Winchester KY Homes for Rent
- Type:
- Single Family
- Sq.Ft.:
- 1,422
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.17 Acres
- Year built:
- 1961
- Baths:
- 2.00
- MLS#:
- 24007633
- Subdivision:
- Sunset Heights Addit
View additional info
Courtesy: Milton and Associates Real Estate
859-983-9045
ADDITIONAL INFORMATION
This three bedroom Ranch home has one and 1/2 baths,a large family room with a fireplace, has been updated, new flooring, new interior and exterior painting,New HVAC, new kitchen cabinets with grainte, new appliances ,It also has a large work shop.
$115,000
210 Hood Avenue Winchester, KY 40391
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 1.03 Acres
- Baths:
- MLS#:
- 24006840
- Subdivision:
- Hampton Court
View additional info
Courtesy: Dixon Properties
859-749-0374
ADDITIONAL INFORMATION
This is an unique opportunity to own a beautiful acre + building lot in Winchester! Walking distance to downtown, Country Club, College Park & library! The house seat has been graded to accommodate a daylight walk-out basement. City water, sewer, natural gas & electric are available. Currently being resurveyed to include closed alleyway. Minimal restrictions. Owner/agent.
$150,000
3385 Colby Road Winchester, KY 40391
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 2.77 Acres
- Baths:
- MLS#:
- 24004160
- Subdivision:
- Rural
View additional info
Courtesy: Steven D Adams Real Estate Services, LLC
859-744-1080
ADDITIONAL INFORMATION
Small acreage lot on Colby Road! Accessed by easement from neighbors driveway.
- Type:
- Single Family
- Sq.Ft.:
- 1,215
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.2 Acres
- Year built:
- 1970
- Baths:
- 2.00
- MLS#:
- 23023763
- Subdivision:
- Forest Park
View additional info
Courtesy: Ensor Real Estate, LLC
859-749-0892
ADDITIONAL INFORMATION
Great All Brick Ranch offers 4 bedrooms, 1.5 bathrooms, Spacious Kitchen, Nice Living Room, Laundry Room, Hardwood flooring, Great closet space, move in ready easy one level living! Beautiful Magnolia Trees, and a Storage shed out back! New Gutters 2024!
$4,800,000
1805 Fortune Drive Winchester, KY 40391
- Type:
- General Commercial
- Sq.Ft.:
- 57,050
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 5.79 Acres
- Year built:
- 2015
- Baths:
- MLS#:
- 23023296
- Subdivision:
- Commercial
View additional info
Courtesy: Block + Lot Real Estate
859-309-0099
ADDITIONAL INFORMATION
1805 Fortune Drive is an outstanding Industrial offering in Winchester's primary industrial park, located just off Interstate 64. This pre-engineered metal building was initially built in 2015 as 40,050 SF, with an additional 17,000 SF added in 2016. Potential to expand/build an additional 10,000-45,000 SF. - 57,050 SF with 6,650 SF on mezzanine level- 5.79 Acre site with building expansion potential - 18- 29 ft clear height- Appropriate ratio of office to warehouse- Abundance of restroom banks, breakroom with lockers and shower- Automatic sprinkler system- Fire alarm system- Occupant Load @ 1/100 = 571 main floor, 67 on mezzanine level- Fully Conditioned throughout, 2, 25 ton packaged rooftop units- 120/280v 3 Phase Power - 3 Overhead Doors with Dock Leveler- Skylights throughout- LED Lighting on Motion Sensors- 7 Big Ass Fans- Interior Elevator Lift - Interior Vault*there is additional capacity in this owner/user's machine shop division. Separately attached is a line card listing the CNC machines and support equipment- can be made available to new tenants and worked out within the deal.Located in the Winchester Industrial Park off I-64.
- Type:
- Single Family
- Sq.Ft.:
- 4,698
- Status:
- Active
- Beds:
- 4
- Lot size:
- 2.6 Acres
- Year built:
- 1885
- Baths:
- 5.00
- MLS#:
- 24007462
- Subdivision:
- Hampton Manor
View additional info
Courtesy: Block + Lot Real Estate
859-309-0099
ADDITIONAL INFORMATION
One of a kind opportunity to live in history and in luxury in one of Winchester's finest offerings. This majestic home spares no detail, offering charming details throughout like hardwood floors, high ceilings, large windows, crown moldings, and fireplaces throughout. As well, the gracious lot offers expansive views and privacy with its large patio seating area and beautiful swimming pool. Ripe for entertaining or just relaxing in the privacy of this incredible estate, this home is located ideally in the south side of Winchester, conveniently located a golf cart drive across the street from Winchester Country Club and a straight shot to Lexington in under 15 minutes. This home has been painstakingly maintained and updated. See enclosed for an expansive list of improvements made.
$1,750,000
101 S Main Winchester, KY 40391
- Type:
- General Commercial
- Sq.Ft.:
- 20,548
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.23 Acres
- Baths:
- MLS#:
- 23021742
- Subdivision:
- Downtown
View additional info
Courtesy: Block + Lot Real Estate
859-309-0099
ADDITIONAL INFORMATION
Fully restored historic Opera House in the heart of downtown Winchester! Now functioning in a multiple use capacity, including gallery space, 5 years running successful restaurant space (Loma's), 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 fire places. This offering is extremely flexible in that a new owner can step in and operate the same uses already in place, or use the flexible layouts for its own preferences.
$5,795,000
2090 Pretty Run Road Winchester, KY 40391
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 610 Acres
- Baths:
- MLS#:
- 23019893
- Subdivision:
- Rural
View additional info
Courtesy: Kentucky Prime Realty, LLC
859-265-5100
ADDITIONAL INFORMATION
Excellent farm and investment opportunity to own one of the largest tracts of land for sale in the area. about 4 miles from Winchester and I-64., 20 mi. from Lexington. This 610 +- acres is an outstanding grain and cattle farm with productive soils consisting of lowell-Sandview and Salvisa, McAfee and Maury silt loam with over 500+ acres of cropland with 100+ acres of fenced pasture land. It is well suited for crops and livestock, horses and development. 5 entrances and road frontage on Pretty Run and Gay Evans Road. This is a heritage farm with great potential. The farm can be divided. Farm is currently under annual lease expiring April 1, 2024
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 20.78 Acres
- Baths:
- MLS#:
- 23018854
- Subdivision:
- Fairholme Estates
View additional info
Courtesy: Tom Goebel & Company
859-744-3637
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.)
- Type:
- General Commercial
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.38 Acres
- Year built:
- 1814
- Baths:
- MLS#:
- 24014061
- Subdivision:
- Downtown
View additional info
Courtesy: Block + Lot Real Estate
859-309-0099
ADDITIONAL INFORMATION
Block + Lot is honored to present this rare opportunity to purchase a beautiful, historic property in the heart of Winchester, Kentucky. Built in 1814 and upon complete renovations in the 1980s and again the past 5 years, this property is a wonderful blend of historic charm with modern upgrades and high quality piece of mind. Zoned as P-1, it can function as a commercial property or as residential and the current configuration is already conducive to both as it sits today with features doubling as office/bedrooms, fully equipped kitchen, patio space, closets, 2.5 bathrooms. Other qualities include hardwood floors, fire places, high ceilings, large windows, second floor deck space, outdoor patio, large lawn and parking. Truly an oasis ripe for living, working, entertaining, or as an investment opportunity!
- Type:
- Other
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 2.6 Acres
- Baths:
- MLS#:
- 23015571
- Subdivision:
- Commercial
View additional info
Courtesy: Block + Lot Real Estate
859-309-0099
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
- Type:
- Other
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 3 Acres
- Baths:
- MLS#:
- 23015569
- Subdivision:
- Commercial
View additional info
Courtesy: Block + Lot Real Estate
859-309-0099
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
$1,350,000
155 April Way Winchester, KY 40391
- Type:
- Other
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 3.02 Acres
- Baths:
- MLS#:
- 23015568
- Subdivision:
- Commercial
View additional info
Courtesy: Block + Lot Real Estate
859-309-0099
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.
$449,900
395 Croxton Way Winchester, KY 40391
- Type:
- Other
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 1.29 Acres
- Baths:
- MLS#:
- 23015432
- Subdivision:
- Downtown
View additional info
Courtesy: Rector Hayden Realtors
859-276-4811
ADDITIONAL INFORMATION
1.29 acre Commercial Lot zoned B-3 that's slightly elevated with maximum visibility for your business. Ideal location for a gas station, fast food restaurant or retail shop. Lot near Clark Medical Center Hospital. To the south is Lexington Road (US 60), to the west is Floyd Clay Drive, and to the North is Croxton Way. Making three (3) different entrances to enhance accessibility to any business. Very simple access to I-64, major restaurants abundant, most all major shopping chains, a short drive to Lexington, and minutes to downtown Winchester. This lot is stellar for a very successful business.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 1 Acres
- Baths:
- MLS#:
- 23014893
- Subdivision:
- Rural
View additional info
Courtesy: United Real Estate Bluegrass
859-800-7355
ADDITIONAL INFORMATION
Beautiful Building Lots 1 mile from downtown Winchester. 1 Acre of fun living available to you when you build your dream home.
- Type:
- General Commercial
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.03 Acres
- Baths:
- MLS#:
- 23009912
- Subdivision:
- Commercial
View additional info
Courtesy: EXP Realty, LLC
888-624-6448
ADDITIONAL INFORMATION
Very busy professional area. Total Sqft 1250. Rent per sqft is $16. Total Monthly Rent is $1666.00
- Type:
- Other
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 94.41 Acres
- Baths:
- MLS#:
- 23008396
- Subdivision:
- Rural
View additional info
Courtesy: Christie's International Real Estate Bluegrass
859-245-1179
ADDITIONAL INFORMATION
Mixed use potential for land development approximately 1/2 mile from the I-64 interchange at the signalized corner Mt. Sterling Road (US Highway 60) and Veterans Memorial Parking (KY Highway 1958). The preliminary and conceptual Development Plan is slated to 54.8 acres of I-1 (Light Industrial), 13.7 acres of B-4 (General Business),18.6 acres of Multi-Family, and 7.3 acres of green space for a total of approximately 94.41 acres. The site has over 3,500 feet of road frontage on Veterans Memorial Parkway and 1,600 feet of frontage on Mt. Sterling Road. All utilities are at or in close proximity to the site.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.32 Acres
- Baths:
- MLS#:
- 22024134
- Subdivision:
- Rural
View additional info
Courtesy: Bluegrass Properties Group
859-619-8888
ADDITIONAL INFORMATION
Looking for a place to build a Upscale homein 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.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.32 Acres
- Baths:
- MLS#:
- 22024133
- Subdivision:
- Rural
View additional info
Courtesy: Bluegrass Properties Group
859-619-8888
ADDITIONAL INFORMATION
Looking for a place to build a Upscale homein 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.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.32 Acres
- Baths:
- MLS#:
- 22024130
- Subdivision:
- Rural
View additional info
Courtesy: Bluegrass Properties Group
859-619-8888
ADDITIONAL INFORMATION
Looking for a place to build a Upscale homein 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.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.32 Acres
- Baths:
- MLS#:
- 22024128
- Subdivision:
- Rural
View additional info
Courtesy: Bluegrass Properties Group
859-619-8888
ADDITIONAL INFORMATION
Looking for a place to build a Upscale homein 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.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.32 Acres
- Baths:
- MLS#:
- 22024126
- Subdivision:
- Rural
View additional info
Courtesy: Bluegrass Properties Group
859-619-8888
ADDITIONAL INFORMATION
Looking for a place to build a Upscale homein 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.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.32 Acres
- Baths:
- MLS#:
- 22024124
- Subdivision:
- Rural
View additional info
Courtesy: Bluegrass Properties Group
859-619-8888
ADDITIONAL INFORMATION
Looking for a place to build a Upscale homein 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.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.31 Acres
- Baths:
- MLS#:
- 22024123
- Subdivision:
- Rural
View additional info
Courtesy: Bluegrass Properties Group
859-619-8888
ADDITIONAL INFORMATION
Looking for a place to build a Upscale homein 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.
$100,000
225 Jacob Court Winchester, KY 40391
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.37 Acres
- Baths:
- MLS#:
- 22024121
- Subdivision:
- Rural
View additional info
Courtesy: Bluegrass Properties Group
859-619-8888
ADDITIONAL INFORMATION
Looking for a place to build a Upscale homein 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.
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 2025 Lexington Bluegrass Multiple Listing Service. All rights reserved.
Winchester Real Estate
The median home value in Winchester, KY is $210,200. This is higher than the county median home value of $206,000. The national median home value is $338,100. The average price of homes sold in Winchester, KY is $210,200. Approximately 52.42% of Winchester homes are owned, compared to 38.21% rented, while 9.38% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winchester real estate agent to arrange a tour today!
Winchester, Kentucky 40391 has a population of 18,993. Winchester 40391 is less family-centric than the surrounding county with 25.5% 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 40391 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 40391 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.