Windham Vermont Homes for Sale

496 total properties
View 74 N Brookwood Road Stratton, VT MLS# 5088735
Save 74 N Brookwood Road Stratton, VT MLS# 5088735
1 of 32
$1,975,000
4

Beds

3.0

Baths

3,212

Sq.Ft.

74 N Brookwood Road

Stratton, VT

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Courtesy of WWW.FLATFEEMLS4FREE.COM
View 183 Old Mill Lane Wilmington, VT MLS# 5093960
Save 183 Old Mill Lane Wilmington, VT MLS# 5093960
1 of 43
$1,975,000
5

Beds

4.1

Baths

5,063

Sq.Ft.

183 Old Mill Lane

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 95 Middletown Road Londonderry, VT MLS# 5064182
Save 95 Middletown Road Londonderry, VT MLS# 5064182
1 of 53
$1,800,000
7,564

Sq.Ft.

95 Middletown Road

Londonderry, VT

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Courtesy of NATHAN AUCTION & REAL ESTATE INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 95 Middletown Road Londonderry, VT MLS# 5087347
Save 95 Middletown Road Londonderry, VT MLS# 5087347
1 of 50
$1,800,000
4

Beds

3.2

Baths

4,853

Sq.Ft.

95 Middletown Road

Londonderry, VT

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Courtesy of NATHAN AUCTION & REAL ESTATE INC.
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 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 161 Depot Road Newfane, VT MLS# 5092566
Save 161 Depot Road Newfane, VT MLS# 5092566
1 of 48
$1,650,000
4

Beds

3.1

Baths

3,268

Sq.Ft.

161 Depot Road

Newfane, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 874 Middletown Road Grafton, VT MLS# 5094211
  • Recently Listed
Save 874 Middletown Road Grafton, VT MLS# 5094211
1 of 33
$1,650,000
5

Beds

2.1

Baths

4,443

Sq.Ft.

874 Middletown Road

Grafton, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
View 4 Court Street Newfane, VT MLS# 5094214
  • Recently Listed
Save 4 Court Street Newfane, VT MLS# 5094214
1 of 60
$1,625,000
10,284

Sq.Ft.

4 Court Street

Newfane, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 4669 Vermont Rte 100 Londonderry, VT MLS# 5077331
  • Virtual Tour
Save 4669 Vermont Rte 100 Londonderry, VT MLS# 5077331
1 of 41
$1,600,000
7

Beds

5.0

Baths

4,649

Sq.Ft.

4669 Vermont Rte 100

Londonderry, VT

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Courtesy of LANDVEST, INC/WOODSTOCK
View 47B Sun Bowl Ridge Road Stratton, VT MLS# 5094576
Save 47B Sun Bowl Ridge Road Stratton, VT MLS# 5094576
1 of 39
$1,590,000
4

Beds

3.1

Baths

2,698

Sq.Ft.

47B Sun Bowl Ridge Road

Stratton, VT

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Courtesy of TPW REAL ESTATE
View 251 Pratt Bridge Road Jamaica, VT MLS# 5097566
  • Recently Listed
Save 251 Pratt Bridge Road Jamaica, VT MLS# 5097566
1 of 40
$1,500,000
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 251 Pratt Bridge Road Jamaica, VT MLS# 5097569
  • Recently Listed
Save 251 Pratt Bridge Road Jamaica, VT MLS# 5097569
1 of 40
$1,500,000
8,364

Sq.Ft.

251 Pratt Bridge Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 43 Middle Ridge Road # #415 Stratton, VT MLS# 5052439
  • Virtual Tour
Save 43 Middle Ridge Road # #415 Stratton, VT MLS# 5052439
1 of 28
$1,495,000
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 53 Hickory Ridge Road South Putney, VT MLS# 5091196
  • Virtual Tour
Save 53 Hickory Ridge Road South Putney, VT MLS# 5091196
1 of 45
$1,475,000
7

Beds

6.0

Baths

6,292

Sq.Ft.

53 Hickory Ridge Road South

Putney, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 691 Black Bear Road Jamaica, VT MLS# 5095401
  • Recently Listed
Save 691 Black Bear Road Jamaica, VT MLS# 5095401
1 of 44
$1,475,000
2

Beds

2.0

Baths

1,601

Sq.Ft.

691 Black Bear Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View Forrester Road Jamaica, VT MLS# 5082418
Save Forrester Road Jamaica, VT MLS# 5082418
1 of 27
$1,450,000
Studio

Beds

0.0

Baths

Forrester Road

Jamaica, VT

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Courtesy of LOWE'S REAL ESTATE, LLC
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 1845 Hatch School Road Halifax, VT MLS# 5095368
  • Recently Listed
Save 1845 Hatch School Road Halifax, VT MLS# 5095368
1 of 52
OPEN HOUSE: Sunday 7/5 10:00 AM - 1:00 PM
$1,400,000
4

Beds

3.1

Baths

3,536

Sq.Ft.

1845 Hatch School Road

Halifax, VT

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Courtesy of REAL BROKER LLC
View 224 Cobble Ridge Road Londonderry, VT MLS# 5095311
  • Recently Listed
Save 224 Cobble Ridge Road Londonderry, VT MLS# 5095311
1 of 43
$1,392,000
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

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 7/2/2026”

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