Winchester, Kentucky listings for sale

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$250,000 - Winchester, KY
2721 Pretty Run Road Winchester, KY - Situated on 5 scenic acres along a highly sought-after country road, this 3-bedroom, 2-bath property presents an excellent opportunity to create your dream rural retreat. The home features a functional layout with a spacious living area, an eat-in kitchen, and a primary suite with its own bath. Two additional bedrooms offer flexibility for family, guests, or work-from-home needs. Outside, the acreage provides ample space for outdoor projects, recreation, or enjoying the peaceful surroundings. Two storage sheds add convenience for tools, equipment, or additional storage. This property is ready for a new owner to bring their vision and make it their own. Experience the quiet charm of country living just a short drive from town!
2000 | 3 | 2 | 1,456 sqft.
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$239,900 - Winchester, KY
133 South Burns Avenue Winchester, KY - Beautiful, Old-World style in the heart of Winchester! From the red, domed porch roof to the arched doorways and multiple fireplaces, this home is full of character and class. Being sold as-is, but with many renovations and updates already done to maintain and restore the charm of this old beauty including a new shingle roof (2024), replaced porch boards, and a fresh coat of interior paint. The house is currently set up as a single-family home, but there are separate utilities for the upstairs and downstairs, a separate upstairs entrance, and a kitchen on both floors. This would make an excellent home for a large family, or an investment property. Schedule your private showing today!
1915 | 4 | 2 | 3,295 sqft.
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$237,500 - Winchester, KY
108 Sturbridge Lane Winchester, KY - Gorgeous one story home located just off the Winchester Bypass. This lovely home has three bedrooms and two full baths with a two car attached garage and deck out back. Fenced in yard!!!! Don't miss out; this one will go FAST!!! NOTE: Property must be listed for 5 days before seller will look at any offers
2004 | 3 | 2 | 1,200 sqft.
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$235,000 - Winchester, KY
37 7Th Street Winchester, KY - Check out this charming, well-maintained single-story brick ranch! Featuring 3 bedrooms, 2 full bathrooms, and a spacious living room, this home offers comfort and convenience. Recent updates over the past 10 years include a new HVAC system, roof, windows, water heater, and appliances. The oversized 2-car garage provides ample indoor parking, with additional off-street parking for two more vehicles in the driveway.
1970 | 3 | 2 | 1,680 sqft.
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$232,000 - Winchester, KY
313 Vanover Way Winchester, KY - Charming 3-bedroom, 2-bath brick home with both an attached and detached 1-car garage for added storage and convenience! This 1,064 sq ft home features a welcoming front entry with a ramp for easy access. Inside, enjoy a functional layout with comfortable living spaces. Outside, the detached garage offers extra workspace or storage. Conveniently located with easy access to I-64 and just minutes from downtown Winchester, this home is perfectly situated for convenience. Don't miss out—schedule your showing today!
1995 | 3 | 2 | 1,064 sqft.
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$230,000 - Winchester, KY
412 Paisley Court Winchester, KY - Very nice 3 bedroom 2.1 bath townhome with walk out basement. Home was upgraded 2023 with new paint,carpet, granite countertops and stainless appliances. Only minutes from Winchester bypass.
2005 | 3 | 2 | 1,300 sqft.
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$229,000 - Winchester, KY
114 Holiday Road Winchester, KY - Price Improvement! Charming Brick Ranch Home in Holiday Hills Welcome to this inviting 1161 sq ft brick ranch home, lovingly maintained by the same family since 1980. Nestled in the desirable Holiday Hills subdivision, this property offers comfort and convenience with easy access to Wiseman Park. Inside, you'll find a cozy spacious living area that features beautiful hardwood flooring. The updated kitchen boasts brand-new cabinets, stunning granite countertops, and modern appliances, making it perfect for family gatherings. This home offers three comfortable bedrooms with ample closet space, and the bathroom has been updated with contemporary fixtures. Durable LVT and tile flooring make maintenance easy, and the roof is approximately six years old. Step outside to a lovely backyard ideal for relaxation and play. Wiseman Park is just a short stroll away, offering tennis and pickleball courts, T-ball and cornhole areas, a playground with swings, a basketball court, and a 6-hole disc golf course. Enjoy the covered shelter with picnic tables and a grill for gatherings. This charming home combines modern updates with classic appeal.
1980 | 3 | 2 | 1,161 sqft.
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$225,000 - Winchester, KY
110 Colonial Park Drive Winchester, KY - Relax in your private paradise! The fully privacy fenced backyard hides the pool and deck area along with the really cool hot tub room, huge dog kennel, and storage shed. 3 bedrooms, all one level, newer roof and HVAC system. Come see what sets this home apart from all the rest!
1980 | 3 | 1 | 1,235 sqft.
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$225,000 - Winchester, KY
26 Stefanie Court Winchester, KY - Welcome to this charming 3BR-1BA brick ranch nestled in a quiet court in Winchester. The home features classic hardwood flooring throughout, offering timeless style and easy maintenance. Outback you will enjoy a fenced in yard and a detached 1 car garage. Don't miss the opportunity to own a move-in-ready gem. Call today for your showing.
1972 | 3 | 1 | 1,080 sqft.
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$219,900 - Winchester, KY
517 Acadia Way Winchester, KY - 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 AMI for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, HVAC, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!
2001 | 4 | 2 | 1,400 sqft.