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

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

Welcome to the charming neighborhoods of Douglas Hills, Hurstbourne, Middletown, and Anchorage in Jefferson County, Kentucky! Nestled within the vibrant city of Louisville, these communities offer a delightful blend of suburban tranquility and urban convenience, making them ideal for families, professionals, and retirees alike.

Douglas Hills boasts picturesque streets lined with mature trees and well-manicured lawns, creating a serene atmosphere that feels like a retreat from the hustle and bustle of city life. Hurstbourne is known for its beautiful parks and recreational facilities, perfect for outdoor enthusiasts and families looking to enjoy nature. Middletown, rich in history, offers a quaint downtown area filled with charming shops and eateries, providing a sense of community that residents cherish. Anchorage, with its small-town charm, features stunning homes and a close-knit community feel, making it a perfect place to raise a family.

One of the standout features of homes in this region is the availability of driveway parking. Whether you’re hosting friends for a weekend barbecue or simply returning home after a long day, the convenience of having your own driveway ensures you always have a spot waiting for you. This practical amenity is just one of the many reasons why these neighborhoods are highly sought after.

With excellent schools, vibrant local culture, and easy access to the amenities of Louisville, Douglas Hills, Hurstbourne, Middletown, and Anchorage are truly exceptional places to call home. Explore the beauty and community spirit of these neighborhoods, and discover the perfect place to settle down in Kentucky!

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

$250,000
3 Beds ⋅ 1 Baths ⋅ 1728884 MLS
Welcome to 315 Glen Rd! This well-maintained 3-bedroom, 1-full-bath home offers comfortable living space and several recent updates. The bathroom features a refinished tub and shower, providing a fresh, updated look. Two new bay windows have also been recently replaced, bringing in natural light and enhancing the home's character. Enjoy outdoor living on the covered, screened-in deck overlooking the fenced-in side yard—perfect for relaxing or entertaining. A spacious 2.5-car detached garage provides excellent parking, storage, and workspace options. Conveniently located in the heart of Middletown with a great combination of indoor comfort and outdoor space.

315 Glen Rd, 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
$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
$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
$285,000
4 Beds ⋅ 2 Baths ⋅ 1728700 MLS
LOCATION, LOCATION, LOCATION! Look no further than this adorable 4-bedroom, 2-bath home located in the desirable Woodland Hills community! All four bedrooms offer great size and space, while the home features a comfortable living room, a large family room with a cozy fireplace, dining area, and kitchen. Beautiful real wood flooring runs throughout the home, adding warmth and character. With a little TLC, this home has incredible potential to become your dream home! The property also features a convenient carport with direct access into the family room, making everyday living a breeze. Step outside to enjoy the large backyard, offering plenty of space for entertaining, relaxing, or letting your fur babies run and play. This home has tons of potential and is priced well! Come take a look and imagine what you can make of it!

12306 Meadow Ln, Louisville
$599,999
4 Beds ⋅ 3 Baths ⋅ 1728677 MLS
You don't want to miss out on the incredible value and potential of over 6,200 total square feet at this price point! Set in serene Midland Meadows, this sprawling ranch offers one-floor living. Spanning 2,601 finished above-grade sq ft (plus 1,044 non-conforming finished bonus space upstairs), the layout lives far larger than traditional ranch profiles suggest. The main floor features convenient primary living quarters, while the expansive upper-level bonus room with a dedicated mini-split serves as a private retreat, rec room, or executive office. Down below, the massive 2,591 sq ft unfinished basement already features rough-in plumbing, offering an easy path to customize your dream lower level. Room to grow, entertain, and live large! 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
$475,000
3 Beds ⋅ 3 Baths ⋅ 1728667 MLS
Charming and well-maintained, this corner-lot ranch in Old Dorsey Place offers comfortable, updated living with an open-concept layout. The first-floor primary suite features an updated bath with a walk-in shower and soaking tub, while the first-floor laundry adds everyday convenience. A partially finished basement provides flexible additional living space and a full bathroom. Outside, enjoy entertaining or relaxing on the deck and a fully fenced garden area in the backyard. Major updates include a new roof and gutters in 2021, new windows and driveway within the last five years, and a high-efficiency HVAC system and water heater added in 2016. A well-cared-for home with thoughtful updates and plenty of flexibility! Schedule your private showing today!

9411 Tamarisk Pkwy, Louisville
$530,000
3 Beds ⋅ 3 Baths ⋅ 1728639 MLS
Welcome to 18620 Chadwick Glen Circle, an exceptionally well-maintained patio home in the Villas of Chadwick, tucked inside the desirable Notting Hill neighborhood. From the moment you arrive, it's clear how thoughtfully the sellers have cared for this home. Even better, the HOA takes care of the exterior maintenance, giving you the opportunity to enjoy your home without spending your weekends keeping up with the outside. Offering 3 bedrooms, 3 full bathrooms, and 2,549 square feet, the home features an open and inviting floor plan with hardwood flooring, granite countertops, recessed lighting, a large walk-in pantry, and convenient first-floor laundry. The main-level primary suite includes a tray ceiling, spacious walk-in closet, and upgraded tiled shower. Upstairs provides additional living space, including a bedroom with two Murphy beds and a large bonus storage room offering exceptional additional storage. Other thoughtful features include circulating hot water and an attached two-car garage with epoxy-finished floors. One of the sellers' favorite additions is the peaceful covered back porch, creating the perfect place for morning coffee, entertaining, or simply relaxing without another yard project waiting for you. Beautifully cared for, move-in ready, and designed for easy living, this is a wonderful opportunity to enjoy the space and comfort of a home with the convenience of a truly low-maintenance lifestyle.

18620 Chadwick Glen Cir, Louisville
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