rd, Perkinsville, VT 05151

Property at 1354 Vermont Route 100, Stockbridge, VT 05772, 3 beds, 2.5 baths

$850,000

3 beds2.5 baths4,088 sq ft

1354 Vermont Route 100, Stockbridge, VT 05772

Property at 299 Latham Works Ln, White River Junction, VT 05001, 3 beds, 1 bath

$369,440

3 beds1 bath1,569 sq ft

299 Latham Works Ln, White River Junction, VT 05001

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

$865,000

4 beds3 baths2,785 sq ft

1782 Randall Rd, Woodstock, VT 05091-0488

Property at 2140 Brandon Mountain Rd, Rochester, VT 05767, 3 beds, 1.5 baths

$445,000

3 beds1.5 baths2,656 sq ft

2140 Brandon Mountain Rd, Rochester, VT 05767

Property at 924 Okemo Ridge Rd Unit S 11, Ludlow, VT 05149, 7 beds, 6.5 baths

$4,775,000

7 beds6.5 baths6,624 sq ft

924 Okemo Ridge Rd Unit S 11, Ludlow, VT 05149

Property at 52 Upper Rd, Bridgewater, VT 05035, 7 beds, 8 baths

$749,000

7 beds8 baths7,428 sq ft

52 Upper Rd, Bridgewater, VT 05035

Property at 726 E Ash Rd, Plymouth, VT 05056, 6 beds, 7.5 baths

$850,000

6 beds7.5 baths5,588 sq ft

726 E Ash Rd, Plymouth, VT 05056

Property at 339 Ranney Rd, Stockbridge, VT 05772, 2 beds, 2.5 baths

$424,500

2 beds2.5 baths2,200 sq ft

339 Ranney Rd, Stockbridge, VT 05772

Property at 4 Pine Brook Ln, North Springfield, VT 05150, 3 beds, 2 baths

$275,000

3 beds2 baths1,234 sq ft

4 Pine Brook Ln, North Springfield, VT 05150

Property at 41 Pleasant St, Woodstock, VT 05091, 9 beds, 11 baths

$2,599,000

9 beds11 baths5,993 sq ft

41 Pleasant St, Woodstock, VT 05091

Property at 264 Elm Hl, Springfield, VT 05156, 4 beds, 2 baths

$399,500

4 beds2 baths2,264 sq ft

264 Elm Hl, Springfield, VT 05156

Viewing page 10 of 13

Average home prices near Windsor County, VT

Cities

Enfield homes for sale
$507,450
Norwich homes for sale
$1,205,000
Quechee homes for sale
$392,750
White River Junction homes for sale
$460,000
Springfield homes for sale
$254,450
Chester homes for sale
$432,450
Lebanon homes for sale
$499,000
Rutland homes for sale
$295,000
Plainfield homes for sale
$549,999
Woodstock homes for sale
$1,040,000
Ludlow homes for sale
$560,000
Claremont homes for sale
$375,000
Randolph homes for sale
$361,000
Hanover homes for sale
$1,012,000
Windsor homes for sale
$364,500

Counties

Hillsborough County homes for sale
$579,850
Chittenden County homes for sale
$595,000
Merrimack County homes for sale
$575,000

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)

$446,241

+4.4% YoY | Jun 2026

1 year
3 year
5 year

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

Location

Data

Jun 2026

Growth

% YoY

Windsor County, VT

$446,241

+4.4%

See more Windsor County, VT market insights

More to explore in Windsor County, VT

How to buy a house in Windsor County, VT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Vermont

Burlington homes for sale
$580,000
Stowe homes for sale
$1,061,950
Woodstock homes for sale
$1,040,000
Montpelier homes for sale
$439,000
Brattleboro homes for sale
$295,000
South Burlington homes for sale
$756,113
Rutland homes for sale
$295,000
Waterbury homes for sale
$409,000
Ludlow homes for sale
$560,000
Shelburne homes for sale
$755,250
Waitsfield homes for sale
$575,000
Manchester homes for sale
$995,000
Middlebury homes for sale
$499,000
Bennington homes for sale
$249,000
Norwich homes for sale
$1,205,000

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 Aug 25 2026 on the search page

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