Winchester, Kentucky listings for sale

​
$339,900 - Winchester, KY
407 Fairholme Way Winchester, KY - Looking for a newer home in a beautiful, family friendly neighborhood? Look no further than this lovely, low maintenance home in the desirable Fairholme Estates subdivision. Take a step inside and enjoy the sunlight streaming in through the abundant windows in the great room. Gleaming, easy to clean, laminate wood plank flooring spills into the spacious kitchen area which features an oversized island with bar seating, quartz countertops, and stainless appliances. Each of the 3 bedrooms are on the main floor and also includes laminate flooring and generous windows for natural light. The basement is a spacious 2 car garage that opens onto an extra wide driveway with room for multiple cars. From the wide, covered front porch to the large corner lot and the back deck with Trex boards, everything about this home feels open and welcoming. Schedule your private showing today!
2021 | 3 | 2 | 1,805 sqft.
​
$339,900 - Winchester, KY
118 Sturbridge Lane Winchester, KY - Nestled right in the heart of town, lies this charming 2 story home that embodies the essence of rustic glam. This cozy retreat offers a convenient escape from the hustle and bustle of life. The first floor offers ample space to host friends and family gatherings. Upstairs, the bedrooms serve as serene sanctuaries. Each room offers the perfect balance of the rustic charm. The backyard boasts a privacy fence and a patio that provides space for relaxing. This home is not just a place to live, but a retreat to escape to at the end of the day. If you are ready to relax in your own home, schedule your showing today.
2003 | 3 | 2 | 2,065 sqft.
​
$339,600 - Winchester, KY
402 Mcdowell Drive Winchester, KY - Very clean, well kept home! Split foyer with plenty of space including a large kitchen with peninsula and open to dining area. Four bedrooms, 2.5 baths. Nice size living room on main level with additional family room with wood burning fireplace featuring full brick wall on lower level.Very large 2 car garage. Beautiful back covered deck that leads to a lovely gazebo in the spacious fenced in backyard. Very nicely landscaped with mature trees. Don't wait or it might be gone! Lovely home and well maintained - convenient to shopping!
1986 | 4 | 2 | 2,136 sqft.
​
$329,900 - Winchester, KY
816 Stratton Lane Winchester, KY - Welcome to your dream home! Nestled in an excellent location in Winchester, KY, this charming 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort and convenience. Enjoy the backyard, ideal for outdoor entertainment and relaxation, as well as the inviting front deck, perfect for sipping your morning coffee or watching the sunset. The above ground pool stays with the home and will be a great refresher with all this warm weather coming! Located in a friendly neighborhood, you're just minutes away from schools, parks, shopping, and dining. Don't miss out on this gem - schedule your private tour today!
1986 | 4 | 2 | 3,024 sqft.
​
$329,500 - Winchester, KY
374 North Middletown Road Winchester, KY - Investment Opportunity! This is the Parent Listing. 2 Parcels listed for $339,500 (MLS listing #s 25005575 and 25005577). 2 (titled) Manufactured double-wide homes on permanent foundations sitting on ten acres in Clark County KY. Both properties, 374 and 360 N. Middletown Rd., are being offered together. (Child listing is 360 N. Middletown Rd). Mature garden and LOTS of potential. You could build a larger home, create rentals / AirBNBs. What vision do YOU see? Close access to Winchester, Mt. Sterling, and Paris, with a 45 minute drive to Hamburg (Lexington). Come see! Properties being sold As Is, but inspections are welcome.
1999 | 3 | 2 | 1,719 sqft.
​
$326,000 - Winchester, KY
1831 Kiddville Road Winchester, KY - Newly renovated! This beautiful three-bedroom two-bath home boasts Acacia wood plank flooring, custom kitchen cabinets with LED lighting, stainless-steel appliances, a vent-free gas fireplace, a primary bedroom located on the first floor with a large walk-in closet and a full master bathroom, equipped with a double walk-in shower and two sinks. The 3/4-acre lot features TWO buildings for all your workshop and storage needs. One 48' by 30' Kentucky Steel Truss Building, and a storage shed, both equipped with electricity. The large metal building has separate 200-amp service, is heated and insulated, and features a loft with stairs and two floor drains. Other recent updates to the home include new plumbing systems, electrical, heating and air system, humidity control system, insulation, fiber optic internet, newer appliances, an outdoor concrete pad designed and ready for a hot tub, and many other numerous upgrades that are too many to list. This home is truly a hidden gem, packed full of custom luxury improvements. The property is 1.3 miles from the Bert T. Combs Mountain Parkway, conveniently 15 miles from Downtown Winchester, and only 27 miles to Natural Bridge Park.
1963 | 3 | 2 | 1,756 sqft.
​
$300,000 - Winchester, KY
110 Albany Lane Winchester, KY - Lovely one level brick ranch on a corner lot conveniently located in the Meadows just off of McClure Rd. 3 bedroom, 2 full bath with a beautiful yard and a storage building out back.
1987 | 3 | 2 | 1,306 sqft.
​
$290,000 - Winchester, KY
2832 Two Mile Road Winchester, KY - Brand new 4 Bedroom 2 bath home on an acre lot. Home features Master Bedroom suite, separate utility room, new front and back decks to enjoy your peace and quiet. Other features are new fencing and new septic tank. Move-in ready. Close to shopping and restaurants, less than 4 miles. 13 miles to I-75 and 6 miles to I-64. Within 30 minutes to Richmond and Hamburg area of Lexington.
2025 | 4 | 2 | 1,475 sqft.
​
$289,000 - Winchester, KY
800-805 Country Club Court Winchester, KY - Great Investment Property. This cozy Winchester duplex is in a prime location. Just minutes from the Bypass and downtown. Two bedrooms with 2 full baths. The location is close to several retail stores, restaurants, and golf courses. Property is being sold together and will not separate.
1991 | 2 | 2 | 1,674 sqft.
​
$285,000 - Winchester, KY
217 Morris Road Winchester, KY - NEW Price Reduction!!! This is The one You Have Been Waiting For! Room For The Whole Family In The Country But Within 5 Minutes Of The Interstate. This 4 Bedroom 2 Bathroom Home With A Living Room And Family Room/Den With Open Kitchen Has It All. Property Includes An Above Ground Swimming Pool, TinyHome/Shed That Has Plumbing Already Ran And Electric At The Pole Right There. This Would Be The Perfect ManCave/SheShed Or Mother In Law Quarters! The Area Has Beautiful Views and And A Nice Porch And Deck For Passing Time. In The Spring You Will Get A Beautiful Surprise When All The Plants And Trees Start To Bloom. Don't Let This One Pass You By. There Is An Opportunity To Buy More Land Too! Home is Under A 48 Hour Kickout Contingency.
2004 | 4 | 2 | 1,924 sqft.