21 - Oldham Co. S. of I-71 Homes with Walkout Finished Basement

21 - Oldham Co. S. of I-71 Homes with Walkout Finished Basement

Welcome to Oldham County, located in the southern part of Kentucky, just south of I-71. This scenic region offers a perfect blend of rural charm and modern amenities, making it an ideal place to call home.

Oldham County boasts a rich history and a strong sense of community. With its close proximity to Louisville, residents can enjoy the peacefulness of suburban living while still having easy access to the city's vibrant cultural scene, employment opportunities, and entertainment options.

One of the unique features of homes in this area is the prevalence of walkout finished basements. If you're looking for a home with extra space and versatility, then you're in luck. Many of the homes in Oldham County come equipped with walkout finished basements, allowing for additional living areas, recreational spaces, or even a home office.

These walkout finished basements provide homeowners with countless possibilities. You can transform the space into a playroom for the kids, a cozy entertainment area for family movie nights, or even a guest suite for visiting friends and family. The natural light that filters through the basement windows adds to the overall appeal, making it a bright and inviting space.

Whether you're a growing family, a professional looking for a peaceful retreat, or someone who simply appreciates the beauty of nature, Oldham County has something to offer. With its picturesque landscapes, excellent schools, and a variety of housing options, this region is the perfect place to find your dream home with a walkout finished basement.

Newest 21 - Oldham Co. S. of I-71 Homes with Walkout Finished Basement

211 Cherry Hill Rd, Pewee Valley
$579,900
4 Beds ⋅ 4 Baths ⋅ 1734685 MLS
RARE FIND IN HISTORIC PEWEE VALLEY — WHERE DISTINCTIVE ARCHITECTURE, SPACE, AND SERENITY COME TOGETHER! Tucked away on a peaceful, tree-lined cul-de-sac street in the heart of historic Pewee Valley, this extraordinary contemporary home offers a rare combination of architectural character, generous living space, privacy, and picturesque natural surroundings. Situated on over half an acre in desirable Oldham County, home of the award-winning Oldham County School District, this impressive residence boasts over 3,500 square feet, 4 bedrooms, and 3 1/2 bathrooms, with an abundance of versatile living spaces and endless possibilities to make it your own! From the moment you step inside, you'll be captivated by the stunning two-story foyer, where soaring ceilings, dramatic floor-to-ceiling windows, and a beautiful staircase create an unforgettable first impression. Natural light pours into the space, highlighting the home's unique contemporary architecture and distinctive blend of craftsmanship, character, and comfort. The foyer opens to an expansive living room featuring oversized windows that frame the beautiful surroundings and bring the outdoors in. The thoughtfully designed main level also features a convenient half bath, a spacious laundry/flex room, and a generously sized kitchen that flows seamlessly into a spacious yet inviting dining area, complete with a charming coffee bar—perfect for everyday living or gathering with friends. Just off the kitchen, a sizable mudroom with built-ins offers convenient access to the side driveway, while direct access to the deck extends the living space outdoors. Imagine starting your morning with a cup of coffee surrounded by the sights and sounds of nature, or enjoying summer evenings grilling and entertaining against a backdrop of peaceful, wooded views. Upstairs, the primary suite offers a private retreat with its own en suite bathroom, while two additional bedrooms and a full bathroom complete the upper level. The walkout lower level adds another dimension of versatility, featuring an additional bedroom, a full bathroom, and multiple flex spaces with endless possibilities for a home office, fitness room, recreation area, hobby space. The convenient, direct access to the patio creates a natural connection to the expansive yard and beautiful outdoor setting. Notable recent improvements include a new roof in 2024 and a new HVAC system in 2025, providing valuable updates to this distinctive property. With its unique architectural design, impressive square footage, private half-acre-plus setting, and remarkable potential for personalization, this home presents an exceptional opportunity to create something truly special. Enjoy the peaceful, tucked-away atmosphere of historic Pewee Valley while remaining just minutes from shopping, dining, and convenient expressway access. A rare opportunity to embrace space, nature, and a lifestyle all your own in one of Oldham County's most charming communities!

211 Cherry Hill Rd, Pewee Valley
9102 Ashland Ct, Pewee Valley
$649,000
4 Beds ⋅ 4 Baths ⋅ 1732459 MLS
OPEN FLOOR PLAN & AMAZING FINISHED WALKOUT LOWER LEVEL! You won't want to miss this fabulous 4-bedroom, 3.5-bath, 1.5 story home offering approximately 2,700 square feet above grade PLUS nearly 1,000 square feet of beautifully finished walkout lower-level living space! Located on a cul-de-sac lot with a fenced backyard and in award-winning Oldham County Schools, this home offers the space, style, and flexibility you've been looking for. Step inside to discover a dramatic two-story Great Room featuring soaring ceilings and a cozy gas fireplace, all open to the kitchen and breakfast room—perfect for entertaining and everyday living! The kitchen shines with granite countertops, custom cabinetry, stainless steel appliances, and beautiful hardwood floors. The two-story breakfast room and formal dining room also feature hardwood flooring, providing inviting spaces for casual meals and special occasions. The first-floor primary suite offers a cathedral ceiling and elegant double crown molding. The private primary bath features a double vanity, relaxing whirlpool tub, and tile flooring. A convenient half bath and laundry room complete the first floor. Upstairs, the loft overlooks the impressive Great Room, adding to the home's open, airy appeal. But the real bonus awaits downstairs! The nearly 1,000-square-foot finished walkout lower level expands your living and entertaining options with a spacious family room, third full bath, workout room, bar area, and MORE! Whether hosting friends, enjoying family movie nights, or creating your own personal retreat, there's room for it all. With a fantastic floor plan, generous living spaces, and a desirable cul-de-sac location, this home is ready to welcome you home. Schedule your private showing today!

9102 Ashland Ct, Pewee Valley
6311 Breeze Hill Rd, Crestwood
$680,000
4 Beds ⋅ 5 Baths ⋅ 1732372 MLS
Discover refined living at 6311 Breeze Hill Road in Crestwood. This stately two-story residence offers 4 bedrooms, 4 full baths and 1 half bath, complemented by a beautifully finished walkout lower level. Gleaming hardwood floors grace the first floor, where the great room is anchored by an elegant gas fireplace. The primary suite is a true retreat, with a generously proportioned bedroom, an expansive walk-in closet and a spacious ensuite bath. Upstairs, three additional bedrooms include two connected by a Jack-and-Jill bath and one with its own private ensuite. The finished walkout basement offers a second great room with its own gas fireplace and seamless access to the grounds, an ideal setting for entertaining, guests, fitness or a private office. An impressive 3-car attached garage plus a separate 2-car detached garage offer exceptional space for collector vehicles, a workshop or storage. Outdoors, the deck overlooks a tranquil, shaded lot. Arrange your private showing today. Briar Hill Park is in the front of the neighborhood. It offers a playground, tennis/pickleball courts, basketball courts, hiking and biking trails.

6311 Breeze Hill Rd, Crestwood
2003 Oakshade Ct, Crestwood
$689,900
5 Beds ⋅ 4 Baths ⋅ 1732132 MLS
Welcome home to 2003 OakShade Court, a spacious Craftsman-style home nestled on 1.35 acres in the desirable Grand Oaks subdivision of Crestwood. Located on a quiet cul-de-sac, this five-bedroom, three-and-a-half-bath home offers the perfect blend of comfort, space, and peaceful country living. The inviting open-concept layout is ideal for everyday living and entertaining, while the kitchen features beautiful granite countertops plus the added convenience of a first floor primary bedroom. The second floor offers 3 additional bedrooms and full bath. An added bonus is also a flex space that could be a play room or teen hangout. The finished walkout basement adds an additional family room, bedroom, and bath, perfect for overnight guests or anyone seeking a comfortable space of their own. Step outside onto the back deck and enjoy the wooded backdrop and tranquil sounds of a water feature from a pond on the neighboring property, creating a peaceful and relaxing backyard setting. A tractor garage provides convenient space for lawn equipment, tools, and additional storage. Grand Oaks residents also enjoy access to a neighborhood lake and pond with docks for fishing and relaxing by the water. Surrounded by natural beauty yet conveniently close to shopping, dining, award winning schools, and everyday amenities. This property offers room to spread out without sacrificing convenience.

2003 Oakshade Ct, Crestwood
1513 Mahogany Run Dr, La Grange
$489,000
5 Beds ⋅ 3 Baths ⋅ 1731645 MLS
EXCEPTIONALLY MOTIVATED SELLER—BRING AN OFFER! Opportunities in Gleneagles Estates do not come along often, and this spacious five-bedroom ranch with a finished walkout lower level is ready for its next owner. Located in a beautiful golf course community within the sought-after Oldham County School District, the home offers an outstanding combination of space and convenience. Major shopping and everyday necessities are nearby, charming historic downtown La Grange is just a quick drive away, and easy access to I-71 makes commuting to Louisville refreshingly convenient. Inside, gleaming hardwood floors welcome you into a warm and inviting great room with soaring ceilings and a striking fireplace framed by an elegant mantel. The open layout flows naturally into the eat-in kitchen, where a breakfast bar and dining area create plenty of space for casual meals and entertaining. The kitchen is well appointed with quality cabinetry, black granite countertops and generous preparation and storage space. Sliding glass doors fill the room with natural light and open to a spacious deck overlooking the large, tree-lined backyard. A formal dining room featuring hardwood flooring and a gorgeous arched window adds another beautiful gathering space. The main level offers a desirable split-bedroom floor plan. Privately positioned on one side of the home, the primary suite enjoys picturesque backyard views and an en-suite bath with double vanities, a soaking tub and a separate shower. Two additional spacious bedrooms and a full bath are located on the opposite side of the home. The finished walkout lower level feels like a second home, with an enormous family and recreation area offering room for a media setup, game tables, hobbies or multiple conversation areas. Two oversized bedrooms with large closets provide excellent flexibility for guests, home offices, fitness space or additional living needs. A full bath, dedicated laundry area and abundant storage complete the lower level. Step directly outside to enjoy the private backyard setting. Five bedrooms, three full baths, two expansive living levels and a walkout design make this home an exceptional find in one of La Grange's rarely available neighborhoods. The seller is highly motivated and ready to make a deal—schedule your private showing and bring an offer!

1513 Mahogany Run Dr, La Grange
5800 Sumner Pl, Crestwood
$825,000
5 Beds ⋅ 5 Baths ⋅ 1731424 MLS
BRENTWOOD SUBDIVISION- Oldham County 5 Bedroom 4.5 Bath, walkout, fenced rear yard in Brentwood. This two-story sits on 0.45 acres in Crestwood's highly sought-after Brentwood neighborhood. The kitchen has Cambria Quartz Counter and island under brass pendants, gas range, a butler's pantry with a beverage refrigerator, and a large walk-in pantry, opening to a great room with a gas fireplace and built-ins. Upstairs, the primary bath has a freestanding tub, a frameless glass shower, and a double vanity with backlit mirrors. The walkout adds a media wall, a bedroom, and a full bath, with a covered patio, covered deck. If you are a VA Buyer please ask for details on the assumable loan available to those who qualify. Brentwood amenities include a clubhouse, pool, and tennis courts in the Oldham County School District.

5800 Sumner Pl, Crestwood
7430 E Orchard Grass Blvd, Crestwood
$323,000
4 Beds ⋅ 3 Baths ⋅ 1731108 MLS
Welcome to 7430 E Orchard Grass Blvd in the desirable Orchard Grass Hills neighborhood of Crestwood! This spacious 4-bedroom, 2.5-bath home offers approximately 2,019 square feet of finished living space and a functional layout with plenty of room to grow. Recent updates include new flooring in the living room and basement, along with an updated bathroom that adds a fresh, modern touch. The finished walkout basement provides valuable additional living space and flexibility for a family room, recreation area, home office, or other needs. Outside, enjoy the newly designed horseshoe-style driveway, offering convenient access, additional parking, and enhanced curb appeal. With its combination of space, updates, and a convenient Crestwood location, this home is ready for its next owner.

7430 E Orchard Grass Blvd, Crestwood
2112 Blakemore Ln, La Grange
$825,000
4 Beds ⋅ 4 Baths ⋅ 1731031 MLS
Exceptional Property on 5 Acres in Oldham County! Offering an impressive combination of comfortable living and thoughtfully designed equestrian amenities, this beautiful 2-story brick home features a finished walkout basement, picturesque views and a move-in-ready interior with many updates! The main level offers new exterior doors, formal living and dining rooms, an updated kitchen with granite countertops, a center island, new stainless appliances, and a casual dining area that opens to the spacious and light-filled family room, which features a gas fireplace. The family room allows access to the deck, perfect for enjoying the farm's peaceful views. Upstairs, the spacious primary suite includes a versatile bonus room and two walk-in closets. The second floor also features three additional bedrooms, a full bath, and a conveniently located laundry room. The renovated walkout basement provides exceptional additional living space, including custom built-ins, a spacious family room with a fireplace, a kitchenette equipped with new appliances, a renovated full bath and a bonus room ideal for guests, a home office, fitness room or hobby space. Equestrians will appreciate the extensive horse facilities. The 50' x 30' barn offers electric and water, four 12' x 10' stalls, a crosstie bay, enclosed tack room, a gated feed room and hay storage. A 100' x 60' arena features a board-fenced perimeter and TruTex footing. Additional amenities include a 24' x 10' run-in shed, 16' x 16' dry-lot layup pen and three four-board fenced paddocks—all lined with electric fencing. The larger paddock includes a stocked pond, while two additional paddocks provide flexibility for turnout and pasture management. Even the property access has been designed with horse owners in mind, offering dedicated parking with room for a gooseneck trailer and a widened driveway providing ample space to maneuver and turn a truck and trailer. With 5 acres, multiple fenced paddocks, riding arena, four-stall barn, stocked pond and extensive equestrian infrastructure, this distinctive Oldham County property offers a rare opportunity to enjoy your horses right at home—without sacrificing the space and amenities of a beautifully appointed residence. Enjoy farm living with in town conveniences just minutes away including grocery stores, Tractor Supply, Oldham County Country Club and Eagle Creek Golf Course! Call today to see for yourself all this special property has to offer!

2112 Blakemore Ln, La Grange
1618 Whittaker Rd, Crestwood
$453,029
3 Beds ⋅ 2 Baths ⋅ 1730695 MLS
IMPRESSIVE! 1.65 Acre Lot in Oldham County is Gorgeous & Private! Exceptional Crestwood home has it all! Spacious split-foyer design delivers convenience, function, and breathtaking views in every direction. With 3 bedrooms (plus the option of a 4th downstairs) and 2 full bathrooms, it's perfectly suited for a variety of family needs. Situated on a generous 1.65-acre lot in a quiet, premium neighborhood with everything just moments away, the property includes an expanded attached garage with a dedicated work area, plus a second insulated detached garage/workshop featuring a side boat cover—opening up endless possibilities for hobbies, storage, or larger projects. Inside, gorgeous engineered hardwood floors and attractive neutral finishes create a warm, inviting atmosphere. CLICK FOR The open living room flows seamlessly into the eat-in kitchen and dining area, making it ideal for entertaining. Modern updates shine throughout, including high-end kitchen appliances and ceiling fans in every room for year-round comfort. The bedrooms are generously sized with fresh carpet, large closets, and incredible views from every window. The primary suite includes a walk-in closet and a full bathroom that also conveniently serves the secondary bedrooms. The lower level is sure to become everyone's favorite hangout. A huge family room centers around a wood-burning fireplace with built-in blower, paired with a full bathroom. You'll also find a functional office space with full egress windows—easily convertible to a 4th bedroom—with the bathroom just steps away for ultimate flexibility. Step out back into a private, park-like setting that friends will envy. The gently wooded yard feels serene and special, while the land behind offers a unique bonus: a neighboring miniature donkey farm that feels like your own personal petting zoo—without the responsibilities. This Crestwood home is truly a game-changer. Don't schedule any other showings until you've seen it in person. Call today to experience everything it has to offer!

1618 Whittaker Rd, Crestwood
1800 Ironwood Rd, La Grange
$550,000
3 Beds ⋅ 2 Baths ⋅ 1730632 MLS
Completely Renovated on 1.3 Beautiful Acres in La Grange! Welcome to 1800 Ironwood Road, where a complete renovation meets peaceful Oldham County living. Situated on approximately 1.3 gorgeous acres, this beautifully refreshed home offers the perfect combination of modern updates, inviting spaces, and room to enjoy the outdoors. Inside, you'll find beautiful new flooring, new lighting, fresh paint throughout, and thoughtfully selected finishes. The updated kitchen shines with quartz countertops, new stainless steel appliances, updated cabinetry, and a fresh, modern feel. The bathrooms have also been fully renovated with stylish new finishes and fixtures. An additional 1.6 acres, barn, & pond are available. One of the home's most inviting features is the gorgeous all-seasons room, offering a wonderful place to relax, entertain or simply take in the beauty of the surrounding property throughout the year. Outside, the expansive 1.3-acre setting provides plenty of space to enjoy the peaceful surroundings, create a garden, entertain or simply unwind. Beautifully renovated, move-in ready, and set on an exceptional piece of land, 1800 Ironwood Road offers a rare opportunity to enjoy space, style, and the charm of La Grange living.

1800 Ironwood Rd, La Grange
4703 Grand Dell Dr, Crestwood
$705,000
4 Beds ⋅ 4 Baths ⋅ 1730307 MLS
Opportunities like this do not come often: a four bedroom, three and a half bath, walk-out, on over four acres, two car attached garage, and separate 40' x 48' shop in Oldham County. Inside the house, you are welcomed into the spacious front foyer. The first floor has an eat-in kitchen with pantry, separate dining room, living room, office, beautiful half bath, and laundry room. As a bonus, there is a laundry chute from the second floor to the first floor laundry. Plus, the two car attached garage has extra space for storage too. The second floor has a large en suite space with walk-in closet, three other bedrooms, and an additional full bathroom. Also, the basement is amazing—with its bar, entertaining space, full bathroom, extra room, and storage, it provides extra space to play or rest. An incredible, stand-out feature of this property is the separate shop. It has its own, dedicated 12' wide concrete driveway. The door is 10' high by 20' wide. The shop is almost 2,000 square feet of heated space with endless possibilities. It has a fully concreted floor for high PSI strength, and it is completely insulated. The building has 200 amp service, with a 30 amp camper/trailer plug on the outside wall. If you are looking for a great outside, this has it. There is a front porch, back deck, and back patio coming from the basement walk-out. And, the land is an amazing 4.2 acres, which includes part of a shared pond that is viewable from the house. The views of the wildlife are a bonus to the serene setting. The property gives you an oasis spot while still being tucked back into a neighborhood. In terms of location, it is very close to where Highway 53 and Highway 22 meet, providing quick access to many great amenities in LaGrange and beyond, while still feeling tucked away. Make an appointment to make this wonderful property your own.

4703 Grand Dell Dr, Crestwood
7206 Sunset Ln, Crestwood
$1,550,000
56 Beds ⋅ 7 Baths ⋅ 1729219 MLS
NOTICE, One of a kind walkout ranch situated on a 1 acre setting with spacious flat rear yard with plenty of area for any outdoor activities. 3 full baths and one half bath on first floor along with an office. Open kitchen design with walk in pantry. Lower level with plenty of outdoor lighting, bar- kitchenette. Set up as 3 bedrooms that could be used for other activities, 2 full and 1 half bath. Open main areas with sliding doors leading to a patio

7206 Sunset Ln, Crestwood
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