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$349,900
3 Beds 3 Baths 1728710 MLS
Completely renovated and move in ready, this unique property offers flexibility, functionality, and plenty of possibilities! Currently built out as a residential property while carrying C1 zoning, the home features 3 bedrooms, 3 full bathrooms, and 1,471 square feet of finished living space. The finished basement includes a separate studio apartment with its own kitchen and full bathroom, creating a versatile space for guests, extended living, or additional use. Outside, you'll find an attached garage plus two separate parking areas, offering an impressive amount of off street parking. An unfinished attic provides even more opportunity, with the potential to be finished for additional usable space. Situated on a corner lot in the Audubon area, this fully updated property combines a fresh interior with a flexible layout and unique zoning that open the door to plenty of possibilities.

801 Reading Rd, Louisville

$1,395,000
4 Beds 5 Baths 1728499 MLS
Welcome to this exceptional two-story estate situated on 1.7 private acres in one of Louisville's most sought-after locations. This remarkable home seamlessly blends timeless historic character with thoughtfully designed modern updates. From elegant entertaining spaces to luxurious everyday living, every detail has been carefully curated while preserving the home's original charm and architectural elegance. A welcoming covered front porch sets the stage for the home's impressive interior. Inside, the grand foyer showcases the stunning front staircase and opens to a formal sitting room, creating an elegant first impression. The fully remodeled kitchen is designed for both everyday living and entertaining, featuring an oversized center island with island seating, a six-burner gas cooktop, double dishwashers, an Advantium oven, abundant custom cabinetry, and a dedicated pantry cabinet with convenient roll-out drawers. Just beyond the kitchen, a well-appointed wet bar offers additional cabinetry, an ice maker, beverage refrigerator, wine storage, and generous prep space for hosting. The kitchen flows seamlessly into the expansive living room, where a striking double-sided gas fireplace serves as the focal point. Custom built-in shelving and cabinetry add both character and functionality, while an abundance of windows fills the space with natural light. Adjacent to the family room, an inviting sitting area features a dedicated bourbon bar, creating a sophisticated setting for entertaining and relaxed gatherings. Just off the kitchen and bourbon bar area, a quaint patio provides an inviting setting for morning coffee, evening cocktails, or simply enjoying the property's beautiful tulip tree. The formal dining room is generously sized to accommodate large gatherings and holiday celebrations and is enhanced by beautiful built-in cabinetry. A full bathroom is conveniently located on the main level. Along the rear of the home, the sunroom is lined with walls of windows overlooking the in-ground pool and expansive deck, filling the home with natural light while offering picturesque views of the backyard. A secondary staircase provides convenient access to the second level. Completing the main level is a spacious mudroom and laundry room located just off the attached garage. Designed with everyday functionality in mind, this space features extensive cabinetry, shelving, a laundry area, and a convenient powder room. Upstairs, the luxurious primary suite serves as a private retreat featuring a beautifully renovated ensuite bathroom with heated floors, a dual-sink vanity, separate makeup vanity, and a spacious walk-in closet with custom built-in organization. Three additional bedrooms complete the second level, including a secondary primary suite with its own private ensuite bathroom. One of the bedrooms offers direct access to a covered second-story porch and also serves as an ideal home office. A versatile loft area provides additional flex space for a reading nook, study area, or sitting room. The finished lower level expands the home's living space with a large open recreation and family room offering endless possibilities for entertaining, movie nights, a game room, fitness area, or additional lounge space. Multiple gathering areas provide flexibility to accommodate a variety of lifestyles, while the unfinished storage room offers abundant, easily accessible space for seasonal items, hobbies, and organization. The outdoor living spaces are equally impressive, creating a private retreat with multiple areas for entertaining, recreation, and relaxation. Just beyond the sunroom, the heated in-ground pool serves as the centerpiece of the backyard and is complemented by a newer pool cover, pump, and sand filter system. An expansive deck provides ample space for outdoor dining and gatherings, while the potting shed, complete with plumbing and electricity, offers additional functionality and storage. The impressive grounds provide abundant space for outdoor recreation and enjoyment, complete with a charming treehouse behind the property. Tucked away on the opposite side of the property, the gazebo offers an opportunity to refresh an additional outdoor gathering space. An attached two-car garage completes the property with convenient everyday access and additional storage. Perched above Newburg Road on approximately 1.7 acres, the home feels like a secluded retreat while remaining just minutes from Cherokee Park, Seneca Park, Joe Creason Park, the Louisville Zoo, the shops and restaurants along Bardstown Road, downtown Louisville, and major expressways. Opportunities to own an estate of this caliber with this much land in such a central Louisville location are exceptionally rare.

2900 Newburg Rd, Louisville

$515,000
3 Beds 3 Baths 1728203 MLS
Welcome to 1915 Overlook Terrace, a distinctive and well maintained home tucked away in a private setting in the heart of Louisville's desirable Highlands. Offering approximately 2,800 square feet of versatile living space, this unique three-level home combines character, functionality, and an exceptional location just minutes from Douglass Loop, Bardstown Rd, restaurants, shopping, parks, and neighborhood amenities. The inviting main level features an open flow between the living, dining, and kitchen areas, with new luxury vinyl plank flooring throughout the first level. The kitchen offers granite countertops, an island with bar seating, and updated appliances, including a new dishwasher. A spacious sunroom with vaulted ceilings provides additional flexible living space perfect perfect for relaxing, entertaining, working from home, or gathering with family. The primary suite offers vaulted ceilings and a private retreat-like feel, with French doors leading to an adjoining sitting room or nursery. The lower level provides additional finished space with endless possibilities for a media room, home gym, recreation area, office, or guest space. Recent improvements provide both peace of mind and fresh curb appeal. Cedar siding has been replaced where needed, and the exterior, garage, studio, and privacy fence have all been freshly painted. The front parking area features new asphalt, while a new sump pump has been installed. The studio also features a new subfloor, creating an excellent opportunity for a home office, workshop, creative space, or private retreat. The air conditioner has been professionally tuned for continued comfort. Outside, enjoy the privacy of the fenced yard, complete with a patio and pergola—an ideal setting for outdoor dining, entertaining, or relaxing. The one-car detached garage and adjoining studio add even more versatility and storage. The location is hard to beat. Enjoy the best of Highlands living while being tucked away from the hustle and bustle. With convenient access to Douglass Loop, Bardstown Road, parks, restaurants, coffee shops, boutiques, and major roadways, this home offers the perfect balance of privacy and accessibility. 1915 Overlook Terrace is a home with personality, flexible spaces, thoughtful updates, and a location that puts the best of Louisville right outside your door. Come see what makes this Highlands property truly special.

1915 Overlook Terrace, Louisville

$425,000
3 Beds 3 Baths 1728073 MLS
Welcome to 3104 Eagle Pass, where classic Audubon Park charm meets modern updates in one of Louisville's most desirable central locations. This beautifully renovated 3-bedroom, 2.5-bath home offers 1,548 square feet above grade plus an additional 822 finished square feet in the basement, providing over 2,300 square feet of functional living space. Inside, you'll find gorgeous hardwood floors, an updated kitchen featuring a stylish tile backsplash and newer appliances, and thoughtful renovations completed within the last four years. The finished basement creates the perfect second living area, media room, playroom, or entertaining space, and also includes a dedicated laundry room. Step outside to enjoy the covered deck overlooking the fully fenced backyard—ideal for relaxing, hosting friends, or letting pets play. A one-car garage and attached carport provide plenty of covered parking and additional storage. Located in the heart of Audubon Park, you'll love being just minutes from Germantown, the Highlands, Downtown Louisville, major highways, shopping, dining, parks, and everything the city has to offer. This move-in ready home combines modern updates, flexible living space, and an unbeatable location—don't miss your opportunity to make it yours!

3104 Eagle Pass, Louisville

$950,000
5 Beds 5 Baths 1727569 MLS
For the first time ever, 1138 Rostrevor Circle is available—a striking mid-century modern walkout ranch offering more than 4,000 finished square feet of thoughtfully designed living space. Five bedrooms and 4 and a half baths flow effortlessly through an open floor plan defined by clean architectural lines, timeless character, and exceptional attention to detail. Outside, an expansive deck with a fire pit and fountain overlooks mature trees, creating a private and tranquil retreat. The walkout lower level is designed for effortless entertaining, featuring a dramatic creek-stone fireplace, wet bar, and billiard area—an inviting space for gathering with family and friends. Meticulously cared for by its original owners, this exceptional home features a whole-house generator installed in 2022, a roof replaced in 2020, both water heaters replaced in June 2026, and both HVAC systems replaced in 2024. A rare opportunity to own a truly distinctive mid-century modern home in a coveted location.

1138 Rostrevor Cir, Louisville

$2,995,000
4 Beds 7 Baths 1727185 MLS
Featuring brand-new architectural renderings to inspire a new vision for the property, Casselberry Ct offers the rare opportunity to own a piece of Louisville's storied history- thoughtfully priced to provide the next owner with ample room for a substantial construction budget to complete and customize this remarkable estate to their exact specifications. Set within a private, gated enclave of distinguished luxury homes in the historic Highlands district and adjacent to Cherokee Park, the Cold Spring estate stands poised for new stewards to write its next chapter. Built in 1867 by the distinguished Speed family, this historic home is nestled on 3.5 + serene, rolling acres, offering a unique blend of privacy, prestige, and proximity to one of Louisville's most cherished green spaces. The in-progress renovation presents a rare opportunity to bring a fully personalized vision to life, transforming this timeless property into a seamless blend of classic charm and contemporary luxury. The elegant main house retains many of its original features and architectural details, including 12-foot ceilings, carved wood and marble mantles, and a graceful turned staircase—all awaiting restoration to their former splendor. Expertly brought into the 21st century, the home has been outfitted with all-new electrical and plumbing systems, new Zeluck windows, a roof, insulation, state-of-the-art geothermal heating and cooling, and a complete fire sprinkler system. A striking addition on the main floor showcases a custom curved-glass curtain wall encasing a poured concrete rotunda—an exceptional space for entertaining or a tranquil solarium to bask in the surrounding natural beauty. An elevator shaft has been framed, extending from the lower level to the second floor. In total, the main house offers approximately 10,305 square feet of space on the first and second floors, with another 2,700 square feet in the lower level, presently designed for a bar, media room/theater, and living area. Outside, the estate is adorned with mature gardens, elegant ponds, fountains, and acres of tree-lined grounds. Architectural and engineering drawings are available, detailing the main house, as well as site utilities and grounds. With the most labor-intensive and infrastructure-focused phases already complete, the estate now offers an exceptional opportunity to direct resources toward the final, design-driven stages—allowing for elevated finishes, bespoke detailing, and a truly customized end result that reflects both personal taste and long-term value. Cold Spring estate presents a one-of-a-kind opportunity to carry a piece of Louisville's rich past into the future, offering private grounds in the heart of town, historic allure, and modernized infrastructure. Don't miss this chance to make the Cold Spring estate your own—schedule a private showing today and envision the possibilities.

2360 Casselberry Ct, 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

$479,000
3 Beds 3 Baths 1726350 MLS
Beautiful curb appeal, mature landscaping, and a welcoming front porch introduce this meticulously updated and maintained home in sought-after Strathmoor. Filled with natural light, the comfortable floor plan blends historic charm with thoughtful modern updates for easy living in a highly desirable Strathmoor location. The main level features a spacious living room with beautiful hardwood floors, an inviting dining room open to the remodeled kitchen, and a versatile office/study addition off the living room, currently used as a playroom. Upstairs, the generous primary bedroom offers custom built-in closets, along with two additional bedrooms and a remodeled hall bath. The finished lower level adds exceptional flexibility, with an exterior entrance, family room with built-ins, large laundry area with custom cabinetry, expansive full bath with glass shower and dual sink vanity, and an additional room ideal for guests, an office, or workout space. Outdoors, a private side patio with an outdoor fireplace creates a charming setting for relaxing or entertaining. A concrete driveway with turnaround provides convenient parking, while a driveway entrance from Whittier Avenue could be added for future use. A wonderful blend of character, comfort, and modern updates, this inviting home offers a lifestyle that is both easy and connected to everything the neighborhood has to offer.

2609 Whittier Ave, Louisville

$359,900
3 Beds 2 Baths 1726148 MLS
Welcome home to 2311 Tyler Lane! This beautifully maintained, fully brick home offers 3 bedrooms, 2 full baths, a finished walk-out lower level, and an attached 2-car garage in a highly desirable Highlands location. A spacious front porch welcomes you into the home and provides the perfect spot for a pair of relaxing chairs. Recent updates include a new kitchen sink, fresh interior paint, new lighting in the foyer, bathrooms, and exterior. Replacement windows provide added comfort and efficiency, while two of the three bedrooms feature custom closet organizers. Stainless steel kitchen appliances remain. The completely finished lower level adds valuable living space and includes a fireplace and second full bath. Use it as a family room, game room, exercise space, home office, or whatever best fits your lifestyle. Outside, this home truly shines. The double-wide driveway is a rare and convenient feature, offering easy parking without the hassle of constantly moving vehicles. The spacious, flat, fenced backyard is ready for summer fun, whether you're dreaming of a pool, playing cornhole, relaxing in the sun, or all of the above. A huge patio provides plenty of room for an outdoor kitchen, hot tub, dining area, and entertaining. The freshly stained covered deck is the perfect place to enjoy your morning coffee or unwind with an evening beverage. All of this in a terrific Highlands location just off Bardstown Road, convenient to the Watterson Expressway, parks, shopping, dining, and entertainment. With its combination of updates, flexible living space, rare parking, garage, walk-out finished basement, and fantastic outdoor areas, 2311 Tyler Lane is ready to welcome you home!

2311 Tyler Ln, Louisville

$1,595,000
4 Beds 2 Baths 1725994 MLS
POTENTIAL AIRBNB/HOME CONVERSION C2 zoned (no CUP required) and strategically positioned at the highly visible corner of Bardstown Road and Windsor Place, this exceptional property offers the ideal combination of prominent frontage along one of Louisville's most active commercial corridors and the charm of a quiet, tree-lined Highlands neighborhood. The meticulously maintained building encompasses more than 5,100 square feet of space and has been owner-occupied, reflecting an exceptional level of care and pride of ownership. Rich in historic character while thoughtfully updated with modern conveniences, attractive landscaping, strong curb appeal. With flexible C-2 zoning, the property allows for short term rental without requiring a CUP. Its highly walkable location provides immediate access to the Highlands' renowned restaurants, retail, and neighborhood amenities, while convenient parking and ingress from the quiet residential side street create an exceptional experience. Other features include a first floor decorative fireplace, 50KW generator, 5 HVAC zoned units, and a landscaping irrigation system.

1833 Windsor Pl, Louisville

$775,000
3 Beds 5 Baths 1725380 MLS
Welcome to this prestigious Lakeside Swim Club proximity home located conveniently in the highlands neighborhood. With over 3,000 square feet of living space, this home gained a huge first floor addition in 2015 that gave it the functionality it needed including a high end kitchen, a massive first floor Primary bedroom suite, and a vibrant sunroom. The upstairs boasts two additional large bedrooms with two additional full bathrooms and walk-in closets. In the basement you will find additional entertainment space, another office/flex room, and a large laundry/craft room. Out back you will find a covered deck and an uncovered deck both with trex decking and perfect for entertaining a large number of guests. In addition, a massive two and half car garage has been added with a second floor loft area ideal for storage. Loads of upgrades include new solar panels, two new HVAC systems, a direct vent gas fireplace, a koi pond, and a fully fenced backyard with an electric swing gate entrance.

2117 Eastview Ave, Louisville

$435,000
4 Beds 2 Baths 1724272 MLS
Welcome home to this lovingly maintained 4-bedroom, 2-bath home in an unbeatable location! What a gem! Conveniently situated just moments from the expressway, you'll enjoy quick access for commuting while appreciating the surprisingly peaceful setting with virtually no road noise. Close to great schools, Douglas Loop and other fun Highland amenities. Filled with abundant natural light, this inviting home features a new roof and has been meticulously cared for throughout. Step outside to a private backyard that's perfect for relaxing, entertaining, or enjoying quiet evenings. Located on a desirable cul-de-sac, this home also overlooks a beautiful green space that will never be developed, providing picturesque, park-like views and added privacy. Bonus detached Tuff Shed *See supplement* Bonus detached Tuff Shed offers endless possibilities for storage, a workshop, a playhouse or creative retreat! This is a rare opportunity to own a home that combines a premium location with tranquility and pride of ownership in one exceptional package.

1707 Calder Ct, Louisville

$489,500
4 Beds 2 Baths 1723557 MLS
Beautifully renovated 4-bedroom, 2-bath brick home blending timeless character with modern updates. Thoughtfully redesigned with an open-concept floor plan, this move-in-ready home features a desirable first-floor bedroom and full bath—ideal for guests, multi-generational living, or a home office. Major improvements include dual HVAC systems, a fully waterproofed finished basement, refinished hardwood floors, updated bathrooms, all-new appliances, recessed lighting, fresh paint throughout, new fixtures, ceiling fans, and blinds. The finished lower level offers a dedicated movie and entertainment room, generous storage, and a separate laundry area. Outside, enjoy a fenced backyard, mature landscaping, a covered carport, and storage shed in a peaceful, park-like setting just minutes from parks, golf, shopping, dining, and excellent schools. Thoughtfully renovated from top to bottom, this home offers exceptional quality, timeless style, and modern functionality. An outstanding opportunity to own a beautifully updated Highlands home that delivers remarkable value and is truly move-in ready. Schedule your private showing today.

2332 Brighton Dr, Louisville

$339,000
2 Beds 2 Baths 1722560 MLS
Welcome to 2020 Emerson Avenue, where charm, style, and an unbeatable location come together in the heart of Louisville's Highlands. Just moments from Lakeside Swim Club and within walking distance of the restaurants, boutiques, coffee shops, and nightlife along Bardstown Road, this home offers the best of Highlands living. With quick access to the interstate, you'll also enjoy an easy commute anywhere in the city. This classic Cape Cod features approximately 1,600 square feet of thoughtfully designed living space with a fresh, modern aesthetic that complements its timeless character. The newly renovated basement creates a versatile second living area—perfect for a media room, home office, gym, or guest retreat—giving you two separate living spaces to fit your lifestyle. Outside, you'll appreciate the spacious, fully fenced backyard, ideal for entertaining, pets, or relaxing evenings at home. Off-street parking adds everyday convenience, a highly sought-after feature in the Highlands. With its charming appeal, flexible floor plan, modern updates, and one of Louisville's most desirable locations, 2020 Emerson Avenue truly checks every box. This Highlands gem is ready to welcome you home.

2020 Emerson Ave, Louisville

$355,000
2 Beds 3 Baths 1721022 MLS
Welcome to this beautifully maintained ranch-style home in an incredible Upper Highlands location, just under a mile from the Gardiner Lane Shopping Center and everything Bardstown Road has to offer! This charming home features 2 bedrooms on main level, 3 full bathrooms, and a finished basement with a versatile third room perfect for a home office, guest suite, or additional sleeping quarters without an egress window. From the moment you arrive, you'll notice the fantastic curb appeal with painted brick, lush professional landscaping, and meticulous attention to detail throughout. Inside, original hardwood floors, fresh updated paint, and an updated kitchen create a warm and inviting atmosphere, The spacious primary suite is a rare find for the area, offering its own private office or sitting area, a large walk-in closet, converted and expanded from another bedroom and a full en suite bath. The cozy living room is anchored by a fireplace and oversized picture window, making it the perfect place to relax or gather. The finished basement adds incredible flexibility with newer carpet, a brick wall fireplace, a full bathroom, and plenty of unfinished storage space. Step outside and enjoy your own private backyard retreat featuring both a covered patio and an uncovered patio with a sitting wall, ideal for entertaining family and friends. The fully fenced yard is beautifully landscaped and offers both privacy and serenity. Additional highlights include insulated fiberglass windows and an oversized attached garage with extra depth and high ceilings, providing excellent storage and workspace. Conveniently located near parks, interstates, shopping, dining, nightlife, and all the amenities of the Highlands, this cozy home offers the perfect blend of charm, functionality, and location.

3123 Sunny Ln, Louisville

$319,000
2 Beds 3 Baths 1719655 MLS
You have found it- a Highlands condo with a basement that is steps away from Cherokee park and all of the great shops and restaurants of Bardstown Rd! This spacious and updated 2 bedroom, 2.5 bath condo sits at the end of Everett Ave and is nestled behind the 1400 Willow building. Step into this first floor unit to be greeted by an open and inviting living room with gorgeous hardwood floors. Flow easily from the dining area to the spacious and functional kitchen with granite countertops, stainless steel appliances (including new induction cooktop!), and tons of cabinet and countertop space. Follow the hallway to the beautifully updated hallway full bath, a roomy bedroom, and finally a primary bedroom with updated ensuite bathroom. The finished basement is perfect for an extra living room, office, craft room, or workout space as it has closet space and a half bath! As if that is not enough, this unit also has a two-car lower level garage, unfinished basement area with laundry hookups, additional secure storage, and a large outdoor community terrace. With low monthly maintenance this truly a fabulous find in a highly sought after location. Schedule your private showing today!

1429 Everett Ave Unit 2, Louisville

$615,000
3 Beds 4 Baths 1712372 MLS
Back on the Market at No Fault of the Seller — Turnkey Highlands Investment with OR-3 Zoning Income-producing property in the heart of the Highlands, currently operating as a successful short-term rental with professional third-party management in place. Flexible OR-3 zoning allows continued STR use, office space, live/work, or single-family residence. Layout includes 3 bedrooms, 3.5 baths, seven private rooms ideal for offices or guest suites, multiple common areas, a large central conference/dining space, and two full kitchens. Major updates done: brand-new roof and several new windows within the last year. Minutes from Bardstown Road. Turnkey Louisville investment with location, condition, and zoning flexibility — schedule your showing today! Property is currently operating as an active short-term rental under professional third-party property management; management contract details and income history available to qualified buyers upon request. Recent capital improvements include a brand-new roof (installed 2026 while under previous contract) and multiple new windows replaced within the past year. OR-3 (Office/Residential) zoning permits a wide range of uses including office, professional services, multi-family, and residential — buyer to verify intended use with Louisville Metro Planning & Design. Two full kitchens and seven private rooms make the property well suited for conversion or continued rental operation. Property is being sold as-is. Please allow advance notice for showings to accommodate active STR guest bookings; contact listing agent to schedule.

703 Rubel 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