8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Entry Rear Parking

8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Entry Rear Parking

Welcome to the charming neighborhoods of Douglas Hills, Hurstbourne, Middletown, and Anchorage, nestled in the heart of Jefferson County, Kentucky. These picturesque communities offer a blend of suburban tranquility and urban convenience, making them a sought-after destination for families, professionals, and retirees alike.

Douglas Hills is known for its well-manicured landscapes and friendly atmosphere, offering a tight-knit community feel. Hurstbourne, with its elegant homes and lush green spaces, boasts a vibrant lifestyle complete with shopping, dining, and recreational opportunities. Middletown, rich in history, features a variety of local boutiques and eateries, while Anchorage is celebrated for its serene environment and top-rated schools, making it an ideal place to raise a family.

One of the unique features of homes in this region is the availability of properties with entry rear parking. This thoughtful design not only enhances curb appeal but also maximizes the use of front yard space, allowing for beautifully landscaped gardens and outdoor living areas. Imagine pulling into your driveway after a long day, greeted by the serene ambiance of your private retreat, with easy access to your home from the rear.

Whether you're looking for a cozy bungalow or a sprawling estate, the real estate offerings in Douglas Hills, Hurstbourne, Middletown, and Anchorage cater to diverse tastes and budgets. With excellent schools, beautiful parks, and a strong sense of community, these neighborhoods are perfect for those seeking a balanced lifestyle in Louisville, KY. Discover your dream home in this vibrant region today!

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

10216 Timberwood Cir, Louisville
$629,000
4 Beds ⋅ 4 Baths ⋅ 1732890 MLS
Perfectly positioned on a scenic, treed lot within the desirable Plainview neighborhood, this timeless two-story colonial features year-over-year improvements tailored to create a truly move-in ready retreat, including updated kitchen, remodeled primary bathroom, new deck and screened-in porch with heaters, new paint, hardwood flooring, and much more! Conveniently situated in the heart of the East End corridor, homeowners will enjoy immediate access to the Plainview Pool and Tennis Center, I-64, and Hurstbourne's best shopping and restaurants. Featuring 4 bedrooms, 2 full baths, 2 half baths, newly renovated 2-car garage, and sprawling backyard surrounded by HOA green space, this home checks every box! With incredible curb appeal, guests first arrive into the home's spacious foyer with beautifully refinished hardwood floors that continue throughout the first floor. To the left, an elegant dining room greets guests, while a spacious living room provides the perfect place for entertaining to the right. The living room adjoins the cozy den of the first floor, featuring convenient built-ins, new fireplace, and new Pella sliding doors opening to the newly rebuilt deck. Past a chic powder room, guests are invited further into the home's remodeled eat-in kitchen with walk-in pantry, quartz countertops, designer subway tile, stainless steel appliances, dining area, and access to the home's incredible screened-in porch with new windows and screens for year-round enjoyment. Custom redesigned for a one-of-a-kind owner's retreat, the home's second floor primary bedroom suite sprawls across two bedrooms to offer a spacious primary bedroom with separate closet and dressing room, connected by a renovated primary bathroom featuring today's most sought-after styles. The second floor features two additional spacious bedrooms with shared full bath and walk-in closets, for a total of four usable bedrooms. The lower level is perfect for entertaining friends and family, offering spacious family room with bright windows and wet bar, home office with closet (perfect for a fifth guest bedroom), half bath, exercise room, laundry, and plenty of room for unfinished storage. The home's exterior is as impressive as its interior, featuring rolling lawn, oversized deck with dining and seating areas, stunning screened-in porch with dining and living areas, spacious patio with privacy screening, and beautiful mature trees for scenic views in every direction. A rare offering for the neighborhood, this home is not to be missed!

10216 Timberwood Cir, Louisville
513 Foxwick Ct, Louisville
$549,000
4 Beds ⋅ 3 Baths ⋅ 1732543 MLS
Welcome to this stunning, light-filled 2,190 sq ft home in the highly desirable 40223 area. Perfectly situated on a peaceful 0.23-acre lot on Foxwick Court, this beautifully maintained residence offers a perfect blend of comfort and elegance. The spacious floor plan features 4 generous bedrooms, 2.5 bathrooms, and expansive living areas designed for effortless entertaining and everyday living. Enjoy cooking in the bright kitchen, relaxing by the cozy fireplace, or stepping out to your private backyard oasis. Located just minutes from premier shopping, dining, and top-rated schools like Middletown and Hite Elementary. Don't miss this rare opportunity to own a beautiful move-in-ready property in an incredible neighborhood. Schedule your private showing!

513 Foxwick Ct, Louisville
4304 Forest Bend Pl, Louisville
$469,900
4 Beds ⋅ 4 Baths ⋅ 1732023 MLS
This home offers timeless classic charm in the sought-after East End community of Forest Springs. 4304 Forest Bend offers four bedrooms, two full and two half bathrooms, and 2,854 square feet across three finished levels. Inside, the sun-filled main floor features inviting flow between the living spaces. The spacious dining room is ready for entertainment, with a kitchen featuring white cabinetry, stainless steel appliances, and a breakfast nook that opens to the living room and overlooks the backyard. Upstairs, the primary suite offers a large walk-in closet and a private ensuite bath with a jetted soaking tub and a separate shower. Down the hall, three additional bedrooms provide flexibility for family, guests, or a home office, with a full bathroom nearby. The recently finished lower level substantially expands the home's footprint, creating an impressive second family room and a dedicated recreation area designed for seamless entertaining. With a sleek wet bar and convenient half bath, it is built for high-energy game days, movie nights, or effortlessly hosting while offering a refined, cozy retreat to unwind. This fresh discovery sits proudly on a quiet cul-de-sac as a rare find in the heart of Forest Springs. Life here centers on connection, with immediate access to a full resort-style lifestyle including a private clubhouse, pristine pool, and brand-new, state-of-the-art tennis and pickleball courts. This isn't just a place to live it is designed for effortless, high-energy living.

4304 Forest Bend Pl, Louisville
410 Hidden Oak Way, Louisville
$479,000
3 Beds ⋅ 2 Baths ⋅ 1731420 MLS
Location, Location, Location! Nestled in the peaceful, highly sought-after Deepwood neighborhood, this well maintained, custom-built ranch is just steps from St. Matthews, Oxmoor Mall, and St. Margaret Mary. Built with solid and lasting craftsmanship that is hard to find today, this pristine home is perfectly laid out for a growing family. It features generously oversized rooms, a massive finished basement ready which could also accommodate an extra bedroom with the recently added Egress window. An oversized two-car attached garage with plenty of space for family's needs. Recent Updates include NEW ROOF 2024, NEW HVAC 2020, Primary Bath Remodel 2024, NEW Water Heater 2022, NEW Egress Window 2019, NEW Garage Door 2021, New Microwave and DW 2026, And New LVP Flooring in most of the home. The home is in really good condition and priced to allow for easy cosmetic updates, giving you the perfect opportunity to customize the flooring, wallpaper, and finishes to match your family's personal style. At the heart of the home is a massive kitchen boasting 28 cabinets, 14 drawers, and a huge pantry—with a layout designed to open up directly into the family room so you can keep an eye on the kids while prepping dinner. The main floor also includes a large living room, a primary suite with a private remodeled bath, and spacious bedrooms that all feature double closets for maximum storage. Plus, the formal dining room can easily serve as a quiet first-floor home office. A screened-porch / deck area along with the serene treed lot provide peace and quiet year long. Be one of the first to view this great One Story Opportunity!!

410 Hidden Oak Way, Louisville
10215 Radford Rd, Louisville
$390,000
4 Beds ⋅ 3 Baths ⋅ 1731387 MLS
Lower your interest rate with 10215 Radford Road. Seller offering up to $7,500 towards buyer's interest rate buy down or closing costs. Located on a quiet cul-de-sac in the highly desirable Blue Ridge Manor, this charming home is just about perfect. A traditional 2-story brick offering plenty of space and flexibility in a layout designed for comfortable living. The front yard features an enchanting English-style cottage garden that complements the additional mature landscaping. Inside you will find 4 generously sized bedrooms and 2.5 bathrooms with fresh paint and new flooring throughout. The eat-in kitchen is light-filled with nice cabinet and counter space. In addition, there is a rear-entry two car garage and an unfinished basement offering unlimited potential for expansion. 10215 Radford Road is move-in ready and waiting for you. Don't let this one get away!

10215 Radford Rd, Louisville
14203 Woodland Ridge Dr, Louisville
$630,000
4 Beds ⋅ 4 Baths ⋅ 1731303 MLS
Welcome to this beautifully appointed home in the sought-after Lake Forest neighborhood, where timeless details, generous living spaces, and picturesque surroundings come together. From the moment you enter, you'll appreciate the custom detailed molding, built-ins, and thoughtful craftsmanship throughout the main level. The inviting study features glass French doors and opens beautifully into the living room, where a brick fireplace creates a warm and welcoming focal point. Step outside onto the spacious deck and take in gorgeous views of the wooded green space and running creek bordering the side of the property—an ideal setting for relaxing or entertaining. The spacious kitchen offers an eat-in dining area overlooking the backyard, while a separate formal dining room provides additional space for gatherings. Convenient first-floor laundry adds to the home's functionality. Upstairs, you'll find four spacious bedrooms and two full bathrooms, including a comfortable primary suite. The finished walkout basement expands the living space with a large great room featuring another fireplace, a full bathroom, and ample storage. Whether used for entertaining, recreation, guests, or a home office, this level offers tremendous flexibility and easy access to the outdoors. Additional features include an irrigation system, two-car garage, and extended parking. Lake Forest offers an exceptional lifestyle with three neighborhood pools, a clubhouse, tennis courts, scenic walking trails, and the award-winning Arnold Palmer-designed golf course, along with an array of additional amenities and activities. This is a wonderful opportunity to enjoy both the beauty and lifestyle that make Lake Forest such a desirable place to call home.

14203 Woodland Ridge Dr, Louisville
408 Taurus Pl, Louisville
$370,000
4 Beds ⋅ 3 Baths ⋅ 1731242 MLS
Imagine...It's Friday. You turn onto the cul-de-sac, pull up to the brick exterior of 408 Taurus Place, and you're home. Kick off your shoes on the replaced LVP flooring and start dinner. Before long, everyone's gathered around the dining room table with the Juliet balcony open to the evening air. Saturday starts with coffee in the breakfast area before heading downstairs and outside for a cornhole tournament in the fenced backyard and lunch on the large deck. By evening, everyone moves downstairs. The fireplace is on, the board games come off the built-in bookshelves, and the family room doors lead right outside when it's time for the hot tub. And yes, the hot tub stays. Friends staying for the weekend? The finished lower level also offers a fourth bedroom and full bathroom with walk-in shower, giving guests their own space while three additional bedrooms, hallway bathroom and primary bathroom are upstairs. Sunday morning, everyone gets to sleep in. That's one of the things that makes this multi-level layout work so well; room to come together and room to spread out. With 4 bedrooms, 3 full baths, 2,262 finished sq ft, a 2-car attached garage, fenced 0.29-acre yard, large deck and cul-de-sac location in desirable Middletown, 408 Taurus Place offers more space than you might expect, inside and out. ...And don't miss the large attic space for holiday storage! All just minutes from Middletown shopping, dining and convenient expressway access.

408 Taurus Pl, 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
513 Cheskirk Pl, Louisville
$379,500
3 Beds ⋅ 3 Baths ⋅ 1730820 MLS
Welcome to easy living in desirable Douglass Hills! This inviting ranch-style home offers comfortable one level living with additional finished space in the lower level, all in a community filled with amenities. The welcoming entry foyer opens to a formal living room and dining room, creating an ideal flow for both everyday living and entertaining. The family room features a cozy fireplace and direct access to the rear deck, providing a wonderful spot to relax or enjoy outdoor gatherings. The kitchen offers an abundance of cabinetry and plenty of storage.. For those who prefer a main level laundry area, the laundry was previously in this area and the hookups can likely be moved back to their original location. The spacious primary suite includes a dressing area and private primary bath, while two additional bedrooms and a full bath complete the main level. The finished lower level adds valuable flexibility with a comfortable family room plus an additional finished room with a closet—perfect for a home office, craft room, hobby space or guest area. Enjoy the many amenities of Douglass Hills, including a community pool, playground, tennis and volleyball facilities, two parks, and a gazebo available for rental and community events. The shingles were replaced in March 2026, and the seller is offering a one-year home warranty for added peace of mind. Conveniently located near shopping, dining, parks and everyday amenities, this home offers the space, flexibility and community lifestyle you've been looking for. Don't miss your opportunity to make this your new home. Schedule your private showing today! (BE AWARE THERE ARE SECURITY CAMERAS AT THE HOME)

513 Cheskirk Pl, Louisville
10605 Sycamore Trail Unit 10605, Louisville
$215,000
2 Beds ⋅ 2 Baths ⋅ 1730506 MLS
Welcome to 1605 Sycamore Trail in "The City of Sycamore". Great location near Middletown ! A Well maintained community. Convenient easy access to any area. Townhouse style condo unit, 2 bedrooms, 1.5 baths, partially fin. bsmt, fireplace, two car carport, fenced in patio with rear entry access to the unit. Community has a built in pool, clubhouse, tennis/pickleball court. A Modern living floor plan with the opportunity to create your own personal style and space. Immediate occupancy available. https://www.cityofsycamore.net/news/

10605 Sycamore Trail Unit 10605, Louisville
9214 Woodhurst Ct, Louisville
$775,000
3 Beds ⋅ 5 Baths ⋅ 1730127 MLS
Open Sun 2-4 Oct 25th *Executive Luxury, Pristine Renovations, and Unmatched Club-Side Living in Hurstbourne! Welcome to 9214 Woodhurst Court a magnificent brick estate offering an expansive approximate 5260 square feet of finished living space, meticulously updated living space on a quiet, premium cul-de-sac lot. From the street, the home commands attention with an expanded, customized stained concrete driveway that provides ample parking and is already perfectly footprinted for a potential 3-car garage addition. An automatic security gate spans the driveway, opening to a private rear drive and oversized 2.5 car garage space for ultimate security and peace of mind. Step inside to find an entry layout designed for grand-grand-scale living. The main level boasts a chef's kitchen anchored by sparkling white quartz countertops, LED toe kick lighting, huge walk in pantry, center island w gas stove, and a BOURBON & COFFEE BAR w/ wine cooler. For added convenience there is a first floor laundry room! A spacious dining area opens to huge 1st floor family room featuring a large picture window overlooking the year round sunroom for an abundance of light. A sprawling billiard and shuffleboard lounge or formal living room opening to the family room with pocket doors and double doorway. In a stroke of architectural brilliance, a contemporary glass garage door rolls up to seamlessly blend the indoor entertainment hub with a massive, light-filled all-season sunroom featuring a magnificent glass roof that floods the entire space with natural sunlight. Step out from the sunroom onto a newly rebuilt, oversized rear wood deck perfect for private alfresco hosting, rear patio and privacy fenced yard. The primary suite is a true upper-level sanctuary featuring elegant tray ceilings and an expansive, dedicated wardrobe room fully optimized with custom built-ins and a premium rotating shoe carousel. The ensuite private bath boasts a HUGE walk in shower, double vanity, linen closet and a cedar closet. 2 other spacious bedrooms with large closets, both offering a private full bathroom (one recently updated including marble countertop, has entrance from the hall also). The completely renovated, fully finished lower level with approximately 1716 sq footage finished transforms the home into a multi-generational wellness and entertainment retreat. Host guests at the custom walk up bar showcasing an artisan handcrafted penny countertop, focus in the private home office, or escape to the dedicated gym space complete with a private wooden sauna which is negotiable. Cozy 2nd family room w/ electric fireplace and built in book shelves. The lower level also features a 4th bedroom area and fully updated bath with walk in shower and a rustic sliding barn door, and a hidden secret playroom that keeps toys organized and out of sight. The Ultimate Location Perk: Your property line sits just steps away from a private, gated walking entrance offering exclusive, direct access to the premier facilities at Blairwood Tennis, Swim, and Fitness Club, and you are just minutes from the pristine greens of Hurstbourne Country Club. Offering ultimate peace of mind, this turnkey estate features comprehensive updates including the addition of upscale maple hardwood flooring on the first floor, energy efficient programmable thermostat, new quarter round, gutter guards high-efficiency windows throughout, a beautifully rebuilt rear deck, and a transferable basement waterproofing warranty from Champion Waterproofing. The exterior of the home has decorative concrete staining on entrance of driveway, walkway, and rear patio! Buyer is providing remainder of First American Limited warranty to buyer at closing.

9214 Woodhurst Ct, Louisville
804 Forest Park Rd, Louisville
$264,900
2 Beds ⋅ 2 Baths ⋅ 1730093 MLS
Worth the difference! Private courtyard, attached garage with direct interior access, and first-floor living make 804 Forest Park Rd stand apart. This spacious 2-bedroom, 2-bath condo offers 1,140 sq. ft. of comfortable living with LVP flooring, updated lighting, fireplace with built-ins, and direct courtyard access. The kitchen features stainless appliances and ample cabinetry. The primary suite boasts a large walk-in closet and completely remodeled private bath with walk-in shower, modern vanity, illuminated mirror and sleek black fixtures. Enjoy your own private outdoor retreat with covered and open areas—perfect for morning coffee, dining or entertaining. Add a pool, fitness center and library, and you have a home designed for easy, enjoyable, low-maintenance living.

804 Forest Park Rd, Louisville
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