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

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

Welcome to the charming neighborhoods of Douglas Hills, Hurstbourne, Middletown, and Anchorage, nestled in the heart of Jefferson County, Kentucky. This vibrant region, part of the bustling city of Louisville, offers a unique blend of suburban tranquility and urban convenience, making it an ideal location for families, professionals, and retirees alike.

Each neighborhood boasts its own distinctive character, with tree-lined streets, beautifully maintained parks, and a strong sense of community. Douglas Hills is known for its spacious homes and friendly atmosphere, while Hurstbourne features elegant properties and upscale amenities. Middletown, with its rich history and quaint downtown area, offers a delightful mix of local shops and restaurants. Anchorage stands out for its picturesque scenery and top-rated schools, providing a serene setting for families.

For those seeking homes with entry side parking, this region has plenty to offer. Many properties in Douglas Hills, Hurstbourne, Middletown, and Anchorage come equipped with convenient side-entry garages, enhancing curb appeal while providing easy access to your home. This thoughtful design not only maximizes space but also allows for additional parking options for guests, making entertaining a breeze.

Living in this area means enjoying a harmonious lifestyle, where the charm of suburban living meets the excitement of nearby Louisville. With a variety of homes that cater to diverse tastes and needs, you’re sure to find the perfect place to call home in Douglas Hills, Hurstbourne, Middletown, or Anchorage. Come explore this welcoming community and discover the ideal balance of comfort, convenience, and charm!

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

$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
$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
$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
$595,000
4 Beds ⋅ 4 Baths ⋅ 1728714 MLS
Welcome to 804 Harvest Grove Court, a stately two-story home tucked away on a charming cul-de-sac and situated on a beautiful .42-acre lot surrounded by mature trees. From the moment you arrive, you'll appreciate the setting---but the exceptional outdoor living space truly sets this home apart. Designed for both relaxing and entertaining, the expansive covered composite deck creates an incredible extension of the home, featuring a gas fireplace, dramatic vaulted wood ceiling, ceiling fan, and beautiful hanging light fixture. Whether enjoying a quiet evening outdoors or gatherings, this is a space you'll want to use throughout the seasons. Inside, this spacious 4-bedroom, 3.5-bath home offers an inviting blend of traditional details and comfortable living spaces. The two-story foyer welcomes you with warm hardwood flooring, while the formal dining room features a tray ceiling and wainscoting. A separate office or den provides a versatile space for working from home. The Great Room is enhanced by a coffered ceiling, fireplace, and beautiful millwork. The spacious kitchen is filled with natural light and features a large center island, vaulted ceiling, and an abundance of windows overlooking the spectacular outdoor living area and backyard. Upstairs, the generous primary suite offers an impressive amount of closet space. The primary bath features heated flooring, a jetted tub, separate shower, dual vanities, and private water closet. A conveniently located laundry area is nearby, along with the additional bedrooms. The lower level has been recently refreshed with LVP flooring and an updated full bath and offers plenty of additional living and entertaining space, including a family room, billiards/game area, and built-in Murphy bed---ideal for overnight guests. Recent improvements include a roof in 2022, the spectacular covered outdoor living space completed approximately four years ago, and the recently refinished lower level. The Sellers thoughtfully enhanced this home for their own enjoyment and were not planning on moving. Now, 804 Harvest Grove Court offers its next owner the opportunity to make it their forever home.

804 Harvest Grove Ct, Louisville
$499,900
4 Beds ⋅ 4 Baths ⋅ 1728704 MLS
Welcome to this gorgeous traditional home in the highly south after neighborhood of Plainview Place! As you arrive you are immediately greeted by the beautiful street as one of the nicest in the neighborhood and amazing curb appeal with mature landscaping! Stunning hardwoods, fresh paint and carpet throughout offering a traditional floor plan with formal living room, dining and the perfect family room with cozy gas fireplace and built ins! Your very own private oasis awaits you in the incredible primary suite with vaulted ceiling, renovated primary suite bath with walk in shower and enormous walk in closet. 3600 finished square feet with 4 bedrooms and four baths, attached two car garage and fully finished basement with own full bath! Offering layout versatility for buyers varying needs Outside you will find the private screened in back porch and large deck waiting for you to enjoy. Other upgrades include first floor laundry, tons of storage and eat in kitchen open to the backyard! All the amenities Plainview has to offer including pickle ball and tennis courts, swimming pools, private clubhouse, and new playground! This is your opportunity to get in the neighborhood on one of the nicest streets available! The perfect house waiting for you to call your forever home! Schedule your private showing today! You don't want to miss this!

10504 Edgewater Rd, 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
$450,000
4 Beds ⋅ 3 Baths ⋅ 1728656 MLS
Welcome to this spacious and beautifully updated 4-bed, 3-full-bath home offering an open layout, flexible living spaces, and thoughtful updates throughout! The main level welcomes you into an inviting open-concept living room, dining area, and kitchen. The kitchen features a breakfast bar, ample cabinetry, and plenty of workspace. Original hardwood floors add timeless character throughout the top two levels. The primary bedroom offers a private en suite bath complete with a double vanity, soaking tub, and separate standing shower. Two additional bedrooms and a full bath complete this level. The lower level expands the living space with a cozy family room featuring a brick fireplace, a fourth bedroom, full bath and dedicated office space. The basement features laundry and abundant storage. Outside, enjoy a large yard and patio, perfect for relaxing or entertaining. A 2-car attached garage provides convenient parking and additional storage. Major updates include a new roof in 2026, new windows and exterior doors in 2023, plus additional updates throughout.

9812 Longwood Cir, Louisville
$750,000
6 Beds ⋅ 5 Baths ⋅ 1728191 MLS
Welcome to this impressive 6-bedroom, 4.5-bath home, situated on an over half acre lot in Woodmont Subdivision. With a 3-car garage, multiple living areas and beautifully appointed indoor and outdoor spaces, this home is designed for both everyday living and endless entertaining. The first-floor features beautiful hardwood floors and an inviting primary suite with a double vanity, jetted tub, inviting shower and spacious walk-in closet. The great room showcases vaulted ceilings, custom built-ins, and a striking marble feature wall surrounding the fireplace. At the heart of the home, the eat-in kitchen is truly a chef's dream, featuring a Viking 6-burner gas range with oven, additional Viking French-door double ovens, abundant warm wood cabinetry, granite countertops, and a large island with seating. There is dedicated space for a substantial dining table, the kitchen flows seamlessly into the stunning hearth room, where a vaulted wood ceiling and stone feature wall with fireplace create a warm and inviting gathering space. A dedicated dining room, convenient half bath, and spacious laundry room complete the main level. Upstairs, you'll find a private en-suite bedroom, three additional generously sized bedrooms, and a full bath. The finished lower level expands the living space even further with a comfortable family room featuring a stone accent wall and modern electric fireplace, a recreation room with built-ins, a sixth bedroom, full bath, and a separate dedicated closet for off-season storage. An additional unfinished area offers the potential for a seventh bedroom, complete with an egress window. Step outside to enjoy the expansive deck and patio with fire pit, all overlooking the beautifully sized lot. An invisible fence and irrigation system add convenience, while the home's security system and built-in speakers enhance both comfort and functionality.

3528 Hedgewick Pl, Louisville
$510,000
4 Beds ⋅ 3 Baths ⋅ 1727780 MLS
Enjoy space, comfort and a resort-style setting in the sought-after Polo Fields community! Situated on a corner lot with golf course views, this beautifully maintained brick 1½-story home offers four bedrooms, two and a half baths, and plenty of room to spread out. At the heart of the home is a light-filled, two-story great room featuring hardwood floors, a gas fireplace and custom built-ins. The adjoining kitchen offers granite countertops, stainless steel appliances, a generous pantry and easy access to the first-floor laundry and powder room. The main-level primary suite provides a comfortable retreat with a vaulted ceiling, spacious closet and ensuite bath featuring a whirlpool tub, separate shower and double vanity. Upstairs are three additional bedrooms—two with walk-in closets—and a full bath. There's even more living space in the finished basement, complete with a large family room, wet bar with granite countertops, dedicated office or flex space, and abundant storage. And the lifestyle extends well beyond the front door. Polo Fields is known for its beautifully maintained surroundings and extensive recreational opportunities, including an 18-hole championship golf course, swimming, tennis, playground, clubhouse, fitness center and on-site restaurant—all conveniently located near shopping, dining and everyday amenities. Club memberships and amenities require separate fees. An optional Fleur-De-Lis Club membership provides additional access to club amenities at Persimmon Ridge and Oxmoor Clubs. Visit PoloFieldsCC.com for additional membership and amenity information.

1201 Crosstimbers Dr, Louisville
$725,000
4 Beds ⋅ 4 Baths ⋅ 1727666 MLS
Modern Tudor Curb Appeal Meets Poolside Living in Floyds Fork Set on a fully fenced .42-acre lot in the sought-after Estates at Floyds Fork, this 2020 Fischer Homes "Mitchell" plan pairs Modern Tudor architecture — crisp white board-and-batten gables against warm brick — with the kind of backyard that turns a Tuesday evening into a getaway. Four bedrooms and 3.5 baths give this home room to grow, and it shows in true move-in condition. Inside, a two-story great room anchors the main level with a floor-to-ceiling stacked-stone fireplace and a wall of windows that pulls the backyard views straight in. A second-floor hallway overlooks the space below, keeping the open, connected feel throughout. The kitchen and baths are finished in quartz and granite, and the seller upgraded fixtures and appliances from day 1 — the kind of detail that means no surprises for the next owner. The primary suite is a true retreat, complete with a soaking tub, separate glass-enclosed shower, and double-vanity bath. The unfinished basement is already roughed in for a full bath, ready for your future build-out. Out back, a pergola shades the patio beside the inground pool — the seller's favorite spot for quiet evenings, and yours next. Zoned for Stopher Elementary, Crosby Middle, and Eastern High School, minutes from Lake Forest Country Club and The Parklands of Floyds Fork, about 20 minutes from downtown Louisville. With Fischer Homes still building out the community, this size plan runs $800,000+ new — without the pool, fencing, or upgrades already in place here.

2002 N Beckley Station Rd, Louisville
$479,500
3 Beds ⋅ 3 Baths ⋅ 1727519 MLS
Spectacular sprawling ranch on a corner lot in the beloved Plainview subdivision. Commandingly positioned on close to a 1/3 acre lot, this home has incredible sight lines from every angle. Walking from the covered front porch into the foyer, you'll find a semi-open concept layout, with formal dining room open to both the great room and adjacent to the kitchen, perfect for entertaining. The massive vaulted great room, with hardwood floors and banks of windows and a sliding door out to the patio, is light filled and open to the informal dining area, featuring an additional bay window. Incredible chef's kitchen, with endless storage, counter space, and features a commercial grade refrigerator. Completing this wing is first floor laundry room, 1/2 bath, and access to the 2 1/2 car attached garage. Vaulted primary suite with a walk-in closet of your dreams. Originally a 4 bedroom home, one bedroom was converted to make an incredible walk-in, and could always be converted back if someone desired four bedrooms on the main level. Dual vanities, deep soaking tub and walk-in shower complete the primary suite. Two additional generous bedrooms share a full bath. The partially finished lower level would be perfect for additional family room, media room or additional guest quarters. Unfinished storage and shop space abound adjacent to the finished space. Outside you'll find a fully fenced in yard with concrete patio. Ranch style homes in this neighborhood rarely become available, schedule your private showing today.

403 Pennyroyal Way, Louisville
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