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Bennington County, VT - land & lots for sale
69 of 69 results displayed
- New
$20,000Active1.2 Acres0 Bergrucken Lane #6-377, Stamford, VT 05352
MLS# 5105218Listed by: SOUTHERN VERMONT REALTY GROUP
- New
$15,500Active1.2 Acres00 Heartwellville View Road #38, Readsboro, VT 05350
MLS# 5104818Listed by: FLEX REALTY - New
$15,500Active1.1 Acres00 Heartwellville View Road #39, Readsboro, VT 05350
MLS# 5104821Listed by: FLEX REALTY - New
$39,500Active2.1 Acres00 Heartwellville View Road #65 & 66, Readsboro, VT 05350
MLS# 5104824Listed by: FLEX REALTY - New
$19,500Active1.1 Acres00 Heartwellville View Road #69, Readsboro, VT 05350
MLS# 5104828Listed by: FLEX REALTY - New
$19,500Active1 Acres00 Heartwellville View Road #70, Readsboro, VT 05350
MLS# 5104829Listed by: FLEX REALTY - New
$58,000Active0.48 Acres33 Asa's Way #16, Bennington, VT 05257
MLS# 5104588Listed by: MAPLE LEAF REAL ESTATE - New
$595,000Active23.62 Acres3213 West Road, Bennington, VT 05201
MLS# 5104539Listed by: MAHAR MCCARTHY REAL ESTATE - New
$115,000Active1 Acres75 Sylvan Ridge Road, Winhall, VT 05340
MLS# 5104082Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY 
$75,000Active11.2 Acres0 Mount Anthony Road, Bennington, VT 05201
MLS# 5102718Listed by: MAHAR MCCARTHY REAL ESTATE
$49,000Active0.21 Acres2 Belvedere Street, Bennington, VT 05201
MLS# 5102053Listed by: PERROTT REALTY
$65,000Active17.3 Acres18 Hidden Valley Road, Shaftsbury, VT 05262
MLS# 5100550Listed by: PERROTT REALTY
$109,000Active30.8 Acres0 Old Gale Hill Road, Glastenbury, VT 05262
MLS# 5099471Listed by: PERROTT REALTY
$260,000Active3.3 Acres0 Mountain Haunts, Winhall, VT 05340
MLS# 5099438Listed by: MICHAEL ENGLAND REAL ESTATE
$25,000Active0.99 Acres0 Route 30, Winhall, VT 05340
MLS# 5099207Listed by: MICHAEL ENGLAND REAL ESTATE
$59,900Active0.92 Acres14 The Lane, Stamford, VT 05352
MLS# 5098536Listed by: MONARCH REALTY
$229,000Active10 Acres468 Skyboro Road, Pownal, VT 05261
MLS# 5097950Listed by: BISHOP WEST REAL ESTATE, INC.
$125,000Active1.18 Acres510 Center Street, Pownal, VT 05261
MLS# 5097453Listed by: MAPLE LEAF REAL ESTATE
$22,000Active1.13 AcresRue Madeline, Readsboro, VT 05350
MLS# 5096789Listed by: RIDGELINE REAL ESTATE
$210,000Active4.51 Acres2740 Sandgate Road, Sandgate, VT 05250
MLS# 5096796Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,425,000Active38 AcresB Prospect Street, Manchester, VT 05254
MLS# 5094369Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$374,900Active2.31 Acres0 Wall Street #Lot 2 & 3, Winhall, VT 05340
MLS# 5093473Listed by: THE HAVEN GROUP
$74,900Active2.25 Acres0 Brambley Lane, Bennington, VT 05201
MLS# 5092066Listed by: HOFFMAN REAL ESTATE
$1,295,000Active52.61 Acres00 Montgomery Road, Pownal, VT 05261
MLS# 5092084Listed by: ALTON + WESTALL REAL ESTATE AGENCY, LLC
$29,900Active1.2 Acres270 Bergabhang Drive, Stamford, VT 05352
MLS# 5090335Listed by: REAL BROKER LLC
$145,000Active3 Acres530 Finbars Forest Road, Manchester, VT 05255
MLS# 5090186Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$475,000Active12.82 Acres22 Morse Road, Bennington, VT 05201
MLS# 5087850Listed by: TPW REAL ESTATE
$180,000Active58.1 Acres1073 Chapel Road, Bennington, VT 05201
MLS# 5087361Listed by: PREFERRED PROPERTIES
$55,000Active0.51 Acres24 Asa's Way, Bennington, VT 05201
MLS# 5086022Listed by: MAHAR MCCARTHY REAL ESTATE
$55,000Active0.48 Acres29 Asa's Way, Bennington, VT 05201
MLS# 5086024Listed by: MAHAR MCCARTHY REAL ESTATE
$99,900Pending2.6 Acres0 Kesick Swamp Road, Sunderland, VT 05250
MLS# 5085683Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$64,000Active13.01 Acres3 W Hill Drive, Readsboro, VT 05350
MLS# 5085630Listed by: DEREK GREENE
$750,000Active279.97 Acres0 Klondike Road, Stamford, VT 05352
MLS# 5085248Listed by: UNITED COUNTRY REAL ESTATE MIKE JARVIS GROUP INC
$85,000Active1.2 Acres23 Moose Hollow Road #40, Winhall, VT 05340
MLS# 5083719Listed by: WINHALL REAL ESTATE
$150,000Active4 Acres0 Rocky Lane, Dorset, VT 05253
MLS# 5082777Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$997,000Active0.53 Acres153 Northside Drive, Bennington, VT 05201
MLS# 5081713Listed by: FOUR CORNER PROPERTIES LLC
$198,000Active54 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
$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
$189,000Pending29.9 Acres0 North Road, Sunderland, VT 05252
MLS# 5079306Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$495,000Active28 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
$450,000Active21.2 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
$2,395,000Active227 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
$139,000Pending1.62 Acres0 Lower Taylor Hill Road, Winhall, VT 05340
MLS# 5072280Listed by: MICHAEL ENGLAND REAL ESTATE
$90,000Active1 Acres41 Moose Hollow Road, Winhall, VT 05340
MLS# 5070793Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$115,000Active2.9 Acres311 Beechwood Lane #19, Peru, VT 05152
MLS# 5070443Listed by: BROMLEY REAL ESTATE
$400,000Active8.01 Acres248 French Hollow Road #1, Winhall, VT 05340
MLS# 5068233Listed by: WOHLER REALTY GROUP
$299,000Active9.3 Acres1347 Morse Hill Road #Lot 12-A, Dorset, VT 05253
MLS# 5069660Listed by: THE HAVEN GROUP
$160,000Active2.9 AcresLot 21 Sunderland Hill Road, Sunderland, VT 05250
MLS# 5069111Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$23,999Active2.4 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 
$79,000Active17 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.
$29,000Active1.2 Acres00 Oberdorf Road #Lot 276, Stamford, VT 05352
MLS# 5064834Listed by: SOUTHERN VERMONT REALTY GROUP
$1,200,000Active60 Acres215 VT Route 30, Dorset, VT 05251
MLS# 5056222Listed by: WOHLER REALTY GROUP
$1,500,000Active38.57 Acres500 Nims Road #Lot 2, Dorset, VT 05251
MLS# 5049329Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$245,000Active28.5 Acres11 Old County Road, Landgrove, VT 05148
MLS# 5048222Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$145,000Pending15.49 Acres00 Silk Road, Bennington, VT 05201
MLS# 5040464Listed by: OWNERENTRY.COM
$399,500Active2.7 Acres2937 Dorset West Road, Dorset, VT 05251
MLS# 5013651Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$115,000Active2.9 AcresLot 3 Route 11/30, Winhall, VT 05340
MLS# 4963233Listed by: JOSIAH ALLEN REAL ESTATE, INC.
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 August 17, 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.