Windham Vermont Homes for Sale

535 total properties
View 95 Hemlock Drive Londonderry, VT MLS# 5098008
  • Virtual Tour
Save 95 Hemlock Drive Londonderry, VT MLS# 5098008
1 of 36
$725,000
5

Beds

3.0

Baths

2,427

Sq.Ft.

95 Hemlock Drive

Londonderry, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 1408 Hatch School Road Halifax, VT MLS# 5098074
Save 1408 Hatch School Road Halifax, VT MLS# 5098074
1 of 43
$419,000
3

Beds

1.1

Baths

1,908

Sq.Ft.

1408 Hatch School Road

Halifax, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 456 Route 100 Wilmington, VT MLS# 5098092
Save 456 Route 100 Wilmington, VT MLS# 5098092
1 of 24
$399,000
2

Beds

1.0

Baths

1,036

Sq.Ft.

456 Route 100

Wilmington, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 00 Howe Farm Road Jamaica, VT MLS# 5098094
Save 00 Howe Farm Road Jamaica, VT MLS# 5098094
1 of 25
$219,000
Studio

Beds

0.0

Baths

00 Howe Farm Road

Jamaica, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 1886 Winhall Hollow Road Londonderry, VT MLS# 5098182
Save 1886 Winhall Hollow Road Londonderry, VT MLS# 5098182
1 of 48
$565,000
3

Beds

2.0

Baths

1,814

Sq.Ft.

1886 Winhall Hollow Road

Londonderry, VT

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Courtesy of WOHLER REALTY GROUP
View 0 Rose Lane # Lot # Londonderry, VT MLS# 5097818
Save 0 Rose Lane # Lot # Londonderry, VT MLS# 5097818
1 of 21
$160,000
Studio

Beds

0.0

Baths

0 Rose Lane # Lot #

Londonderry, VT

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Courtesy of MICHAEL ENGLAND REAL ESTATE
View 455 South Main Street Brattleboro, VT MLS# 5097858
Save 455 South Main Street Brattleboro, VT MLS# 5097858
1 of 12
$285,000
3

Beds

1.0

Baths

1,050

Sq.Ft.

455 South Main Street

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 771 Stratton Mountain Access Road # 468 Stratton, VT MLS# 5097932
Save 771 Stratton Mountain Access Road # 468 Stratton, VT MLS# 5097932
1 of 18
$409,000
1

Beds

1.0

Baths

675

Sq.Ft.

771 Stratton Mountain Access Road # 468

Stratton, VT

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Courtesy of WINHALL REAL ESTATE
View 634 Lower Dover Road Marlboro, VT MLS# 5097953
Save 634 Lower Dover Road Marlboro, VT MLS# 5097953
1 of 60
$2,290,000
5

Beds

3.2

Baths

4,400

Sq.Ft.

634 Lower Dover Road

Marlboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 5 Camelot Drive Wilmington, VT MLS# 5098068
  • Virtual Tour
Save 5 Camelot Drive Wilmington, VT MLS# 5098068
1 of 47
$275,000
3

Beds

2.0

Baths

1,960

Sq.Ft.

5 Camelot Drive

Wilmington, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 251 Pratt Bridge Road Jamaica, VT MLS# 5097566
Save 251 Pratt Bridge Road Jamaica, VT MLS# 5097566
1 of 40
$1,500,000
7

Beds

7.1

Baths

8,364

Sq.Ft.

251 Pratt Bridge Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 251 Pratt Bridge Road Jamaica, VT MLS# 5097569
Save 251 Pratt Bridge Road Jamaica, VT MLS# 5097569
1 of 40
$1,500,000
8,364

Sq.Ft.

251 Pratt Bridge Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 3327 Route 30 Jamaica, VT MLS# 5097573
Save 3327 Route 30 Jamaica, VT MLS# 5097573
1 of 28
$480,000
5

Beds

2.0

Baths

2,194

Sq.Ft.

3327 Route 30

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 28 Styles Branch Road # 305 Stratton, VT MLS# 5097576
Save 28 Styles Branch Road # 305 Stratton, VT MLS# 5097576
1 of 31
$649,000
3

Beds

2.1

Baths

1,650

Sq.Ft.

28 Styles Branch Road # 305

Stratton, VT

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Courtesy of WINHALL REAL ESTATE
View 18 High Point Drive # 501 Stratton, VT MLS# 5097585
Save 18 High Point Drive # 501 Stratton, VT MLS# 5097585
1 of 29
$825,000
4

Beds

3.1

Baths

1,993

Sq.Ft.

18 High Point Drive # 501

Stratton, VT

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Courtesy of THE HAVEN GROUP
View Smead Road Wardsboro, VT MLS# 5097619
Save Smead Road Wardsboro, VT MLS# 5097619
1 of 7
$20,000
Studio

Beds

0.0

Baths

Smead Road

Wardsboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 482 East Dover Road Wardsboro, VT MLS# 5097656
Save 482 East Dover Road Wardsboro, VT MLS# 5097656
1 of 49
$835,000
3

Beds

2.1

Baths

3,200

Sq.Ft.

482 East Dover Road

Wardsboro, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 32 Steep Hill Road Wilmington, VT MLS# 5097683
Save 32 Steep Hill Road Wilmington, VT MLS# 5097683
1 of 60
$1,998,000
5

Beds

4.1

Baths

4,200

Sq.Ft.

32 Steep Hill Road

Wilmington, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 69-71 Elliot Street Brattleboro, VT MLS# 5097710
Save 69-71 Elliot Street Brattleboro, VT MLS# 5097710
1 of 5
$995,000
6,442

Sq.Ft.

69-71 Elliot Street

Brattleboro, VT

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Courtesy of H. G. JOHNSON REAL ESTATE
View 2022 Route 30 Jamaica, VT MLS# 5097748
Save 2022 Route 30 Jamaica, VT MLS# 5097748
1 of 19
$63,000
2

Beds

1.0

Baths

672

Sq.Ft.

2022 Route 30

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE

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 8/22/2026”

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