Grand Oaks Real Estate

Grand Oaks Real Estate

Welcome to Grand Oaks, a picturesque subdivision nestled in the heart of Crestwood, Kentucky, within the charming Oldham County. This delightful community offers a perfect blend of tranquility and modern conveniences, making it an ideal place for families, retirees, and everyone in between.

As you wander through the tree-lined streets of Grand Oaks, you'll be captivated by the stunning homes that showcase a variety of architectural styles, catering to diverse tastes and preferences. Each residence is set on generously sized lots, providing ample space for outdoor activities, gardening, and enjoying the beautiful Kentucky seasons.

The community is known for its strong sense of camaraderie, with neighbors often coming together for events and gatherings, fostering lasting friendships. Families will appreciate the top-rated Oldham County schools nearby, which are renowned for their commitment to academic excellence and extracurricular activities.

Nature enthusiasts will find solace in the surrounding landscapes, with numerous parks and recreational areas just a stone's throw away. Enjoy leisurely strolls, picnics, or sports activities at nearby facilities, ensuring that you can embrace an active lifestyle without venturing far from home.

Convenience is key in Grand Oaks, with easy access to major highways, shopping centers, and dining options. Whether you're seeking a cozy café or a vibrant restaurant scene, Crestwood offers a variety of choices to satisfy every palate.

Discover the charm of Grand Oaks, where community spirit meets suburban serenity, and make this beautiful subdivision your new home in Crestwood, KY. Your dream lifestyle awaits!

Newest Listings in Grand Oaks

189 Bischoff Way, Shepherdsville
$509,000
5 Beds ⋅ 3 Baths ⋅ 1733787 MLS
Looking for the perfect combination of modern comfort, spacious living, and timeless style? This stunning new construction home in Shepherdsville's highly desirable Grand Oaks neighborhood delivers all three! Featuring 5 bedrooms, 3 full bathrooms, and a beautiful brick exterior, this home offers an incredible layout designed for versatility, comfort, and everyday living. What truly sets this home apart is its unique fall-away lot and finished, street-level lower level! Far from your typical basement, this expansive space features a huge second living room, a private bedroom, and a full bathroom, creating an ideal setup for overnight guests, multigenerational living, a home office, or the ultimate entertainment retreat. With so much additional living space, the possibilities are endless! The main living areas offer a fresh canvas for making the home your own, while the thoughtfully designed floor plan provides plenty of room to gather, entertain, or simply spread out. The classic brick exterior offers timeless curb appeal, and the attached two-car garage adds the convenience and functionality today's buyers appreciate. Nestled in the desirable Grand Oaks community of Shepherdsville, you'll enjoy the charm of neighborhood living with convenient access to shopping, dining, local amenities, and the greater Louisville area. Brand-new construction, five bedrooms, three full baths, a spectacular finished lower level, and a two-car garage — all in one beautiful home! Why compromise on space or settle for an older home when you can enjoy the excitement of something completely new? Come see the space, discover the possibilities, and fall in love with your next home in Grand Oaks!

189 Bischoff Way, Shepherdsville
309 Grand Oak Blvd, Shepherdsville
$497,500
5 Beds ⋅ 4 Baths ⋅ 1732607 MLS
Welcome to this stunning, like-new, two-story home featuring five bedrooms, three-and-a-half bathrooms, impressive architectural details, and beautiful upgrades throughout! From the moment you enter, you'll be greeted by a soaring two-story foyer, a grand staircase with stained wood treads, and an open catwalk overlooking the spectacular two-story great room. Huge windows fill the home with natural light, while upgraded laminate flooring, stylish lighting, and elegant metal stair balusters add to the home's modern appeal. The beautifully appointed kitchen features white cabinetry, granite countertops, a gas range with a matching custom cabinet hood, under-cabinet and above-cabinet lighting, a large farmhouse sink, and plenty of workspace. A spacious breakfast area provides additional dining space, while the formal dining room features a dramatic vaulted ceiling, perfect for entertaining. The expansive first-floor primary suite offers a beautiful tray ceiling, a large walk-in closet, and a luxurious private bathroom featuring a freestanding corner soaking tub, double-bowl granite vanity, and a large tiled walk-in shower with a semi-frameless glass door. The main level also includes a spacious laundry room and a conveniently located half bathroom. Upstairs, the open catwalk with metal balusters overlooks the great room below and leads to three generously sized bedrooms, including an exceptionally large bedroom with versatile space and abundant closet storage. The home's thoughtful floor plan provides both openness and functionality. The walkout basement offers tremendous additional living potential! Already featuring a finished fifth bedroom and full bathroom, the remaining basement space has been completely framed, with much of the electrical work already completed, providing an excellent head start for future finishing. Step outside to the beautiful two-tiered deck extending across the rear of the home. The upper-level deck is covered and features a ceiling fan, creating a wonderful outdoor living space, while the lower level provides even more room for relaxing or entertaining. Additional highlights include granite countertops throughout the kitchen and bathrooms, upgraded lighting and plumbing fixtures, a tankless water heater, and two Trane HVAC systems. Conveniently located near Shepherdsville, parks, shopping, dining, and recreational amenities, this exceptional home combines quality construction, modern finishes, generous living spaces, and outstanding potential for future expansion. A remarkable opportunity to own a beautifully maintained, nearly new home with so much to offer!

309 Grand Oak Blvd, Shepherdsville
2003 Oakshade Ct, Crestwood
$689,900
5 Beds ⋅ 4 Baths ⋅ 1732132 MLS
Welcome home to 2003 OakShade Court, a spacious Craftsman-style home nestled on 1.35 acres in the desirable Grand Oaks subdivision of Crestwood. Located on a quiet cul-de-sac, this five-bedroom, three-and-a-half-bath home offers the perfect blend of comfort, space, and peaceful country living. The inviting open-concept layout is ideal for everyday living and entertaining, while the kitchen features beautiful granite countertops plus the added convenience of a first floor primary bedroom. The second floor offers 3 additional bedrooms and full bath. An added bonus is also a flex space that could be a play room or teen hangout. The finished walkout basement adds an additional family room, bedroom, and bath, perfect for overnight guests or anyone seeking a comfortable space of their own. Step outside onto the back deck and enjoy the wooded backdrop and tranquil sounds of a water feature from a pond on the neighboring property, creating a peaceful and relaxing backyard setting. A tractor garage provides convenient space for lawn equipment, tools, and additional storage. Grand Oaks residents also enjoy access to a neighborhood lake and pond with docks for fishing and relaxing by the water. Surrounded by natural beauty yet conveniently close to shopping, dining, award winning schools, and everyday amenities. This property offers room to spread out without sacrificing convenience.

2003 Oakshade Ct, Crestwood
219 Bischoff Way, Shepherdsville
$479,000
4 Beds ⋅ 3 Baths ⋅ 1729240 MLS
**Ask about special interest rates and/or rate buy down options!** There's still time to choose your finishes (backsplashes, bathrooms, closet organization, etc)! Brand-new construction in Grand Oaks offering 2,552 square feet of finished living space with 4 bedrooms and 3 full baths. The bright, open main level features soaring ceilings, abundant natural light and is open between the living, dining and kitchen areas. The first-floor primary suite includes a tray ceiling, oversized windows, a spacious walk-in closet and a beautiful private bath. Three additional bedrooms provide plenty of flexibility for family, guests or a home office. The finished lower level includes one of the bedrooms and even more living space, including a full bath and access to the attached 2-car garage. The oversized deck and first-floor laundry complete the package. With the finishing touches and punch-list items currently being completed, this new home is ready for YOU!

219 Bischoff Way, Shepherdsville
2003 Wooded Oak Ln, Crestwood
$786,900
5 Beds ⋅ 4 Baths ⋅ 1721036 MLS
Set on a secluded 1.59 acre wooded estate in Grand Oaks, this refined residence offers a rare blend of privacy, elegance, and timeless architectural presence. Surrounded by mature trees and natural landscape, the home feels like a serene retreat moments from Crestwood. Inside, soft natural light and elevated finishes create an atmosphere of quiet luxury. The great room's fireplace adds understated warmth, while the gourmet kitchen pairs clean lines with beautifully crafted cabinetry and surfaces. The primary suite offers a calming, spa inspired escape, and every room reflects a commitment to simplicity, comfort, and refined design. Expansive outdoor spaces overlook the wooded backdrop, offering unmatched tranquility and connection to nature.

2003 Wooded Oak Ln, Crestwood
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