Jamaica town, VT - homes for sale

49 of 49 results displayed

New
$585,000Active
91.6 Acres
0 Water Street, Jamaica, VT 05343
MLS# 5102573Listed by: WINHALL REAL ESTATE
New
$189,500Active
2 beds 1 baths893 sq. ft.
1018 South Hill Road, Jamaica, VT 05343
MLS# 5102407Listed by: REAL BROKER LLC
New
$175,000Active
3 beds 2 baths1,576 sq. ft.
1372 VTRT 100 S, Jamaica, VT 05343
MLS# 5101991Listed by: MICHAEL ENGLAND REAL ESTATE
New
$99,000Active
6.4 Acres
Worden Road, Jamaica, VT 05343
MLS# 5101763Listed by: WINHALL REAL ESTATE
Open Sat, 3 to 5pmNew
$1,450,000Active
5 beds 4 baths2,974 sq. ft.
494-498 Goodaleville Road, Jamaica, VT 05343
MLS# 5101688Listed by: THE HAVEN GROUP
Open Sat, 3 to 5pmNew
$1,250,000Active
4 beds 3 baths2,022 sq. ft.
564 Goodaleville Road, Jamaica, VT 05343
MLS# 5101689Listed by: THE HAVEN GROUP
New
$136,000Active
14 Acres
182 Partridge Lane, Jamaica, VT 05343
MLS# 5101508Listed by: BARRETT AND VALLEY ASSOCIATES INC.
New
$290,000Active
289.12 Acres
0 Black Bear Road, Jamaica, VT 05343
MLS# 5101033Listed by: FOUNTAINS LAND INC.
$219,000Active
16.9 Acres
00 Howe Farm Road, Jamaica, VT 05343
MLS# 5098094Listed by: SOUTHERN VERMONT REALTY GROUP
$63,000Active
2 beds 1 baths672 sq. ft.
2022 Route 30, Jamaica, VT 05343
MLS# 5097748Listed by: WINHALL REAL ESTATE
$480,000Active
5 beds 2 baths2,194 sq. ft.
3327 Route 30, Jamaica, VT 05343
MLS# 5097573Listed by: WINHALL REAL ESTATE
$1,500,000Active
7 beds 8 baths8,364 sq. ft.
251 Pratt Bridge Road, Jamaica, VT 05343
MLS# 5097566Listed by: WINHALL REAL ESTATE
$140,000Active
1 beds 1 baths400 sq. ft.
2074 VT RT 30, Jamaica, VT 05343
MLS# 5097088Listed by: MICHAEL ENGLAND REAL ESTATE
$140,000Active
1 beds 1 baths400 sq. ft.
2074 VTRT 30 Route, Jamaica, VT 04343
MLS# 5097088Listed by: MICHAEL ENGLAND REAL ESTATE
$495,000Active
4 beds 3 baths2,115 sq. ft.
367 Stratton Gate Road, Jamaica, VT 05343
MLS# 5097042Listed by: CUMMINGS & CO
$3,995,000Active
4 beds 6 baths5,500 sq. ft.
816 Black Bear Road, Jamaica, VT 05343
MLS# 5096846Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,475,000Active
2 beds 2 baths1,601 sq. ft.
691 Black Bear Road, Jamaica, VT 05343
MLS# 5095401Listed by: WINHALL REAL ESTATE
$195,000Active
4.86 Acres
1036 Dalewood Road, Jamaica, VT 05343
MLS# 5094902Listed by: WINHALL REAL ESTATE
$50,000Active
28 Acres
non Pikes Falls Road #000H-3, Jamaica, VT 05343
MLS# 5094910Listed by: WINHALL REAL ESTATE
$559,000Pending
4 beds 3 baths2,000 sq. ft.
155 Pratt Bridge Road, Jamaica, VT 05343
MLS# 5094845Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$449,000Active
3 beds 3 baths1,980 sq. ft.
163 Howe Farm Road, Jamaica, VT 05343
MLS# 5094647Listed by: LOWE'S REAL ESTATE, LLC
$45,000Active
1 Acres
0 Edie Lane #68, Jamaica, VT 05343
MLS# 5094562Listed by: WINHALL REAL ESTATE
$45,000Active
1 Acres
0 West Hill Road #39, Jamaica, VT 05343
MLS# 5094563Listed by: WINHALL REAL ESTATE
$2,500Active
0.18 Acres
0 Clayton Lane, Jamaica, VT 05343
MLS# 5094564Listed by: WINHALL REAL ESTATE
$575,000Pending
4 beds 4 baths1,211 sq. ft.
9 Beaver Pond Lane, Jamaica, VT 05343
MLS# 5094302Listed by: THE HAVEN GROUP
$650,000Active
3 beds 4 baths2,678 sq. ft.
177 Alwin Lane, Jamaica, VT 05343
MLS# 5094046Listed by: THE HAVEN GROUP
$839,000Active
5 beds 5 baths3,840 sq. ft.
42 Blackberry Lane, Jamaica, VT 05343
MLS# 5093492Listed by: THE HAVEN GROUP
$86,000Active
6.2 Acres
1297 River Road, Jamaica, VT 05343
MLS# 5093083Listed by: BRATTLEBORO AREA REALTY
$139,000Active
5 Acres
14 Sugar Lot Lane, Jamaica, VT 05343
MLS# 5092583Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,295,000Active
5 beds 4 baths3,040 sq. ft.
4427 West Hill Road South, Jamaica, VT 05343
MLS# 5090616Listed by: WINHALL REAL ESTATE
$595,000Active
4 beds 2 baths1,430 sq. ft.
9 Mountain Acres Road, Jamaica, VT 05343
MLS# 5089830Listed by: WINHALL REAL ESTATE
$110,000Active
2 beds 2 baths1,040 sq. ft.
1940 VT RT 30, Jamaica, VT 05343
MLS# 5089414Listed by: MICHAEL ENGLAND REAL ESTATE
$850,000Active
5 beds 4 baths3,218 sq. ft.
4880 Pikes Falls Road, Jamaica, VT 05343
MLS# 5088809Listed by: MICHAEL ENGLAND REAL ESTATE
$89,900Pending
4 beds 2 baths1,902 sq. ft.
206 Smith Road, Jamaica, VT 05343
MLS# 5082980Listed by: BRATTLEBORO AREA REALTY
$1,450,000Active
201.4 Acres
Forrester Road, Jamaica, VT 05343
MLS# 5082418Listed by: LOWE'S REAL ESTATE, LLC
$460,000Active
3 beds 2 baths1,888 sq. ft.
57 Oak Lane, Jamaica, VT 05343
MLS# 5081124Listed by: MICHAEL ENGLAND REAL ESTATE
$195,000Active
1.2 Acres
4769 Pikes Falls Road, Jamaica, VT 05143
MLS# 5080889Listed by: EXP REALTY
$500,000Active
71 Acres
00 Turkey Mountain Road, Jamaica, VT 05343
MLS# 5077252Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$85,000Active
1 Acres
000F-320 Bourbon Run, Jamaica, VT 05343
MLS# 5076157Listed by: MICHAEL ENGLAND REAL ESTATE
$8,200,000Active
6 beds 10 baths10,763 sq. ft.
557 Trager Road, Jamaica, VT 05343
MLS# 5076041Listed by: WOHLER REALTY GROUP
$57,000Active
2 beds 1 baths844 sq. ft.
2036 VT RT 30, Jamaica, VT 05343
MLS# 5072288Listed by: MICHAEL ENGLAND REAL ESTATE
$210,000Active
35 Acres
00 Route 100, Jamaica, VT 05343
MLS# 5070790Listed by: SOUTHERN VERMONT REALTY GROUP
$35,000Pending
1 Acres
Bourbon Run Road, Jamaica, VT 05343
MLS# 5067790Listed by: OWNERENTRY.COM
$475,000Active
30 Acres
00 West Hill Road South, Jamaica, VT 05343
MLS# 5065110Listed by: SOUTHERN VERMONT REALTY GROUP
$1,140,000Active
4 beds 3 baths4,193 sq. ft.
70 Hunter Lane, Jamaica, VT 05343
MLS# 5060615Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$1,040,000Active
5 beds 5 baths3,363 sq. ft.
1189 Cole Pond Road, Jamaica, VT 05343
MLS# 5060071Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$178,000Active
8 Acres
4441 Route 30, Jamaica, VT 05343
MLS# 5067302Listed by: THE HAVEN GROUP
$120,000Active
4.68 Acres
8559 VT Route 30 #Lots 2 & 3, Jamaica, VT 05343
MLS# 5076767Listed by: WINHALL REAL ESTATE
$2,399,000Active
4 beds 5 baths3,569 sq. ft.
662 Howe Farm Road, Jamaica, VT 05343
MLS# 4972272Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY

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Copyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated July 31, 2026 NH_NNEREN Member Broker: Jerry Tatlock

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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.

©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.