Highlands Real Estate

Highlands Real Estate

Welcome to the beautiful subdivision of Highlands in Louisville, Kentucky! Nestled in the heart of Jefferson County, the Highlands neighborhood is renowned for its unique charm, vibrant culture, and historic architecture.

Boasting tree-lined streets, historic homes, and a diverse community, Highlands offers residents a perfect blend of urban amenities and suburban tranquility. From trendy boutiques and eclectic art galleries to cozy cafes and top-rated restaurants, this neighborhood has something for everyone.

Nature enthusiasts will appreciate the proximity to Cherokee Park, a 409-acre urban oasis offering hiking trails, playgrounds, and scenic picnic spots. For those looking for entertainment, the Highlands is home to a thriving nightlife scene with live music venues, craft breweries, and cozy pubs.

With its convenient location just minutes from downtown Louisville, residents of Highlands enjoy easy access to major highways, top-rated schools, and a variety of shopping and dining options. Whether you're strolling along Bardstown Road or enjoying a leisurely afternoon at Douglass Loop, Highlands embodies the perfect blend of small-town charm and big-city convenience.

Experience the unique blend of history, culture, and community that Highlands has to offer. Come home to Highlands and discover why it's one of Louisville's most sought-after neighborhoods.

Newest Listings in Highlands

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

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

3 Beds ⋅ 2 Baths ⋅ 1723690 MLS

This charming bungalow is perfectly nestled on one of Louisville's most iconic, tree-lined Parkways featuring timeless hardwood floors, taller first floor ceiling height, original-finished woodwork, decorative trim and glass doorknobs . The open family room and dining area have the benefit of numerous windows and this modern layout is perfect for entertaining and every-day living. The first-floor full bath and two first floor bedrooms can be accessed through a classic arch opening. The kitchen includes an abundance of cabinets, counter and pantry space and the stainless appliances convey. The entire second level is dedicated to an incredible, oversized primary suite. This massive space features cozy integrated window seats, three closets including two walk-ins and a custom built-in dresser in the bedroom. The primary bathroom offers a spa-like retreat hosting a large walk-in shower with a built-in bench. The living space extends into the lower level offering over 2300 square feet of total finished living space. The basement has current finishes and hosts a secondary family room, a bar area and a laundry. The front sitting porch, a rear patio with both covered and uncovered sections and a fully fenced flat backyard create a wonderful outdoor entertaining area and there is plenty of parking including a garage, a carport and a driveway that extends from the convenient alley access to the back door. The historic details, character, updates and convenient location near shopping, restaurants, parks, schools and expressway access provide an opportunity to live in a timeless home in a highly sought after area.

961 Eastern Pkwy, Louisville

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

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

2 Beds ⋅ 1 Baths ⋅ 1722780 MLS

Welcome to the heart of the Highlands! This gorgeous Queen Anne Victorian blends classic character with modern comfort in one of Louisville's most sought-after neighborhoods. From the inviting curb appeal to the warm interior spaces, this home offers the perfect mix of charm and functionality. Enjoy spacious living areas filled with natural light, beautiful architectural details, and a layout ideal for both everyday living and entertaining. Step outside to enjoy the private outdoor space, with a beautiful fountain, perfect for relaxing evenings or weekend gatherings. Conveniently located just minutes from local restaurants, shopping, parks, and all the vibrant energy of Bardstown Road, this is your opportunity to own a piece of Highlands charm in the desirable 40204 zip code!

1314 Morton Ave, Louisville

3 Beds ⋅ 2 Baths ⋅ 1722220 MLS

Welcome to this delightful 3-Bedroom, ranch-style home, offering both comfort and convenience. The partially finished basement provides a versatile space, perfect for a home office or recreation room, with additional storage space. Nestled in a prime location, this property has incredibly close access to a variety of shopping destinations, school establishments, and major highways, making daily commutes effortless!!

209 Riverview Ln, Shepherdsville

2 Beds ⋅ 2 Baths ⋅ 1721955 MLS

Welcome to 1700 Fernwood Avenue, a beautifully updated home in the heart of Louisville's highly sought-after Deer Park community in the Highlands. This charming residence seamlessly blends classic character with modern updates, offering 2 bedrooms, 2 full bathrooms, and just over 1,800 square feet of living space. The recently renovated kitchen serves as the centerpiece of the home, featuring updated finishes and ample space for cooking and entertaining. A spacious living room and formal dining room provide comfortable gathering spaces. Abundant natural light, high ceilings on the main level, and timeless architectural details create a warm and inviting atmosphere throughout. A bright and versatile sunroom offers the perfect space for a home office, reading nook, or flex room. A cozy bedroom and a full bathroom complete the main level. Upstairs, the private primary suite serves as a true retreat, complete with a beautifully renovated bathroom and an oversized walk-in closet. An additional bedroom and full bathroom provide comfortable accommodations for family or guests. The unfinished basement offers generous storage space for seasonal items and household essentials. Step outside and enjoy the lifestyle that makes the Highlands one of Louisville's most desirable neighborhoods. Located just minutes from local restaurants, coffee shops, parks, and unique boutiques, this home offers convenient access to some of the city's best amenities. The property also features a private backyard and additional storage in the detached garage space. Experience the perfect combination of historic charm, modern updates, and an exceptional location in one of Louisville's most vibrant and sought-after neighborhoods.

1700 Fernwood Ave, Louisville

2 Beds ⋅ 3 Baths ⋅ 1721817 MLS

Beautiful Highlands home full of charm, character, and flexible living space! This 2 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 a private bedroom with a half bath along with an adjoining bonus area that works beautifully as a sitting room, office, dressing room, or could function as a walk through bedroom setup depending on how a buyer wants to use the space. The basement adds even more versatility with a nicely sized den currently being used as a guest room, plus a full bath, workshop area, laundry, and an oversized closet. 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

2 Beds ⋅ 2 Baths ⋅ 1720449 MLS

Experience 1011 Rogers St, a residence arranged for everyday comfort and practicality. The kitchen includes an accent backsplash and all stainless steel appliances for efficient daily use. A walk in closet in the primary bedroom provides organized storage. An exterior deck connects to a fully fenced in backyard, completing the outdoor space. This property combines modern style with practical outdoor living.

1011 Rogers St, Louisville

4 Beds ⋅ 7 Baths ⋅ 1719658 MLS

Rare Italian-style residence designed by renowned architect Stratton Hammon. A grand foyer with dramatic winding staircase and picture-window views of the private rear garden sets the tone for this exceptional home. The first floor features a spacious living room with hardwood floors and marble fireplace, study with stunning paneling, formal dining room with original chandelier, sunroom, and a gourmet kitchen with oversized island, abundant prep space, beverage refrigerators, ice maker, and multiple dishwashers. Four bedrooms with en suite baths, including a spacious primary suite. Finished lower level includes a family room, gym, sauna, full bath, and bonus room. Enclosed rear yard with heated inground pool and automatic cover. Updated mechanicals,

2328 Village Dr, Louisville

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

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