8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Detached Parking

8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Detached Parking

Welcome to the enchanting region of Douglas Hills, Hurstbourne, Middletown, and Anchorage, nestled in the heart of Jefferson County, Kentucky. This vibrant area is known for its picturesque neighborhoods, lush greenery, and a strong sense of community, making it an ideal place for families and individuals alike.

Douglas Hills offers a charming suburban feel, with tree-lined streets and well-maintained parks that invite outdoor activities and leisurely strolls. Hurstbourne, with its upscale homes and beautifully landscaped yards, boasts a variety of amenities, including shopping centers and fine dining options. Middletown, rich in history, features a blend of traditional and contemporary homes, providing a perfect backdrop for community events and gatherings. Meanwhile, Anchorage stands out with its quaint village atmosphere, where residents enjoy a slower pace of life amid stunning natural beauty.

One of the many appealing aspects of homes in this region is the availability of detached parking. Whether you have multiple vehicles, love to host guests, or simply appreciate the convenience of extra space, having detached parking options adds a layer of comfort and practicality to your living experience.

With excellent schools, friendly neighbors, and an array of recreational activities, Douglas Hills, Hurstbourne, Middletown, and Anchorage are not just places to live—they are places to thrive. If you’re looking for a community that offers both charm and convenience, this region is the perfect choice for your next home. Come explore the possibilities and discover your dream residence in this delightful corner of Kentucky!

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

10818 Ward Ave, Louisville
$432,000
2 Beds ⋅ 2 Baths ⋅ 1732746 MLS
Nestled on the edge of Anchorage, this enchanting cottage offers a rare blend of historic character, timeless charm, and everyday comfort. Originally constructed in 1926, the home's earliest portion is believed to have served as a cook's cottage for a larger Anchorage estate, lending a unique sense of history and story that is seldom found today. A welcoming covered front porch sets the tone for the warmth and character found throughout. Inside, the original cottage has been thoughtfully expanded over the years, creating a home for modern livability. Hardwood floors, crown molding, French doors, fireplaces, and abundant natural light contribute to the home's inviting atmosphere. The great room serves as the heart of the home, featuring vaulted ceilings, a skylight, expansive windows, and a cozy fireplace. The spacious kitchen offers generous cabinetry, ample workspace, a center island, and an adjoining breakfast nook for casual dining. A formal dining room provides the perfect setting for gatherings and special occasions, while French doors open to a screened porch overlooking the private backyard. The primary suite is a true retreat, complete with a fireplace, dual closets, and an en-suite bath. Additional living spaces include a second bedroom, a comfortable den, a flexible room currently utilized as a bedroom, a second full bath, and a laundry room with storage. Outside, the expansive fenced yard feels like a private park. Mature trees create a setting that is both peaceful and picturesque. The screened porch offers the perfect place to enjoy morning coffee and unwind in the evening. An oversized two-car garage provides ample room for vehicles, hobbies, and storage. This one-of-a-kind property is a rare opportunity, offering the feel of Anchorage living without Anchorage city taxes in a timeless home to be treasured for years to come.

10818 Ward Ave, Louisville

8613 Whipps Bend Rd, Bellemeade
$575,000
3 Beds ⋅ 3 Baths ⋅ 1732088 MLS
Welcome to 8613 Whipps Bend Road in the desirable Bellemeade neighborhood, where an exceptional location meets thoughtful updates, versatile living spaces, and outstanding indoor-outdoor appeal! This inviting 3-bedroom, 2.5-bath home features beautifully renovated bathrooms with high-end finishes, bringing a touch of luxury to everyday living. With no carpet throughout, the home offers a clean, cohesive look and easy maintenance. One of the home's standout features is its incredible flexibility. A dedicated office with its own private entrance provides an ideal space for working from home, while the basement, complete with a kitchenette and walk-up access, offers exciting possibilities for entertaining, hobbies, or additional living space. Step outside and discover even more to love! The beautiful screened-in side porch creates a relaxing retreat for morning coffee or unwinding in the evening. The expansive backyard, enclosed by a new privacy fence, provides an impressive setting for outdoor entertaining, recreation, or simply enjoying your own private outdoor space. An oversized two-car garage with additional storage above adds another level of convenience and functionality. Adding even more value are the home's whole-home backup generator, new security system, and app-controlled garage door opener, providing an exceptional combination of preparedness, modern technology, and everyday convenience. Luxurious bathroom renovations, flexible living spaces, impressive outdoor amenities, smart-home conveniences, and a prime Bellemeade location make this home a truly special opportunity. Schedule your private showing today and experience everything 8613 Whipps Bend Road has to offer!

8613 Whipps Bend Rd, Bellemeade

110 Dorchester Rd, Louisville
$399,900
3 Beds ⋅ 2 Baths ⋅ 1732017 MLS
Welcome to 110 Dorchester Road, a lovely all-brick ranch in the highly desirable Moorgate neighborhood of Louisville's East End. With over 2,000 square feet, three bedrooms, two full baths and a beautiful lot of more than one-third acre, this home offers a warm, comfortable feel and an exceptionally well-designed floor plan. The split-bedroom layout provides wonderful privacy, with two guest bedrooms and a full bath on one side of the home and a spacious primary suite tucked away on the other. The primary bedroom features its own private bath and walk-in closet, and just steps away is a light-filled sunroom with hardwood floors and walls of windows. The perfect spot for a home office, sitting room, reading room or quiet retreat. At the heart of the home is a spacious kitchen featuring a a large center island, abundant cabinetry, granite countertops and stainless steel appliances. The adjoining dining room has a cozy, welcoming feel, accented by charming wallpaper that gives the space just the right amount of personality. The large living room offers plenty of room to gather, with a fireplace, neutral wall colors and beautiful natural light. In fact, one of the things you will notice throughout this home is the abundance of windows, creating a bright and inviting atmosphere from room to room. Outside, the back deck overlooks a private backyard with plenty of space to relax, entertain or simply enjoy the setting. Additional features include a two-car garage and a floored attic providing valuable extra storage. Several important updates have already been completed, including a brand-new roof, new heating and cooling systems in 2026, water heater in 2022, range in 2025, refrigerator in 2024 and a replaced chimney cap in 2024. Moorgate is known for its established homes, spacious lots and incredibly convenient East Louisville location, just off Shelbyville Road with easy access to Hurstbourne Parkway, St. Matthews, Lyndon, shopping, restaurants and so much more. 110 Dorchester Road is simply a lovely home with a comfortable feel, a fantastic floor plan and a location that is hard to beat.

110 Dorchester Rd, Louisville

410 Marengo Dr, Louisville
$320,000
3 Beds ⋅ 2 Baths ⋅ 1731935 MLS
On a quiet street in Middletown, this updated brick ranch in Woodland Hills offers the peace of an established neighborhood and an abundance of amenities nearby. Featuring 3 bedrooms, 1.5 bathrooms, and a partially finished basement, you have the perfect layout for a classic yet modernized home. Welcomed by a peaceful front porch, the generous layout and beautiful hardwood flooring provide an exceptional flow, beginning with an inviting living room with fireplace and a huge window for great natural light. Open to a formal dining room, you have a sweet spot for entertaining just in time for holiday dinners. The updated eat-in kitchen has new flooring, custom cabinets, stainless appliances, and plenty of space to spread out. All three bedrooms are on the main floor, including the primary bedroom with a private ensuite half bath and a hall bath that has been recently updated. A standout feature of this property is the basement with newer carpeting and padding (2024), offering a massive amount of area just waiting to be enjoyed as a vibrant den, a private home office, or the ultimate recreation space. Outdoors, your backyard has a spacious covered patio and a large deck, perfect for grilling out and enjoying cool nights around the fire pit. You have a detached 1-car garage and a fenced-in yard with privacy fence added last year. Additional updates include a new chimney flu and liner for the water heater for added peace of mind. Woodland Hills offers a tranquil community and a neighborhood park - Hardy Brinly Park with 7 acres of nature, gazebo, jogging path, and a calendar of fun neighborhood events throughout the year. Near the quiet portion of Old Shelbyville Rd, you are conveniently located near retail, dining, and entertainment throughout Middletown. Don't let this one get away, schedule your showing today!

410 Marengo Dr, Louisville

515 Lyndale Ave, Louisville
$350,000
4 Beds ⋅ 2 Baths ⋅ 1731142 MLS
Welcome to this spacious and inviting tri-level home, tucked away on a street in a convenient location between Anchorage and St. Matthews. With 4 bedrooms, 2 full bathrooms, a detached 2-car garage, and multiple living spaces, this home offers plenty of room to live, work, relax, and entertain. The main level features a welcoming living room with beautiful hardwood flooring, a wood-burning fireplace, and an easy flow into the dining area. The updated kitchen is both stylish and functional, offering stainless steel appliances, granite countertops, abundant cabinetry, and a dedicated coffee bar for your morning routine. Just a few steps away, the expansive additional family room provides a second comfortable gathering space and features a gas fireplace with custom built-in shelving, a built-in desk area, and a full bathroom. Whether used for entertaining, working from home, relaxing, or accommodating guests, this flexible space adds valuable versatility to the home. Upstairs, all four bedrooms are conveniently grouped together, along with a full hallway bathroom featuring a stone-tiled shower and tub combination with glass shower doors. The partially finished basement adds even more usable space, including a laundry area and a finished room perfect for a playroom, game room, home gym, or additional living space. Outdoor living shines with a huge deck featuring a built-in bench and hot tub, plus a pergola-covered area ideal for relaxing or entertaining. A concrete patio and fully fenced backyard provide even more space to enjoy the outdoors. And the location can't be overlooked! Enjoy close proximity to an abundance of restaurants, shopping, and everyday conveniences, with easy access to the Watterson Expressway. Situated right between Anchorage and St. Matthews, this home offers the perfect combination of a quiet neighborhood setting and convenient access to all that these popular areas have to offer. With generous living spaces, thoughtful updates, fantastic outdoor amenities, and a convenient location, this well-maintained home is ready to welcome its next owner.

515 Lyndale Ave, Louisville

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