Windham Vermont Homes for Sale

537 total properties

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0 Clayton Lane Jamaica, VT MLS# 5094564 - Image 1

1 of 1

$2,500

Studio

Beds

0.0

Baths

0 Clayton Lane

Jamaica, VT

Courtesy of WINHALL REAL ESTATE

Smead Road Wardsboro, VT MLS# 5097619 - Image 1

Smead Road Wardsboro, VT MLS# 5097619 - Image 2

Smead Road Wardsboro, VT MLS# 5097619 - Image 3

Smead Road Wardsboro, VT MLS# 5097619 - Image 4

Smead Road Wardsboro, VT MLS# 5097619 - Image 5

Smead Road Wardsboro, VT MLS# 5097619 - Image 6

Smead Road Wardsboro, VT MLS# 5097619 - Image 7

1 of 7

$20,000

Studio

Beds

0.0

Baths

Smead Road

Wardsboro, VT

Courtesy of SOUTHERN VERMONT REALTY GROUP

28 Upper Howes Way # 00CHA028.000 Wilmington, VT MLS# 5081925 - Image 1

1 of 1

$25,000

Studio

Beds

0.0

Baths

28 Upper Howes Way # 00CHA028.000

Wilmington, VT

Courtesy of CHIMNEY HILL REALTY

THE TIME TO SELL IS NOW!

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 1

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 2

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 3

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 4

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 5

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 6

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 7

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 8

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 9

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 10

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 11

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 12

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 13

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 14

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 15

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 16

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 17

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 18

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 19

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 20

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 21

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 22

118 High Top Road # B-118 Wilmington, VT MLS# 5101005 - Image 23

1 of 23

$30,000

Studio

Beds

0.0

Baths

118 High Top Road # B-118

Wilmington, VT

Courtesy of CHIMNEY HILL REALTY

0 Boardman Loop Wardsboro, VT MLS# 4999194 - Image 1

0 Boardman Loop Wardsboro, VT MLS# 4999194 - Image 2

0 Boardman Loop Wardsboro, VT MLS# 4999194 - Image 3

0 Boardman Loop Wardsboro, VT MLS# 4999194 - Image 4

0 Boardman Loop Wardsboro, VT MLS# 4999194 - Image 5

0 Boardman Loop Wardsboro, VT MLS# 4999194 - Image 6

1 of 6

$35,000

Studio

Beds

0.0

Baths

0 Boardman Loop

Wardsboro, VT

Courtesy of BRATTLEBORO AREA REALTY

8 Two Brook Road Wilmington, VT MLS# 5101723 - Image 1

8 Two Brook Road Wilmington, VT MLS# 5101723 - Image 2

8 Two Brook Road Wilmington, VT MLS# 5101723 - Image 3

8 Two Brook Road Wilmington, VT MLS# 5101723 - Image 4

1 of 4

$35,000

Studio

Beds

0.0

Baths

8 Two Brook Road

Wilmington, VT

Courtesy of DEERFIELD VALLEY REAL ESTATE

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 1

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 2

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 3

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 4

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 5

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 6

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 7

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 8

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 9

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 10

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 11

14 Brickyard Road East Dover, VT MLS# 5067799 - Image 12

1 of 12

$36,999

Studio

Beds

0.0

Baths

14 Brickyard Road

East Dover, VT

Courtesy of OWNERENTRY.COM

0 East Dover Road Wardsboro, VT MLS# 5082739 - Image 1

0 East Dover Road Wardsboro, VT MLS# 5082739 - Image 2

0 East Dover Road Wardsboro, VT MLS# 5082739 - Image 3

0 East Dover Road Wardsboro, VT MLS# 5082739 - Image 4

1 of 4

$37,000

Studio

Beds

0.0

Baths

0 East Dover Road

Wardsboro, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 1

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 2

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 3

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 4

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 5

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 6

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 7

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 8

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 9

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 10

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 11

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 12

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 13

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 14

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 15

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 16

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 17

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 18

Off Robin Hill Road Townshend, VT MLS# 5100462 - Image 19

1 of 19

$39,000

Studio

Beds

0.0

Baths

Off Robin Hill Road

Townshend, VT

Courtesy of BHG MASIELLO BRATTLEBORO

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 1

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 2

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 3

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 4

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 5

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 6

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 7

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 8

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 9

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 10

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 11

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 12

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 13

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 14

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 15

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 16

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 17

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 18

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 19

8 Dorf Auf Radar Road Wilmington, VT MLS# 5084457 - Image 20

1 of 20

$39,900

Beds

1.0

Baths

530

Sq.Ft.

8 Dorf Auf Radar Road

Wilmington, VT

Courtesy of BRATTLEBORO AREA REALTY

45 Mowing Way Wilmington, VT MLS# 5093094 - Image 1

1 of 1

$45,000

Studio

Beds

0.0

Baths

45 Mowing Way

Wilmington, VT

Courtesy of BERKLEY & VELLER GREENWOOD/DOVER

0 Edie Lane # 68 Jamaica, VT MLS# 5094562 - Image 1

1 of 1

$45,000

Studio

Beds

0.0

Baths

0 Edie Lane # 68

Jamaica, VT

Courtesy of WINHALL REAL ESTATE

0 West Hill Road # 39 Jamaica, VT MLS# 5094563 - Image 1

1 of 1

$45,000

Studio

Beds

0.0

Baths

0 West Hill Road # 39

Jamaica, VT

Courtesy of WINHALL REAL ESTATE

00 Kidder Hill Road Grafton, VT MLS# 5101930 - Image 1

00 Kidder Hill Road Grafton, VT MLS# 5101930 - Image 2

00 Kidder Hill Road Grafton, VT MLS# 5101930 - Image 3

00 Kidder Hill Road Grafton, VT MLS# 5101930 - Image 4

1 of 4

$45,000

Studio

Beds

0.0

Baths

00 Kidder Hill Road

Grafton, VT

Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 1

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 2

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 3

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 4

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 5

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 6

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 7

0 Cooke Road Brattleboro, VT MLS# 5068751 - Image 8

1 of 8

$48,000

Studio

Beds

0.0

Baths

0 Cooke Road

Brattleboro, VT

Courtesy of BRATTLEBORO AREA REALTY

Penny Avenue Stratton, VT MLS# 5104876 - Image 1

Penny Avenue Stratton, VT MLS# 5104876 - Image 2

Penny Avenue Stratton, VT MLS# 5104876 - Image 3

Penny Avenue Stratton, VT MLS# 5104876 - Image 4

Penny Avenue Stratton, VT MLS# 5104876 - Image 5

Penny Avenue Stratton, VT MLS# 5104876 - Image 6

Penny Avenue Stratton, VT MLS# 5104876 - Image 7

Penny Avenue Stratton, VT MLS# 5104876 - Image 8

Penny Avenue Stratton, VT MLS# 5104876 - Image 9

Recently Listed

1 of 9

$49,000

Studio

Beds

0.0

Baths

Penny Avenue

Stratton, VT

Courtesy of STRATTON REAL ESTATE

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 1

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 2

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 3

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 4

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 5

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 6

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 7

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 8

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 9

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 10

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 11

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 12

0 Honeycomb Hill Marlboro, VT MLS# 5042644 - Image 13

1 of 13

$49,900

Studio

Beds

0.0

Baths

0 Honeycomb Hill

Marlboro, VT

Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

000 Hinkley Brook Road Grafton, VT MLS# 5099555 - Image 1

000 Hinkley Brook Road Grafton, VT MLS# 5099555 - Image 2

000 Hinkley Brook Road Grafton, VT MLS# 5099555 - Image 3

000 Hinkley Brook Road Grafton, VT MLS# 5099555 - Image 4

1 of 4

$49,900

Studio

Beds

0.0

Baths

000 Hinkley Brook Road

Grafton, VT

Courtesy of BHG MASIELLO KEENE

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 1

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 2

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 3

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 4

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 5

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 6

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 7

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 8

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 9

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 10

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 11

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 12

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 13

41 Country Club Road Wilmington, VT MLS# 5087971 - Image 14

1 of 14

$50,000

Studio

Beds

0.0

Baths

41 Country Club Road

Wilmington, VT

Courtesy of DEERFIELD VALLEY REAL ESTATE

non Pikes Falls Road # 000H-3 Jamaica, VT MLS# 5094910 - Image 1

1 of 1

$50,000

Studio

Beds

0.0

Baths

non Pikes Falls Road # 000H-3

Jamaica, VT

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 8/19/2026”

Trends Information provided by ATTOM Data Solutions.

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Windham Vermont Homes for Sale

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Windham Vermont Homes for Sale