30 - Shelby County Homes with Detached Parking

30 - Shelby County Homes with Detached Parking

Welcome to Shelby County, located in the beautiful state of Kentucky! Known for its charming small towns, picturesque landscapes, and friendly communities, Shelby County offers a wonderful place to call home.

One of the key features that make Shelby County stand out is its abundance of homes with detached parking. If you're someone who values having a dedicated space for your vehicles or extra storage, then you'll be pleased to know that this region has plenty of options to choose from.

Whether you're looking for a cozy cottage, a spacious family home, or a luxurious estate, you'll find a wide range of properties that offer detached parking in Shelby County. This feature not only provides convenience but also adds value to your home.

Having a detached parking space allows you to keep your vehicles secure and protected from the elements. It also offers additional storage space for outdoor equipment, tools, or even a workshop. With detached parking, you can have peace of mind knowing that your vehicles and belongings are safe and easily accessible.

If you're in the market for a home in Shelby County and prioritize having detached parking, you're in luck! Explore the diverse real estate options available in this region and find the perfect home that suits your needs and preferences.

Experience the charm of Shelby County and enjoy the convenience of homes with detached parking. Start your search today and find your dream home in this wonderful Kentucky county.

Newest 30 - Shelby County Homes with Detached Parking

$999,950
4 Beds 2 Baths 1723903 MLS
This 4-bedroom, 2-bath historic farmhouse is situated on 5 scenic acres (with an additional adjoining 5-acre tract available for purchase and possible owner financing) in the heart of Simpsonville and offers a rare combination of residential comfort, equestrian functionality, income potential, and Kentucky character. The property includes two barns, seven fenced paddocks, a pond, a detached garage with a finished apartment, and picturesque views across the surrounding countryside. Built in 1938, the farmhouse blends timeless charm with thoughtful modern updates. Rich hardwood floors, elegant crown molding, two fireplaces, and an abundance of natural light create a warm and inviting atmosphere throughout the home. Large windows capture sweeping views of the pastures, pond, rolling landscape, and memorable Kentucky sunsets. The spacious kitchen offers stainless steel appliances, a beautiful bay window, generous workspace, and an open layout designed for both everyday living and entertaining. A classic front porch provides the perfect place to enjoy peaceful mornings, while the expansive screened-in covered rear deck overlooks the property and creates an ideal setting for relaxing, dining, or hosting guests. Designed with equestrian use in mind, the 13-stall main barn features 12-by-12 stalls, built-in hay racks, wide aisles, a dedicated wash area, and a well-appointed tack room. The farm also includes seven fenced paddocks with run-in sheds and automatic waterers, creating an efficient and functional setup for horses and livestock. Adding to the property's unique equestrian history, the farm was once home to the owner's beloved horse, a granddaughter of the legendary Secretariat. A second historic dairy barn adds even more versatility and future potential. Its size, setting, and distinctive character make it suitable for agricultural use, storage, a creative space, a private gathering venue, or a future event or wedding destination. The detached garage provides additional value with an oversized heated and cooled space below and a finished studio apartment above. The apartment includes a full bath and kitchenette, making it ideal for guests, extended family, farm staff, tenants, a private office, or potential rental income. Located just minutes from Interstate 64 and moments from the Simpsonville outlet mall, the property offers the peace and beauty of rural Kentucky without sacrificing convenience. Its central location between Louisville and Lexington also provides easy access to many of the region's premier equestrian destinations, including Churchill Downs, Keeneland, and the Kentucky Horse Park. The home, barns, pond, and approximately 5 acres are being offered together, with the additional adjoining 5-acre tract available separately. Contact the listing agents for details regarding purchase options and possible owner-financing terms. Opportunities offering this level of historic character, usable acreage, equestrian infrastructure, scenic beauty, income potential, and flexibility are increasingly difficult to find in Simpsonville.

1219 Taylor Wood Rd, Simpsonville

$1,650,000
5 Beds 6 Baths 1723681 MLS
A rare offering to own this spectacular country estate in the gated community of Majestic Oaks, featuring over 7,000 square feet of living space on 5 verdant acres. The first floor has soaring 10 foot and vaulted ceilings, 3 fireplaces, 2 staircases, and extensive custom woodwork and built-ins. The first floor primary suite is the epitome of luxury, with a steam shower, quartz counters, towel warming drawer, dressing area, and double walk-in closets. The kitchen is a chef's dream, with Thermador gas cooktop and double ovens, Bosch dishwasher, and warming drawer. Upstairs is a large living room, 3 more bedrooms, all with walk-in closets, and two full baths. The basement features a large game and media room, a partial kitchen, bedroom, newly remodeled bath, and second laundry. Stepping outside onto one of the many patios, porches, or decks, you will find a private, lush oasis. The property has a 40,000 gallon heated salt water system pool with waterfall and stately terraced sundeck, a fully landscaped back yard, and a large garden with six Vego raised beds with drip irrigation. About one acre of the property is surrounded by four-board fencing with a sprinkler system. Additionally, the property includes extensive storage, a security system, 3 separate HVAC units (2 with humidifiers), and 2 water heaters. Adding even more versatility, there is a detached three-car garage connected by a covered breezeway, and an unfinished apartment/studio with a separate entrance is above the garage. There is also plenty of open, flat acreage for a barn to be built in the future, and the neighborhood features over 7 miles of horse trails. The current owners have treasured this home for 26 years, and their care and love is evident. This private estate is designed to create unforgettable memories and allow for effortless entertaining on any scale. It is perfectly positioned to capture the surrounding peace and beauty of the rolling countryside of Simpsonville, with breathtaking sunsets in a parklike setting.

107 My Kentucky Rose Cir, Simpsonville

$230,000
3 Beds 1 Baths 1723548 MLS
Whether you're searching for your very first place to call home or looking to add a solid property to your investment portfolio, this charming Shelbyville gem is full of opportunity. Perfectly situated in the heart of town, this adorable 3-bedroom, 1-bath home offers character you simply can't replicate—complete with beautiful arched doorways and original hardwood floors that flow throughout the bedrooms and main living spaces. From the moment you arrive, you'll be welcomed by incredible curb appeal that makes this home feel inviting before you ever step inside. Out back, you'll discover a spacious backyard with plenty of room to entertain, garden, let pets play, or simply relax and enjoy your own outdoor retreat. Behind its inviting charm, you'll find the peace of mind that comes with major mechanical updates already taken care of. The HVAC system, furnace, and water heater were all replaced in 2023, allowing you to focus on making the space your own instead of tackling costly projects. With approximately 1,000 square feet of thoughtfully designed living space, this home feels warm, welcoming, and surprisingly spacious. Whether you envision cozy nights at home, a low-maintenance rental, or your next investment opportunity, this property checks all the right boxes. Homes with this much character, updated mechanicals, incredible curb appeal, and an unbeatable in-town location don't stay available for long. Come see why this adorable Shelbyville home is one you'll fall in love with from the moment you walk through the door.

229 Webbmont Cir, Shelbyville

$1,425,000
5 Beds 4 Baths 1721677 MLS
Motivated Seller!! -- NOTE: Seller is open to exploring creative financing options, including potential seller financing terms for qualified buyers! Seller is very open minded to different types of offer structures and trades. Please contact the Listing Agent with any questions.) Tucked away on 12 fully fenced acres in Finchville, this beautifully updated property offers the perfect blend of modern country living and convenience - located just 30 minutes from Downtown Louisville and approximately 40 minutes from Frankfort. Extensively updated and truly move-in ready, this home has seen major improvements throughout - including updated roof, HVAC systems, water heaters, windows, doors, kitchen, bathrooms, appliances, and more. With nearly all of the big-ticket items already completed, buyers can enjoy the peace of mind of simply moving in and making themselves at home. (contact Listing Agent for full document, listing all updates/upgrades!) With a private pond, wraparound front porch, and peaceful setting surrounded by open land, this is the kind of property buyers wait for. One of the standout features of the property is the impressive 50x80 commercial-grade detached garage - complete with 16-foot ceilings, four oversized overhead doors, dedicated HVAC, and its own electrical service. And speaking of electrical service! Upgraded high-capacity 3 phase electric is available at this location! Ideal for car lifts, large workshops, heavy machinery - or any combination of the 3 to truly make this detached flex space your own. And combined with the attached two-car garage, the property offers covered parking for more than 15 vehicles, making it ideal for car enthusiasts, business owners, hobbyists, or anyone needing serious workspace and storage. The home itself has been extensively updated from top to bottom, including major systems, allowing for a truly move-in ready experience. Inside, you'll find spacious living areas, a large walkout basement (which has already been plumbed for a 2nd kitchen - offering a convenient setup for a future in-law suite), and thoughtful updates throughout. Out back, a brand new in-ground saltwater pool and stone patio create the perfect setting for entertaining or relaxing while taking in the surrounding countryside. Additional highlights include a whole-house generator, expansive outdoor space, and a setting that offers both privacy and accessibility - providing the tranquility of country living without sacrificing proximity to the city.

2095 Fisherville Rd, Finchville

$1,800,000
5 Beds 7 Baths 1717633 MLS
Where the tree line ends, the rush of the world fades away. Spanning across just under 35 acres, this home is thoughtfully designed to harmonize with its surroundings, ensuring views from each room capture the scale and beauty of the property. From morning sunrises to quiet evening sunsets, experience an uncompromising connection to the land. An intelligent footprint defines the main level. The two-story great room provides striking architectural volume and soaring windows, connecting the open floor plan to the vaulted hearth room and kitchen. Built for efficiency and scale without sacrificing aesthetic, the culinary space features a stunning quartz waterfall island, double ovens, dual dishwashers, a 46-inch prep sink, dedicated appliance garages, and nearby access to a large, walk-in... pantry. Encompassing 5 bedrooms and 6.5 baths, the estate unfolds to reveal a serene first-floor primary retreat, complete with walk-in closet and private access to the patio. The upper level graciously accommodates family and guests, featuring four spacious bedrooms, two private ensuites, and a beautifully appointed Jack-and-Jill bath. A finished lower level invites both wellness and leisure, offering a living space, game room, full bath, adaptable gym space, and a potential golf simulator bay. Beyond the walls, the grounds present a magnificent canvas with limitless potential. Fenced pastures—some already equipped with run-in sheds and strategic water access—stand ready for horses or livestock, offering the ideal foundation to design a custom barn or riding arena. For the luxury homesteader, a greenhouse, raised garden beds, and a wrap-around chicken run offer utility, complemented by a developing orchard. A secondary two-car detached garage provides additional storage and functional workshop space alongside other outbuildings. This private sanctuary is naturally framed by mature timber, abundant wildlife, and sections of the boundary graced by a quiet creek. 517 Aiken Road is more than a private retreat—this is the foundation for your Kentucky legacy.

517 Aiken Rd, Shelbyville

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