Windham Vermont Homes for Sale

536 total properties
View 126 Oak Grove Avenue Brattleboro, VT MLS# 5100788
$425,000
5

Beds

5.0

Baths

3,439

Sq.Ft.

126 Oak Grove Avenue

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 51 Dusty Ridge Road Putney, VT MLS# 5100626
$945,000
2

Beds

1.1

Baths

2,721

Sq.Ft.

51 Dusty Ridge Road

Putney, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 11 Dutchman Lane # 4A Wilmington, VT MLS# 5100662
$499,000
3

Beds

2.1

Baths

1,912

Sq.Ft.

11 Dutchman Lane # 4A

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
The time to sell is now! THE TIME TO SELL IS NOW!
View 66 Upper Oak Hill Road Newfane, VT MLS# 5100634
$579,000
4

Beds

2.0

Baths

1,723

Sq.Ft.

66 Upper Oak Hill Road

Newfane, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 219 Hillcrest Terrace Brattleboro, VT MLS# 5100444
  • Virtual Tour
1 of 36
$729,000
3

Beds

3.0

Baths

3,400

Sq.Ft.

219 Hillcrest Terrace

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 2843 Burrington Hill Whitingham, VT MLS# 5100538
$419,000
3

Beds

3.0

Baths

1,972

Sq.Ft.

2843 Burrington Hill

Whitingham, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 120 Western Avenue Brattleboro, VT MLS# 5100544
$340,000
4

Beds

2.0

Baths

2,745

Sq.Ft.

120 Western Avenue

Brattleboro, VT

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Courtesy of ACORN REAL ESTATE GROUP LLC
View 246 Mann Road Wilmington, VT MLS# 5100124
$249,000
1

Beds

0.0

Baths

468

Sq.Ft.

246 Mann Road

Wilmington, VT

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Courtesy of COHN & COMPANY
View 255 Fitts Road Wardsboro, VT MLS# 5100177
$399,000
3

Beds

1.0

Baths

1,440

Sq.Ft.

255 Fitts Road

Wardsboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 1161 Little Pond Road Londonderry, VT MLS# 5100212
$645,000
4

Beds

3.0

Baths

2,740

Sq.Ft.

1161 Little Pond Road

Londonderry, VT

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Courtesy of WINHALL REAL ESTATE
View Off Robin Hill Road Townshend, VT MLS# 5100462
$39,000
Studio

Beds

0.0

Baths

Off Robin Hill Road

Townshend, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 65 East Birch Road # 43 Stratton, VT MLS# 5099909
$425,000
2

Beds

2.0

Baths

1,110

Sq.Ft.

65 East Birch Road # 43

Stratton, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 136 Oak Grove Avenue Brattleboro, VT MLS# 5100010
$295,000
3

Beds

1.0

Baths

1,350

Sq.Ft.

136 Oak Grove Avenue

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 00 Ryder Pond Road Whitingham, VT MLS# 5100022
$115,000
Studio

Beds

0.0

Baths

00 Ryder Pond Road

Whitingham, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 2903 State Forest Road Townshend, VT MLS# 5100109
$269,400
1

Beds

0.0

Baths

2903 State Forest Road

Townshend, VT

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Courtesy of BELLVILLE REALTY
View 771 Stratton Mountain Access Road # 457 Stratton, VT MLS# 5099488
$735,000
2

Beds

2.0

Baths

1,131

Sq.Ft.

771 Stratton Mountain Access Road # 457

Stratton, VT

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Courtesy of THE HAVEN GROUP
View 715 Chase Road Windham, VT MLS# 5099541
$395,000
4

Beds

2.0

Baths

3,502

Sq.Ft.

715 Chase Road

Windham, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 000 Hinkley Brook Road Grafton, VT MLS# 5099555
$49,900
Studio

Beds

0.0

Baths

000 Hinkley Brook Road

Grafton, VT

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Courtesy of BHG MASIELLO KEENE
View 18 Old Route 9 Searsburg, VT MLS# 5099631
$249,000
2

Beds

1.1

Baths

1,302

Sq.Ft.

18 Old Route 9

Searsburg, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 778 Stratton Mountain Access Road # 2401 Stratton, VT MLS# 5099454
$1,060,000
3

Beds

3.0

Baths

1,587

Sq.Ft.

778 Stratton Mountain Access Road # 2401

Stratton, VT

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Courtesy of STRATTON 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 8/22/2026”

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