Windham Vermont Homes for Sale

556 total properties
View 11 Crescent Drive Brattleboro, VT MLS# 5107263
Save 11 Crescent Drive Brattleboro, VT MLS# 5107263
1 of 34
$16,900
2

Beds

1.0

Baths

672

Sq.Ft.

11 Crescent Drive

Brattleboro, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 8 Two Brook Road Wilmington, VT MLS# 5101723
Save 8 Two Brook Road Wilmington, VT MLS# 5101723
1 of 4
$18,500
0.0

Baths

8 Two Brook Road

Wilmington, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View Smead Road Wardsboro, VT MLS# 5097619
Save Smead Road Wardsboro, VT MLS# 5097619
1 of 7
$20,000
0.0

Baths

Smead Road

Wardsboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 28 Upper Howes Way # 00CHA028.000 Wilmington, VT MLS# 5081925
Save 28 Upper Howes Way # 00CHA028.000 Wilmington, VT MLS# 5081925
1 of 1
$25,000
0.0

Baths

28 Upper Howes Way # 00CHA028.000

Wilmington, VT

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Courtesy of CHIMNEY HILL REALTY
View 0 Boardman Loop Wardsboro, VT MLS# 4999194
Save 0 Boardman Loop Wardsboro, VT MLS# 4999194
1 of 6
$35,000
0.0

Baths

0 Boardman Loop

Wardsboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 14 Brickyard Road East Dover, VT MLS# 5067799
Save 14 Brickyard Road East Dover, VT MLS# 5067799
1 of 12
$36,999
0.0

Baths

14 Brickyard Road

East Dover, VT

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Courtesy of OWNERENTRY.COM
View 0 East Dover Road Wardsboro, VT MLS# 5082739
Save 0 East Dover Road Wardsboro, VT MLS# 5082739
1 of 4
$37,000
0.0

Baths

0 East Dover Road

Wardsboro, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View G6 Timber Lane # G6 Wardsboro, VT MLS# 5108921
Save G6 Timber Lane # G6 Wardsboro, VT MLS# 5108921
1 of 4
$40,000
0.0

Baths

G6 Timber Lane # G6

Wardsboro, VT

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Courtesy of JOSIAH ALLEN REAL ESTATE, INC.
View 45 Mowing Way Wilmington, VT MLS# 5093094
Save 45 Mowing Way Wilmington, VT MLS# 5093094
1 of 1
$45,000
0.0

Baths

45 Mowing Way

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View Penny Avenue Stratton, VT MLS# 5104876
Save Penny Avenue Stratton, VT MLS# 5104876
1 of 9
$49,000
0.0

Baths

Penny Avenue

Stratton, VT

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Courtesy of STRATTON REAL ESTATE
View 0 Honeycomb Hill Marlboro, VT MLS# 5042644
Save 0 Honeycomb Hill Marlboro, VT MLS# 5042644
1 of 13
$49,900
0.0

Baths

0 Honeycomb Hill

Marlboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 000 Hinkley Brook Road Grafton, VT MLS# 5099555
Save 000 Hinkley Brook Road Grafton, VT MLS# 5099555
1 of 4
$49,900
0.0

Baths

000 Hinkley Brook Road

Grafton, VT

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Courtesy of BHG MASIELLO KEENE
View non Pikes Falls Road # 000H-3 Jamaica, VT MLS# 5094910
Save non Pikes Falls Road # 000H-3 Jamaica, VT MLS# 5094910
1 of 1
$50,000
0.0

Baths

non Pikes Falls Road # 000H-3

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 78 Shady Pines Park Westminster, VT MLS# 5093968
Save 78 Shady Pines Park Westminster, VT MLS# 5093968
1 of 14
$54,000
3

Beds

1.1

Baths

924

Sq.Ft.

78 Shady Pines Park

Westminster, VT

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Courtesy of ACORN REAL ESTATE GROUP LLC
View 404 Fox Mt Road # M404 Wilmington, VT MLS# 5082241
Save 404 Fox Mt Road # M404 Wilmington, VT MLS# 5082241
1 of 39
$55,000
0.0

Baths

404 Fox Mt Road # M404

Wilmington, VT

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Courtesy of CHIMNEY HILL REALTY
View 123 High Top Road Wilmington, VT MLS# 5112849
  • Recently Listed
Save 123 High Top Road Wilmington, VT MLS# 5112849
1 of 10
$55,000
0.0

Baths

123 High Top Road

Wilmington, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 22 Valley Road Brattleboro, VT MLS# 5096935
Save 22 Valley Road Brattleboro, VT MLS# 5096935
1 of 35
$56,000
2

Beds

1.0

Baths

552

Sq.Ft.

22 Valley Road

Brattleboro, VT

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Courtesy of FLEX REALTY
View 2036 Vt Rt 30 Jamaica, VT MLS# 5072288
Save 2036 Vt Rt 30 Jamaica, VT MLS# 5072288
1 of 28
$57,000
2

Beds

1.0

Baths

844

Sq.Ft.

2036 Vt Rt 30

Jamaica, VT

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Courtesy of MICHAEL ENGLAND REAL ESTATE
View 56 & 57 Boardman Loop Wardsboro, VT MLS# 5102345
Save 56 & 57 Boardman Loop Wardsboro, VT MLS# 5102345
1 of 15
$57,000
0.0

Baths

56 & 57 Boardman Loop

Wardsboro, VT

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Courtesy of REAL BROKER LLC
View 9 Village Drive Brattleboro, VT MLS# 5102920
Save 9 Village Drive Brattleboro, VT MLS# 5102920
1 of 24
$59,000
2

Beds

1.0

Baths

744

Sq.Ft.

9 Village Drive

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY

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 10/6/2026”

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