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 enchanting region of Douglas Hills, Hurstbourne, Middletown, and Anchorage in Jefferson County, Kentucky—a vibrant community that perfectly blends suburban charm with modern convenience. Nestled just a short drive from the bustling heart of Louisville, this area is renowned for its picturesque landscapes, top-notch schools, and a welcoming atmosphere that makes it an ideal place for families and professionals alike.

In Douglas Hills, you’ll find beautifully designed homes that often feature entry side parking, a desirable amenity that enhances both convenience and curb appeal. These homes are typically spacious, showcasing a variety of architectural styles that cater to diverse tastes. The side-entry garages not only provide easy access but also offer an aesthetic advantage, allowing for a clean and inviting front façade.

Hurstbourne boasts a rich array of shopping, dining, and recreational opportunities, from local boutiques to popular restaurants, ensuring that residents have everything they need right at their fingertips. Middletown is known for its historic charm, featuring lovely parks and community events that foster a strong sense of belonging. Meanwhile, Anchorage stands out with its serene environment and commitment to preserving natural beauty, making it perfect for those who appreciate outdoor activities.

With a strong sense of community and a wealth of amenities, the Douglas Hills, Hurstbourne, Middletown, and Anchorage area is not just a place to live—it’s a place to thrive. Whether you're looking for your first home or seeking a peaceful retreat, this region offers a delightful array of options that cater to every lifestyle. Discover your dream home today, and experience the warmth and charm of this exceptional Kentucky community!

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

$719,900
4 Beds ⋅ 3 Baths ⋅ 1724855 MLS
Welcome to 17610 Fox Spring Way - a striking new construction ranch in the highly sought-after Meremont community of east Louisville, where elevated design and everyday functionality come together seamlessly. Situated off Long Run Road in east Jefferson County, this quiet neighborhood offers convenient access to Middletown dining, shopping, schools, The Parklands, and Long Run Park, while nearby highways make commuting throughout the city effortless. Thoughtfully positioned on a flat .34-acre corner lot, the home also features an extended driveway and oversized 3-car garage with ample space for parking and storage. From the covered front porch, a double-door entry opens into a gracious foyer where engineered hardwood flooring, exposed wood accents, and soaring 9-ft ceilings create a warm yet refined first impression that carries throughout the open-concept design. The spacious living area is anchored by a modern fireplace and enhanced by statement lighting and designer chandeliers that add character and visual impact throughout the home. Designed with both entertaining and daily living in mind, the eat-in kitchen flows seamlessly into the main living spaces and offers generous cabinetry, expansive workspace, a large center island with seating, and an adjoining dining area filled with natural light. Just off the kitchen is a versatile fourth bedroom perfectly suited for a home office, guest suite, playroom, or flex space depending on your needs. The private primary suite serves as a relaxing retreat with a spa-inspired en suite bath featuring upscale finishes, a walk-in shower, dual vanities, and a spacious walk-in closet with custom storage potential. Additional bedrooms and baths are thoughtfully positioned to provide both comfort and privacy for family or guests. The full unfinished lower level offers exceptional expansion potential, allowing the opportunity to nearly double the home's finished living space with future completion. Builder finishing options are available upon request. Outdoors, enjoy the added space and curb appeal of the large corner lot, along with the convenience of the oversized driveway and 3-car garage designed to accommodate full-size vehicles with ease. A one-year builder warranty provides added peace of mind with the purchase of this exceptional new home.

17610 Fox Spring Way, Louisville
$540,000
4 Beds ⋅ 3 Baths ⋅ 1724821 MLS
Welcome to resort-style living in the highly sought-after Polo Fields community! Perfectly positioned on a corner lot with views of the golf course, this beautifully maintained brick 1½-story home offers comfort, space, and timeless design. Inside, you'll find four bedrooms, two and a half baths, and an impressive two-story great room filled with natural light. A gas fireplace, custom built-ins and hardwood flooring create a warm and inviting gathering space. The well-appointed kitchen features granite countertops, stainless steel appliances, a spacious pantry, and convenient access to the first-floor laundry room and powder room. The main-level primary suite offers a peaceful retreat with a vaulted ceiling, a luxurious ensuite bath complete with a whirlpool tub, separate shower, double vanity, and generous closet space. Upstairs, you'll find three additional bedrooms, including two with walk-in closets, along with a full bath. The finished basement expands your living space with a large family room, wet bar with granite countertops, a dedicated office or flex room, and abundant storage. Beyond the home, enjoy everything that makes Polo Fields one of Louisville's premier communities. Beautifully landscaped streets, sidewalks, an 18-hole championship golf course, swimming, tennis, playground, clubhouse, fitness center and on-site restaurant create a true resort-style atmosphere just minutes from shopping, dining, and everyday conveniences. Club memberships and amenities require separate fees, and you have the option to join the Fleur-De-Lis Club with additional access to club amenities at both Persimmon Ridge and Oxmoor Clubs. Please visit PoloFieldsCC.com for more information.

1201 Crosstimbers Dr, Louisville
$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
$399,900
3 Beds ⋅ 3 Baths ⋅ 1724212 MLS
Fall in love with this immaculate, move-in-ready home on a prime corner lot in Polo Fields! Step inside to fresh, brand-new flooring across the entire main level and a striking vaulted great room illuminated by a stunning palladium window. The spacious kitchen features premium stainless steel appliances, endless counter space, and a perfect view of your private, fully fenced backyard oasis—boasting a gazebo and a custom stamped concrete patio ideal for outdoor entertaining. A formal dining room, a flexible home office, and a half bath round out the first floor. Upstairs, a beautiful open-to-below landing connects a convenient laundry room, two bedrooms with a shared Jack-and-Jill bath, and a luxurious primary suite featuring a double vanity and an enormous walk-in closet. An attached side-entry 2-car garage finishes this spectacular property. This gem will not last—call to book your viewing today!

17449 Curry Branch Rd, Louisville
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 1724207 MLS
Offered for the first time by its original owners, this distinctive residence is situated on approximately one-half acre in the Oxmoor Woods Estate Section of Hurstbourne. The home offers 4,000 + square feet of finished living space, excluding the unfinished basement, with four bedrooms, three full bathrooms, and one half bathroom.. Exceptional craftsmanship is evident throughout, including three-quarter-inch solid hardwood flooring with herringbone detailing, solid custom wood doors, marble flooring, extensive crown molding, chair rails, wood paneling, and custom trim. The main level includes formal living and dining rooms, a private study with a large adjacent alcove, a spacious family room, kitchen and breakfast room, butler's pantry, laundry room, and a light-filled sunroom with floor-to-ceiling windows. The living room features a gas fireplace, and the family room includes a wood-burning fireplace. The kitchen has beautiful custom cabinetry, granite countertops and upgraded finishes, and the sunroom has black-and-white marble flooring. Outdoor features include mature trees, landscaped front and rear yards, a separately metered irrigation system, and a recently refurbished deck. Recent improvements include replacement air-conditioning systems and coils, two gas water heaters, two new garage doors, exterior painting, substantial roof replacement, new carpeting in three bedrooms, and an additional basement sump pump and drain. The home offers convenient access to Hurstbourne Lane, Shelbyville Road, Interstate 64, and the Watterson Expressway, as well as nearby shopping, dining, schools, and Hurstbourne Country Club.

1316 Leighton Cir, Louisville
$2,695,000
6 Beds ⋅ 7 Baths ⋅ 1723954 MLS
Set within the exclusive Enclave of Lake Forest, this extraordinary estate is positioned on 1.4 private acres surrounded by protected woodlands and thoughtfully curated landscaping. Encompassing more than 8,000 square feet, the residence reflects a refined balance of timeless architecture, advanced technology, and meticulously crafted interiors designed for both grand-scale entertaining and everyday living. A circular drive and brick knee wall introduce the property, leading to stately iron entry doors that open into a dramatic foyer defined by barrel-vaulted ceilings, intricate millwork, and custom finishes. Throughout the home, rich hardwood and Appalachian maple flooring, detailed ceiling treatments, arched openings, and bespoke cabinetry create a layered sense of sophistication. The first-floor primary suite offers a private retreat with vaulted ceilings, custom silver maple cabinetry and marble finshes, a walk-in rain shower with water massage, and expansive dual dressing closets. Formal living spaces include a magazine-featured dining room, a richly paneled office with custom built-ins, and an inviting great room anchored by a stone fireplace and coffered ceilings. Designed as the heart of the home, the kitchen is exceptionally appointed with premium appliances, granite surfaces, custom maple and cherry cabinetry, a warming drawer, and a substantial stone-clad island overlooking the hearth room and breakfast area. Vaulted wood-beamed ceilings and a fireplace create warmth and intimacy within the adjoining gathering spaces. French doors throughout the main level open to expansive covered patios framed by white columns, seamlessly extending the living experience outdoors. Multiple fireplaces and generous entertaining areas create an ideal setting while capturing serene woodland views. The upper level offers four spacious bedroom suites, each with walk-in closets and direct bath access, in addition to a multimedia lounge overlooking the foyer. The walkout lower level was designed for entertaining on every scale, featuring a full wine bar, gaming and billiards areas, fitness room, speakeasy style bourbon room with custom bourbon stave wall, guest suite, sitting room with dual sided fireplace, and a dedicated home theater complete with tiered seating, star-lit ceiling panels, and a 120-inch projection screen. Additional highlights include whole-home Crestron audio and video distribution, integrated security and camera systems, invisible speakers within select formal spaces, an oversized attached garage, a secondary two-car garage connected by a breezeway, and unfinished guest quarters offering future expansion opportunities. A rare offering within one of Louisville's most sought-after communities, this residence presents an exceptional combination of privacy, craftsmanship, and modern luxury

3021 Long Creek Way, Louisville
$635,000
4 Beds ⋅ 3 Baths ⋅ 1723902 MLS
Welcome to 18701 Foxbough Glen Place, featuring one of the best backyards you will find under $700K! The outdoor space is truly exceptional, highlighted by a heated saltwater pool with a spillover spa, professionally designed landscaping and landscape lighting, and a covered patio with a beautiful tongue-and-groove vaulted ceiling. The backyard is even prepped for a future outdoor kitchen with gas, electric, and water already roughed in. Located in the desirable Notting Hill neighborhood just off Shelbyville Road, this home offers four bedrooms and three full bathrooms with the primary suite and two additional bedrooms on the second level. The main level includes an ADA accessible suite with a bedroom and full bathroom with an accessible walk-in shower, offering flexibility for guests or multigenerational living. The open living and kitchen area is filled with natural light and beautiful views of the private backyard oasis. Additional upgrades include luxury vinyl plank flooring throughout the living areas and bedrooms, plantation shutters throughout the home, upgraded appliances, an updated 80-gallon water heater, a hardwired security system with exterior cameras, irrigation, and a premium insulated garage door with a quiet belt-drive opener. Built in 2012 and situated on nearly four tenths of an acre, this beautifully upgraded home, delivers exceptional indoor living and a backyard designed to be enjoyed all year long! Homes offering this combination of space, upgrades, location, and versatility are difficult to find at this price point, making this a rare opportunity in Notting Hill.

18701 Foxbough Glen Pl, Louisville
$695,000
5 Beds ⋅ 3 Baths ⋅ 1723747 MLS
Sterling Springs Estates! Homearama showcase home, beautiful all-brick ranch designed and built with upgraded features throughout. An open floor plan with a 1st floor Primary bedroom & laundry & garage with circular drive. A spectacular great room with 14' soaring ceiling heights, Dbl trey ceiling, cam lights, entertainment center and gas fireplace with mantle. Full finished walkout lower — including 2 bedrooms, a full bathroom, full eat-in kitchen, 23' game room and family room with fireplace and a 22.8 x 16.9 garage, perfect for today's lifestyle living . Three full bathrooms total, including an en-suite Lux primary bath. Recent updates include a new $40k roof, gutters & guards, sealed driveway, updated primary bathroom and a freshly painted — truly move-in ready. Side-entry, first-floor attached garage another a 3rd garage in the lower level adds everyday convenience. Located on one of the neighborhood's most desirable. A beautiful subdivision, landscaped water way median and signature entrance. The properties in the neighborhood of only 92 homes are rare and enjoy a very well maintained community. Quick easy access to any place you want to go to. Schedule personal preview it ASAP !

10316 Carriage House Ct, Louisville
$679,000
6 Beds ⋅ 3 Baths ⋅ 1723617 MLS
Welcome home to 17120 Mallet Hill Dr! Located in the desirable Polo Fields community, this beautifully updated walk-out ranch offers an open, inviting layout with stylish finishes and thoughtful updates throughout. The light-filled great room features soaring ceilings, a stunning fireplace, and custom built-ins, creating the perfect gathering space. The updated kitchen features white cabinetry, stone countertops, stainless steel appliances, bar seating, and an adjoining dining area. The spacious primary bedroom is a relaxing retreat, featuring a large ensuite bathroom with a double vanity, soaking tub, walk-in shower, and generous walk-in closet. Two additional bedrooms, a full bath, a conveniently located laundry room, and an attached two-car garage complete the main level. The finished walk-out basement provides exceptional flexibility with a large family room, game area, three additional bedrooms, a full bath, and abundant storage. Step outside to enjoy the brand-new deck overlooking the fully fenced backyard, or relax on the lower-level patio. Additional updates include a brand-new HVAC and water heater, a two-year-old roof, fresh paint throughout, and a newly paved driveway, offering peace of mind for years to come. Combining modern updates, generous living space, and a sought-after location, this home is ready to welcome its next owners.

17120 Mallet Hill Dr, Louisville
$675,000
4 Beds ⋅ 3 Baths ⋅ 1723354 MLS
Tucked away on a quiet cul-de-sac in one of the area's most desirable neighborhoods, this beautifully updated 4,800 finished square foot home offers the perfect blend of comfort, functionality, and convenience. Featuring four bedrooms and three full bathrooms, the home has been thoughtfully enhanced with fresh paint throughout the main level, updated lighting fixtures, and custom garage shelving designed to maximize storage and organization. Designed for both everyday living and entertaining, the home features inviting indoor and outdoor gathering spaces. A covered back porch creates a true extension of the home, complete with built-in speakers and a television mounted on a hydraulic hinge, making it easy to enjoy game days, movie nights, or relaxing evenings outdoors in comfort. The heart of the home extends beyond the main living spaces into a fully finished lower level, creating an exceptional environment for entertaining, relaxing, and everyday living. The basement features a full kitchen, dedicated wellness bar, spacious billiards room, a 2nd laundry and storage area, and flexible gathering spaces that make hosting family and friends effortless. Perfect for multi-generational living as well! Outside, enjoy professionally maintained, low-maintenance landscaping that allows more time to enjoy the things that matter most. The setting is equally appealing, with friendly neighbors, and minimal traffic thanks to the home's peaceful cul-de-sac location. Conveniently situated just minutes from Publix and I-265, this home provides easy access to shopping, dining, and commuting while maintaining the privacy and tranquility of a neighborhood retreat. This is more than a house. It's a place designed for gathering, entertaining, and creating lasting memories.

507 Standwick Way, Louisville
$830,000
5 Beds ⋅ 4 Baths ⋅ 1723268 MLS
Welcome Home to timeless sophistication in the prestigious Owl Creek Estates neighborhood. Situated on a coveted corner lot, this beautifully maintained traditional home offers an elevated blend of classic architecture and gracious living spaces, all wrapped in pristine, move-in-ready condition. A dramatic two-story foyer sets the tone upon entry, framed by soaring ceilings and an abundance of natural light. The great room anchors the main level with a striking brick fireplace, custom built-ins, and a wet bar — an ideal setting for both relaxed evenings and elegant entertaining. The chef's kitchen is equally impressive, featuring granite countertops, stainless steel appliances, and a gas cooktop, all flowing effortlessly into a sunlit breakfast area, formal dining room, and living room beyond. The main-level primary suite offers a private retreat with its own en suite bath, complemented by two additional first-floor bedrooms, a full bathroom, a powder room for guests, and the convenience of first-floor laundry. Upstairs, two more generously sized bedrooms share a full bath, with unfinished space offering excellent additional storage. The unfinished walkout basement presents a blank canvas, ready for a future recreation room, home gym, or additional living space, tailored entirely to your vision. Outside, a spacious deck overlooks mature trees and lush landscaping, offering a peaceful backdrop for outdoor enjoyment. Timeless character, thoughtful updates, and an unbeatable Owl Creek Estates address, this is a home built to last.

718 Talon Pl, Louisville
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