Windham Vermont Homes for Sale

405 total properties
View 233 Poverty Row Whitingham, VT MLS# 5047890
Save 233 Poverty Row Whitingham, VT MLS# 5047890
1 of 34
$699,000
3

Beds

4.0

Baths

3,796

Sq.Ft.

233 Poverty Row

Whitingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506
  • Recently Listed
Save 423 and 435 Marlboro Road Brattleboro, VT MLS# 5086506
1 of 27
$695,000
10,888

Sq.Ft.

423 and 435 Marlboro Road

Brattleboro, VT

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Courtesy of RE/MAX TOWN & COUNTRY
View 341 Under The Mountain Road Londonderry, VT MLS# 5053705
Save 341 Under The Mountain Road Londonderry, VT MLS# 5053705
1 of 37
$690,000
5

Beds

3.0

Baths

2,635

Sq.Ft.

341 Under The Mountain Road

Londonderry, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 311 Laurel Ledges Vernon, VT MLS# 5075007
Save 311 Laurel Ledges Vernon, VT MLS# 5075007
1 of 21
$685,000
4

Beds

2.1

Baths

5,646

Sq.Ft.

311 Laurel Ledges

Vernon, VT

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Courtesy of DEREK GREENE
View 47 Oak Hill Drive Dummerston, VT MLS# 5083747
Save 47 Oak Hill Drive Dummerston, VT MLS# 5083747
1 of 40
$675,000
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 56 Whitetail Drive Vernon, VT MLS# 5076475
  • Virtual Tour
Save 56 Whitetail Drive Vernon, VT MLS# 5076475
1 of 60
$674,950
3

Beds

2.1

Baths

2,386

Sq.Ft.

56 Whitetail Drive

Vernon, VT

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Courtesy of RE/MAX HERITAGE
View West Hill Road Jamaica, VT MLS# 5021448
Save West Hill Road Jamaica, VT MLS# 5021448
1 of 15
$650,000
Studio

Beds

0.0

Baths

West Hill Road

Jamaica, VT

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Courtesy of FOUNTAINS LAND INC.
View 23 Brook Road Rockingham, VT MLS# 5052881
Save 23 Brook Road Rockingham, VT MLS# 5052881
1 of 60
$650,000
4

Beds

2.2

Baths

2,978

Sq.Ft.

23 Brook Road

Rockingham, VT

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Courtesy of BHG MASIELLO KEENE
View 299 Sunset Lake Road Brattleboro, VT MLS# 5074103
Save 299 Sunset Lake Road Brattleboro, VT MLS# 5074103
1 of 42
$650,000
3

Beds

2.1

Baths

1,995

Sq.Ft.

299 Sunset Lake Road

Brattleboro, VT

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Courtesy of ACORN REAL ESTATE GROUP LLC
View 198 East Hill Road Wardsboro, VT MLS# 5082327
Save 198 East Hill Road Wardsboro, VT MLS# 5082327
1 of 39
$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 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 559 Parker Hill Road Rockingham, VT MLS# 5087641
  • Recently Listed
Save 559 Parker Hill Road Rockingham, VT MLS# 5087641
1 of 57
$650,000
2

Beds

2.1

Baths

2,000

Sq.Ft.

559 Parker Hill Road

Rockingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 1161 Little Pond Road Londonderry, VT MLS# 5073759
Save 1161 Little Pond Road Londonderry, VT MLS# 5073759
1 of 54
$649,000
6

Beds

3.0

Baths

2,740

Sq.Ft.

1161 Little Pond Road

Londonderry, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
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 774 Stratton Arlington Road Stratton, VT MLS# 5064604
Save 774 Stratton Arlington Road Stratton, VT MLS# 5064604
1 of 48
$639,000
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 11 Strawberry Hill Brattleboro, VT MLS# 5082239
  • Virtual Tour
Save 11 Strawberry Hill Brattleboro, VT MLS# 5082239
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 15 Bills Road Stratton, VT MLS# 5079418
Save 15 Bills Road Stratton, VT MLS# 5079418
1 of 43
$625,000
4

Beds

3.0

Baths

2,600

Sq.Ft.

15 Bills Road

Stratton, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 143 Hillwinds Road Brattleboro, VT MLS# 5082786
Save 143 Hillwinds Road Brattleboro, VT MLS# 5082786
1 of 46
$625,000
5

Beds

3.1

Baths

2,520

Sq.Ft.

143 Hillwinds Road

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 556 Saw Mill Road Wardsboro, VT MLS# 5082001
Save 556 Saw Mill Road Wardsboro, VT MLS# 5082001
1 of 34
$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 39 Stoney Brook Road Londonderry, VT MLS# 5088719
  • Recently Listed
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

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 5/17/2026”

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