3 - Brownsboro Rd / Crescent Hill / St Matthews Homes with Entry Side Parking

3 - Brownsboro Rd / Crescent Hill / St Matthews Homes with Entry Side Parking

Welcome to the vibrant and sought-after region of Brownsboro Road, Crescent Hill, and St. Matthews in Louisville, Kentucky. Nestled in Jefferson County, this area boasts a rich history, diverse culture, and a strong sense of community.

One of the standout features of homes in this region is the convenient entry side parking. This feature not only adds to the curb appeal but also enhances the functionality of the homes, making it easier for residents and guests to access the property.

Brownsboro Road, Crescent Hill, and St. Matthews are known for their charming tree-lined streets, beautiful parks, top-rated schools, and a variety of dining and shopping options. Whether you're looking for a cozy bungalow, a historic gem, or a modern townhouse, this region offers a diverse range of housing options to suit every taste and lifestyle.

Residents of this area enjoy easy access to downtown Louisville, major highways, and recreational amenities, making it a desirable place to call home. With a strong sense of community pride and a welcoming atmosphere, Brownsboro Road, Crescent Hill, and St. Matthews embody the perfect blend of urban convenience and suburban charm. Come and discover the unique charm and appeal of this wonderful region in Louisville, Kentucky.

Newest 3 - Brownsboro Rd / Crescent Hill / St Matthews Homes with Entry Side Parking

$1,185,000
4 Beds 3 Baths 1724143 MLS
Beautifully maintained and thoughtfully updated, this sprawling Bedford stone ranch offers comfortable one-story living in a serene, park-like setting within the desirable Indian Hills Country Club area. A warm and inviting foyer wrapped in reclaimed wood welcomes you inside and features hidden dual coat closets. The mid-century inspired open floor plan flows beautifully into a chefs kitchen complete with stainless steel appliances, custom cabinetry, solid-surface countertops, abundant prep space, and an eat-in area that connects seamlessly to the formal dining room. The living room is a true focal point, showcasing a wall of built-in bookcases and a custom fireplace crafted with three distinct types of wood for a striking, artistic finish. The spacious primary suite offers a spa-like bath, while two additional bedrooms share a convenient Jack-and-Jill bathroom. A fourth bedroom or office with built-ins opens to a sunroom, providing flexible space for work, guests, or relaxation. Designed for easy living and entertaining, the home features hardwood floors, wide hallways for accessibility, a backyard patio, and expansive green space. Additional highlights include a two-car garage accessible from both the main level and basement, a long flat driveway with ample parking, heated floors on primary and jack and jill bathrooms, main-level and lower-level laundry areas, a whole-house generator, and many more updates. This one-of-a-kind home blends timeless character, modern convenience, and exceptional functionality—truly must-see. Schedule your private showing today!

162 Arrowhead Rd, Louisville

$499,900
3 Beds 4 Baths 1721919 MLS
Nestled in a prime St. Matthews location, this well-maintained home offers a functional floor plan, multiple living spaces, and a peaceful wooded setting while remaining just minutes from shopping, dining, and major expressways. The main level features an updated kitchen complete with stainless steel appliances, double ovens, a pantry, and abundant workspace. The kitchen flows seamlessly into the breakfast area and family room, creating a comfortable space for everyday living and entertaining. A dedicated dining room provides additional room for gatherings, while direct access to the deck from the family room and kitchen allows you to easily enjoy the natural surroundings. The spacious primary suite serves as a private retreat, featuring a fully updated ensuite bathroom with a soaking tub, tile shower, walk-in closet, and two additional bonus closets for exceptional storage. A second bedroom on the main level offers its own ensuite bathroom, providing flexibility for guests or multi-generational living. A convenient half bath completes the main level. The walkout lower level expands the home's living space with a third bedroom, full bathroom, family room, and a versatile flex room ideal for a home office, workout area, hobby room, or recreation space. This level also includes a laundry room with storage cabinetry and hanging space, a storage closet, and an unfinished storage area. Outside, enjoy a private deck overlooking mature trees, a patio with views of the surrounding green space, and a fully fenced backyard that is ideal for pets, gardening, or outdoor enjoyment. Additional highlights include an attached two-car garage with an epoxy floor, mature landscaping, and a setting that offers an ideal balance of privacy and convenience.

5403 Indian Woods Dr, Louisville

$1,500,000
5 Beds 7 Baths 1720856 MLS
Welcome to 25 Poplar Hill Drive, a rare opportunity to own an expansive private estate on 2.65 acres in the highly sought-after community of Indian Hills. Offering nearly 10,000 square feet of finished living space, this exceptional residence features 4 bedrooms, 5 full baths, 2 half baths, and an attached 3-car garage, combining grand-scale living with an extraordinary setting and endless potential. Tucked away in complete privacy, the property is framed by mature trees, sweeping lawn space, and a resort-inspired rear setting that includes a custom-built pool, expansive patio, and lush landscaping. While the pool and related systems will require restoration to return them to full working condition, the outdoor space presents an exceptional opportunity to create a truly spectacular retreat tailored to your vision. A gracious entry foyer introduces the home, defined by three sets of French doors that create a striking and elegant connection to the front approach. Beyond the foyer, the impressive central living room opens to a soaring two-story vaulted ceiling, where expansive windows frame views of the rear grounds and flood the space with natural light. A grand fireplace anchors the room, serving as its dramatic focal point and emphasizing the home's impressive scale and architectural presence. The left wing of the home is designed for both entertaining and everyday living, featuring a formal dining room with a fireplace, a spacious kitchen with a breakfast area, and an adjoining family room centered around its own fireplace. These rooms capture beautiful views of the backyard and provide seamless access to the covered rear porch and pool terrace. Just off the kitchen, you'll find a rear staircase, pantry, pool-access half bath, and direct entry to the three-car garage, creating a highly functional service and circulation area. The right wing is dedicated to more private and formal spaces, including a handsome study with a gas fireplace, a formal powder room, the main stair hall, and the expansive primary suite. Designed as a true retreat, the primary suite features a private sitting room complete with a wet bar, ice maker, and refrigerator, as well as a spacious bedroom overlooking the lush rear grounds. Dual walk-in closets, including a beautifully designed mirrored dressing area, lead to the generous en-suite bath featuring dual vanities, a soaking Jacuzzi tub, and a private water closet with bidet. Upstairs, the second level is thoughtfully arranged with two bedrooms and two full baths on one wing, while the opposite wing features two additional rooms sharing a full bath. A central hallway overlooks the dramatic living room below, enhancing the home's openness and architectural character. Additional second-floor features include generous attic storage and convenient access to the rear staircase leading to the kitchen and garage. The lower level further expands the home's living and entertaining capabilities with a large recreation room anchored by a fireplace. Additional spaces include a gym, billiards room, kitchenette, full bath, and multiple storage areas. A dedicated staircase provides direct access to the three-car garage above, further enhancing the functionality of the home. While the property offers an opportunity for updates and restoration, its exceptional acreage, remarkable floor plan, and premier Indian Hills location provide an extraordinary foundation for a truly magnificent estate. With vision and care, this residence can be transformed into one of the area's most impressive private homes. For additional information, please contact the listing agents.

25 Poplar Hill Rd, Louisville

$2,695,000
4 Beds 5 Baths 1720276 MLS
Sitting pretty on more than an acre in the coveted estate section of Cherokee Gardens, this classic Colonial is a rare find that checks all the boxes. See for yourself the beautifully updated living spaces and the park-like lot with mature trees, expansive flat green space, and resort-style outdoor amenities, including a putting green and a saltwater pool (less than a year old). A gracious foyer welcomes you into elegant formal living and dining rooms designed for both everyday living and entertaining, each offering beautiful views of the grounds. The light filled sunroom features walls of windows and French doors that open to a stunning limestone terrace. At the heart of the home is the ideal eat-in kitchen, complete with a large center island, bay-window dining area, walk-in pantry, and seamless flow into the inviting family room with fireplace and custom built-ins. Don't miss the handsome wood-paneled library tucked just off the front hall—a cozy spot for a fire and a book. A practical drop zone/mudroom back hall with a rear stair case and charming powder room complete the first floor. Upstairs, the spacious primary suite offers has spa-like renovated bath with dual vanities, walk-in closet, and an adjoining bonus room perfect for a home office, sitting room, nursery, or expanded dressing area. Three additional bedrooms, two full baths, abundant closet space, and a laundry room complete the second level. The third-floor bonus room works as a playroom, exercise space, or media room. The lower level, freshly updated with new paint and carpet, offers additional finished living space, a full bath, and generous unfinished storage. Soaring ceilings, random width pegged hardwoods, some newer windows, 4 car attached garage just to name a few. Thoughtfully improved over time, this move-in ready Cherokee Gardens gem seamlessly blends character, modern luxury, and comfortable everyday living on one of Louisville's most desirable streets. If we are fortunate enough to receive any offers, Seller requests they are submitted by Sunday 14th at 4pm with a response time of Monday the 15th at 4pm- thanks for understanding! Possession cannot be given until August 14th 2026.

500 Fairfield Dr, Louisville

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