Listings in 05343 - Windham County, Vermont
Displaying 1 – 200 of 87 Real estate listings
662 Howe Farm Road
Jamaica, VT | Active
Listed: Sep, 30, 2023
Price: $2,399,000
Living Area: 3,569 Sq. Ft.
Jamaica, VT | Active
Listed: Sep, 30, 2023
Price: $2,399,000
Living Area: 3,569 Sq. Ft.
8365 VT Route 30
Jamaica, VT | Closed
Listed: Sep, 25, 2025
Price: $250,000
Living Area: 756 Sq. Ft.
Jamaica, VT | Closed
Listed: Sep, 25, 2025
Price: $250,000
Living Area: 756 Sq. Ft.
8581 Vermont Route 30 B
Jamaica, VT | Active
Listed: May, 19, 2026
Price: $215,000
Living Area: 691 Sq. Ft.
Jamaica, VT | Active
Listed: May, 19, 2026
Price: $215,000
Living Area: 691 Sq. Ft.
9 Mountain Acres Road
Jamaica, VT | Active
Listed: May, 20, 2026
Price: $595,000
Living Area: 1,430 Sq. Ft.
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.
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.
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.
Jamaica, VT | Active
Listed: May, 23, 2026
Price: $1,295,000
Living Area: 3,040 Sq. Ft.
557 Trager Road
Jamaica, VT | Active
Listed: Feb, 06, 2026
Price: $8,200,000
Living Area: 10,763 Sq. Ft.
Jamaica, VT | Active
Listed: Feb, 06, 2026
Price: $8,200,000
Living Area: 10,763 Sq. Ft.
756 Turkey Mountain Road
Jamaica, VT | Closed
Listed: Jan, 16, 2026
Price: $319,000
Living Area: 1,468 Sq. Ft.
Jamaica, VT | Closed
Listed: Jan, 16, 2026
Price: $319,000
Living Area: 1,468 Sq. Ft.
684 Cole Pond Road
Jamaica, VT | Closed
Listed: Nov, 17, 2004
Price: $299,000
Living Area: 1,700 Sq. Ft.
Jamaica, VT | Closed
Listed: Nov, 17, 2004
Price: $299,000
Living Area: 1,700 Sq. Ft.
00 Turkey Mountain Road
Jamaica, VT | Active
Listed: Feb, 21, 2026
Price: $500,000
Living Area: 0 Sq. Ft.
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.
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.
Jamaica, VT | Active Under Contract
Listed: Apr, 04, 2026
Price: $319,000
Living Area: 1,310 Sq. Ft.
101 Catherine Road
Jamaica, VT | Active
Listed: Jan, 22, 2026
Price: $340,000
Living Area: 0 Sq. Ft.
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.
Jamaica, VT | Active Under Contract
Listed: Oct, 09, 2025
Price: $249,000
Living Area: 2,338 Sq. Ft.
9 Mountain Acres Road
Jamaica, VT | Active
Listed: May, 20, 2026
Price: $595,000
Living Area: 1,430 Sq. Ft.
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: $499,999
Living Area: 0 Sq. Ft.
Jamaica, VT | Active
Listed: Oct, 08, 2025
Price: $499,999
Living Area: 0 Sq. Ft.
West Hill Road
Jamaica, VT | Active Under Contract
Listed: Nov, 07, 2024
Price: $195,000
Living Area: 0 Sq. Ft.
Jamaica, VT | Active Under Contract
Listed: Nov, 07, 2024
Price: $195,000
Living Area: 0 Sq. Ft.
West Hill Road
Jamaica, VT | Active Under Contract
Listed: Nov, 07, 2024
Price: $650,000
Living Area: 0 Sq. Ft.
Jamaica, VT | Active Under Contract
Listed: Nov, 07, 2024
Price: $650,000
Living Area: 0 Sq. Ft.
116 Buck Hill
Jamaica, VT | Pending
Listed: May, 20, 2026
Price: $167,500
Living Area: 1,050 Sq. Ft.
Jamaica, VT | Pending
Listed: May, 20, 2026
Price: $167,500
Living Area: 1,050 Sq. Ft.
756 Turkey Mountain Road
Jamaica, VT | Closed
Listed: Jan, 16, 2026
Price: $319,000
Living Area: 1,468 Sq. Ft.
Jamaica, VT | Closed
Listed: Jan, 16, 2026
Price: $319,000
Living Area: 1,468 Sq. Ft.
662 Howe Farm Road
Jamaica, VT | Active
Listed: Sep, 30, 2023
Price: $2,399,000
Living Area: 3,569 Sq. Ft.
Jamaica, VT | Active
Listed: Sep, 30, 2023
Price: $2,399,000
Living Area: 3,569 Sq. Ft.
3996 Route 30
Jamaica, VT | Active Under Contract
Listed: Feb, 13, 2026
Price: $539,000
Living Area: 3,081 Sq. Ft.
Jamaica, VT | Active Under Contract
Listed: Feb, 13, 2026
Price: $539,000
Living Area: 3,081 Sq. Ft.
29 Pikes Falls Road
Jamaica, VT | Active
Listed: Mar, 03, 2026
Price: $325,000
Living Area: 2,520 Sq. Ft.
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: Nov, 07, 2024
Price: $275,000
Living Area: 0 Sq. Ft.
Jamaica, VT | Active Under Contract
Listed: Nov, 07, 2024
Price: $275,000
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.
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.
Jamaica, VT | Closed
Listed: Oct, 09, 2025
Price: $225,000
Living Area: 265 Sq. Ft.
2053 Pikes Falls Road
Jamaica, VT | Active Under Contract
Listed: Oct, 21, 2025
Price: $225,000
Living Area: 265 Sq. Ft.
Jamaica, VT | Active Under Contract
Listed: Oct, 21, 2025
Price: $225,000
Living Area: 265 Sq. Ft.
1189 Cole Pond Road
Jamaica, VT | Active
Listed: Sep, 06, 2025
Price: $1,040,000
Living Area: 3,363 Sq. Ft.
Jamaica, VT | Active
Listed: Sep, 06, 2025
Price: $1,040,000
Living Area: 3,363 Sq. Ft.
4138 West Hill Road S
Jamaica, VT | Closed
Listed: Feb, 27, 2026
Price: $559,000
Living Area: 2,704 Sq. Ft.
Jamaica, VT | Closed
Listed: Feb, 27, 2026
Price: $559,000
Living Area: 2,704 Sq. Ft.
3996 Route 30
Jamaica, VT | Active Under Contract
Listed: Feb, 13, 2026
Price: $539,000
Living Area: 3,081 Sq. Ft.
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.
Jamaica, VT | Active
Listed: May, 20, 2026
Price: $570,000
Living Area: 2,359 Sq. Ft.
8559 VT Route 30 Lots 2 & 3
Jamaica, VT | Active
Listed: Feb, 15, 2026
Price: $120,000
Living Area: 0 Sq. Ft.
Jamaica, VT | Active
Listed: Feb, 15, 2026
Price: $120,000
Living Area: 0 Sq. Ft.
8577 VT Route 30 H
Jamaica, VT | Closed
Listed: May, 02, 2025
Price: $190,000
Living Area: 844 Sq. Ft.
Jamaica, VT | Closed
Listed: May, 02, 2025
Price: $190,000
Living Area: 844 Sq. Ft.
9047 VT Route 30
Jamaica, VT | Closed
Listed: Feb, 04, 2026
Price: $325,000
Living Area: 976 Sq. Ft.
Jamaica, VT | Closed
Listed: Feb, 04, 2026
Price: $325,000
Living Area: 976 Sq. Ft.
684 Cole Pond Road
Jamaica, VT | Closed
Listed: Sep, 21, 2004
Price: $299,000
Living Area: 1,700 Sq. Ft.
Jamaica, VT | Closed
Listed: Sep, 21, 2004
Price: $299,000
Living Area: 1,700 Sq. Ft.
8365 VT Route 30
Jamaica, VT | Closed
Listed: Sep, 24, 2025
Price: $250,000
Living Area: 756 Sq. Ft.
Jamaica, VT | Closed
Listed: Sep, 24, 2025
Price: $250,000
Living Area: 756 Sq. Ft.
000F-320 Bourbon Run
Jamaica, VT | Active
Listed: Feb, 10, 2026
Price: $85,000
Living Area: 0 Sq. Ft.
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.
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: $650,000
Living Area: 0 Sq. Ft.
Jamaica, VT | Active Under Contract
Listed: Dec, 31, 2025
Price: $650,000
Living Area: 0 Sq. Ft.
West Hill Road
Jamaica, VT | Active Under Contract
Listed: Dec, 31, 2025
Price: $275,000
Living Area: 0 Sq. Ft.
Jamaica, VT | Active Under Contract
Listed: Dec, 31, 2025
Price: $275,000
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.
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.
Jamaica, VT | Active
Listed: Sep, 09, 2025
Price: $1,140,000
Living Area: 4,193 Sq. Ft.
000F-320 Bourbon Run
Jamaica, VT | Active
Listed: Feb, 10, 2026
Price: $85,000
Living Area: 0 Sq. Ft.
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.
Jamaica, VT | Active
Listed: May, 14, 2026
Price: $850,000
Living Area: 3,218 Sq. Ft.
199 Turkey Mountain Road
Jamaica, VT | Closed
Listed: Mar, 11, 2026
Price: $499,000
Living Area: 2,254 Sq. Ft.
Jamaica, VT | Closed
Listed: Mar, 11, 2026
Price: $499,000
Living Area: 2,254 Sq. Ft.
4427 West Hill Road South
Jamaica, VT | Active
Listed: May, 23, 2026
Price: $1,295,000
Living Area: 3,040 Sq. Ft.
Jamaica, VT | Active
Listed: May, 23, 2026
Price: $1,295,000
Living Area: 3,040 Sq. Ft.
8581 Vermont Route 30 B
Jamaica, VT | Active
Listed: May, 19, 2026
Price: $215,000
Living Area: 691 Sq. Ft.
Jamaica, VT | Active
Listed: May, 19, 2026
Price: $215,000
Living Area: 691 Sq. Ft.
West Hill Road
Jamaica, VT | Active Under Contract
Listed: Nov, 07, 2024
Price: $495,000
Living Area: 0 Sq. Ft.
Jamaica, VT | Active Under Contract
Listed: Nov, 07, 2024
Price: $495,000
Living Area: 0 Sq. Ft.
1905 Turkey Mountain Road
Jamaica, VT | Pending
Listed: May, 21, 2026
Price: $449,000
Living Area: 2,584 Sq. Ft.
Jamaica, VT | Pending
Listed: May, 21, 2026
Price: $449,000
Living Area: 2,584 Sq. Ft.
132 Pratt Bridge Road
Jamaica, VT | Closed
Listed: Sep, 08, 2025
Price: $435,000
Living Area: 1,814 Sq. Ft.
Jamaica, VT | Closed
Listed: Sep, 08, 2025
Price: $435,000
Living Area: 1,814 Sq. Ft.
5997 VT Route 30
Jamaica, VT | Closed
Listed: Nov, 01, 2025
Price: $190,000
Living Area: 1,387 Sq. Ft.
Jamaica, VT | Closed
Listed: Nov, 01, 2025
Price: $190,000
Living Area: 1,387 Sq. Ft.
00 West Hill Road South
Jamaica, VT | Active
Listed: Oct, 08, 2025
Price: $499,999
Living Area: 0 Sq. Ft.
Jamaica, VT | Active
Listed: Oct, 08, 2025
Price: $499,999
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.
Jamaica, VT | Active
Listed: Feb, 15, 2026
Price: $120,000
Living Area: 0 Sq. Ft.
8577 VT Route 30 H
Jamaica, VT | Closed
Listed: Aug, 10, 2025
Price: $190,000
Living Area: 844 Sq. Ft.
Jamaica, VT | Closed
Listed: Aug, 10, 2025
Price: $190,000
Living Area: 844 Sq. Ft.
9047 VT Route 30
Jamaica, VT | Closed
Listed: Feb, 04, 2026
Price: $325,000
Living Area: 976 Sq. Ft.
Jamaica, VT | Closed
Listed: Feb, 04, 2026
Price: $325,000
Living Area: 976 Sq. Ft.
70 Hunter Lane
Jamaica, VT | Active
Listed: Sep, 09, 2025
Price: $1,140,000
Living Area: 4,193 Sq. Ft.
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.
Jamaica, VT | Active Under Contract
Listed: Dec, 31, 2025
Price: $195,000
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.
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.
Jamaica, VT | Active
Listed: May, 21, 2026
Price: $449,000
Living Area: 2,584 Sq. Ft.
5997 VT Route 30
Jamaica, VT | Closed
Listed: Oct, 31, 2025
Price: $190,000
Living Area: 1,387 Sq. Ft.
Jamaica, VT | Closed
Listed: Oct, 31, 2025
Price: $190,000
Living Area: 1,387 Sq. Ft.
132 Pratt Bridge Road
Jamaica, VT | Closed
Listed: Sep, 08, 2025
Price: $435,000
Living Area: 1,814 Sq. Ft.
Jamaica, VT | Closed
Listed: Sep, 08, 2025
Price: $435,000
Living Area: 1,814 Sq. Ft.
00 Turkey Mountain Road
Jamaica, VT | Active
Listed: Feb, 21, 2026
Price: $500,000
Living Area: 0 Sq. Ft.
Jamaica, VT | Active
Listed: Feb, 21, 2026
Price: $500,000
Living Area: 0 Sq. Ft.
1829 West Jamaica Road
Jamaica, VT | Active Under Contract
Listed: Apr, 04, 2026
Price: $319,000
Living Area: 1,310 Sq. Ft.
Jamaica, VT | Active Under Contract
Listed: Apr, 04, 2026
Price: $319,000
Living Area: 1,310 Sq. Ft.
4138 West Hill Road S
Jamaica, VT | Closed
Listed: Feb, 27, 2026
Price: $559,000
Living Area: 2,704 Sq. Ft.
Jamaica, VT | Closed
Listed: Feb, 27, 2026
Price: $559,000
Living Area: 2,704 Sq. Ft.
1189 Cole Pond Road
Jamaica, VT | Active
Listed: Sep, 06, 2025
Price: $1,040,000
Living Area: 3,363 Sq. Ft.
Jamaica, VT | Active
Listed: Sep, 06, 2025
Price: $1,040,000
Living Area: 3,363 Sq. Ft.
557 Trager Road
Jamaica, VT | Active
Listed: Feb, 06, 2026
Price: $8,200,000
Living Area: 10,763 Sq. Ft.
Jamaica, VT | Active
Listed: Feb, 06, 2026
Price: $8,200,000
Living Area: 10,763 Sq. Ft.
101 Catherine Road
Jamaica, VT | Active
Listed: Jan, 22, 2026
Price: $340,000
Living Area: 0 Sq. Ft.
Jamaica, VT | Active
Listed: Jan, 22, 2026
Price: $340,000
Living Area: 0 Sq. Ft.
116 Teacher Road
Jamaica, VT | Active
Listed: May, 20, 2026
Price: $570,000
Living Area: 2,359 Sq. Ft.
Jamaica, VT | Active
Listed: May, 20, 2026
Price: $570,000
Living Area: 2,359 Sq. Ft.
