Windham Vermont Homes for Sale

535 total properties
View 34 Rock Split Way Wilmington, VT MLS# 5103126
  • Recently Listed
1 of 39
$520,342
3

Beds

3.0

Baths

1,521

Sq.Ft.

34 Rock Split Way

Wilmington, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 54 Williams Street Rockingham, VT MLS# 5103147
$125,000
4

Beds

2.0

Baths

2,644

Sq.Ft.

54 Williams Street

Rockingham, VT

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Courtesy of BHHS VERANI UPPER VALLEY
View 9 Village Drive Brattleboro, VT MLS# 5102920
$59,000
2

Beds

1.0

Baths

744

Sq.Ft.

9 Village Drive

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 21 Big Bend Loop Wilmington, VT MLS# 5102964
  • Recently Listed
1 of 59
$354,900
3

Beds

1.1

Baths

1,586

Sq.Ft.

21 Big Bend Loop

Wilmington, VT

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Courtesy of KELLER WILLIAMS REALTY METRO-KEENE
View 443 East Road Whitingham, VT MLS# 5102973
$349,000
2

Beds

1.0

Baths

883

Sq.Ft.

443 East Road

Whitingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 0 Dover Road Newfane, VT MLS# 5102886
  • Recently Listed
1 of 12
$67,500
Studio

Beds

0.0

Baths

0 Dover Road

Newfane, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 761 Stratton Mountain Access Road # 333 Stratton, VT MLS# 5102703
$415,000
1

Beds

1.0

Baths

560

Sq.Ft.

761 Stratton Mountain Access Road # 333

Stratton, VT

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Courtesy of STRATTON REAL ESTATE
View 37 Stowe Hill Road Wilmington, VT MLS# 5102759
  • Recently Listed
1 of 56
$624,900
4

Beds

2.1

Baths

2,904

Sq.Ft.

37 Stowe Hill Road

Wilmington, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 0 Pleasant Valley Road Brattleboro, VT MLS# 5102764
  • Recently Listed
1 of 9
$198,000
Studio

Beds

0.0

Baths

0 Pleasant Valley Road

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 3380 Under The Mountain Road Londonderry, VT MLS# 5102776
$295,000
4

Beds

2.0

Baths

1,024

Sq.Ft.

3380 Under The Mountain Road

Londonderry, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 3380 Under The Mountain Road Londonderry, VT MLS# 5102778
$295,000
Studio

Beds

0.0

Baths

3380 Under The Mountain Road

Londonderry, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 138 Wantastiquet Drive Brattleboro, VT MLS# 5102500
  • Recently Listed
1 of 31
$415,000
3

Beds

2.0

Baths

1,934

Sq.Ft.

138 Wantastiquet Drive

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 22 Ives Road Wilmington, VT MLS# 5102543
$149,900
3

Beds

1.0

Baths

1,198

Sq.Ft.

22 Ives Road

Wilmington, VT

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Courtesy of SKIHOME REALTY
View 254 Boynton Road # U1 Londonderry, VT MLS# 5102569
$299,000
2

Beds

2.1

Baths

1,656

Sq.Ft.

254 Boynton Road # U1

Londonderry, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 0 Water Street Jamaica, VT MLS# 5102573
  • Recently Listed
1 of 8
$585,000
Studio

Beds

0.0

Baths

0 Water Street

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 179 Hillwinds North Brattleboro, VT MLS# 5102586
$599,000
4

Beds

2.1

Baths

3,576

Sq.Ft.

179 Hillwinds North

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 4 Court Street Newfane, VT MLS# 5102622
  • Recently Listed
1 of 45
$1,625,000
15

Beds

10.0

Baths

12,845

Sq.Ft.

4 Court Street

Newfane, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 1771 Townshend Dam Road Wardsboro, VT MLS# 5102631
$169,000
1

Beds

1.0

Baths

680

Sq.Ft.

1771 Townshend Dam Road

Wardsboro, VT

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Courtesy of REAL BROKER LLC
View 56 & 57 Boardman Loop Wardsboro, VT MLS# 5102345
$57,000
Studio

Beds

0.0

Baths

56 & 57 Boardman Loop

Wardsboro, VT

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Courtesy of REAL BROKER LLC
View 1018 South Hill Road Jamaica, VT MLS# 5102407
$189,500
2

Beds

1.0

Baths

893

Sq.Ft.

1018 South Hill Road

Jamaica, VT

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Courtesy of REAL BROKER LLC

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 8/20/2026”

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