3 - Brownsboro Rd / Crescent Hill / St Matthews Homes with Outside Entry Basement

3 - Brownsboro Rd / Crescent Hill / St Matthews Homes with Outside Entry Basement

Welcome to the vibrant and sought-after region of Brownsboro Rd, Crescent Hill, and St Matthews in Louisville, KY. Nestled in Jefferson County, this area boasts a perfect blend of historic charm and modern amenities, making it a desirable location for homebuyers.

One of the unique features of homes in this region is the presence of outside entry basements. These types of basements offer convenience and versatility, providing additional storage space or the potential for a separate living area. Whether you're looking to create a cozy guest suite or a home office with a private entrance, homes with outside entry basements in Brownsboro Rd, Crescent Hill, and St Matthews offer endless possibilities.

Residents of this area enjoy easy access to a variety of local shops, restaurants, and parks, creating a lively and connected community atmosphere. From quaint boutiques to trendy eateries, there's always something new to explore just around the corner.

With tree-lined streets and well-maintained properties, the real estate market in Brownsboro Rd, Crescent Hill, and St Matthews offers a mix of architectural styles to suit every taste. Whether you're searching for a charming cottage or a spacious family home, you're sure to find the perfect property to call your own in this inviting neighborhood.

Experience the best of Louisville living in the Brownsboro Rd, Crescent Hill, and St Matthews region, where small-town charm meets urban convenience, and outdoor entry basements add a touch of uniqueness to your home sweet home.

Newest 3 - Brownsboro Rd / Crescent Hill / St Matthews Homes with Outside Entry Basement

$649,900
4 Beds 3 Baths 1724361 MLS
Tucked into the heart of Crescent Hill, Winton Avenue is one Louisville's hidden gems. Quietly removed from the pace of the city, it sits just minutes from Frankfort Ave, Cherokee Park, Cliffton, St Matthews, and neighboring Mockingbird Valley, yet feels a world apart. The kind of neighborhood where neighbors know one another, front porches are well used, and coming home is something to look forward to. Built in 1913, this Craftsman has evolved over more than a century with care and intention. Each renovation has built upon the homes architectural character, creating spaces that feel true to the house while embracing the way people live today. Every decision was made with the belief that a home like this should continue to evolve without losing the qualities that made it worth preserving. The result a home that feels collected over time rather than created all at once. The kitchen flows into the living and dining rooms, making it just as well suited to everyday dinners as celebrations. The family room, front porch, screened porch, and backyard each offer a place to relax, connect, or simply enjoy the moment where conversations easily find their own place. Whether entertaining or enjoying a quiet evening at home, each space feels as natural to everyday life as it does to special occasions. More than a century after it was built, this Craftsman reflects care with which it has evolved, and the respect shown for its history along the way. It's the kind of home that feels like it has always been yours.

327 Winton Ave, Louisville

$725,000
3 Beds 2 Baths 1724126 MLS
Welcome to 1703 Sweetbriar Lane, a beautifully maintained Cape Cod tucked into one of 40207's quiet, established pockets. Blending timeless architectural charm with thoughtful updates, this inviting home offers gracious living spaces, abundant natural light, and a floor plan suited for both everyday living and effortless entertaining. The updated kitchen features new cabinetry, quartz countertops, stainless steel appliances, and a spacious eat-in area. It opens seamlessly to both the formal living room and family room, each anchored by a fireplace and creating warm, inviting spaces for gathering with family and friends. A comfortable first-floor primary bedroom with a full bath provides convenience and flexibility. Upstairs, two generously sized bedrooms offer exceptional closet space and share a well-appointed full bath. The unfinished lower level provides exceptional potential for future expansion, with ample space to create a playroom, home office, guest retreat, or additional living area. Outside, mature landscaping creates a private setting for the patio and fully fenced, level backyard. Backing to Zachary Taylor National Cemetery, the property enjoys a rare sense of tranquility and a beautiful backdrop of green space, all while being conveniently located near the best of Louisville. Just minutes from the best of what Louisville has to offer, this home combines timeless character, modern updates, and everyday comfort in one of the city's most sought-after locations.

1703 Sweetbriar Ln, Louisville

$305,000
2 Beds 2 Baths 1723597 MLS
In the heart of historic Clifton, this charming 2-bedroom, 1.5-ba shotgun-style home is currently configured as a 1-bedroom residence. One of the most notable recent updates was the addition of a new Bryant HVAC system in 2024. The front room originally served as the second bedroom. It has now been repurposed into a versatile living area and home office space. It can easily be converted back to a 2-bedroom layout by simply adding a door. True to its shotgun design, the home offers 3 separate covered entry doors---front and side entrances, as well as a kitchen entry door, providing convenient access and added privacy; ideal for guests, a roommate arrangement, or a home office setup. Rich, refinished hardwood floors flow throughout the main living areas, adding warmth and character. The spacious primary suite features two closets, including a well-hidden walk-in closet, and an ensuite primary bathroom with a relaxing whirlpool tub/shower combination. The bright kitchen showcases crisp white cabinetry and has been updated with a new refrigerator (2023) & stove (2022), as well as a new stainless-steel sink and faucet (2022). At the rear of the home, an addition creates a spacious dining area, sharing a dual-sided breakfast bar with the kitchen, along with a half bath, laundry area, and a newer washer and dryer (2021). This room could also function nicely as a large sunroom filled with plants. Step outside onto the rear deck, which overlooks the lush backyard, shaded by mature trees. Other upgrades include: new tile was added to the fireplace hearth (2022), new ductwork was run to the front of the house (2024), a new lawn was planted in 2023, landscaping rock was added around the deck in 2024, and a new faucet was added in the primary bathroom (2022). Both off-street and on-street parking are available. The large well-lit cellar is accessed from the outside underneath the deck and is outfitted with a padlocked person door (no pull-open hatch or narrow staircase). It offers plentiful storage and also houses the mechanicals. This delightful Clifton home is close to many local restaurant favorites like Bourbon's Bistro, Red Hog, Irish Rover, Volare and Veranese, to name a few. Daily essentials are equally convenient, such as Kroger, Walgreens, Oscar's Hardware, an array of boutiques, veterinary clinics, coffee shops & other service-based businesses. Quick access to the freeway & downtown Louisville. Located in one of Louisville's most sought-after neighborhoods, this charming Clifton gem offers the perfect combination of historic character and modern comfort, with quick access to the Frankfort Avenue corridor close by.

228 Saunders Ave, Louisville

$365,000
2 Beds 2 Baths 1718758 MLS
Tucked into the heart of the highly sought-after Crescent Hill neighborhood, this beautifully updated first-floor condo offers the kind of comfort, flexibility, and location that's hard to come by. With both a charming covered front porch and a private back deck, there's no shortage of inviting outdoor space to enjoy your morning coffee, host friends, or simply unwind at the end of the day. The property also backs up to a beautiful tree-lined conservation easement, creating peaceful green views and a quiet, serene backdrop that's rare to find in such a central location. Inside, the home feels spacious and functional, with updated kitchen and baths, in-unit laundry, abundant storage, and a first-floor primary suite complete with its own private bath and dual closets. The large living space flows into an adjoining bonus room that's currently set up as an extension of the living area, creating an open, airy feel, but with its own closet and the ability to close it off, it could easily serve as a second bedroom, home office, or guest space depending on your needs. Downstairs, you'll find a huge shared basement with an additional private storage closet, plus the convenience of two off-street parking spaces. And when it comes to location, it doesn't get much better - less than five minutes from Cherokee Park and quick access to Interstate 64, with all the charm, restaurants, and neighborhood favorites that make Crescent Hill so loved right outside your door!

304 S Peterson Ave Unit # 1, Louisville

$3,900,000
7 Beds 12 Baths 1714448 MLS
Some homes are built to live in. This one was built to host. Set behind mature landscaping on two private acres in coveted Mockingbird Gardens, this 17,000+ square-foot estate is a stage for the kind of evenings people talk about for years. The arrival sets the tone — a grand foyer opens into a great room that stops conversation: coffered ceilings, custom millwork, and a wall of windows framing the grounds beyond. The gourmet kitchen flows into two family gathering spaces and a dining room designed for long, lingering dinners. When the party moves downstairs, the lower level delivers: a true state-of-the-art theater, a full bar, an expansive entertaining lounge, and a temperature-controlled wine cellar that holds the collection you've been building. Step outside to a Jerusalem gold stone patio that wraps the rear of the home — built for cocktails at dusk, dinner parties under the stars, and Derby weekends that become legend. When the guests retire, the home rewards its owners just as generously. The primary wing is a private retreat with dual walk-in closets, a dedicated home office, separate ensuite baths, and its own laundry. Six additional bedrooms — each with an ensuite bath — give visiting family and guests the kind of privacy that turns weekends into traditions. An elevator connects all three levels. A home gym, screened-in second-floor porch, and secluded courtyard round out a property that delivers on every front. Recent investments — new roof, new gutters, fully refreshed landscaping — mean the next owner inherits an estate that's move-in ready and turnkey for entertaining. Mockingbird Gardens is one of Louisville's most established luxury enclaves, minutes from the city's best dining, the Highlands, and downtown. Homes of this scale, in this neighborhood, on two acres, simply don't come available. This isn't just a house. It's the address your invitations come from.

203 Waterleaf Way, Louisville

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