Winchester Real Estate Search

Winchester Land for Sale

Our website features the best real estate search for land and farm properties available in Winchester and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Winchester Land for Sale

$249,500
26007074 MLS
Discover the perfect blend of beauty, privacy, and opportunity with this stunning 14.511-acre tract on Irvine Road. Featuring gently rolling hills, this property offers multiple ideal building sites to bring your dream home to life, whether you're envisioning a modern farmhouse, barndominium, or private country retreat. A barn is already in place, adding immediate functionality for storage, livestock, or future homesteading plans. The property also includes partial fencing, making it even more appealing for those looking to accommodate animals or create a mini-farm setup. One of the standout features is the picturesque creek that runs through the property, adding both natural beauty and a peaceful setting you'll enjoy year-round. With a balance of open space and scenic landscape, this land offers the kind of tranquility that's getting harder to find while still being conveniently located near town. Looking for even more space? The adjoining 11.362-acre tract (MLS #26007067) is also available, creating a rare opportunity to own over 25 acres of contiguous land. perfect for a private estate, multi-generational living, or future investment potential. Whether you?re ready to build now or invest for the future, this property checks all the boxes for Kentucky land buyers seeking space, scenery, and flexibility. Don't miss your chance to own a slice of Kentucky countryside! RESTRICTIONS MAY BE REMOVED BY SELLER IF BOTH TRACTS 2996 AND 3056 ARE PURCHASED. Schedule your showing today.

3056 Irvine Rd, Winchester
$650,000
25008456 MLS
Great opportunity to buy and build just off the Winchester Bypass. This property is nicely located in the midst of a great deal of new development including a brand new, state-of-the-art CHI Saint Joseph Health Center. Other new development in the immediate area includes Clean Sweeps and Domino's Pizza. Additionally, Walmart and Kroger are located directly across the Bypass from this site. See enclosed Conceptual Development Plan that shows how a standard sized, free-standing, sit-down restaurant would fit on this lot. Property Highlights: - Surrounded by area retail - Could be paired with offering at 145 Codella Dr. - Conceptual development plans illustrate a sit-down restaurant

205 Codella Dr, Winchester
$100,000
22024130 MLS
Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

141 Duclair Dr, Winchester
$14,100,000
26011485 MLS
NOW PRE-SELLING: Deerlawn Development is Winchester, Ky's most anticipated residential development--an ambitious 274+-acre expansion formerly known as the well-established Royal Oaks/Plantation neighborhoods. Located at 2395 Paris Road, and positioned off I-64 at Exit 96 across from the rapidly expanding Industrial Park, Deerlawn is a master-planned community offering 438 single-family homes, and additional acreage available for 8 duplexes and 48 townhomes, meeting the region's demand for quality and attainable housing. Phase One is Under Construction Now! 13 buildable lots expected completion by November 2025. Approved development plan in place with Clark County. Additional Phases continuously following with additional buildable lots. Located within 20 miles to Lexington's Hamburg area, Deerlawn sits at the center of Clark County's growth corridor. With $100M in infrastructure improvements completed and the EPA Consent Decree lifted in 2024, the path is clear for accelerated residential and economic expansion. For lot pricing, development plan and more information contact listing agent only.

2395 Paris Rd, Winchester
$123,000
25503896 MLS
Discover the perfect blend of privacy, nature, and convenience on this beautiful 11.47-acre tract located along Four Mile Road in Clark County. This unique property adjoins the scenic Four Mile Creek, offering a peaceful, picturesque setting ideal for those seeking a quiet country retreat or a place to build their dream home. The land features a mix of open and wooded areas, providing excellent potential for a permanent homesite, recreational getaway, or hunting retreat. Whether you envision mornings spent listening to the creek or evenings around a campfire surrounded by nature, this property delivers the ideal backdrop. On-site utilities remain from a former residence, making it even easier to bring your vision to life. Enjoy the tranquility of rural Kentucky living while still being within easy reach of Winchester, Lexington, and major highways. Don't miss this opportunity to own a versatile and scenic piece of land with endless possibilities along Four Mile Creek.

7950 Four Mile Rd, Winchester
$175,000
22004991 MLS
Lot # 13 contains 6.588 acres of gently rolling land perfect for your new home. This is a rare opportunity to own a piece of western Clark County real estate in the sought-after McClure Road area. Thoroughbred Estates is Winchester's newest upscale development containing 33 lots from 2 acres to nearly 7 acres. Lots are located just minutes from Winchester and Lexington.

990 Craig Crossing Rd, Winchester
$400,000
22007107 MLS
Great opportunity to buy and build just off the Winchester Bypass. This property is nicely located in the midst of a great deal of new development including a brand new, state-of-the-art CHI Saint Joseph Health Center. Other new development in the immediate area includes Clean Sweeps and Domino's Pizza. Additionally, Walmart and Kroger are located directly across the Bypass from this site. See enclosed Conceptual Development Plan that shows how a standard-sized fast food restaurant with drive thru would fit on this lot. Property Highlights: - Surrounded by area retail - Could be paired with offering at 205 Codella Dr. - Conceptual development plans illustrate QSR with drive-thru

145 Codella Dr, Winchester
$100,000
22024123 MLS
Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

215 Duclair Dr, Winchester
$100,000
22024128 MLS
Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

155 Duclair Dr, Winchester
$100,000
22024134 MLS
Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

115 Duclair Dr, Winchester
$110,000
22024092 MLS
Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

200 Duclair Dr, Winchester
$399,000
26011689 MLS
11 acres of golf course adjacent land with development plan. Owner/Broker. Road and utility estimates available upon request. A list of individuals interested in lots available upon contract.

Fairholme Way, Winchester
$100,000
22024120 MLS
Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

111 Jacob Ct, Winchester
$350,000
26014375 MLS
Looking for land to build your dream home that is private, but convenient? This 7+ acre beautiful lot is located in Clark County, just 15 minutes from Costco, Hamburg and I-75. No HOA or deed restrictions. The perfect place to build or have a small farm. City water and electricity available at the street. No city sewer.

4095 Basin Springs Rd, Winchester
$490,000
25508043 MLS
Discover a rare opportunity in downtown Winchester with this assemblage of four vacant lots being sold together as a single offering. Zoned L1 and totaling approximately 1.53 acres, this property presents exceptional potential for redevelopment, infill housing, multiunit residential, mixeduse, or commercial concepts in a central location. Situated just steps from local shops, restaurants, services, and community amenities, these lots deliver true walkable convenience while providing a sizable footprint rarely available in the heart of Winchester. The level terrain and cleared condition simplify planning and construction, giving developers, builders, and investors flexibility to pursue a range of uses aligned with L1 zoning allowances. Whether you're looking to create new housing opportunities, a boutique retail destination, or a thoughtful mixeduse project that contributes to downtown vitality, this assemblage invites strategic vision and development. With accessible infrastructure and a strong community backdrop, 33-41 Winn Avenue is a compelling site for those ready to build in one of Kentucky's vibrant small towns.

33-41 Winn Ave, Winchester
$50,000
25018185 MLS
Tucked away on a quiet cul-de-sac in Mallard Place, this .41-acre lot is ready for your vision. Imagine your dream home in a neighborhood known for its charm and convenience. Bring your house plans—your future starts here!

308 Duclair Dr, Winchester
$100,000
22024100 MLS
Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

270 Duclair Dr, Winchester
$110,000
22024112 MLS
Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

135 Jacob Ct, Winchester
$108,500
25501424 MLS
!!!MAJOR REDUCTION!!! Check It Out! Nature lovers property. There is a rock wall at the top with the Four Mile Creek which runs into the Kentucky River across the road. Nearby are restaurants, boat landings, kayaks and historical sights. The trees will keep it private. Take advantage of this PRICE CHANGE to have a property close to the river!!!

4590 Four Mile Rd, Winchester
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