Winchester Homes with Sump Pump Basement

Winchester Homes with Sump Pump Basement

Welcome to Winchester, a charming city located in Clark County, Kentucky. Known for its rich history, beautiful landscapes, and friendly community, Winchester offers a peaceful and welcoming environment for residents and visitors alike.

Winchester boasts a variety of homes with sump pump basements, providing added protection and peace of mind for homeowners. Sump pump basements are essential in areas prone to heavy rainfall or potential flooding, helping to keep basements dry and free from water damage. With these homes, you can rest easy knowing that your property is equipped to handle any water-related issues that may arise.

Whether you're looking for a cozy bungalow, a spacious family home, or a historic property, Winchester has a diverse range of real estate options to suit every taste and budget. From quaint downtown streets lined with historic homes to modern developments with all the amenities, Winchester has something for everyone.

With its convenient location, excellent schools, and vibrant community events, Winchester is a fantastic place to call home. Come and discover all that this wonderful city has to offer – from its small-town charm to its modern conveniences, Winchester has it all. Experience the best of Kentucky living in Winchester.

Newest Winchester Homes with Sump Pump Basement

$785,000
5 Beds ⋅ 3 Baths ⋅ 26019610 MLS
Escape to the peace and privacy of country living with this spacious brick one-and-a-half story home situated on just over 5 acres. With plenty of room to spread out, the main level offers a welcoming foyer, formal dining room, living room with a wood-burning fireplace, kitchen featuring granite countertops, tile backsplash, breakfast nook, and laundry room, along with the primary suite, three additional bedrooms, and another full bath. The primary suite is a true retreat with exposed wood beams, a sitting area, tiled shower, and marble vanity. Upstairs you'll find a fifth bedroom, while the fully finished basement adds even more flexible living space with a second living area, kitchenette, bonus rooms, half bath, and radon mitigation system already in place. Throughout the home you'll find beautiful shiplap accents and a mix of hardwood, tile, vinyl, and carpet flooring. Step outside to enjoy the covered patio, pergola, fire pit, swing, above-ground pool with deck, and playset, all perfect for entertaining or relaxing. The attached two-car garage is complemented by an additional detached garage with its own upstairs space and separate electric meter, offering endless possibilities for a workshop, storage, or future expansion. Thoughtfully updated over the years and offering the perfect mix of space, comfort, and country charm, this property is ready to welcome you home.

217 Wades Mill Rd, Winchester
$269,900
3 Beds ⋅ 1 Baths ⋅ 26016881 MLS
SELLING "AS IS" Welcome to country living!! approximately 1 acre lot with 3-car garage. updates include; new basement doctor system, new range, refrigerator, dishwasher, and washer/dryer. New LVP flooring, new light fixtures inside and out. New septic system, new front storm door and new sliding glass door in dining room. New electric outlets and switch plates. New garage door on lower one car garage. New gutters. Motivated seller. Move-in condition. Schedule your viewing appointment today!!

2379 Big Stoner Rd, Winchester
$374,900
3 Beds ⋅ 2 Baths ⋅ 26016576 MLS
Welcome to this beautifully maintained all-brick home nestled in one of Winchester's most established and desirable neighborhoods. Offering over 2,200 square feet of living space, this 3-bedroom, 2-bath home blends timeless character with thoughtful updates. The main level features a spacious family room with a cozy fireplace, custom cabinetry and new granite countertops in the kitchen, and a versatile dining room that can also serve as a home office. Don't miss the relaxing all-seasons room overlooking the professionally leveled and graded yard—perfect for morning coffee or evening gatherings. Upstairs, the private primary suite offers a generous bedroom, full bath, and three walk-in closets. An unfinished basement provides abundant storage or the opportunity to expand your living space. Conveniently located just minutes from historic downtown Winchester, the bypass, shopping, dining, and I-64, this move-in ready home offers comfort, charm, and exceptional convenience.

15 Moundale Ave, Winchester
$329,900
5 Beds ⋅ 4 Baths ⋅ 26012369 MLS
Whether you're looking for a large residential home, investment opportunity, business potential, or a combination of uses, this property is ready to fit your vision. Featuring 5 bedrooms, 4 baths, soaring 10 foot ceilings, and a welcoming front porch, this unique property blends character, space and versatility. Generous room sizes, timeless charm, and flexible living spaces make it ideal for multi-generational living, rental income opportunities, or for a great work setup. Opportunity with unlimited potential.

410 W Lexington Ave, Winchester
$329,900
26014051 MLS
Whether you're looking for a large residential home, investment opportunity, business potential, or a combination of uses, this property is ready to fit your vision. Featuring 5 bedrooms, 4 baths, soaring 10 foot ceilings, and a welcoming front porch, this unique property blends character, space and versatility. Generous room sizes, timeless charm, and flexible living spaces make it ideal for multi-generational living, rental income opportunities, or for a great work setup. Opportunity with unlimited potential.

410 W Lexington Ave, Winchester
$499,900
4 Beds ⋅ 3 Baths ⋅ 26010312 MLS
One Time Homeowner! Beautiful fieldstone ranch on full finished basement. 4 Bedrooms, 3 full bathrooms. This home has a very large great room, perfect for entertaining! Home has a new roof and siding as of 2024, new windows as of 2025. Home has tons of storage and tons of character. Come see this wonderful house and make it your forever home!

16 Manor Dr, Winchester
$315,000
3 Beds ⋅ 2 Baths ⋅ 26011497 MLS
Beautifully updated brick ranch with a partially finished basement offering 3 bedrooms and 2 full baths! The main level features a welcoming living room with a masonry gas log fireplace that opens into the updated kitchen complete with island bar seating, eat-in dining area, and access to the screened-in deck, perfect for relaxing or entertaining. Down the hall, you'll find two bedrooms, a full bath, and a spacious primary suite with private bath. Hardwood and tile flooring run throughout the home, and all kitchen appliances are just 1 year old. The partially finished basement offers a large den with a second masonry wood-burning fireplace that is also gas log adaptable, laundry area, and plenty of unfinished storage space. There is a storm shelter/storage area under the length of the garage. Additional features include a 1-car attached garage off the dining area and a chain link fenced backyard. Very easily accessible to I64 for commuting.

13 Lakeview Dr, Winchester
$189,900
2 Beds ⋅ 1 Baths ⋅ 25506124 MLS
Brick ranch in the College Park neighborhood. Large living area and kitchen with updated appliances and mechanicals (water heater and heat pump). The previous owner water proofed the basement and a new garage door has been installed. Bonus room could be utilized as an additional living room or bedroom.

605 College St, Winchester
$375,000
4 Beds ⋅ 3 Baths ⋅ 26008931 MLS
Built in 1893, this beautifully maintained home is filled with the charm and craftsmanship that's hard to find today, along with the modern updates buyers appreciate. Situated on a corner lot just minutes from historic downtown Winchester, you'll love the walkable location with South Main Grocery & Grill, a local favorite known for its country ham sandwiches and home-cooked meals, right across the street. The Clark County Public Library, College Park, and downtown Winchester's shops, restaurants, and local events are all just a short walk away. Inside, you'll find over 3,300 square feet featuring four bedrooms, three full baths, soaring ceilings, gorgeous hardwood floors, four fireplaces, beautiful original woodwork, and an updated kitchen that complements the home's historic character. Multiple living spaces provide plenty of room for entertaining, working from home, hosting guests, or simply spreading out, plus the convenience of a basement-entry garage. Enjoy your morning coffee or unwind in the evening from the inviting front porch, the perfect spot for a porch swing and visiting with neighbors. Out back, you'll appreciate the screened-in porch overlooking the secluded-feeling backyard, an ideal space for relaxing, grilling, or enjoying a quiet evening outdoors. Homes like this don't come along often. Rich in history, full of character, and ideally located near the heart of downtown, this home offers the perfect mixture of classic architecture, modern updates, and everyday convenience. Enjoy the charm of small-town living while still being an easy commute to Lexington for work, shopping, dining, and entertainment. If you've been dreaming of owning a home with historic charm, modern comforts, and a location that truly lets you enjoy the best of Winchester, this is one you won't want to miss.

382 S Main St, Winchester
$249,900
3 Beds ⋅ 2 Baths ⋅ 26009360 MLS
You will love the atmosphere of this remodeled 3 bedroom, 2 bath home located in a secluded location. The large privacy fenced back yard is perfect for the children or pets. Renovated kitchen includes granite countertops, new range, dishwasher , and refrigerator. Home has a full partially finished walk out basement. You will love the large outbuilding as well as storage closet off of carport.

123 Sunset Hts, Winchester
$99,900
3 Beds ⋅ 2 Baths ⋅ 26011430 MLS
If your looking for a fixer upper, this is it. House on 2 acres in the country with lots of potential. Laundry is off the kitchen, but floor is soft from a water leak. From the kitchen you will see a guest bath, dining and living area. To the left is a hallway that leads to 2 bedrooms, drywalled just needs to be finished. To the right of the living area is your master bedroom and bath. With some muscle and creativity, could make a great home.

2799 Pine Ridge Rd, Winchester
$270,000
3 Beds ⋅ 2 Baths ⋅ 26009068 MLS
Welcome home to this cozy 3-bedroom, 2-bath property located in the heart of Winchester, KY, just minutes from the Winchester Bypass for quick and easy commuting. Priced at $270,000, this home offers exceptional value in a highly walkable and convenient neighborhood. The thoughtful layout includes a versatile lower-level den paired with a full second bathroom, creating the perfect opportunity for a second living space, guest suite, home office, or multi-generational setup. The main level flows easily into comfortable living areas, with updated finishes in the full bath, adding a modern touch buyers will appreciate. Outdoor living is just as appealing located on a cul-de-sac & delivering a fully fenced backyard...ideal for pets, play, entertaining, or simply enjoying private outdoor space. The attached garage is generously sized, offering not only parking but also excellent storage capacity. Located in a desirable, walkable area close to shopping, dining, schools, and commuter routes to Lexington or Richmond, this home blends comfort, convenience, and functionality in one compelling package. A rare find at this price point in Winchester...don't miss the opportunity to make it yours.

720 Terry Dr, Winchester
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