Highlands Homes with Outside Entry Basement

Welcome to Highlands, a vibrant and charming subdivision nestled in the heart of Louisville, Kentucky. Known for its eclectic mix of historic homes and modern amenities, Highlands offers a unique blend of suburban tranquility and urban excitement. This lively community is characterized by its tree-lined streets, local boutiques, and an array of dining options that cater to every palate.

One of the standout features of homes in Highlands is the presence of outside entry basements. These thoughtfully designed spaces not only enhance the architectural appeal of the homes but also provide versatile living options. Whether you're looking for additional storage, a cozy entertainment area, or a private guest suite, the outside entry basement offers endless possibilities. Imagine hosting friends for a summer barbecue and easily accessing your lower level for refreshments or creating a tranquil home office away from the hustle and bustle of everyday life.

The Highlands neighborhood is also known for its strong sense of community, with regular events and gatherings that encourage neighbors to connect and engage. Families will appreciate the proximity to top-rated schools, parks, and recreational facilities, making it an ideal place to raise children.

With its rich history, vibrant culture, and unique homes featuring outside entry basements, Highlands is not just a place to live; it’s a lifestyle. Discover your dream home in this enchanting subdivision and experience all that the Highlands has to offer. Your perfect blend of comfort and community awaits!

Newest Highlands Homes with Outside Entry Basement

$339,900

3 Beds ⋅ 1 Baths ⋅ 1723040 MLS

Welcome to 1603 Bonnycastle Ave, Louisville, KY 40205 in the Highlands. This 3-Car Garage is Steps from Cherokee Park in Bonnycastle. On a tree-lined stretch of Bonnycastle Ave, in the heart of the historic Bonnycastle Neighborhood, this 1935 brick two-story sits on a 0.12-acre lot with something few Highlands addresses can offer: a detached 3-car garage with real room to grow. Inside, a formal living room opens around the home's original fireplace, a striking architectural focal point that is currently decorative and not in working order. The formal dining room connects to an eat-in kitchen with a butler's pantry, a layout built for the way homes from this era were meant to entertain. Hardwood floors run throughout the main level. Upstairs holds 3 bedrooms and 1 full bath, each bedroom bright with second-floor natural light. Downstairs, an 850 square foot unfinished basement adds storage, workshop space, or a future finished square footage project. Out back, a deck steps down to a large cement patio and fenced yard. Then there is the garage. At 750 square feet and built for 3 cars, it is sized for far more than parking. Home office. Art studio. Guest retreat. It is the kind of flex space Highlands buyers keep asking for and rarely find. The garage door will be getting a fresh coat of paint. Bonnycastle Avenue runs between Bardstown Road and Cherokee Road, putting Cherokee Park's trails and the restaurants, coffee shops, and boutiques of Bardstown Road within easy reach. Photos do not capture how this one lives. Schedule your private showing today.

1603 Bonnycastle Ave, Louisville

$1,695,000

4 Beds ⋅ 4 Baths ⋅ 1712645 MLS

Perched above the sweeping landscapes of Cherokee Park, this remarkable residence—designed by renowned architect Frederic Morgan—captures a sense of history, architecture, and setting rarely found in the Highlands. Set on 1.01 acres with extraordinary views and direct access to the park, the property has been lovingly preserved by two generations of the original family since it was built in 1950, offering a rare opportunity to steward a truly distinctive Louisville home. Inside, the home reveals a collection of thoughtful architectural details, including a formal entrance foyer, graceful arched doorways, updated windows, and a beautiful marble mantel that anchors the main living space. The first floor offers a spacious formal living room, a family-sized dining room, a library, and a comfortable den with a wet bar. The primary bedroom is located on the main level along with a second bedroom that is currently arranged as a sitting room, accompanied by a primary bath and an additional full bath. The thoughtfully designed white gourmet kitchen opens to a cozy sunroom and sitting area filled with natural light. Upstairs, two charming bedrooms share a full hall bath, providing comfortable accommodations for family or guests. The beautifully landscaped backyard creates a peaceful retreat, complete with a sparkling gunite swimming pool with a deep end ideal for diving and a pool house that includes two dressing rooms and a half bath. Over the decades, the homeowners have carefully maintained and updated the property while preserving its architectural character. With its rich history, distinctive design, and exceptional location overlooking Cherokee Park, this home presents a rare opportunity to own a meaningful piece of Louisville's architectural heritage.

1802 Park Boundary Rd, Louisville

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