8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Off Street Parking

8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Off Street Parking

Welcome to the charming neighborhoods of Douglas Hills, Hurstbourne, Middletown, and Anchorage, nestled in the heart of Louisville, Kentucky. This vibrant region in Jefferson County is a delightful blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Douglas Hills boasts picturesque tree-lined streets and a strong sense of community, perfect for those who appreciate a peaceful environment. Hurstbourne is known for its upscale homes and beautifully manicured landscapes, offering residents a touch of elegance and sophistication. Middletown, with its rich history and family-friendly atmosphere, features a variety of parks and recreational opportunities, while Anchorage stands out for its charming small-town feel and strong emphasis on preserving its historic character.

One of the standout features of homes in this region is the availability of off-street parking, a coveted amenity that enhances convenience and security. With many properties offering spacious driveways or garages, residents can enjoy the ease of parking without the hassle of street congestion. This feature is especially valuable in a community where outdoor activities and social gatherings are common, allowing you to entertain guests with ease.

Whether you’re drawn to the scenic parks, top-rated schools, or the close-knit community vibe, Douglas Hills, Hurstbourne, Middletown, and Anchorage offer a perfect blend of comfort and accessibility. Explore the charm of these neighborhoods and discover your dream home today!

Newest 8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Off Street Parking

$470,000
4 Beds 3 Baths 1723700 MLS
Perfectly positioned in the heart of Copperfield—one of eastern Jefferson County's most established and sought-after neighborhoods—this beautifully updated ranch offers an exceptional blend of timeless charm, thoughtful renovations, and an unmatched community lifestyle. Just a few homes from the neighborhood's newly renovated clubhouse, pool, pickleball courts, and playground, you'll enjoy one of Louisville's premier neighborhood amenity packages just steps from your front door. Inside, warm oak hardwood floors flow throughout the main living areas, creating an inviting backdrop for everyday living. The tastefully renovated eat-in kitchen is both stylish and functional, offering the perfect space to gather with family and friends. The spacious great room features a soaring vaulted cei anchored by a beautiful masonry wood-burning fireplace and opens seamlessly to an expansive rear deck—ideal for entertaining, relaxing, or enjoying peaceful evenings outdoors. The generously sized primary suite provides a true retreat with a walk-in closet and a beautifully renovated ensuite bath featuring a custom walk-in shower and elegant handcrafted woodwork. Three additional first-floor bedrooms offer comfortable accommodations and share a tastefully renovated full bathroom complete with a deep soaking tub. The lower level expands the home's versatility with impressive 9-foot ceilings, a spacious family room centered around a second masonry wood-burning fireplace, an additional bedroom, a dedicated home office, and a full bathroom—perfect for guests, multi-generational living, or today's work-from-home lifestyle. An oversized two-car garage with direct basement access provides exceptional convenience along with abundant storage. Ideally located in the heart of Middletown, you'll enjoy quick access to historic Main Street Middletown, Middletown Station, Publix, Kroger, a wide variety of local restaurants, coffee shops, and everyday conveniences. Commuting is effortless with immediate access to I-64, the Gene Snyder Freeway, and Blankenbaker Parkway, while nearby Beckley Creek Park and The Parklands of Floyds Fork offer miles of scenic trails, playgrounds, kayaking, and year-round outdoor recreation. With continued investment and growth throughout the Middletown corridor, this is an exceptional opportunity to own a beautifully updated home in one of Louisville's most desirable communities.

401 Wickfield Dr, Louisville

$120,000
2 Beds 2 Baths 1722680 MLS
Looking for low-maintenance living without giving up convenience? This first-floor 2-bedroom, 2-bath condominium in Shelby Crossing offers an easy lifestyle in the heart of Middletown. Whether you're buying your first home, right-sizing, or adding to your investment portfolio, this home provides the flexibility and amenities that make everyday living a little simpler. The open living and dining area creates a comfortable space for relaxing or entertaining, while the private patio offers the perfect spot to enjoy your morning coffee or unwind after a long day. The kitchen features ample cabinet storage and generous prep space, making weeknight meals and weekend gatherings easy. The spacious primary suite is designed with comfort in mind, offering two large closets, an additional walk-in closet, and a private ensuite bath with a walk-in shower. A second bedroom and full bath provide space for guests, a home office, or hobbies, while the conveniently located laundry area adds to the home's practical layout. Ownership is simple with a monthly maintenance fee that covers water, sewer, trash removal, snow removal, exterior maintenance, groundskeeping, and master insurance—leaving you responsible for only your personal electric, gas, and internet/TV services. Shelby Crossing residents enjoy access to community amenities including a swimming pool, tennis courts, fitness center, and clubhouse. Pets and rentals are permitted, offering added flexibility for homeowners and investors alike. Located in desirable Middletown, you'll be just minutes from local shopping, restaurants, entertainment, and Douglass Hills Park with its walking paths, playground, and tennis courts. If you've been searching for a home that combines convenience, amenities, and low-maintenance ownership, this one deserves a spot on your tour.

300 La Fontenay Ct, Louisville

$625,000
4 Beds 3 Baths 1723046 MLS
Perfectly positioned in the serene Midland Meadows community, this sprawling ranch offers the ideal combination of effortless one-floor living and incredible multi-generational flexibility. Spanning an impressive 3,646 above-grade finished square feet, the residence lives significantly larger than its traditional ranch profile suggests, offering a sophisticated floor plan designed for both quiet daily life and large-scale entertaining. The heart of the home is centered on the main level, where the primary living quarters provide the convenience and accessibility of true ranch architecture. Unlike many homes in the area, this property features a massive upper-level recreational space accessed by a permanent staircase. This expansive bonus room serves as a private getaway, recreational oom, or executive home office, kept perfectly comfortable year-round by its own high-efficiency independent mini-split HVAC system. The sheer scale of this home is truly realized in the vast 2,591-square-foot unfinished basement. A rare find for the neighborhood, this lower level is already equipped with a functional commode and utility sink on a dedicated tiled footprint. Because the essential plumbing is already integrated into the foundation, the path to a fully finished lower level is exceptionally clear—offering the potential for over 6,200 total square feet of finished living space. The lifestyle at 305 Gablewood Circle extends beyond the front door. Located just 25 minutes from the Louisville city center, you are surrounded by the lush landscapes of the Midland Meadows golf course and mere minutes from the world-class greens of Valhalla. Whether enjoying the nearby upscale dining and shopping in Middletown or retreating to your quiet corner of the East End, this home delivers a premier Louisville experience with room to grow.

305 Gablewood Cir, Louisville

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