Shepherdsville Homes with Entry Side Parking

Shepherdsville Homes with Entry Side Parking

Welcome to Shepherdsville, Kentucky—a charming city nestled in the heart of Bullitt County, where Southern hospitality meets modern convenience. Just a short drive from the bustling city of Louisville, Shepherdsville offers a serene suburban lifestyle with easy access to urban amenities. Known for its rich history and vibrant community, this picturesque town is perfect for families, young professionals, and retirees alike.

One of the standout features of homes in Shepherdsville is the availability of properties with entry side parking. This practical design not only enhances the curb appeal of your home but also provides the convenience of easy access to your vehicle while maximizing your front yard space. Imagine coming home after a long day, effortlessly parking your car on the side, and stepping into your beautiful abode without the hassle of navigating tight spaces.

Shepherdsville boasts a variety of homes that cater to diverse tastes and budgets. Whether you’re seeking a cozy starter home or a spacious family residence, you’ll find an array of options featuring modern amenities and inviting layouts. The community is dotted with parks, schools, and local shops, making it an ideal place to settle down and create lasting memories.

With its friendly atmosphere, scenic landscapes, and homes equipped with entry side parking, Shepherdsville is not just a place to live; it’s a place to thrive. Come explore the possibilities and discover your dream home in this delightful Kentucky city!

Newest Shepherdsville Homes with Entry Side Parking

$659,900
4 Beds ⋅ 3 Baths ⋅ 1728364 MLS
This incredible all brick ranch with walk out finished basement offers four bedrooms and three full baths. Large living room with high ceiling and wood to gas fireplace which leads to a stunning 13 by 13 four seasons sun room with tons of windows and second fireplace insert. This room is a game changer. gourmet kitchen offers custom cabinets, granite counter tops and updated appliances. spacious dining area as well as additional dining room for plenty of space. Handscraped Espresso hardwood flooring throughout most of min level.Great size primary bedroom and bath with stand alone shower and jetted tub. The fully finished and remodeled basement offers an exercise room, billiards room, full baths , oversized bedroom . Basement also offers a magnificent theater room with 110' projection and and surround sound.system Backyard offers covered porch, paved patio with gazebo . Above ground pool partially eloped with concrete for aesthetic look. Second garage has covered back area for cooling off after a dip in the pool. Yard is large and has plenty of room for entertaining and is professionally landscaped. This home has been remodeled and shows true craftsmanship and pride of ownership. This one is a gem!

247 Sunray Dr, Shepherdsville
$299,000
3 Beds ⋅ 3 Baths ⋅ 1726779 MLS
Don't miss out on this two-story home tucked in the highly sought after Hensley Estates, priced to sell! Offering 3 bedrooms and 3 bathrooms, this home is set on over half acre - giving you room to spread out, garden, entertain, or just enjoy some extra breathing space. And with no HOA fees! This one is ready for your personal touch. The 2- car garage and large out building add extra storage and workspace perfect for hobbies and tools.

464 Hensley Rd, Shepherdsville
$750,000
3 Beds ⋅ 3 Baths ⋅ 1725890 MLS
Private 6-Acre Retreat with Pool, Creek & Room for Everything. Escape to nearly 3,900 sq ft of finished living space on 6 private acres in Shepherdsville, with your own creek, in-ground pool, and covered patio for entertaining. The main level offers 3 bedrooms, an updated kitchen with commercial-grade appliances, and refinished hardwood floors. The finished walkout basement adds a family room, office, three flex rooms, and a full bath — ideal as a 4th/5th bedroom, in-law suite, or home office. Car enthusiasts take note: 7 total parking spaces across a 5-car garage and carport. Whole-property generator with dedicated panel. Public water, natural gas, city-limits convenience. Homes like this don't come up often in Bullitt County.

282 Halls Ln, Shepherdsville
$349,900
2 Beds ⋅ 3 Baths ⋅ 1725925 MLS
Located in up-and-coming northern Bullitt County, this delightful, updated brick ranch with a finished basements absolutely sparkles—both inside and out—with the pride and charm of a beloved and cherished family home. The main level features an open layout, with the airy family room—brilliantly illuminated with natural light from the large bay window—flowing smoothly into the large, updated kitchen and the spacious dining room beyond. The kitchen boasts abundant counterspace below ample cabinetry, accented by stainless steel appliances, while the spacious dining room features a lovely fireplace and mantle. Down the hall, the large primary suite features a vast primary bedroom, with sliding glass exterior doors leading to its own private back deck and hot tub, while the connected p bedroom, with sliding glass exterior doors leading to its own private back deck and hot tub, while the connected primary bathroom includes a double vanity and a walk-in shower. Next up is the second bedroom, boasting another lovely bay window (the perfect reading nook!), as well as a second full bathroom. Below, the finished basement begins with the massive great room. This seemingly endless and astonishingly versatile space is currently set up as a game room, living room, and pool room... all at once! Further along you'll find two more bonus rooms (perfect as an office, extra bedroom, or playroom), as well as a very large laundry/utility room, featuring integrated shelving and a countertop. Venture out the front door and you'll find the covered front porch, a serene and peaceful refuge surrounded by tasteful, well-kept landscaping, and proudly overlooking the expansive, shaded front yard. An oversized driveway (ample parking!) leads to your very own backyard oasis! Here, a massive back deck begins with a relaxing, covered section, before continuing beyond and fully encircling the above-ground pool. Lined on its far side with lovely, tall evergreen trees, and with a towering oak tree above, this shaded sanctuary is truly an entertainer's dream! Past the pool area, you'll encounter the sprawling, shaded backyard with a full privacy fence. Here, a quiet outdoor patio offset by a humble weeping willow offers the perfect place to unwind after a long day, while the opposite end hosts a large outdoor shed, providing a convenient and flexible storage solution for toys and tools alike. An attached 2.5 car garage completes the property. This excellent location—just off Interstate-65—places all of Shepherdsville and Louisville within reach, making dining, shopping, and commuting a breeze, all while preserving that small town charm.

3604 Burkland Blvd, Shepherdsville
$449,999
4 Beds ⋅ 4 Baths ⋅ 1725303 MLS
*PRICED BELOW RECENT APPRAISED VALUE!* Welcome to 287 Cedar Place Drive in the heart of Bullitt County, where comfort, space, and functionality come together in a home designed for everyday living and entertaining. This spacious 4-bedroom home offers 2 full bathrooms and 2 half bathrooms with a layout that provides flexibility and space, along with an attached two-car garage offering additional convenience and storage. Step inside to find natural hardwood flooring in the living room, fresh paint throughout the home, updated LVP flooring, and a convenient half bath for guests. The first-floor primary suite offers a spacious and private retreat complete with an updated en-suite bathroom and convenient main-level living The kitchen features freshly painted cabinetry, stainless steel appliances, bench seating, and easy access to the formal dining room, creating the perfect setup for hosting and everyday meals. Upstairs, you'll find three generously sized bedrooms, a full bathroom, and a loft area ideal for a home office, reading nook, or additional flex space. The walkout basement offers an incredible recreational area along with an additional half bath and direct access to the spacious backyard. Outside, enjoy the concrete patio, freshly painted deck, cozy built-in fire pit, vegetable gardens, updated landscaping and lighting, and a spacious backyard designed for entertaining and outdoor living. A French drain system was also installed to improve backyard drainage and functionality. Located in a desirable Bullitt County setting with room to spread out both inside and out, this home offers the perfect combination of warmth, charm, and functional living space.

287 Cedar Place Dr, Shepherdsville
$444,000
4 Beds ⋅ 2 Baths ⋅ 1725039 MLS
A serene 2+ acre retreat, this property blends modern updates with country charm. The heart of the home is its massive, fully updated kitchen, showcasing crisp white cabinetry, gleaming countertops, and an open layout perfect for gathering. LVP flooring flows across the main level, adding durability and style throughout. The expansive owner's suite feels like a private getaway, complete with an updated spa like bathroom. Outdoor living shines here with two spacious decks, a screened in area ideal for quiet mornings, and plenty of room to entertain. A barn with a lean to adds versatility for storage, hobbies, or animals, making this property a rare blend of comfort, function, and acreage. Call today for an appointment!

253 Country Manor Ln, Shepherdsville
$399,900
4 Beds ⋅ 3 Baths ⋅ 1724718 MLS
Welcome home! Discover the perfect blend of comfort, charm, and outdoor living at 1039 Cobblestone Circle. From the moment you arrive, you'll appreciate the inviting curb appeal and beautiful setting on a spacious over half-acre lot in the desirable Meadowbrook subdivision. Inside, this 4-bedroom, 2.5-bath home offers a functional and welcoming floor plan designed for everyday living and entertaining. The first floor features a cozy fireplace, creating the perfect gathering space for relaxing evenings at home. Upstairs, you'll find fresh paint and updated carpet, adding a bright and refreshed feel throughout the second level. The backyard is truly the highlight of this property, offering an exceptional outdoor entertaining space that is hard to find. Enjoy the covered deck with porch swings, perfect for morning coffee, hosting friends and family, or unwinding while overlooking your beautiful private yard. With so much space to enjoy, this outdoor retreat provides endless possibilities for creating memories. Conveniently located in Meadowbrook with easy access to I-65, shopping, dining, and Louisville, this home offers the ideal combination of neighborhood living and everyday convenience. With its charming curb appeal, spacious lot, thoughtful updates, and incredible outdoor living space, 1039 Cobblestone Circle is ready to welcome its next owner. Schedule your private showing today!

1039 Cobblestone Cir, Shepherdsville
$454,000
3 Beds ⋅ 2 Baths ⋅ 1724229 MLS
Welcome home to this beautifully maintained all brick ranch in the lovely Bella Woods subdivision! Situated on a picturesque one acre lot, this stunning property offers over 2000 sq ft of living space all on one level combining comfort, convenvience, and timeless appeal. A charming covered front porch welcomes you inside, where you'll discover a spacious layout that's perfect for both everyday living and entertaining. The generous living areas provide plenty of room to gather, while th kitchen and dining space create the ideal setting for family meals and hosting guests. The split bedroom design offers added privacy, and the spacious primary suite provides a relaxing retreat at the end of the day. Outside, you'll love the peaceful setting with room to enjoy the outdoors, along with the convenience of a detached 2-car garage offering additional storage, workspace, or parking. The low maintenance brick exterior and beautifully sized 1-acre lot make this home as practical as it is inviting. Ideally located just minutes from I-65, this beautiful home is the perfect blend of single-level living, generous outdoor space, and an unbeatable location! Schedule your private showing today and experience everything this home has to offer!

722 Cameron Ridge Rd, Shepherdsville
$495,000
3 Beds ⋅ 3 Baths ⋅ 1722905 MLS
Move-in ready with major updates! This well-maintained home offers comfort, style, and peace of mind. Enjoy new main-level flooring (2024), an extended driveway (2024) with additional parking, new replacement windows with a transferable lifetime warranty, and a new electrical panel (2025). The bright, functional floor plan is perfect for everyday living and entertaining. Thoughtfully updated and meticulously cared for, this home is ready for its next owner. Conveniently located near shopping, dining, parks, schools, and major highways. Don't miss this opportunity to own a home with valuable recent improvements already completed. Schedule your private showing today!

128 Erikas Ct, Shepherdsville
$948,000
4 Beds ⋅ 5 Baths ⋅ 1722310 MLS
Improved Price! Nestled on 2.2 picturesque, park-like acres, this exceptional custom home offers luxury, privacy, and incredible versatility. Built in 2000, this beautifully maintained home features 4 bedrooms, 4 full baths, and 1 half bath, with each bedroom offering its own private full bath. Elegant details include extensive crown molding, vaulted and tray ceilings, and spacious living areas designed for both everyday living and entertaining. The well-appointed kitchen features abundant cabinetry, a planning desk, and a large walk-in pantry. The luxurious primary suite is a true retreat with a private morning kitchen, gas fireplace, and an expansive en-suite bath. The fully finished walk-out basement is ideal for multi-generational living or an in-law suite, offering two bedrooms, two full baths, a full kitchen, dining area, family room, gas fireplace, recreation room, media room, workout room, and a full laundry room. Walk directly from the lower level to the private backyard oasis featuring a beautiful in-ground saltwater pool surrounded by mature landscaping. The attached 2-car garage includes epoxy floors, Gladiator storage cabinets, and a workshop area, while the detached 2-car garage provides additional space for vehicles, hobbies, or storage. This one-of-a-kind property combines elegant finishes, functional living space, and a serene setting just minutes from everyday conveniences. Whether you're looking for room to entertain, accommodate extended family, or simply enjoy peaceful country living, this remarkable home offers it all.

389 Cedar Place Dr, Shepherdsville
$799,900
3 Beds ⋅ 3 Baths ⋅ 1721316 MLS
Hidden away at the end of a peaceful cul-de-sac, 1140 Rams Run offers the rare opportunity to enjoy a private, self-reliant lifestyle surrounded by nature—without sacrificing convenience. Tucked off the beaten path, this exceptional property provides quick access to I-65 for easy travel to Shepherdsville and Elizabethtown, as well as nearby Hwy 245 for a direct route to Bardstown. Whether you're seeking a private country retreat, a homestead, a recreational paradise, or a property designed with preparedness in mind, this one-of-a-kind estate delivers. The location is ideal for outdoor enthusiasts. Nearby attractions include Bernheim Forest, Pine Creek Barrens Nature Preserve, Forest Edge Winery, and the world-famous Jim Beam Distillery. Multiple lakes, parks, campgrounds, off-roading destinations, hiking opportunities, and trail-riding areas are all within easy reach. Sportsmen will appreciate the ability to enjoy target shooting on the property, with the Kentucky Gun Club and Knob Creek Gun Range also located nearby. The home is nestled among beautiful wooded acreage featuring established hiking and biking trails that wind through your own backyard. Here, nature isn't something you visit—it's part of everyday life. Outdoor living is a centerpiece of the property. Four tiered aggregate patios, including two covered areas, create distinct spaces for entertaining and relaxation. Enjoy family cookouts, grilling, barbecuing, relaxing beneath the gazebo, gathering around the pool area, or simply taking in the peaceful surroundings. The circular driveway provides abundant parking and easy maneuverability for RVs, boats, campers, and trailers. For homesteaders and preppers, this property is exceptionally well-equipped. The chemical- and pesticide-free garden plot is ready for growing your own food, while established asparagus beds provide annual harvests. A plant map will be available for the new owner. The property also features a 15,000-gallon cistern that continues to collect rainwater, offering an additional layer of self-sufficiency. Combined with the whole-house Generac generator and a second chimney flue available for a future wood stove installation, the home is well-positioned for off-grid or emergency preparedness living. Inside, the meticulously maintained residence combines comfort, functionality, and timeless design. The spacious living room features soaring vaulted ceilings, hardwood flooring, custom shutters, and a striking creekstone fireplace highlighted by a unique Kentucky-shaped stone feature and double-flue chimney. The expansive kitchen was designed for both everyday living and large gatherings, offering abundant cabinetry, a large center island, generous dining space, and dual workstations that are ideal for meal preparation, remote work, or homeschooling. The oversized primary suite offers a peaceful retreat with dual closets and a spacious ensuite bath featuring a skylight and jetted tub/shower combination. Two additional bedrooms are larger than typical secondary bedrooms and feature new carpeting and generous closet space. The walkout basement expands the home's living space while providing peace of mind. Filled with natural light, it includes large rooms, extensive storage, a full bathroom, and dedicated storm- and tornado-safe rooms, making it an ideal refuge during severe weather. Accessibility considerations have also been thoughtfully incorporated throughout the home. Additional recent improvements include: New HVAC system New water heater New basement pump Newer roof with gutter guards Generac whole-house generator Custom shutters A charming guest cottage adds tremendous flexibility for guests, hobbies, home office use, or recreational space. Well insulated and climate controlled for year-round comfort, the cottage is connected to the generator system and features a dog door leading directly to an enclosed pen area, making it perfect for pet owners. The impressive "double barn" is truly a standout feature. One side serves as an insulated six-bay workshop with concrete floors, water service, fan, air hose system, two large workbenches, and a wood stove—an ideal setup for mechanics, craftsmen, hobbyists, or small business owners. The large bays measure approximately 50 feet deep with 18-foot clear height, providing exceptional versatility. The second side offers massive storage capacity for multiple RVs, boats, campers, ATVs, equipment, tractors, and recreational vehicles. With no HOA restrictions, abundant storage, established trails, room for chickens or kennels, recreational opportunities at your doorstep, and infrastructure designed for both comfort and preparedness, 1140 Rams Run is far more than a home—it's a lifestyle. Private yet connected. Peaceful yet prepared. A place where adventure, self-sufficiency, and everyday comfort come together in one extraordinary Kentucky property.

1140 Rams Run, Shepherdsville
$319,900
3 Beds ⋅ 2 Baths ⋅ 1721027 MLS
Country Living at Its Finest! Welcome to 424 Old Mill Stream Lane. This Beautiful Home has a unique style with a Twin Spire roof and a concrete stone brick that truly sets it apart. The large front Patio says come sit awhile in your new home. This large ranch style home features a newly remodeled Country Kitchen with custom white cabinets, granite countertops, 8' Island with granite countertops, Refrigerator, Range, Microwave and Dishwasher, huge pantry and a large dining area. Both Bathrooms have been remodeled with ceramic tile and updated vanities. The Living Room is open and adjacent to the Kitchen. Freshly painted and new flooring throughout. Large 8' x 13' Laundry Room. The backyard features an 11' x 24' patio that overlooks the fenced backyard and the woods behind. Has a 12' x 20' Storage Building that remains. All of this is situated on 1.54 Acres of Land!

424 Old Mill Stream Ln, Shepherdsville
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