Nestled on a quiet street within the desirable Hillcrest neighborhood, this timeless two-story home is thoughtfully positioned on a rolling half acre lot and features year-over-year improvements tailored to create a truly move-in ready retreat, including new roof (2018), new HVAC, hardwood flooring throughout the first floor, fresh paint, new carpeting, and updated walkout basement. Situated within the award-winning North Oldham County school district and located just minutes from Prospect's shopping, restaurants, and expressways, this custom home features 5+ bedrooms, 3 spacious floors of updated living spaces, and rare 5-car garage. Past an arched covered front porch, guests first arrive into a soaring two-story foyer with sleek hardwood floors and bright windows that continue throughout the first floor. To the right, an elegant dining room welcomes guests, featuring tray ceiling, decorative columns, and triple windows. To the left, a spacious study with tall ceilings and oversize window provides the perfect place for a home office or music room. The open floor plan of the home invites guests further into the incredible two-story great room of the first floor with gas fireplace, convenient built-ins, and picture windows overlooking the private backyard. The great room opens to the adjoining breakfast room and gourmet kitchen of the home with access to the home's entertaining deck and screened-in porch. The kitchen features new granite countertops, updated backsplash, oversize eat-in island, and separate pantry. The first floor continues into the spacious owner's suite with vaulted tray ceiling, gas fireplace, and private access to the home's screened-in porch. The luxurious primary bathroom features his-and-her vanities, updated soaking tub, and glass shower with stylish subway tile. The first floor is complete with an oversized laundry/mud room, powder room, and attached 3-car garage. The second floor features two spacious bedrooms with Jack-and-Jill bath, guest bedroom with en-suite bath, and a sizable fourth bedroom with spacious walk-in closet and laundry hookups, perfect for the easy addition of a 3rd full bath on the second floor. The lower level is designed for effortless entertaining, featuring a spacious family room with gas fireplace, oversize wet bar, windowed game room, bonus room currently used as a 6th bedroom, and full bath. The lower level also offers access to the lower covered porch, as well as the home's secondary attached 2-car garage, providing convenient and private access for a possible in-law suite or live-in au pair. The home's exterior is as impressive as its interior, featuring .5+ private acres of rolling lawn, well-maintained upper & lower decks, and manicured landscaping. In addition, buyers can immediately begin taking advantage of the neighborhood's fantastic amenities, including pool, clubhouse, tennis courts, and more! A rare offering for the neighborhood, this home is not to be missed!