Windham Vermont Homes for Sale

445 total properties
View 4410 Pikes Falls Road Jamaica, VT MLS# 5070982
Save 4410 Pikes Falls Road Jamaica, VT MLS# 5070982
1 of 46
$315,000
3

Beds

2.0

Baths

2,194

Sq.Ft.

4410 Pikes Falls Road

Jamaica, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 210 Burrington Hill Road Whitingham, VT MLS# 5070840
  • Recently Listed
Save 210 Burrington Hill Road Whitingham, VT MLS# 5070840
1 of 45
$439,000
3

Beds

2.0

Baths

1,564

Sq.Ft.

210 Burrington Hill Road

Whitingham, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 00 Route 100 Jamaica, VT MLS# 5070790
  • Recently Listed
Save 00 Route 100 Jamaica, VT MLS# 5070790
1 of 14
$210,000
Studio

Beds

0.0

Baths

00 Route 100

Jamaica, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 2152 N Main Street Londonderry, VT MLS# 5070780
  • Recently Listed
Save 2152 N Main Street Londonderry, VT MLS# 5070780
1 of 12
$350,000
1,269

Sq.Ft.

2152 N Main Street

Londonderry, VT

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Courtesy of EXP REALTY
View 12 Lilla Lane Wilmington, VT MLS# 5070634
Save 12 Lilla Lane Wilmington, VT MLS# 5070634
1 of 21
$489,000
3

Beds

2.0

Baths

2,003

Sq.Ft.

12 Lilla Lane

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 2 Wagon Drive Brattleboro, VT MLS# 5070676
Save 2 Wagon Drive Brattleboro, VT MLS# 5070676
1 of 22
$89,900
2

Beds

2.0

Baths

910

Sq.Ft.

2 Wagon Drive

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 36 Barker Street Rockingham, VT MLS# 5070526
Save 36 Barker Street Rockingham, VT MLS# 5070526
1 of 33
$229,000
Studio

Beds

0.0

Baths

3,302

Sq.Ft.

36 Barker Street

Rockingham, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 115 Country Hill Brattleboro, VT MLS# 5070541
Save 115 Country Hill Brattleboro, VT MLS# 5070541
1 of 24
$389,000
3

Beds

2.0

Baths

1,820

Sq.Ft.

115 Country Hill

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 706 VT Route 100 Stratton, VT MLS# 5070588
Save 706 VT Route 100 Stratton, VT MLS# 5070588
1 of 36
$499,000
Studio

Beds

0.0

Baths

706 VT Route 100

Stratton, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 1153 Faulkner Road Whitingham, VT MLS# 5070504
Save 1153 Faulkner Road Whitingham, VT MLS# 5070504
1 of 5
$100,000
Studio

Beds

0.0

Baths

1153 Faulkner Road

Whitingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 42 Blackberry Lane Jamaica, VT MLS# 5070474
  • Virtual Tour
Save 42 Blackberry Lane Jamaica, VT MLS# 5070474
1 of 60
$875,000
5

Beds

4.1

Baths

3,840

Sq.Ft.

42 Blackberry Lane

Jamaica, VT

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Courtesy of STRATTON REAL ESTATE
View 135 Overlook Drive Londonderry, VT MLS# 5070340
Save 135 Overlook Drive Londonderry, VT MLS# 5070340
1 of 27
$425,000
5

Beds

3.0

Baths

1,440

Sq.Ft.

135 Overlook Drive

Londonderry, VT

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Courtesy of EXP REALTY
View 1375 Sheldon Hill Road Wardsboro, VT MLS# 5070371
Save 1375 Sheldon Hill Road Wardsboro, VT MLS# 5070371
1 of 34
$620,000
6

Beds

4.0

Baths

3,592

Sq.Ft.

1375 Sheldon Hill Road

Wardsboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 39 Williston Street Brattleboro, VT MLS# 5070238
Save 39 Williston Street Brattleboro, VT MLS# 5070238
1 of 22
$395,000
4

Beds

4.0

Baths

2,182

Sq.Ft.

39 Williston Street

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 4880 Pikes Falls Road Jamaica, VT MLS# 5070256
  • Virtual Tour
Save 4880 Pikes Falls Road Jamaica, VT MLS# 5070256
1 of 39
$890,000
5

Beds

3.1

Baths

3,218

Sq.Ft.

4880 Pikes Falls Road

Jamaica, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 295 Stratton Arlington Road Stratton, VT MLS# 5070334
Save 295 Stratton Arlington Road Stratton, VT MLS# 5070334
1 of 34
$389,900
2

Beds

2.0

Baths

1,076

Sq.Ft.

295 Stratton Arlington Road

Stratton, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 49 Whitetail Drive Vernon, VT MLS# 5070059
Save 49 Whitetail Drive Vernon, VT MLS# 5070059
1 of 40
$389,000
3

Beds

2.1

Baths

2,146

Sq.Ft.

49 Whitetail Drive

Vernon, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 22 Chestnut Street # 1-4 Brattleboro, VT MLS# 5070075
Save 22 Chestnut Street # 1-4 Brattleboro, VT MLS# 5070075
1 of 47
$399,000

22 Chestnut Street # 1-4

Brattleboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 00 East Putney Brook Road # 2 Putney, VT MLS# 5069818
Save 00 East Putney Brook Road # 2 Putney, VT MLS# 5069818
1 of 4
$160,000
Studio

Beds

0.0

Baths

00 East Putney Brook Road # 2

Putney, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 40 E Putney Brook Road Putney, VT MLS# 5069838
Save 40 E Putney Brook Road Putney, VT MLS# 5069838
1 of 38
$475,000
Studio

Beds

0.0

Baths

40 E Putney Brook Road

Putney, VT

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Courtesy of ENGEL & VOLKERS OKEMO

Information deemed reliable but not guaranteed.

“Copyright 2025 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 12/16/2025”

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