Winchester KY Real Estate & Land for Sale

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Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25503832
Type:
Land
Subdivision:
Rural
Lot size:
2.3 Acres
A broker reciprocity listing Courtesy: The Agency 859-285-0614
View additional info

ADDITIONAL INFORMATION

The largest and most desirable lot in The Reserve is now available! Nestled in a cul-de-sac, this 2.3 acre tract offers exceptional views of Bluegrass farmland. Build your custom dream home and watch the sun set over the pond, right from your porch. Located in one of Winchester's newest luxury subdivisions, featuring carefully crafted guidelines to preserve the community's character. All of this and more, with easy access to shopping, dining, schools, and I-64. Current owners planted Carolina Gold & Jefferson peach trees on the right side of the property, which should produce fruit in the next 1-2 years. See this beautiful piece of property in person today!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25501915
Type:
Land
Subdivision:
Lincoln Park
Lot size:
0.06 Acres
A broker reciprocity listing Courtesy: eXp Realty, LLC 859-721-2127
View additional info

ADDITIONAL INFORMATION

Explore the opportunity to build your next home or investment property on this 0.06-acre residential lot located at 75 4th Street. Nestled in an established neighborhood, this lot offers convenient access to local amenities, schools, and nearby roadways. With public utilities available in the area, it's a great option for new construction or future development. Whether you're a builder, investor, or looking to establish roots affordably, this parcel provides a manageable size with potential in Boyle County. Buyer to verify all aspects of the property, including zoning, utility access, and permitted uses.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25501428
Type:
Land
Subdivision:
Rural
Lot size:
5 Acres
A broker reciprocity listing Courtesy: Tom Goebel & Company 859-744-3637
View additional info

ADDITIONAL INFORMATION

Nature lovers property. Four Mile Creek which runs into the Kentucky River is across the road. Nearby are restaurants, boat landings, kayak rentals, and historical sights.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25501424
Type:
Land
Subdivision:
Rural
Lot size:
11.34 Acres
A broker reciprocity listing Courtesy: Tom Goebel & Company 859-744-3637
View additional info

ADDITIONAL INFORMATION

**Significant Price Change** 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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25501332
Type:
Land
Subdivision:
Rural
Lot size:
6.08 Acres
A broker reciprocity listing Courtesy: Keller Williams Commonwealth 859-721-2121
View additional info

ADDITIONAL INFORMATION

6.08 acres settled in Clark County with access from both Privacy Ln and Little Stoner Rd. This property boasts a 30x56 with 10 foot wall Kentucky Steel Truss building with concrete floors, gas and wood burning heat, full bath, and a car lift. Additionally, there is a barn with a 3 bay shed attached.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25501219
Type:
Land
Subdivision:
Lincoln Park
Lot size:
0.17 Acres
A broker reciprocity listing Courtesy: Keller Williams Bluegrass Realty 859-260-1444
View additional info

ADDITIONAL INFORMATION

Discover the potential of this spacious 0.17-acre residential property nestled in a neighborhood community on clear and level vacant lot located in a Cul-de-sac of Lincoln Park Subdivision. This could be an investment opportunity as well, for ideal savvy investors looking to diversify your portfolio this property would be perfect for building a custom home, holding for future value, or develop now.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25500014
Type:
Land
Subdivision:
Rural
Lot size:
8.09 Acres
A broker reciprocity listing Courtesy: Keller Williams Legacy Group 859-544-6175
View additional info

ADDITIONAL INFORMATION

Prime building lot - 8.092 acres ready for your new dream home! Come pick your dream lot and enjoy the great views of the countryside and farmland. Rural living with the convenience of being just 15-20 minutes away from Lexington, Winchester and the interstate (I-75). 2110 approved for its own entrance. Multiple lots to choose from ranging from 4-8 acres +/-. Call today to get the first choice on your lot.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25018185
Type:
Land
Subdivision:
Mallard Place
Lot size:
0.41 Acres
A broker reciprocity listing Courtesy: Keller Williams Commonwealth 859-721-2121
View additional info

ADDITIONAL INFORMATION

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!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25015654
Type:
Land
Subdivision:
Plantations
Lot size:
274.52 Acres
A broker reciprocity listing Courtesy: Keller Williams Legacy Group 859-544-6175
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25012636
Type:
Land
Subdivision:
Rural
Lot size:
4.01 Acres
A broker reciprocity listing Courtesy: Kentucky Land and Home 859-619-9970
View additional info

ADDITIONAL INFORMATION

Escape to tranquility with this beautiful 4-acre lot in Clark County, offering the perfect setting to build your dream home. Tucked away on a quiet road, this property is surrounded by expansive farmland, ensuring ultimate privacy and peaceful living. A serene pond adds to the charm, providing a perfect spot to relax and enjoy the natural beauty of the land. This lot sits directly across from the Lower Howard's Creek Nature & Heritage Preserve, you'll be immersed in the sights and sounds of nature while enjoying the peaceful seclusion this lot offers. Plus, you're just minutes from the popular Hall's on the River restaurant, making it easy to enjoy riverside dining. With convenient access to Lexington and I-75, you get the best of both worlds—quiet country living with city conveniences at your fingertips. If you're seeking your own private sanctuary and a chance to build your dream home in a picturesque setting, this lot is the perfect place to call your own!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25009200
Type:
Land
Subdivision:
Rural
Lot size:
7.77 Acres
A broker reciprocity listing Courtesy: Keller Williams Commonwealth 859-721-2121
View additional info

ADDITIONAL INFORMATION

Build your dream retreat on this beautiful 7.77-acre parcel nestled in a peaceful rural setting just outside Winchester. The gently rolling terrain provides a serene backdrop for your custom home, hobby farm, or equestrian space, offering plenty of room to roam, garden, or simply enjoy the privacy. With easy access from Flanagan Station Road, this property combines a quiet country feel with convenient proximity to town amenities. Whether you're envisioning your forever home, raising animals, or creating a private getaway, this expansive tract of land offers endless possibilities and a rare opportunity to own a sizable piece of Clark County.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25008456
Type:
Land
Subdivision:
Commercial
Lot size:
3 Acres
A broker reciprocity listing Courtesy: Block + Lot Real Estate 859-309-0099
View additional info

ADDITIONAL INFORMATION

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 Zips Car Wash 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

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25005098
Type:
Land
Subdivision:
Mallard Place
Lot size:
0.98 Acres
A broker reciprocity listing Courtesy: RE/MAX Creative, Winchester 859-422-2000
View additional info

ADDITIONAL INFORMATION

Choose your preferred builder to construct your dream home in Mallard Place. Located in a quiet cul-de-sac at the rear of the subdivision. Only a 20 minute drive to Hamburg/Lexington and only a 5 minute drive to the Winchester Bypass. Enjoy the serenity of living in a private setting AND the convenience of being close to schools, shopping and I-64 and I-75.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
24022901
Type:
Land
Subdivision:
Fairway Woods
Lot size:
0.46 Acres
A broker reciprocity listing Courtesy: Dream Maker Realty, LLC 859-404-3384
View additional info

ADDITIONAL INFORMATION

This is a beautiful area to build your dream home. Backs up to a golf course for a magnificent view. Just minutes from Fort Boonesborough National Park.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
23018854
Type:
Land
Subdivision:
Fairholme Estates
Lot size:
20.78 Acres
A broker reciprocity listing Courtesy: Tom Goebel & Company 859-744-3637
View additional info

ADDITIONAL INFORMATION

PLANNED DEVELOPMENT INVESTMENT OPPORTUNITY! Already Zoned Planned Development! There is an approximately 21 acre Residential tract that adjoins the Winchester Country Club. (In addition there is an approximately 24 acre tract suitable for all forms of Residential use. The remaining 103 acres is available for all forms of zoning with frontage on the approved ByPass extension. The two Residential tracts have access to gravity flow sewer. Sewer maps available.)

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
23018853
Type:
Land
Subdivision:
Fairholme Estates
Lot size:
24.15 Acres
A broker reciprocity listing Courtesy: Tom Goebel & Company 859-744-3637
View additional info

ADDITIONAL INFORMATION

PLANNED DEVELOPMENT INVESTMENT INVESTMENT OPPORTUNITY! Already zoned Planned Development! There is an approximately 24 acre tract zoned for all forms of Residential use. (In addition there is an approximately 21 acre Residential tract that adjoins the Winchester Country Club. The two Residential tracts have access to gravity flow sewer. Sewer maps available. The remaining 103 acres are available for all forms of zoning. There is some road frontage on the approved ByPass extension in this 103 acre tract.)

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
23018755
Type:
Land
Subdivision:
Fairholme Estates
Lot size:
148 Acres
A broker reciprocity listing Courtesy: Tom Goebel & Company 859-744-3637
View additional info

ADDITIONAL INFORMATION

CALLING ALL DEVELOPERS! Already zoned Planned Development! Includes a 21 acre Residential tract adjoins the Winchester Country Club and a 24 acre tract suitable for all forms of Residential. These tracts have access to gravity flow sewer. In addition there is another 103 acres suitable for all forms of zoning with frontage on the approved ByPass extension.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
22024134
Type:
Land
Subdivision:
Rural
Lot size:
0.32 Acres
A broker reciprocity listing Courtesy: Bluegrass Properties Group 859-619-8888
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
22024133
Type:
Land
Subdivision:
Rural
Lot size:
0.32 Acres
A broker reciprocity listing Courtesy: Bluegrass Properties Group 859-619-8888
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
22024130
Type:
Land
Subdivision:
Rural
Lot size:
0.32 Acres
A broker reciprocity listing Courtesy: Bluegrass Properties Group 859-619-8888
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
22024128
Type:
Land
Subdivision:
Rural
Lot size:
0.32 Acres
A broker reciprocity listing Courtesy: Bluegrass Properties Group 859-619-8888
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
22024126
Type:
Land
Subdivision:
Rural
Lot size:
0.32 Acres
A broker reciprocity listing Courtesy: Bluegrass Properties Group 859-619-8888
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
22024124
Type:
Land
Subdivision:
Rural
Lot size:
0.32 Acres
A broker reciprocity listing Courtesy: Bluegrass Properties Group 859-619-8888
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
22024123
Type:
Land
Subdivision:
Rural
Lot size:
0.31 Acres
A broker reciprocity listing Courtesy: Bluegrass Properties Group 859-619-8888
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
22024121
Type:
Land
Subdivision:
Rural
Lot size:
0.37 Acres
A broker reciprocity listing Courtesy: Bluegrass Properties Group 859-619-8888
View additional info

ADDITIONAL INFORMATION

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.

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Andrea D. Conner, License 221773, Xome Inc., License 239054, [email protected], 844-400-XOME (9663), 1795 Alysheba Way, Suite 102, Lexington, KY 40509


The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Lexington Bluegrass Multiple Listing Service. The Broker providing this data believes them to be correct but advises interested parties to confirm them before relying on them in a purchase decision. Copyright 2026 Lexington Bluegrass Multiple Listing Service. All rights reserved.



Winchester Real Estate

Winchester is located in Kentucky. Winchester, Kentucky has a population of 18,993. Winchester is less family-centric than the surrounding county with 25.63% of the households containing married families with children. The county average for households married with children is 25.74%.

The median household income in Winchester, Kentucky is $47,034. The median household income for the surrounding county is $59,294 compared to the national median of $69,021. The median age of people living in Winchester is 36.9 years.

Winchester Weather

The average high temperature in July is 85.8 degrees, with an average low temperature in January of 22 degrees. The average rainfall is approximately 45.8 inches per year, with 9.4 inches of snow per year.

Winchester Map

Winchester Real Estate Market Conditions

  • Median sales price

    $265,000
    19.3%
    change since last quarter
  • # Active listings

    213
    30-day change

Winchester Schools and Demographics

Education near Winchester, KY

City County
High School Graduates 86.63 89.23
College Degree - 2 year 8.6 9.97
College Degree - 4 year 19.04 20.05
Graduate Degree 4.07 5.81
Expenditures per Student 14,536 14,536
Students per Teacher 13.6 13.6

Elementary Schools near Winchester, KY

Grades Students P/T Ratio ZIP
Athens-Chilesburg Elementary School KG - 05 745 14.9 40509
Camargo Elementary School PK - 04 612 13.2 40353
Clark County Preschool PK - PK 296 24.7 40391
Clay City Elementary School PK - 05 535 16.7 40312
Mapleton Elementary School KG - 04 674 14.7 40353
Montgomery County Early Learning Center PK - PK 109 18.2 40353
Mount Sterling Elementary School KG - 04 635 15.1 40353
North Middletown Elementary School KG - 05 155 14.8 40357
Shearer Elementary School KG - 04 423 12 40391
Strode Station Elementary School KG - 04 613 12.4 40391
William G. Conkwright Elementary KG - 04 563 20 40391
Willis H. Justice Elementary School KG - 04 491 16.2 40391

Middle Schools near Winchester, KY

Grades Students P/T Ratio ZIP
Edythe Jones Hayes Middle School 06 - 08 1,095 15.6 40509
McNabb Middle School 07 - 08 718 16.2 40353
Mercer County 9th Grade Academy 09 - 09 224 16.2 40391
Montgomery County Intermediate School 05 - 06 712 15.6 40353
Rev. Henry E. Baker SR. Interm. School 05 - 06 858 19.5 40391
Robert D. Campbell Jr. High 07 - 08 801 18.2 40391
Willis H. Justice Elementary School KG - 05 0 13.7 40391

High Schools near Winchester, KY

Grades Students P/T Ratio ZIP
George Rogers Clark High School 09 - 12 1,672 18.2 40391
Montgomery County High School 09 - 12 1,338 18.4 40353

Ungraded Schools near Winchester, KY

Grades Students P/T Ratio ZIP
* Gateway Children's Services 07 - 12 18 9 40353
* Hillcrest Hall Treatment Center 09 - 12 12 12 40353
* Phoenix Academy 07 - 12 22 4.4 40391
* The Sterling School 09 - 12 51 11.3 40353
Clark County Area Technology Center UG - UG 0 40392
Hayes Pre-School UG - UG 93 30.5 40509
Montgomery County Accelerated Academy UG - UG 0 40353
Montgomery County Area Technology Center UG - UG 0 40353

Demographics near Winchester, KY

City County
Neighborhood Type Suburban
Population 18,993 36,716
Population Density 2,078 145
Median Age 36.9 41.5
People per Household 2.3 2.5
Median Household Income 47,034 59,294
Average Income per Capita 28,337 33,205

Real estate near Winchester