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

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

Welcome to the enchanting neighborhoods of Douglas Hills, Hurstbourne, Middletown, and Anchorage in Jefferson County, Kentucky! Nestled just east of downtown Louisville, this vibrant region is celebrated for its picturesque landscapes, community spirit, and convenient amenities.

Douglas Hills is known for its charming tree-lined streets and well-maintained parks, making it an idyllic setting for families and outdoor enthusiasts alike. Hurstbourne, with its upscale homes and beautifully landscaped properties, offers a refined suburban lifestyle, complemented by excellent shopping and dining options. Meanwhile, Middletown boasts a rich history, with a delightful mix of quaint shops and modern conveniences that cater to all your needs. Anchorage, a hidden gem, is renowned for its tight-knit community and stunning historic homes, providing a serene escape from the hustle and bustle of city life.

One of the standout features of homes in this region is the availability of attached parking. This convenient amenity not only enhances your living experience but also adds to the overall appeal of these neighborhoods. Whether you’re returning home after a long day or hosting friends and family, having easy access to your vehicle is a significant advantage.

With a variety of architectural styles and price points, you’re sure to find a home that suits your lifestyle in Douglas Hills, Hurstbourne, Middletown, or Anchorage. Experience the charm and warmth of these communities, where every day feels like a retreat. Discover your dream home in this beautiful part of Kentucky today!

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

$419,900
3 Beds ⋅ 3 Baths ⋅ 1728957 MLS
Welcome home to 14307 Academy Ridge Blvd, a beautiful 1.5-story home with charming curb appeal, thoughtfully designed landscaping, and a spacious double-wide driveway. Located in the desirable Academy Ridge neighborhood, the sidewalks and gently rolling hills create a wonderful setting for evening walks. The inviting covered front porch is perfect for a rocking chair and morning coffee. Inside, this home offers 3 bedrooms, 2 full bathrooms, and 1 half bathroom, including a first-floor primary suite with a private en-suite bathroom featuring a jacuzzi tub, walk-in shower, and generous comfort. The first-floor laundry room is conveniently located just off the attached garage. The great room is filled with natural light and features soaring vaulted ceilings, large windows, and an open flow into the dining area. Just off the dining room, you'll find a covered deck and patio area, ideal for relaxing, entertaining, or enjoying evenings with friends. The huge finished basement features an open floor plan, offering even more usable living space for game nights, movie nights, hosting friends and family, or simply relaxing at home. The fenced backyard is beautifully landscaped with mature plantings, creating a peaceful backyard oasis ready to enjoy. This home offers comfort, charm, and a wonderful layout in a great neighborhood. Schedule your showing today!

14307 Academy Ridge Blvd, Louisville
$509,999
4 Beds ⋅ 3 Baths ⋅ 1728916 MLS
**A true J-Town showstopper in the sought-after 40299 ZIP code!** From the moment you open the door, a beautiful staircase and soaring vaulted ceilings create an unforgettable first impression. The spacious family room is centered around a stunning fireplace, while the updated kitchen offers style and functionality. This remarkable home features 4 bedrooms and 3 bathrooms, including an oversized primary suite with two custom-built walk-in closets and a private en-suite bathroom showcasing a modern freestanding tub and an expansive glass-enclosed shower. Complete with a large two-car garage and situated on nearly half an acre with an impressive backyard, this exceptional property delivers the space, style, and location buyers have been waiting for!

913 Brierly Hill Ct, Louisville
$440,000
3 Beds ⋅ 3 Baths ⋅ 1728875 MLS
Welcome to this well maintained 3 bedrooms and 3 full bathrooms home nestled on a cul-de-sac in the beautiful Arlington Meadows. Upon entering, you will see a beautiful fireplace and family room that opens into the eat-in kitchen. The kitchen has granite countertops, ample cabinets and lovely countertop space. A beautiful, covered deck is perfect for your morning coffee. The spacious primary bedroom offers two spacious closets and primary bathroom. The lower level offers a lovely entertaining area with fireplace, full bathroom and bedroom. Walk out to the patio into a large, fenced backyard great for outdoor activities or pets. The pool table, hot tub and TV outside will remain for your entertaining enjoyment along with the washer and gas dryer. Schedule your showing today.

443 Arlington Meadows Dr, Louisville
$825,000
4 Beds ⋅ 4 Baths ⋅ 1728862 MLS
16712 Taddington Place blends modern warmth with transitional Kentucky style. Clean architectural lines, elegant entry foyer, 10-foot ceilings, engineered hardwood flooring, and abundant natural light create a bright, sophisticated feel. A dramatic suspended fireplace anchors the main living area, while the kitchen features a premium appliance package designed for both performance and style. The outdoor patio is accessible from the main living area and the primary luxury bedroom suite, creating an effortless connection to outdoor living. The finished basement offers flexible space for recreation and relaxation featuring a full bar & wine fridge for entertaining in a grand way! The open floor plan enhances the home's inviting sense of space. Garage is wired for electric car charging!

16712 Taddington Pl, Louisville
$525,000
4 Beds ⋅ 4 Baths ⋅ 1728840 MLS
Take another look — the sellers have invested about $25,000 in updates since this traditional two-story in Holly Springs last hit the market. This 4-bedroom, 3.5-bath home offers 3,661 finished square feet, with all 4 bedrooms, 2 full baths and the laundry room upstairs. The updated kitchen features quartz countertops, and the finished walk-up basement adds a kitchenette, full bath, office and generous recreation room — great for guests or entertaining. Recent improvements include a new AC, fresh paint, new upstairs carpet and a new garage door opener. Outside, enjoy a large fenced backyard, two decks and an attached two-car garage. This move-in-ready home sits in a convenient Lyndon location near Louisville's East End shops, restaurants and parks.

1112 Juniper Springs Dr, Louisville
$569,900
4 Beds ⋅ 3 Baths ⋅ 1728817 MLS
Tucked away in the desirable Flat Rock Ridge neighborhood, this stunning 4 bedroom, 2.5 bath home with 4,995 square ft of finished space offers the perfect blend of comfort, style, and functionality. Designed with entertaining in mind, the open-concept floor plan provides spacious living areas and thoughtful details throughout. The inviting great room features a beautiful stone fireplace flanked by a wall of windows that flood the space with natural light while offering scenic views of the private, fenced backyard. The well-equipped kitchen boasts an abundance of cabinetry and countertop space, along with a center island that provides additional seating for casual meals and gatherings. Step outside from the kitchen onto the covered deck overlooking the privacy-fenced backyard - the perfect setting for relaxing, entertaining, or enjoying the outdoors. The primary suite serves as a true retreat, complete with a decorative tray ceiling and an expansive en suite bathroom featuring a double-bowl vanity, garden tub, and separate tiled shower. The custom walk-in closet by Closets By Design offers exceptional organization and storage space for two. Three additional generously sized bedrooms, each with custom storage systems, are located on the second floor, along with a spacious loft that provides flexible living space for a family room, game room, or home study. The finished basement adds even more room to spread out, featuring a large recreation area with a wet bar that is ideal for game days, movie nights, and entertaining guests. An additional flex room offers endless possibilities as a home office, hobby room, workout space, or whatever best suits your lifestyle. Additional highlights include an attached garage and a prime location with easy access to Long Run Park, as well as nearby shopping, dining, and entertainment. This exceptional home combines generous living space, quality upgrades, and a sought-after location - schedule your private showing today.

2011 Carabiner Way, Louisville
$519,000
4 Beds ⋅ 3 Baths ⋅ 1728777 MLS
Step inside to a thoughtful floor plan built for both everyday living and entertaining. A formal dining room and living room greet you up front, while the heart of the home flows through an eat-in kitchen featuring freshly painted cabinetry, into a warm family room anchored by a cozy fireplace and rich hardwood floors. Upstairs, the primary suite is a true retreat — spacious enough for a sitting room currently used as a home office, plus a large, updated primary bath bathed in natural light. Three additional bedrooms and a full bath round out the second floor. Downstairs, an unfinished basement offers a blank canvas to expand an already generous footprint with over 2,500 sq feet — ideal for a future rec room, gym, or additional living space. Out back, escape to your own private oasis: a peaceful, serene yard complete with a soothing water feature and an extended deck perfect for morning coffee or evening entertaining. A rear-entry two-car garage completes the package with clean curb appeal and everyday convenience. Homes in Old Dorsey Place don't come around often — schedule your showing before this one's gone.

714 Elsmere Cir, Louisville
$414,900
4 Beds ⋅ 2 Baths ⋅ 1728770 MLS
Located in the highly desired Greens at Long Run Park, this spacious home offers nearly 2,500 square feet, four bedrooms, two full bathrooms and a versatile upstairs bonus room currently used as a bedroom. A brand-new Trane HVAC system was installed in September 2026 with transferable warranty, and a newer water heater adds further peace of mind. The open floor plan features nine-foot ceilings, premium LVP flooring, wide cased openings and abundant natural light. The great room includes a fireplace and built-in shelving and opens to a spacious kitchen with solid-wood cabinetry, leathered granite countertops, stainless steel appliances, an island with bar seating and multiple cabinet pullouts. A separate front room with a vaulted ceiling is currently used as a formal dining room but could also serve as a second living area. The split-bedroom design provides added privacy. The well-lit primary suite features a spacious bath with a soaking tub, large walk-in shower, decorative glass window and double sink vanity. Two additional oversized bedrooms share a full bath, while the finished room above the garage offers flexible space for a bedroom, office, playroom or hobby area. The home also includes a large laundry room and an oversized garage. Additional improvements include updated exterior doors, reinforced steel-mesh screen door on back door, upgraded lighting, ceiling fans and recessed lights with a night-light setting. Outside, the private landscaped backyard features a 13-by-15-foot patio with a metal-roof gazebo, plus an additional 10-by-14-foot patio for expanded outdoor entertaining. A covered front porch and attractive brick-and-stone exterior complete the home. Situated in a quiet neighborhood within walking distance of Long Run Golf Course and close to Long Run Park, this home is approximately 2.5 miles from the new Publix on Flat Rock Road, with convenient access to dining, shopping, parks and everyday amenities.

2203 Tatton Dr, Louisville
$475,000
4 Beds ⋅ 4 Baths ⋅ 1728764 MLS
Freshly updated, thoughtfully staged, and ready for its next chapter, this timeless traditional two-story in Douglass Hills combines the craftsmanship and architectural detail of an established home with a fresh, beautifully curated interior. Rich moldings, classic wall paneling, and extensive millwork bring warmth and character throughout, while fresh interior paint, updated lighting, and a professionally curated color palette give the home a renewed, cohesive feel. The thoughtfully designed floor plan features four bedrooms on the second level, three and a half baths, a finished basement, side-entry garage, and the convenience of a first-floor laundry room. Spacious living areas provide exceptional flexibility for everyday living and entertaining, while the updated kitchen features ceiling-height cabinetry, black granite countertops, and a new refrigerator. The finished lower level extends the living and entertaining space and includes a distinctive speakeasy-style bar area and wine refrigerator. Recent improvements include new basement flooring, updated kitchen and primary bathroom lighting, basement waterproofing with warranties, and a new chimney cap with professional chimney repairs. The home has also been professionally cleaned inside and out and is truly ready to welcome its next owners. Outside, established landscaping and gardens add another layer of character to the property. Located just minutes from the neighborhood park, residents enjoy discounted access to City of Douglass Hills amenities, including the community pool, multiple parks, tennis and pickleball courts, sand volleyball courts, and a large reservable gazebo. According to the City of Douglass Hills, this section does not have a homeowners association. City services funded through Douglass Hills taxes include snow removal, road maintenance and replacement, sanitation service through EcoTech, street lighting, park maintenance, and additional off-duty Louisville Metro Police patrols. Classic character, thoughtful improvements, and spaces designed to be lived in and enjoyed—911 Thorpe Drive is ready to be seen again. Buyers are encouraged to independently verify all information important to them.

911 Thorpe Dr, Douglass Hills
$290,000
3 Beds ⋅ 3 Baths ⋅ 1728758 MLS
Enjoy the convenience of patio home living in Canterbury Place, tucked away in the heart of Middletown yet just moments from shopping, dining, and everyday conveniences. With Kroger and other nearby destinations within easy walking distance, this location makes errands and daily life especially convenient. Inside, a flexible floor plan offers three bedrooms, three full baths and an additional flex room. With two bedrooms and two full baths on the main level plus a spacious bedroom ensuite upstairs, the home provides multiple options for guests, hobbies, working from home or changing needs. Step inside to a welcoming foyer that opens to the living room, where solid hardwood flooring, a dramatic cathedral ceiling with exposed beams, a gas fireplace and triangular window create an inviting gathering space filled with natural light. The adjoining dining area continues the hardwood flooring and provides an easy transition between the living room and kitchen. The kitchen features white Shaker-style cabinetry, granite countertops, a decorative tile backsplash and under-cabinet lighting. Stainless steel appliances complement the space, while abundant cabinetry, drawer storage and tall pantry storage provide plenty of room for kitchen essentials. A vaulted ceiling with exposed beams adds architectural interest and continues the distinctive character found throughout the main living areas. The main-level primary bedroom features hardwood flooring, two double closets with additional shelving and a private bath with a granite-topped double vanity, two undermount sinks and a tub/shower combination. A second main-level bedroom also offers hardwood flooring and generous closet storage, with another full bath nearby. The conveniently located first floor laundry accommodates a full-size washer and dryer. Upstairs, a spacious third bedroom with a double closet has its own ensuite full bath with a granite-topped vanity, undermount sink, tub/shower combination, and oversized linen closet. An additional flex room with a closet provides valuable bonus space for a home office, hobby room, exercise room, or other needs. Additional features include a one-car attached garage and covered front porch. The water heater was replaced in April 2026, with other recent updates including the A/C Condenser and the stainless-steel refrigerator and microwave. Canterbury Place residents enjoy a Community Pool and Clubhouse, while HOA dues include master insurance, groundskeeping, snow removal, pool maintenance, water, sewer, and trash. Enjoy low-maintenance living with so much of Middletown conveniently close to home.

2403 Eastbridge Ct, Louisville
$695,000
4 Beds ⋅ 3 Baths ⋅ 1728740 MLS
OWL CREEK STUNNER!!! Welcome to this beautifully updated 4-bedroom, 3-full-bath walkout ranch offering over 3,300 square feet of finished living space, tucked away on a quiet cul-de-sac in the amazing Owl Creek community. Situated on a picturesque wooded lot, this home offers the perfect combination of privacy, thoughtful updates, and exceptional neighborhood amenities. Step inside to find beautiful hardwood flooring throughout and a stunning floor-to-ceiling stone gas fireplace that creates an impressive focal point in the main living area. The renovated kitchen and bathrooms feature timeless finishes, including marble and quartz countertops, beautifully tiled showers, and stylish updated details throughout. The kitchen features GE Cafe refrigerator with Keurig Coffee Maker and GE Cafe electric range and Bosch in island microwave. Major improvements add even more value, including all-new Andersen windows and doors, with fully transferable warranty, and deck overlooking the wooded backyard. The covered patio below features a water-elimination system, creating a wonderful additional outdoor living space. Paver fire pit under the towering trees is a wonderful completion to this outdoor escape. An irrigation system and aluminum-fenced backyard complete the outdoor features. The entire driveway and patio area have also been replaced. The spacious walkout design provides incredible flexibility for everyday living, entertaining, guests, or extended family while connecting beautifully with the home's private, tree-lined setting. Owl Creek residents also enjoy an outstanding array of community amenities, including a swimming pool, clubhouse, tennis courts, and track. With 4 bedrooms, 3 full baths, over 3,300 finished square feet, extensive renovations, and a beautiful wooded cul-de-sac setting, this exceptional Owl Creek home offers the space, updates, and lifestyle you've been looking for.

1613 Grey Owl Ct, Louisville
$479,000
3 Beds ⋅ 3 Baths ⋅ 1728712 MLS
Located in sought-after East Louisville near Valhalla and Beckley Creek Park, with all the conveniences of Middletown nearby, this spacious contemporary home, once featured in Homearama, offers a truly unique layout on a .53-acre corner lot in English Station. A welcoming covered porch leads into the entry foyer, where refinished hardwood floors flow throughout the open living areas. Freshly painted throughout, the home offers a wonderful mix of open spaces, soaring ceilings and cozy rooms tucked away for quiet retreats. A huge dining area is positioned between the vaulted great room and vaulted sunroom with skylights. Just off the great room, the cozy den features a vaulted ceiling and fireplace, while a third-floor loft overlooks the great room. The eat-in kitchen features vaulted ceilings, center island, abundant cabinetry and generous countertop space. Warm wood ceilings add character to the great room, den and sunroom. A half bath completes the first floor. The primary suite occupies its own floor and includes a bonus area with skylights, large walk-in closet and full bath with his-and-her vanity spaces. The walkout lower level offers a spacious family room with built-ins, full bath, two bedrooms, bonus room ideal for a home office or gym, and storage. Enjoy the outdoors from the upper-level Trex deck or walkout patio overlooking the fully fenced backyard. Two-car garage. Seller to offer America's Preferred Home Warranty.

14906 Bircham Rd, Louisville
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