3 - Brownsboro Rd / Crescent Hill / St Matthews Real Estate

3 - Brownsboro Rd / Crescent Hill / St Matthews Real Estate

Welcome to the vibrant and charming region of Brownsboro Road, Crescent Hill, and St. Matthews in Louisville, KY. Nestled in Jefferson County, this area offers a perfect blend of urban convenience and suburban tranquility.

Brownsboro Road is a bustling thoroughfare lined with a mix of local shops, restaurants, and businesses, making it a hub of activity for residents and visitors alike. Crescent Hill, known for its tree-lined streets and historic homes, exudes a quaint and cozy atmosphere. St. Matthews, on the other hand, boasts a more modern vibe with its upscale shopping centers and contemporary dining options.

Residents of this region enjoy easy access to a variety of amenities, including parks, schools, and healthcare facilities. The proximity to downtown Louisville ensures that cultural attractions, entertainment venues, and employment opportunities are just a short drive away.

Whether you're strolling along Brownsboro Road, exploring the charming streets of Crescent Hill, or shopping in St. Matthews, this region has something for everyone. With its diverse housing options, excellent schools, and strong sense of community, Brownsboro Road, Crescent Hill, and St. Matthews are truly special places to call home in the heart of Louisville.

Newest Listings in 3 - Brownsboro Rd / Crescent Hill / St Matthews

3 Beds ⋅ 2 Baths ⋅ 1728942 MLS

Selling AS-IS — calling all investors and first-time homebuyers! This St. Matthews cottage in Chenoweth Place offers fantastic potential, situated on a prime street just steps from local shops and dining. The eye-catching brick exterior features a steep, arched gable roofline over a covered front entry, delivering classic curb appeal and strong bones. Inside, you'll find 3 bedrooms, 1 full bath, an enclosed Florida room, and a partially finished basement. Outdoors, enjoy a 0.16-acre lot with mature trees, a private patio, and a detached carport. Priced for needed updates, this is a prime opportunity for a cash buyer or anyone utilizing a renovation loan to bring their vision to life.

3928 Kennison Ave, Louisville

4 Beds ⋅ 3 Baths ⋅ 1728919 MLS

BUYERS INCENTIVE of $25,000.00 OFFERED TO BE USED FOR RATE BUY DOWN, REDUCED PURCHASE PRICE OR BUYERS CLOSING COSTS AND PRE-PAIDS, YOUR CHOICE! Nestled in Cherokee Gardens, this timeless four-bedroom residence is rich in character and meticulously maintained. This is a rare opportunity to own a distinguished home in one of Louisville's most desirable neighborhoods. The welcoming foyer opens to beautifully preserved hardwood floors that flow throughout the main level. An inviting living room, anchored by a gas fireplace and custom built-ins, provides an elegant yet comfortable space and opens seamlessly to the formal dining room, creating an ideal setting for entertaining. Charming Dutch doors lead to both the kitchen and the sun-filled breakfast room, where the built-in cabinetry adds warmth and character. The kitchen boasts a Viking range, custom cherry cabinetry providing abundant storage and timeless appeal. A versatile den with built-ins provides the perfect space for a home office, library, or cozy family room and offers direct access to the outdoor living areas. Completing the main level is a powder room and access to the attached two-car garage. The second level features a spacious primary suite filled with natural light, hardwood floors, dual closets, and an updated en suite bath providing a rare combination of charm and modern comfort seldom found in homes of this vintage. Three additional generously sized bedrooms share a full bath that honors the home's original character. A charming landing with original built-in cabinetry and bookshelves further enhances the home's timeless appeal. Designed for both entertaining and quiet enjoyment, the outdoor spaces are a true highlight. The covered deck overlooks a fully fenced backyard featuring tiered gardens, mature landscaping, and multiple brick and stone patios that create a private, park-like setting. The unfinished walkout basement offers storage and unlimited potential to create additional customized living space with direct access to the backyard. Offering enduring craftsmanship, exceptional outdoor living, and an unbeatable Cherokee Gardens location, this remarkable home is ready for its next chapter.

602 Sunset Rd, Louisville

2 Beds ⋅ 1 Baths ⋅ 1728857 MLS

Welcome to this charming and affordable home in desirable Clifton Heights neighborhood! From the moment you arrive, you love the inviting wrap around front porch surrounded by beautiful perennial landscaping. Inside, this spacious shotgun style home offers a large kitchen, comfortable living space, and a bright sunroom that provides the perfect spot to relax and enjoy the natural light. The fenced backyard offers plenty of space for gardening, entertaining or simply enjoying the outdoors. A large garage, additional garden garage, and carport provide an abundance of parking and storage options that are hard-to-find features in this area. With its character, functionality, outdoor space, and convenient Clifton Heights location, this home has so much to offer. Don't miss the opportunity to make it yours!

279 Thompson Ave, Louisville

3 Beds ⋅ 3 Baths ⋅ 1728858 MLS

Charming 3-bedroom, 2.5-bath patio home in a highly convenient Brownsboro Road location! This well-maintained home features an updated eat-in kitchen with modern finishes, that is perfect for everyday living. The spacious first-floor primary suite offers comfort and privacy, while ample closet space and large adjoining updated full bath. Enjoy the spacious open great room and dining area with tray ceiling, complete with a cozy fireplace—ideal for gatherings or relaxing evenings at home. Attached 2 car garage. Low-maintenance living in a desirable area close to shopping, dining, and more! **Greatroom has just been painted a neutral color.** If buyer prefers laundry to be on the 1st floor, we have an estimate for moving the plumbing for less than $3000.

5943 Ashwood Bluff Dr, Louisville

3 Beds ⋅ 2 Baths ⋅ 1728856 MLS

Classic Charm Meets Modern Living in the Heart of Crescent Hill / Clifton. Step back in time while enjoying all the comforts of today in this beautiful, historic single-family home. Perfectly situated in one of Louisville's most vibrant and pedestrian-friendly pockets near Crescent Hill and Clifton Heights, this property seamlessly blends vintage architectural character with modern convenience. Boasting a generous 1,618 square feet of finished living space, this home offers plenty of room to stretch out and make this house your home. The home features a highly functional configuration of 3 bedrooms and 2 full bathrooms. Situated on a large, beautifully manicured almost 8,000 sqft lot, providing an exceptional amount of outdoor space for gardening, entertaining, or simply relaxing on the spacious deck around the refreshing pool. From the moment you arrive, you will love the classic architecture highlighted by a welcoming covered front porch and an inviting detached walkway leading up to the entrance. Location, Location, Location! Nestled in the highly desirable 40206 zip code, this property places you just minutes from the boutique shopping, local dining, and vibrant nightlife that defines the area. It's a fantastic opportunity to own a piece of historic charm in a highly competitive seller's market. Don't miss out on this Crescent Hill area gem—schedule your private tour today!

315 Belvar Ave, Louisville

3 Beds ⋅ 3 Baths ⋅ 1728832 MLS

Storybook Cotswold charm meets sophisticated European design in this distinctive 1922 stone cottage, featured in a 2012 issue of Louisville Magazine. Beautifully positioned on an almost half-acre corner lot, the property offers convenient access and ample parking for friends and family, while a generous portion of the backyard is fenced. Gas lanterns flanking the front door provide a warm and welcoming first impression. Inside, beautiful hardwood floors, abundant natural light and exceptional design details complement a fabulous, livable floor plan. Gracious living and dining rooms greet you upon entry, while a light-filled garden room with arched windows adds architectural interest. The family room opens to the eat-in kitchen featuring a Wolf range, Miele Speed Oven,, Sub-Zero beverage refrigerator and LG refrigerator with cocktail and mini-ice capabilities. Upstairs are three spacious bedrooms, two with custom-fitted closets, convenient second-floor laundry and an incredible primary bath featuring luxury Lefroy Brooks fixtures, heated towel racks, a Duravit bidet and distinctive octagonal commode. A dedicated home office adds flexibility, while the large unfinished basement provides excellent storage and future possibilities. The heated and cooled third floor offers additional non-conforming square footage—ideal for extra sleeping accommodations, a playroom, studio or flexible bonus space. With high-end finishes, thoughtful custom details and the unmistakable influence of an owner with an exceptional design eye and European flair, this is a truly special home filled with character at every turn.

3101 Brownsboro Rd, Louisville

3 Beds ⋅ 3 Baths ⋅ 1728795 MLS

VACANT AND SHOWING BEAUTIFULLY...107 Cornell Place offers a rare blend of historic charm, thoughtful updates, and remarkable versatility in the heart of Saint Matthews. Originally built in 1885, this distinctive residence is filled with character, including original hardwood floors, stained-glass windows, classic transoms, crown molding, and beautifully preserved architectural details. The main level features generous living and dining spaces, an updated kitchen, and a desirable first-floor primary suite. Upstairs, the flexible second level offers its own private entrance, separate utility meters, full kitchen, living area, bedroom, full bath, and additional flex room with closet—ideal for guests, multi-generational living, a private office, extended living space, or potential income-producing use. Outside, a professionally designed backyard creates a charming garden retreat with native landscaping and seasonal beauty. A detached two-car garage with rear alley access adds valuable parking and storage. Just moments from Frankfort Avenue and Lexington Road, enjoy exceptional access to favorite restaurants, coffee shops, boutiques, parks, and everything that makes St. Matthews so desirable. Recently improved, beautifully vacant, and ready for its next owner, this is a truly special opportunity to own a home with history, flexibility, and an unbeatable location.

107 Cornell Pl, Louisville

3 Beds ⋅ 2 Baths ⋅ 1728731 MLS

This beautifully updated three bedroom two full bathroom cape cod perfectly blends timeless charm and modern living. Original architectural details, including graceful archways, crown moldings and stunning inlaid hardwood floors, add character and warmth throughout. The inviting main level offers comfortable living spaces and a natural flow along with a vaulted living room open to the dining room . The second floor primary suite was remodeled in August 2026 and is to be enjoyed by the new owner. HVAC was replaced June 2026. The finished basement was remodeled in 2023 and provides valuable additional space for a family room, office and laundry room. Enjoy morning coffee or evenings on the charming front porch or back patio overlooking the well manicured backyard with your very own fire pit. Thoughtfully updated while preserving the character that makes this home special, 421 Wendover is a true gem in a wonderful and convenient location.

421 Wendover Ave, Louisville

2 Beds ⋅ 1 Baths ⋅ 1728726 MLS

Great opportunity in Crescent Hill. Second-floor unit in Riedlonn with a fully renovated bath and new appliances including gas stove in the Kitchen. Hardwood floors span the living and dining areas, with fresh paint throughout. Two bedrooms, one bath, a dedicated garage parking spot, additional storage and laundry in the basement, and a small deck out back. This unit is loaded with natural light! The building is secured, with both front and rear entry points. Convenient location just minutes from Nulu

2714 Riedling Dr Unit APT 4, Louisville

2 Beds ⋅ 1 Baths ⋅ 1728698 MLS

Fall in love with this 1930 St. Matthews bungalow bursting with charm and modern updates. Vaulted ceilings make the living space feel bright and expansive, while the updated kitchen and updated bath bring fresh style to this classic home. Two main floor bedrooms offer easy living, plus a sunny bonus space upstairs perfect for work, play, or guests. The light filled sunroom is your new favorite spot for morning coffee or evening unwinding. Outside, enjoy a fully fenced yard, ideal for pets and gatherings, along with a hard to find two car garage. All of this sits in the heart of St. Matthews — minutes to shopping, restaurants, parks, entertainment, and downtown. A charming classic with modern comfort in one of Louisville's most coveted neighborhoods.

500 Wendover Ave, Louisville

4 Beds ⋅ 3 Baths ⋅ 1728693 MLS

Welcome to 2410 Cross Hill Rd, tucked away in the desirable Eastleigh neighborhood where privacy, comfort, and convenience come together in a peaceful, wooded setting just minutes from Cherokee Park, Shelbyville Road, and downtown Louisville. Surrounded by mature trees, this thoughtfully maintained 4-bedroom, 2.5-bath home offers a tranquil hillside retreat while keeping you close to local restaurants, boutique shopping, parks, and everyday conveniences. Inside, you'll find an inviting layout designed for both everyday living and entertaining. The beautifully updated kitchen features granite countertops, a ceramic tile backsplash, ample cabinetry, bar seating with pendant lighting, and a large window overlooking the park-like backyard. Just off the kitchen is a convenient half bath, while the adjacent living room is filled with natural light and showcases hardwood floors, custom built-ins, a striking stone accent wall, and a cozy fireplace. The dining area provides the perfect setting for family meals or hosting guests. The main level also includes a spacious bedroom with sliding glass doors that flood the room with natural light. Upstairs, you'll find an additional generously sized bedroom along with the private primary suite, complete with its own dedicated heating and cooling unit, a dressing area, a large walk-in closet with custom shelving, and plenty of room to relax at the end of the day. The finished basement expands the home's versatility with a comfortable family room and an additional bedroom, making it ideal for guests, a home office, or flexible living space. Outside, the detached two-car garage offers additional workshop and storage space while also featuring a dedicated fitness area complete with a sauna, creating your own private wellness retreat. Rooftop solar panels enhance the home's energy efficiency, and the surrounding mature trees provide exceptional privacy and beautiful views throughout every season. Offering the perfect balance of peaceful living, thoughtful updates, and an unbeatable location, 2410 Cross Hill Rd is a place you'll be proud to call home.

2410 Cross Hill Rd, Louisville

2 Beds ⋅ 2 Baths ⋅ 1727091 MLS

A charming Cape Cod in the heart of St. Matthews. This 2-bedroom, 2-bath home offers hardwood floors, a cozy fireplace, and a flex room that expands your living options. Thoughtful storage and generous closets make everyday living easy. Outside, you'll find a 1-car garage, carport, and a fully fenced backyard ready for relaxing or entertaining. Walkable, welcoming, and wonderfully located—this home checks all the boxes. 1 yr Home Warranty to transfer to the Buyer at closing.

4311 Briarwood Rd, Louisville

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