30 - Shelby County Homes with Entry Side Parking

30 - Shelby County Homes with Entry Side Parking

Welcome to Shelby County, Kentucky, a hidden gem that beautifully marries small-town charm with modern conveniences. Located just a short drive from Louisville, Shelby County boasts a rich history, vibrant community spirit, and stunning natural landscapes. With rolling hills, lush farmland, and picturesque parks, it's no wonder that residents take pride in calling this area home.

One of the standout features of homes in Shelby County is the availability of properties with entry side parking. This thoughtful architectural design not only enhances curb appeal but also offers practicality for homeowners and their guests. Imagine the ease of parking your vehicle out of sight, allowing for a clean and organized front yard that welcomes visitors with open arms. Entry side parking also provides additional space for outdoor activities, making it perfect for families who enjoy entertaining or simply relaxing in their own private oasis.

The real estate market in Shelby County is diverse, offering a variety of homes that cater to different lifestyles and budgets. Whether you're seeking a cozy cottage, a spacious family home, or a luxurious estate, you'll find a welcoming community that values quality living. With access to top-rated schools, local shops, and recreational opportunities, Shelby County is an ideal place to settle down and create lasting memories.

Discover the charm of Shelby County and explore homes with entry side parking today. Your dream home awaits in this vibrant community where comfort and convenience come together seamlessly!

Newest 30 - Shelby County Homes with Entry Side Parking

$399,900
3 Beds ⋅ 2 Baths ⋅ 1729122 MLS
PROPOSED NEW CONSTRUCTION! Don't miss this exceptional opportunity to build your dream home. Nestled on a quite dead-end street with minimal traffic, this rare 1/3-acre lot offers the perfect combination of privacy, convenience, and timeless design. This elegant Farmhouse style home features 3 bedrooms and 2 bathrooms with 1676 SQ Ft. and a 2-car garage, thoughtfully designed with modern living in mind. Enjoy an ideal location just minutes from schools, shopping, restaurants, and easy access to Interstate 64. The property already includes a newly poured concrete driveway, approximately 100 ft. long, 14.5 ft wide and over 6" thick, adding durability and exceptional value before constructions even begins. One of the greatest advantages of purchasing early is the opportunity to personalize your new home. Buyers will work with the builder to select finishes throughout the construction process and will receive allowances for flooring, lighting, and paint colors, allowing you to create a home that reflects your own style and preferences. This is a rare chance to own a beautiful custom home in a peaceful setting while enjoying all the conveniences of Shelbyville. Secure your lot and make your dream home a reality.

18 Arlington Ct, Shelbyville
$285,000
3 Beds ⋅ 2 Baths ⋅ 1728902 MLS
Welcome to 453 Erie Ct in Shelbyville! This home offers the perfect combination of comfort, functionality, and space to enjoy every season. Inside, you'll find a warm and inviting layout with plenty of room for everyday living and entertaining. Step outside and you'll quickly see why the outdoor space is a standout—whether Kentucky decides to give you sunshine, rain, or all four seasons in one day, you'll have the perfect place to relax and enjoy it! Located on a quiet cul-de-sac while still convenient to everything Shelbyville has to offer, this home gives you that tucked-away neighborhood feel without sacrificing location. If you've been waiting for a home that feels comfortable, welcoming, and ready for its next chapter, 453 Erie Ct is one you'll want to see in person.

453 Erie Ct, Shelbyville
$1,899,000
5 Beds ⋅ 5 Baths ⋅ 1728798 MLS
Luxury newer construction on 15.01 acres in Shelbyville, KY! This exceptional custom-built 5-bedroom, 4.5-bath Kentucky estate combines modern farmhouse architecture, designer finishes and beautiful Shelby County countryside views. The open-concept interior showcases soaring ceilings, dramatic wood beams, wide-plank flooring and a stunning great room with floor-to-ceiling stone fireplace and custom built-ins. The chef-inspired kitchen features custom cabinetry, stone countertops, oversized island, professional-style gas range, pot filler, designer lighting and walk-in pantry. The luxurious primary suite offers a spa-inspired bath with freestanding soaking tub, oversized glass shower, dual vanities and custom finishes. A massive unfinished walkout basement, already roughed in for 2 additional bathrooms and a wet bar, provides incredible future living and entertainment potential with impressive ceiling height and double-door exterior access. Situated on 15.01 newly platted acres, this rare Shelbyville luxury home with acreage offers privacy, space and Kentucky country living while remaining convenient to Shelbyville, Simpsonville and the greater Louisville area.

2280 Anderson Ln, Shelbyville
$425,000
3 Beds ⋅ 3 Baths ⋅ 1728797 MLS
A full acre, more than 2,500 finished square feet, and room to make it your own—2101 Charleston Way brings together space, flexibility, and a fresh update in an established Shelby County neighborhood. This 3-bedroom, 2½-bath home offers nearly 2,000 square feet above grade, with brand-new LVP flooring replacing all of the home's previous carpet. The spacious living areas give everyone room to spread out, while the kitchen offers abundant cabinetry, a gas range, and a built-in workstation perfect for homework, planning, or working from home. The primary suite is anything but ordinary. Generously sized with two walk-in closets, a private bath with double vanities, and plenty of room to create your own retreat, it's a space that truly feels like a primary suite should. Two additional bedrooms and a conveniently located laundry room complete the bedroom area of the home. And there's even more room downstairs. The finished portion of the walkout basement adds more than 500 square feet of living space and offers the flexibility for movie nights, a game room, home gym, home office, entertaining space, or whatever life calls for next. Outside, the one-acre lot provides something increasingly difficult to find—the freedom of a little breathing room while still enjoying the convenience of an established neighborhood. A side-entry two-car garage completes the package and keeps the home's curb appeal front and center. With 2,510 finished square feet, brand-new LVP flooring, an oversized primary suite, finished walkout basement, two-car garage, and a full acre to enjoy, 2101 Charleston Way gives you the space to settle in today and the opportunity to make it distinctly yours.

2101 Charleston Way, Shelbyville
$595,000
3 Beds ⋅ 3 Baths ⋅ 1728595 MLS
Privacy, acreage and beautiful views, this Shelbyville property offers the space and setting that are increasingly hard to find. Situated on over 5 acres with a picturesque pond and recently built detached pole barn, this walkout ranch offers a versatile floor plan with plenty of room to expand and enjoy the property. The main level features a spacious family room, formal dining room, kitchen and laundry, along with a generous primary suite with an en suite bath and two large walk-in closets. An additional bedroom and half bath complete the first floor. The finished walkout lower level adds exceptional living space with a family room, kitchenette, bedroom, full bathroom and laundry room- ideal for guests, extended family or a private secondary living area. With over five acres, peaceful surroundings and flexible indoor and outdoor spaces, this property offers a wonderful opportunity to enjoy the best of Shelbyville living.

1783 Aiken Rd, Shelbyville
$2,900,000
6 Beds ⋅ 7 Baths ⋅ 1725698 MLS
Welcome to this extraordinary, custom-built estate home in Persimmon Ridge, on over 7 acres. Every detail of this home was scrutinized thought-out the building phase to ensure the seller's vision was met. The materials used were selected to maximize enjoyment, aesthetics, and durability for decades to come. With approximately 8,944 finished square feet, 6 bedrooms, 5 full and 2 half bathrooms across all 3 levels, and resort-style amenities in the rear yard, the sellers created a property unlike anything else in the area. From the moment you arrive, the home's stone exterior, massive timber accents and covered entry set the tone. Inside, soaring ceilings, exposed beams, wide-plank hardwood flooring and an impressive stone fireplace anchor the dramatic great room, while expansive windows bring the surrounding landscape into the home. The kitchen was designed for entertaining and large gatherings, and the dining room doors fold open to bring in the pool area. The kitchen features a double island, professional grade appliances, custom cabinetry, stone accents and an open connection to the dining and living areas. A butler's pantry, dedicated office, mudroom and laundry add function without sacrificing the home's clean, custom aesthetic. The main-level primary suite provides a private area for the owners, complete with rear yard access and a hot tub on your private porch. The second floor dramatically expands the home's versatility with three additional bedrooms, multiple baths, a game room, craft room, 2 secret rooms and additional laundry. The finished lower level adds two more bedrooms and a full bath, along with a family room, game area, wet bar, office, tiered-seating theater room and dedicated bourbon closet. And then there is the outdoor setting. The pool is surrounded by expansive patio space and complemented by a covered cabana which contains a TV and fireplace. Covered porches and an impressive outdoor stone fireplace and entertainment pavilion provide multiple places to gather throughout the seasons. The outdoor kitchen area has a kegerator, grills, and a refrigerator. Car enthusiasts, collectors and hobbyists will appreciate garage space that is nearly impossible to duplicate. In addition to the home's extensive attached garage configuration (There's a secret 5th bay inside!), the property includes a substantial 40' x 60' detached barn with its own covered patio and entrance. This space has a barn style ceiling inside, giving you ample room to add car lifts, park an RV, or park a large boat while still on the trailer. In Summary: 6 bedrooms. 5 full, and 2 half bathrooms. Nearly 9,000 finished square feet. Approximately 7.5 acres. Pool. Cabana. Theater. Multiple entertainment spaces. Exceptional garage capacity. Secret Rooms. 2 Laundry Rooms. This is more than square footage. It is a thoughtfully designed estate built for entertaining, recreation, hobbies and everyday living, all on a scale rarely available in a neighborhood setting.

205 Gavin Ct, Louisville
$699,000
3 Beds ⋅ 4 Baths ⋅ 1728051 MLS
Completely Remodeled 5-Acre Brick Home with Exceptional Space & Updates! Welcome to this beautifully remodeled 3-bedroom, 3.5-bath brick two-story home, perfectly situated on 5 picturesque acres with an outbuilding. Thoughtfully updated throughout, this home combines classic charm with modern finishes and an abundance of living space. The inviting eat-in kitchen features a center island, brand-new cabinetry, a farmhouse sink, and new stainless-steel appliances, including a refrigerator. A convenient first-floor laundry/mudroom adds functionality and everyday ease. The main level offers a formal living room with fireplace, spacious dining room, and a comfortable family room with walkout access to a large deck—perfect for relaxing or entertaining while enjoying the peaceful acreage. Updates continue throughout the home with new lighting, new hardwood flooring on the first floor, and new carpet upstairs. All bathrooms have been refreshed with new flooring, vanities, faucets, and lighting. Upstairs, the spacious primary suite features a vaulted ceiling and new carpet. The luxurious primary bath includes double vanities, a whirlpool tub, and a large separate shower. Two additional bedrooms, a versatile bonus room perfect for a nursery or home office, and a full bath with double sinks complete the second level. The walkout basement provides even more room to spread out, featuring an exercise room with new flooring, game room, and an additional family room. Step outside onto the impressive 16' x 34' patio and enjoy the expansive outdoor setting. Major mechanical updates include a roof, water heater, and HVAC system that are approximately one year old. With extensive remodeling, generous living space, 5 acres, and an outbuilding, this beautiful property truly has it all. Must see to fully appreciate everything this exceptional home has to offer! Conveniently located one mile from 164!

4830 Taylorsville Rd, Finchville
$1,590,000
5 Beds ⋅ 5 Baths ⋅ 1727770 MLS
A truly one-of-a-kind property in Simpsonville. Set on 5 beautiful acres within Simpsonville's only gated community, this exceptional 5 bedroom, 5-bath home offers a rare combination of luxury, privacy, and country living. The property features an impressive ¾ of an acre established vineyard that has produced award-winning wine, making this estate truly special. 485 vines. Approximately 50% Noiret, 45% Vidal Blanc and 5% others. In addition to the vineyard, the grounds are dotted with a variety of mature fruit trees, creating a picturesque setting and an opportunity to enjoy your own harvest right at home. A brand- new barn adds incredible versatility to the property, providing space for equipment, hobbies, storage, or whatever your lifestyle requires. Inside the spacious home offers plenty of room for family and guests. The walk-out basement features a full kitchen, along with additional living space, making it ideal for entertaining, extended-stay guests, a private suite, or multi-generational living. There is a temperature controlled wine room in the basement, providing the ideal environment for storing and showcasing a collection. Additional features of the home include a whole house generator, and four working fireplaces. From the beautiful acreage and established vineyard to the new barn, direct access to scenic horse trails from the property, and thoughtfully designed living spaces, this property offers a lifestyle that is rarely found. Private, peaceful, and truly unique- this is Kentucky living at its finest.

60 Lizas Cir, Simpsonville
$585,000
5 Beds ⋅ 4 Baths ⋅ 1727700 MLS
Welcome home to this beautiful farmhouse nestled on 6.1 peaceful acres in Waddy, Kentucky! Built in 2019, this spacious 2,241 sq. ft. home offers the perfect blend of modern updates, comfortable living, and plenty of outdoor space. Step inside to find new carpet, new light fixtures, and new appliances, giving the home a fresh, updated feel. The finished walkout basement provides additional living space and opens up endless possibilities for a family room, home office, recreation area, or guest space. Outside, enjoy the peaceful surroundings from the 16' x 30' deck, perfect for entertaining, relaxing, or taking in the beautiful acreage. The property also features a new blacktop driveway and an 18' x 12' Amish-built building, offering excellent storage all while being conveniently located in Waddy, KY. This is a must see property. Contact me for your private showing!

8486 Waddy Rd, Waddy
$189,900
3 Beds ⋅ 1 Baths ⋅ 1727680 MLS
Welcome to 1740 Cherry Lane! This 3-bedroom, 1-bath brick ranch offers a functional single-level floor plan on a spacious corner lot. Recent updates include a new roof in 2023, an updated bathroom in 2026, fresh paint, and kitchen improvements featuring butcher block countertops and an updated sink. Hardwood flooring adds character throughout the home, complemented by comfortable living and dining spaces. Outside, the fenced backyard provides plenty of usable outdoor space, along with a storage shed for additional storage. An attached carport offers convenient covered parking. Located near shopping, dining, and everyday amenities, this home combines classic brick construction with thoughtful updates. Schedule your private showing today!

1740 Cherry Ln, Shelbyville
$699,000
5 Beds ⋅ 3 Baths ⋅ 1727518 MLS
Original owner, meticulously maintained. Updated finishes and mechanicals include new roof (2026), new gutters (2026), new HVAC (2025), and new water heater (2026). First-floor primary suite. Hardwood floors throughout. 3-car garage with one extra-long bay for a larger vehicle, boat, or workshop use. Hard-to-find 1+ acre lot, partially wooded, offering modern living in a rural setting. Tranquil covered back patio and a firepit tucked into the wooded area. Schedule your showing today.

106 Cherry Hills Ln, Louisville
$699,900
4 Beds ⋅ 3 Baths ⋅ 1727334 MLS
Beautifully situated on 7.5 acres in Shelby County, this completely updated brick home offers over 2700 sq. ft. with 4 bedrooms, 2.5 baths and a spacious floor plan. The gorgeous kitchen features stone countertops, abundant cabinetry and a large island. Enjoy hardwood flooring, formal dining, multiple living areas and a cozy family room with a fireplace and built-ins. Additional features include an unfinished basement, attached oversized 2.5-car garage, expansive decking and an above-ground pool. The approximately 1,676 sq. ft. pole barn includes a wood-burning stove and offers excellent workshop, equipment or hobby space. Peaceful country living with room to enjoy!

740 Banta Ln, Pleasureville
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