Oldham County Homes with Outside Entry Basement

Oldham County Homes with Outside Entry Basement

Welcome to Oldham County, Kentucky, a charming blend of serene landscapes and vibrant community life. Nestled just a short drive from the bustling city of Louisville, Oldham County offers residents a perfect escape from the urban hustle while still providing easy access to city amenities. Known for its picturesque countryside, lush parks, and highly-rated school systems, this county is an ideal location for families, retirees, and anyone seeking a peaceful yet engaging lifestyle.

One of the standout features of homes in Oldham County is the availability of properties with outside entry basements. These unique homes offer a seamless blend of functionality and style, providing additional living space that can be transformed into anything from a cozy guest suite to a spacious home office or recreational area. The outside entry design allows for easy access, making it perfect for entertaining guests or enjoying some quiet time in your private retreat.

Imagine hosting summer barbecues on your patio while guests enjoy the convenience of an accessible basement, or transforming that space into a hobby haven where creativity knows no bounds. With a variety of architectural styles and sizes available, you’re sure to find the perfect home that meets your needs in Oldham County.

Whether you’re exploring the local parks, indulging in the charming downtown shops, or enjoying the rich history of the area, Oldham County promises a lifestyle filled with warmth and community spirit. Discover your dream home here, where comfort meets convenience in a truly enchanting setting!

Newest Oldham County Homes with Outside Entry Basement

6520 Jacob Dr, Westport
$875,000
6 Beds ⋅ 4 Baths ⋅ 1733407 MLS
An extraordinary home. An exceptional setting. A lifestyle all its own. Perched above the Ohio River with breathtaking elevated views, this remarkable custom residence offers a rare combination of luxury, privacy, craftsmanship, and riverfront living without the concerns of being directly on the water. Thoughtfully designed and beautifully maintained, this exceptional home offers approximately 4,600 square feet of living space, including the finished lower level, with six bedrooms and four bathrooms. From its inviting wraparound porch to its beautifully appointed interiors, every detail reflects the care and pride of a home built with family in mind. Inside, generous living spaces create the perfect balance of refined elegance and everyday comfort. Whether hosting memorable gatherings, welcoming overnight guests, or enjoying a quiet evening at home, this residence offers the space and versatility to accommodate it all. For those who appreciate room for their passions, the extraordinary approximately 1,700 square foot detached garage with a wood stove and the workshop is a destination in itself. With space for multiple vehicles and additional height to accommodate a boat or camper, it offers exceptional possibilities for collectors, hobbyists, and outdoor enthusiasts. Perhaps most captivating is the property's connection to the Ohio River. Enjoy sweeping river views from the comfort of home, along with private deeded river access and the opportunity for a dock, subject to applicable approvals. Spend your mornings watching the river come to life, your afternoons enjoying the water, and your evenings taking in the peaceful beauty of this extraordinary setting. Located in the charming river community of Westport, this is more than a beautiful home. It is an opportunity to embrace a lifestyle defined by natural beauty, thoughtful luxury, and the freedom to enjoy the things you love. Some properties are simply places to live. Others are places you never want to leave. Welcome to 6520 Jacob Drive.

6520 Jacob Dr, Westport
12731 Crestmoor Cir, Prospect
$1,195,000
6 Beds ⋅ 5 Baths ⋅ 1733272 MLS
Freshly painted white brick, steep rooflines, and a circular drive framed by refreshed landscaping set this 2003 home apart on Crestmoor Circle. Inside the two-story foyer, the first of several custom art glass windows throws geometric patterns across polished black granite floors. The kitchen pairs dark painted cabinetry with quartz countertops, a full-height quartz backsplash, two islands, a gas cooktop, double wall ovens, and a built-in GE Monogram side-by-side refrigerator. Maple hardwoods lead into the great room, where lighted display niches frame the gas fireplace, a Palladian window looks out to the trees, and a curved iron-railed balcony overlooks it all. The primary suite is its own retreat. A cove-lit tray ceiling, wide-plank hardwoods, and a see-through fireplace connect the bedroom to a sitting room wrapped in windows, and right now those windows are full of fall color. A vaulted first-floor office adds built-ins, a fireplace, and a second arched art glass window. The 2,515-square-foot finished walkout lower level holds a family room with fireplace plus a dedicated fitness room. Out back, an upper deck, a lower deck, and a screened porch with a tongue-and-groove ceiling overlook the 0.57-acre lot.. The work is done. The interior and exterior were fully painted, most carpeting was replaced, the roof is one year old, and the mechanicals are newer. Six bedrooms, 4 full and one half baths, four fireplaces, a three-car garage PLUS A 4TH UTILITY GARAGE in the lower level. 7,334 finished square feet (4,919 above grade) complete the picture. Hillcrest includes a community pool. Goshen at Hillcrest Elementary is less than half a mile away, North Oldham Middle and High are about 1.5 miles, and US Highway 42 puts Prospect shops and dining minutes from home.

12731 Crestmoor Cir, Prospect
301 N 5th Ave, La Grange
$464,000
4 Beds ⋅ 3 Baths ⋅ 1732898 MLS
Built in 1915 and beautifully restored for modern living, this extraordinary La Grange home is one of those rare treasures. Proudly connected to the La Grange Historical Society, this stunning residence celebrates more than a century of history while offering the thoughtful updates and modern comforts today's buyers desire. From the moment you arrive, the classic Americana architecture, timeless curb appeal, and picturesque corner lot set the stage for something truly special. Step inside and prepare to fall in love. Gorgeous original woodwork, rich hardwood floors, an elegant staircase, and a beautiful original fireplace showcase the craftsmanship and attention to detail of a bygone era. Every room is filled with warmth, personality, and architectural character, seamlessly complemented by the home's extensive restoration. The generously sized bedrooms offer an abundance of space, while the newly created primary suite is a true showstopper, featuring a stunning private en suite bathroom that brings a touch of modern luxury to this historic masterpiece. It's the perfect marriage of old-world charm and contemporary sophistication. Outside, the beautiful corner lot provides a wonderful setting to enjoy the home's classic architecture, while a detached two-car garage adds convenience and functionality that's not always easy to find in historic properties. And the location is every bit as special as the home itself! Situated in the charming community of La Grange, Kentucky, you'll enjoy convenient access to the shops, restaurants, and small-town atmosphere of historic downtown La Grange, along with proximity to La Grange Elementary and Oldham County's highly regarded schools. This isn't just a beautifully updated house. It's a piece of La Grange history, thoughtfully preserved and lovingly brought into its next century. A rare opportunity to own a home where original craftsmanship, historic significance, modern amenities, and timeless beauty come together. Homes with this much soul don't come along every day. Come experience the charm, character, and beauty for yourself!

301 N 5th Ave, La Grange
7518 Floydsburg Rd, Crestwood
$240,000
3 Beds ⋅ 3 Baths ⋅ 1732642 MLS
A Great Opportunity in Crestwood! Brick Home on Nearly Half an Acre! Discover the possibilities at 7518 Floydsburg Road in Crestwood! Situated on a spacious corner lot of nearly half an acre, this two-story brick home offers approximately 1,800 square feet of finished living space, 3 bedrooms, 2.5 baths, and a partially finished basement. With classic brick construction, solid bones, and a detached 2.5-car garage, this property offers plenty of appealing features and an opportunity to make it your own. The generous lot provides room to enjoy outdoor living, while the garage offers additional space for parking, storage, hobbies, or a workshop. Thoughtfully priced to reflect the property's current condition, this home presents an opportunity for buyers to personalize, update, and add value. Whether you're an investor looking for your next project or a buyer ready to bring your own vision to life, this property offers plenty of possibilities in desirable Oldham County. Come explore the potential and envision what you can create at 7518 Floydsburg Road!

7518 Floydsburg Rd, Crestwood
3002 Log Cabin Ct, Crestwood
$460,000
3 Beds ⋅ 3 Baths ⋅ 1732162 MLS
Lovely 3-bedroom, 3-full-bath Ranch in Oldham County offering an open floor plan and walkout basement, situated on 1+ acre. The updated kitchen features new granite countertops and additional wall of cabinetry for extra storage. New hardwood flooring enhances the great room, hallway, and bedrooms. Enjoy the wood-burning fireplace in the great room, a covered deck with composite flooring, and spacious, tree-lined backyard. The lower level includes a flex room with full bath, laundry room (washer & dryer remains), and 2-car garage with work area. Roof replaced in 2017. Hobbyists will appreciate the 20' x 20' metal pole barn with insulated walls, concrete floor, and electricity. Separate garden shed located in backyard. A wonderful combination of comfortable living and outdoor enjoyment.

3002 Log Cabin Ct, Crestwood
109 Franklin Ave, La Grange
$299,900
3 Beds ⋅ 2 Baths ⋅ 1731320 MLS
Incredible opportunity to own this recently remodeled home in Oldham County. Inside, you will find two bedrooms, comfortable living room, roomy dining room off of the kitchen, and full bathroom on the first floor. The second floor has an additional bedroom with bonus space. The basement, with its separate door access, has many possibilities. Outside, you will find a spacious back yard off of the newly built deck, perfect for entertaining or relaxing. In terms of updates, the roof, furnace, and A/C were all just fully replaced. The entire house has been freshly painted throughout, including the entire basement. The floors and light fixtures have been replaced. The kitchen has a full remodel, including new appliances. The property is conveniently located close to Hwy 146, taking you directly into LaGrange or quickly to I-71, leaving you with no shortage of amenities close by. Make an appointment before it is gone. The house is ready for its new owner.

109 Franklin Ave, La Grange
1500 Bluegrass Pkwy, La Grange
$2,295,000
6 Beds ⋅ 6 Baths ⋅ 1729713 MLS
Welcome to an extraordinary custom-designed estate where timeless architecture, exceptional craftsmanship, and resort-style living come together on nearly 16 breathtaking acres of Kentucky countryside. Designed by renowned architect Fran Scott, this remarkable property was thoughtfully created for entertaining, multi-generational living, recreation, and everyday comfort. From the moment you arrive, the quality is unmistakable. The freshly painted Hardie Board exterior is beautifully accented by Coronado stone, while Marvin windows and doors, extensive custom trim and millwork, abundant natural light, four fireplaces, and rich hickory hardwood flooring throughout the first and second floors showcase the exceptional attention to detail. The main level features 10-foot ceilings, dual staircases, zoned surround sound, Google smart thermostats, and an inviting floor plan designed for effortless living and entertaining. The exceptional outbuildings and nearly 16 acres further elevate this one-of-a-kind estate. A remarkable 50' x 80' heated barn offers two oversized RV bays with 14-foot doors, an additional garage bay ideal for golf carts, lawn equipment, tractors, or ATVs, and a dedicated spray-foam-insulated workshop. The workshop floor is engineered to accommodate a vehicle lift, while a storage loft provides additional space. A separate wood shop features double walk-in doors and a garage door for convenient access. An impressive 10' x 13' walk-in refrigerator adds exceptional functionality. The barn also includes eight additional bays offering outstanding potential for future equestrian or livestock use; these areas are currently open and not configured as stalls. Set on nearly 16 acres of beautiful Kentucky countryside, the property offers a rare combination of privacy, recreation, usable land, and future possibilities. The acreage features open meadows, level usable areas, gently rolling hills, mature wooded sections, and a peaceful stream along the rear of the property. A cistern overflow is located beneath the pool house. Whether envisioned for recreation, equestrian pursuits, farming, hobbies, storage, or simply enjoying the privacy and beauty of the land, this remarkable property offers possibilities rarely found so close to Louisville. The heart of the home is truly exceptional. The expansive chef's kitchen features an oversized center island with a built-in wood-block cutting board, Viking six-burner gas range with griddle and pot filler, custom maple cabinetry by Chris's Cabinetry, and a spacious walk-in pantry. A beautifully appointed butler's pantry includes an ice maker and secondary dishwasher and provides a seamless connection to the family room, screened porch, and outdoor entertaining spaces. The main level also offers a private primary suite with en-suite bath, formal dining room with oversized bay window, spacious family room, heated tile sunroom, wood-burning fireplace with gas starter, mudroom, and two half baths. Upstairs, a second luxurious primary suite offers a walk-in closet and en-suite bath, accompanied by three additional bedrooms, a full bath, and a conveniently located laundry room. The walkout lower level expands the living and entertaining possibilities with a second kitchen, fireplace with Coronado stone surround, private guest suite with en-suite bath and heated bathroom flooring, additional laundry area, abundant storage, and a spectacular theater room featuring custom barn wood and reclaimed railroad tie accent walls. Above the three-car garage, a completely finished private guest apartment offers its own entrance, making it ideal for extended family, guests, an au pair, or potential rental income. The apartment includes hardwood flooring, living room, bedroom, full bath, kitchen with granite countertops, and four oversized closets. Outside, the property transforms into a private resort. The breathtaking resort-style outdoor living spaces were designed for year-round enjoyment and unforgettable entertaining. A custom 20,000-gallon saltwater pool is surrounded by extensive stamped concrete and an impressive Trex deck with an integrated built-in hot tub and beautiful wood-plank ceiling over the spa area. The pool house features stamped concrete floors, a half bath, corrugated metal cabinetry, suede granite countertops, and a one-of-a-kind custom bar crafted from an authentic WWII Liberty Ship hatch cover. A spacious pergola adds another inviting gathering area just off the pool house. With nearly 16 acres of privacy, exceptional craftsmanship, multiple living spaces, a private guest apartment, spectacular indoor and outdoor entertaining areas, and thoughtful amenities throughout, this one-of-a-kind estate offers an unparalleled Kentucky lifestyle just minutes from Louisville.

1500 Bluegrass Pkwy, La Grange
1029 Rollingwood Ln, Goshen
$399,900
4 Beds ⋅ 2 Baths ⋅ 1729653 MLS
This is the kind of house where the big projects have already been handled, and the fun parts are left for you to enjoy. With 4 bedrooms, 2 full bathrooms, a finished walkout basement, and updates throughout, there is a lot more here than you might expect. The kitchen has been completely refreshed with new countertops, new cabinetry, and updated appliances, while both bathrooms have been renovated with new vanities, tile flooring, and a walk in shower in the primary. Fresh paint, updated flooring, wood accent walls, and two fireplaces give the interior a warm, finished feel. And then there is the outside. The home sits on a double lot with a fully fenced yard, two decks, and a 2 car garage. Major improvements include a new roof, gutters, siding, shutters, skylights, HVAC, and garage doors, with many of those updates completed within the last two years. With a finished walkout basement adding even more room to live, work, entertain, or spread out, this one offers a combination of space, updates, and outdoor room that is getting harder to find.

1029 Rollingwood Ln, Goshen
2405 Cornish Way, La Grange
$625,000
4 Beds ⋅ 3 Baths ⋅ 1728943 MLS
MOTIVATED SELLERS! Sellers Reloed! This is a truly unique property in Oldham County. 2405 Cornish Way is a meticulously renovated 4 bedroom, 3 bath brick ranch with an open floor plan offering approximately 3,300 square feet of total living space. This beautiful home sits on a 2.2 acre tract across two adjoining private wooded lots. The second lot presents a rare opportunity to build an additional home directly next door or enjoy the extra acreage for recreation, privacy, and outdoor living. The current owners took great pride in the property and completed extensive renovations and improvements with the intention of making it their forever home. At the heart of this home is a beautifully designed chef's kitchen featuring custom stonework, a walk-in pantry, and premium Viking appliances. Throughout the home you will find extensive updates: new hardwood flooring, new carpet, renovated bathrooms, custom-built bookshelves, and numerous additional improvements. The craftsmanship continues outside with Amish built porches with traditional mortise-and-tenon joinery, and locally milled beams used to build the front porch and covered rear deck. The beautiful solid beams give the home timeless character from the moment you pull in the drive. The covered rear deck, located just off the kitchen, overlooks the expansive backyard. The current owners have had a rendering done for a future gunite pool that would sit just off the newly built covered back porch. This expansive property also comes with a brand-new 30' x 36' detached 3-car garage with the ability to store a boat or RV, 2 car attached, AND another 2 car detached garage. Additional improvements include a new roof, new HVAC system, downstairs kitchenette, tankless water heater, new driveway, and 400-amp electrical service. With over $300,000 in luxurious improvements, quality finishes, 2+ acres, and the rare potential for a second residence, 2405 Cornish Way offers a combination of craftsmanship, luxury, and opportunity rarely found in Oldham County. The current owners poured their hearts into creating their forever home, thoughtfully improving every detail over the years. Now, they're ready to pass it on to someone who will appreciate and love it just as much as they have!

2405 Cornish Way, La Grange
12330 Enclave Dr, Goshen
$4,895,000
6 Beds ⋅ 7 Baths ⋅ 1728794 MLS
A rare offering where timeless architecture, exceptional craftsmanship, and resort-inspired living converge, this extraordinary estate is privately positioned on nearly 10 acres of breathtaking park-like grounds. Surrounded by mature trees, English garden-inspired landscaping, and sweeping views, the property offers remarkable privacy and an exceptional lifestyle. Spanning approximately 10,500 square feet, the brick and limestone residence was thoughtfully designed for both sophisticated everyday living and grand-scale entertaining. A dramatic black-and-white marble foyer creates an unforgettable first impression, with views extending through the home to the saltwater pool and picturesque grounds beyond. At the heart of the home, the remarkable chef's kitchen features Wolf appliances, Sub-Zero refrigeration, exquisite quartzite surfaces, and a striking book-matched stone feature wall. Custom millwork, hardwood flooring, coffered ceilings, designer details, two private offices, and a sophisticated tavern room further distinguish the main level. The luxurious first-floor primary suite offers dual walk-in closets and a spa-inspired bath with heated floors and steam shower. Upstairs, two spacious en-suite bedrooms and a private lounge provide an ideal retreat for family or guests. The partial walkout lower level is designed for exceptional hospitality, offering expansive entertaining spaces, a large island with additional appliances, fitness center, en-suite guest accommodations, an additional bedroom and bath, bunk room, second laundry, and dedicated wellness space with infrared sauna. Outdoor living is equally impressive, centered around a grand limestone-covered terrace overlooking the saltwater pool with fountains and sun shelf. Additional features include three fireplaces, a four-car garage with premium organization system, comprehensive security, and a whole-house generator. Rarely does a property combine this level of architecture, privacy, luxury amenities, and resort-style living. More than a home, this extraordinary estate is a private retreat designed to be enjoyed for generations.

12330 Enclave Dr, Goshen
3921 W Highway 22, Crestwood
$359,000
3 Beds ⋅ 2 Baths ⋅ 1728763 MLS
Renovated 3 bed, 2 bath home for sale in Crestwood, KY 40014, on 1.45 acres in Oldham County. $140,000 in upgrades make this home move-in ready, minutes to I-71, South Oldham schools, and Crestwood dining. 2023 renovation: new HVAC (no A/C before), plumbing, electrical, drywall, and white oak hardwood floors. Kitchen: LG appliances, quartz counters, deep sink, breakfast bar. New hall bath with walk-in shower; primary bath with Kohler, Delta, TOTO fixtures. Tiled fireplace surround, widened doorways, new doors and trim, fresh paint, three added closets, basement updates, concrete porch, professional landscaping. New roof (2025); basement waterproofed by United Dynamics with new sump pump (2026). Rare turn-key acreage 20 minutes to Louisville. Schedule your showing today.

3921 W Highway 22, Crestwood
8819 Ash Ave, Pewee Valley
$285,000
4 Beds ⋅ 2 Baths ⋅ 1721958 MLS

8819 Ash Ave, Pewee Valley
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