Winchester, Kentucky listings for sale

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$550,000 - Winchester, KY
31 West Hickman Street Winchester, KY - We are 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!
1814 | 4 | 2 | 5,328 sqft.
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$549,400 - Winchester, KY
154 Hawthorne Drive Winchester, KY - This outstanding 5 bedroom, 3.5 bathroom craftsman-style home boasts custom upgrades and modern finishes throughout. Built in 2020, no detail was spared during the construction of this beautiful residence, nestled on a dead end street in the heart of Earlymeade. The main level boasts an open floor plan with 9' ceilings, spacious living room with gas fireplace & built-ins, gourmet kitchen with expansive island & custom wood range hood, dining room, gorgeous primary suite with walk-in closet & oversized tile shower, plus two additional bedrooms, a full guest bath, mudroom, powder room, and large utility room. Upstairs, there are two additional bonus areas, plus two spacious bedrooms and a full bathroom. Tons of closet space and storage throughout, including a three car garage. The covered back porch overlooks the fenced yard with plenty of room for gardening and outdoor activities. This stunning home has too many unique features to list. Schedule your showing today!
2020 | 5 | 4 | 3,478 sqft.
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$525,000 - Winchester, KY
10 French Avenue Winchester, KY - Remember when things were built to last? This home was built in 1906 and recently underwent a complete renovation to bring this 118 year old home into the 21st century. The owners maintained all of the architectural details while adding the modern luxuries of today. Improvements made to the home consist of new dimensional shingle roof, gutters, soffits rebuilt including rebuilding the decorative corbels, windows installed (except for several original lead glass windows), two complete HVAC systems with all new duct work, new electrical panels, wiring, fixtures, new PEX plumbing supply lines and PVC drain lines. During renovations many of the plaster walls were taken out in order to rewire/replumb and/or move walls. A new tankless water heater was installed. Please schedule a showing today and come see all the many features of this wonderful old home that was made new again. One owner is licensed KY real estate broker.
1906 | 5 | 3 | 3,262 sqft.
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$512,000 - Winchester, KY
150 Stone Crest Road Winchester, KY - WELCOME HOME >>>Room to spread out in this SPACIOUS Home of over 4000 sq. ft. sitting on 5.5 Acres! Offering 4 Bedrooms, 4 Bathrooms, Living Room, Beautiful Kitchen with appliances and tons of cherry cabinets, Den, utility room and 2 Large Bonus Rooms in the Basement. one could be a bedroom. There is a 3-car Detached Garage, 2-car attached Garage, Large Carport, Huge Patio around the Inground swimming and some fencing. This home offer 3 washer/dryer hookups, 1 main level, 2 basement. The 5.5 ACRES large enough for pets, animals and gardening. just minutes from Winchester, Richmond and Lexington.
1978 | 4 | 4 | 4,448 sqft.
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$497,000 - Winchester, KY
150 Stone Crest. Road Winchester, KY - IMMEDIATE OCCUPANCY! Price Lowered by $15,000! WELCOME HOME with Room to spread out in this SPACIOUS Home of over 4000 sq. ft. sitting on 5.5 Acres! Offering 4 Bedrooms, 4 Bathrooms, Living Room, Beautiful Kitchen with appliances and tons of cherry cabinets, Den, utility room and 2 Large Bonus Rooms in the Basement. one could be a bedroom. There is a 3-car Detached Garage, 2-car attached Garage, Large Carport, Huge Patio around the Inground swimming and some fencing. This home offer 3 washer/dryer hookups, 1 main level, 2 basement. The 5.5 ACRES large enough for pets, animals and gardening. just minutes from Winchester, Richmond and Lexington.
1978 | 4 | 4 | 4,448 sqft.
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$455,000 - Winchester, KY
104 Colby Hills Drive Winchester, KY - Welcome to this beautiful ranch home, located in this desirable Colby Hill subdivision this house has been updated with new interior painting, new flooring, new kitchen cabinets, and tops, new bathrooms, large new lighting, 2 car garage, 2 fireplaces, living room, family room, dinning area, large new deck ,all this on a large corner lot. Owner/Broker
1960 | 4 | 2 | 1,950 sqft.
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$455,000 - Winchester, KY
42 Mockingbird Valley Road Winchester, KY - Beautiful Hampton Manor home offers easy access to all Winchester has to offer! Located right off Boone Ave, this home boasts tons of updates including an Entertaiment Kitchen with granite countertops, Bosch appliances and great storage, refinished hardwoods, new windows, Updated bathroom showers, a pool, covered front porch back porch and separate covered area outback to enjoy all summer long. 3 Bedrooms on the main level including a primary suite with 2 closets, 2 guest bedrooms, and full guest bathroom. Beautiful living room with gas log updated fireplace, a Den with Gas logs and an enclosed all-season room! A full walk out basement with oversized 2 car garage, 1/2-bathroom, Game Room or office with another updated fireplace with gas logs, laundry room and great closet storage!!! Move in a truly enjoy the beautiful yard, landscaping and just relax!
1960 | 3 | 2 | 3,261 sqft.
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$450,000 - Winchester, KY
870 Pilot View Road Winchester, KY - Are you ready for the breathtaking views and quietness of country living?? This property will give you all that and more. Charming home in the country that gives you 39.5 acres of fenced land to roam or to farm. Great for cattle or other farm animals. Also boasts a 1 year old shop that is 30X50. Call today to schedule your private viewing.
2022 | 3 | 2 | 1,568 sqft.
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$430,000 - Winchester, KY
220 Evergreen Drive Winchester, KY - 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!
2025 | 3 | 2 | 1,935 sqft.
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$430,000 - Winchester, KY
250 Evergreen Drive Winchester, KY - 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!
2025 | 3 | 2 | 1,885 sqft.