Winchester KY Real Estate & Commercial for Sale

23 Properties Found

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Beds:
n/a
Baths:
Sq.Ft.:
16,134
Status:
NEW LISTING
MLS#:
26018115
Type:
Other
Lot size:
2.15 Acres
A broker reciprocity listing Courtesy: Steven D Adams Real Estate Services, LLC 859-744-1080
View additional info

ADDITIONAL INFORMATION

Located directly across from the Clark County Hospital this 12,042 office building has been occupied by the Clark County Board of Education since 1969. There is an additional 4,092 sf building located behind the main office that has been finished with office and storage space. This incredible location could be the right site for a multi-tenant renovation, single-use office, or a new beginning.

Beds:
n/a
Baths:
Sq.Ft.:
4,456
Status:
Active
MLS#:
26014051
Type:
Mixed Use
Subdivision:
Downtown
Lot size:
0.52 Acres
Year built:
1945
A broker reciprocity listing Courtesy: Bluegrass Home Group 859-687-1010
View additional info

ADDITIONAL INFORMATION

Whether you're looking for a large residential home, investment opportunity, business potential, or a combination of uses, this property is ready to fit your vision. Featuring 5 bedrooms, 4 baths, soaring 10 foot ceilings, and a welcoming front porch, this unique property blends character, space and versatility. Generous room sizes, timeless charm, and flexible living spaces make it ideal for multi-generational living, rental income opportunities, or for a great work setup. Opportunity with unlimited potential.

Beds:
n/a
Baths:
Sq.Ft.:
2,591
Status:
Active
MLS#:
26013923
Type:
Mixed Use
Subdivision:
Rural
Lot size:
0.81 Acres
A broker reciprocity listing Courtesy: Commonwealth Real Estate Professionals 859-368-9930
View additional info

ADDITIONAL INFORMATION

Exciting opportunity for congregations, investors, or visionaries seeking a one-of-a-kind property! This spacious one-level property offers over 2,500 sq ft with 2 bathrooms, a roof that is approximately 6 years old, and endless possibilities for renovation or repurposing. Situated on a quiet street, this unique space provides the perfect canvas to bring your vision to life. Property is being sold as-is. Buyers to verify square footage and lot size.

Beds:
n/a
Baths:
Sq.Ft.:
20,252
Status:
Active
MLS#:
26012007
Type:
Industrial
Subdivision:
Rural
Lot size:
1 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Freedom Realty & Property Management 859-771-0777
View additional info

ADDITIONAL INFORMATION

**Click on the Virtual Tour section to see the video walk through!** Prime 20,252 SQFT Industrial Facility -- Exceptional Location & Turnkey Ready This well-maintained 20,000 sqft industrial warehouse offers the ideal combination of location, functionality, and flexibility. Built in 2004, the metal building features a clean, open span layout designed to accommodate a wide range of industrial, storage, logistics, or manufacturing uses. Strategically positioned 1 minute from I-64, 5 minutes from the Mountain Parkway, and 15 minutes from I-75, this property delivers unmatched regional connectivity and fast access across Central and Eastern Kentucky. Inside, the warehouse includes 2 offices, 2 bathrooms, and a break room (approx. 150 sqft total), with the remaining space wide-open for maximum operational efficiency. Loading and distribution are made easy with 2 dock-height doors and 5 drive-in automatic bay doors, offering excellent flow for semi-trucks, box trucks, and fleet operations. A top-of-the-line industrial racking system--valued at over $40,000--has been professionally installed and will convey with the sale. 16' Tall Racks with 8' between uprights, this system is purchased from Toyota Handling Systems and the racks are bolted to the concrete slab. It may be removed or rearranged to meet the buyer's needs, making this a rare turnkey opportunity for businesses requiring optimized warehouse organization. With its incredible highway access, versatile layout, and significant included infrastructure, this property is perfectly suited for logistics operations, distribution, storage, trades, manufacturing, or an expanding local business seeking high-quality industrial space.

Beds:
n/a
Baths:
Sq.Ft.:
6,110
Status:
Active
MLS#:
26004697
Type:
Mixed Use
Subdivision:
Downtown
Lot size:
0.7 Acres
Year built:
1814
A broker reciprocity listing Courtesy: Steven D Adams Real Estate Services, LLC 859-744-1080
View additional info

ADDITIONAL INFORMATION

Operated for over 20 years as a physician's office this two-story building features a "ready to go" office on the main floor with two large apartments on the second floor with walkup, outside entry. The entire structure is on an unfinished basement perfect for storage and access to the mechanical systems. There is also a detached 3-bay garage for parking and storage as well as an asphalt parking lot with more room for more than 25 vehicles.

Beds:
n/a
Baths:
Sq.Ft.:
3,280
Status:
Active
MLS#:
26002170
Type:
Retail
Subdivision:
Stuarts Addition
Lot size:
0.13 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Lifstyl Real Estate 859-278-7501
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ADDITIONAL INFORMATION

This versatile mixed-use property offers a rare opportunity to combine business potential with built-in residential income. Formerly operated as a neighborhood market, the commercial building spans over 3,000 square feet and is thoughtfully equipped with a full kitchen and laundry area, making it ideal for a wide range of business concepts. Whether you envision a café, restaurant, retail shop, office space, event venue, service-based business, or creative studio, the layout and infrastructure provide a flexible foundation ready to be reimagined. With strong visibility and a neighborhood presence, this property is well-positioned for an owner-operator or investor seeking adaptability and long-term value. Adding to its appeal is the separate 3-bedroom residential home located at 35 Hays, which is currently income-producing and leased through 2027. This creates an immediate revenue stream while you develop, occupy, or lease the commercial space a powerful advantage for offsetting costs or maximizing returns. Opportunities like this offering commercial flexibility, residential income, and long-term potential are increasingly rare. Whether you're expanding a business, launching something new, or investing with vision, this property delivers the space, structure, and upside to make it happen.

Beds:
n/a
Baths:
Sq.Ft.:
1,536
Status:
Active
MLS#:
25508602
Type:
Other
Subdivision:
Commercial
Lot size:
0.17 Acres
A broker reciprocity listing Courtesy: Dream Maker Realty, LLC 859-404-3384
View additional info

ADDITIONAL INFORMATION

Turn Key Ready! This well established business is equipped and ready for someone to live out their dream. All equipment stays. Two pool tables, barstools, tables, televisions, pool sticks, dartboard, and all inventory stays. HVAC unit, walk in compressors, and cooler recently replaced. Great location in historic downtown Winchester. One of the very few liquor stores in Kentucky that can serve mixed drinks and open liquor. The business has a very well established clientele. Call to schedule a private tour while this one last.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25505201
Type:
Other
Subdivision:
Commercial
Lot size:
4.45 Acres
A broker reciprocity listing Courtesy: Steven D Adams Real Estate Services, LLC 859-744-1080
View additional info

ADDITIONAL INFORMATION

Corner lot behind Rural King with proximity to the Bypass, multiple area schools, the hospital, Interstate 64, and the Bert T. Combs Mountain Parkway.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25505199
Type:
Other
Subdivision:
Commercial
Lot size:
3.12 Acres
A broker reciprocity listing Courtesy: Steven D Adams Real Estate Services, LLC 859-744-1080
View additional info

ADDITIONAL INFORMATION

Commercial lot with proximity to the Bypass, multiple area schools, hospital, Interstate 64, and the Bert T. Combs Mountain Parkway. Zoned PD, planned development.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25505209
Type:
Other
Subdivision:
Commercial
Lot size:
6.73 Acres
A broker reciprocity listing Courtesy: Steven D Adams Real Estate Services, LLC 859-744-1080
View additional info

ADDITIONAL INFORMATION

Vacant Land; zoned PD, Planned Development, with proximity to the Bypass, the Hospital, multiple area schools, Interstate 64, and the Bert T. Combs Mountain Parkway.

Beds:
n/a
Baths:
Sq.Ft.:
7,744
Status:
Active
MLS#:
25502866
Type:
Industrial
Subdivision:
East End
Lot size:
3.87 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Dream Maker Realty, LLC 859-404-3384
View additional info

ADDITIONAL INFORMATION

Prime I-1 Zoned Industrial Property - Winchester, KY Unlock the potential of this exceptional 3.9-acre parcel located in the heart of Winchester's thriving industrial corridor. Zoned I-1 (Clean Industrial), this property offers flexibility for a wide range of uses—from manufacturing and warehousing to logistics and tech operations. Property Highlights: * 3.9 Acres of flat, usable land * 7,800 Sq Ft Building with high ceilings and open layout * Power Garage Doors for easy access and loading * Utility-Ready with ample power supply * Strategic Location with quick access to major highways and local infrastructure Whether you're expanding your business, launching a new venture, or investing in a high-potential asset, this property delivers the space, zoning, and location to make it happen. The possibilities are endless—don't let this opportunity pass you by!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
25015685
Type:
Retail
Subdivision:
Commercial
Lot size:
0.79 Acres
Year built:
1997
A broker reciprocity listing Courtesy: The Gibson Company 859-224-8833
View additional info

ADDITIONAL INFORMATION

This money making car wash has three drive in bays and one automatic wash. Included with the sale is a vibrant oil change business which occupies two bays.

Beds:
n/a
Baths:
Sq.Ft.:
5,012
Status:
Active
MLS#:
25012986
Type:
Other
Subdivision:
Commercial
Lot size:
1.23 Acres
Year built:
1983
A broker reciprocity listing Courtesy: eXp Realty, LLC 888-624-6448
View additional info

ADDITIONAL INFORMATION

Incredible opportunity to own a beautifully renovated, fully operational waterfront restaurant with unbeatable charm and income potential. This turnkey business features indoor-outdoor dining, a full bar, and a unique culinary experience with food prepared on Himalayan salt blocks. Upstairs, a spacious apartment offers the perfect setup for a live-in manager or can be used as a short-term rental for additional income. The owners are retiring, making this an ideal chance to step into a thriving business with real estate included. Don't miss this rare chance to own a stunning restaurant in a prime location.

Beds:
n/a
Baths:
Sq.Ft.:
2,310
Status:
Active
MLS#:
25001584
Type:
Retail
Subdivision:
Commercial
Lot size:
0.18 Acres
A broker reciprocity listing Courtesy: Block + Lot Homes 859-309-0099
View additional info

ADDITIONAL INFORMATION

The building may be old, but everything about it is new! That includes a new roof, 4 new skylights, exposed beams, new hardwood floors throughout, plumbed for 4 bathrooms, laundry room and back office with a window looking into the main space. All of the electrical and plumbing has been done as well. This property boasts the largest back parking lot in the Downtown area making parking for customers and staff a dream. There are numerous grants available as well for this property. Winchester wants your business! 7 new, high-end apartments are going in across the street, there are 5 delicious restaurants on this block, and numerous shops, and the Leeds Center for the Arts is also across the street. Property Highlights: -Recently renovated with a new roof, 4 new skylights, exposed beams, new hardwood floors, new plumbing and new electrical. -Winchester periodically offers numerous building and business grants to kick start your new business. -The property is located directly across from a brand-new apartment building and is surrounded by retail and restaurants. -The property boasts the largest back parking lot in the downtown area

Beds:
n/a
Baths:
Sq.Ft.:
20,548
Status:
Active
MLS#:
23021742
Type:
Office
Subdivision:
Downtown
Lot size:
0.23 Acres
A broker reciprocity listing Courtesy: Block + Lot Homes 859-309-0099
View additional info

ADDITIONAL INFORMATION

101 S. Main Street is a fully-restored historic Opera House in the heart of Downtown Winchester. Now functioning in a multiple use capacity, including gallery space, 7-years-running successful restaurant space, wedding event and reception space, and office space. No detail was overlooked in this extensive renovation, now inclusive of multiple commercial kitchens, interior elevator, gracious entertainment spaces, and an abundance of old-world charm through hardwood floors, large windows, exposed brick, and functioning fireplaces. In fact, the Opera House renovations earned the Clyde Carpenter Adaptive Reuse Award from the Bluegrass Trust Historic Preservation Comm. This offering is extremely flexible in that a new owner can step in and operate the same uses already in place, including Lease Back potential from Loma's which is owner occupied, or use the flexible layouts for its own preferences. It is also in the Opportunity Zone, and Downtown Winchester KY offers numerous grants for both renovations and business development should a buyer wish to participate. *Business purchase is not included in the real estate offering. Property Highlights: -Home of the successful and delicious Loma's at the Opera House restaurant and bar, and The Winchester Opera House Ballroom -Ideally located in the heart of Downtown Winchester -The property benefits from the City of Winchester's investment in neighboring High Side Improvement Project with included $5.5 million invested in new angled parking, new sidewalks and added ramps, making the downtown area more accessible as well as 13 new high-end apartments with 10 more in development.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
23018756
Type:
Other
Subdivision:
Rural
Lot size:
148 Acres
A broker reciprocity listing Courtesy: Tom Goebel & Company 859-744-3637
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ADDITIONAL INFORMATION

New On Market! 148 ACRES Zoned PLANNED DEVELOPEMENT! 103 acres for for Commercial /Business use with frontage on proposed ByPass extension. Includes a 21 acre tract that backs up to Winchester Country Club for Residential use and a 24 acre tract for Residential/Multifamily use. The two smaller tracts have access to gravity flow sewer. Sewer maps available.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
23015571
Type:
Other
Subdivision:
Commercial
Lot size:
2.6 Acres
A broker reciprocity listing Courtesy: Block + Lot Homes 859-309-0099
View additional info

ADDITIONAL INFORMATION

Ideally located along the heart of Bypass Road (ADT: 24,801) in Winchester, Kentucky between and surrounding Kroger and Walmart shopping centers. These lots are offered as 1+ acres and may be subdivided. Winchester, KY is the county seat of Clark County, KY and is part of the Lexington-Fayette KY Metropolitan Statistical Area, and is supported by such industries such as Amazon, Ale-8-One, and Catalent Pharmaceuticals. Second Row Lots conveniently located along residential density while being visible from the Bypass. Conceptual Plans have been created which display potential uses of up to 22,800 SF as retail box. Would be a great location for retail, office, storage, and mixed use development. Conceptual Development Plan: https://www.kcrea.com/files/property/6900000/6902843/25814078_2020___Conceptual_Development_Plan_Lots_3.pdf

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
23015569
Type:
Other
Subdivision:
Commercial
Lot size:
3 Acres
A broker reciprocity listing Courtesy: Block + Lot Homes 859-309-0099
View additional info

ADDITIONAL INFORMATION

Ideally located along the heart of Bypass Road (ADT: 24,801) in Winchester, Kentucky between and surrounding Kroger and Walmart shopping centers. These lots are offered as 1+ acres and may be subdivided. Winchester, KY is the county seat of Clark County, KY and is part of the Lexington-Fayette KY Metropolitan Statistical Area, and is supported by such industries such as Amazon, Ale-8-One, and Catalent Pharmaceuticals. Second Row Lots conveniently located along residential density while being visible from the Bypass. Conceptual Plans have been created which display potential uses of up to 22,800 SF as retail box. Would be a great location for retail, office, storage, and mixed use development. Conceptual Development Plan: https://www.kcrea.com/files/property/6900000/6902843/25814078_2020___Conceptual_Development_Plan_Lots_3.pdf

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
23015568
Type:
Other
Subdivision:
Commercial
Lot size:
3.02 Acres
A broker reciprocity listing Courtesy: Block + Lot Homes 859-309-0099
View additional info

ADDITIONAL INFORMATION

Ideally located along the heart of Bypass Road (ADT: 24,801) in Winchester, Kentucky between and surrounding Kroger and Walmart shopping centers. These lots are offered as 1+ acres and may be subdivided. Winchester, KY is the county seat of Clark County, KY and is part of the Lexington-Fayette KY Metropolitan Statistical Area, and is supported by such industries such as Amazon, Ale-8-One, and Catalent Pharmaceuticals. 155 April Way consists of 3 acres positioned along April Way and Colby Rd, two major connector roads within the city of Winchester. Strategically positioned between commercial traffic and uses along Bypass Rd, and high residential density behind.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
22007107
Type:
Other
Subdivision:
Commercial
Lot size:
2.19 Acres
A broker reciprocity listing Courtesy: Block + Lot Homes 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 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

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
20111867
Type:
Other
Subdivision:
Commercial
Lot size:
0.84 Acres
A broker reciprocity listing Courtesy: Ensor Real Estate, LLC 859-749-0892
View additional info

ADDITIONAL INFORMATION

Visibility, Access, Utilities on site per seller/per plat buyer to verify, zoned B-3. .84 acres located and visible at I-64 exit 96, buyer to verify and satisfy themselves to all aspects and information on property and or inspections sold as is. Buyer to verify water, gas, and electric locations and availability.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
20111871
Type:
Other
Subdivision:
Commercial
Lot size:
1.52 Acres
A broker reciprocity listing Courtesy: Ensor Real Estate, LLC 859-749-0892
View additional info

ADDITIONAL INFORMATION

Visibility, Access, Utilities on site per seller/per plat-buyer to verify, zoned B-3. 1.52 acres located at I-64 exit 96, Right in front of the Hampton Inn, buyer to verify and satisfy themselves to all aspects and information on property. and inspections sold as is. Buyer to Check with all utilities companies to very water electric and gas availability and locations on all utilities.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
1805484
Type:
Other
Subdivision:
Rural
Lot size:
3.77 Acres
A broker reciprocity listing Courtesy: Freedom Realty & Property Management 859-771-0777
View additional info

ADDITIONAL INFORMATION

Great location just off exit 96 on I-64 and easy access to the Mountain Parkway. Only 15 minutes from I-75. Located near the entrance to the Winchester Kentucky Industrial Park. 3.774 flat acres to build your next business location.

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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

    $275,000
    19.3%
    change since last quarter
  • # Active listings

    209
    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