Windham

Vermont

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123Results

Price High to Low

$8,200,000

Jamaica, VT

557 Trager Road

6 Beds
10 Baths
416.27 Acres
10,763 SqFt
269 Days on Market

MLS#: 5076041

$3,995,000

Jamaica, VT

816 Black Bear Road

4 Beds
6 Baths
44.47 Acres
5,500 SqFt
131 Days on Market

MLS#: 5096846

$2,399,000

Jamaica, VT

662 Howe Farm Road

4 Beds
5 Baths
366.1 Acres
3,569 SqFt
1,131 Days on Market

MLS#: 4972272

$1,500,000

Jamaica, VT

251 Pratt Bridge Road

2002 Year Built
16.05 Acres
8,364 SqFt
126 Days on Market

MLS#: 5097569

$1,500,000

Jamaica, VT

251 Pratt Bridge Road

7 Beds
8 Baths
16.05 Acres
8,364 SqFt
126 Days on Market

MLS#: 5097566

$1,475,000

Jamaica, VT

691 Black Bear Road

2 Beds
2 Baths
199.73 Acres
1,601 SqFt
139 Days on Market

MLS#: 5095401

$1,350,000

Brattleboro, VT

131,133,141 Green Street

0.53 Acres
7,660 SqFt
149 Days on Market

MLS#: 5093440

$1,295,000

Jamaica, VT

4427 West Hill Road South

5 Beds
4 Baths
11.12 Acres
3,040 SqFt
165 Days on Market

MLS#: 5090616

$1,115,000

Jamaica, VT

564 Goodaleville Road

4 Beds
3 Baths
2.31 Acres
2,022 SqFt
103 Days on Market

MLS#: 5101689

$1,100,000

Jamaica, VT

70 Hunter Lane

4 Beds
3 Baths
15.13 Acres
4,193 SqFt
420 Days on Market

MLS#: 5060615

$995,000

Jamaica, VT

1189 Cole Pond Road

5 Beds
5 Baths
0.6 Acres
3,363 SqFt
61 Days on Market

MLS#: 5108207

$995,000

Brattleboro, VT

69-71 Elliot Street

1880 Year Built
0.16 Acres
6,442 SqFt
126 Days on Market

MLS#: 5097710

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 November 4, 2026 10:08 AM EST