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Bennington County, VT - land & lots for sale
60 of 60 results displayed
- New
$150,000Active4 Acres0 Rocky Lane, Dorset, VT 05253
MLS# 5082777Listed by: JOSIAH ALLEN REAL ESTATE, INC.
- New
$997,000Active0.53 Acres153 Northside Drive, Bennington, VT 05201
MLS# 5081713Listed by: FOUR CORNER PROPERTIES LLC 
$220,000Active54 Acres399 Bard Road, Bennington, VT 05201
MLS# 5081020Listed by: PREFERRED PROPERTIES
$299,999Active10.05 Acres00 Garden Loop Road, Winhall, VT 05340
MLS# 5080822Listed by: OWNERENTRY.COM
$56,900Active4.2 Acres00 Heartwellville View Road #65/66/69/70, Readsboro, VT 05350
MLS# 5066003Listed by: FLEX REALTY
$18,000Active1.1 Acres00 Heartwellville View Road #64, Readsboro, VT 05350
MLS# 5080467Listed by: FLEX REALTY
$65,000Active5.6 Acres80 Crossover Road, Bennington, VT 05201
MLS# 5080317Listed by: PERROTT REALTY
$65,000Active1.24 Acres2041 East Road, Bennington, VT 05201
MLS# 5080306Listed by: PERROTT REALTY
$825,000Active77.6 AcresWinhall Hollow Road, Winhall, VT 05340
MLS# 5079556Listed by: WOHLER REALTY GROUP
$249,000Active29.9 Acres0 North Road, Sunderland, VT 05252
MLS# 5079306Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$45,000Pending2.21 Acres105 Nelson Road, Bennington, VT 05201
MLS# 5078809Listed by: MAHAR MCCARTHY REAL ESTATE
$79,900Active10.1 Acres0 Old County Lane, Readsboro, VT 05350
MLS# 5077372Listed by: REAL BROKER LLC
$600,000Active28 Acres00 VT Route 11, Peru, VT 05152
MLS# 5077214Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,900,000Active199 Acres00 VT Route 11, Peru, VT 05152
MLS# 5077219Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$125,000Active1.45 AcresL/O River Road, Winhall, VT 05340
MLS# 5075425Listed by: THE HAVEN GROUP
$500,000Active21.2 Acres56 Lower Taylor Hill Road, Winhall, VT 05340
MLS# 5074721Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$375,000Active1.23 Acres0 Winhall Hollow Road #Lot 23 Ravenwood, Winhall, VT 05340
MLS# 5073717Listed by: WOHLER REALTY GROUP
$450,000Active10.26 Acres4.1 Pearl Buck Drive, Winhall, VT 05340
MLS# 5073637Listed by: WOHLER REALTY GROUP
$35,000Active1 Acres0 Barber Pond Road, Pownal, VT 05261
MLS# 5073107Listed by: MAPLE LEAF REAL ESTATE
$2,500,000Active227 Acres00 VT Route 11, Peru, VT 05152
MLS# 5072898Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$150,000Active2.26 Acres0 Stratton Gardens Road #Lot 23, Winhall, VT 05340
MLS# 5072896Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$2,190,000Active1.16 Acres301 Northside Drive, Bennington, VT 05201
MLS# 5072776Listed by: TPW REAL ESTATE
$139,000Active1.62 Acres0 Lower Taylor Hill Road, Winhall, VT 05340
MLS# 5072280Listed by: MICHAEL ENGLAND REAL ESTATE
$95,000Active1 Acres41 Moose Hollow Road, Winhall, VT 05340
MLS# 5070793Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$125,000Active2.9 Acres311 Beechwood Lane #19, Peru, VT 05152
MLS# 5070443Listed by: BROMLEY REAL ESTATE
$249,000Active17.6 Acres88 Cedar Lane #5, Peru, VT 05152
MLS# 5053318Listed by: WINHALL REAL ESTATE
$400,000Active8.01 Acres248 French Hollow Road #1, Winhall, VT 05340
MLS# 5068233Listed by: WOHLER REALTY GROUP
$160,000Active2.9 AcresLot 21 Sunderland Hill Road, Sunderland, VT 05250
MLS# 5069111Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$28,000Active2.3 Acres00 Heartwellville View Road #38/39, Readsboro, VT 05350
MLS# 5068949Listed by: FLEX REALTY
$14,000Active1.2 Acres00 Heartwellville View Road #32, Readsboro, VT 05350
MLS# 5068954Listed by: FLEX REALTY
$27,999Active2.4 Acres00 Heartwellville View Road #34/35, Readsboro, VT 05350
MLS# 5068956Listed by: FLEX REALTY
$19,999Pending1.5 AcresLebensdorf Lane, Readsboro, VT 05350
MLS# 5068765Listed by: OWNERENTRY.COM- $400,000Active8.01 Acres
248 French Hollow Road, Winhall, VT 05340
MLS# 5068233Listed by: WOHLER REALTY GROUP 
$109,000Active17 Acres00 Bill T Drive, Readsboro, VT 05350
MLS# 5068152Listed by: DEERFIELD VALLEY REAL ESTATE
$425,000Active3 Acreslot A Frost Pond Road, Dorset, VT 05251
MLS# 5067701Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$425,000Active3 Acreslot B Frost Pond Road, Dorset, VT 05251
MLS# 5067704Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$65,000Active2.38 Acres0 Sunset Hill Road, Pownal, VT 05261
MLS# 5067472Listed by: EDGE REALTY VERMONT
$29,000Active1.2 Acres00 Oberdorf Road #Lot 276, Stamford, VT 05352
MLS# 5064834Listed by: SOUTHERN VERMONT REALTY GROUP
$75,000Pending0.45 Acres236-240 Grandview Street, Bennington, VT 05201
MLS# 5063668Listed by: FOUR CORNER PROPERTIES LLC
$85,000Active9.74 Acres1 & 2 Joy Lane, Arlington, VT 05250
MLS# 5058622Listed by: WOHLER REALTY GROUP
$59,000Active0.29 Acres420 Burgess Road, Bennington, VT 05201
MLS# 5056952Listed by: PERROTT REALTY
$2,300,000Active60 Acres215 VT Route 30, Dorset, VT 05251
MLS# 5056222Listed by: WOHLER REALTY GROUP
$9,999Pending1.2 AcresAlpendorf Avenue, Readsboro, VT 05350
MLS# 5055680Listed by: OWNERENTRY.COM
$65,000Active17.3 Acres0 Hidden Valley Road, Shaftsbury, VT 05262
MLS# 5055076Listed by: PERROTT REALTY
$249,000Active3.42 Acres0 Havoc Hill Road, Dorset, VT 05253
MLS# 5052809Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$895,000Active24.08 AcresA Windsor Road, Manchester, VT 05255
MLS# 5051011Listed by: WOHLER REALTY GROUP
$1,500,000Active38.57 Acres500 Nims Road #Lot 2, Dorset, VT 05251
MLS# 5049329Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$342,000Active28.5 Acres11 Old County Road, Landgrove, VT 05148
MLS# 5048222Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$99,000Active1 Acres88A Sylvan Ridge Road, Winhall, VT 05340
MLS# 5047790Listed by: STRATTON REAL ESTATE
$1,950,000Active7 Acres720 North Branch Street, Bennington, VT 05201
MLS# 5047411Listed by: TPW REAL ESTATE
$27,500Active1.2 Acres0 Bergrucken Lane #6-377, Stamford, VT 05352
MLS# 5044034Listed by: SOUTHERN VERMONT REALTY GROUP
$175,000Active15.49 Acres00 Silk Road, Bennington, VT 05201
MLS# 5040464Listed by: OWNERENTRY.COM
$135,000Active1.36 Acres0 Stratton View Road #62-63, Winhall, VT 05340
MLS# 5036986Listed by: MICHAEL ENGLAND REAL ESTATE
$65,000Active0.74 Acres0 Stratton View Road #58, Winhall, VT 05340
MLS# 5036988Listed by: MICHAEL ENGLAND REAL ESTATE
$65,000Active1.02 Acres0 Stratton View Road #59, Winhall, VT 05340
MLS# 5036984Listed by: MICHAEL ENGLAND REAL ESTATE
$399,500Active2.7 Acres2937 Dorset West Road, Dorset, VT 05251
MLS# 5013651Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$179,000Active0.2 Acres10 Partridge Hill #Lot 10, Manchester, VT 05255
MLS# 4999931Listed by: WOHLER REALTY GROUP
$35,000Active1.7 Acres159 Oberdorf Road, Readsboro, VT 05350
MLS# 5037699Listed by: MAPLE LEAF REAL ESTATE
$115,000Active2.9 AcresLot 3 Route 11/30, Winhall, VT 05340
MLS# 4963233Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$199,500Active4.46 AcresOA East Manchester Road, Manchester, VT 05255
MLS# 5031411Listed by: EXP 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 April 10, 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.