3 - Brownsboro Rd / Crescent Hill / St Matthews Homes for Sale

3 - Brownsboro Rd / Crescent Hill / St Matthews Homes for Sale

Welcome to the charming region of Brownsboro Rd / Crescent Hill / St Matthews in Louisville, Kentucky! This area, located in Jefferson County, offers a delightful mix of suburban tranquility and urban convenience. With its tree-lined streets, beautiful parks, and friendly community, it's no wonder that this region is highly sought after by homebuyers.

When it comes to homes for sale in Brownsboro Rd / Crescent Hill / St Matthews, you can expect a wide range of options to suit various budgets and preferences. From cozy bungalows and historic homes with character to modern townhouses and spacious family residences, there is something for everyone here.

The region boasts a strong real estate market, with homes that are well-maintained and often feature attractive amenities such as updated kitchens, hardwood floors, and landscaped yards. Many properties also offer proximity to local schools, shopping centers, and recreational facilities, making it an ideal place to raise a family.

In addition to the housing options, Brownsboro Rd / Crescent Hill / St Matthews is known for its vibrant local scene. Residents can enjoy a variety of dining options, boutique shops, art galleries, and community events. The region is also home to several parks and green spaces, providing ample opportunities for outdoor activities like hiking, biking, and picnicking.

If you're looking for a place that combines small-town charm with urban conveniences, Brownsboro Rd / Crescent Hill / St Matthews is the perfect choice. With its welcoming community, beautiful homes, and a plethora of amenities, this region offers an exceptional quality of life for its residents.

Newest 3 - Brownsboro Rd / Crescent Hill / St Matthews Homes for Sale

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 ⋅ 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 ⋅ 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

2 Beds ⋅ 2 Baths ⋅ 1728641 MLS

Single-Story 1924 Craftsman with First-Floor Primary—Everything on One Level Walk into 142 N Birchwood and feel how simple life becomes when everything you need is on one floor. Original hardwood floors. Both bedrooms. Both bathrooms. The kitchen where cooking is a pleasure. No stairs to climb, no divided living just effortless, flowing space. At the front of the home, the living room anchors the space with a bay window that lets in natural light and frames the neighborhood beyond. The dining room sits nearby, creating a formal gathering area that feels connected but distinct. Moving toward the rear, the eat-in chef's kitchen is where daily life actually happens. A Bertazzoni gas cooktop with pot-filler faucet, stainless steel appliances, quartz countertops, and an oversized island anchored by glass-front cabinetry define the workspace. Sliding doors open directly from the kitchen to the deck, making it natural to move between cooking and entertaining. The fully fenced flat yard opens beyond room to breathe, to gather, to simply be. The primary suite delivers the luxury that makes daily life easier: walk-in California closet, double vanity, and a rain-head shower. Your private retreat on the main floor. The second bedroom sits equally accessible. The second bathroom is where vintage charm meets modern comfort: a classic claw-foot tub wrapped in subway tile that rises floor-to-ceiling. The kind of detail that transforms a bath into sanctuary. A rare bonus: the brick gardening enclosure under the rear provides dedicated storage completely separate from the unfinished basement. The 2.5-car detached garage adds both function and character. Nothing to overcome, nothing waiting, the work is done. Crescent Hill, steps from Frankfort Avenue where local shops, galleries, and restaurants give the neighborhood its soul. Walkable in the way that changes your daily rhythm. Close to Atherton High School and the Highlands. Single-story living in a home with genuine character. Schedule your showing.

142 N Birchwood Ave, Louisville

3 Beds ⋅ 2 Baths ⋅ 1728634 MLS

This charming three bedroom, two full bath brick ranch is conveniently located in a wonderful neighborhood with great curb appeal and a welcoming front porch! The main level includes a light-filled living and dining room, pretty hardwood floors and a open floor plan. The stylish kitchen has been newly renovated and features stainless appliances, granite countertops, and loads of cabinetry! Three bedrooms, including the primary bedroom, and an updated full bathroom with two sinks complete the first floor. The finished lower-level shines with a huge family room, an office or guest space, full bath, laundry area, and lots of storage. The large, fenced-in flat backyard with patio is perfect for cookouts or entertaining. This property also has a 2 1/2 car garage and is in move-in ready condition!

2906 Thistlewood Dr, Louisville

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