Winchester Homes for Sale

Winchester Homes for Sale

Welcome to Winchester, a charming city located in Clark County, Kentucky. Known for its picturesque landscapes and friendly community, Winchester offers a peaceful and welcoming environment for residents to call home.

With a variety of homes for sale in Winchester, you can find the perfect property to suit your needs. Whether you're looking for a cozy bungalow, a spacious family home, or a modern condominium, Winchester has something for everyone. From historic properties with character to newly built homes with all the modern amenities, the real estate market in Winchester is diverse and dynamic.

Living in Winchester means enjoying a high quality of life with access to excellent schools, beautiful parks, and a range of local amenities. The city's strong sense of community and rich history make it a desirable place to live for families, young professionals, and retirees alike.

If you're considering making Winchester your new home, explore the homes for sale in this lovely city and discover the perfect property to start your next chapter. With its small-town charm and convenient location, Winchester is a place where you can truly live, work, and play.

Newest Winchester Homes for Sale

$264,900
3 Beds ⋅ 2 Baths ⋅ 26025092 MLS
Move-in ready with several recent updates, this 3-bedroom, 2-bath, one-story home offers comfortable living in a convenient Winchester location. This home features an open-concept floor plan with a spacious living area that flows into the kitchen, complete with a pantry and newer kitchen appliances. New vinyl plank flooring adds a fresh, updated feel throughout the home, while major improvements include an HVAC system replaced in 2022 and a new roof in 2019. The spacious bedrooms provide plenty of room, and the attached one-car garage offers additional storage and everyday convenience. Enjoy a beautiful farm view just steps from your front door while being conveniently located just off the Bypass with quick access to shopping, dining, schools, and I-64. With single-level living, thoughtful updates, and a convenient location, this home is ready for its next owner. Schedule your private showing today!

244 Prescott Ln, Winchester
$249,900
3 Beds ⋅ 2 Baths ⋅ 26025070 MLS
Welcome to 317 Vanover Way! This beautiful, well-maintained 3-bedroom, 2-bath home is move-in ready and waiting for its next owner. Step inside to a spacious living room with the bedrooms conveniently located just off the main living area. Coming in from the garage, you'll find a functional mudroom and laundry area that leads directly into the kitchen. Outside, enjoy a nice-sized fenced backyard and a deck that's perfect for entertaining, relaxing, or enjoying time outdoors. A comfortable, well-care-for home with a layout that makes everyday living easy!

317 Vanover Way, Winchester
$369,900
4 Beds ⋅ 2 Baths ⋅ 26024780 MLS
If you've been searching for an immaculate ranch home in a great location, this is one you won't want to miss! Let's start with the updates. This beautifully maintained home features newer heating and cooling, a newer water heater, granite countertops, updated kitchen and appliances, a privacy fence, professional landscaping, exterior lighting, and so much more. Now that I have your attention, let's talk about the home itself. Offering three bedrooms, two full bathrooms, and a spacious bonus room that could easily serve as a fourth bedroom, this home has an incredible layout with plenty of flexibility for your lifestyle. Then there's the outdoor living space! You'll find yourself spending countless mornings and evenings relaxing on the large, covered, screened-in back patio, overlooking your private backyard. It's the perfect spot to enjoy your morning coffee, entertain guests, or simply unwind at the end of the day. With its thoughtful updates, fantastic layout, beautiful outdoor space, and move-in-ready condition, this ranch is truly a home you'll want to see for yourself!

327 Primrose Ln, Winchester
$329,000
3 Beds ⋅ 2 Baths ⋅ 26024503 MLS
This beautiful 3 bedroom 2 bath home has so much to offer. The HVAC is only 1 year old and is still under warranty. Appliances are just 3 years old. The backyard has privacy fence all around that was built last year. The home has an above ground pool with a deck built around it. The pool liner and pump was replaced last year. This home is in an excellent location. Just minutes from retail shops, restaurants, golf courses, and several amenities. It is a short drive to Hamburg and Lexington. The interior is in pristine condition. Schedule a private tour before this one is gone.

358 Hanover Dr, Winchester
$259,900
3 Beds ⋅ 1 Baths ⋅ 26024178 MLS
Welcome to this freshly renovated farmhouse in the heart of Trapp, Kentucky! Blending timeless farmhouse charm with fresh updates, this property is ready for its next chapter. The possibilities are endless—come see all this special home has to offer. An absolute must-see!

11304 Irvine Rd, Winchester
$359,900
3 Beds ⋅ 3 Baths ⋅ 26024212 MLS
Location is prime on the west side of Clark county, close to Lexington, schools, shopping and in a well established neighborhood. Pride shows in the care of this 1-1/2 story brick home. Everything you need can be found on the 1st level - master bedroom with a door leading to a hot tub on the back patio. This home has a large living room, with wood floors and fireplace, kitchen with new major appliances that are all staying with home and granite counter tops, and a dining area with door leading to a covered porch. There are 2 more bedrooms and a full bath upstairs. Lots of hardwood and new carpet. Great closet space offering lots of storage!

420 Calmes Blvd, Winchester
$150,000
3 Beds ⋅ 1 Baths ⋅ 26024165 MLS
Welcome home to this charming 3-bedroom, 1-bathroom property featuring a comfortable living room, dedicated dining room, and a functional layout with plenty of potential. Outside, you'll find a detached 1-car garage and a long driveway. Whether you're looking for your first home or your next investment opportunity, this property offers a great combination of space, functionality, and potential. Property is being sold AS-IS

5 S Burns Ave, Winchester
$165,000
3 Beds ⋅ 1 Baths ⋅ 26024016 MLS
Conveniently located in Winchester, this one-story home offers three bedrooms, one bath, and plenty of potential for a first-time buyer or investment property. Inside, you'll find laminate and vinyl flooring throughout, a spacious kitchen, and a separate laundry room. The bathroom received new fixtures in 2025, while the roof is approximately 1.5 years old, taking care of two worthwhile updates for the next owner. Gas freestanding heaters provide heat, and the home does not currently have central air. Outside, there's a covered front porch and a nice-sized backyard with an alley running behind the property. Whether you're looking for an affordable place to call your own or an addition to your rental portfolio, this home is ready for its next chapter.

209 E Washington St, Winchester
$235,000
3 Beds ⋅ 1 Baths ⋅ 26023896 MLS
Welcome to 119 Tower Lane! This beautifully remodeled 3-bedroom, 1-bath home offers the perfect combination of modern updates and peaceful country living. Situated on 5 acres, there's plenty of room to enjoy the outdoors, spread out, and make the property your own. Whether you're looking for a move-in-ready home with acreage or a peaceful place to call home, this property is one you won't want to miss! Privately positioned and surrounded by natural beauty, this renovated berm-style residence offers the perfect balance of seclusion and sophistication. Inside, you'll find thoughtfully curated updates including fresh paint, updated flooring, and a bright, inviting interior that feels both modern and timeless. The kitchen has been refreshed with contemporary appliances and stylish finishes, offering a functional and comfortable space for everyday living. Featuring three bedrooms and an updated bath, the home delivers comfort with understated elegance. Energy-efficient berm construction enhances year-round efficiency and quiet living. Outdoors is where this property truly shines. Five unrestricted acres create endless potential for recreation, gardening, animals, or simply enjoying unmatched privacy and open space. A covered carport adds convenience. A distinctive property that combines modern updates, privacy, and opportunity all just minutes from town!

119 Tower Ln, Winchester
$225,000
4 Beds ⋅ 2 Baths ⋅ 26023784 MLS
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. The 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!

522 Acadia Way, Winchester
$219,900
3 Beds ⋅ 3 Baths ⋅ 26023771 MLS
Bring your vision and make this home your own! Situated on a huge corner lot on the outskirts of Winchester, this three-bedroom, two-and-a-half-bath home offers plenty of space and potential. Features include a two-car garage and a convenient location just minutes from the Bypass and I-64. The interior needs some TLC, including new flooring and/or carpet, seller is willing to give up to $10,000 in concessions at closing towards repairs making this a great opportunity to update the home to your personal style. Located in a quiet neighborhood, this property has so much to offer. Don't miss out—schedule your private showing today!

330 Vanover Way, Winchester
$244,000
3 Beds ⋅ 2 Baths ⋅ 26023633 MLS
SHORT SALE OPPORTUNITY! 54 Locust Dr. is an all-brick ranch in Westland Park offering 3 bedrooms, 2 baths and 1,692 sq. ft. of finished living space, plus a full unfinished basement. The home features hardwood flooring, a 2-car attached garage, fenced backyard and covered patio. Previous owners completed structural work in the basement that includes a transferable lifetime warranty. The home retains much of its original character and offers an opportunity for a buyer to update the kitchen, baths and finishes to their own style. This property is being offered as a short sale, meaning the seller's lender must review and approve the purchase price and terms. Please allow approximately 30-45 days for lender review and approval of any offer. Property is being sold AS-IS; inspections are welcome.

54 Locust Dr, Winchester
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