Highlands Real Estate

Highlands Real Estate

Welcome to Highlands, a captivating subdivision nestled in the heart of Kentucky, where charm and community spirit come together to create an idyllic living experience. This vibrant neighborhood is renowned for its picturesque tree-lined streets, friendly neighbors, and a strong sense of belonging that makes it a perfect place to call home.

Highlands offers a diverse selection of beautifully designed homes, ranging from quaint cottages to modern family residences, catering to various lifestyles and preferences. Each property is thoughtfully situated to maximize privacy while fostering a strong community atmosphere. Residents enjoy spacious yards, well-maintained parks, and recreational facilities that encourage outdoor activities and family gatherings.

One of the standout features of Highlands is its proximity to a myriad of amenities. Just a short drive away, you'll find an array of shopping centers, gourmet restaurants, and local boutiques that add convenience to daily life. The subdivision is also served by highly-rated schools, making it an ideal choice for families seeking quality education for their children.

Nature enthusiasts will appreciate the nearby parks and scenic trails, perfect for hiking, biking, or simply soaking in the natural beauty of Kentucky. The community hosts regular events and gatherings, fostering connections among neighbors and creating lasting friendships.

Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Highlands is a welcoming enclave that provides not just a house, but a true sense of home. Discover the charm and warmth of Highlands today—your perfect Kentucky retreat awaits!

Newest Listings in Highlands

$325,000
2 Beds ⋅ 3 Baths ⋅ 1726386 MLS
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.

927 Cherokee Rd Unit 6, Louisville
$295,000
2 Beds ⋅ 1 Baths ⋅ 1726164 MLS
Nestled in the heart of Louisville's vibrant Highlands neighborhood, this charming 2-bed, 1-bath home gives easy access to local dining, shops, and parks. Warm hardwood floors flow through the main living areas, leading to a beautifully remodeled kitchen (2021) featuring sleek GE appliances (stove is gas). Updates include a new roof (July 2026), furnace and air (~6 yrs), and water heater (~4 yrs). For added convenience washer/dryer hookups are on the 2nd floor and in the basement; both sets of washers and dryers stay with the home! The unfinished basement features interior/exterior access and exceptional storage potential. Rear alley access makes adding an off-street parking pad simple. The fenced backyard is perfect for entertaining.

1416 Rufer Ave, Louisville
$515,000
4 Beds ⋅ 3 Baths ⋅ 1725750 MLS
Please see agent notes *Open House 8/16 from 2p-4p!* Luxury, convenience, and thoughtful design ALL in this completely renovated home, featuring a stunning FIRST FLOOR PRIMARY and an exceptional custom kitchen. The spacious primary suite offers an oversized closet with built-ins, spa-inspired bathroom with beautiful extra large shower, and private water closet, creating a true sanctuary on the main level. At the heart of the home, the custom chef's kitchen is designed to impress, featuring a striking quartz waterfall island, custom cabinetry, updated appliances (hardly used), and beautifully integrated and motion activated accent lighting. The open living and dining spaces provide an inviting space for both everyday living and entertaining. Original oak hardwood floors have been meticulously refinished throughout, with new matching hardwoods added on the main level for a seamless, elevated finish. All bathrooms have been completely remodeled with custom vanities, new plumbing, incredible tile work, and updated fixtures. The renovation goes beyond cosmetic updates, with new drywall, electrical, insulation, lighting, outlets, switches, plumbing improvements, custom closet systems, and motorized blinds. The basement offers additional flexible space and features durable epoxy flooring. Every element of this home has been thoughtfully considered to create a sophisticated, move-in-ready residence with high-end finishes and modern functionality in an incredible Highlands location. Large, fully fenced backyard provides opportunities to entertain outdoors - Large carport for covered parking. A rare opportunity to enjoy a truly comprehensive renovation where every detail matters. Schedule your private showing for this move in ready home today!

1608 Dunbarton Wynde, Louisville
$375,000
3 Beds ⋅ 2 Baths ⋅ 1725292 MLS
Discover the charm of Highlands living in this character-filled home with an unbeatable location. A welcoming foyer leads into the inviting living room featuring a fireplace, while the dining room flows seamlessly into the open kitchen. The spacious family room with a second fireplace offers the perfect place to relax or entertain, and a dedicated office, full bath, and laundry complete the main level. Upstairs, you'll find the primary bedroom, two additional bedrooms, and a full bath. Outside, enjoy the convenience of a two-car off-street parking pad. This home also features a home generator!

1314 Bellwood Ave, Louisville
$999,500
6 Beds ⋅ 6 Baths ⋅ 1725074 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
$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
$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
$325,000
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
$289,900
3 Beds ⋅ 2 Baths ⋅ 26014540 MLS
This 3 Bedroom 2 Bathroom home is located in the Heart of The Bourbon Trail just across the Street from Buffalo Trace!! Enter into the Foyer, notice the Hardwood flooring throughout, and to your Left is a Large Family Room with passthrough access to a wonderful formal dining area with a built-in bookcase! Continue on into The Kitchen with ample counter space, storage and you can pull up a seat at the convenient peninsula!! The Kitchen is open to The Great room with a brick fireplace just begging for holiday decorations! Down the hall you will come to the first Full Bathroom and across from that is a bedroom with a walk-in closet and Washer and Dryer hookups!!! Further down the hall is the second spacious bedroom with a deep closet and plenty of natural lighting!! Across from that is the Primary Bedroom boasting a walk-in closet and ensuite full bathroom. Going back to the Great Room and down into the Basement that runs nearly the length of the main floor!!! Half of the space is Finished with Hardwood floors just like the main level and can be used in any number of ways! Also, in the basement, just to the right of the bottom of the stairs is a perfect Storage room with Another Washer and Dryer hookup and tons of space!! From the basement you can either go into the awesome 2 car garage with even more storage options and faces away from the front of the house!! Or, you can exit the basement and walk out to the massive Privacy Fenced in Backyard with an established garden bed, 2 Raised Garden Beds, Apple Tree, Raspberry bushes and producing Grape Vines!!! Head up to the Deck where you can lounge any time with it's built on, roll down shades to mitigate the sun!! Now as you exit the Home and head down The sidewalk There you will see The beautifully matured Japanese Maple, the huge driveway and a large open lot between the houses that is also included with the sale of the home!!! Take the opportunity to snag this gem of a home to turn into your personal Bourbon Trail oasis!!

70 Reilly Rd, Frankfort
$288,000
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
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