Windham Vermont Homes for Sale

498 total properties
View 24 Sawmill Road Stratton, VT MLS# 5095419
  • Recently Listed
1 of 53
$4,500,000
5

Beds

5.1

Baths

5,700

Sq.Ft.

24 Sawmill Road

Stratton, VT

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Courtesy of WINHALL REAL ESTATE
View 4027 Route 100 Highway Wardsboro, VT MLS# 5095426
  • Recently Listed
1 of 46
$485,000
3

Beds

2.0

Baths

1,600

Sq.Ft.

4027 Route 100 Highway

Wardsboro, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 1 Morningside Commons Brattleboro, VT MLS# 5095431
  • Recently Listed
1 of 19
$189,000
2

Beds

1.1

Baths

966

Sq.Ft.

1 Morningside Commons

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 381 Whitaker Farm Road Marlboro, VT MLS# 5095488
  • Recently Listed
1 of 20
$149,000
Studio

Beds

0.0

Baths

381 Whitaker Farm Road

Marlboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 57 Timber Lane Wardsboro, VT MLS# 5095543
  • Recently Listed
1 of 33
$339,000
3

Beds

2.0

Baths

1,160

Sq.Ft.

57 Timber Lane

Wardsboro, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 798 Vermont Route 100 Wilmington, VT MLS# 5095118
  • Recently Listed
1 of 46
$774,000
5

Beds

3.0

Baths

3,091

Sq.Ft.

798 Vermont Route 100

Wilmington, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 798 Vermont Route 100 Wilmington, VT MLS# 5095119
  • Recently Listed
1 of 43
$774,000
3,091

Sq.Ft.

798 Vermont Route 100

Wilmington, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 798 Vermont Route 100 Wilmington, VT MLS# 5095120
  • Recently Listed
1 of 43
$774,000
5

Beds

3.0

Baths

3,091

Sq.Ft.

798 Vermont Route 100

Wilmington, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 121 Fannie Hill Road Wilmington, VT MLS# 5095153
  • Recently Listed
1 of 33
$2,100,000
7

Beds

4.0

Baths

4,256

Sq.Ft.

121 Fannie Hill Road

Wilmington, VT

NNEREN
Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 120 Carriage Hill Road Brattleboro, VT MLS# 5095156
  • Recently Listed
1 of 37
$369,000
4

Beds

1.1

Baths

1,882

Sq.Ft.

120 Carriage Hill Road

Brattleboro, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 389 Boyd Hill Road Wilmington, VT MLS# 5095170
  • Recently Listed
1 of 35
$699,000
5

Beds

2.0

Baths

2,378

Sq.Ft.

389 Boyd Hill Road

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 12 Ober Tal Drive # C14 Stratton, VT MLS# 5095267
  • Recently Listed
1 of 18
$535,000
2

Beds

1.0

Baths

850

Sq.Ft.

12 Ober Tal Drive # C14

Stratton, VT

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Courtesy of STRATTON REAL ESTATE
View 224 Cobble Ridge Road Londonderry, VT MLS# 5095311
  • Recently Listed
1 of 43
$1,392,000
5

Beds

4.1

Baths

5,160

Sq.Ft.

224 Cobble Ridge Road

Londonderry, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 1845 Hatch School Road Halifax, VT MLS# 5095368
  • Recently Listed with Virtual Tour
1 of 52
OPEN HOUSE: Sunday 7/5 10:00 AM - 1:00 PM
$1,400,000
4

Beds

3.1

Baths

3,536

Sq.Ft.

1845 Hatch School Road

Halifax, VT

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Courtesy of REAL BROKER LLC
View 58 Stone Hollow Road Londonderry, VT MLS# 5095764
  • Recently Listed with Virtual Tour
1 of 51
$615,000
3

Beds

2.0

Baths

1,704

Sq.Ft.

58 Stone Hollow Road

Londonderry, VT

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Courtesy of CUMMINGS & CO
View 1036 Dalewood Road Jamaica, VT MLS# 5094902
$195,000
Studio

Beds

0.0

Baths

1036 Dalewood Road

Jamaica, VT

NNEREN
Courtesy of WINHALL REAL ESTATE
View non Pikes Falls Road # 000H-3 Jamaica, VT MLS# 5094910
$50,000
Studio

Beds

0.0

Baths

non Pikes Falls Road # 000H-3

Jamaica, VT

NNEREN
Courtesy of WINHALL REAL ESTATE
View 243 Newton Road Vernon, VT MLS# 5095016
  • Recently Listed
1 of 21
$359,000
3

Beds

2.0

Baths

1,392

Sq.Ft.

243 Newton Road

Vernon, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 333 US Route 5 Westminster, VT MLS# 5095023
  • Recently Listed
1 of 12
$269,000
3

Beds

1.1

Baths

1,248

Sq.Ft.

333 US Route 5

Westminster, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 3 Gove Street Rockingham, VT MLS# 5095051
$195,000
3

Beds

2.0

Baths

1,591

Sq.Ft.

3 Gove Street

Rockingham, VT

NNEREN
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 6/30/2026”

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