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05343, VT - homes for sale
54 of 54 results displayed
- New
$1,600,000Active5 beds 4 baths3,040 sq. ft.4427 West Hill Road South, Jamaica, VT 05343
MLS# 5067060Listed by: WINHALL REAL ESTATE
$735,000Active3 beds 3 baths2,317 sq. ft.32 Cobble Ridge Road #D10, Winhall, VT 05340
MLS# 5066330Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$225,000Active1 beds 1 baths265 sq. ft.2053 Pikes Falls Road, Jamaica, VT 05343
MLS# 5065126Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$319,000Active3 beds 3 baths2,338 sq. ft.4106 VT Route 30, Jamaica, VT 05343
MLS# 5065106Listed by: WINHALL REAL ESTATE
$530,000Active30 Acres00 West Hill Road South, Jamaica, VT 05343
MLS# 5065110Listed by: SOUTHERN VERMONT REALTY GROUP
$975,000Active9 beds -- baths5,480 sq. ft.3732 VT Route 30, Jamaica, VT 05343
MLS# 5064163Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$975,000Active9 beds 9 baths5,480 sq. ft.3732 Vt Route 30, Jamaica, VT 05343
MLS# 5063501Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$65,000Active2 beds 1 baths672 sq. ft.2022 Route 30, Jamaica, VT 05343
MLS# 5063477Listed by: WINHALL REAL ESTATE
$1,100,000Active5 beds 4 baths4,788 sq. ft.6 Chad Circle, Winhall, VT 05340
MLS# 5063440Listed by: WINHALL REAL ESTATE
$250,000Active2 beds 1 baths756 sq. ft.8365 Vermont Route 30, Jamaica, VT 05343
MLS# 5062694Listed by: WINHALL REAL ESTATE
$1,100,000Active5 beds 5 baths4,453 sq. ft.6 Old Ridge Road, Winhall, VT 05340
MLS# 5062683Listed by: WOHLER REALTY GROUP
$210,000Pending3 beds 3 baths2,100 sq. ft.440 Edie Lane, Jamaica, VT 05343
MLS# 5062631Listed by: STRATTON REAL ESTATE
$1,695,000Active5 beds 5 baths3,688 sq. ft.143 Stratton Mountain Access Road, Winhall, VT 05340
MLS# 5061221Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,200,000Active4 beds 3 baths4,193 sq. ft.70 Hunter Lane, Jamaica, VT 05343
MLS# 5060615Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$465,000Active3 beds 2 baths1,814 sq. ft.132 Pratt Bridge Road, Jamaica, VT 05343
MLS# 5060417Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$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
$2,495,000Active2.36 Acres4 Gold Medal Circle, Stratton, VT 05155
MLS# 5059954Listed by: STRATTON REAL ESTATE
$615,000Active3 beds 3 baths1,886 sq. ft.4A Ridge Court, Winhall, VT 05340
MLS# 5059884Listed by: TPW REAL ESTATE
$795,000Active3 beds 3 baths2,800 sq. ft.202 Pratt Bridge Road, Jamaica, VT 05343
MLS# 5051393Listed by: ENGEL & VOLKERS OKEMO
$99,000Active10.4 Acresoos-65-13 Partridge Lane, Jamaica, VT 05343
MLS# 5051377Listed by: MICHAEL ENGLAND REAL ESTATE
$2,225,000Active4 beds 5 baths5,000 sq. ft.16 Hunters Ridge, Winhall, VT 05340
MLS# 5051353Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$799,000Active4 beds 3 baths2,317 sq. ft.0 Maple Ridge Road #B-2, Winhall, VT 05340
MLS# 5049936Listed by: WINHALL REAL ESTATE- New
$185,000Active8 Acres4441 Route 30, Jamaica, VT 05343
MLS# 5067302Listed by: THE HAVEN GROUP 
$1,695,000Active7 beds 8 baths8,364 sq. ft.251 Pratt Bridge Road, Jamaica, VT 05343
MLS# 5049390Listed by: WINHALL REAL ESTATE
$749,000Active3 beds 3 baths2,317 sq. ft.D-9 Cobble Ridge Road, Winhall, VT 05340
MLS# 5049354Listed by: WINHALL REAL ESTATE
$54,500Active2.4 Acres0 Route 30, Jamaica, VT 05343
MLS# 5048856Listed by: WINHALL REAL ESTATE
$165,000Active1.2 Acres4769 Pikes Falls Road, Jamaica, VT 05143
MLS# 5048250Listed by: EXP REALTY
$239,000Active1.57 Acres2 Gold Medal Circle, Stratton, VT 05155
MLS# 5045312Listed by: STRATTON REAL ESTATE
$899,000Active4 beds 3 baths3,551 sq. ft.1247 Cole Pond Road, Jamaica, VT 05343
MLS# 5043153Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$390,000Active3 beds 1 baths1,338 sq. ft.2779 Pikes Falls Road, Jamaica, VT 05343
MLS# 5035904Listed by: WINHALL REAL ESTATE
$210,000Active30.1 Acres184 Schoolhouse Road #Lot 2, Jamaica, VT 05343
MLS# 5035357Listed by: PREFERRED PROPERTIES
$1,250,000Active108 Acres585 Pleasant Valley Road, Jamaica, VT 05343
MLS# 5033269Listed by: WOHLER REALTY GROUP
$719,000Active4 beds 3 baths2,118 sq. ft.A6 Ridge Court, Winhall, VT 05340
MLS# 5032082Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$4,495,500Active4 beds 6 baths5,500 sq. ft.816 Black Bear Road, Jamaica, VT 05343
MLS# 5030672Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$98,000Active10.2 Acres1105 South Hill Road, Jamaica, VT 05343
MLS# 5028721Listed by: PREFERRED PROPERTIES
$599,000Active3 beds 3 baths2,033 sq. ft.64 Gleason Farm Lane, Jamaica, VT 05343
MLS# 5049166Listed by: WINHALL REAL ESTATE
$84,900Active1.78 Acres0000 Wonder Lane #Lot 18, Jamaica, VT 05343
MLS# 5058633Listed by: EXP REALTY
$74,900Active2.06 Acres000 Wonder Lane #LOT 15, Jamaica, VT 05343
MLS# 5058629Listed by: EXP REALTY
$215,000Active3 beds 1 baths636 sq. ft.30 Water Street, Jamaica, VT 05343
MLS# 5025783Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$1,050,000Active5 beds 6 baths4,729 sq. ft.83 Benson Fuller Drive, Winhall, VT 05340
MLS# 5021607Listed by: TPW REAL ESTATE
$775,000Active51.93 AcresWest Hill Road, Jamaica, VT 05343
MLS# 5021448Listed by: FOUNTAINS LAND INC.
$320,000Active34.53 AcresWest Hill Road, Jamaica, VT 05343
MLS# 5021414Listed by: FOUNTAINS LAND INC.
$595,000Active68.89 AcresWest Hill Road, Jamaica, VT 05343
MLS# 5021418Listed by: FOUNTAINS LAND INC.
$235,000Active15.27 AcresWest Hill Road, Jamaica, VT 05343
MLS# 5021411Listed by: FOUNTAINS LAND INC.
$199,000Active2 beds 1 baths844 sq. ft.8577 VT Route 30 #H, Jamaica, VT 05343
MLS# 5039041Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,350,000Active4 beds 4 baths4,640 sq. ft.33 Forest Haunts Road, Winhall, VT 05340
MLS# 5013859Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$88,770Active6.2 Acres1297 River Road, Jamaica, VT 05343
MLS# 4990586Listed by: BRATTLEBORO AREA REALTY
$298,500Active3.7 Acres69 Benson Fuller Road #29, Winhall, VT 05340
MLS# 4988373Listed by: STRATTON BUYER BROKERAGE
$1,975,000Active4 beds 4 baths4,270 sq. ft.14 Old Ridge Road, Winhall, VT 05340
MLS# 4988110Listed by: TPW REAL ESTATE
$150,000Active4.68 Acres8559 VT Route 30 #Lots 2 & 3, Jamaica, VT 05343
MLS# 5029543Listed by: WINHALL REAL ESTATE
$235,000Active1.3 Acres80 The Hollow Road #D4, Winhall, VT 05340
MLS# 5000502Listed by: BHHS VERANI UPPER VALLEY
$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
$899,000Active5 beds 5 baths5,000 sq. ft.42 Blackberry Lane, Jamaica, VT 05343
MLS# 5048284Listed by: DEERFIELD VALLEY REAL ESTATE
$135,000Active1.51 Acres0 Dalewood Road #Lot/parcel 26, Jamaica, VT 05343
MLS# 4955807Listed by: MICHAEL ENGLAND REAL ESTATE
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
Copyright 2025 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 October 31, 2025
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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 with an American Home Shield© home warranty. Learn more© 2025 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.