Windham Vermont Homes for Sale

403 total properties
View 1511 East Dover Road Wardsboro, VT MLS# 5082738
$374,000
1

Beds

1.0

Baths

800

Sq.Ft.

1511 East Dover Road

Wardsboro, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 0 Hunt Road Wardsboro, VT MLS# 5082739
$59,000
Studio

Beds

0.0

Baths

0 Hunt Road

Wardsboro, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 78 Captain Copeland Road # Lot #2 East Dover, VT MLS# 5082385
$99,000
Studio

Beds

0.0

Baths

78 Captain Copeland Road # Lot #2

East Dover, VT

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Courtesy of WINHALL REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 104 Juniper Ridge Road Brattleboro, VT MLS# 5082195
$795,000
4

Beds

3.1

Baths

3,212

Sq.Ft.

104 Juniper Ridge Road

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 4769 Pikes Falls Road Jamaica, VT MLS# 5082210
$195,000

4769 Pikes Falls Road

Jamaica, VT

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Courtesy of EXP REALTY
View 151 Townshend Road Grafton, VT MLS# 5082229
$999,000
6

Beds

4.1

Baths

5,828

Sq.Ft.

151 Townshend Road

Grafton, VT

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Courtesy of KW VERMONT
View 11 Strawberry Hill Brattleboro, VT MLS# 5082239
  • Virtual Tour
1 of 37
$639,000
4

Beds

2.1

Baths

2,573

Sq.Ft.

11 Strawberry Hill

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 404 Fox Mt Road # M404 Wilmington, VT MLS# 5082241
$55,000
Studio

Beds

0.0

Baths

404 Fox Mt Road # M404

Wilmington, VT

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Courtesy of CHIMNEY HILL REALTY
View 198 East Hill Road Wardsboro, VT MLS# 5082327
$650,000
3

Beds

2.0

Baths

1,722

Sq.Ft.

198 East Hill Road

Wardsboro, VT

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Courtesy of LOWE'S REAL ESTATE, LLC
View Forrester Road Jamaica, VT MLS# 5082418
$1,450,000
Studio

Beds

0.0

Baths

Forrester Road

Jamaica, VT

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Courtesy of LOWE'S REAL ESTATE, LLC
View 1829 West Jamaica Road Jamaica, VT MLS# 5082108
$319,000
3

Beds

2.0

Baths

1,310

Sq.Ft.

1829 West Jamaica Road

Jamaica, VT

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Courtesy of CUMMINGS & CO
View 429 VT Route 30 Newfane, VT MLS# 5082153
$260,000
2

Beds

1.0

Baths

1,010

Sq.Ft.

429 VT Route 30

Newfane, VT

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Courtesy of ACORN REAL ESTATE GROUP LLC
View 556 Saw Mill Road Wardsboro, VT MLS# 5082001
$619,000
4

Beds

4.0

Baths

3,354

Sq.Ft.

556 Saw Mill Road

Wardsboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 137 Stratton Arlington Road Wardsboro, VT MLS# 5083153
$495,000
4

Beds

1.1

Baths

2,100

Sq.Ft.

137 Stratton Arlington Road

Wardsboro, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 28 Upper Howes Way # 00CHA028.000 Wilmington, VT MLS# 5081925
$25,000
Studio

Beds

0.0

Baths

28 Upper Howes Way # 00CHA028.000

Wilmington, VT

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Courtesy of CHIMNEY HILL REALTY
View 72 Morningside Commons Brattleboro, VT MLS# 5081559
$244,900
2

Beds

1.1

Baths

1,056

Sq.Ft.

72 Morningside Commons

Brattleboro, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 5 Hillwinds North Brattleboro, VT MLS# 5081610
$795,000
4

Beds

2.2

Baths

3,600

Sq.Ft.

5 Hillwinds North

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 0 Crane Mt Road # Lot # 2 Townshend, VT MLS# 5081636
$72,000
Studio

Beds

0.0

Baths

0 Crane Mt Road # Lot # 2

Townshend, VT

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Courtesy of BARRETT & VALLEY ASSOC. INC
View 587 VT Route 121 East Grafton, VT MLS# 5081734
  • Virtual Tour
1 of 58
$720,000
4

Beds

3.0

Baths

4,379

Sq.Ft.

587 VT Route 121 East

Grafton, VT

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Courtesy of ENGEL & VOLKERS OKEMO
View 206 Smith Road Jamaica, VT MLS# 5082980
$89,900
4

Beds

2.0

Baths

1,902

Sq.Ft.

206 Smith Road

Jamaica, 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 5/16/2026”

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