Windham Vermont Homes for Sale

556 total properties
View 634 Lower Dover Road Marlboro, VT MLS# 5097953
$2,290,000
5

Beds

3.2

Baths

4,400

Sq.Ft.

634 Lower Dover Road

Marlboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 392 Lake Raponda Road Wilmington, VT MLS# 5089881
$2,195,000
4

Beds

4.0

Baths

3,524

Sq.Ft.

392 Lake Raponda Road

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 121 Fannie Hill Road Wilmington, VT MLS# 5095153
$2,100,000
7

Beds

4.0

Baths

4,256

Sq.Ft.

121 Fannie Hill Road

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
The time to sell is now! THE TIME TO SELL IS NOW!
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 51
$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 152 Lake Raponda Road Wilmington, VT MLS# 5110842
  • Recently Listed
1 of 47
$1,997,000
5

Beds

4.0

Baths

5,757

Sq.Ft.

152 Lake Raponda Road

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
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# 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 420 Ray Hill Road Wilmington, VT MLS# 5104414
$1,725,000
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
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 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 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 395 Alzac Lane Wardsboro, VT MLS# 5111268
  • Recently Listed with Virtual Tour
1 of 60
$1,575,000
3

Beds

2.1

Baths

5,296

Sq.Ft.

395 Alzac Lane

Wardsboro, VT

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Courtesy of EXP 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 of 44
OPEN HOUSE: Saturday 10/10 10:00 AM - 12:00 PM
$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
$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 10/6/2026”

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