Windsor Vermont Homes for Sale

676 total properties
View 1317 South Hill Road Ludlow, VT MLS# 5095046
Save 1317 South Hill Road Ludlow, VT MLS# 5095046
1 of 40
$450,000
3

Beds

2.0

Baths

2,400

Sq.Ft.

1317 South Hill Road

Ludlow, VT

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Courtesy of DIAMOND REALTY
View 1020 Baker Turn Hartford, VT MLS# 5094695
Save 1020 Baker Turn Hartford, VT MLS# 5094695
1 of 28
$490,000
3

Beds

2.1

Baths

1,612

Sq.Ft.

1020 Baker Turn

Hartford, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 5798 South Road Woodstock, VT MLS# 5094600
  • Recently Listed
Save 5798 South Road Woodstock, VT MLS# 5094600
1 of 58
$2,950,000
8

Beds

5.3

Baths

6,200

Sq.Ft.

5798 South Road

Woodstock, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 55 Powell Farm Road Sharon, VT MLS# 5094373
Save 55 Powell Farm Road Sharon, VT MLS# 5094373
1 of 34
$250,000
3

Beds

2.0

Baths

1,680

Sq.Ft.

55 Powell Farm Road

Sharon, VT

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Courtesy of KW COASTAL AND LAKES & MOUNTAINS REALTY/HANOVER
View 358 Cowdrey Path Woodstock, VT MLS# 5094379
  • Recently Listed
Save 358 Cowdrey Path Woodstock, VT MLS# 5094379
1 of 46
$965,000
3

Beds

2.1

Baths

2,638

Sq.Ft.

358 Cowdrey Path

Woodstock, VT

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Courtesy of SNYDER DONEGAN REAL ESTATE GROUP
View 884 Bridgewater Center Road Bridgewater, VT MLS# 5094429
  • Recently Listed
Save 884 Bridgewater Center Road Bridgewater, VT MLS# 5094429
1 of 60
OPEN HOUSE: Sunday 7/5 11:00 AM - 12:30 PM
$1,150,000
4

Beds

4.1

Baths

4,352

Sq.Ft.

884 Bridgewater Center Road

Bridgewater, VT

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Courtesy of LANGE & LANGE
View 2 High Street Woodstock, VT MLS# 5094456
Save 2 High Street Woodstock, VT MLS# 5094456
1 of 60
$1,199,000
3

Beds

3.0

Baths

1,950

Sq.Ft.

2 High Street

Woodstock, VT

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Courtesy of BASSETTE REAL ESTATE GROUP
View 366 Crimson Hawk Road # S1-24 Plymouth, VT MLS# 5094522
  • Recently Listed
Save 366 Crimson Hawk Road # S1-24 Plymouth, VT MLS# 5094522
1 of 52
$475,000
3

Beds

2.0

Baths

1,308

Sq.Ft.

366 Crimson Hawk Road # S1-24

Plymouth, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 58 Reservoir Road Springfield, VT MLS# 5094561
  • Recently Listed
Save 58 Reservoir Road Springfield, VT MLS# 5094561
1 of 40
$340,000
3

Beds

1.0

Baths

1,474

Sq.Ft.

58 Reservoir Road

Springfield, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 49 Fairground Road Springfield, VT MLS# 5094588
Save 49 Fairground Road Springfield, VT MLS# 5094588
1 of 38
$385,000
5

Beds

2.1

Baths

3,560

Sq.Ft.

49 Fairground Road

Springfield, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 164 Pine View Lane Cavendish, VT MLS# 5094081
  • Recently Listed
Save 164 Pine View Lane Cavendish, VT MLS# 5094081
1 of 46
$589,000
4

Beds

2.0

Baths

2,528

Sq.Ft.

164 Pine View Lane

Cavendish, VT

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Courtesy of WWW.HOMEZU.COM
View 145 Okemo Trailside Extension # 23BL Ludlow, VT MLS# 5094088
  • Recently Listed
Save 145 Okemo Trailside Extension # 23BL Ludlow, VT MLS# 5094088
1 of 32
$395,000
1

Beds

1.0

Baths

884

Sq.Ft.

145 Okemo Trailside Extension # 23BL

Ludlow, VT

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Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 1572 Skyline Drive Weathersfield, VT MLS# 5094142
  • Virtual Tour
Save 1572 Skyline Drive Weathersfield, VT MLS# 5094142
1 of 49
$549,000
3

Beds

2.1

Baths

2,340

Sq.Ft.

1572 Skyline Drive

Weathersfield, VT

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Courtesy of WILLIAMSON GROUP SOTHEBYS INTL. REALTY
View 14 Wilde's Way Weston, VT MLS# 5094158
  • Virtual Tour
Save 14 Wilde's Way Weston, VT MLS# 5094158
1 of 41
$950,000
3

Beds

2.0

Baths

2,311

Sq.Ft.

14 Wilde's Way

Weston, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 365 Greeley Shunpike Hartford, VT MLS# 5094181
  • Virtual Tour
Save 365 Greeley Shunpike Hartford, VT MLS# 5094181
1 of 60
$879,000
3

Beds

2.0

Baths

2,044

Sq.Ft.

365 Greeley Shunpike

Hartford, VT

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Courtesy of WILLOW BROOK REALTY
View 8 Norford Lake Road Norwich, VT MLS# 5094183
Save 8 Norford Lake Road Norwich, VT MLS# 5094183
1 of 13
$299,000
2

Beds

1.1

Baths

1,714

Sq.Ft.

8 Norford Lake Road

Norwich, VT

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Courtesy of COLDWELL BANKER LIFESTYLES - HANOVER
View 500 Chandler Road Hartford, VT MLS# 5094226
  • Recently Listed
Save 500 Chandler Road Hartford, VT MLS# 5094226
1 of 24
$365,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

500 Chandler Road

Hartford, VT

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Courtesy of RE/MAX UPPER VALLEY
View 3578 Royalton Turnpike Road Barnard, VT MLS# 5093847
  • Recently Listed
Save 3578 Royalton Turnpike Road Barnard, VT MLS# 5093847
1 of 20
$369,000
2

Beds

1.0

Baths

1,140

Sq.Ft.

3578 Royalton Turnpike Road

Barnard, VT

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Courtesy of WETMORE REAL ESTATE
View 00 Route 100N Plymouth, VT MLS# 5093857
  • Recently Listed
Save 00 Route 100N Plymouth, VT MLS# 5093857
1 of 40
$1,400,000
Studio

Beds

0.0

Baths

00 Route 100N

Plymouth, VT

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Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 0 Linden Way Chester, VT MLS# 5093908
  • Recently Listed
Save 0 Linden Way Chester, VT MLS# 5093908
1 of 22
$85,000
Studio

Beds

0.0

Baths

0 Linden Way

Chester, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

Information deemed reliable but not guaranteed.

“Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 6/30/2026”

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