Windham Vermont Homes for Sale

405 total properties
View 4669 Vermont Rte 100 Londonderry, VT MLS# 5077331
  • Virtual Tour
Save 4669 Vermont Rte 100 Londonderry, VT MLS# 5077331
1 of 39
$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 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 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
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 156 West Lake Road Wilmington, VT MLS# 5078282
  • Virtual Tour
Save 156 West Lake Road Wilmington, VT MLS# 5078282
1 of 43
$1,300,000
3

Beds

4.0

Baths

2,944

Sq.Ft.

156 West Lake Road

Wilmington, VT

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Courtesy of DEERFIELD VALLEY 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 390 Pleasant Valley Road Brattleboro, VT MLS# 5088064
  • Recently Listed with Virtual Tour
Save 390 Pleasant Valley Road Brattleboro, VT MLS# 5088064
1 of 53
$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 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
  • Recently Listed
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 201-205 Main Street Brattleboro, VT MLS# 5049010
Save 201-205 Main Street Brattleboro, VT MLS# 5049010
1 of 22
$1,150,000
12,609

Sq.Ft.

201-205 Main Street

Brattleboro, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 80 Banning Road Putney, VT MLS# 5029466
Save 80 Banning Road Putney, VT MLS# 5029466
1 of 18
$1,145,000
4

Beds

2.1

Baths

2,240

Sq.Ft.

80 Banning Road

Putney, VT

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Courtesy of OWNERENTRY.COM
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 1189 Cole Pond Road Jamaica, VT MLS# 5060071
Save 1189 Cole Pond Road Jamaica, VT MLS# 5060071
1 of 30
$1,040,000
5

Beds

4.1

Baths

3,363

Sq.Ft.

1189 Cole Pond Road

Jamaica, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 225 Missing Link Road Rockingham, VT MLS# 5057747
Save 225 Missing Link Road Rockingham, VT MLS# 5057747
1 of 50
$999,000
11,000

Sq.Ft.

225 Missing Link Road

Rockingham, VT

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Courtesy of TOWN AND COUNTRY REALTY
View 151 Townshend Road Grafton, VT MLS# 5082229
Save 151 Townshend Road Grafton, VT MLS# 5082229
1 of 60
$999,000
6

Beds

4.1

Baths

5,828

Sq.Ft.

151 Townshend Road

Grafton, VT

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Courtesy of KW VERMONT
View 225 Missing Link Road Rockingham, VT MLS# 5086186
  • Recently Listed
Save 225 Missing Link Road Rockingham, VT MLS# 5086186
1 of 21
$999,000
2

Beds

1.0

Baths

8,141

Sq.Ft.

225 Missing Link Road

Rockingham, VT

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Courtesy of TOWN AND COUNTRY REALTY
View 56 Shattarack Road # D6 Stratton, VT MLS# 5033458
Save 56 Shattarack Road # D6 Stratton, VT MLS# 5033458
1 of 20
$995,000
3

Beds

3.1

Baths

1,800

Sq.Ft.

56 Shattarack Road # D6

Stratton, VT

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Courtesy of WOHLER REALTY GROUP
View 7892 US Route 5 Westminster, VT MLS# 5066201
Save 7892 US Route 5 Westminster, VT MLS# 5066201
1 of 25
$990,000

7892 US Route 5

Westminster, VT

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Courtesy of TPW REAL ESTATE
View Crotty Drive Rockingham, VT MLS# 5084133
  • Virtual Tour
Save Crotty Drive Rockingham, VT MLS# 5084133
1 of 37
$950,000
Studio

Beds

0.0

Baths

Crotty Drive

Rockingham, VT

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Courtesy of EXP 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 5/15/2026”

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