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$215,000
2 Beds 2 Baths 1724554 MLS
Experience the best of Highlands living in this charming second-floor condominium, ideally located just steps from local restaurants, coffee shops, boutiques, and entertainment. Beautiful hardwood flooring extends throughout both the first and second floors, complementing the open and inviting floor plan. The spacious living area flows seamlessly into the dining space, while an additional room on the main level offers the flexibility of a home office, guest room, or den (without a closet). Enjoy your morning coffee or unwind after a long day on the private screened porch. Upstairs, the generously sized primary bedroom features continued hardwood flooring and a convenient half bath. Where low-maintenance living meets the vibrant Highlands lifestyle, this condo offers the perfect blend of ch arm, convenience, and walkability in one of Louisville's most sought-after neighborhoods.

2008 Murray Ave Unit APT 4, Louisville

$459,950
4 Beds 2 Baths 1724194 MLS
Historic Highlands charm meets modern versatility in this beautifully restored turn-of-the-century home, ideally located moments from some of Louisville's best dining, shopping, parks, and entertainment. Situated on a prominent corner lot, this impressive two-and-a-half-story home features a virtually maintenance-free exterior framed by a beautiful creek-stone retaining wall. Inside, refinished heart pine floors and custom six-panel doors crafted to complement the home's original style preserve its timeless character while offering the comfort and functionality today's buyers are looking for. The updated kitchen is equipped with a six-burner stainless steel gas range, matching refrigerator, and matching dishwasher, making it equally suited for everyday living and entertaining. The spacious primary bedroom includes two separate closets and a comfortable seating area. The home currently offers three bedrooms and two full bathrooms, along with a highly flexible floor plan with easy potential for a four-bedroom, three-bath layout. The first-floor workout room, previously used as a fourth bedroom, could easily transition back into a bedroom, home office, study, or guest space. Even more opportunity awaits on the third floor, where plumbing, electrical, and ductwork are already in place for a future bathroom. This would allow the next owner to create a full bathroom on every level while also incorporating space for a stackable washer and dryer. Outside, the 1.5-car garage features a brand-new door, adding both convenience and functionality. Located in the heart of the Highlands and moments from everything the area has to offer, this home also presents strong investment potential. Its desirable location, flexible layout, and potential for additional finished living space could make it an excellent long-term rental or short-term rental opportunity, subject to applicable local regulations and approvals. Whether you are searching for a character-filled primary residence, a versatile investment property, or a home with room to grow, this one is ready for its next chapter and waiting for YOU!

1332 Winter Ave, Louisville

$1,050,000
6 Beds 6 Baths 1724080 MLS
The amazing renovation is almost complete on this incredible brick painted lady in the Original Highlands. A brand new 2 bedroom, 2 bathroom 1000+ sf carriage house sits atop a 3-car garage with plenty of room for the owner and tenant to park. Separate meters allow tenants to pay their own electric and the rent will make a huge dent in a monthly mortgage payment. The main house is simply astounding. Enter this picturesque home through the large foyer. On your right is a grand living room or parlor that can be closed off with beautiful doors to make a private guest space or office. You will next notice the incredible woodwork indicative of turn of the century homes. A grand stair case and full bathroom tucked underneath is perfect for guests. The kitchen and great room area are open to each other and totally re-imagined with plenty of space for your family and guests. High-end tall cabinetry, quartz countertops and top of the line appliances are awaiting your cooking adventures. A sun-drenched breakfast room looks out onto your well landscaped rear yard. The second floor has an incredible and large primary suite with two huge closets, a modern fireplace and new bathroom with two vanities, beautiful tile shower and tasteful fixtures. There is also a small martini deck off the primary bedroom. Additionally on this floor are two other large bedrooms sharing a charming Jack-and-Jill bathroom. One of the bedrooms has its own private screened porch overlooking the backyard. There is room for a stack laundry on this floor. The third floor has a wonderful bedroom, office area and full bathroom. The carriage house is well-designed with a very livable open floorplan and a private deck. It can be configured to offer tenants one of the garage spaces while keeping the other two private for the main house. Updates and renovations include 4 HVAC systems, updated water heaters, new kitchen, new bathrooms, refinished antique hardwood and new hardwood flooring, newly constructed carriage house, etc. With 3700 sf of living space in the main house and over 1000 sf in the new carriage house, this property checks all the boxes.

1409 Hepburn Ave, Louisville

$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

$316,900
4 Beds 2 Baths 1722992 MLS
Welcome to 2417 Wallace Avenue, a rare opportunity to own a home in the heart of Louisville's highly sought-after Historic Highlands. Offered for the first time in more than 40 years, this charming property is ready for its next chapter. Inside, you'll find original hardwood floors, timeless architectural character, and the classic charm that makes Highlands homes so desirable. Whether you're looking to restore its historic beauty, renovate to your style, or invest in one of Louisville's most popular neighborhoods, this home offers exceptional potential. Situated on a large, level lot, the property provides endless possibilities for outdoor living, entertaining, gardening, expansion, or future improvements. A welcoming covered front porch creates the perfect place to relax and enjoy the neighborhood's charm. Additional highlights include a roof replaced just two years ago, providing added peace of mind for the next owner. Conveniently located near Bardstown Road, local restaurants, shopping, parks, entertainment, and some of Louisville's favorite neighborhood destinations, this Highlands gem combines historic character, a prime location, and unlimited potential. Don't miss this rare opportunity to make 2417 Wallace Avenue your own.

2417 Wallace Ave, Louisville

$535,000
5 Beds 2 Baths 1712327 MLS
Versatile 5-bedroom, 3 full bath property located in the heart of the Highlands, one of Louisville's most active and established neighborhoods. The home features six private rooms, three full bathrooms, and a full kitchen, offering a flexible layout suitable for a variety of uses. Additional highlights include natural light, spacious living areas, and street parking nearby. Easy to maintain yard. The property is currently operating as a successful short-term rental with an established rental history and guest-ready setup. Select furnishings may remain, providing potential for a turnkey opportunity. Conveniently located approximately 5 minutes from Downtown Louisville and the Convention Center, 10 minutes from the Expo Center, and about 15 minutes from Louisville International Airport and Churchill Downs.

1222 E Broadway, Louisville

$419,500
2 Beds 2 Baths 1708376 MLS
You HAVE to see this one in person! Beautifully maintained home located in the heart of the Highlands minutes from both Cherokee and Tyler Parks as well as steps from all Bardstown Road has to offer. As you enter the foyer, you'll notice the tall ceilings, original hardwood floors and exquisite millwork. You'll next notice the large window, original fireplace mantel and tile surround and functional pocket doors between the front and middle rooms of the first floor. The middle room has more large windows, and another detailed mantel and tile surround. These 2 rooms are both generously sized with original details giving total flexibility on which is used as living or dining rooms. The large, remodeled kitchen with tons of cabinet and counter space as well as a full bathroom round out the main level. Upstairs you will find 2 large bedrooms. The front one has 3 large windows, a walk-in closet and direct access to the updated full bath. The 2nd bedroom is tucked in the back of the home and offers direct access to a 2nd story deck overlooking the private backyard and charming garage. In the basement, you'll find a finished space currently being used as a bedroom but offering endless possibilities. An unfinished laundry/storage space completes the lower level. The backyard has a firepit area, large patio and access to the garage. The garage offers not only parking for 1 car, but a workshop, storage area and a large finished space above the workshop. This home has the charm and character of years gone by coupled with tasteful updates and lots of flexible space.

1801 Eastern Pkwy, Louisville