Windham Vermont Homes for Sale

495 total properties
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
View 487 Vermont Route 100 Londonderry, VT MLS# 5089929
Save 487 Vermont Route 100 Londonderry, VT MLS# 5089929
1 of 41
$1,385,000
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 131,133,141 Green Street Brattleboro, VT MLS# 5093440
Save 131,133,141 Green Street Brattleboro, VT MLS# 5093440
1 of 26
$1,350,000
Studio

Beds

0.0

Baths

7,660

Sq.Ft.

131,133,141 Green Street

Brattleboro, VT

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Courtesy of BELLVILLE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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 580 Cross Road Londonderry, VT MLS# 5090584
Save 580 Cross Road Londonderry, VT MLS# 5090584
1 of 60
$1,300,000
4

Beds

3.0

Baths

2,700

Sq.Ft.

580 Cross Road

Londonderry, VT

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Courtesy of WOHLER REALTY GROUP
View 4427 West Hill Road South Jamaica, VT MLS# 5090616
Save 4427 West Hill Road South Jamaica, VT MLS# 5090616
1 of 36
$1,295,000
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 732 Under the Mountain Road Londonderry, VT MLS# 5043818
  • Virtual Tour
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 78 Middle Ridge Road # 307 Stratton, VT MLS# 5095688
Save 78 Middle Ridge Road # 307 Stratton, VT MLS# 5095688
1 of 1
$1,250,000
3

Beds

3.0

Baths

1,586

Sq.Ft.

78 Middle Ridge Road # 307

Stratton, VT

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Courtesy of WINHALL REAL ESTATE
View 364 Houghtonville Road Grafton, VT MLS# 5095837
  • Recently Listed
Save 364 Houghtonville Road Grafton, VT MLS# 5095837
1 of 50
$1,250,000
4

Beds

3.1

Baths

3,649

Sq.Ft.

364 Houghtonville Road

Grafton, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 78 Middle Ridge Road # 307 Stratton, VT MLS# 5097284
Save 78 Middle Ridge Road # 307 Stratton, VT MLS# 5097284
1 of 1
$1,250,000
3

Beds

3.0

Baths

1,586

Sq.Ft.

78 Middle Ridge Road # 307

Stratton, VT

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Courtesy of WINHALL REAL ESTATE
View 390 Pleasant Valley Road Brattleboro, VT MLS# 5088064
  • Virtual Tour
Save 390 Pleasant Valley Road Brattleboro, VT MLS# 5088064
1 of 55
$1,249,000
4

Beds

3.1

Baths

4,491

Sq.Ft.

390 Pleasant Valley Road

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 201 Chester Hill Road Grafton, VT MLS# 5097006
  • Recently Listed with Virtual Tour
Save 201 Chester Hill Road Grafton, VT MLS# 5097006
1 of 54
$1,249,000
3

Beds

3.0

Baths

3,654

Sq.Ft.

201 Chester Hill Road

Grafton, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 350 Sunset Lake Road Newfane, VT MLS# 5089719
Save 350 Sunset Lake Road Newfane, VT MLS# 5089719
1 of 60
$1,215,000
4

Beds

3.0

Baths

3,632

Sq.Ft.

350 Sunset Lake Road

Newfane, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 917 US Route 5 Dummerston, VT MLS# 5078748
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 82 North Brookwood Road Stratton, VT MLS# 5086826
Save 82 North Brookwood Road Stratton, VT MLS# 5086826
1 of 60
$1,160,000
5

Beds

4.0

Baths

3,664

Sq.Ft.

82 North Brookwood Road

Stratton, VT

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Courtesy of WOHLER REALTY GROUP
View 2245 Burrington Hill Road Whitingham, VT MLS# 5090460
Save 2245 Burrington Hill Road Whitingham, VT MLS# 5090460
1 of 42
$1,150,000
4

Beds

1.0

Baths

1,972

Sq.Ft.

2245 Burrington Hill Road

Whitingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 218 Depot Road Newfane, VT MLS# 5094255
Save 218 Depot Road Newfane, VT MLS# 5094255
1 of 60
$1,150,000
7

Beds

5.1

Baths

7,367

Sq.Ft.

218 Depot Road

Newfane, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 43 Middle Ridge Road # 417 Stratton, VT MLS# 5097857
  • Recently Listed
Save 43 Middle Ridge Road # 417 Stratton, VT MLS# 5097857
1 of 32
$1,150,000
3

Beds

3.1

Baths

1,775

Sq.Ft.

43 Middle Ridge Road # 417

Stratton, VT

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Courtesy of STRATTON REAL ESTATE
View 70 Hunter Lane Jamaica, VT MLS# 5060615
Save 70 Hunter Lane Jamaica, VT MLS# 5060615
1 of 47
$1,140,000
4

Beds

3.0

Baths

4,193

Sq.Ft.

70 Hunter Lane

Jamaica, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 35 Theron Fisher Road Grafton, VT MLS# 5096455
  • Recently Listed with Virtual Tour
Save 35 Theron Fisher Road Grafton, VT MLS# 5096455
1 of 48
$1,100,000
5

Beds

4.1

Baths

3,100

Sq.Ft.

35 Theron Fisher Road

Grafton, 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 7/3/2026”

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