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05343, VT - homes for sale
51 of 51 results displayed
- New
$575,000Active4 beds 4 baths1,211 sq. ft.9 Beaver Pond Lane, Jamaica, VT 05343
MLS# 5094302Listed by: THE HAVEN GROUP
- New
$650,000Active3 beds 4 baths2,678 sq. ft.177 Alwin Lane, Jamaica, VT 05343
MLS# 5094046Listed by: THE HAVEN GROUP - New
$839,000Active5 beds 5 baths3,840 sq. ft.42 Blackberry Lane, Jamaica, VT 05343
MLS# 5093492Listed by: THE HAVEN GROUP - New
$495,000Active3 beds 3 baths1,344 sq. ft.994 West Jamaica Road, Jamaica, VT 05343
MLS# 5093205Listed by: WOHLER REALTY GROUP - New
$86,000Active6.2 Acres1297 River Road, Jamaica, VT 05343
MLS# 5093083Listed by: BRATTLEBORO AREA REALTY - New
$139,000Active5 Acres14 Sugar Lot Lane, Jamaica, VT 05343
MLS# 5092583Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY 
$695,000Active3 beds 2 baths2,000 sq. ft.57 Pearl Buck Drive, Winhall, VT 05340
MLS# 5074260Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$1,295,000Active5 beds 4 baths3,040 sq. ft.4427 West Hill Road South, Jamaica, VT 05343
MLS# 5090616Listed by: WINHALL REAL ESTATE
$798,000Active3 beds 5 baths3,100 sq. ft.52 High Meadow Road #11, Winhall, VT 05155
MLS# 5090546Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$449,000Pending3 beds 3 baths2,584 sq. ft.1905 Turkey Mountain Road, Jamaica, VT 05343
MLS# 5090336Listed by: SOUTHERN VERMONT REALTY GROUP
$1,100,000Active5 beds 5 baths4,453 sq. ft.6 Old Ridge Road, Winhall, VT 05340
MLS# 5090234Listed by: WOHLER REALTY GROUP
$167,500Pending2 beds 2 baths1,050 sq. ft.116 Buck Hill, Jamaica, VT 05343
MLS# 5089868Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$1,225,000Active4 beds 3 baths3,357 sq. ft.153 High Meadow Road, Winhall, VT 05340
MLS# 5090036Listed by: WOHLER REALTY GROUP
$570,000Active4 beds 3 baths2,359 sq. ft.116 Teacher Road, Jamaica, VT 05343
MLS# 5089829Listed by: WINHALL REAL ESTATE
$595,000Active4 beds 2 baths1,430 sq. ft.9 Mountain Acres Road, Jamaica, VT 05343
MLS# 5089830Listed by: WINHALL REAL ESTATE
$215,000Active2 beds 1 baths691 sq. ft.8581 Vermont Route 30 #B, Jamaica, VT 05343
MLS# 5089602Listed by: THE HAVEN GROUP
$110,000Active2 beds 2 baths1,040 sq. ft.1940 VT RT 30, Jamaica, VT 05343
MLS# 5089414Listed by: MICHAEL ENGLAND REAL ESTATE
$899,000Active5 beds 4 baths4,000 sq. ft.178 High Meadow Road, Winhall, VT 05340
MLS# 5088923Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$850,000Active5 beds 4 baths3,218 sq. ft.4880 Pikes Falls Road, Jamaica, VT 05343
MLS# 5088809Listed by: MICHAEL ENGLAND REAL ESTATE
$735,000Active4 beds 3 baths2,317 sq. ft.B2 Maple Ridge Road, Winhall, VT 05340
MLS# 5085195Listed by: MICHAEL ENGLAND REAL ESTATE
$89,900Active4 beds 2 baths1,902 sq. ft.206 Smith Road, Jamaica, VT 05343
MLS# 5082980Listed by: BRATTLEBORO AREA REALTY
$1,450,000Active201.4 AcresForrester Road, Jamaica, VT 05343
MLS# 5082418Listed by: LOWE'S REAL ESTATE, LLC
$579,000Active3 beds 2 baths1,455 sq. ft.4 Pearl Buck Drive, Winhall, VT 05340
MLS# 5082377Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$319,000Active3 beds 2 baths1,310 sq. ft.1829 West Jamaica Road, Jamaica, VT 05343
MLS# 5082108Listed by: CUMMINGS & CO
$460,000Active3 beds 2 baths1,888 sq. ft.57 Oak Lane, Jamaica, VT 05343
MLS# 5081124Listed by: MICHAEL ENGLAND REAL ESTATE
$195,000Active1.2 Acres4769 Pikes Falls Road, Jamaica, VT 05143
MLS# 5080889Listed by: EXP REALTY
$1,399,999Active6 beds 4 baths3,800 sq. ft.121 High Meadow Road, Winhall, VT 05340-9999
MLS# 5080413Listed by: LISTWITHFREEDOM.COM
$325,000Active4 beds 2 baths2,520 sq. ft.29 Pikes Falls Road, Jamaica, VT 05343
MLS# 5078084Listed by: WINHALL REAL ESTATE
$500,000Active71 Acres00 Turkey Mountain Road, Jamaica, VT 05343
MLS# 5077252Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$539,000Active4 beds 3 baths3,081 sq. ft.3996 Route 30, Jamaica, VT 05343
MLS# 5076624Listed by: WINHALL REAL ESTATE
$85,000Active1 Acres000F-320 Bourbon Run, Jamaica, VT 05343
MLS# 5076157Listed by: MICHAEL ENGLAND REAL ESTATE
$8,200,000Active6 beds 10 baths10,763 sq. ft.557 Trager Road, Jamaica, VT 05343
MLS# 5076041Listed by: WOHLER REALTY GROUP
$899,000Active4 beds 3 baths3,252 sq. ft.E1 Rock Ridge Road, Winhall, VT 05340
MLS# 5075528Listed by: THE HAVEN GROUP
$829,000Active4 beds 3 baths2,797 sq. ft.13 Betty Johnson Lane, Winhall, VT 05340
MLS# 5074830Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$340,000Active12.05 Acres101 Catherine Road, Jamaica, VT 05343
MLS# 5074686Listed by: STRATTON REAL ESTATE
$450,000Active10.26 Acres4.1 Pearl Buck Drive, Winhall, VT 05340
MLS# 5073637Listed by: WOHLER REALTY GROUP
$57,000Active2 beds 1 baths844 sq. ft.2036 VT RT 30, Jamaica, VT 05343
MLS# 5072288Listed by: MICHAEL ENGLAND REAL ESTATE
$210,000Active35 Acres00 Route 100, Jamaica, VT 05343
MLS# 5070790Listed by: SOUTHERN VERMONT REALTY GROUP
$35,000Pending1 AcresBourbon Run Road, Jamaica, VT 05343
MLS# 5067790Listed by: OWNERENTRY.COM
$249,000Active3 beds 3 baths2,338 sq. ft.4106 VT Route 30, Jamaica, VT 05343
MLS# 5065106Listed by: WINHALL REAL ESTATE
$499,999Active30 Acres00 West Hill Road South, Jamaica, VT 05343
MLS# 5065110Listed by: SOUTHERN VERMONT REALTY GROUP
$1,140,000Active4 beds 3 baths4,193 sq. ft.70 Hunter Lane, Jamaica, VT 05343
MLS# 5060615Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$1,040,000Active5 beds 5 baths3,363 sq. ft.1189 Cole Pond Road, Jamaica, VT 05343
MLS# 5060071Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$178,000Active8 Acres4441 Route 30, Jamaica, VT 05343
MLS# 5067302Listed by: THE HAVEN GROUP
$699,000Active3 beds 3 baths2,317 sq. ft.D-9 Cobble Ridge Road, Winhall, VT 05340
MLS# 5049354Listed by: WINHALL REAL ESTATE
$650,000Active51.93 AcresWest Hill Road, Jamaica, VT 05343
MLS# 5021448Listed by: FOUNTAINS LAND INC.
$275,000Active34.53 AcresWest Hill Road, Jamaica, VT 05343
MLS# 5021414Listed by: FOUNTAINS LAND INC.
$495,000Active68.89 AcresWest Hill Road, Jamaica, VT 05343
MLS# 5021418Listed by: FOUNTAINS LAND INC.
$195,000Active15.27 AcresWest Hill Road, Jamaica, VT 05343
MLS# 5021411Listed by: FOUNTAINS LAND INC.
$120,000Active4.68 Acres8559 VT Route 30 #Lots 2 & 3, Jamaica, VT 05343
MLS# 5076767Listed by: WINHALL REAL ESTATE
$2,399,000Active4 beds 5 baths3,569 sq. ft.662 Howe Farm Road, Jamaica, VT 05343
MLS# 4972272Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
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 June 12, 2026
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
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 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.