Windham Vermont Homes for Sale

505 total properties
View 47 Oak Hill Drive Dummerston, VT MLS# 5083747
Save 47 Oak Hill Drive Dummerston, VT MLS# 5083747
1 of 40
$665,000
3

Beds

2.0

Baths

2,100

Sq.Ft.

47 Oak Hill Drive

Dummerston, VT

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Courtesy of ACORN REAL ESTATE GROUP LLC
View 75 Westminster Road Putney, VT MLS# 5084263
Save 75 Westminster Road Putney, VT MLS# 5084263
1 of 60
$650,000
4

Beds

3.0

Baths

2,408

Sq.Ft.

75 Westminster Road

Putney, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 49 View Point Road Putney, VT MLS# 5086845
Save 49 View Point Road Putney, VT MLS# 5086845
1 of 58
$650,000
5

Beds

3.1

Baths

2,789

Sq.Ft.

49 View Point Road

Putney, VT

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Courtesy of FLEX REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 177 Alwin Lane Jamaica, VT MLS# 5094046
  • Virtual Tour
Save 177 Alwin Lane Jamaica, VT MLS# 5094046
1 of 36
$650,000
3

Beds

3.1

Baths

2,678

Sq.Ft.

177 Alwin Lane

Jamaica, VT

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Courtesy of THE HAVEN GROUP
View 300 Route 121 Grafton, VT MLS# 5078071
  • Virtual Tour
Save 300 Route 121 Grafton, VT MLS# 5078071
1 of 50
$649,900
3

Beds

2.0

Baths

2,450

Sq.Ft.

300 Route 121

Grafton, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 800 Hubbard Hill Halifax, VT MLS# 5092490
Save 800 Hubbard Hill Halifax, VT MLS# 5092490
1 of 55
$649,500
3

Beds

2.1

Baths

2,520

Sq.Ft.

800 Hubbard Hill

Halifax, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 792 Stratton Mtn Access Road # 4310 Stratton, VT MLS# 5077320
  • Virtual Tour
Save 792 Stratton Mtn Access Road # 4310 Stratton, VT MLS# 5077320
1 of 14
$649,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

792 Stratton Mtn Access Road # 4310

Stratton, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 28 Styles Branch Road # 305 Stratton, VT MLS# 5097576
  • Recently Listed
Save 28 Styles Branch Road # 305 Stratton, VT MLS# 5097576
1 of 31
$649,000
3

Beds

2.1

Baths

1,650

Sq.Ft.

28 Styles Branch Road # 305

Stratton, VT

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Courtesy of WINHALL REAL ESTATE
View 227 West Jamaica Road Stratton, VT MLS# 5094511
  • Virtual Tour
Save 227 West Jamaica Road Stratton, VT MLS# 5094511
1 of 45
$648,000
3

Beds

2.0

Baths

1,920

Sq.Ft.

227 West Jamaica Road

Stratton, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 198 East Hill Road Wardsboro, VT MLS# 5082327
Save 198 East Hill Road Wardsboro, VT MLS# 5082327
1 of 39
$639,000
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 187 Poverty Row Whitingham, VT MLS# 5093664
Save 187 Poverty Row Whitingham, VT MLS# 5093664
1 of 52
$629,900
3

Beds

2.0

Baths

2,048

Sq.Ft.

187 Poverty Row

Whitingham, VT

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Courtesy of LAMACCHIA REALTY INC.
View 774 Stratton Arlington Road Stratton, VT MLS# 5064604
Save 774 Stratton Arlington Road Stratton, VT MLS# 5064604
1 of 48
$629,000
3

Beds

2.1

Baths

2,329

Sq.Ft.

774 Stratton Arlington Road

Stratton, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 58 Stone Hollow Road Londonderry, VT MLS# 5095764
  • Recently Listed with Virtual Tour
Save 58 Stone Hollow Road Londonderry, VT MLS# 5095764
1 of 51
$615,000
3

Beds

2.0

Baths

1,704

Sq.Ft.

58 Stone Hollow Road

Londonderry, VT

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Courtesy of CUMMINGS & CO
View 39 Stoney Brook Road Londonderry, VT MLS# 5088719
Save 39 Stoney Brook Road Londonderry, VT MLS# 5088719
1 of 51
$610,000
3

Beds

3.1

Baths

2,894

Sq.Ft.

39 Stoney Brook Road

Londonderry, VT

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Courtesy of TPW REAL ESTATE
View 53 Country Lane Wardsboro, VT MLS# 5090511
  • Virtual Tour
Save 53 Country Lane Wardsboro, VT MLS# 5090511
1 of 39
$610,000
4

Beds

3.0

Baths

3,700

Sq.Ft.

53 Country Lane

Wardsboro, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 4448 Route 100 Wardsboro, VT MLS# 5065488
Save 4448 Route 100 Wardsboro, VT MLS# 5065488
1 of 33
$599,000
4

Beds

3.0

Baths

2,775

Sq.Ft.

4448 Route 100

Wardsboro, VT

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Courtesy of LOWE'S REAL ESTATE, LLC
View 673 VT Rte 121 East Grafton, VT MLS# 5074888
Save 673 VT Rte 121 East Grafton, VT MLS# 5074888
1 of 58
$599,000
5

Beds

2.1

Baths

3,000

Sq.Ft.

673 VT Rte 121 East

Grafton, VT

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Courtesy of BARRETT & VALLEY ASSOC. INC
View 556 Saw Mill Road Wardsboro, VT MLS# 5082001
Save 556 Saw Mill Road Wardsboro, VT MLS# 5082001
1 of 36
$599,000
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 54 East Dover Road Wilmington, VT MLS# 4902424
Save 54 East Dover Road Wilmington, VT MLS# 4902424
1 of 39
$595,000
10,924

Sq.Ft.

54 East Dover Road

Wilmington, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 171 Green Meadow Brattleboro, VT MLS# 5086904
Save 171 Green Meadow Brattleboro, VT MLS# 5086904
1 of 37
$595,000
3

Beds

3.0

Baths

2,172

Sq.Ft.

171 Green Meadow

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY

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 7/7/2026”

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