- Brattleboro town properties for sale
- Dover properties for sale
- Dummerston properties for sale
- East Dover properties for sale
- Jamaica properties for sale
- Jamaica town properties for sale
- Marlboro properties for sale
- Newfane town properties for sale
- Newfane properties for sale
- Putney town properties for sale
- Putney properties for sale
- South Newfane properties for sale
- Townshend properties for sale
- Townshend town properties for sale
- Wardsboro properties for sale
- Wardsboro town properties for sale
- West Dover properties for sale
- West Townshend properties for sale
- Williamsville properties for sale
- Wilmington town properties for sale
Windham County, VT - land & lots for sale
124 of 124 results displayed
- New
$499,900Active8.3 Acres340 Tyanoga Lot X Road, Whitingham, VT 05361
MLS# 5098583Listed by: LAMACCHIA REALTY INC.
- New
$129,000Active2.1 Acres179 Oak Hill Road, Wardsboro, VT 05353
MLS# 5098154Listed by: LOWE'S REAL ESTATE, LLC - New
$219,000Active16.9 Acres00 Howe Farm Road, Jamaica, VT 05343
MLS# 5098094Listed by: SOUTHERN VERMONT REALTY GROUP - New
$160,000Active11.08 Acres0 Rose Lane #Lot, Londonderry, VT 05148
MLS# 5097818Listed by: MICHAEL ENGLAND REAL ESTATE - New
$20,000Active1.3 AcresSmead Road, Wardsboro, VT 05355
MLS# 5097619Listed by: SOUTHERN VERMONT REALTY GROUP - New
$115,000Active5 Acres0 Happy Haven Road #Lot 45, Wilmington, VT 05363
MLS# 5097175Listed by: DEERFIELD VALLEY REAL ESTATE 
$585,000Active36.69 Acres0 Pine Banks Road, Westminster, VT 05346
MLS# 5096685Listed by: BHG MASIELLO BRATTLEBORO
$79,000Pending4.59 Acres63 West Hill, Putney, VT 05346
MLS# 5096352Listed by: BELLVILLE REALTY
$149,000Active0.71 Acres24 Lower Highlands Road, Dover, VT 05356
MLS# 5096293Listed by: SOUTHERN VERMONT REALTY GROUP
$149,000Active24 Acres381 Whitaker Farm Road, Marlboro, VT 05344
MLS# 5095488Listed by: SOUTHERN VERMONT REALTY GROUP
$195,000Active4.86 Acres1036 Dalewood Road, Jamaica, VT 05343
MLS# 5094902Listed by: WINHALL REAL ESTATE
$50,000Active28 Acresnon Pikes Falls Road #000H-3, Jamaica, VT 05343
MLS# 5094910Listed by: WINHALL REAL ESTATE
$199,595Active4.2 Acres19 Stone Ridge Loop #12, Dover, VT 05356
MLS# 5073648Listed by: DEERFIELD VALLEY REAL ESTATE
$45,000Active1 Acres0 Edie Lane #68, Jamaica, VT 05343
MLS# 5094562Listed by: WINHALL REAL ESTATE
$45,000Active1 Acres0 West Hill Road #39, Jamaica, VT 05343
MLS# 5094563Listed by: WINHALL REAL ESTATE
$2,500Active0.18 Acres0 Clayton Lane, Jamaica, VT 05343
MLS# 5094564Listed by: WINHALL REAL ESTATE
$670,000Active67 Acres00 Pine Banks Road, Westminster, VT 05346
MLS# 5094329Listed by: CENTURY 21 HIGHVIEW REALTY
$140,000Active1.4 AcresScattered Timber Road, Wilmington, VT 05363
MLS# 5094122Listed by: FLEX REALTY
$86,000Active6.2 Acres1297 River Road, Jamaica, VT 05343
MLS# 5093083Listed by: BRATTLEBORO AREA REALTY
$45,000Active0.25 Acres45 Mowing Way, Wilmington, VT 05363
MLS# 5093094Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$139,000Active5 Acres14 Sugar Lot Lane, Jamaica, VT 05343
MLS# 5092583Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$279,000Active45 AcresLot 0 Saddada Road, Whitingham, VT 05361
MLS# 5090898Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$119,999Active15 Acres0 Carpenter Hill Road, Guilford, VT 05301
MLS# 5090787Listed by: OWNERENTRY.COM
$174,000Active15 Acres491 Whitneyville Road, Halifax, VT 05358
MLS# 5090490Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$153,000Active4.7 Acres250 Fenton Road, Chester, VT 05148
MLS# 5090458Listed by: EXP REALTY
$69,000Active1 Acres170 Maple Drive, Wardsboro, VT 05355
MLS# 5090072Listed by: LOWE'S REAL ESTATE, LLC
$165,000Active1.9 AcresLot A Sweet Pond Road #Lot 1, Guilford, VT 05301
MLS# 5090046Listed by: SOUTHERN VERMONT REALTY GROUP
$165,000Active16.05 Acres00 East Hill Road, Wardsboro, VT 05355
MLS# 5089655Listed by: KW VERMONT-STOWE
$149,000Active16.74 Acres9 Brown Road, Wilmington, VT 05363
MLS# 5089334Listed by: BHG MASIELLO BRATTLEBORO
$399,000Active30 AcresLot X Tyanoga Road, Whitingham, VT 05361
MLS# 5089234Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$185,000Active7 AcresTURKWOOD Road #1,2,3,5,6,7,8, Wardsboro, VT 05355
MLS# 5088320Listed by: SKIHOME REALTY
$50,000Pending0.29 Acres41 Country Club Road, Wilmington, VT 05363
MLS# 5087971Listed by: DEERFIELD VALLEY REAL ESTATE
$550,000Active99.4 Acres188 Rattlesnake Mountain Road, Townshend, VT 05353
MLS# 5087936Listed by: MICHAEL ENGLAND REAL ESTATE
$150,000Active18.78 Acres00 Boynton Road, Londonderry, VT 05148
MLS# 5087737Listed by: MICHAEL ENGLAND REAL ESTATE
$65,000Active0.83 Acres123 High Top Road #B-123, Wilmington, VT 05363
MLS# 5087532Listed by: CHIMNEY HILL REALTY
$85,000Active1.02 Acres402 Fox Mt. Road #00CHM402.000, CHM403.000, Wilmington, VT 05363
MLS# 5087013Listed by: CHIMNEY HILL REALTY
$135,000Active2.19 Acres192 Pingree Park Lane, Londonderry, VT 05148
MLS# 5086621Listed by: CUMMINGS & CO
$122,000Active2.07 Acres191 Pingree Park Lane, Londonderry, VT 05148
MLS# 5086615Listed by: CUMMINGS & CO
$65,000Active20.8 Acres0 Hunter Brook Road, Marlboro, VT 05344
MLS# 5085588Listed by: BRATTLEBORO AREA REALTY
$950,000Active20.7 AcresCrotty Drive, Rockingham, VT 05101
MLS# 5084133Listed by: EXP REALTY
$400,000Active5.28 AcresPond Road #1, Rockingham, VT 05346
MLS# 5084134Listed by: EXP REALTY
$125,000Active2 Acres70 Deer Hill Road #Lots 4 & 9, Whitingham, VT 05361
MLS# 5083822Listed by: SOUTHERN VERMONT REALTY GROUP
$125,000Active1.77 Acres997 Stratton Arlington Road, Stratton, VT 05360
MLS# 5083098Listed by: DEREK GREENE
$59,000Active3.3 Acres0 Hunt Road, Wardsboro, VT 05355
MLS# 5082739Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,450,000Active201.4 AcresForrester Road, Jamaica, VT 05343
MLS# 5082418Listed by: LOWE'S REAL ESTATE, LLC
$55,000Active0.5 Acres404 Fox Mt Road #M404, Wilmington, VT 05356
MLS# 5082241Listed by: CHIMNEY HILL REALTY
$74,900Active1.1 Acres2 Johnson Hill, Dover, VT 05356
MLS# 5081960Listed by: BOYD REAL ESTATE
$25,000Active0.6 Acres28 Upper Howes Way #00CHA028.000, Wilmington, VT 05363
MLS# 5081925Listed by: CHIMNEY HILL REALTY
$100,000Active2.5 Acres69 Old Haven Lane, Putney, VT 05346
MLS# 5081332Listed by: EXP REALTY
$195,000Active4.86 Acres0 Stoney Brook Road, Londonderry, VT 05148
MLS# 5081155Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$195,000Active1.2 Acres4769 Pikes Falls Road, Jamaica, VT 05143
MLS# 5080889Listed by: EXP REALTY
$189,000Active3.6 Acres00 Lake Hill Road, Whitingham, VT 05361
MLS# 5080077Listed by: DEERFIELD VALLEY REAL ESTATE
$250,000Active7.8 Acres16 Overlook Drive, Dover, VT 05356
MLS# 5079687Listed by: SKIHOME REALTY
$250,000Active5.08 Acres10 Overlook Drive, Dover, VT 05356
MLS# 5079558Listed by: SKIHOME REALTY
$75,000Active1 Acres169 Sun and Ski Road, Wilmington, VT 05363
MLS# 5077813Listed by: SOUTHERN VERMONT REALTY GROUP
$500,000Active71 Acres00 Turkey Mountain Road, Jamaica, VT 05343
MLS# 5077252Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$85,000Active1 Acres000F-320 Bourbon Run, Jamaica, VT 05343
MLS# 5076157Listed by: MICHAEL ENGLAND 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
$340,000Active12.05 Acres101 Catherine Road, Jamaica, VT 05343
MLS# 5074686Listed by: STRATTON REAL ESTATE
$14,999Active1 Acres0 Hunter Brook Road, Newfane, VT 05351
MLS# 5071275Listed by: OWNERENTRY.COM
$55,000Active1.05 Acres31 Woodsman Road, Dover, VT 05356
MLS# 5073253Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$235,000Active33.48 Acres0 VT Route 100, Londonderry, VT 05148
MLS# 5072614Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$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
$489,000Active41 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
$160,000Active9.3 Acres00 East Putney Brook Road #2, Putney, VT 05346
MLS# 5069818Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$48,000Active6.1 Acres0 Cooke Road, Brattleboro, VT 05301
MLS# 5068751Listed by: BRATTLEBORO AREA REALTY
$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
$249,000Active54.8 Acres0 Townshend Dam Road, Wardsboro, VT 05355
MLS# 5066172Listed by: WINHALL REAL ESTATE
$475,000Active30 Acres00 West Hill Road South, Jamaica, VT 05343
MLS# 5065110Listed by: SOUTHERN VERMONT REALTY GROUP
$125,000Active15.6 Acres0 Thayer Road #1, 2 & 3, Westminster, VT 05158
MLS# 5063611Listed by: BHG MASIELLO BRATTLEBORO
$475,000Active80.11 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
$99,500Active10.27 Acres0 Theresa Lane, Wilmington, VT 05363
MLS# 5062132Listed by: DEERFIELD VALLEY REAL ESTATE
$70,000Active2.01 Acres0 Huckle Hill Road, Vernon, VT 05354
MLS# 5059719Listed by: RED MAPLE REALTY LLC
$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
$50,000Active0.93 Acres564 Upper Dam Road #M564 & M565, Wilmington, VT 05363-0253
MLS# 5019824Listed by: CHIMNEY HILL REALTY
$178,000Active8 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
$119,000Active14.91 Acres0 Higley Hill Road #Lot 2, Dover, VT 05356
MLS# 5047164Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$95,000Active14.7 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
$165,000Active9.45 Acres0 Higley Hill Road #Lot 1, Dover, VT 05356
MLS# 5047136Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$137,000Active20.1 Acres251 Phillips Hill Road, Halifax, VT 05358
MLS# 5045217Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$125,000Active1.3 Acres00 Creamery Road, Guilford, VT 05301
MLS# 5043886Listed by: BRATTLEBORO AREA REALTY
$150,000Pending2.8 Acres37 Fred Houghton Road, Putney, VT 05346
MLS# 5043004Listed by: BRATTLEBORO AREA REALTY
$49,900Active3.69 Acres0 Honeycomb Hill, Marlboro, VT 05344
MLS# 5042644Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$170,000Active20.09 Acres189 North Street, Dover, VT 05431
MLS# 5042100Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$80,000Active10.05 AcresLot 3 North Street, Dover, VT 05431
MLS# 5042082Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$99,000Active10.04 AcresLot 2 North Street, Dover, VT 05431
MLS# 5042055Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$375,000Active5.54 AcresLot #4 Margeaux Lane, Stratton, VT 05155
MLS# 5032606Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$395,000Active6.93 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
$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
$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
$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
$35,000Active1 Acres0 Boardman Loop, Wardsboro, VT 05360
MLS# 4999194Listed by: BRATTLEBORO AREA REALTY
$120,000Active4.68 Acres8559 VT Route 30 #Lots 2 & 3, Jamaica, VT 05343
MLS# 5076767Listed by: WINHALL REAL ESTATE
$199,000Active0.32 Acres8A Freestyle Circle #5, Dover, VT 05356
MLS# 4978813Listed by: SKIHOME REALTY
$299,000Active0.84 Acres8B Freestyle Circle #6, Dover, VT 05356
MLS# 4978811Listed by: SKIHOME REALTY
$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
$150,000Active3.79 Acres00 Fort Dummer Heights #2, Brattleboro, VT 05301
MLS# 4934978Listed by: BRATTLEBORO AREA REALTY
Local realty services provided by:ERA Key Realty Services
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 July 8, 2026
Popular searches near Windham County, VT
Popular neighborhoods near Windham County, VT
- Clifton Park Town Center, Clifton Park properties for sale
- East Side, Claremont properties for sale
- Eastside, Troy properties for sale
- Etna, Etna properties for sale
- Flagler Corners, Clifton Park properties for sale
- Frear Park, Troy properties for sale
- Greensboro Road, Hanover properties for sale
- Lansingburgh, Troy properties for sale
- North Central, Troy properties for sale
- North End, Claremont properties for sale
- Rip Road, Hanover properties for sale
- South Central, Troy properties for sale
- South End, Claremont properties for sale
- South Troy, Troy properties for sale
- Sycaway, Troy properties for sale
- The Hill, Troy properties for sale
- Washington Street, Claremont properties for sale
- West Claremont, Claremont properties for sale
- West Lebanon, West Lebanon properties for sale
- West Side, Claremont properties for sale
Zip codes near Windham County, VT
- 03466 properties for sale
- 05146 properties for sale
- 05155 properties for sale
- 05158 properties for sale
- 05301 properties for sale
- 05340 properties for sale
- 05341 properties for sale
- 05342 properties for sale
- 05343 properties for sale
- 05344 properties for sale
- 05345 properties for sale
- 05346 properties for sale
- 05351 properties for sale
- 05353 properties for sale
- 05355 properties for sale
- 05356 properties for sale
- 05359 properties for sale
- 05360 properties for sale
- 05362 properties for sale
- 05363 properties for sale
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.
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.