Windham Vermont Homes for Sale

498 total properties
View 184 Carriage Hill Road Brattleboro, VT MLS# 5091277
Save 184 Carriage Hill Road Brattleboro, VT MLS# 5091277
1 of 43
$340,000
3

Beds

2.0

Baths

1,272

Sq.Ft.

184 Carriage Hill Road

Brattleboro, VT

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Courtesy of EXP REALTY
View 200 Riverdale Road Townshend, VT MLS# 5091291
  • Virtual Tour
Save 200 Riverdale Road Townshend, VT MLS# 5091291
1 of 41
$399,000
3

Beds

2.0

Baths

1,989

Sq.Ft.

200 Riverdale Road

Townshend, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 1644 Upper Dummerston Road Brattleboro, VT MLS# 5090888
Save 1644 Upper Dummerston Road Brattleboro, VT MLS# 5090888
1 of 28
$325,000
2

Beds

2.0

Baths

1,499

Sq.Ft.

1644 Upper Dummerston Road

Brattleboro, VT

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Courtesy of BRATTLEBORO AREA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 65 Williams Street Extension Rockingham, VT MLS# 5090879
Save 65 Williams Street Extension Rockingham, VT MLS# 5090879
1 of 2
$185,000
6

Beds

2.0

Baths

2,008

Sq.Ft.

65 Williams Street Extension

Rockingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View Lot 0 Saddada Road Whitingham, VT MLS# 5090898
Save Lot 0 Saddada Road Whitingham, VT MLS# 5090898
1 of 7
$279,000
Studio

Beds

0.0

Baths

Lot 0 Saddada Road

Whitingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 2448 Burrington Hill Road Whitingham, VT MLS# 5090926
Save 2448 Burrington Hill Road Whitingham, VT MLS# 5090926
1 of 17
$312,900
3

Beds

1.1

Baths

1,080

Sq.Ft.

2448 Burrington Hill Road

Whitingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 1176 East Dover Road Wardsboro, VT MLS# 5090960
Save 1176 East Dover Road Wardsboro, VT MLS# 5090960
1 of 15
$685,000
2

Beds

1.1

Baths

1,530

Sq.Ft.

1176 East Dover Road

Wardsboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 985 Chapel Hill Road Whitingham, VT MLS# 5091213
Save 985 Chapel Hill Road Whitingham, VT MLS# 5091213
1 of 30
$349,000
4

Beds

2.0

Baths

2,596

Sq.Ft.

985 Chapel Hill Road

Whitingham, VT

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Courtesy of DEERFIELD VALLEY REAL ESTATE
View 0 Carpenter Hill Road Guilford, VT MLS# 5090787
Save 0 Carpenter Hill Road Guilford, VT MLS# 5090787
1 of 8
$119,999
Studio

Beds

0.0

Baths

0 Carpenter Hill Road

Guilford, VT

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Courtesy of OWNERENTRY.COM
View 4427 West Hill Road South Jamaica, VT MLS# 5090616
Save 4427 West Hill Road South Jamaica, VT MLS# 5090616
1 of 36
$1,295,000
5

Beds

3.1

Baths

3,040

Sq.Ft.

4427 West Hill Road South

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 366 Hague Road Dummerston, VT MLS# 5090453
Save 366 Hague Road Dummerston, VT MLS# 5090453
1 of 27
$389,000
3

Beds

2.0

Baths

1,377

Sq.Ft.

366 Hague Road

Dummerston, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 2245 Burrington Hill Road Whitingham, VT MLS# 5090460
Save 2245 Burrington Hill Road Whitingham, VT MLS# 5090460
1 of 42
$1,150,000
4

Beds

1.0

Baths

1,972

Sq.Ft.

2245 Burrington Hill Road

Whitingham, VT

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Courtesy of BERKLEY & VELLER GREENWOOD/DOVER
View 287 Powder Mill Road Londonderry, VT MLS# 5090484
Save 287 Powder Mill Road Londonderry, VT MLS# 5090484
1 of 60
OPEN HOUSE: Sunday 7/5 10:00 AM - 1:00 PM
$449,500
3

Beds

2.0

Baths

1,352

Sq.Ft.

287 Powder Mill Road

Londonderry, VT

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Courtesy of WINHALL REAL ESTATE
View 491 Whitneyville Road Halifax, VT MLS# 5090490
Save 491 Whitneyville Road Halifax, VT MLS# 5090490
1 of 11
$174,000
Studio

Beds

0.0

Baths

491 Whitneyville Road

Halifax, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 53 Country Lane Wardsboro, VT MLS# 5090511
  • Virtual Tour
Save 53 Country Lane Wardsboro, VT MLS# 5090511
1 of 39
$610,000
4

Beds

3.0

Baths

3,700

Sq.Ft.

53 Country Lane

Wardsboro, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 580 Cross Road Londonderry, VT MLS# 5090584
Save 580 Cross Road Londonderry, VT MLS# 5090584
1 of 60
$1,300,000
4

Beds

3.0

Baths

2,700

Sq.Ft.

580 Cross Road

Londonderry, VT

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Courtesy of WOHLER REALTY GROUP
View 52 Ruth Way Wilmington, VT MLS# 5090228
  • Virtual Tour
Save 52 Ruth Way Wilmington, VT MLS# 5090228
1 of 59
$425,000
4

Beds

3.0

Baths

2,345

Sq.Ft.

52 Ruth Way

Wilmington, VT

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Courtesy of SKIHOME REALTY
View 19 Canal Street Brattleboro, VT MLS# 5090247
Save 19 Canal Street Brattleboro, VT MLS# 5090247
1 of 22
$399,000
9

Beds

4.0

Baths

3,286

Sq.Ft.

19 Canal Street

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 197 Western Avenue Brattleboro, VT MLS# 5090264
Save 197 Western Avenue Brattleboro, VT MLS# 5090264
1 of 24
$399,000
7

Beds

3.0

Baths

3,700

Sq.Ft.

197 Western Avenue

Brattleboro, VT

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Courtesy of BERKLEY & VELLER GREENWOOD COUNTRY
View 6 Outer Limit Lane Wilmington, VT MLS# 5090349
  • Virtual Tour
Save 6 Outer Limit Lane Wilmington, VT MLS# 5090349
1 of 55
$418,000
3

Beds

2.0

Baths

1,378

Sq.Ft.

6 Outer Limit Lane

Wilmington, VT

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Courtesy of SKIHOME 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 7/3/2026”

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