Shepherdsville Real Estate

Shepherdsville Real Estate

Welcome to Shepherdsville, Kentucky – a charming city nestled in the heart of Bullitt County, just a short drive from the bustling city of Louisville. Known for its rich history and warm community spirit, Shepherdsville offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home.

Founded in the early 19th century, Shepherdsville boasts a vibrant heritage that is reflected in its historic architecture and local landmarks. The city is home to several parks, including the picturesque Perryville Park, where residents and visitors can enjoy outdoor activities such as hiking, picnicking, and sports. The scenic beauty of the surrounding countryside provides a tranquil backdrop for those looking to escape the hustle and bustle of city life.

One of Shepherdsville’s standout features is its strong sense of community. With a variety of local events and festivals throughout the year, there are ample opportunities to connect with neighbors and make lasting friendships. The annual Shepherdsville City Fair is a beloved tradition, showcasing local artisans, delicious food, and family-friendly entertainment.

For families, Shepherdsville offers excellent schools and a safe environment, making it a great place to raise children. The city is also conveniently located near major highways, providing easy access to Louisville's vibrant cultural scene, dining, and shopping options.

Whether you’re looking to settle down, invest in real estate, or simply explore a welcoming community, Shepherdsville, KY, is a hidden gem waiting to be discovered. Come and experience the charm and warmth of this delightful city!

Newest Listings in Shepherdsville

1239 Pitts Point Road, Shepherdsville
$848,500
6 Beds ⋅ 5 Baths ⋅ HK2604316 MLS
Experience the perfect blend of grandeur and versatility in this stunning home situated on over 6.5 acres, complete with a beautiful pond and an impressive 30' x 80' pole barn. Step inside to a grand entryway featuring elegant columns, soaring ceilings, and a majestic staircase. The main level offers a formal dining room, a charming sitting room, and an inviting living room with a fireplace and mini-bar. The open-concept kitchen features an additional dining area, bar seating, a center island with cooktop, and double built-in ovens—perfect for everyday living and entertaining. The expansive primary suite is a true retreat, boasting a fireplace, a regal private bath with a columned soaking tub and walk-in shower, an attached dressing room, and direct access to the covered rear porch An additional bedroom, full bathroom, and convenient main-level laundry complete the first floor. Upstairs, you'll find two generously sized bedrooms and two additional full bathrooms, providing plenty of space and privacy for family and guests. The walkout basement offers exceptional additional living space, featuring two more bedrooms, bonus rooms, a family room with fireplace, a second full kitchen, a laundry area, and a full bathroom. Glass doors open to the covered rear porch and patio, creating a seamless connection to the outdoors and even more room to relax or entertain. Additional highlights include an attached two-car garage and an impressive 30' x 80' pole barn equipped with office space, water, electricity, and a mini-split system. With ample room to accommodate multiple vehicles, the barn is ideal for hobbyists, collectors, workshop space, or additional storage. Enjoy the beauty and privacy of the expansive grounds, complete with a picturesque pond and over 6.5 acres to explore. With its spacious layout, multiple living areas, abundant bedrooms and bathrooms, and exceptional outbuildings, this remarkable property offers endless possibilities for comfortable living, entertaining, and more!

1239 Pitts Point Road, Shepherdsville

207 Dayflower Court, Shepherdsville
$440,000
4 Beds ⋅ 3 Baths ⋅ HK2604308 MLS
Imagine coming home to a place where the pace slows down, the views invite you to stay awhile, and there's room for everyone to make their own memories. Built in late 2025, this beautiful two-story home offers 4 bedrooms, 2.5 bathrooms, two dedicated office spaces, and a peaceful setting overlooking the subdivision pond. From the moment you step inside, you'll appreciate the fresh feel of newer construction and a layout designed for the way we live today. Whether you're gathering with family, entertaining friends, or enjoying a quiet evening at home, there's space to do it all. And with not one, but TWO offices, there's room for working from home, tackling homework, exploring hobbies, or finally creating that space you've always wanted! With four bedrooms, everyone has a place to call their own, while the two-story design offers a wonderful balance of shared living spaces and personal retreats. Built on a slab foundation, this home also offers the convenience of having no basement to maintain. But one of the best parts of this home is waiting just outside. Imagine starting your morning with a cup of coffee overlooking the neighborhood pond, watching the seasons change across the water, or winding down after a busy day with a peaceful view right in your own backyard. Nearly new, thoughtfully laid out, and perfectly positioned for enjoying the pond views, this isn't just another house. It's a place to settle in, spread out, and enjoy the little moments that make a house feel like home. Come see what your next chapter could look like!

207 Dayflower Court, Shepherdsville

2787 Highway 44 W, Shepherdsville
$172,000
2 Beds ⋅ 1 Baths ⋅ HK2604042 MLS
Welcome home! This 2 bedroom, 1 bath ranch offers comfortable one-level living on approximately 0.41 acres & has been freshly updated throughout, making it truly move-in ready. The interior has been freshly painted, giving the home a clean, bright feel from the moment you walk in. The kitchen has been refreshed with newly painted cabinets, a new light fixture, a new microwave, & a new interior door, while still offering the convenience of an eat-in kitchen. The laundry area also features a new light fixture, & the primary bedroom has a new interior door along with a walk-in closet. The bathroom has been updated with a new vanity top & fresh paint adding another fresh touch to the home. Outside, the improvements continue. The back porch has been newly rebuilt perfectly positioned for easy access to your fully fenced backyard and concrete driveway. The front porch has been pressure washed and freshly painted for a clean, welcoming first impression and this is the spot under the large front yard trees to do your best porch sitting.. Two large storage buildings give you valuable extra space for lawn equipment, tools, seasonal items, or additional storage for any number of things. Man cave-yes! She shed-absolutely! With approximately 0.41 acres, there is room to enjoy the outdoors without having an overwhelming amount of property to maintain. This backyard is definitely one of the features to see. Fully fenced, beautiful grass, quiet and serene. Offering practical living space that flows effortlessly, first-floor laundry, off-street parking, storage, and a convenient location along W Hwy 44, this home is a great opportunity for a first-time buyer, someone looking to downsize, or anyone searching for an affordable home that has already had many of the cosmetic updates completed. Don't miss out on taking a look at this treasure.

2787 Highway 44 W, Shepherdsville

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