Oldham County Homes with Entry Side Parking

Oldham County Homes with Entry Side Parking

Welcome to Oldham County, Kentucky—where charm meets convenience in a picturesque setting. Nestled just a short drive from the bustling city of Louisville, Oldham County is renowned for its stunning landscapes, tight-knit communities, and top-rated schools. It’s a place where families can thrive, and nature lovers can explore the beauty of the outdoors, with plenty of parks and recreational activities to enjoy.

One of the standout features of homes in Oldham County is the availability of properties with entry side parking. This thoughtful design not only enhances curb appeal but also provides added convenience for homeowners. Imagine arriving home to a beautifully landscaped property with easy access to your garage or driveway, allowing for seamless entry and exit. These homes are perfect for families with multiple vehicles or those who enjoy hosting gatherings, as they offer ample space for parking without compromising on outdoor aesthetics.

Oldham County’s real estate market is diverse, offering a variety of styles and sizes to suit every lifestyle and budget. Whether you’re searching for a cozy cottage or a spacious family home, you’ll find listings that boast modern amenities, generous living spaces, and, of course, those desirable entry side parking options.

Discover the perfect blend of suburban tranquility and urban accessibility in Oldham County. With its welcoming atmosphere and beautiful homes, it’s no wonder that so many choose to call this enchanting area home. Come explore the possibilities and find your dream home in Oldham County today!

Newest Oldham County Homes with Entry Side Parking

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
3503 Rock Rose Ln, La Grange
$457,000
3 Beds ⋅ 3 Baths ⋅ 1733450 MLS
Brick Ranch 3 bedroom, 2.5 bath. with Formal Living Room, Dining Room,Eat In Kitchen, Family Room with fireplace, Primary Bedroom with Master Bath, 2 large bedrooms with large closets, Full Hall ving just miBathroom, Launry room with 1/2 bath and door to deck,covered deck with access from dining area, concrete porch with access from family room, attached 2 car garagev, detached garage, 1.01 acre lot, concrete drive with plenty parking,country living just minutes to I-75

3503 Rock Rose Ln, La Grange
1006 Poplar Ridge Rd, Goshen
$1,520,000
6 Beds ⋅ 5 Baths ⋅ 1733273 MLS
Discover exceptional craftsmanship, thoughtful upgrades, and effortless luxury at 1006 Poplar Ridge in Goshen's highly sought-after Poplar Woods community. This 6-bedroom walkout ranch pairs a striking painted brick and stone exterior with Hardie board accents, beautifully appointed interiors, and one of the largest private, level lots in the subdivision. Inside, incredible moldings, detailed finish carpentry, custom cabinetry, and an open floor plan create spaces equally suited for entertaining and everyday comfort. Hard-surface flooring extends throughout the home, offering a completely carpet-free interior. The kitchen features custom cabinetry, GE Profile appliances, and a GE Café six-burner cooktop with griddle. The adjoining hearth room/dining room provides an inviting gathering space, while two gas fireplaces with upgraded inserts bring warmth and ambiance to the home. The oversized pantry found here is a must ! An all-season sunroom has been added on each level, creating two inviting retreats for year-round relaxation. Each is independently heated and cooled, offering personalized comfort and a beautiful connection to the surrounding landscape. Finished ceilings, dimmable lighting, and custom lockable shutters complete these thoughtfully designed spaces. The spacious, private owner's suite offers peace and tranquility, with a generous bath and dual custom closets. Two additional main-level bedrooms each enjoy a private bath, and all bathrooms throughout the home feature custom tile. The uniquely designed mudroom offers generous space and convenient access from the three-car garage, with its own distinctive moldings and decorative accents that carry the home's craftsmanship into this everyday space. The walkout lower level offers three more bedrooms, a full hall bath, and expansive open living space with flexibility for gathering, recreation, and entertaining. Generous unfinished storage areas with built-in shelving provide organization and potential for future finished space. Outside, professionally maintained landscaping surrounds the home, complemented by dedicated flower beds, an upgraded Rain Bird irrigation system, and aggregate driveway, walkways, porch, and patio surfaces. A large-format tile fire pit area creates a welcoming destination for evenings under the stars. Additional highlights include an epoxy-finished garage floor, custom interior shutters, whole-house security, and a new Owens Corning roof, gutters, and fascia installed in 2025 with a transferable warranty. Beautifully maintained and rich in custom details, this Poplar Woods retreat offers the space, privacy, and refined comfort you've been searching for all on nearly an acre lot! Schedule your private viewing today and come see how luxury and elegance meets your every day needs here!

1006 Poplar Ridge Rd, Goshen
3015 KY-393, La Grange
$665,000
4 Beds ⋅ 4 Baths ⋅ 1733058 MLS
Welcome to 3015 N. Hwy 393 in La Grange, a spacious 4-bedroom, 4-bath brick home nestled on a beautiful and peaceful 4.28-acre private lot in Oldham County. Surrounded by nature and offering plenty of room to spread out, this property provides a wonderful sense of privacy while still offering convenient access to everything the La Grange area has to offer. Inside, the home features a spacious and versatile floor plan with four bedrooms and four bathrooms, providing plenty of room for family, guests, a home office, or additional living and recreational spaces. The classic brick exterior gives the home timeless appeal and complements its picturesque setting. The partially finished walkout basement adds even more flexibility and future potential. A portion of the lower level is already finish ed, while the remaining space has been framed and is ready for the next owner to complete. Create an additional family room, home theater, game room, fitness area, office, guest space, or whatever best fits your lifestyle. With convenient walkout access to the property, the basement offers an excellent opportunity to significantly expand the home's finished living space. Outside is where this property truly shines. Situated on 4.28 beautiful acres, the home offers a private and peaceful setting with plenty of space to enjoy the outdoors. Whether you're relaxing and taking in the quiet surroundings, entertaining friends and family, gardening, enjoying outdoor recreation, or simply looking for a little more room between you and your neighbors, this property offers the space and serenity you've been searching for. With 4 bedrooms, 4 bathrooms, a classic brick exterior, a partially finished walkout basement with additional space framed and ready to finish, and 4.28 beautiful private acres, 3015 N. Hwy 393 offers an incredible combination of space, privacy, versatility, and potential in Oldham County. Come experience the peaceful setting and see all this property has to offer!

3015 KY-393, La Grange
3914 Old Sligo Rd, La Grange
$740,000
4 Beds ⋅ 3 Baths ⋅ 1733025 MLS
Absolutely stunning like new walk out ranch home. This home sits on over 2.5 acres and has wonderful privacy. The home has the primary bedroom and 2 guest bedrooms on the main floor. The primary suite is beautiful! The kitchen is stunning with granite tops and a gas cook top plus double ovens. There is a wonderful walk in pantry that includes a pocket office. The covered front porch looks over the beautiful front yard and the screened rear porch takes in the beauty of the rear just fenced back yard! The walk out basement has a bedroom, full bath, family room, kitchenette, and a rec room that is currently used for lawn mower storage. The home has no carpet in it!!! The finish level is incredible and it all shows truly like new! Please allow 24 hour response time to all offers. Fiber is believed to be available with Spectrum, however the seller has chosen to use starlink. The seller will be taking the Stalink equipment with them. Also the refrigerator and freezer in the basement go with the seller.

3914 Old Sligo Rd, La Grange
4620 Grand Dell Dr, Crestwood
$699,900
4 Beds ⋅ 4 Baths ⋅ 1732653 MLS
Welcome home to this custom built 3 story Victorian dream house in the highly sought after neighborhood of Grand Dell. An absolute vision of timeless elegance sitting on 4 luscious acres lined with trees! Prepare to be wowed by the most incredible lot available in the neighborhood with its long grande entrance off the road, and one of the largest rolling lots. Featuring an above ground pool, private garden house, extra detached garage and custom fenced garden with incredible panoramic views of your old Kentucky Home! This is a must see to believe available for the first time ever since its build in 30 years by its only owners. Your very own living dollhouse on a picturesque lot offering private glassed sunrooms and front porches to gaze at the stunning land that surrounds you! Inside features over 3000 finished square feet, 4 bedrooms and 4 baths with custom carpentry and gorgeous hardwoods throughout! Enormous updated kitchen with granite counter tops, beautiful handcrafted carpentry and cabinetry, and stainless appliances. In the great room, cozy up all winter long to the wood burning fireplace with surrounding built ins. Unique for its time offering 2 glassed in porches off the back and side of house made for all seasons to enjoy . Large first floor laundry room and 2 car attached garage! Upstairs you will find another bonus area serving many functions with 3 bedrooms, 2 full baths and that's not all! The third floor has been completely renovated with enormous family room or bedroom, hardwoods, vaulted ceilings with tons of natural light and own full bath providing a unique element of layout functionality for any buyers varying needs. Recently updated mechanicals throughout and extra detached garage for storage and land maintenance. Unfinished walkout basement providing tons of additional storage! The beautiful above ground pool overlooks the amazing views of the entire backyard with its own garden and garden house and pond! Truly a breath of heaven with this rare Crestwood Oldham Co. find! Schedule your private showing today! You don't want to miss this incredible opportunity to own your forever home!

4620 Grand Dell Dr, Crestwood
14450 River Glades Dr, Prospect
$3,995,000
7 Beds ⋅ 8 Baths ⋅ 1732482 MLS
A remarkable sense of arrival sets the tone for this custom-built residence, where more than 9,000 square feet unfolds with an ease and warmth rarely found at this scale. Conceived as a private oasis, the home offers a retreat from the pace of everyday life, with meticulous craftsmanship, natural materials and spaces designed for both entertaining and quiet enjoyment. A covered courtyard terrace creates a sheltered approach, offering a moment of privacy before the front doors reveal the dramatic interior beyond. Natural woodwork extends throughout the interior, while an open staircase rises to a gallery overlooking the central great room. Here, a wall of windows creates a seamless connection to the landscape, drawing the pool and surrounding grounds into the living experience and bathing the room in natural light. The first-floor primary suite enjoys direct views of the pool, while six additional bedrooms provide exceptional flexibility for family and guests. The walkout lower level expands the home's living spaces outdoors with a private patio and direct connection to the wooded yard. Throughout, sophisticated architectural details and custom craftsmanship are balanced by an inviting, relaxed atmosphere—creating a residence that is as comfortable in its everyday rhythm as it is impressive in its scale.

14450 River Glades Dr, Prospect
1006 Yellow Poplar Dr, Goshen
$1,650,000
4 Beds ⋅ 5 Baths ⋅ 1732437 MLS
Unparalleled luxury in this custom stone and brick ranch nestled in the serene Poplar Woods, offering a private oasis with breathtaking views of the neighborhood lake and mature woods. This prestigious residence, meticulously renovated in 2025, showcases in sophisticated upgrades, including a reimagined kitchen, opulent bathrooms, and expansive outdoor living spaces. Spanning .77 acres, this split-bedroom ranch seamlessly blends high-end finishes and custom millwork with functionality, featuring a finished walkout lower level complete with a guest suite and an extraordinary entertaining area. The main floor welcomes you with a grand foyer, elegant new hardwood floors, and panoramic views of the surrounding trees. French doors open to a private office, while a formal dining room sets the stage for memorable gatherings. The living room captivates with its coffered ceiling, custom-designed built-in bookshelves, and a gas fireplace, all complementing the natural beauty outside. On the main floor, the primary suite, positioned in its own wing, provides a private sanctuary with backyard views, a double-tray ceiling, and an updated spa-like bath featuring dual vanities, a soaking tub, a large walk-in shower, and a massive walk-in closet. Two additional main-floor bedrooms share a renovated Jack-and-Jill bath, while a powder room, laundry room, and attached three-car garage with electric vehicle charging station enhance the main level's convenience. The open-concept kitchen with quartz countertops is equipped with top-of-the-line appliances, including a Sub-Zero refrigerator, GE Monogram 6-burner gas range, dishwasher, and Advantium oven. Custom elevated finishes, a walk-in pantry, a sunlit breakfast area, and a sunroom with a second gas fireplace create inviting spaces. Outdoor living is redefined with an enlarged Trex deck off the sunporch, perfect for alfresco dining and entertaining, overlooking a stunning 20x40 saltwater gunite infinity pool with tanning ledge. The luxurious retreat-like pool area features a built-in hot tub, spacious ceramic-tiled decking, and a fire pit. The lower level of the home features a walkout that expands the living space to an expansive tiled patio, which includes a large screened-in area with an upscale outdoor kitchen. The sizable family room with a fully equipped wet bar is off to the side. Adjacent sits the hobby or craft room and a room filled with windows overlooking the pool currently being used as a game room. The comfortable guest suite with an ensuite bath and walk-in closet offers luxurious accommodations. Finishing the level is a powder room adjacent to the hobby room and a golf simulator room, complete with its own mini-split. This luxury residence is adorned with a tranquil water feature along the side of the house, an irrigation system, and expertly landscaped grounds. Located within the award-winning North Oldham County school district, the 2025 enhancements include a new roof, PVC Grade replacement windows by Window Nation, and a whole-house Generac generator, ensuring peace of mind and enduring value. Experience the epitome of refined living in this exceptional Poplar Woods Estate home.

1006 Yellow Poplar Dr, Goshen
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
2002 N Rose Island Rd, Prospect
$499,000
3 Beds ⋅ 2 Baths ⋅ 1730822 MLS
Looking for privacy, room to spread out, and a move-in ready home? This beautifully renovated 3-bedroom, 2-bath property sits on a full acre and offers an inviting layout designed for both everyday living and entertaining. Step inside to a soaring ceiling, abundant natural light, and an open floor plan that immediately feels welcoming. A spacious loft overlooks the family room, where a floor-to-ceiling stone fireplace creates a warm and impressive focal point. Out back, the updated deck spans the full width of the home, offering an ideal setting for outdoor dining, grilling, relaxing, and gathering with family and friends. The finished portion of the basement adds even more versatility with options for a game room, home theater, or second living area, while the unfinished section provides valuable storage. A renovated home on a full acre is a special find in Oldham County - come see everything this property has to offer!

2002 N Rose Island Rd, Prospect
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
12039 Hunting Crest Dr, Prospect
$1,475,000
5 Beds ⋅ 5 Baths ⋅ 1732103 MLS
An extraordinary resort-caliber sanctuary awaits in Oldham County's coveted Estates of Hunting Creek! Sited on an expansive, lushly landscaped 1+ acre lot with a welcoming circular driveway and covered portico, this exceptional residence pairs the prestige of Oldham County's award-winning school district with timeless architectural detail and extensive capital improvements. Step into the dramatic two-story marble foyer, where your eye is drawn immediately through the wall of windows in the great room to the private pool oasis beyond. Flanking the foyer is an executive study lined with built-in bookcases, along with an elegant formal dining room accented with decorative millwork, hardwood floors, and transom-topped doorways. The soaring great room features entrance columns, updated carpet, surround-sound audio, and a gas fireplace flanked by custom display shelving. Designed for effortless daily living and entertaining, the custom chef's kitchen features a gas range (2019), Wolf double ovens, a Bosch dishwasher, an updated refrigerator, quartz perimeter countertops, and a granite-topped center island. Seamlessly connected are the cozy hearth room, breakfast dining area, and a tranquil three-season sunroom—offering multiple gathering spaces with scenic views of the grounds. Front and rear staircases provide exceptional household flow. The main-floor primary wing connects directly to the private study and features custom built-ins for electronics and an updated main level AC unit. The deluxe primary bath offers a whirlpool tub framed by columns, dual vanities, a separate walk-in shower, water closet, ceramic tile flooring, and dual walk-in closets. Upstairs, dual staircases lead to a second primary suite complete with an adjoining private sitting room, updated carpet, and an ensuite bath. Two additional generously sized bedrooms share a spacious Jack-and-Jill bath, each featuring large walk-in closets and new 2026 paint and carpet. The partly finished walkout lower level was remodeled in 2025 with fresh paint and new flooring, creating the ultimate recreation destination. It features a dedicated home theater room with a new HD projector (2025; all theater equipment remains). There is an area perfect for a bar setup, room for a pool table, a family room, and a versatile flex room currently used as an exercise room but ideal as a 5th bedroom with a full bath and steam shower. Walk out from the lower level to your private backyard haven. The fully fenced saltwater pool area is wrapped in mature trees and landscaping for total seclusion. Outdoor amenities include an expansive resurfaced patio deck, pool slide, poolside gazebo for shaded relaxation, and a perimeter mosquito control system. Beyond the pool enclosure, the sprawling grounds offer an expansive, open grassy lawn with abundant space for kids and pets to play freely. Must see to truly appreciate!

12039 Hunting Crest Dr, Prospect
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