Windham Vermont Homes for Sale

535 total properties
View 32 Steep Hill Road Wilmington, VT MLS# 5097683
$1,998,000
5

Beds

4.1

Baths

4,200

Sq.Ft.

32 Steep Hill Road

Wilmington, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 14 Talon Drive Stratton, VT MLS# 5098914
  • Virtual Tour
1 of 52
$1,997,000
4

Beds

4.1

Baths

3,631

Sq.Ft.

14 Talon Drive

Stratton, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 420 Ray Hill Road Wilmington, VT MLS# 5104414
  • Recently Listed
1 of 47
$1,995,000
6

Beds

6.1

Baths

5,545

Sq.Ft.

420 Ray Hill Road

Wilmington, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 183 Old Mill Lane Wilmington, VT MLS# 5093960
$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
$1,800,000
7,564

Sq.Ft.

95 Middletown Road

Londonderry, VT

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Courtesy of NATHAN AUCTION & REAL ESTATE INC.
View 95 Middletown Road Londonderry, VT MLS# 5087347
$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 74 N Brookwood Road Stratton, VT MLS# 5088735
$1,795,000
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 197 Lake Raponda Road Wilmington, VT MLS# 5072561
$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
$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
$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
$1,625,000
10,284

Sq.Ft.

4 Court Street

Newfane, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 4 Court Street Newfane, VT MLS# 5102622
  • Recently Listed
1 of 45
$1,625,000
15

Beds

10.0

Baths

12,845

Sq.Ft.

4 Court Street

Newfane, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 3 Eldredge Road Rockingham, VT MLS# 5101931
  • Virtual Tour
1 of 60
$1,600,000
5

Beds

5.0

Baths

6,118

Sq.Ft.

3 Eldredge Road

Rockingham, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 314 Putnam Forest Road Grafton, VT MLS# 5062867
  • Virtual Tour
1 of 44
$1,575,000
5

Beds

4.0

Baths

4,099

Sq.Ft.

314 Putnam Forest Road

Grafton, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 251 Pratt Bridge Road Jamaica, VT MLS# 5097566
$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
$1,500,000
8,364

Sq.Ft.

251 Pratt Bridge Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 4669 Vermont Rte 100 Londonderry, VT MLS# 5077331
  • Virtual Tour
1 of 41
$1,498,500
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 53 Hickory Ridge Road South Putney, VT MLS# 5091196
$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
$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 53 Hickory Ridge Road South Putney, VT MLS# 5103109
  • Recently Listed with Virtual Tour
1 of 46
$1,475,000
6,292

Sq.Ft.

53 Hickory Ridge Road South

Putney, 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 8/20/2026”

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