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40391, KY - land & lots for sale
88 of 88 results displayed
- New
$399,000Active11.3 Acres0 Fairholme Way, Winchester, KY 40391
MLS# 26011689Listed by: STEVEN D ADAMS REAL ESTATE SERVICES, LLC 
$165,000Pending5 Acres4784 Van Meter Road, Winchester, KY 40391
MLS# 26011212Listed by: STEVEN D ADAMS REAL ESTATE SERVICES, LLC
$189,000Pending6.1 Acres5105 Combs Ferry Road, Winchester, KY 40391
MLS# 26002767Listed by: EXIT REALTY CRUTCHER FRANKFORT
$249,000Active8.03 Acres5127 Combs Ferry Road, Winchester, KY 40391
MLS# 26011064Listed by: EXIT REALTY CRUTCHER FRANKFORT
$14,100,000Active274.52 Acres2395 Paris Road, Winchester, KY 40391
MLS# 26011485Listed by: MELIA REALTY LLC
$882,000Active3.93 AcresLot 1 - 7 Plantations Drive, Winchester, KY 40391
MLS# 26011486Listed by: MELIA REALTY LLC
$78,500Active0.22 AcresLot 3 Plantations Drive, Winchester, KY 40391
MLS# 26011487Listed by: MELIA REALTY LLC
$78,500Active0.22 AcresLot 4 Plantations Drive, Winchester, KY 40391
MLS# 26011488Listed by: MELIA REALTY LLC
$209,000Active41.68 Acres2697 Pine Ridge Road, Winchester, KY 40391
MLS# 26009146Listed by: KELLER WILLIAMS COMMONWEALTH
$129,300Active2.3 Acres110 Knox Court, Winchester, KY 40391
MLS# 26008587Listed by: THE AGENCY
$1,800,000Active4.36 Acres722 Colby Road #1, Winchester, KY 40391
MLS# 26008233Listed by: CMI PROPERTIES
$600,000Active6.13 Acres722 Colby Road #2, Winchester, KY 40391
MLS# 26008236Listed by: CMI PROPERTIES
$150,000Active2.77 Acres3385 Colby Road, Winchester, KY 40391
MLS# 26008075Listed by: STEVEN D ADAMS REAL ESTATE SERVICES, LLC
$300,000Active15.27 Acres4025 Jackson Ferry Road, Winchester, KY 40391
MLS# 26007284Listed by: KELLER WILLIAMS COMMONWEALTH
$97,500Active7.99 Acres3991 Jackson Ferry Road, Winchester, KY 40391
MLS# 26007285Listed by: KELLER WILLIAMS COMMONWEALTH
$97,500Active8.46 Acres3961 Jackson Ferry Road, Winchester, KY 40391
MLS# 26007286Listed by: KELLER WILLIAMS COMMONWEALTH
$180,000Active10.04 Acres3925 Jackson Ferry Road, Winchester, KY 40391
MLS# 26007287Listed by: KELLER WILLIAMS COMMONWEALTH
$150,000Active9.39 Acres3821 Jackson Ferry Road, Winchester, KY 40391
MLS# 26007288Listed by: KELLER WILLIAMS COMMONWEALTH
$105,000Active9.75 Acres3759 Jackson Ferry Road, Winchester, KY 40391
MLS# 26007289Listed by: KELLER WILLIAMS COMMONWEALTH
$425,000Active25.87 Acres2996/3056 Irvine Road, Winchester, KY 40391
MLS# 26007128Listed by: KELLER WILLIAMS COMMONWEALTH
$250,000Active14.51 Acres3056 Irvine Road, Winchester, KY 40391
MLS# 26007074Listed by: KELLER WILLIAMS COMMONWEALTH
$175,000Active11.36 Acres2996 Irvine Road, Winchester, KY 40391
MLS# 26007067Listed by: KELLER WILLIAMS COMMONWEALTH
$137,500Active3.94 Acres150 Spencer Lane, Winchester, KY 40391
MLS# 26006848Listed by: COLDWELL BANKER MCMAHAN
$359,900Active51.04 Acres750 Providence Lane, Winchester, KY 40391
MLS# 26006323Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
$67,500Active1.89 Acres250 Spencer Lane, Winchester, KY 40391
MLS# 26005958Listed by: BRIDGEWATER REAL ESTATE
$84,900Active3.39 Acres160 Rector Lane, Winchester, KY 40391
MLS# 26005903Listed by: UNITED REAL ESTATE BLUEGRASS
$225,000Active24 Acres3934 Trapp-goffs Corner Road, Winchester, KY 40391
MLS# 26005737Listed by: TOP TEN REALTY
$1,115,000Active120 Acres345 Providence Lane, Winchester, KY 40391
MLS# 26005598Listed by: KELLER WILLIAMS LEGACY GROUP
$575,000Active1.71 Acres1025 Colby Road, Winchester, KY 40391
MLS# 26005455Listed by: KELLER WILLIAMS BLUEGRASS REALTY
$188,500Active12.1 Acres155 Spring Ridge Way, Winchester, KY 40391
MLS# 26005457Listed by: KELLER WILLIAMS BLUEGRASS REALTY
$42,500Pending0.26 Acres105 Bella Court, Winchester, KY 40391
MLS# 26005419Listed by: KELLER WILLIAMS BLUEGRASS REALTY
$42,500Pending0.19 Acres113 Mayfair Court, Winchester, KY 40391
MLS# 26005413Listed by: KELLER WILLIAMS BLUEGRASS REALTY
$490,000Active1.53 Acres33-41 Winn Avenue, Winchester, KY 40391
MLS# 25508043Listed by: EXP REALTY, LLC
$550,000Active3 Acres609 Bullion Boulevard #3A, Winchester, KY 40391
MLS# 23015569Listed by: BLOCK + LOT HOMES
$154,900Active2.66 Acres590 Craig Crossing, Winchester, KY 40391
MLS# 25506729Listed by: COLDWELL BANKER MCMAHAN
$70,000Active1.72 Acres12541 Ironworks Road, Winchester, KY 40391
MLS# 25506465Listed by: NATIONAL REAL ESTATE
$199,500Active7.77 Acres368 Flanagan Station Road, Winchester, KY 40391
MLS# 25009200Listed by: KELLER WILLIAMS COMMONWEALTH
$123,000Active11.47 Acres7950 Four Mile Road, Winchester, KY 40391
MLS# 25503896Listed by: RE/MAX CREATIVE REALTY
$10,000Pending0.06 Acres75 4th Street, Winchester, KY 40391
MLS# 25501915Listed by: EXP REALTY, LLC
$108,500Active11.33 Acres4590 Four Mile Road, Winchester, KY 40391
MLS# 25501424Listed by: TOM GOEBEL & COMPANY
$52,000Active5 Acres4700 Four Mile Road, Winchester, KY 40391
MLS# 25501428Listed by: TOM GOEBEL & COMPANY
$10,000Active0.17 Acres117 4th Street, Winchester, KY 40391
MLS# 25501219Listed by: KELLER WILLIAMS BLUEGRASS REALTY
$245,000Active6.08 Acres190 Privacy Lane, Winchester, KY 40391
MLS# 25501332Listed by: KELLER WILLIAMS COMMONWEALTH
$1,200Pending2.57 Acres507 Tech Drive, Winchester, KY 40391
MLS# 24012397Listed by: KY REALTY CO
$175,000Active6.59 Acres990 Craig Crossing Road, Winchester, KY 40391
MLS# 22004991Listed by: COLDWELL BANKER MCMAHAN
$150,000Active4.21 Acres1030 Craig Crossing Road, Winchester, KY 40391
MLS# 22004993Listed by: COLDWELL BANKER MCMAHAN
$110,000Active2.06 Acres1185 Craig Crossing Road, Winchester, KY 40391
MLS# 22005014Listed by: COLDWELL BANKER MCMAHAN
$100,000Active0.68 Acres100 Duclair Drive, Winchester, KY 40391
MLS# 22024061Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.38 Acres120 Duclair Drive, Winchester, KY 40391
MLS# 22024065Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.35 Acres150 Duclair Drive, Winchester, KY 40391
MLS# 22024072Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.29 Acres160 Duclair Drive, Winchester, KY 40391
MLS# 22024074Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.38 Acres200 Duclair Drive, Winchester, KY 40391
MLS# 22024092Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.34 Acres230 Duclair Drive, Winchester, KY 40391
MLS# 22024095Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.32 Acres250 Duclair Drive, Winchester, KY 40391
MLS# 22024097Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.5 Acres260 Duclair Drive, Winchester, KY 40391
MLS# 22024098Listed by: BLUEGRASS PROPERTIES GROUP
$100,000Active1.1 Acres270 Duclair Drive, Winchester, KY 40391
MLS# 22024100Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.59 Acres255 Duclair Drive, Winchester, KY 40391
MLS# 22024102Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.47 Acres139 Jacob Court, Winchester, KY 40391
MLS# 22024111Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.32 Acres135 Jacob Court, Winchester, KY 40391
MLS# 22024112Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.27 Acres125 Jacob Court, Winchester, KY 40391
MLS# 22024114Listed by: BLUEGRASS PROPERTIES GROUP
$110,000Active0.32 Acres115 Jacob Court, Winchester, KY 40391
MLS# 22024116Listed by: BLUEGRASS PROPERTIES GROUP
$100,000Active0.32 Acres111 Jacob Court, Winchester, KY 40391
MLS# 22024120Listed by: BLUEGRASS PROPERTIES GROUP
$100,000Active0.37 Acres225 Jacob Court, Winchester, KY 40391
MLS# 22024121Listed by: BLUEGRASS PROPERTIES GROUP
$100,000Active0.31 Acres215 Duclair Drive, Winchester, KY 40391
MLS# 22024123Listed by: BLUEGRASS PROPERTIES GROUP
$100,000Active0.32 Acres169 Duclair Drive, Winchester, KY 40391
MLS# 22024124Listed by: BLUEGRASS PROPERTIES GROUP
$100,000Active0.32 Acres165 Duclair Drive, Winchester, KY 40391
MLS# 22024126Listed by: BLUEGRASS PROPERTIES GROUP
$100,000Active0.32 Acres155 Duclair Drive, Winchester, KY 40391
MLS# 22024128Listed by: BLUEGRASS PROPERTIES GROUP
$100,000Active0.32 Acres141 Duclair Drive, Winchester, KY 40391
MLS# 22024130Listed by: BLUEGRASS PROPERTIES GROUP
$100,000Active0.32 Acres129 Duclair Drive, Winchester, KY 40391
MLS# 22024133Listed by: BLUEGRASS PROPERTIES GROUP
$100,000Active0.32 Acres115 Duclair Drive, Winchester, KY 40391
MLS# 22024134Listed by: BLUEGRASS PROPERTIES GROUP
$1,200,000Active24.15 Acres1395 Two Mile Road, Winchester, KY 40391
MLS# 23018853Listed by: TOM GOEBEL & COMPANY
$550,500Active20.78 Acres1395 Two Mile Road, Winchester, KY 40391
MLS# 23018854Listed by: TOM GOEBEL & COMPANY
$189,900Pending10.73 Acres1045 Gay Evans Road, Winchester, KY 40391
MLS# 25002803Listed by: THE AGENCY
$42,500Pending0.2 Acres108 Dorset Lane, Winchester, KY 40391
MLS# 26005320Listed by: KELLER WILLIAMS BLUEGRASS REALTY
$1,850,000Active17.87 Acres1509 Boonesboro Road, Winchester, KY 40391
MLS# 20101924Listed by: CMI PROPERTIES
$270,000Active0.84 Acres800 Interstate Drive, Winchester, KY 40391
MLS# 20111867Listed by: ENSOR REAL ESTATE, LLC
$500,000Active1.52 Acres1005 Early Drive, Winchester, KY 40391
MLS# 20111871Listed by: ENSOR REAL ESTATE, LLC
$150,000Active2.16 Acres120 Knox Court, Winchester, KY 40391
MLS# 22024088Listed by: BLUEGRASS PROPERTIES GROUP
$150,000Active2.11 Acres125 Knox Court, Winchester, KY 40391
MLS# 22024090Listed by: BLUEGRASS PROPERTIES GROUP
$1,350,000Active3.02 Acres155 April Way, Winchester, KY 40391
MLS# 23015568Listed by: BLOCK + LOT HOMES
$125,000Active4.01 Acres1940 Athens Boonesboro Road, Winchester, KY 40391
MLS# 25012636Listed by: KENTUCKY LAND AND HOME
$800,000Pending4.87 Acres1108 W Lexington Avenue, Winchester, KY 40391
MLS# 26010978Listed by: KENTUCKY RESIDENTIAL REAL ESTATE, LLC
$50,000Active0.41 Acres308 Duclair Drive, Winchester, KY 40391
MLS# 25018185Listed by: KELLER WILLIAMS COMMONWEALTH
$225,000Active8.09 Acres2110 Athens Boonesboro Road, Winchester, KY 40391
MLS# 25500014Listed by: KELLER WILLIAMS LEGACY GROUP
$64,900Pending0.52 Acres101 Royal Oak Drive, Winchester, KY 40391
MLS# 25501641Listed by: KELLER WILLIAMS LEGACY GROUP
$64,900Pending0.64 Acres102 Royal Oak Drive, Winchester, KY 40391
MLS# 25501642Listed by: KELLER WILLIAMS LEGACY GROUP
$575,000Active2.6 Acres529 Bullion Boulevard #3B, Winchester, KY 40391
MLS# 23015571Listed by: BLOCK + LOT HOMES
$925,000Active3.77 Acres300 Rolling Hills Lane, Winchester, KY 40391
MLS# 1805484Listed by: FREEDOM REALTY & PROPERTY MANAGEMENT
Local realty services provided by:CENTURY 21 Simpson & Associates
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
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 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.