Windham Vermont Homes for Sale

371 total properties
View 89A Sun Bowl Ridge Road # 89A Stratton, VT MLS# 5071361
  • Virtual Tour
Save 89A Sun Bowl Ridge Road # 89A Stratton, VT MLS# 5071361
1 of 33
$1,760,000
4

Beds

3.1

Baths

2,698

Sq.Ft.

89A Sun Bowl Ridge Road # 89A

Stratton, VT

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Courtesy of STRATTON REAL ESTATE
View 148B Sun Bowl Ridge Road # 148B Stratton, VT MLS# 5012015
Save 148B Sun Bowl Ridge Road # 148B Stratton, VT MLS# 5012015
1 of 31
$1,750,000
4

Beds

3.1

Baths

2,698

Sq.Ft.

148B Sun Bowl Ridge Road # 148B

Stratton, VT

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Courtesy of STRATTON REAL ESTATE
View 4669 Vermont Rte 100 Londonderry, VT MLS# 5077331
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Save 4669 Vermont Rte 100 Londonderry, VT MLS# 5077331
1 of 39
$1,750,000
7

Beds

5.0

Baths

4,649

Sq.Ft.

4669 Vermont Rte 100

Londonderry, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
The time to sell is now! THE TIME TO SELL IS NOW!
View 122B Sun Bowl Ridge Road Stratton, VT MLS# 5062456
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Save 122B Sun Bowl Ridge Road Stratton, VT MLS# 5062456
1 of 52
$1,725,000
4

Beds

3.1

Baths

2,698

Sq.Ft.

122B Sun Bowl Ridge Road

Stratton, VT

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Courtesy of STRATTON REAL ESTATE
View 43 Middle Ridge Road # #415 Stratton, VT MLS# 5052439
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Save 43 Middle Ridge Road # #415 Stratton, VT MLS# 5052439
1 of 28
$1,700,000
4

Beds

3.1

Baths

2,363

Sq.Ft.

43 Middle Ridge Road # #415

Stratton, VT

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Courtesy of STRATTON REAL ESTATE
View 197 Lake Raponda Road Wilmington, VT MLS# 5072561
Save 197 Lake Raponda Road Wilmington, VT MLS# 5072561
1 of 32
$1,697,000
4

Beds

3.0

Baths

2,420

Sq.Ft.

197 Lake Raponda Road

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 251 Pratt Bridge Road Jamaica, VT MLS# 5049390
Save 251 Pratt Bridge Road Jamaica, VT MLS# 5049390
1 of 40
$1,695,000
7

Beds

7.1

Baths

8,364

Sq.Ft.

251 Pratt Bridge Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 207 Brooks Lane Londonderry, VT MLS# 4971327
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Save 207 Brooks Lane Londonderry, VT MLS# 4971327
1 of 40
$1,650,000
9

Beds

7.0

Baths

8,054

Sq.Ft.

207 Brooks Lane

Londonderry, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 487 Vermont Route 100 Londonderry, VT MLS# 5065193
Save 487 Vermont Route 100 Londonderry, VT MLS# 5065193
1 of 41
$1,495,000
4

Beds

3.1

Baths

4,153

Sq.Ft.

487 Vermont Route 100

Londonderry, VT

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Courtesy of STRATTON REAL ESTATE
View 224 Cobble Ridge Road Londonderry, VT MLS# 5065002
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Save 224 Cobble Ridge Road Londonderry, VT MLS# 5065002
1 of 45
$1,470,000
5

Beds

4.1

Baths

5,160

Sq.Ft.

224 Cobble Ridge Road

Londonderry, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 4427 West Hill Road South Jamaica, VT MLS# 5067060
Save 4427 West Hill Road South Jamaica, VT MLS# 5067060
1 of 38
$1,450,000
5

Beds

3.1

Baths

3,040

Sq.Ft.

4427 West Hill Road South

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 286 Coldbrook Road Wilmington, VT MLS# 5073006
  • New Construction
Save 286 Coldbrook Road Wilmington, VT MLS# 5073006
1 of 16
$1,400,000
4

Beds

4.1

Baths

3,844

Sq.Ft.

286 Coldbrook Road

Wilmington, VT

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Courtesy of REAL BROKER LLC
View 942 Putney Road Brattleboro, VT MLS# 5033985
Save 942 Putney Road Brattleboro, VT MLS# 5033985
1 of 17
$1,395,000
1,426

Sq.Ft.

942 Putney Road

Brattleboro, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 7C Woodfern Run Stratton, VT MLS# 5078465
Save 7C Woodfern Run Stratton, VT MLS# 5078465
1 of 33
$1,350,000
4

Beds

4.0

Baths

2,377

Sq.Ft.

7C Woodfern Run

Stratton, VT

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Courtesy of TPW REAL ESTATE
View 135 Fred Houghton Road Putney, VT MLS# 5074468
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Save 135 Fred Houghton Road Putney, VT MLS# 5074468
1 of 60
$1,345,000
3

Beds

3.0

Baths

2,824

Sq.Ft.

135 Fred Houghton Road

Putney, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 51 Village Square Stratton, VT MLS# 5056927
Save 51 Village Square Stratton, VT MLS# 5056927
1 of 59
$1,300,000
4

Beds

2.0

Baths

1,900

Sq.Ft.

51 Village Square

Stratton, VT

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Courtesy of WOHLER REALTY GROUP
View 23 Main Street Wardsboro, VT MLS# 5068110
Save 23 Main Street Wardsboro, VT MLS# 5068110
1 of 58
$1,300,000
7,633

Sq.Ft.

23 Main Street

Wardsboro, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 732 Under the Mountain Road Londonderry, VT MLS# 5043818
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Save 732 Under the Mountain Road Londonderry, VT MLS# 5043818
1 of 60
$1,250,000
4

Beds

3.1

Baths

3,516

Sq.Ft.

732 Under the Mountain Road

Londonderry, VT

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Courtesy of MARY MITCHELL MILLER REAL ESTATE
View 917 US Route 5 Dummerston, VT MLS# 5078748
  • Recently Listed
Save 917 US Route 5 Dummerston, VT MLS# 5078748
1 of 22
$1,190,000
24,078

Sq.Ft.

917 US Route 5

Dummerston, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 69-71 Elliot Street Brattleboro, VT MLS# 5041417
Save 69-71 Elliot Street Brattleboro, VT MLS# 5041417
1 of 23
$1,150,000
6,443

Sq.Ft.

69-71 Elliot Street

Brattleboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP

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 3/24/2026”

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