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$950,000
6 Beds ⋅ 6 Baths ⋅ 1728487 MLS
The amazing renovation is 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
$245,000
2 Beds ⋅ 1 Baths ⋅ 1728348 MLS
Welcome to 2126 Village Drive, Unit 3, tucked away in a charming courtyard setting in the heart of the Highlands. This spacious two-bedroom condo offers the character and warmth you expect from one of Louisville's most desirable neighborhoods, along with the convenience of low-maintenance living. Beautiful hardwood floors flow throughout much of the home, while abundant windows provide great natural light. The inviting living room features a classic fireplace and opens to a generous dining area and kitchen with white cabinetry, granite countertops, stainless appliances and breakfast-bar seating. Both bedrooms offer plenty of space, including a primary bedroom with excellent closet storage. Additional highlights include in-unit laundry, a large bath, ample storage and dedicated covered parking. Outside, mature landscaping, winding sidewalks and a peaceful central courtyard create a setting that feels tucked away while still being close to everything that makes the Highlands such a sought-after place to live. A wonderful opportunity to enjoy classic Louisville character, comfortable living and an outstanding Highlands location.

2126 Village Dr Unit Unit 3, Louisville
$200,000
2 Beds ⋅ 2 Baths ⋅ 1726581 MLS
Enjoy the energy of the Highlands with the ease of low-maintenance condo living! Tucked into one of Louisville's most walkable neighborhoods, this charming second-floor unit puts favorite restaurants, coffee shops, boutiques and entertainment just outside your door. Inside, hardwood flooring runs throughout both levels, adding warmth and character to the open main living space. A flexible bonus room on the main level is perfect for a home office, bedroom (no closet), den or guest space, while the private screened porch offers a peaceful spot to relax or enjoy your morning coffee. Upstairs, the spacious primary bedroom features hardwood flooring and a convenient half bath. Full of character and ideally located, this condo is a great opportunity to enjoy everything the Highlands lifestyle ha s to offer.

2008 Murray Ave Unit 4, Louisville
$320,000
2 Beds ⋅ 3 Baths ⋅ 1726386 MLS
GREAT New Price...Check out this move in modern condo in the Highlands Cherokee Triangle! This condo has a modern feel with the tall ceilings, hardwood floors, granite counter tops, and the GE Profile Stainless Appliance Kitchen. The main level is a family room, kitchen, dining room, and a half bathroom. Upstairs are 2 bedrooms, each with its own private bathroom. Laundry is on the same floor as the bedrooms for convenience. This is the perfect location if you love the Highlands, Nulu, or if you go downtown. Assigned parking spot #6 is for this unit.

927 Cherokee Rd Unit 6, 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
$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 sought-after Historic Highlands. Offered for the first time in over 40 years, this charming home features original hardwood floors, classic character, a large level lot, and a covered front porch. The roof was replaced just two years ago, making this a home that primarily needs updating rather than extensive repairs. Bring your vision and make it your own while enjoying a premier Louisville location just minutes from Bardstown Road, restaurants, shopping, parks, and entertainment. A great opportunity to create value in one of Louisville's most desirable neighborhoods!

2417 Wallace Ave, Louisville
$525,000
6 Beds ⋅ 2 Baths ⋅ 1712327 MLS
Charming 6-bedroom, 3 full bath property located in the heart of the Highlands, one of Louisville's most active and established neighborhoods. The home features 7 private rooms, three full bathrooms, and a full kitchen, offering a flexible layout suitable for a variety of uses. Additional highlights include original hardwood floors, 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. Property is managed by a third party property manager that is willing to continue managing after sale. 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