Listings in 05343 - Windham County, Vermont

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Displaying 1 – 200 of 92 Real estate listings

662 Howe Farm Road
Jamaica, VT | Active
Listed: Sep, 30, 2023
Price: $2,399,000
Living Area: 3,569 Sq. Ft.

8581 Vermont Route 30 B
Jamaica, VT | Active
Listed: May, 19, 2026
Price: $215,000
Living Area: 691 Sq. Ft.

1940 VT RT 30
Jamaica, VT | Active
Listed: May, 18, 2026
Price: $125,000
Living Area: 1,040 Sq. Ft.

9 Mountain Acres Road
Jamaica, VT | Active
Listed: May, 20, 2026
Price: $595,000
Living Area: 1,430 Sq. Ft.

29 Pikes Falls Road
Jamaica, VT | Active
Listed: Mar, 03, 2026
Price: $325,000
Living Area: 2,520 Sq. Ft.

West Hill Road
Jamaica, VT | Active Under Contract
Listed: Dec, 31, 2025
Price: $495,000
Living Area: 0 Sq. Ft.

4427 West Hill Road South
Jamaica, VT | Active
Listed: May, 23, 2026
Price: $1,295,000
Living Area: 3,040 Sq. Ft.

662 Howe Farm Road
Jamaica, VT | Active
Listed: Sep, 30, 2023
Price: $2,399,000
Living Area: 3,569 Sq. Ft.

2036 VT RT 30
Jamaica, VT | Active
Listed: Dec, 17, 2025
Price: $57,000
Living Area: 844 Sq. Ft.

206 Smith Road
Jamaica, VT | Active
Listed: Apr, 10, 2026
Price: $89,900
Living Area: 1,902 Sq. Ft.

691 Black Bear Road
Jamaica, VT | Active
Listed: Jun, 18, 2026
Price: $1,475,000
Living Area: 1,601 Sq. Ft.

3996 Route 30
Jamaica, VT | Closed
Listed: Feb, 13, 2026
Price: $539,000
Living Area: 3,081 Sq. Ft.

4106 VT Route 30
Jamaica, VT | Closed
Listed: Oct, 09, 2025
Price: $249,000
Living Area: 2,338 Sq. Ft.

West Hill Road
Jamaica, VT | Closed
Listed: Nov, 07, 2024
Price: $195,000
Living Area: 0 Sq. Ft.

West Hill Road
Jamaica, VT | Closed
Listed: Nov, 07, 2024
Price: $650,000
Living Area: 0 Sq. Ft.

West Hill Road
Jamaica, VT | Closed
Listed: Nov, 07, 2024
Price: $275,000
Living Area: 0 Sq. Ft.

251 Pratt Bridge Road
Jamaica, VT | Active
Listed: Jul, 01, 2026
Price: $1,500,000
Living Area: 8,364 Sq. Ft.

00 Howe Farm Road
Jamaica, VT | Active
Listed: Jul, 03, 2026
Price: $219,000
Living Area: 0 Sq. Ft.

29 Pikes Falls Road
Jamaica, VT | Closed
Listed: Mar, 03, 2026
Price: $325,000
Living Area: 2,520 Sq. Ft.

2036 VT RT 30
Jamaica, VT | Active
Listed: Dec, 17, 2025
Price: $57,000
Living Area: 844 Sq. Ft.

557 Trager Road
Jamaica, VT | Active
Listed: Feb, 06, 2026
Price: $8,200,000
Living Area: 10,763 Sq. Ft.

00 Turkey Mountain Road
Jamaica, VT | Active
Listed: Feb, 21, 2026
Price: $500,000
Living Area: 0 Sq. Ft.

98 Gleason Farm Lane
Jamaica, VT | Closed
Listed: Mar, 06, 2026
Price: $639,900
Living Area: 2,700 Sq. Ft.

1829 West Jamaica Road
Jamaica, VT | Active Under Contract
Listed: Apr, 04, 2026
Price: $319,000
Living Area: 1,310 Sq. Ft.

57 Oak Lane
Jamaica, VT | Active
Listed: Mar, 28, 2026
Price: $490,000
Living Area: 1,888 Sq. Ft.

101 Catherine Road
Jamaica, VT | Active
Listed: Jan, 22, 2026
Price: $340,000
Living Area: 0 Sq. Ft.

4106 VT Route 30
Jamaica, VT | Active Under Contract
Listed: Oct, 09, 2025
Price: $249,000
Living Area: 2,338 Sq. Ft.

2053 Pikes Falls Road
Jamaica, VT | Closed
Listed: Oct, 09, 2025
Price: $225,000
Living Area: 265 Sq. Ft.

1297 River Road
Jamaica, VT | Active
Listed: Jun, 05, 2026
Price: $86,000
Living Area: 0 Sq. Ft.

9 Mountain Acres Road
Jamaica, VT | Active
Listed: May, 20, 2026
Price: $595,000
Living Area: 1,430 Sq. Ft.

00 West Hill Road South
Jamaica, VT | Active
Listed: Oct, 08, 2025
Price: $475,000
Living Area: 0 Sq. Ft.

0 Clayton Lane
Jamaica, VT | Active Under Contract
Listed: Jun, 12, 2026
Price: $2,500
Living Area: 0 Sq. Ft.

116 Buck Hill
Jamaica, VT | Closed
Listed: May, 20, 2026
Price: $167,500
Living Area: 1,050 Sq. Ft.

2074 VT RT 30
Jamaica, VT | Active
Listed: Jun, 27, 2026
Price: $140,000
Living Area: 400 Sq. Ft.

776 Old Route 8
Jamaica, VT | Active
Listed: Jun, 29, 2026
Price: $2,800
Living Area: 1,800 Sq. Ft.

155 Pratt Bridge Road
Jamaica, VT | Pending
Listed: Jun, 15, 2026
Price: $559,000
Living Area: 2,000 Sq. Ft.

00 Route 100
Jamaica, VT | Active
Listed: Nov, 28, 2025
Price: $210,000
Living Area: 0 Sq. Ft.

1189 Cole Pond Road
Jamaica, VT | Active
Listed: Sep, 06, 2025
Price: $1,040,000
Living Area: 3,363 Sq. Ft.

Forrester Road
Jamaica, VT | Active
Listed: Apr, 06, 2026
Price: $1,450,000
Living Area: 0 Sq. Ft.

3996 Route 30
Jamaica, VT | Active Under Contract
Listed: Feb, 13, 2026
Price: $539,000
Living Area: 3,081 Sq. Ft.

116 Teacher Road
Jamaica, VT | Active
Listed: May, 20, 2026
Price: $570,000
Living Area: 2,359 Sq. Ft.

4441 Route 30
Jamaica, VT | Active
Listed: Oct, 25, 2025
Price: $178,000
Living Area: 0 Sq. Ft.

8559 VT Route 30 Lots 2 & 3
Jamaica, VT | Active
Listed: Feb, 15, 2026
Price: $120,000
Living Area: 0 Sq. Ft.

8581 Vermont Route 30 B
Jamaica, VT | Active
Listed: May, 19, 2026
Price: $215,000
Living Area: 691 Sq. Ft.

000F-320 Bourbon Run
Jamaica, VT | Active
Listed: Feb, 10, 2026
Price: $85,000
Living Area: 0 Sq. Ft.

4427 West Hill Road South
Jamaica, VT | Active
Listed: May, 23, 2026
Price: $1,295,000
Living Area: 3,040 Sq. Ft.

2053 Pikes Falls Road
Jamaica, VT | Active Under Contract
Listed: Oct, 09, 2025
Price: $225,000
Living Area: 265 Sq. Ft.

1036 Dalewood Road
Jamaica, VT | Active Under Contract
Listed: Jun, 16, 2026
Price: $195,000
Living Area: 0 Sq. Ft.

367 Stratton Gate Road
Jamaica, VT | Active
Listed: Jun, 26, 2026
Price: $515,000
Living Area: 2,115 Sq. Ft.

816 Black Bear Road
Jamaica, VT | Active
Listed: Jun, 26, 2026
Price: $3,995,000
Living Area: 5,500 Sq. Ft.

1905 Turkey Mountain Road
Jamaica, VT | Closed
Listed: May, 21, 2026
Price: $449,000
Living Area: 2,584 Sq. Ft.

206 Smith Road
Jamaica, VT | Active
Listed: Apr, 10, 2026
Price: $89,900
Living Area: 1,902 Sq. Ft.

000F-320 Bourbon Run
Jamaica, VT | Active
Listed: Feb, 10, 2026
Price: $85,000
Living Area: 0 Sq. Ft.

4880 Pikes Falls Road
Jamaica, VT | Active
Listed: May, 14, 2026
Price: $850,000
Living Area: 3,218 Sq. Ft.

West Hill Road
Jamaica, VT | Active Under Contract
Listed: Dec, 31, 2025
Price: $275,000
Living Area: 0 Sq. Ft.

4441 Route 30
Jamaica, VT | Active
Listed: Oct, 25, 2025
Price: $178,000
Living Area: 0 Sq. Ft.

199 Turkey Mountain Road
Jamaica, VT | Closed
Listed: Mar, 11, 2026
Price: $499,000
Living Area: 2,254 Sq. Ft.

98 Gleason Farm Lane
Jamaica, VT | Closed
Listed: Mar, 06, 2026
Price: $639,900
Living Area: 2,700 Sq. Ft.

70 Hunter Lane
Jamaica, VT | Active
Listed: Sep, 09, 2025
Price: $1,140,000
Living Area: 4,193 Sq. Ft.

4880 Pikes Falls Road
Jamaica, VT | Active
Listed: May, 14, 2026
Price: $850,000
Living Area: 3,218 Sq. Ft.

9 Beaver Pond Lane
Jamaica, VT | Pending
Listed: Jun, 11, 2026
Price: $575,000
Living Area: 1,211 Sq. Ft.

West Hill Road
Jamaica, VT | Closed
Listed: Nov, 07, 2024
Price: $495,000
Living Area: 0 Sq. Ft.

57 Oak Lane
Jamaica, VT | Active
Listed: Mar, 28, 2026
Price: $460,000
Living Area: 1,888 Sq. Ft.

251 Pratt Bridge Road
Jamaica, VT | Active
Listed: Jul, 01, 2026
Price: $1,500,000
Living Area: 8,364 Sq. Ft.

163 Howe Farm Road
Jamaica, VT | Active Under Contract
Listed: Jun, 12, 2026
Price: $449,000
Living Area: 1,980 Sq. Ft.

95 Hemlock Drive
Londonderry, VT | Active
Listed: Jul, 03, 2026
Price: $725,000
Living Area: 2,427 Sq. Ft.

West Hill Road
Jamaica, VT | Active Under Contract
Listed: Nov, 07, 2024
Price: $650,000
Living Area: 0 Sq. Ft.

177 Alwin Lane
Jamaica, VT | Active Under Contract
Listed: Jun, 11, 2026
Price: $650,000
Living Area: 2,678 Sq. Ft.

00 West Hill Road South
Jamaica, VT | Active
Listed: Oct, 08, 2025
Price: $499,999
Living Area: 0 Sq. Ft.

994 West Jamaica Road
Jamaica, VT | Active Under Contract
Listed: Jun, 06, 2026
Price: $495,000
Living Area: 1,344 Sq. Ft.

557 Trager Road
Jamaica, VT | Active
Listed: Feb, 06, 2026
Price: $8,200,000
Living Area: 10,763 Sq. Ft.

1940 VT RT 30
Jamaica, VT | Active Under Contract
Listed: May, 18, 2026
Price: $110,000
Living Area: 1,040 Sq. Ft.

0 Edie Lane 68
Jamaica, VT | Active Under Contract
Listed: Jun, 12, 2026
Price: $45,000
Living Area: 0 Sq. Ft.

0 West Hill Road 39
Jamaica, VT | Active Under Contract
Listed: Jun, 12, 2026
Price: $45,000
Living Area: 0 Sq. Ft.

2022 Route 30
Jamaica, VT | Active
Listed: Jul, 01, 2026
Price: $63,000
Living Area: 672 Sq. Ft.

22 Reynolds Lane
Jamaica, VT | Active
Listed: Jul, 12, 2026
Price: $18,000
Living Area: 2,250 Sq. Ft.

8559 VT Route 30 Lots 2 & 3
Jamaica, VT | Active
Listed: Feb, 15, 2026
Price: $120,000
Living Area: 0 Sq. Ft.

70 Hunter Lane
Jamaica, VT | Active
Listed: Sep, 09, 2025
Price: $1,140,000
Living Area: 4,193 Sq. Ft.

West Hill Road
Jamaica, VT | Active Under Contract
Listed: Dec, 31, 2025
Price: $195,000
Living Area: 0 Sq. Ft.

116 Buck Hill
Jamaica, VT | Active
Listed: May, 20, 2026
Price: $167,500
Living Area: 1,050 Sq. Ft.

199 Turkey Mountain Road
Jamaica, VT | Closed
Listed: Mar, 11, 2026
Price: $499,000
Living Area: 2,254 Sq. Ft.

1905 Turkey Mountain Road
Jamaica, VT | Active
Listed: May, 21, 2026
Price: $449,000
Living Area: 2,584 Sq. Ft.

00 Route 100
Jamaica, VT | Active
Listed: Nov, 28, 2025
Price: $210,000
Living Area: 0 Sq. Ft.

1189 Cole Pond Road
Jamaica, VT | Active
Listed: Sep, 06, 2025
Price: $1,040,000
Living Area: 3,363 Sq. Ft.

00 Turkey Mountain Road
Jamaica, VT | Active
Listed: Feb, 21, 2026
Price: $500,000
Living Area: 0 Sq. Ft.

1829 West Jamaica Road
Jamaica, VT | Closed
Listed: Apr, 04, 2026
Price: $319,000
Living Area: 1,310 Sq. Ft.

Forrester Road
Jamaica, VT | Active Under Contract
Listed: Apr, 06, 2026
Price: $1,450,000
Living Area: 0 Sq. Ft.

3327 Route 30
Jamaica, VT | Active
Listed: Jul, 01, 2026
Price: $480,000
Living Area: 2,194 Sq. Ft.

42 Blackberry Lane
Jamaica, VT | Active
Listed: Jun, 08, 2026
Price: $839,000
Living Area: 3,840 Sq. Ft.

14 Sugar Lot Lane
Jamaica, VT | Active
Listed: Jun, 03, 2026
Price: $139,000
Living Area: 0 Sq. Ft.

non Pikes Falls Road 000H-3
Jamaica, VT | Active Under Contract
Listed: Jun, 16, 2026
Price: $50,000
Living Area: 0 Sq. Ft.

0 Black Bear Road
Jamaica, VT | Active
Listed: Jul, 21, 2026
Price: $290,000
Living Area: 0 Sq. Ft.

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