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Windham County, VT - land & lots for sale
115 of 115 results displayed
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$55,000Active1 Acres000F-320 Bourbon Run, Jamaica, VT 05343
MLS# 5076157Listed by: MICHAEL ENGLAND REAL ESTATE
$59,000Active1.5 Acres9 Barber Road, Dover, VT 05356
MLS# 5075496Listed by: DEERFIELD VALLEY REAL ESTATE
$199,595Active4.2 Acres19 Stone Ridge Loop, Dover, VT 05356
MLS# 5073648Listed by: DEERFIELD VALLEY REAL ESTATE
$475,000Active188.9 Acres1301 Brockway Mills Road, Rockingham, VT 05101
MLS# 5075031Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$129,900Active3 Acres57 Cheney Brook Loop, Dover, VT 05356
MLS# 5074779Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$379,000Active12.05 Acres101 Catherine Road, Jamaica, VT 05343
MLS# 5074686Listed by: STRATTON REAL ESTATE
$19,999Active1 Acres0 Hunter Brook Road, Newfane, VT 05351
MLS# 5071275Listed by: OWNERENTRY.COM
$65,000Active5.1 AcresLot 2 South Pine Banks Road, Putney, VT 05346
MLS# 5073641Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$39,900Active1.02 Acres12 Buckboard Drive, Dover, VT 05356
MLS# 5073567Listed by: DEERFIELD VALLEY REAL ESTATE
$55,000Active1.05 Acres31 Woodsman Road, Dover, VT 05356
MLS# 5073253Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$995,000Active0.25 Acres19 Sundance Village Loop, Dover, VT 05356
MLS# 5072638Listed by: SKIHOME REALTY
$142,000Active2.19 Acres192 Pingree Park Lane #Lot 4, Londonderry, VT 05148
MLS# 5072628Listed by: CUMMINGS & CO
$127,000Active2.07 Acres191 Pingree Park Lane, Londonderry, VT 05148
MLS# 5072629Listed by: CUMMINGS & CO
$249,000Active1.29 Acres350 Route 100, Dover, VT 05356
MLS# 5072430Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$79,500Active0.32 AcresLot 2 - 162 High Peak Way, Wilmington, VT 05363
MLS# 5071834Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$90,100Active0.5 AcresLOT 3 158/160 High Peak Way, Wilmington, VT 05363
MLS# 5071838Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$68,900Active0.5 AcresLot 1 - 161 High Peak Way, Wilmington, VT 05363
MLS# 5071844Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$73,140Active0.25 AcresLot 4 -156 High Peak Way, Wilmington, VT 05363
MLS# 5071849Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$210,000Active35 Acres00 Route 100, Jamaica, VT 05343
MLS# 5070790Listed by: SOUTHERN VERMONT REALTY GROUP
$499,000Active41 Acres706 VT Route 100, Stratton, VT 05360
MLS# 5070588Listed by: SOUTHERN VERMONT REALTY GROUP
$60,000Active1.1 Acres63 Villager Loop, Dover, VT 05356
MLS# 5070163Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$475,000Active133.1 Acres40 E Putney Brook Road, Putney, VT 05346
MLS# 5069838Listed by: ENGEL & VOLKERS OKEMO
$160,000Active9.3 Acres00 East Putney Brook Road #2, Putney, VT 05346
MLS# 5069818Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$175,000Active16.48 Acres1854 VT Route 9 West, Marlboro, VT 05344
MLS# 5068538Listed by: SOUTHERN VERMONT REALTY GROUP
$48,000Active6.1 Acres0 Cooke Road, Brattleboro, VT 05301
MLS# 5068751Listed by: BRATTLEBORO AREA REALTY
$249,000Active19.6 Acres227 Gault Road, Wardsboro, VT 05355
MLS# 5068683Listed by: BRATTLEBORO AREA REALTY
$19,900Active0.46 Acres00 Country Court #Lot 693, Wilmington, VT 05363
MLS# 5068297Listed by: SOUTHERN VERMONT REALTY GROUP
$249,000Active48.5 Acres590 Howard Hill Road, Londonderry, VT 05148
MLS# 5068070Listed by: WINHALL REAL ESTATE
$35,000Pending1 AcresBourbon Run Road, Jamaica, VT 05343
MLS# 5067790Listed by: OWNERENTRY.COM
$36,999Active2 Acres14 Brickyard Road, Dover, VT 05341
MLS# 5067799Listed by: OWNERENTRY.COM
$500,000Active5.05 AcresLot 1 Mountain Ridge Drive, Wilmington, VT 05363
MLS# 5067332Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$500,000Active1.1 AcresLot 2 Mountain Ridge Drive, Wilmington, VT 05363
MLS# 5067334Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$500,000Active1.82 AcresLot 3 Mountain Ridge Drive, Wilmington, VT 05363
MLS# 5067335Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$450,000Active3.38 AcresLot 4 Mountain Ridge Drive, Wilmington, VT 05363
MLS# 5067336Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$269,000Active54.8 Acres0 Townshend Dam Road, Wardsboro, VT 05355
MLS# 5066172Listed by: WINHALL REAL ESTATE
$325,000Active3.42 Acres2366 Middletown Road, Londonderry, VT 05148
MLS# 5065288Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$530,000Active30 Acres00 West Hill Road South, Jamaica, VT 05343
MLS# 5065110Listed by: SOUTHERN VERMONT REALTY GROUP
$135,000Active5.1 Acres1192 Haven Hill Road #Lot 1A, Londonderry, VT 05148
MLS# 5033471Listed by: MICHAEL ENGLAND REAL ESTATE
$475,000Active136.9 Acres0 Taft Road, Townshend, VT 05353
MLS# 5064573Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$125,000Active15.6 Acres0 Thayer Road #1, 2 & 3, Westminster, VT 05158
MLS# 5063611Listed by: BHG MASIELLO BRATTLEBORO
$499,000Active80.11 Acres47 Whites Hill Road, Dover, VT 05341
MLS# 5063628Listed by: WINHALL REAL ESTATE
$299,000Active1.06 Acres12 Someday Road, Dover, VT 05356
MLS# 5063412Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$169,900Active35.4 Acres0 Minard Road, Westminster, VT 05158
MLS# 5062648Listed by: BRATTLEBORO AREA REALTY
$120,000Active2.84 Acres111 Gib Lockerby Road, Grafton, VT 05146
MLS# 5062513Listed by: CUMMINGS & CO
$99,500Active10.27 Acres0 Theresa Lane, Wilmington, VT 05363
MLS# 5062132Listed by: DEERFIELD VALLEY REAL ESTATE
$49,000Active10.2 AcresKurn Hattin Road, Westminster, VT 05346
MLS# 5061623Listed by: SOUTHERN VERMONT REALTY GROUP
$2,495,000Active2.36 Acres4 Gold Medal Circle, Stratton, VT 05155
MLS# 5059954Listed by: STRATTON REAL ESTATE
$70,000Active2.01 Acres0 Huckle Hill Road, Vernon, VT 05354
MLS# 5059719Listed by: RED MAPLE REALTY LLC
$249,900Active13 Acres2137 Brockway Mills Road, Rockingham, VT 05143
MLS# 5059354Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$99,000Active2.1 AcresOak Hill Road & Maple Drive #H-4/H-13, Wardsboro, VT 05355
MLS# 5057941Listed by: THE HAVEN GROUP
$585,000Active67.63 Acres932 Middle Road, Dummerston, VT 05301
MLS# 5056932Listed by: ACORN REAL ESTATE GROUP LLC
$67,500Active3.5 Acres0 Dover Road, Newfane, VT 05351
MLS# 5054979Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$25,000Active0.5 Acres30 Upper Howes Way #A-30, Wilmington, VT 05363
MLS# 5052334Listed by: CHIMNEY HILL REALTY
$25,000Active0.6 Acres28 Upper Howes Way #A-28, Wilmington, VT 05363
MLS# 5008125Listed by: CHIMNEY HILL REALTY- $25,000Active0.56 Acres
25 Upper Howes Way #A-25, Wilmington, VT 05363
MLS# 5008126Listed by: CHIMNEY HILL REALTY - $25,000Active0.6 Acres
26 Upper Howes Way #A-26, Wilmington, VT 05363
MLS# 5008127Listed by: CHIMNEY HILL REALTY - $50,000Active0.93 Acres
564 Upper Dam Road #M564 & M565, Wilmington, VT 05363-0253
MLS# 5019824Listed by: CHIMNEY HILL REALTY 
$185,000Active8 Acres4441 Route 30, Jamaica, VT 05343
MLS# 5067302Listed by: THE HAVEN GROUP
$259,900Active29.2 Acres1270 Melendy Hill Road, Guilford, VT 05301
MLS# 5049686Listed by: BRATTLEBORO AREA REALTY
$235,000Active18.93 Acres0 Forest Heights, Dover, VT 05356
MLS# 5049593Listed by: DEERFIELD VALLEY REAL ESTATE
$185,000Active0.84 Acres1 Pinnacle View Lane, Dover, VT 05356
MLS# 5049097Listed by: SKIHOME REALTY
$125,000Active1.31 Acres118 Chimney Hill Road #M118, Wilmington, VT 05363
MLS# 5048056Listed by: CHIMNEY HILL REALTY
$119,000Active14.91 Acres0 Higley Hill Road #Lot 2, Dover, VT 05356
MLS# 5047164Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$119,000Active14.7 Acres0 Higley Hill Road #Lot 3, Dover, VT 05356
MLS# 5047169Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$139,000Active8.52 Acres0 Higley Hill Road #Lot 4, Dover, VT 05356
MLS# 5047177Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$179,000Active9.45 Acres0 Higley Hill Road #Lot 1, Dover, VT 05356
MLS# 5047136Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$250,000Active18 Acres0 Melendy Hill Road, Guilford, VT 05301
MLS# 5046973Listed by: BRATTLEBORO AREA REALTY
$29,999Active1.1 Acres4 Antler Loop, Dover, VT 05356
MLS# 5046018Listed by: OWNERENTRY.COM
$35,000Active5 Acres0 Ober Hill Road, Townshend, VT 05353
MLS# 5045480Listed by: SOUTHERN VERMONT REALTY GROUP
$239,000Active1.57 Acres2 Gold Medal Circle, Stratton, VT 05155
MLS# 5045312Listed by: STRATTON REAL ESTATE
$139,000Active20.1 Acres251 Phillips Hill Road, Halifax, VT 05358
MLS# 5045217Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$139,900Active1.3 Acres00 Creamery Road, Guilford, VT 05301
MLS# 5043886Listed by: BRATTLEBORO AREA REALTY
$150,000Active2.8 Acres37 Fred Houghton Road, Putney, VT 05346
MLS# 5043004Listed by: BRATTLEBORO AREA REALTY
$539,000Active2.88 Acres309 VT Route 100, Dover, VT 05356
MLS# 5042712Listed by: DEERFIELD VALLEY REAL ESTATE
$69,000Active3.69 Acres0 Honeycomb Hill, Marlboro, VT 05344
MLS# 5042644Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$194,000Active20.09 Acres189 North Street #43, 45 & 47, Dover, VT 05431
MLS# 5042100Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$88,000Active10.05 AcresLot 3 North Street #45, Dover, VT 05431
MLS# 5042082Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$118,000Active10.04 AcresLot 2 North Street #47, Dover, VT 05431
MLS# 5042055Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$75,000Active1.8 AcresL40 Boardman Loop, Wardsboro, VT 05355
MLS# 5040144Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$499,000Active2 Acres70 Overlook Drive, Dover, VT 05356
MLS# 5038225Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$229,000Active0.71 Acres24 Lower Highlands, Dover, VT 05356
MLS# 5036871Listed by: SOUTHERN VERMONT REALTY GROUP
$125,000Active1.58 Acres408 Fox Mt. Road #M408 & M409, Wilmington, VT 05363
MLS# 5035898Listed by: CHIMNEY HILL REALTY
$125,000Active1.52 Acres406 Fox Mt Road #M405, M406 & M407, Wilmington, VT 05363
MLS# 5035688Listed by: CHIMNEY HILL REALTY
$85,000Active1.04 Acres402 Fox Mt Road #Lots M402 & M403, Wilmington, VT 05363
MLS# 5035426Listed by: CHIMNEY HILL REALTY
$69,000Active3.58 AcresLot 4 Ghastly Job Way, Wilmington, VT 05363
MLS# 5034624Listed by: DEERFIELD VALLEY REAL ESTATE
$440,000Active5.54 AcresLot #4 Margeaux Lane, Stratton, VT 05155
MLS# 5032606Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$470,000Active6.93 Acreslot#2 Margeaux Lane, Stratton, VT 05155
MLS# 5032607Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$150,000Active23.4 Acres4125 Chester Road, Grafton, VT 05146
MLS# 5030577Listed by: BHG MASIELLO KEENE
$50,000Active2 Acres667 Hinkley Brook Road, Grafton, VT 05146
MLS# 5030336Listed by: BHG MASIELLO KEENE
$980,000Active43.67 AcresLot 10 & 16 Overlook Drive, Dover, VT 05356
MLS# 5029809Listed by: SKIHOME REALTY
$774,000Active3.6 AcresLot 5 Old Mill Crossing, Wilmington, VT 05363
MLS# 5027027Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$749,000Active1.22 AcresLot 2 Old Mill Crossing, Wilmington, VT 05363
MLS# 5027028Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$749,000Active2.57 AcresLot 3 Old Mill Crossing, Wilmington, VT 05363
MLS# 5027029Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$774,000Active1.32 AcresLot 4 Old Mill Crossing, Wilmington, VT 05363
MLS# 5027030Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$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.
$199,000Active23.1 Acres184 Dupre Drive, Guilford, VT 05301
MLS# 5020773Listed by: BELLVILLE REALTY
$299,000Active7.08 Acres103 School Bus Depot Road, Rockingham, VT 05101
MLS# 5020268Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$119,000Active5 Acres0 Banning Road, Putney, VT 05346
MLS# 5043309Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$80,000Active1.97 Acres24 Summit Circle, Brattleboro, VT 05301
MLS# 5009351Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$65,000Active2 Acres585 Sawmill Road, Wardsboro, VT 05360
MLS# 5002531Listed by: WINHALL REAL ESTATE
$45,000Active1 Acres0 Boardman Loop, Wardsboro, VT 05360
MLS# 4999194Listed by: BRATTLEBORO AREA REALTY
$120,000Active5 Acres0 Happy Haven Road #Lot 45, Wilmington, VT 05363
MLS# 4998180Listed by: DEERFIELD VALLEY REAL ESTATE- New
$120,000Active4.68 Acres8559 VT Route 30 #Lots 2 & 3, Jamaica, VT 05343
MLS# 5076767Listed by: WINHALL REAL ESTATE 
$199,000Active0.32 Acres8 A Freestyle Circle #5, Dover, VT 05356
MLS# 4978813Listed by: SKIHOME REALTY
$299,000Active0.84 Acres8 B Freestyle Circle #6, Dover, VT 05356
MLS# 4978811Listed by: SKIHOME REALTY
$275,000Active31 Acres41 Rice Hill Road, Dover, VT 05341
MLS# 4956629Listed by: SKIHOME REALTY
$39,900Active5.66 Acres4 Murdock Lane, Whitingham, VT 05361
MLS# 4867161Listed by: SOUTHERN VERMONT REALTY GROUP
$59,900Active1 AcresLot 35 Woodsman Road, Dover, VT 05356
MLS# 4907777Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$59,900Active1 AcresLot 36 Woodsman Road, Dover, VT 05356
MLS# 4907778Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$59,900Active1 AcresLot 37 Woodsman Road, Dover, VT 05356
MLS# 4907779Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$125,000Active1.75 Acres0 Fort Dummer Heights #1, Brattleboro, VT 05301
MLS# 4934976Listed by: BRATTLEBORO AREA REALTY
$250,000Active2.05 Acres000 Fort Dummer Heights #1 and 2, Brattleboro, VT 05301
MLS# 4934983Listed by: BRATTLEBORO AREA 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 February 20, 2026
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© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.
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.
© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.