Winchester Real Estate

Winchester Real Estate

Welcome to Winchester, a charming city located in Clark County, Kentucky. Known for its rich history, picturesque landscapes, and friendly community, Winchester offers a perfect blend of small-town charm and modern amenities.

With a convenient location just outside Lexington, Winchester provides residents with easy access to big-city attractions while maintaining a peaceful and relaxed atmosphere. The city boasts a strong sense of community, with local events, festivals, and farmers' markets bringing neighbors together.

Winchester is a haven for outdoor enthusiasts, with plenty of parks, trails, and recreational opportunities to explore. From hiking and biking to fishing and golfing, there's always something to do for those who enjoy the great outdoors.

History buffs will appreciate Winchester's historic downtown area, where beautifully preserved buildings house quaint shops, cozy cafes, and local businesses. The city's past comes alive through its architecture and museums, offering a glimpse into its fascinating heritage.

Families are drawn to Winchester for its excellent schools, safe neighborhoods, and affordable housing options. Whether you're looking for a cozy bungalow or a spacious family home, Winchester has a diverse range of real estate to suit every need and budget.

Come and discover the warmth and hospitality of Winchester, where small-town living meets modern convenience. Experience the best of Kentucky living in this vibrant and welcoming community.

Newest Listings in Winchester

376 Cabin Creek Road, Winchester

3 Beds ⋅ 2 Baths ⋅ 24020922 MLS

Welcome to this nicely maintained 27x60 manufactured home, built in 2016. The Treehaven community is ideally situated for easy access to both Lexington and Winchester. Step inside to an open floor plan, split bedrooms style home. Seller has added new LVP flooring to the living room and primary bedroom. The only carpet is in the additional 2 bedrooms. Spacious kitchen features a large island, lots of cabinets and counter space, and all appliances that will stay with the home. The primary suite has a walk-in closet and a private bathroom. This home sits on one of the largest lots in the subdivision and has a small creek in the backyard. Priced to sell, come see it today!

757 Dogwood Lane, Winchester

3 Beds ⋅ 1 Baths ⋅ 24020925 MLS

Charming fully renovated home just outside of downtown Winchester. This would be a perfect starter home or great opportunity for an investment property. Spacious open floor plan with tall ceilings. All new stainless appliances in kitchen. Covered front & back porches. Fenced in backyard and large workshop with roll up door. Take the time to check this one out.

44 Buckner Street, Winchester

3 Beds ⋅ 2 Baths ⋅ 24020886 MLS

Beautiful home with wonderful views of the countryside. Large kitchen with granite countertops and stainless appliances. Great Room with beautiful fireplace and open living space. Primary bedroom has access to very large deck, hot tub and above ground pool. Dining Room will provide space for lots of company and is open to the Great Room and fireplace. 3rd Bedroom has really nice cabinetry and is used as a den/office at the present time. Beautiful entry which is all new decking and rails. Entry foyer is welcoming. 5 Acres is a Bonus!

4640 Ecton Road, Winchester

4 Beds ⋅ 4 Baths ⋅ 24020882 MLS

Don't miss this rare opportunity to abide in one of Winchester's finest locations, Camelot Drive. A hidden gem tucked away in the back of Hampton Manor, this home boasts space and privacy on an idyllic cul-de-sac just off Boone Avenue. Details such as crown molding, built in cabinetry, high ceilings, 2 fireplaces, transom windows, and hardwood floors fill this home with character and charm. Entertain or relax while enjoying the spacious, tree-lined yard from the screened porch, deck, or patio. This home has been beautifully updated and is conveniently located just a short golf cart ride from the Winchester Country Club, and just 15 minutes from Lexington or Richmond. A screened porch has been added to the home for your meals or just relaxation (almost 400 sq ft). Beautiful kitchen--cherry cabinets--almost 20' long island where your family can enjoy meals together--refrigerator, new Bosch dishwasher, & cooktop. living room, dining room, office (children's school room), & laundry room finish rooms on first floor. Also a 3-car garage w/epoxy floor. In the basement there is a huge family room w/fireplace. a bedroom, full bath, a pantry, an exercise room, and some storage.

110 Camelot Drive, Winchester

5 Beds ⋅ 3 Baths ⋅ 24020813 MLS

Your chance to live in a beautiful, renovated home on historic Boone Avenue. Walk to downtown, the public library or college park. This two-story home has loads of renovations and is ready for you to move right in. The updated kitchen is a cooks dream! Granite counters and huge island, newer appliances and backsplash. Lovely hardwood floors and beautiful re-tiled fireplaces make a perfect setting to entertain in the large dining room. Lots of room to spare and large bedrooms upstairs. Don't miss the sunroom, multiple decks & porches.

356 Boone Avenue, Winchester

3 Beds ⋅ 2 Baths ⋅ 24020794 MLS

Comfy ranch home with vaulted living room, brand new luxury vinyl flooring, and fresh paint throughout! This is a very large lot and the home has a front covered porch as well as a side deck. The roof and HVAC are recent. Ready to move into!

303 Geronimo Court, Winchester

2 Beds ⋅ 1 Baths ⋅ 24020728 MLS

Nestled in the heart of rural Winchester, KY, this charming 2-bedroom, 1-bath home offers the perfect escape for nature lovers or those seeking a peaceful retreat. Surrounded by lush greenery year-round, the secluded property feels like a hidden gem, where you can enjoy the tranquility of the countryside. Inside, the cozy ambiance of a log cabin welcomes you, making it the ideal space for a starter home or a smart investment opportunity. Whether you're starting out or looking for a serene getaway, this property invites you to unwind and enjoy the simple beauty of country living.

8481 Old Boonesboro Road, Winchester

This unique offering can combine both properties into one sale as they are contiguous properties and owned by the same seller. Would be an effective way for a developer to acquire the 1140 Bypass Rd. property as an investment property, providing in-place income from Sleep Outfitters to help offset the development costs of the 1120 Bypass Rd. vacant lot. The seller is entirely open to independent sales of the two properties, or a collective sale. Contact agent for more details on the Sleep Outfitters Lease, and other questions. Property Highlights: - Traffic signaled lot - Bypass frontage - B-3 retail zoning - $90K NOI, 2-year term remaining - Utilities to site - Replaceable rental income at $18.75 PSF - Tenant responsible for all property expenses Ideally located along the heart of Bypass Road in Winchester, Kentucky between Kroger and Walmart Shopping Centers. Winchester, Kentucky is the county seat of Clark County, Kentucky and is part of the Lexington-Fayette Kentucky Metropolitan Statistical Area. It is supported by such industries as Clark Regional Medical Center, Ale-8-One, and Catalent Pharmaceuticals.

1120-1140 Bypass Road, Winchester

Rarely available Bypass frontage property at signaled corner for sale! This offering is already subdivided as a 0.50-acre lot and can be sold as such with the Sleep Outfitters tenancy and lease in place, or in conjunction with the adjacent property at 1120 Bypass Road that is 0.48 acres of contiguous land. Property Highlights: - Traffic signaled lot - Bypass frontage - B-3 retail zoning - $90K NOI, 2-year term remaining - Replaceable rental income at $18.75 PSF - Tenant responsible for all property expenses Ideally located along the heart of Bypass Road in Winchester, Kentucky between Kroger and Walmart Shopping Centers. Winchester, Kentucky is the county seat of Clark County, Kentucky and is part of the Lexington-Fayette Kentucky Metropolitan Statistical Area. It is supported by such industries as Clark Regional Medical Center, Ale-8-One, and Catalent Pharmaceuticals. Winchester, KY is a vibrant community located just 20 miles east of Lexington, offering a small-town feel with easy access to the amenities of a larger city. Positioned along I-64, it provides seamless connectivity to major interstates, making it a strategic location for businesses.

1140 Bypass Road, Winchester

Rarely available Bypass frontage lot for sale! Perfect location for a national retailer. AM side of Bypass Road. This offering is already subdivided as a 0.48-acre lot and can be sold as such, or in conjunction with the adjacent property at 1140 Bypass Road with the Sleep Outfitters tenancy. Property Highlights: - Utilities to site - Bypass frontage - B-3 retail zoning - Traffic signaled corner Ideally located along the heart of Bypass Road in Winchester, Kentucky between Kroger and Walmart Shopping Centers. Winchester, Kentucky is the county seat of Clark County, Kentucky and is part of the Lexington-Fayette Kentucky Metropolitan Statistical Area. It is supported by such industries as Clark Regional Medical Center, Ale-8-One, and Catalent Pharmaceuticals. Winchester, KY is a vibrant community located just 20 miles east of Lexington, offering a small-town feel with easy access to the amenities of a larger city. Positioned along I-64, it provides seamless connectivity to major interstates, making it a strategic. location for businesses and residents alike. Winchester's proximity to I-75 also offers convenient routes to Cincinnati, Louisville, and beyond.

1120 Bypass Road, Winchester

3 Beds ⋅ 1 Baths ⋅ 24020712 MLS

WELCOME TO YOUR NEW HOME... MOVE IN READY!! This beautiful home welcomes 3 bedrooms, and plenty of space to share memories. Offering a front AND back yard, there is ample room to roam. This home has been updated to give its new owners some piece of mind. Those updates include: • New Roof • New Gutters • New Floor Coverings • New HVAC • New Countertops • New Refrigerator • New Stove • New Microwave • New Ceiling fans • New Paint At this price it WON'T last! House is being sold as is. Owner/Agent

235 West Broadway Street, Winchester

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