30 - Shelby County Homes with Detached Parking

30 - Shelby County Homes with Detached Parking

Welcome to Shelby County, Kentucky, a charming region that beautifully blends rural tranquility with modern conveniences. Nestled just east of Louisville, Shelby County boasts a rich history, vibrant community spirit, and stunning landscapes that make it an ideal place to call home. With its picturesque horse farms, lush green fields, and serene lakes, this area offers a peaceful escape from the hustle and bustle of city life while still providing easy access to urban amenities.

For those seeking a new home in Shelby County, you’ll be delighted to discover a variety of properties that cater to diverse lifestyles. One of the standout features of many homes in this region is the availability of detached parking. Imagine the convenience of having a spacious garage or carport just steps away from your front door, providing not only shelter for your vehicles but also additional storage space for tools, outdoor gear, or recreational equipment.

Whether you’re a growing family needing extra room for cars and hobbies, or a retiree looking for a low-maintenance lifestyle with easy access to the great outdoors, Shelby County has something for everyone. The community is known for its friendly neighbors, excellent schools, and a plethora of recreational opportunities, from hiking trails to local parks.

In Shelby County, you can enjoy a perfect blend of comfort and convenience, all while relishing the charm of small-town living. Explore the homes with detached parking available in this picturesque region and find your dream property today!

Newest 30 - Shelby County Homes with Detached Parking

$675,000
2 Beds ⋅ 3 Baths ⋅ 1725141 MLS
Here it the one You have been Looking For! Peace and Seclusion on a 22+ Acre property with lake Frontage on Trailwood Lake! 15 minutes from I-64 Exit 43 or Exit 35. 1st floor features of this immaculate Log home Feature a Magnificent Great Room with Fireplace, a Spacious Country Kitchen, Dining area, a Large Primary Bedroom Suite w/Master Bath & Large Walk-in closet & a 1/2 bath off the Great Room. The 2nd floor features a spacious 2nd Bedroom, a 2nd Full Bath & a large Loft Area overlooking the Great Room below. The Unfinished Basement has a rough in bath, Laundry and Room for expansion. Exterior features include a covered wrap around porch, a Large Barn & Private access to a large Lake (Trailwood Lake). If you're looking for Seclusion this is it! Call Now for your Private Viewing

1404 Catwalk Rd, Bagdad
$1,650,000
5 Beds ⋅ 6 Baths ⋅ 1724741 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
$775,000
3 Beds ⋅ 2 Baths ⋅ 1723960 MLS
TOTAL OF 3300 SQFT OF LIVING SPACE! 2714 Pea Ridge Rd is the place to be! With updated features, added amenities, and the land it sits on, there's none other like it! This home offers a sunroom on the backside of the home that leads out to a back deck with an overlooking view of the property. From the lower walkout door, you will find a hot tub room fit for your relaxation. There's also a potential for extra bedrooms in the basement. Sitting on 7 beautiful acres with plenty to do; fenced in back yard, fenced in land for your farming desires, half acre pond, area for gardening, the opportunities are endless! The land also includes a spacious 50x50 commercial barn with connected electricity fit for cars, equipment, or boat/RV storage. Also features a 55x53 tobacco barn with electricity.

2714 Pea Ridge Rd, Waddy
$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
$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
$375,000
4 Beds ⋅ 2 Baths ⋅ 1723541 MLS
A truly striking renovation in Bagdad, KY. This home, sitting on approximately 2.7 acres, is awaiting its new owners. The home has 4 spacious bedrooms and 1.5 bathrooms. The first floor features refinished original hardwood through the living room, dining room, kitchen, and bedrooms. The kitchen is truly a showstopper with new stainless steel appliances, new cabinetry, quartz countertops, and a large island. The 2nd floor features 2 large rooms, new carpet, and a half bathroom. In the last 12 months: new windows on the 1st and 2nd floor, new siding, new roof/ gutters on the house, and a new water heater. The basement has been waterproofed with a lifetime transferable warranty. Find your paradise in Bagdad. Call or text today for your own private showing.

4148 Bagdad Rd, Bagdad
$1,350,000
4 Beds ⋅ 5 Baths ⋅ 1723195 MLS
Custom Built Walkout Ranch home on 5 acres. Built in 2018. Many upgrades for newer built homes. Open floor plan. The first floor has exotic Mayan Pecan hardwood floors. On the first floor, large office/den. Large primary suite. Another guest bedroom with full bath access. Tall Ceilings. The kitchen boasts upgrades to appliances. Large center Island with a breakfast dining area. Family Room with fireplace, beautiful, screened porch with fireplace. The walkout lower level has LVP flooring, there is a kitchenette, with dining area. 2 oversized bedrooms with 2 full baths. There is a 110 " projector screen with surround speakers. Enjoy the billiard/game room, bonus room to be used as a gym or craft room, it has storage with built in shelving. The windows are Anderson Eagle. On 5 acres. see more There are solar panels on the rear of the house. Beautiful backyard water feature with patio and gas fire pit. A detached 2 car garage with upstairs room to be used as needed. Custom cabinets throughout. Bryant Evolution HVAC with clean air return and humidifier. So many amenities.

290 Lansdowne, Louisville
$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
$995,000
4 Beds ⋅ 4 Baths ⋅ 1721363 MLS
Almost 6700 square feet plus a 650 Sq Ft rental/ guest house and 9 acres just 13 minutes from the heart of Shelbyville! Don't miss out on this meticulously maintained shabby chic home with an incredible view! Priced below appraisal make these solid bones into the house of your dreams! Most mechanicals have been recently updated, and home is freshly painted. A portion of the pole barn has been finished to include a full 1 bedroom 650 sq ft apartment with all the amenities including kitchen, bathroom and laundry, that can be used for guests or as a rental property. It currently is rented with a lease till 11/26 for added income. Enjoy an afternoon swim in the inground pool surrounded by picturesque rolling landscape. Don't let this pool season pass you by! Heating and cooling system, kitchen stove top mini fridge and dishwasher, and basement oven are all new. Basement kitchen is set up for commercial production. Washer/dryer hookup also available in basement.

575 Aiken Rd, Shelbyville
$259,900
2 Beds ⋅ 2 Baths ⋅ 1718474 MLS
Beautifully Updated Patio Home With Garage In The Gardens Of Station Pointe - Wonderful Low-Maintenance Living In The Heart of Simpsonville! Remodeled Kitchen With White & Gray Cabinetry With Quartz Countertops & Backsplash And Upgraded Stainless Steel Appliances. Luxury Vinyl Plank Flooring Throughout ~ No Carpet. Spacious Living Room Plus A Sunroom Off The Kitchen With Peaceful Wooded Views & Cozy Fireplace. Updated Bathrooms, Including a Walk-In Shower, Modern Vanities & Comfort-Height Commodes. Private Patio With Awning—Perfect For Relaxing Or Entertaining! New Triple Pane Windows. New Storm Doors. Updated HVAC & Water Heater. Garage. Attic Storage W/New Pull-Down Stairs. New Lighting. Non-Slip Epoxy Coat On Garage Floor & Patio. Low Utilies. The Upgrades Are Complete—Just Move In!

801 Garden Pointe Dr, Simpsonville
$619,900
3 Beds ⋅ 2 Baths ⋅ 1718450 MLS
Escape to your own private retreat on 10.04 secluded acres that qualifies for farm status! Nestled in a peaceful setting, this property offers the perfect blend of privacy, nature, and comfortable living. Enjoy a relaxing lifestyle from the wraparound front porch or unwind on the screened-in back porch while taking in the abundance of deer, turkey, and the stocked pond. The home features a welcoming entry, spacious family room with fireplace, eat-in kitchen, office, 3 bedrooms, 2 full baths, and a large laundry room. A wonderful opportunity to enjoy country living with plenty of space to relax and explore!

8129 Bagdad Rd, Bagdad
$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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