Winchester KY Real Estate & Land for Sale

49 Properties Found

Sort Results:
26–49 of 49 properties displayed
Refine Property Search
Page 1 | 2 of 2    Prev | Next
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#:
25005019
Type:
Land
Subdivision:
Rural
Lot size:
1.92 Acres
A broker reciprocity listing Courtesy: Coldwell Banker McMahan 859-744-1400
View additional info

ADDITIONAL INFORMATION

Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! Or hold as investment property and watch this land grow in value. This lot containing 1.919 acres, offer unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by the beauty and tranquility. Don't miss your opportunity to own prime land with unmatched potential!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25005016
Type:
Land
Subdivision:
Rural
Lot size:
2.04 Acres
A broker reciprocity listing Courtesy: Coldwell Banker McMahan 859-744-1400
View additional info

ADDITIONAL INFORMATION

Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! Or hold as investment property and let the land grow in value. This lot totaling 2.041 acres, offer unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by the beauty and tranquility. Don't miss your opportunity to own prime land with unmatched potential!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25002394
Type:
Land
Subdivision:
Rural
Lot size:
3.94 Acres
A broker reciprocity listing Courtesy: Coldwell Banker McMahan 859-744-1400
View additional info

ADDITIONAL INFORMATION

Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! Looking for your next investment? This 3.940 acre parcel offers unlimited potential-whether you dream of building or simply holding land as it gows in value. Offering unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by the beauty and tranquility. Don't miss your opportunity to own prime land with unmatched potential

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#:
24004160
Type:
Land
Subdivision:
Rural
Lot size:
2.77 Acres
A broker reciprocity listing Courtesy: Steven D Adams Real Estate Services, LLC 859-744-1080
View additional info

ADDITIONAL INFORMATION

Small acreage lot on Colby Road! Accessed by easement from neighbors driveway.

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#:
22024116
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#:
22024114
Type:
Land
Subdivision:
Rural
Lot size:
0.27 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#:
22024111
Type:
Land
Subdivision:
Rural
Lot size:
0.47 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#:
22024098
Type:
Land
Subdivision:
Rural
Lot size:
0.5 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#:
22024097
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#:
22024090
Type:
Land
Subdivision:
Rural
Lot size:
2.11 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#:
22024088
Type:
Land
Subdivision:
Mallard Place
Lot size:
2.16 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#:
22024061
Type:
Land
Subdivision:
Rural
Lot size:
0.68 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#:
22005014
Type:
Land
Subdivision:
Thoroughbred Estates
Lot size:
2.06 Acres
A broker reciprocity listing Courtesy: Coldwell Banker McMahan 859-744-1400
View additional info

ADDITIONAL INFORMATION

Lot # 30 contains 2.058 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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
22004993
Type:
Land
Subdivision:
Thoroughbred Estates
Lot size:
4.45 Acres
A broker reciprocity listing Courtesy: Coldwell Banker McMahan 859-744-1400
View additional info

ADDITIONAL INFORMATION

Lot # 14 contains 4.450 acres of gently rolling land with small stream 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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
22004991
Type:
Land
Subdivision:
Thoroughbred Estates
Lot size:
6.15 Acres
A broker reciprocity listing Courtesy: Coldwell Banker McMahan 859-744-1400
View additional info

ADDITIONAL INFORMATION

Lot # 13 contains 6.153 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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
20101924
Type:
Land
Subdivision:
Boonesboro
Lot size:
17.87 Acres
A broker reciprocity listing Courtesy: CMI Properties 859-273-7389
View additional info

ADDITIONAL INFORMATION

17.87 Acre farm available for sale. Ideal location for redevelopment. Gently rolling topography. Corner lot with excellent visibility. Water, electric, sewer, gas and telecommunications available. Conveniently located near RD Campbell Junior High School, George Rogers Clark High School & Winchester Country Club. Located 3 miles south of Interstate 64. Signalized corner lot at Boonesboro Rd. & Bypass Rd. Easily accessible to nearby retailers, restaurants & residential. Winchester is the county seat of Clark County, KY. This growing city is part of the Lexington-Fayette, KY MSA. Local employers include Amazon, Ale-8-One, and Alltech.

Refine Property Search
Page 1 | 2 of 2    Prev | Next
26–49 of 49 properties displayed
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

    $300,300
    19.3%
    change since last quarter
  • # Active listings

    200
    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