Windham Vermont Homes for Sale

381 total properties
View 26 Lynwood Drive Brattleboro, VT MLS# 5075775
  • Recently Listed
1 of 45
$115,000
2

Beds

2.0

Baths

1,008

Sq.Ft.

26 Lynwood Drive

Brattleboro, VT

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Courtesy of RED MAPLE REALTY LLC
View 9047 VT Route 30 Jamaica, VT MLS# 5075664
  • Recently Listed
1 of 26
$325,000
2

Beds

2.0

Baths

976

Sq.Ft.

9047 VT Route 30

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 83 Depot Street Jamaica, VT MLS# 5075529
  • Recently Listed
1 of 29
OPEN HOUSE: Sunday 2/8 11:00 AM - 12:30 PM
$449,000
4

Beds

1.0

Baths

1,730

Sq.Ft.

83 Depot Street

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 373 Vermont Route 11 Londonderry, VT MLS# 5075561
  • Recently Listed
1 of 29
OPEN HOUSE: Saturday 2/7 10:00 AM - 12:00 PM
$659,000
4

Beds

2.0

Baths

2,528

Sq.Ft.

373 Vermont Route 11

Londonderry, VT

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Courtesy of WINHALL REAL ESTATE
View 139 Buttonwood Drive Brattleboro, VT MLS# 5075578
  • Recently Listed
1 of 33
$475,000
2

Beds

2.0

Baths

1,390

Sq.Ft.

139 Buttonwood Drive

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 41 Two Brook Drive Wilmington, VT MLS# 5075626
  • Recently Listed
1 of 46
$898,000
4

Beds

3.1

Baths

3,420

Sq.Ft.

41 Two Brook Drive

Wilmington, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 1033 Burrington Hill Road Whitingham, VT MLS# 5075630
  • Recently Listed with Virtual Tour
1 of 45
$380,000
5

Beds

2.1

Baths

2,336

Sq.Ft.

1033 Burrington Hill Road

Whitingham, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 39 Atwood Street Brattleboro, VT MLS# 5075506
  • Recently Listed
1 of 16
$353,900
3

Beds

2.0

Baths

1,152

Sq.Ft.

39 Atwood Street

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 119 Newton Hill Road Vernon, VT MLS# 5075533
  • Recently Listed
1 of 30
OPEN HOUSE: Saturday 2/7 11:00 AM - 1:00 PM
$315,000
3

Beds

1.1

Baths

1,674

Sq.Ft.

119 Newton Hill Road

Vernon, VT

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Courtesy of BELLVILLE REALTY
View 75 East Birch Road # 35 Stratton, VT MLS# 5075385
  • Recently Listed
1 of 38
$399,000
2

Beds

2.0

Baths

1,119

Sq.Ft.

75 East Birch Road # 35

Stratton, VT

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Courtesy of WINHALL REAL ESTATE
View 5 Reynolds Drive Brattleboro, VT MLS# 5075171
  • Recently Listed
1 of 48
$299,000
5

Beds

3.0

Baths

2,360

Sq.Ft.

5 Reynolds Drive

Brattleboro, VT

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Courtesy of EXP REALTY
View 26 North Wind Road Wilmington, VT MLS# 5075215
  • Recently Listed
1 of 60
$449,000
3

Beds

3.0

Baths

2,690

Sq.Ft.

26 North Wind Road

Wilmington, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 176 High Street Brattleboro, VT MLS# 5075240
  • Recently Listed
1 of 34
$469,900
5

Beds

4.0

Baths

3,064

Sq.Ft.

176 High Street

Brattleboro, VT

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Courtesy of HOFFMAN REAL ESTATE
View 87 Orchard Street # 87 Brattleboro, VT MLS# 5075118
  • Recently Listed
1 of 27
$397,000
4

Beds

3.1

Baths

2,800

Sq.Ft.

87 Orchard Street # 87

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 33 West Main Street Wilmington, VT MLS# 5075127
  • Recently Listed
1 of 30
$459,000
1

Beds

2.1

Baths

2,076

Sq.Ft.

33 West Main Street

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 33 West Main Street Wilmington, VT MLS# 5075131
  • Recently Listed
1 of 30
$459,000
2,076

Sq.Ft.

33 West Main Street

Wilmington, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 552 - 554 Hinesburg Road Brattleboro, VT MLS# 5075303
  • Recently Listed
1 of 39
$300,000
4

Beds

1.0

Baths

1,248

Sq.Ft.

552 - 554 Hinesburg Road

Brattleboro, VT

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Courtesy of BHG MASIELLO BRATTLEBORO
View 311 Laurel Ledges Vernon, VT MLS# 5075007
  • Recently Listed
1 of 21
$685,000
4

Beds

2.1

Baths

5,646

Sq.Ft.

311 Laurel Ledges

Vernon, VT

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Courtesy of DEREK GREENE
View 1301 Brockway Mills Road Rockingham, VT MLS# 5075031
  • Recently Listed
1 of 6
$475,000
Studio

Beds

0.0

Baths

1301 Brockway Mills Road

Rockingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 673 VT Rte 121 East Grafton, VT MLS# 5074888
  • Recently Listed
1 of 60
$599,000
5

Beds

2.1

Baths

3,000

Sq.Ft.

673 VT Rte 121 East

Grafton, VT

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Courtesy of BARRETT & VALLEY ASSOC. INC

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 2/5/2026”

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