Shelby County Homes with Outside Entry Basement

Shelby County Homes with Outside Entry Basement

Welcome to Shelby County, Kentucky, a hidden gem that beautifully blends small-town charm with modern conveniences. Nestled just a short drive from the vibrant city of Louisville, Shelby County boasts a rich history, stunning landscapes, and a warm, welcoming community. Whether you’re a first-time homebuyer or looking to settle down in a tranquil setting, Shelby County offers an array of housing options that cater to every lifestyle.

One of the standout features of homes in this area is the inclusion of outside entry basements. These versatile spaces provide not only additional storage but also the potential for guest suites, home offices, or recreational areas. Imagine stepping into your home and having a dedicated space that can be transformed to suit your needs—whether it’s a cozy retreat or a lively entertainment hub. The outside entry allows for easy access, making it perfect for hosting gatherings or enjoying a quiet evening under the stars.

Shelby County is also known for its picturesque parks, top-rated schools, and a strong sense of community. With a variety of local shops, dining options, and recreational activities, residents enjoy a balanced lifestyle that emphasizes both relaxation and engagement. The county hosts numerous events throughout the year, fostering connections among neighbors and creating lasting memories.

If you’re ready to find your dream home in Shelby County, explore the unique properties featuring outside entry basements. Embrace the opportunity to create a space that reflects your personal style while enjoying the beauty and charm of this remarkable region. Welcome home!

Newest Shelby County Homes with Outside Entry Basement

1615 Harrington Mill Rd, Shelbyville
$2,950,000
3 Beds ⋅ 3 Baths ⋅ 1731382 MLS
Historic horse farm, located in the heart of Saddlebred country, and minutes from downtown Shelbyville features a beautifully renovated brick Federal style estate and superb equestrian horse facility. Built circa 1850, this home features modern updated amenities yet retains the charm of the age. Features include original hardwood flooring, six fireplaces, Living and Dining rooms with beautiful pocket doors, an expansive Foyer, and fabulous chandeliers in every room. The remodeled kitchen includes custom birchwood cabinetry, Dacor gas oven, warming drawer, and Butlers pantry with a wine cooler and ice maker. The second floor Primary suite features a large dressing room, remodeled bathroom with heated floors and steam shower, a sleeping porch, office, laundry and linen closets. There are 2 additional expansive bedrooms with a remodeled bathroom. Other features of the home include original windows with new storms and plantation shutters, a spacious elevator, updated plumbing and electrical, 2 HVAC systems, and a Trex deck off the remodeled kitchen. The 4 car garage, built in 2005, contains 3 bays for cars along with a 4th bay for equipment. The Barn has 20 stalls with an attached indoor arena and lounge with a viewing window. The property includes an additional outdoor riding ring, 2 spring fed ponds, 2 large run-in sheds, 2 porches, and a stunning large portico. The main entrance is gated for additional security and privacy.

1615 Harrington Mill Rd, Shelbyville
44 Cherokee Dr, Shelbyville
$415,000
3 Beds ⋅ 3 Baths ⋅ 1730042 MLS
Welcome home to this charming 3 bed, 2.5 bath home in the HIGHLY sought after Town N Country neighborhood in Shelbyville, KY. Located across the street from the Shelbyville Country Club, this cozy Cape Cod style home boasts over 2200+ sq ft of finished living space and a tranquil backyard that's perfect for entertaining or relaxing. The interior of the home features an eat-in kitchen, brick gas-burning fireplace, natural light galore, a private dining room, a den, large primary suite with en-suite, attached two-car garage with outside access and the list goes on and on. This home has been meticulously maintained and thoughtfully updated. The main floor features farmhouse style LVT throughout. The furnace and AC unit are less than 5 years old. An oversized deck and a beautifully designed stone patio highlight the partially wooded and fully fenced backyard. This home is a must see!

44 Cherokee Dr, Shelbyville
108 1st St, Simpsonville
$335,000
3 Beds ⋅ 2 Baths ⋅ 1729967 MLS
Some houses have a little more personality than others. 108 First Street is one of them. Start your morning on the front porch with a cup of coffee and the sounds of Simpsonville waking up around you. Church bells across the street, a short walk to the farmers market, and Simpsonville Park just down the road give this home a location that is hard to duplicate. Inside, the character continues. This well-maintained older home has the details you hope to find, including beautiful original trim, solid-core doors, and a story-and-a-half layout that gives the home plenty of personality without sacrificing function. The kitchen has been renovated, the laundry is conveniently located on the main floor, and there are three bedrooms and two full bathrooms spread across approximately 1,788 square feet. The roughly .3-acre lot gives you just enough room to enjoy the outdoors without spending your weekends maintaining a huge yard. Garden, entertain, let the kids play, or simply sit on the porch and watch the neighborhood go by. And then there's the location. You're right in the heart of old-town Simpsonville, close enough to walk to some of the town's favorite spots while still being only minutes from I-64. If you like homes with character, a little history, and a location that lets you actually enjoy small-town living, 108 First Street deserves a look.

108 1st St, Simpsonville
801 Hannah Rd, Shelbyville
$1,370,000
4 Beds ⋅ 4 Baths ⋅ 1729663 MLS
Welcome to 801 Hannah Road, an exceptional property offering thoughtful craftsmanship, picturesque views, and remarkable versatility across 3,875 square feet of living space and two adjoining parcels totaling 29.63 acres. The main level showcases a warm and inviting great room with a stone fireplace, an adjoining dining area with a bay window, and a spacious kitchen featuring abundant cabinetry, granite and stone accents, and convenient access to the sunroom. A formal dining room provides an elegant setting for family gatherings and entertainment. The first-floor primary suite offers generous closet space, private access to the front porch for beautiful sunrise views, and a recently updated bath with a tile shower and double vanity. Upstairs, two spacious bedrooms, a full bath, and accessible attic storage provide comfortable accommodations. The finished walkout lower level expands the living space with an additional large bedroom, an impressive office area, a family room with a coffee bar, and a dedicated exercise space. Outdoors, the cobblestone patio leads to an oversized two-plus-car garage with a workshop and unfinished upper level ready for future plans. The sunroom just off the kitchen offers a peaceful retreat, while the outdoor kitchen is ideal for hosting guests. The 29.63 acres provide plenty of road frontage for future farm or access entrance's, offering grounds that are equally impressive, featuring mature shade trees, a large pond with a fountain, a 35-by-47 barn with two stalls and a tack room, a run-in shed, attached portable coral, automatic waterers for horses or cattle, board fencing, two usable paddocks, ample storage, and a 50-by-75 tobacco barn for equipment or agricultural needs. Productive pastures and fields offer quality grass and hay, adding to the property's outstanding functionality. Enjoyed by the sellers as a family home, this remarkable property is now ready to welcome its next owner.

801 Hannah Rd, Shelbyville
4045 Lagrange Rd, Shelbyville
$650,000
3 Beds ⋅ 3 Baths ⋅ 1729536 MLS
Welcome to this beautifully renovated three-bedroom, three-full-bathroom brick ranch with a finished walkout basement, situated on 6.04 acres in Shelby County. The property includes a 10-stall barn with electricity and water, a fenced paddock, and an additional large barn offering plenty of room for equipment and storage. With a sizable chicken coop, raised garden beds, and a pond, this property offers the perfect amount of space for anyone looking to start a small farm or downsize from a larger one. Fresh landscaping welcomes you out front, while an aluminum fence surrounds the backyard, creating a wonderful space for children and pets. Inside, the open-concept kitchen, dining area, and living room provide an inviting space perfect for entertaining. The updated kitchen features beautiful white cabinetry, soft-close pullout drawers, granite countertops, and new stainless-steel appliances. The main floor offers a spacious primary suite with an en-suite bathroom and walk-in tiled shower, along with two additional bedrooms and a conveniently located full hall bathroom. The finished walkout basement includes a large family room or flexible-use space, a third full bathroom, a laundry room, and plenty of additional storage. A two-car garage completes this incredible Shelby County property.

4045 Lagrange Rd, Shelbyville
820 S Stallard Dr, Shelbyville
$1,150,000
5 Beds ⋅ 4 Baths ⋅ 1726858 MLS
From the moment 820 S Stallard Drive comes into view, the setting feels special. Set on 6.64 acres within Stallard Springs, one of Shelby County's most distinctive rural estate communities, the home has the kind of curb appeal that comes from proportion, thoughtful landscaping, a wide covered front porch, and enough land around it to let the architecture breathe. Manicured lawn stretches toward mature trees and a creek at the rear, giving the property a sense of privacy without feeling removed. Only 3 years old, the home offers nearly 2,600 sqft above grade plus a finished walkout basement, with 5 bedrooms and 3.5 baths. The vaulted Great Room centers around a stone fireplace, while the kitchen features custom cabinetry, granite countertops, tiled backsplash, a large island, and a sink positioned to take in the backyard views. The primary suite includes a spacious bathroom with soaking tub and tiled walk in shower as well as an oversized walk-in closet with built in shelving. The finished walkout basement adds another layer of living space with a family room, recreation area, mini kitchen, large workshop, and utility garage. Its direct access to the backyard and pool makes it especially functional during summer where you can step inside to cool off, grab a drink or snack, and head right back outside without carrying the day through the main level. The backyard may be the defining feature. The inground pool sits against a backdrop of lawn and trees, with the covered screened deck overlooking it all. Out front, the expansive covered porch creates multiple seating areas and an ideal place to take in the evening sunsets. Stallard Springs is a rural estate community shaped around acreage, trails, water, and unhurried everyday living. At 820 S Stallard Drive, the home and land feel naturally connected with room to gather, room to retreat, and a setting that makes coming home feel different.

820 S Stallard Dr, Shelbyville
1219 Taylor Wood Rd, Simpsonville
$985,000
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
5191 Bardstown Trail, Waddy
$785,000
2 Beds ⋅ 1 Baths ⋅ 1723664 MLS
TAKE NOTICE - New aggressive price adjustment! Are you ready to get away from a busy lifestyle for a while, slow down and appreciate nature? Kick back and enjoy a slow morning on the deck with your coffee and the wildlife wakes up around you. Here is your chance to own 78 acres of seclusion in the peace and quiet of country living in Shelby County. As you enter the property you'll drive over a beautiful creek. The property is mostly wooded with a few open fields. There are ravines and streams throughout. Nestled toward the top of the hill you have a wonderful log cabin. This is a lovely country setting with all the conveniences of home. This can easily be a full time residence or a weekend retreat. This property is in 4 separate tracts with a shared entrance. This cabin is 1.5 stories, 2 bedrooms, 1 bath on a basement with outside entrance. Inside has an open Kitchen and Family Rm with wood-burning stove. Kitchen has nice granite countertop, bar area for additional seating. A loft great for office or additional living space. Kitchen appliances and washer/dryer can remain. A metal 24x32 pole barn is also located on the property. All this and just 3 miles from Waddy/Peytona exit #43 on Bardstown Trail.

5191 Bardstown Trail, Waddy
329 Comanche Rd, Shelbyville
$449,900
3 Beds ⋅ 3 Baths ⋅ 1723591 MLS
Cook, create, and tinker to your heart's content at 329 Comanche Road—a Town N Country home where a spacious, light-filled kitchen and an exceptional garage truly stand out. The kitchen is generous and welcoming, with plenty of room to spread out. You'll find abundant cabinet storage, a sizeable pantry, a center island, an eat-in area, and even a handy built-in desk space. A large bay window overlooks the back yard and floods the room with natural light, making it an inviting spot for everyday meals, homework, or casual coffee with friends. The oversized 2+ car garage is another major highlight. It's heated and cooled, and includes a workbench area, ample storage, and a cedar closet for seasonal clothing and extras. Whether you're into projects, need space for gear, or simply appreciate an organized, climate-controlled garage, this one goes well beyond the basics. You're initially welcomed inside by a formal entry with gleaming hardwood floors. To the left, the living room feels bright and airy with its vaulted ceiling and striking palladium window overlooking the manicured front yard. The living room flows directly into the formal dining room—also with hardwood floors—creating a great setup for gatherings, holidays, or quiet dinners at home. Just off the kitchen is a spacious family room that manages to feel both polished and relaxed. It features a tray ceiling, built-in bookcases, wainscoting, and a brick fireplace with gas logs. The hardwood floors continue from this room into the hallway and primary suite, adding warmth and continuity to the main level. The primary suite is a true retreat with a tray ceiling, generous bedroom space, and an en-suite bath that includes a double-bowl vanity, ceramic tile floor, oversized shower, and a large walk-in closet. The overall layout offers a smart balance of privacy and convenience. The finished lower level significantly expands your options. There's a large family room that can easily be divided into multiple zones or rooms, plus a brick fireplace with a wood-burning heatilator insert. A full second kitchen and third full bath make this level ideal for multi-generational living, an in-law or guest suite, a teen space or game room, home gym, hobby area, or a roomy home office setup. It's flexible square footage that can grow and shift with your needs. Outside, a large deck off the kitchen creates an easy indoor-outdoor flow for entertaining or everyday living. It overlooks the beautifully landscaped back yard—a great spot for grilling, relaxing with a book, container gardening, or hosting friends and family. Town N Country is one of Shelbyville's most sought-after neighborhoods for good reason: established homes with character, mature trees, manicured lawns, sidewalks, and quiet streets that are perfect for evening walks or kids on bikes. There's a genuine neighborhood feel here, while still being conveniently close to schools, shopping, dining, and everyday essentials. As a serious bonus, Shelbyville Country Club is just a quick golf cart ride away. It's easy to picture rolling over for a weekend round of golf, grabbing burgers at the club grill, or spending a sunny afternoon by the pool. Early riser? Enjoy a peaceful walk along the course before golfers head out or cast a line from the bridge. Whether you're a frequent golfer, an occasional swimmer, or just someone who likes having those options close by, having a beautiful course, pool, and grill in your orbit is a major perk of this address. 329 Comanche Road delivers a spacious, all-brick home with a finished lower level, large eat-in kitchen, standout garage, fresh neutral decor, thoughtful updates, and a prime Town N Country location—with the added advantage of country club amenities just around the corner when you want them.

329 Comanche Rd, Shelbyville
704 Greenwood Ct, Shelbyville
$165,000
2 Beds ⋅ 1 Baths ⋅ 1722460 MLS
2 Bedroom, 1 Bath home in beautiful neighborhood with original hardwood floors, new windows on the main floor, the basement is a blank canvas and a nice yard. Home is being sold as-is but with a little TLC this house could be a BEAUTIFUL home. Call today for your own private showing! **Interior Pictures Coming Soon**

704 Greenwood Ct, Shelbyville
212 Cherokee Dr, Shelbyville
$739,900
4 Beds ⋅ 4 Baths ⋅ 1718997 MLS
Custom built builder"s home, located in highly desired Town "n Country subdivision. Main floor consists of an open floor plan with 3 BRs, 2 full baths, 1 half bath, large entry, Dining Rm, GR, Kitchen w/snack bar and Breakfast Rm. Main floor has 10 ft ceilings, 8 ft solid core interior doors, upgraded Poplar interior trim package. Lower level consists of another BR and a full bath. Basement walls are 10" poured concrete with 9 ft ceiling height. Plenty of additional space for future expansion. All this with 3 car garage. Must see, executive home across from Shelbyville Country Club. Drive your golf cart to golf course!

212 Cherokee Dr, Shelbyville
Start Your Search