Winchester KY Real Estate & Land for Sale

69 Properties Found

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Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
26007074
Type:
Land
Subdivision:
Rural
Lot size:
14.51 Acres
A broker reciprocity listing Courtesy: Keller Williams Commonwealth 859-721-2121
View additional info

ADDITIONAL INFORMATION

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! Schedule your showing today.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
26007067
Type:
Land
Subdivision:
Rural
Lot size:
11.36 Acres
A broker reciprocity listing Courtesy: Keller Williams Commonwealth 859-721-2121
View additional info

ADDITIONAL INFORMATION

Discover the perfect blend of convenience and countryside charm with this beautiful 11+ acre tract located just outside of Winchester in Clark County. Offering gently rolling terrain and multiple potential building sites, this property provides an ideal setting for your dream home, mini-farm, or private retreat.Enjoy the peace and privacy of rural living without sacrificing accessibility and just a short drive to town, shopping, dining, and schools. The land lays well and is suitable for building, with plenty of space for outdoor living, gardening, or recreational use. Light restrictions are in place to help protect your investment while still allowing flexibility to create your vision.If you've been searching for affordable acreage with a country feel and close-to-town convenience, this property is a must-see.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
26006848
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 grows 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#:
26006323
Type:
Land
Subdivision:
Rural
Lot size:
51.04 Acres
A broker reciprocity listing Courtesy: Freedom Realty & Property Management 859-771-0777
View additional info

ADDITIONAL INFORMATION

Discover your own slice of country paradise in southern Clark County. This 51+ acre property blends open pasture with mature woodland, offering endless possibilities—raise cattle, plant crops, keep horses, enjoy outdoor recreation, or build the homestead you've always imagined. Currently used as a private family retreat, the land already has electricity on-site and includes a cistern at an old home location, with public water available at the road. The gently rolling and hilly terrain provides beautiful views, natural seclusion, and plenty of space to explore. A gravel drive leads to a classic tobacco barn, and beyond that, the land opens into areas best navigated by 4WD—perfect for adventurers and nature lovers. Whether you're dreaming of a peaceful getaway, a working farm, or a future home, this property is full of potential. Start imagining what you could create on 51+ stunning Kentucky acres. The land is private and gated, and showings are available by appointment only. (Drone Photos on 4/2)

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26005958
Type:
Land
Subdivision:
Rural
Lot size:
1.89 Acres
A broker reciprocity listing Courtesy: Bridgewater Real Estate 859-745-8632
View additional info

ADDITIONAL INFORMATION

Unique triangular shaped lot in a wooded rural setting, interesting opportunities for privacy in a beautiful area of Clark County where you can enjoy the outdoors and create memories galore.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26005903
Type:
Land
Subdivision:
Rural
Lot size:
3.39 Acres
A broker reciprocity listing Courtesy: United Real Estate Bluegrass 859-800-7355
View additional info

ADDITIONAL INFORMATION

UNIQUE Opportunity - 3.39 acres with a small pond - tucked away on a private lane, flat land and totally surrounded by trees. What a unique setting!! Convenience is the key to this property. Water is available at the main road. Internet has been extended down Rector Lane, electricity is accessible for connection. Deed Restrictions apply. Do Not Miss Your Chance to own this SPECIAL piece of land. Call to schedule your private viewing today.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26005737
Type:
Land
Subdivision:
Rural
Lot size:
24 Acres
A broker reciprocity listing Courtesy: Top Ten Realty 859-277-4567
View additional info

ADDITIONAL INFORMATION

Wonderful 24 acre retreat with gentle sloping land, and a creek bed running thru part of the front portion of the lots (6.1 acre parcel & 18.4 acre parcel at the rear). Build your dream home or just use as recreational or farm land until you do. 1 1/2 miles to the first exit on the Mountain Parkway exit #10. 12 miles to I-64 at Winchester. See attached pictures & plat/overhead pictures.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26005598
Type:
Land
Subdivision:
Rural
Lot size:
120 Acres
A broker reciprocity listing Courtesy: Keller Williams Legacy Group 859-544-6175
View additional info

ADDITIONAL INFORMATION

Rare opportunity to own approximately 120 acres of beautiful rolling farmland in Clark County! This versatile property offers a mix of cleared pasture and wooded acreage, ideal for cattle, horses, recreation, or your dream farmstead. Including a large pond plus county water available at the road this property is well-suited for agricultural use. The land is gently rolling with scenic views and excellent hunting opportunities, including deer, turkey, and more. Conveniently located just minutes from Winchester with easy access to I-64, I-75, and the Mountain Parkway, this property combines privacy, productivity, and accessibility. Whether you're expanding your farming operation, looking for a recreational retreat or looking to build a family home in a rural setting this property offers endless potential. Possible option to purchase the full 202 acres.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26005457
Type:
Land
Subdivision:
Spring Ridge
Lot size:
12.1 Acres
A broker reciprocity listing Courtesy: Keller Williams Bluegrass Realty 859-260-1444
View additional info

ADDITIONAL INFORMATION

Great opportunity to develop/ build on 12+ acres. The property has three street stubs adjoining it. Three different concepts are included under documents. They are- R-1E, 4000 sq. Ft lots for 80 lots R-4- 14 Duplexes and 6 4plexes for 52 units R-1D - 6000 sq. Ft. Lots for 41 lots. Utilities are to the property and sewer availability should not be an issue. Please feel free to call the listing agent for any additional information

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26005419
Type:
Land
Subdivision:
Colby Ridge
Lot size:
0.26 Acres
A broker reciprocity listing Courtesy: Keller Williams Bluegrass Realty 859-260-1444
View additional info

ADDITIONAL INFORMATION

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26005413
Type:
Land
Subdivision:
Colby Ridge
Lot size:
0.19 Acres
A broker reciprocity listing Courtesy: Keller Williams Bluegrass Realty 859-260-1444
View additional info

ADDITIONAL INFORMATION

Wowser! Looking for a lot that backs up to greenspace and will NOT have another home on one side? Here it IS! This may be just what you're looking for. Originally, the street was supposed to connect, but due to the changes in grade, this won't be happening! Plus, with the way the lot sits, you can enjoy many beautiful sunsets. It's a hidden gem just waiting for you to find it! The home to be built here must have a minimun of 1000 sq ft. with a two car garage attached. Developer will need to approve plans before starting construction

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26005455
Type:
Land
Subdivision:
Commercial
Lot size:
1.71 Acres
A broker reciprocity listing Courtesy: Keller Williams Bluegrass Realty 859-260-1444
View additional info

ADDITIONAL INFORMATION

This 1.7+/- acre parcel represents an excellent opportunity for almost any commercial application. The property has 397 feet of frontage along busy Colby Road (9,170 AADT, 2015) near its intersection with the Winchester Bypass (23,200 AADT, 2011). Located in the main shopping corridor of Clark County, this property receives tons of exposure and traffic from the adjacent Walmart Super-center, various banks, restaurants, gyms and other successful businesses, along with several heavily-populated residential developments which surround it. This is an absolutely great opportunity for almost any business or developer. Seller has included preliminary development plan for self storage units approved in 2022.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26005320
Type:
Land
Subdivision:
Colby Ridge
Lot size:
0.2 Acres
A broker reciprocity listing Courtesy: Keller Williams Bluegrass Realty 859-260-1444
View additional info

ADDITIONAL INFORMATION

The restictions state that if it is a ranch plan, there is a minimun of 1300 sq ft. It it is a 1 1/2 story or two story then 1800 sq ft will be required. A two car garage must be attached. Developer will need to approve plans before starting construction This lot is ideal for a walkout basement. Perfect setting for watching the sunsets

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26004722
Type:
Land
Subdivision:
Rural
Lot size:
5.01 Acres
A broker reciprocity listing Courtesy: National Real Estate 859-300-1415
View additional info

ADDITIONAL INFORMATION

Discover the perfect blend of privacy and potential on this beautiful 5-acre property located on highly desirable Combs Ferry Road in Winchester. With plenty of open, level ground, this property offers an ideal setting to build the custom home you've always envisioned while enjoying the peace and space of country living. Already in place is a 1,260-square-foot RV barn equipped with electric and water, providing excellent storage for recreational vehicles, equipment, or the flexibility to use while building your future home. The flat, usable land opens up countless possibilities for designing your ideal home. Whether you're looking for a quiet retreat, space for hobbies and outdoor living, or the perfect site for your dream home, this unique property offers a rare opportunity in a sought-after location.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26002767
Type:
Land
Subdivision:
Rural
Lot size:
14.13 Acres
A broker reciprocity listing Courtesy: Exit Realty Crutcher Frankfort 502-783-6060
View additional info

ADDITIONAL INFORMATION

Scenic 14+ Acres of Prime Farmland in the Heart of the Bluegrass! Whether you're dreaming of starting a small farm, designing your ideal homestead, or simply building your custom country home with room to roam, this property offers the perfect blend of space, beauty, tranquility, and convenience. Enjoy peaceful rural living with open skies and scenic countryside views, surrounded by picturesque farms and a nearby vineyard that add to the charm of the area. The flat terrain provides ample options for ideal building sites with plenty of room for gardens, livestock, barns and recreational use. Located just a short drive from Lexington, you'll enjoy the best of country living without sacrificing city amenities! Bring your plans and make it your own!!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
26000610
Type:
Land
Subdivision:
Rural
Lot size:
10 Acres
A broker reciprocity listing Courtesy: ERA Select Real Estate 859-296-1525
View additional info

ADDITIONAL INFORMATION

Discover the charm of country living at 398 Pine Ridge Rd in Winchester, KY. This inviting 2-bedroom, 1-bath home sits on 10 picturesque acres, offering the perfect retreat for those who love peace, privacy, and the beauty of the Kentucky countryside. Step inside to a warm and cozy interior with a simple, functional layout that feels like home the moment you walk in. Enjoy the outdoors from the covered front porch, the perfect spot for rocking chairs and morning coffee, or from the large back deck, ideal for entertaining, cookouts, or quiet evenings overlooking your land. Practical features include a 1-car attached garage for everyday convenience and a 2-car detached garage, providing plenty of space for storage, a workshop, or hobbies. Outside is where this property truly shines. With 10 rolling acres, you'll have room to roam, garden, raise animals, or simply soak in the wide-open skies. Imagine watching wildlife wander across your land or ending the day with a peaceful sunset over the trees. Tucked away yet conveniently close to Winchester and just a short drive to Lexington, this property is the perfect blend of seclusion and accessibility. Whether you're dreaming of a small homestead, weekend getaway, or just a quieter way of life, this home is ready for you!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25508043
Type:
Land
Subdivision:
Downtown
Lot size:
1.53 Acres
A broker reciprocity listing Courtesy: eXp Realty, LLC 859-721-2127
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25506729
Type:
Land
Subdivision:
Thoroughbred Estates
Lot size:
2.66 Acres
A broker reciprocity listing Courtesy: Coldwell Banker McMahan 859-744-1400
View additional info

ADDITIONAL INFORMATION

Don't let this opportunity pass you by again. This prime lot in Thoroughbred Estates is back on the market due to Current owners change of plans. This lot is ready for your new home with a beautiful setting and located close to Winchester and Lexington in a new Luxury Subdivision. Watch the sun set each night from your rear deck or pool. Call today!!!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25506465
Type:
Land
Subdivision:
Rural
Lot size:
1.72 Acres
A broker reciprocity listing Courtesy: National Real Estate 859-300-1415
View additional info

ADDITIONAL INFORMATION

Discover the perfect place to build your dream home in Eskippakithiki Overlooks. This beautiful 1.72 acre parcel offers ample space, peaceful surroundings, and stunning natural views. Enjoy the serenity of country living, this land provides an ideal canvas for a custom home or family getaway. Don't miss this opportunity to secure your own piece of paradise.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25506248
Type:
Land
Subdivision:
Plantations
Lot size:
0.22 Acres
A broker reciprocity listing Courtesy: Keller Williams Legacy Group 859-544-6175
View additional info

ADDITIONAL INFORMATION

NOW SELLING SFH Buildable Lots of PHASE ONE: 12 Buildable Lots (minimum lot is 9600+ sqft) of PHASE ONE of Deerlawn's Development located at 2395 Paris Rd (Parent Listing). Earmarked as Winchester, Ky's most anticipated residential development consisting of an ambitious 274+-acre expansion formerly known as the well-established Royal Oaks/Plantation neighborhoods, Phase One has 12 lots ready for you to build your New Kentucky Home. The developer is currently finalizing the restrictions so they are not available for distribution. New restrictions will incorporate the following: 80% brick/stone exterior, Roof pitch requirements, Minimum 1,600 sq ft for a ranch, 1800 for a One-Half Level, 2100 Two Story. Development lot sizes require minimum lot is 9000 sq ft and current development plan has the smallest lot at 9600 sqft. Positioned off I-64 at Exit 96 across from the rapidly expanding Industrial Park, Deerlawn is a master-planned community offering 438 future single-family homes, and additional acreage available for 8 duplexes and 48 townhomes, meeting the region's demand for quality and attainable housing. Phase Two and Three begin in December with 34 buildable lots expected completion by Spring 2026 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. Full Phase pricing or call listing agent for individual lot pricing and full development plan.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25506247
Type:
Land
Subdivision:
Plantations
Lot size:
0.22 Acres
A broker reciprocity listing Courtesy: Keller Williams Legacy Group 859-544-6175
View additional info

ADDITIONAL INFORMATION

NOW SELLING SFH Buildable Lots of PHASE ONE: 12 Buildable Lots (minimum lot is 9600+ sqft) of PHASE ONE of Deerlawn's Development located at 2395 Paris Rd (Parent Listing). Earmarked as Winchester, Ky's most anticipated residential development consisting of an ambitious 274+-acre expansion formerly known as the well-established Royal Oaks/Plantation neighborhoods, Phase One has 12 lots ready for you to build your New Kentucky Home. The developer is currently finalizing the restrictions so they are not available for distribution. New restrictions will incorporate the following: 80% brick/stone exterior, Roof pitch requirements, Minimum 1,600 sq ft for a ranch, 1800 for a One-Half Level, 2100 Two Story. Development lot sizes require minimum lot is 9000 sq ft and current development plan has the smallest lot at 9600 sqft. Positioned off I-64 at Exit 96 across from the rapidly expanding Industrial Park, Deerlawn is a master-planned community offering 438 future single-family homes, and additional acreage available for 8 duplexes and 48 townhomes, meeting the region's demand for quality and attainable housing. Phase Two and Three begin in December with 34 buildable lots expected completion by Spring 2026 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. Full Phase pricing or call listing agent for individual lot pricing and full development plan.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25506246
Type:
Land
Subdivision:
Plantations
Lot size:
3.93 Acres
A broker reciprocity listing Courtesy: Keller Williams Legacy Group 859-544-6175
View additional info

ADDITIONAL INFORMATION

NOW SELLING PHASE ONE: 12 Buildable Lots (minimum lot is 9600+ sqft) of PHASE ONE of Deerlawn's Development located at 2395 Paris Rd (Parent Listing). Earmarked as Winchester, Ky's most anticipated residential development consisting of an ambitious 274+-acre expansion formerly known as the well-established Royal Oaks/Plantation neighborhoods, Phase One has 12 lots ready for you to build your New Kentucky Home. The developer is currently finalizing the restrictions so they are not available for distribution. However, new restrictions will still incorporate the following: 80% brick/stone exterior, Roof pitch requirements, Minimum 1,600 sq ft for a ranch, 1800 for a One-Half Level, 2100 Two Story. Development lot sizes require minimum lot is 9000 sq ft and current development plan has the smallest lot at 9600 sqft. Positioned off I-64 at Exit 96 across from the rapidly expanding Industrial Park, Deerlawn is a master-planned community offering 438 future single-family homes, and additional acreage available for 8 duplexes and 48 townhomes, meeting the region's demand for quality and attainable housing. Phase Two and Three begin in December with 34 buildable lots expected completion by Spring 2026 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. Full Phase pricing or call listing agent for individual lot pricing and full development plan.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25506250
Type:
Land
Subdivision:
Plantations
Lot size:
0.22 Acres
A broker reciprocity listing Courtesy: Keller Williams Legacy Group 859-544-6175
View additional info

ADDITIONAL INFORMATION

NOW SELLING SFH Buildable Lots of PHASE ONE: 12 Buildable Lots (minimum lot is 9600+ sqft) of PHASE ONE of Deerlawn's Development located at 2395 Paris Rd (Parent Listing). Earmarked as Winchester, Ky's most anticipated residential development consisting of an ambitious 274+-acre expansion formerly known as the well-established Royal Oaks/Plantation neighborhoods, Phase One has 12 lots ready for you to build your New Kentucky Home. The developer is currently finalizing the restrictions so they are not available for distribution. New restrictions will incorporate the following: 80% brick/stone exterior, Roof pitch requirements, Minimum 1,600 sq ft for a ranch, 1800 for a One-Half Level, 2100 Two Story. Development lot sizes require minimum lot is 9000 sq ft and current development plan has the smallest lot at 9600 sqft. Positioned off I-64 at Exit 96 across from the rapidly expanding Industrial Park, Deerlawn is a master-planned community offering 438 future single-family homes, and additional acreage available for 8 duplexes and 48 townhomes, meeting the region's demand for quality and attainable housing. Phase Two and Three begin in December with 34 buildable lots expected completion by Spring 2026 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. Full Phase pricing or call listing agent for individual lot pricing and full development plan.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25503896
Type:
Land
Subdivision:
Rural
Lot size:
11.47 Acres
A broker reciprocity listing Courtesy: RE/MAX Creative Realty 859-422-2000
View additional info

ADDITIONAL INFORMATION

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.

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!

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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

    210
    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