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$2,675,000
4 Beds ⋅ 5 Baths ⋅ 1720276 MLS
Sitting pretty on more than an acre in the coveted estate section of Cherokee Gardens, this classic Colonial is a rare find that checks all the boxes. See for yourself the beautifully updated living spaces and the park-like lot with mature trees, expansive flat green space, and resort-style outdoor amenities, including a putting green and a saltwater pool (less than a year old). A gracious foyer welcomes you into elegant formal living and dining rooms designed for both everyday living and entertaining, each offering beautiful views of the grounds. The light filled sunroom features walls of windows and French doors that open to a stunning limestone terrace. At the heart of the home is the ideal eat-in kitchen, complete with a large center island, bay-window dining area, walk-in pantry, and seamless flow into the inviting family room with fireplace and custom built-ins. Don't miss the handsome wood-paneled library tucked just off the front hall—a cozy spot for a fire and a book. A practical drop zone/mudroom back hall with a rear stair case and charming powder room complete the first floor. Upstairs, the spacious primary suite offers has spa-like renovated bath with dual vanities, walk-in closet, and an adjoining bonus room perfect for a home office, sitting room, nursery, or expanded dressing area. Three additional bedrooms, two full baths, abundant closet space, and a laundry room complete the second level. The third-floor bonus room works as a playroom, exercise space, or media room. The lower level, freshly updated with new paint and carpet, offers additional finished living space, a full bath, and generous unfinished storage. Soaring ceilings, random width pegged hardwoods, some newer windows, 4 car attached garage just to name a few. Thoughtfully improved over time, this move-in ready Cherokee Gardens gem seamlessly blends character, modern luxury, and comfortable everyday living on one of Louisville's most desirable streets. If we are fortunate enough to receive any offers, Seller requests they are submitted by Sunday 14th at 4pm with a response time of Monday the 15th at 4pm- thanks for understanding! Possession cannot be given until August 14th 2026.

500 Fairfield Dr, Louisville
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 1723337 MLS
Situated in the prestigious Cherokee Gardens neighborhood, this distinguished traditional residence blends timeless architecture, refined living spaces, and an exceptional location in one of Louisville's most coveted settings. Offering 4 bedrooms, 3 full baths, and 1 half bath, the home is thoughtfully designed with elegant spaces, sophisticated details, and a layout tailored for both elevated entertaining and comfortable living. A welcoming entry introduces warm and well-appointed interiors, where formal living and dining rooms provide elegant yet comfortable spaces for gatherings. The formal living room is especially charming with floor-to-ceiling built-in shelving and a gas fireplace. Hardwood floors extend throughout the main level, adding warmth and continuity throughout the home. Designed with both style and functionality in mind, the kitchen offers abundant cabinetry, generous prep space, a gas range, and a center island with bar seating. Just beyond, the spacious family room creates a natural gathering space with a second gas fireplace and abundant natural light. Direct access to the backyard creates seamless indoor-outdoor flow ideal for entertaining or everyday enjoyment. A private office offers flexibility for work or study, while a conveniently located half bath completes the main level. The primary suite serves as a relaxing retreat with a spacious walk-in closet featuring built-in shelving and an ensuite bath complete with a dual-sink vanity and tiled shower. Three additional bedrooms and a well-appointed full bath provide comfortable accommodations for family and guests, while a hall closet offers the potential for conversion into a ventless washer and dryer space. The finished lower level offers exceptional flexibility with a cozy secondary family room featuring charming built-in bookshelves, creating the perfect setting for movie nights, a lounge space, or game-day gatherings. A separate area provides excellent space for a home gym, recreation room, playroom, or hobby space, while a full bathroom and generous storage add everyday convenience and functionality. Outside, the private backyard creates a peaceful setting for relaxing or entertaining, complete with a patio seating area and green space ideal for enjoying quiet mornings, outdoor dining, or evenings with guests. The detached two-car garage offers additional storage and practicality, while dual HVAC systems provide comfort and efficiency throughout the home. Perfectly positioned in the heart of Louisville's most sought-after in-town corridor, this exceptional property offers outstanding convenience with easy access to downtown, major interstates including I-64, I-65, I-71, and I-264, and some of the city's most beloved destinations. Enjoy close proximity to Cherokee Park, Seneca Park, the Crescent Hill Reservoir, and the vibrant Frankfort Avenue and Lexington Road corridors, known for their local dining, coffee shops, boutiques, and neighborhood favorites including Blue Dog Bakery & Cafe. Blending timeless charm with premier convenience, this home places you moments from the best of The Highlands, Crescent Hill, and St. Matthews living.

559 Sunnyside Dr, Louisville
$782,500
5 Beds ⋅ 4 Baths ⋅ 1717364 MLS
Perched on an impeccably manicured lot with beautiful treetop views, this charming home is ideally situated in the heart of Cherokee Gardens, blending classic appeal with an outstanding location. Hardwood floors run throughout the formal living and dining rooms, while the kitchen features granite countertops, abundant storage, and a breakfast area that opens to a spacious family room with a fireplace. A large deck off the family room overlooks the picturesque landscape and treetops of Cherokee Gardens. The walkout lower level offers another expansive family room with a fireplace, large windows, and impressive ceiling height that make the space feel like first-floor living. The lower level also includes a bedroom with an egress window, a full bath, and an enormous walk-in closet, along with access to a beautiful patio overlooking the manicured backyard.Upstairs, you'll find a well-appointed primary suite, three additional bedrooms, and a generously sized full bath. Ideally located just steps from Seneca Park and minutes from St. Matthews dining, shopping, and everyday conveniences.

710 Daneshall Dr, Louisville
$747,000
3 Beds ⋅ 2 Baths ⋅ 1723232 MLS
Rare opportunity to own a ranch in the highly sought-after Cherokee Gardens neighborhood! Thoughtfully cared for and lovingly maintained, this home offers timeless style paired with valuable updates. Inside, you'll find hardwood floors throughout the home, a bright and inviting tiled sunroom, and a cozy carpeted den that provides the perfect additional living space. The kitchen is equipped with updated GE appliances, including a gas cooktop, making it both functional and stylish. Three generously sized bedrooms are served by two full hallway bathrooms, offering a practical layout for family and guests alike. An oversized two car attached garage and unfinished basement provide convenience and ample storage. Significant recent improvements provide added peace of mind, including a new roof and gutters (2021), Hardie Board exterior trim (2026), fresh exterior paint (2024), chimney tuckpointing with a new cap, and a newer water heater (2022). Be sure to see the list of improvements in the property disclosure! Perfectly situated across from Seneca Park and featuring a charming patio overlooking Sunnyside Drive, this home offers an unbeatable combination of location, comfort, and convenience. Don't miss your chance to make this meticulously cared-for Cherokee Gardens gem your own!

3027 Beals Branch Dr, Louisville
$422,500
3 Beds ⋅ 3 Baths ⋅ 1712842 MLS
Lovely move in ready brick home in wonderful location tucked away in the Highlands! Covered front porch welcomes you into the spacious living room with fireplace and adjoining dining room. Warm hardwood floors throughout and lots of natural light make the home cozy and bright! The kitchen has lots of counter space and stainless steel appliances and entrance to the covered back patio. Large first floor primary bedroom and updated bathroom complete the first floor. Right off the kitchen are the steps to 2nd floor with two very generous sized bedrooms, one with glass doors to back rooftop and a very nicely updated full bathroom with bathtub. The basement has a large finished family room with space for office, playroom, exercise, etc. There is a laundry room with lots of storage. Outside there is a nice size fully fenced yard with privacy fence for play, gardening etc. Two car detached garage with large driveway makes parking a breeze with lots of extra room for storage. You don't want to miss this amazing home in a great, private and established neighborhood in the Highlands close to all the shopping, entertainment and convenience of the city!

2222 Walterdale Terrace, Louisville
$145,000
1 Beds ⋅ 1 Baths ⋅ 1705988 MLS
Welcome to Cherokee Gardens! This rare gem is located in the vibrant Highlands neighborhood, nestled between the serene Cherokee Park and the bustling Bardstown Road. This 1-bedroom, 1-bath condo has been tastefully updated with granite countertops, stainless steel appliances, designer finishings, and renovated bathroom. Through large sliding glass doors from the living room is an enclosed sun room, perfect for an office, reading room, or flexible bonus room. Enjoy exclusive amenities including the refreshing pool, meticulously maintained grounds, an on site laundry facility, and off street parking lot. Whether you're looking for your next home or an investment, don't miss your opportunity to to see this move in ready home, right in the heart of the Highlands!

1040 Cherokee Rd Unit APT F6, Louisville