8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes for Sale

8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes for Sale

Welcome to the picturesque region of Douglas Hills, Hurstbourne, Middletown, and Anchorage, nestled in the heart of Jefferson County, Kentucky. This charming area is renowned for its stunning landscapes, vibrant community spirit, and a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets and beautifully manicured lawns, it's no wonder that families and professionals alike are drawn to this delightful corner of the Bluegrass State.

Douglas Hills offers a serene atmosphere with its well-maintained parks and recreational facilities, making it an ideal place for outdoor enthusiasts. Hurstbourne, known for its upscale homes and luxurious lifestyle, boasts an array of shopping and dining options, while Middletown features a rich history and a warm, welcoming community vibe. Anchorage, a quaint village, is celebrated for its historic homes and strong sense of community, providing a peaceful retreat from the hustle and bustle of city life.

For those looking to make this enchanting region their home, there are a variety of properties available for sale. From elegant single-family homes to modern townhouses, the real estate market here caters to diverse tastes and budgets. Whether you are seeking a cozy abode or a spacious family residence, you will find a wealth of options that reflect the charm and character of this exceptional area.

Experience the best of Kentucky living in Douglas Hills, Hurstbourne, Middletown, and Anchorage—where community, comfort, and convenience come together to create the perfect place to call home. Don’t miss out on the opportunity to find your dream home in this thriving and welcoming region!

Newest 8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes for Sale

$320,000
3 Beds 2 Baths 1724631 MLS
Welcome to the newest listing in The Hills of Beckley Station, the East End neighborhood that feels like home for so many. Here, a traditional floorplan combines with the convenience of newer construction for a result that's perfect for many of today's homebuyers. The gracious entry is shaded by mature trees, while the wide driveway and tucked-away entry door provide a lovely welcome. A rounded transom window over the front door and dark-plank floors inside lead the way to a bright and sunny great room at the rear. Here, tall windows and a comfortable layout assure ease of living. The kitchen is just off of this space, with a functional L-shaped layout, white cabinetry, and subway tile backspace, as well an eating area surrounded by windows for incredible light any time of day. The primary suit is tucked away at the rear of the home, assuring quiet and privacy, despite the smaller footprint. The high ceilings and windows overlooking the fenced rear yard lend a feel of quiet luxury. An attached en suite bath is thoughtfully appointed with double vanity and tub/shower combo. Two other bedrooms, an easily-accessible hall bath round out the first floor living space, while a walk-through laundry room to the garage pulls double duty as a mudroom. Proving that comfortable living doesn't need to be oversized, this 1400+ home packs quite the punch in one-level living. Located just minutes from all of the amenities at The Parklands (think weekends at the Egg Lawn, hiking along miles of marked trails, kayak adventures, and Beckley Creek Dog Park), as well as a quick jaunt into Middletown or Louisville's commerce areas along 64 and the Snyder, the location is a bonus!

1208 Beckley Hills Ct, Louisville

$385,000
4 Beds 3 Baths 1724581 MLS
This is the incredible opportunity you've been hoping for! Situated on a large, fully-fenced gorgeous lot in Foxboro Manor, this home radiates light, style, and comfort. Featuring spacious rooms, multiple relaxing entertaining spaces inside and out, and thoughtful features, it is turn-key and waiting for you to come home. Step inside to discover Pergo flooring, updated fixtures, and a positive vibe that flows throughout the home. The open living room welcomes you to relax and has a seamless connection to the large eat-in kitchen with loads of cabinets and counter space, as well as room for the breakfast nook that overlooks your scenic backyard. The oversized primary suite feels like a private retreat with a cozy fireplace for aesthetics, ensuite bath, and a private door to the large back deck. Two additional nice-sized bedrooms are nearby, along with a full bathroom. In your finished walkout basement, the lounging continues with a large family room and a second fireplace for aesthetics with built-ins. Sliding doors provide access to your back patio and the huge fenced-in backyard. Just beyond the family room is a private fourth bedroom complete with a half bathroom nearby. Laundry is conveniently located on this level, as well as the 2½-car attached garage. Outside, the property shines! A spectacular backyard oasis with a huge deck, .29 acres of lush green land and garden beds, all enclosed by cedar fencing. Enjoy the playset and expansive deck, perfect for relaxing, entertaining, and taking in the views. Additional features include a newer HVAC (2023) and roof (2019). This quiet community is ideally located within minutes of shopping, dining, and attractions throughout St. Matthews in one direction, Middletown in another, and Springhurst and Paddock Shops down Hurstbourne Ln. This home checks every box so don't miss your chance to make it yours!

818 Dorsey Way, Louisville

$875,000
4 Beds 3 Baths 1724480 MLS
Exceptional opportunity in the Anchorage School District! This beautifully updated mid-century modern home blends timeless architecture with today's open-concept lifestyle. The spacious kitchen features granite countertops, a large island, stainless steel appliances, custom cabinetry, and a beverage center, flowing seamlessly into the dining area and light-filled great room with fireplace and expansive windows. The upper level offers two spacious bedrooms, a full bath, and a stunning primary suite with a renovated spa-like bath, oversized walk-in closet, and private balcony rebuilt in 2026. The lower level provides flexible living space with three additional rooms perfect for bedrooms, an office, gym, or entertainment area, plus a full bath and laundry. Situated on nearly an acre with mature trees, the property also features multiple outdoor living spaces, a charming playhouse with electricity, and a newly fenced backyard. Recent 2026 updates include fresh interior paint, new carpeting, professionally cleaned interior, rebuilt primary suite deck, replaced bedroom and primary closet windows, roof shingle repairs, power washed patios and porches, and shed roof replacement with interior repairs. Additional improvements since 2022 include a new water heater, full-home backup generator, dedicated A/C unit for the primary bedroom, and condenser relocation. Previous updates include kitchen appliances, hardwood flooring, lower-level LVP flooring, primary bath and closet renovation, HVAC improvements, and retaining wall installation. This move-in ready Anchorage gem offers the perfect combination of style, space, and extensive updates.

1007 Evergreen Rd, Anchorage

$934,900
5 Beds 4 Baths 1724440 MLS
Nestled on 5 breathtaking private acres just off desirable Aiken Road, this extraordinary custom home offers the perfect blend of peaceful country living and modern convenience, just minutes from Middletown, Crestwood, the Gene Snyder, parks, family activities, and the new Publix and all the Old Henry Road exit amenities. Impeccably maintained and thoughtfully engineered, this one-of-a-kind property showcases exceptional craftsmanship, countless upgrades, and features rarely found in today's market. Originally built by a fire chief, safety and preparedness were at the forefront of the home's design. The residence incorporates multiple easily accessible exit routes on every level and is equipped with a heat-activated fire sprinkler system throughout the home, screened porch, and garage. This premium safety feature not only provides incredible peace of mind but also reduces homeowner's insurance costs by approximately 30% annually. A manual electrical transfer switch allows a portable generator (not supplied) to power key areas of the home during outages, while a 4,000-gallon cistern supplies exterior water and can be set to capture rainwater or automatically fill with city water for irrigation. Inside, you'll immediately appreciate the grand foyer, soaring ceilings, and stunning floor-to-ceiling creek stone fireplace anchoring the spacious living room. Rich hardwood flooring flows throughout the main living areas, complemented by custom cabinetry, a kitchen with granite countertops, stainless steel appliances, updated lighting, and beautiful solid wood interior doors. A central vacuum system adds everyday convenience. The luxurious first-floor primary suite serves as a private retreat, featuring heated tile floors, a beautifully renovated spa-inspired bath with a large walk-in shower, soaking tub, double vanity, and oversized walk-in closets. Every bathroom and the laundry room have been professionally remodeled with quality finishes. The finished lower level was designed for entertaining and everyday living, complete with custom cabinetry, a wet bar, recreation area, entertainment space, office or guest bedroom, abundant custom storage, luxury vinyl plank flooring, and sound-reduction insulation between floors for enhanced comfort. Additional highlights include a spacious laundry room with utility sink, oversized 2½-car garage with direct stair access to the lower level, generous storage throughout the home, and a screened porch overlooking the incredibly private backyard. Outside, the property is equally impressive. Extensive professional landscaping surrounds the home, while a large open yard transitions into a peaceful wooded area perfect for children to explore, outdoor recreation, or simply enjoying nature. A shallow creek borders the northern property line, attracting abundant wildlife and creating a truly serene setting. The impressive 30' x 40' pole barn/workshop offers endless possibilities for hobbies, equipment storage, indoor sports, or recreational vehicles. Featuring an insulated roofline and 220-volt electrical service, it's ready for nearly any project. A professionally engineered asphalt driveway, built to accommodate frequent heavy truck traffic, includes multiple underground conduits for future water or electrical expansion, just another example of the incredible foresight invested in this property. Additional features include a newer roof, spray foam insulated roofline for outstanding energy efficiency, a low-maintenance aeration septic system, upgraded mechanical systems, and an exterior designed for years of worry-free ownership. Properties offering this level of privacy, craftsmanship, engineering, and thoughtful design are exceptionally rare. If you've been searching for a home where quality construction, modern convenience, safety, and peaceful acreage come together in one remarkable package, this is the one you've been waiting for.

16812 Aiken Rd, Louisville

$650,000
4 Beds 4 Baths 1724417 MLS
Opportunities in Sterling Springs Estates are rare. 609 Berwyn Dr, lovingly maintained for 26yrs is now available...so buyers "Start. Your. Engines!" Located on a large corner lot just past the inviting subdivision entry, this 4 bedroom, 3.5 bath 2-story is landscaped with a lush assembly of flowering bushes, trees, and perennials. Pull in the extra-wide driveway to your side-entry 3-car garage...take the front lawn walkway along thoughtfully landscaped beds to your covered front porch that easily accommodates outdoor furnishings. Enter the front door to a welcoming foyer with coat closet and powder room. The foyer opens to a large great room with soaring ceilings, elaborate built-ins, fireplace, graceful trim, built-ins, loads of natural light from windows, and french doors that lead to the back deck. The kitchen and breakfast room are host to loads of cabinets and a work island with ceiling potholder. The laundry room just off the kitchen leads to the super spacious 3-car garage. Also off the kitchen and the great room is a dedicated formal dining room that looks out to the Eden-like backyard. The spacious deck is accessed from both the great room and the 1st floor primary bedroom suite. The primary suite bath has dual vanities, a soaking tub, separate shower, and water closet. The bedroom has 2 large closets and loads of space for a sitting area by the oversized front window. Upstairs are 3 bedrooms and a full bath separated by a catwalk overlooking the greatroom. The Jack n Jill bath opens to the hallway also, and there is loads of upstairs closet space as well as a darling study nook in one of the bedrooms. The finished lower level offers a large family room with plenty of space for the game table, an exercise room, a full bath, and an additional finished space great for a home office or housing an additional bed! 4000+ square feet of space to roam, and an additional 460sqft for storage in the basement! Add to this the beautifully landscaped corner lot, the mature trees, the water features and stonework at the subdivision entrance, the wide streets and sidewalks...this home is fantastic and a pleasure to show!

609 Berwyn Dr, Louisville

$1,635,000
5 Beds 5 Baths 1724410 MLS
Built by award-winning Bentley Homes, this new-construction home in Kentbury Estates pairs a versatile floor plan with outdoor spaces built for entertaining and designer touches throughout. The community sits along one of Louisville's most desirable East End corridors, giving buyers the rare chance to build new in a premier location rather than renovate around someone else's decisions. Every room, inside and out, is planned for those who entertain as often as they gather. Beyond the entry, the plan opens into a great room lit by tall windows. The fireplace wall anchors the room, which opens to the kitchen, dining space, and a wall of patio doors leading to a covered porch of its own, complete with a brick fireplace and plenty of room for indoor-outdoor entertaining. From the covered porch, spend cool evenings around the brick fireplace while enjoying the views of the large flat yard. Back inside, the kitchen is arranged around an oversized island and features a gourmet appliance package, a walk-in pantry, and ample cabinetry storage. Designer touches carry through every surface. The Primary Suite is located on the main level, a rare arrangement at this scale and one of the plan's most deliberate choices. Its bath delivers on that promise: a soaking tub, a separate walk-in shower, and dual vanities, with a walk-in closet positioned steps from its own private laundry room. A dedicated home office sits apart from the sleeping quarters, private enough for a closed door during the workday. A powder room and second laundry serve that wing, and a mudroom off the two-car garage keeps the daily traffic of coats and shoes from ever reaching the kitchen. A separate single-bay garage adds space for a workshop, a collection, or simply the vehicle that never fits anywhere else. Upstairs, three additional sizable bedrooms each offer a private bath, and a versatile bonus room completes the level, ready to become a media room or playroom. Downstairs, an unfinished basement stands ready for future finishing, offering additional bonus living space for a home theater, gym, or guest suite. Schedule your private tour and see firsthand how the selected finishes bring this home to life!

3118 Littlecote Ln, Louisville

$530,000
4 Beds 3 Baths 1724385 MLS
Located on a quiet court in the desirable Oliver Station community of East Louisville, this spacious home offers an ideal blend of comfort, functionality, and convenience with easy access to shopping, grocery stores, dining, parks, award-winning schools, and major interstates. A covered front porch welcomes you inside, where a dramatic two-story foyer with hardwood floors opens to the formal dining room and continues into the main living areas. The light-filled two-story great room with fireplace flows seamlessly into the updated eat-in kitchen featuring granite countertops, stainless steel appliances, a center island with breakfast bar, and sunny dining area. Enjoy the convenience of preheating the Wi-Fi-enabled oven before you arrive home. The first-floor primary suite features vaulted c ceilings, a finished walk-in closet, and an updated en suite with dual vanities, makeup area, private water closet, heated floors, and a spa-inspired walk-in shower with dual shower heads. A laundry room with utility sink and half bath complete the first floor. Upstairs are three additional bedrooms, including an oversized room ideal for a home office, playroom, or media room, plus a full bath. The unfinished lower level offers 9-foot ceilings, abundant storage, roughed-in plumbing for a future bath, and endless potential for additional living space. Outside, enjoy the fully fenced backyard with new Trex decking and aluminum railing, plus a gazebo-covered patio for relaxing or entertaining. Additional highlights include a two-car attached garage with a 240V outlet. This truly move-in ready home includes all kitchen appliances, washer and dryer (3 years old), garage refrigerator, both outdoor gazebos, treadmill, two 55-inch TVs, one 85-inch TV, and the stunning floor-to-ceiling curtains.

13506 Oliver Station Ct, Louisville

Start Your Search