Windham Vermont Homes for Sale

405 total properties
View 1488 Hartley Hill Road Westminster, VT MLS# 5087887
  • Recently Listed
1 of 52
$545,000
4

Beds

2.1

Baths

3,263

Sq.Ft.

1488 Hartley Hill Road

Westminster, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 3996 Route 30 Jamaica, VT MLS# 5076624
$539,000
4

Beds

3.0

Baths

3,081

Sq.Ft.

3996 Route 30

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 196 Powder Mill Road Londonderry, VT MLS# 5081205
$539,000
4

Beds

3.0

Baths

2,948

Sq.Ft.

196 Powder Mill Road

Londonderry, VT

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Courtesy of BHHS VERANI UPPER VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 33 Oak Street Brattleboro, VT MLS# 5086282
  • Recently Listed
1 of 24
$535,000
Studio

Beds

0.0

Baths

4,116

Sq.Ft.

33 Oak Street

Brattleboro, VT

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Courtesy of EXP REALTY
View 00 West Hill Road South Jamaica, VT MLS# 5065110
$530,000
Studio

Beds

0.0

Baths

00 West Hill Road South

Jamaica, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 1160 Fowler Road Whitingham, VT MLS# 5086062
  • Recently Listed
1 of 27
$530,000
3

Beds

2.0

Baths

1,700

Sq.Ft.

1160 Fowler Road

Whitingham, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 11 Dutchman Lane # 4A Wilmington, VT MLS# 5061191
$529,000
3

Beds

2.1

Baths

2,044

Sq.Ft.

11 Dutchman Lane # 4A

Wilmington, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 12 Ober Tal Drive # C-22 Stratton, VT MLS# 5083784
  • Virtual Tour
1 of 26
$529,000
1

Beds

1.0

Baths

820

Sq.Ft.

12 Ober Tal Drive # C-22

Stratton, VT

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Courtesy of WOHLER REALTY GROUP
View 35 Birch Road Londonderry, VT MLS# 5064261
  • Virtual Tour
1 of 49
$525,000
4

Beds

3.1

Baths

1,913

Sq.Ft.

35 Birch Road

Londonderry, VT

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Courtesy of ENGEL & VOLKERS OKEMO
View 3950 Vermont Route 100 Londonderry, VT MLS# 5065354
$525,000
2,641

Sq.Ft.

3950 Vermont Route 100

Londonderry, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 7 Grassy Brook Road Brookline, VT MLS# 5077982
$525,000
3

Beds

2.1

Baths

2,772

Sq.Ft.

7 Grassy Brook Road

Brookline, VT

NNEREN
Courtesy of FLEX REALTY
View 1871 West Hill Road Townshend, VT MLS# 5089303
  • Recently Listed
1 of 26
$525,000
2

Beds

2.0

Baths

2,481

Sq.Ft.

1871 West Hill Road

Townshend, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 27 Ray Hill Road Wilmington, VT MLS# 5083391
  • Virtual Tour
1 of 48
$510,000
3

Beds

3.0

Baths

3,420

Sq.Ft.

27 Ray Hill Road

Wilmington, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View Lot 1 Mountain Ridge Drive Wilmington, VT MLS# 5067332
$500,000
Studio

Beds

0.0

Baths

Lot 1 Mountain Ridge Drive

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View Lot 2 Mountain Ridge Drive Wilmington, VT MLS# 5067334
$500,000
Studio

Beds

0.0

Baths

Lot 2 Mountain Ridge Drive

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View Lot 3 Mountain Ridge Drive Wilmington, VT MLS# 5067335
$500,000
Studio

Beds

0.0

Baths

Lot 3 Mountain Ridge Drive

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 00 Turkey Mountain Road Jamaica, VT MLS# 5077252
$500,000
Studio

Beds

0.0

Baths

00 Turkey Mountain Road

Jamaica, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 47 Ives Road Wilmington, VT MLS# 5033124
$499,000
5

Beds

3.1

Baths

2,240

Sq.Ft.

47 Ives Road

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 829 Pennel Hill Road Halifax, VT MLS# 5042081
$499,000
3

Beds

3.0

Baths

2,040

Sq.Ft.

829 Pennel Hill Road

Halifax, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 47 Whites Hill Road East Dover, VT MLS# 5063628
$499,000
Studio

Beds

0.0

Baths

47 Whites Hill Road

East Dover, VT

NNEREN
Courtesy of WINHALL REAL ESTATE

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“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 5/18/2026”

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