Highland Real Estate

Highland Real Estate

Welcome to Highland, a charming and vibrant subdivision nestled in the heart of Louisville, Kentucky. Known for its rich history and eclectic character, Highland is a community that beautifully blends the old with the new, offering residents a unique living experience that is both inviting and invigorating.

Highland is renowned for its tree-lined streets, historic homes, and an array of local boutiques, cafes, and restaurants that create a lively atmosphere. As you stroll through the neighborhood, you’ll find an impressive mix of architectural styles, from classic Victorian mansions to modern townhomes, each adding to the area's distinctive charm. The sense of community is palpable, with friendly neighbors who take pride in their homes and surroundings.

One of Highland's standout features is its proximity to some of Louisville's best parks and recreational areas. Residents can enjoy a leisurely afternoon at nearby Cherokee Park, where scenic trails and lush landscapes invite outdoor enthusiasts to explore nature at its finest. Additionally, the area is known for its vibrant arts scene, with galleries and theaters that showcase local talent and creativity.

Families will appreciate the excellent schools and educational opportunities available in the area, making Highland an ideal place for raising children. With its convenient access to major highways and public transportation, commuting to downtown Louisville or other parts of the city is a breeze.

Whether you’re looking for a cozy home, a lively community, or a place to enjoy the best of Louisville living, Highland is a delightful choice that promises a fulfilling lifestyle in a picturesque setting. Come discover the charm of Highland—your new home awaits!

Newest Listings in Highland

1950 Roanoke Ave, Louisville
$399,900
4 Beds ⋅ 2 Baths ⋅ 1730041 MLS
All-brick Highlands home sold empty and as-is—ready for a full update. Original hardwoods throughout (refinish TBD), most windows recently replaced. First floor: living room with fireplace, formal dining, rear kitchen/laundry with back door, plus a back room with full bath. Upstairs bedroom connects to a rear room (Office or Large Closet or combine for huge bedroom). Unfinished attic has conversion potential. Unfinished walkout basement with dual access and second laundry. Rare 4-car detached garage with rear-street access. Strong value-add in 40205. The first floor is a classic Highlands layout. Entry opens to the living room and its small fireplace, then to a formal dining room. Kitchen and laundry sit at the rear with direct back-door access. The first-floor back room and full bath can work as a guest suite, office, or main-level living space. Upstairs, the connecting bedroom and rear room can stay as two rooms or open into one large suite. A full bath and hallway closet already serve this level. The attic is unfinished and non-conforming, but it is a clear conversion candidate for a playroom, studio, or extra living space. The basement is unfinished and viable. Dual access comes from a side-door stairwell and a rear walkout. Mechanicals, the water heater, and a second laundry hookup are already in place. The four-car detached garage with rear-street access is the standout asset in 40205. Update the interior, consider the attic and basement, and the finished product should be worth considerably more. Sold as-is. A gem in the rough near Bardstown Road dining, parks, and everyday Highlands walkability.

1950 Roanoke Ave, Louisville
404 Highland Church Rd, Paducah
$319,500
3 Beds ⋅ 2 Baths ⋅ 26026037 MLS
Located in the Highland area of Paducah, this 3 bedroom, 2 bathroom home offers 2,250 square feet of comfortable one-level living on a 0.46-acre lot. With large room sizes and several places to gather, the layout gives you plenty of space to spread out while still feeling connected. The main living area features hardwood floors and an electric fireplace, creating a warm and inviting space to relax at the end of the day. Just off the living area, the eat-in kitchen offers plenty of cabinetry, an island for extra prep and seating space, and an open flow that makes it easy to stay connected while cooking or entertaining. One of the best features of the home is the large sunroom which contains a gas log fireplace, where walls of natural light create a comfortable spot for morning coffee, reading, entertaining friends, or simply enjoying the view of the backyard. From there, step directly onto the deck for even more space to gather and enjoy time outdoors. All three bedrooms, two full bathrooms, and the utility room are conveniently located on the main level, making everyday living easy. An attached 2-car garage provides additional parking and storage, and the roof was replaced in 2022. With plenty of living space, a sunroom you'll actually want to spend time in, and a convenient Paducah location, this Highland area home offers a comfortable setting that's easy to enjoy both inside and out.

404 Highland Church Rd, Paducah
1844 Roanoke Ave, Louisville
$325,000
3 Beds ⋅ 2 Baths ⋅ 1726354 MLS
Freshly painted throughout and priced $35,000 below recent appraisal! Nestled in one of Louisville's most sought-after Highlands neighborhoods, this charming bungalow is being offered for just the second time in its history, blending timeless character with thoughtful updates. A welcoming covered front porch sets the tone, while the screened rear porch and adjoining deck provide the perfect place to relax and overlook the partially fenced backyard. Inside, you'll find original refinished hardwood floors and rich mahogany trim that showcase classic Craftsman-inspired character throughout the spacious living room, dining room, and first-floor bedrooms. The kitchen features tile flooring and convenient access to the upper level. The full bath retains its vintage appeal with original penny tile floors, subway tile surround, and an updated tiled shower. The entire second floor is dedicated to a private primary suite, complete with a door at the foot of the staircase, soaring vaulted ceilings, a generous bedroom, and an en suite bath. The unfinished lower level offers laundry, abundant storage, and outstanding potential for future finished living space. The lower level was just professionally waterproofed with a sump pump installed (9/2026). Just minutes from Cherokee Park, Bardstown Road, local dining, coffee shops, and neighborhood favorites, this home offers the perfect blend of historic charm, modern comfort, and an unbeatable Highlands lifestyle.

1844 Roanoke Ave, Louisville
1753 Shady Ln, Louisville
$415,000
4 Beds ⋅ 2 Baths ⋅ 1724975 MLS
Discover an exceptional opportunity in the highly sought-after 40205 zip code! This charming 4-bedroom, 2-bath home in the DeerPark neighborhood offers unmatched value—there's simply no other listing like it at this price. Featuring original windows, beautiful hardwood floors, and classic architectural details that capture the true Highlands spirit, this home also includes a garage and a fully fenced backyard for your convenience and privacy. Enjoy the vibrant local lifestyle with favorites like Kern's Korner Lakeside Swim Club, and Douglass Loop just minutes away. Indulge in Heine Brothers coffee, Graeter's ice cream, and Havana Rumba's flavors, or unwind at Shenanigan's. Immediate possession is available and we are ready to make this your new home.

1753 Shady Ln, Louisville
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