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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
$439,900
3 Beds ⋅ 2 Baths ⋅ 1727152 MLS
Beautiful Highlands home full of charm, character, and flexible living space! This 3 bedroom, 2 full and 1 half bath home offers the perfect blend of historic detail and everyday functionality. Gorgeous woodwork, inviting living and entertaining spaces, and abundant storage can be found throughout. The first floor includes a bedroom currently used as an office, offering great flexibility depending on your needs. The spacious kitchen opens to a lovely four season sunroom, creating the perfect space to relax or entertain. Upstairs, you'll find two bedrooms with a half bath. This layout can function as two bedrooms, with one being a walk through bedroom, or as a primary bedroom with an adjoining sitting room or office. The basement adds even more versatility with a nicely sized den currently being used as a guest room/work out space, plus a full bath, workshop area, laundry, and an oversized closet. Additional peace of mind comes with the HVAC system, which was replaced in 2024. Enjoy peaceful mornings on the welcoming front porch or dine outdoors on the backyard deck overlooking the beautifully landscaped yard. A one car garage plus an additional one space carport accessible from the alley complete this fabulous Highlands property.

1821 Stevens Ave, Louisville
$550,000
3 Beds ⋅ 3 Baths ⋅ 1726748 MLS
This stunning bungalow in the Highlands offers the perfect blend of modern comfort and classic charm. The spacious, open layout features two primary suites-one conveniently located on the first floor, and one upstairs for added privacy. The main level offers a bright living room featuring charming built-ins and a cozy fireplace, flowing seamlessly into the dining area and chef's kitchen. The Kitchen is absolutely wonderful, complete with a large island, granite countertops, and a generous pantry. The first-floor primary suite includes a walk-in closet and private en suite bathroom offering convenience & relaxation. A large laundry room and a half bath is also located on the main level. Upstairs, you'll find a loft area, a second primary bedroom suite with two closets a luxurious en suite bathroom that includes a standing shower and double vanity, along with a third bedroom. The walk-out finished basement offers an open layout with family room, a wine room, and a cozy media room. Enjoy the outdoors with a covered front and back porches overlooking a lovely yard. The two-car detached garage adds extra storage, an EV charging port and alley parking space. This home offers style, charm and functionality in a beautiful and convenient Highland setting.

2219 Weber Ave, 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
$599,000
3 Beds ⋅ 3 Baths ⋅ 1716197 MLS
A 1910 Highlands home on one of the neighborhood's more generous lots: just over a quarter acre, 60 feet wide and 183 feet deep, with an alley behind and a fully fenced backyard that offers real outdoor space at a scale that's hard to find here. Inside, the layout is well-defined and functional. The front formal living room leads to a spacious family room with a fireplace. The dining room connects to the kitchen and opens directly to the backyard through French doors, creating a natural flow for both daily living and entertaining. The kitchen includes stainless steel appliances, and a half bath completes the first floor. Upstairs, the primary bedroom includes a built-in wardrobe and connects directly to a second bedroom that functions equally well as a large dressing room, private office, or additional closet space. That room also opens to a flat roof that can serve as an outdoor living space, or built upon as an additional room. A third bedroom, full bath, second half bath, and second-floor laundry complete the upper level. Heated bathroom floors add a practical comfort upgrade. The waterproofed unfinished basement handles storage without giving anything up above grade, and houses a tankless water heater for endless hot water. Outside, a covered patio and mature, garden-like backyard make the most of that deep lot. A private driveway from the street and 1.5-car garage offer off-street parking that's uncommon in this area of the Highlands. With 183 feet of depth and alley access, there's real room to grow, whether that's an addition, a pool, or an additional structure. Bardstown Road is at the end of the street. Cherokee Park is just around the corner.

2037 Alta Ave, Louisville