8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Garden Home Style

Welcome to the enchanting neighborhoods of Douglas Hills, Hurstbourne, Middletown, and Anchorage, nestled in the heart of Jefferson County, Kentucky. This vibrant region, part of the greater Louisville area, boasts a unique blend of suburban charm and urban convenience, making it a coveted destination for families and professionals alike.

In Douglas Hills, you’ll find tree-lined streets and a warm sense of community, perfect for those seeking a peaceful retreat. Hurstbourne offers a touch of sophistication with its upscale amenities and beautifully landscaped parks, ideal for leisurely strolls or family picnics. Middletown, rich in history, features a delightful mix of quaint shops and local eateries, providing a perfect backdrop for weekend adventures. Lastly, Anchorage stands out with its picturesque scenery and tight-knit community, making it a haven for those who appreciate a slower pace of life.

One of the standout features of homes in this area is the Garden Home style, which seamlessly blends comfort and elegance. These homes often feature lush gardens, manicured lawns, and outdoor spaces that invite relaxation and entertainment. Imagine sipping your morning coffee surrounded by vibrant blooms or hosting evening gatherings in your tranquil backyard oasis. With an emphasis on open floor plans and natural light, these residences are designed to enhance your living experience while fostering a connection with nature.

Whether you’re searching for a family home or a peaceful retreat, the Douglas Hills, Hurstbourne, Middletown, and Anchorage region offers a delightful array of options that cater to your lifestyle. Come explore the beauty and charm of this exceptional area, where your dream home awaits!

Newest 8 - Douglas Hills / Hurstbourne / Middletown / Anchorage Homes with Garden Home Style

$565,000

2 Beds ⋅ 3 Baths ⋅ 1721752 MLS

Welcome home to this beautifully maintained, barely lived-in residence in The Villas at Floyds Fork, where comfort and convenience come together in a low-maintenance lifestyle. Perfectly situated on a desirable corner lot adjacent to a community green space, this home offers extra room to relax and roam. This 2-bedroom, 3 full-bath ranch features an inviting open floor plan with 9-foot ceilings, rich hardwood flooring, and a partially finished lower level complete with a full bath and dedicated exercise room. Thoughtful custom woodwork and built-in bookcases frame the cozy fireplace, adding warmth and character throughout the main living area. The spacious primary suite is a true retreat, showcasing dual closets, a tray ceiling, and a luxurious en-suite bath with double vanities and an oversized walk-in shower. The kitchen is designed for both everyday living and entertaining, featuring a large island, GE appliances, abundant custom cabinetry, a pantry closet, and a generous dining area. Just off the kitchen, step onto the covered porch—an ideal space for entertaining guests or enjoying quiet evenings outdoors. The main level also includes a private office and a convenient laundry room. Downstairs, the lower level provides additional living flexibility along with ample storage and a water-powered backup sump pump, perfect for peace of mind when traveling. Enjoy truly maintenance-free living, with the HOA handling groundskeeping, exterior maintenance, and snow removal. Conveniently located near shopping, dining, and major highways, this home offers both comfort and accessibility. A must-see opportunity!

16033 Carefree Pl, Louisville

$309,900

3 Beds ⋅ 3 Baths ⋅ 1714037 MLS

Welcome to Charlton Wynde, located in a beautifully maintained condo community steps from Shelbyville Road. Situated on a sunny corner lot, step inside to a light-filled family room featuring soaring vaulted ceilings and brand-new (Nov 2025) neutral paint. Follow the durable laminate floors to the open eat-in kitchen with clean white cabinetry and a ceiling fan for max comfort. A laundry room , a half bath, and the primary bedroom (which includes a full bath with tub) provide ease and functionality all on one floor. Upstairs, the open loft with vaulted ceilings overlooks the family room, which can serve as a den, gaming space, workout area, or playroom. The second and third bedrooms and second full bath complete the upper level making it a perfect private retreat for guests or family members. Peace of mind comes with the extensive recent updates, including a new HVAC system (2022), brand-new carpet (2025), and updated neutral paint throughout. Attached is a full, 2-car garage with plenty of space. With its prime location, fresh updates, and thoughtful floor plan, this condo is a standout opportunity in Middletown.

142 Charlton Wynde Dr, Louisville

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