Courtesy: RE/MAX Elite Lexington
859-245-1165
This beautiful home sits on over 7 acres of peaceful countryside. The private outdoor space includes a huge deck with a lovely view and an inviting covered front porch. The backyard would make the perfect space for your own dream swimming pool. Since the property has a 3-car detached garage; a 2-car attached garage plus a 1275 square feet equipment building there is plenty of space for all of your outdoor toys. The detached garage has water and electrical service with a workshop area and also a large unfinished loft area for additional storage which could be converted into an apartment. The lovely custom home with over 3300 square feet has hardwood flooring throughout, crown molding, tall ceilings, and built in shelving in the family room. Lots of natural light in the living area with the sunburst arched windows overlooking the property. The home has a convenient split bedroom concept. The spacious primary bedroom has an ensuite bath with a soaking tub and separate vanities and a large closet. The upstairs has an additional full bathroom with 2 large flex rooms with one currently being used as a 4th bedroom. The additional flex room would be a great recreation room or maybe additional storage. This well-maintained country home offers the convenience of Winchester shopping and dining and also only 8 miles to I64 and I75. If you have been looking for a home with a quiet country setting this is the perfect property.
Courtesy: The Brokerage
859-983-7365
Come see this immaculate 3 bedroom, 2 bath single-story ranch with an open-concept split bedroom layout and 1,604 square feet of living space. This home has been beautifully maintained and is ready for its next owner. Inside you will find laminate and tile floors and stainless steel appliances that make daily living easy and stylish. The spacious design flows seamlessly, creating a bright and welcoming atmosphere. Step out back to a patio and deck with an above-ground pool, perfect for entertaining friends and family. The backyard also features two well-kept storage sheds, offering plenty of space for tools and outdoor gear. A well-maintained storm shelter as well as a new water heater adds extra peace of mind. Call today to schedule your private showing.
Courtesy: Keller Williams Bluegrass Realty
859-260-1444
Discover the potential of this spacious 0.27-acre residential home nestled in a neighborhood community on clear and level land located in a Cul-de-sac of Lincoln Park Subdivision. This Property features 2-bedrooms, 1-Bathroom, a large family room with a fireplace. There is also a large versatile barn on the property as well. This could be an investment opportunity as well, for ideal savvy investors looking to diversify your portfolio this property would be perfect for building a custom home, holding for future value, or develop now.
Courtesy: Keller Williams Commonwealth
859-721-2121
Move into INSTANT equity Listed BELOW appraisal! This 4bd 4bath home has 2 BONUS ROOMS, a pool PLUS an attached and detached garage with finished space! This is a MUST see! Your dream country retreat awaits! Nestled on 8+ scenic acres, this stunning brick ranch offers the perfect blend of modern efficiency, functional living space, and peaceful country charm. A brand-new geothermal heating and cooling system ensures year-round comfort and energy savings, giving you confidence in your home's efficiency for years to come. The main level boasts a spacious primary suite, two additional bedrooms, and a formal dining room, ideal for both family gatherings and everyday living. A heated and cooled all-seasons sunroom provides the perfect spot to sip morning coffee or unwind in the evenings while enjoying the tranquil views of the surrounding landscape. The finished walkout basement expands the living space with a private bedroom, full bath, wet bar, and two versatile bonus rooms that can serve as a home gym, playroom, or office. A fireproof den offers secure space for a safe or valuables, while the basement walkout leads directly to a concrete pad—an ideal setup for a Jacuzzi or outdoor seating with easy backyard access. Step outside and enjoy your own private oasis with a sparkling saltwater in-ground pool, perfect for summer entertaining. An invisible fence is already in place, giving pets the freedom to explore the property safely. For parking, storage, and hobbies, this property truly excels. You'll find a total of four garage spaces plus two additional bays designed for riding mowers or equipment. The two-car attached garage is complemented by a detached, heated and cooled workshop featuring two garage bays, two bonus bays, and a finished loft. Whether you need space for a guest suite, home office, hobby area, or creative studio, this versatile setup has you covered. From its thoughtful interior layout to its outdoor amenities, this home delivers everything you need for comfort, functionality, and entertainment. With modern upgrades, generous space, and the serene backdrop of country living, this property is truly one of a kind—and ready for you to call home.
Courtesy: Allied Realty
859-494-9003
Affordable and move-in ready! This home will qualify for FHA, VA &/or Rural Housing Loan. This charming 3 bedroom, 1 bath home offers the perfect opportunity for first-time buyers, down-sizers, or investors. With a welcoming layout, comfortable living spaces, and a great location in Winchester, this property is an excellent value in today's market. Enjoy the convenience of nearby shopping, dining, and easy access to I-64 while still tucked away on a quiet street. Homes at this price point are hard to find—don't miss your chance to make this one yours!
Courtesy: Lifstyl Real Estate
859-278-7501
Welcome to 20 Bon Haven Avenue, a beautifully renovated 4-bedroom, 3 full bathroom home ideally located directly across from the new Legacy Grove Park in Winchester, KY. This spacious residence blends modern upgrades with timeless charm, offering the perfect retreat for families and entertainers alike. Step inside to find a bright and airy open floor plan, highlighted by brand-new plumbing and electrical systems for peace of mind. The heart of the home features a sleek, contemporary kitchen with gorgeous quartz countertops, cabinetry, and stainless steel appliances - ideal for cooking and gathering. The primary bedroom is on the first floor. With three additional bedrooms upstairs. Each of the four generously sized bedrooms provides ample space and natural light, while the three fully updated bathrooms showcase stylish fixtures and finishes. With every detail thoughtfully upgraded, this home offers move-in-ready convenience in a prime location. Enjoy the benefits of being just steps away from walking trails, playgrounds, and green space at Legacy Grove Park, while also being minutes from local shops, restaurants, and schools. Don't miss your chance to own this rare gem in one of Winchester's most desirable neighborhoods!
Courtesy: RE/MAX Creative, Winchester
859-422-2000
A Farmhouse Retreat with Timeless Craftsmanship on 13.6 Acres Nestled on 13.6 rolling acres in Clark County, this custom built farmhouse captivates with soaring tongue-and-groove ceilings, rich woodwork, and thoughtful craftsmanship that sets this home apart. Oversized doors, custom cabinetry, and detailed finishes showcase the quality throughout, while two wood-burning fireplaces with homemade cherry wood mantles add warmth and character to the living spaces. The main-level primary suite features a decorative wooden ceiling, dual walk-in closets, a spa-inspired bath with a spacious double shower, and a freestanding soaking tub. The expansive kitchen and open-concept design makes the home perfect for gathering, while the composite wraparound porch—measuring more than 2,100 sq. ft. across all four sides—provides the perfect vantage point to enjoy breathtaking sunrises and sunsets The second level adds remarkable versatility with two bedrooms, each with large walk-in closets, a full bathroom with shower, and a generous open play area beneath striking pine wood tongue and grove ceilings.. A dedicated home office with gorgeous elevated views makes remote work convenient. Surrounding three sides of the home, a spacious attic storage area ensures ample room for organization. The newly finished basement extends the home's versatility with a complete second living area, including a full kitchen, living room, bedroom, bath, and private entranceideal for extended family, guests, or rental potential. Outdoors, the property offers exceptional amenities for both recreation and function. A two-story treehouse with slide and climbing wall provides a unique retreat for play or relaxation, perfectly complementing the serene setting . The centerpiece is a thoughtfully designed insulated metal barn, built with 2x6 framed walls and a truss-supported roof for lasting durability. One side houses a secure chicken coop with covered run, while a 14-foot-wide lean-to spans the full length of the barnideal for livestock shelter or working area. This versatile structure has its own electrical service and can serve as a workshop, storage space, agricultural hub, or indoor recreation during the winter months, offering endless possibilities for the next owner. The acreage is fully fenced with high-tensile woven wire and thoughtfully divided into four separate fields, making rotational grazing both practical and efficient. This setup supports a variety of livestock and enhances the property's potential as a working farm, hobby homestead, or versatile country estate
Courtesy: Ensor Real Estate, LLC
859-749-0892
Seller will need 48 Hours to show, This log cabin is located on gently rolling 28 acres very few miles from town, you will think you are on vacation in the sparking pool, tastefully landscaped, fireplace in the great room which leads into a in law quarters, large kitchen that has been wonderfully remodeled with extensive detail, master suite is located on first floor, mud room, 3 1/2 baths, loft/bedroom/full bath upstairs, separate very large kennel, puppy paradise, office, has all the upgrades for shelter & housing, grooming, dog run, this home is must see, call today! Selling ''AS IS'', inspections welcome, 48 hours notice to show this property is 30 minutes to Lexington and close to I-64
Courtesy: Coldwell Banker McMahan
859-744-1400
Prime land located on the outskirts of Winchester ready for possible development. Parcel has frontage on both East Broadway and Washington Street. Land is currently zoned A-1. Utilities available. The future awaits!!!
Courtesy: The Agency
859-285-0614
Step into the timeless elegance of this stunning Southern antebellum-style home, where classic charm meets modern luxury. Boasting four spacious bedrooms and five beautifully appointed bathrooms, this grand residence offers an unparalleled level of sophistication and comfort. A breathtaking foyer and entryway welcome you with a sweeping staircase, and exquisite architectural details, setting the tone for the elegance that flows throughout the home. The formal living room exudes Southern charm, featuring intricate moldings, and large windows that bathe the space in natural light. The formal dining room is perfect for hosting memorable gatherings, with ample space for entertaining in style. Designed for both beauty and function, this home seamlessly blends historic inspiration with modern amenities, creating a warm and inviting atmosphere. Whether you're enjoying a quiet evening on the spacious screened in porch or hosting lavish celebrations, this extraordinary estate is a true embodiment of Southern grace and hospitality.
Courtesy: Freedom Realty & Property Management
859-771-0777
Embrace Bluegrass living with this beautiful fieldstone ranch on 10+ acres in the heart of horse country. Just minutes from interstate access, yet surrounded by rolling hills and scenic views, this mini farm offers a larger barn with 6 stalls, including water and electric connection, 90 foot roof hangover on the barn, 5 paddocks, each with their own gate and water ran along each paddock. The home has been thoughtfully updated, featuring an oversized covered back porch—perfect for family gatherings or relaxing dinners—accessible through large sliding glass doors from the spacious family room. The main level boasts a large primary suite with a luxurious bath, while the walk-out basement adds a second family room, bedroom, and bath. Additional highlights include a new 2-car basement garage, a 2016 kitchen update with granite counters and double oven, updated windows, lighting, and flooring. Newly surfaced driveway. See attached documents for additional home upgrades. Move-in ready and ready to enjoy—schedule your private tour today!
Courtesy: Bluegrass Realty Pros, Inc
270-312-2943
102 W Hickman St, Winchester, KY 40391 Cozy and full of potential! This 1½-story home offers 2 bedrooms and 1 bathroom, making it a great fit for a small household or as part of a rental investment portfolio. Currently used as a rental, the property features a functional layout with living spaces on the main floor and additional space upstairs. Located on a quiet street yet close to downtown Winchester, schools, and local amenities, it's a convenient choice for tenants or future owners alike. Don't miss your chance to add this property to your investment portfolio—schedule your showing today!
Courtesy: Keller Williams Bluegrass Realty
859-260-1444
Welcome to a truly exceptional 78-acre estate, where luxury and nature converge. This custom-built, three-story home, completed in 2006 , offers 7274 sq ft of meticulously designed living space. With 6 bedrooms and 5.5 bathrooms, there's ample room for family and guests. The impressive 2432 sq ft, temperature-controlled 5-car garage provides extensive space for vehicles and hobbies. Beyond the main residence, discover an outbuilding for equipment, and a charming log cabin guest house complete with its own kitchen and bathroom, offering privacy and comfort for visitors. Step outside to a fully outfitted outdoor kitchen and patio with fireplace, perfect for entertaining. The property also features a serene pond with a picturesque limestone waterfall, crafted from the excavation of the main home's basement, and fed by an underground lake. This estate has a rich history of hosting gatherings for various governors and political figures, adding to its unique allure. Inside, the home boasts a theater, a formal living room, a sitting room, and a dining room, providing diverse spaces for relaxation and entertainment.
Courtesy: The Brokerage
859-983-7365
This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!
Courtesy: Dream Maker Realty, LLC
859-404-3384
Fully renovated to perfection, this exceptional home showcases high-end upgrades throughout. Enjoy newly installed windows, doors, and sleek flooring, all complemented by modern appliances and updated cabinetry. A brand-new deck creates the perfect spot for outdoor relaxation, while the freshly built storage building out back adds extra convenience. The attached garage offers attic access with abundant storage space, and contemporary fixtures add a touch of refined elegance. This property is a truly remarkable opportunity—an absolute must-see!
Courtesy: Lifstyl Real Estate
859-278-7501
Unique Mixed-Use Opportunity! This versatile property offers prime potential for a restaurant, café, or retail space in a high-visibility location. The commercial space is turn key for a culinary venture or boutique business. Attached is a separate rental unit with private entrance, offering additional income or an ideal live/work setup. Additional space available for potential 2nd Apartment. Features include kitchen area, cafe, dining or event space, drive up window, on-site parking, street frontage and outdoor dining area. Whether you're an entrepreneur, investor, or looking to expand, this property blends business potential with residential income and is less than 1/2 mile from 64S. Don't miss this rare opportunity! Call for a private showing!
Courtesy: Bluegrass Realty Pros, Inc
270-312-2943
Here's your chance to own a nice investment property. This Single Family home has 2 bedrooms and 1 bath. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.
Courtesy: Bluegrass Realty Pros, Inc
270-312-2943
Here's your chance to own a nice investment property. This single family home has a 3 bed 1 bath. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.
Courtesy: Bluegrass Realty Pros, Inc
270-312-2943
Here's your chance to own a nice investment property. This has a single family has 3 bedrooms and 1 bath. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.
Courtesy: Keller Williams Bluegrass Realty
859-260-1444
Welcome to a truly exceptional 10-acre estate, where luxury and nature converge. This custom-built, three-story home, completed in 2006 , offers 7274 sq ft of meticulously designed living space. With 6 bedrooms and 5.5 bathrooms, there's ample room for family and guests. The impressive 2432 sq ft, temperature-controlled 5-car garage provides extensive space for vehicles and hobbies. Beyond the main residence, discover an outbuilding for equipment, and a charming log cabin guest house complete with its own kitchen and bathroom, offering privacy and comfort for visitors. Step outside to a fully outfitted outdoor kitchen and patio with fireplace, perfect for entertaining. The property also features a serene pond with a picturesque limestone waterfall, crafted from the excavation of the main home's basement, and fed by an underground lake. This estate has a rich history of hosting gatherings for various governors and political figures, adding to its unique allure. Inside, the home boasts a theater, a formal living room, a sitting room, and a dining room, providing diverse spaces for relaxation and entertainment.
Courtesy: United Real Estate Bluegrass
859-800-7355
Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms. The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite bathroom. The kitchen includes a convenient pantry and flows seamlessly into the living and dining areas, ideal for entertaining or everyday comfort. A separate utility room adds extra functionality, and the 2-car garage provides ample storage. Enjoy the outdoors from the inviting front porch or take advantage of the unfinished walkout basement, offering endless possibilities for future expansion. Located on a beautiful one-acre lot in a peaceful rural setting, this home blends comfort, style, and space — the perfect place to plant roots. Don't miss your chance to make it yours!
Courtesy: United Real Estate Bluegrass
859-800-7355
Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms. The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite bathroom. The kitchen includes a convenient pantry and flows seamlessly into the living and dining areas, ideal for entertaining or everyday comfort. A separate utility room adds extra functionality, and the 2-car garage provides ample storage. Enjoy the outdoors from the inviting front porch. Located on a beautiful one-acre lot in a peaceful rural setting, this home blends comfort, style, and space — the perfect place to plant roots. Don't miss your chance to make it yours!
Courtesy: United Real Estate Bluegrass
859-800-7355
Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout. The spacious primary suite features a large walk-in closet and a private ensuite bath, providing a relaxing retreat at the end of the day. You'll love the kitchen's layout with a convenient pantry just steps away, as well as a separate utility room for added convenience. The bonus room or dedicated home office adds flexibility to fit your lifestyle needs. Enjoy morning coffee or evening sunsets from the large covered front and rear porches, and take advantage of the attached 2-car garage for extra storage. Set on a generous one-acre lot in a peaceful, rural setting, The Mulberry offers the charm of country living with the comfort of a well-crafted modern home. Don't miss your opportunity to build your dream home in Locust Hill Acres!
Courtesy: United Real Estate Bluegrass
859-800-7355
Welcome to Triple Crown - a stunning proposed construction home nestled in the beautiful Locust Hill Acres community. Thoughtfully designed with an open-concept layout, this home offers 3 comfortable bedrooms, 2 full bathrooms, and versatile living spaces perfect for today's lifestyle. The expansive primary suite serves as a private sanctuary, complete with a spacious walk-in closet and a luxurious ensuite bathroom. The kitchen features a handy pantry and flows easily into the main living area, while the separate utility room and bonus space - ideal for a home office or flex room for added functionality. The 2-car attached garage offers plenty of room for parking and storage. Sitting on a one-acre lot, Triple Crown brings together modern convenience and the tranquility of country living. Take advantage of this incredible opportunity to create your dream home in Locust Hill Acres!
Courtesy: United Real Estate Bluegrass
859-800-7355
Introducing the Run For The Roses - Proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms. The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite bathroom. The kitchen includes a convenient pantry and flows seamlessly into the living and dining areas, ideal for entertaining or everyday comfort. A separate utility room adds extra functionality, and the 2-car garage provides ample storage. Enjoy the outdoors from the inviting front porch or take advantage of the unfinished walkout basement, offering endless possibilities for future expansion. Located on a beautiful one-acre lot in a peaceful rural setting, this home blends comfort, style, and space — the perfect place to plant roots. Don't miss your chance to make it yours!
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.
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.
