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$419,000
3 Beds 3 Baths 1725424 MLS
This beautifully maintained white brick home offers 2196 sq ft of above-grade living space with scenic views of a neighboring 281-acre farm. Inside, rustic charm meets modern updates with exposed brick accents, an inviting living room, and an updated Kitchen featuring an island, double oven, and appliances that remain. The home includes 3 bedrooms and 2.5 baths, including a first-floor owner's suite with a slipper tub, separate shower, and walk-in closet. A wood-burning fireplace adds warmth to the kitchen area. Outside, enjoy a large covered rear patio overlooking peaceful farmland, along with a level yard featuring shade trees, perennial landscaping, and partial fencing. The property also includes an oversized two-car carport and a 19'x32' electrified barn suitable for storage, workshop space, or a potential garage.

6381 Frankfort Rd, Shelbyville

$798,000
5 Beds 5 Baths 1725365 MLS
Welcome to 83 Persimmon Ridge Dr, set on a wooded 0.73-acre lot backing to the fairway behind a mature tree line. This 5-bedroom, 4.5-bath home offers more than 5,100 finished square feet and has lovingly been updated from top to bottom by its current owners- the work is already done, so all that's left is to move in and enjoy it. Step inside to a flex room on one side and a formal dining room on the other, both framed by white oak hardwood floors that were freshly sanded and stained. The kitchen is the heart of the home, featuring updated quartz countertops, a tile backsplash, pantry, and newer GE Cafe appliances including a GE Profile pizza oven. It opens directly to the vaulted great room, where an exposed wood beam, gas fireplace flanked by built-in bookshelves, and a wall of windows rame the backyard and the fairway beyond. A den (currently used as a playroom), first-floor laundry, updated half bath, and attached two and a half car garage round out the main level. Upstairs, the Primary Suite is a true retreat with an updated spa-like en-suite bath featuring a soaking tub, oversized tiled shower, and two primary closets. Four generously sized bedrooms and two additional full baths complete the second floor. The finished lower level is made for entertaining, with a movie theater room, bar area, living room, and full bath. Step outside to a low-maintenance trex deck and pergola overlooking the yard and concrete half basketball court. Major updates include a new roof with gutters and guards (2023), two newer HVAC systems, new windows throughout second level, refinished hardwood floors, entire backyard makeover, and more. Be sure to see the full list of updates. Persimmon Ridge residents enjoy access to a pool, clubhouse, tennis courts, and playground along with a golf course rated among the best in the state. Don't miss your opportunity to make this stately home yours!

83 Persimmon Ridge Dr, Louisville

$749,000
4 Beds 4 Baths 1725347 MLS
The rolling hills and sweet community of Simpsonville welcome you to this STUNNING home in the beautiful Cardinal Club Estates. A quick commute out of the busy-ness of Louisville leads you to the beautiful setting where your next home awaits. Built in 2014 (with 2x6 exterior wall construction) , this home features the updated convenience of an incorporated large kitchen and gathering/family room, while providing the elegance of a formal living room and dining room. The split floor plan takes you to a generously sized primary suite, with double clothing closets as well as an oversized bathroom. Two additional bedrooms (one currently used as an office) on the main floor share a Jack & Jill style bathroom, while a well appointed powder room provides convenience for guests. A spacious laundry room and second exterior door near the garage adds convenience while rounding out the first floor. While not a necessity at the time of building, the sellers opted to finish a large area above the garage to create a 4th bedroom and en-suite bath, certainly providing some very nice additional completed space that is conditioned with it's own HVAC unit. The basement is unfinished, but roughed in for a bathroom, and wall framing is complete for TONS of space waiting for your creative finishes. There is a utility garage in the basement perfect for a golf cart or to keep yard tools, lawn equipment and other hobby items. Of particular excellence in the home is the beautifully crafted millwork and trim, 8-foot tall doors throughout the main level, and the amount of storage space and closets on the main living level. Tall ceilings throughout help create an open, grand space while keeping the warm and inviting feeling of the home. You will find that most windows incorporate custom treatments or shutters. Access the expansive deck (no maintenance decking and rails!) from the gathering room, living room, and primary suite, and enjoy BEAUTIFUL evenings with expansive views overlooking the UofL Golf Course, and many sightings of wildlife, especially deer. This home sits on the Hole 11 tee box, and has gorgeous views of the clubhouse and Hole 18 as well. The property has been lovingly and exceptionally well cared for - you can move right in and begin enjoying the peaceful nature of the City of Simpsonville and the golf course, yet still be conveniently located near the amenities of Louisville and Shelbyville, just a couple of miles from the Outlets of the Bluegrass and access to I-64.

1051 Champions Cir, Simpsonville

$624,900
4 Beds 4 Baths 26019451 MLS
Set on 1.87 private acres in Bagdad, this fully renovated 1940s farmhouse pairs historic character with a complete modern update, ready for its next owner. The two-story home offers 4 bedrooms and 3.5 baths, with a covered front porch overlooking the farm across the street. Inside, the kitchen anchors the main living space with a breakfast island, custom cabinetry, and black hardware, opening to a bright dining and living area with high ceilings and natural light throughout. The primary suite offers a true retreat, with a spa-style ensuite featuring a soaking tub, walk-in shower with dual shower heads, and double vanity. The two-car garage was thoughtfully converted into a versatile bonus room, ideal as a media room, home office, gym, or playroom, but can easily be converted back to a garage. The backyard is built for everyday living, with a private hot tub, a grilling deck and outdoor dining, and a fire pit area. The unfinished basement adds valuable extra storage. Located just minutes from Shelbyville and Frankfort, it is centrally positioned between Louisville and Lexington. This move-in-ready farmhouse offers space, quality, and a rare setting.

3271 Elmburg Rd, Bagdad

$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

$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

$244,000
3 Beds 1 Baths 1723553 MLS
Welcome home to this beautifully renovated 2-bedroom gem that's completely move-in ready! Situated on three spacious lots, this property offers an incredible amount of outdoor space—perfect for entertaining, gardening, pets, or simply enjoying your own private retreat. Step inside to discover a home that has been thoughtfully renovated from top to bottom, featuring beautiful new flooring and a bright, welcoming interior. Every detail has been updated, allowing you to move in and start enjoying your new home immediately. The outdoor living space is just as impressive! Relax or entertain on the incredible deck, then gather with family and friends around the charming firepit cove—the perfect setting for cool evenings, s'mores, and making lasting memories. Conveniently located just off US 60, you'll enjoy quick access to shopping, dining, schools, and major commuting routes while still having plenty of room to spread out. This rare find combines modern updates, an oversized yard, and exceptional outdoor living—all in a convenient location.

123 Eastview 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

$325,000
3 Beds 3 Baths 1723451 MLS
Welcome to this inviting 3-bedroom, 2.5-bath home in desirable Cloverbrook Farms. Located just a short distance from the neighborhood pool, this home offers an open floor plan, abundant natural light, and flexible living spaces.The main level features a bright living area that flows seamlessly into the kitchen and dining space, creating an ideal layout for entertaining and daily life. A den off the foyer provides the perfect place to work from home or manage household tasks. Upstairs, the spacious primary suite includes a well-appointed bathroom with generous storage and a walk-in closet. Two additional bedrooms share a full bath, while the conveniently located second-floor laundry room adds everyday convenience. A versatile bonus space is ideal for a playroom, media room, or hobby space. The unfinished basement provides exceptional storage and room to grow, whether you envision a home gym, recreation room, or additional finished living space. Outside, enjoy a fenced backyard with a deck and gravel fire pit, plus an attached two-car garage.

6061 Edgemont Way, Shelbyville

$379,000
3 Beds 3 Baths 26015023 MLS
Welcome to 3036 Barlows Brook, a beautiful home in a prime location for commuters, offering convenient access to both Louisville and Lexington. Designed with comfort and functionality in mind, this home features a spacious first-floor primary suite for added privacy, while two upstairs bedrooms are separated by a charming catwalk and a full bath, creating the perfect layout for family or guests. The unfinished full walkout basement provides endless possibilities for additional living space, a home gym, recreation area, or storage—giving you plenty of room to grow. An oversized attached two-car garage adds even more convenience and functionality. Whether you're looking for an ideal commuter location or a home with room to expand, this property offers the perfect combination of space, privacy, and potential.

3036 Barlows Brook Rd, Shelbyville

$1
5 Beds 4 Baths 1722489 MLS
Sealed Bid Auction - Bids Due Friday, July 31, 2026 at 11:59 PM ET. For complete terms, bidder registration, and offering documents, visit www.ClaudiaSandersAuction.com. A once-in-a-generation opportunity to acquire Blackwood Hall, the historic residence of Colonel Harland Sanders for approximately 25 years and one of Kentucky's most significant hospitality landmarks. Built in 1866, this remarkable 5-bedroom, 4-bath home served as the Colonel's primary residence during the period when Kentucky Fried Chicken experienced unprecedented national and international growth. The property's original garage (no longer standing) served as the early headquarters of Kentucky Fried Chicken before operations later moved into the adjacent commercial building. Following the sale of Kentucky Fried Chicken, Colonel and Claudia Sanders personally selected Tommy and Cherry Settle to carry on their hospitality legacy. On August 1, 1974, the Sanders family moved out of Blackwood Hall as the Settle family moved in the very same day. The Settle family has faithfully preserved the home and its history for more than fifty years. The residence features approximately 5 bedrooms, 4 full bathrooms, gracious historic architecture, and exceptional character throughout. Blackwood Hall is eligible for inclusion on the National Register of Historic Places, offering the potential for historic rehabilitation tax credits, subject to buyer verification and approval by the appropriate agencies. Potential future uses include continued residential occupancy, boutique inn, bed & breakfast, executive retreat, museum, hospitality destination, bourbon tourism experience, or other adaptive uses, subject to zoning and governmental approvals. Blackwood Hall is being offered as part of the Claudia Sanders Dinner House & Blackwood Hall Sealed Bid Auction, creating a rare opportunity to become the next steward of one of Kentucky's most recognizable historic properties.

3200 Shelbyville Rd, Shelbyville

$694,500
3 Beds 3 Baths 1722246 MLS
Rare Home For Sale in STALLARD SPRINGS | 2,205 Sq Ft on 5 Private Acres for Under $700,000 This 3 bedroom, 2.5 bath home offers 2,205 square feet of thoughtfully designed living space with a dedicated office that could easily convert to a 4th bedroom if needed. Set on 5 scenic acres with panoramic views, the home features luxury vinyl plank flooring, quartz countertops, custom tile showers, and an open kitchen with premium appliances and generous counter space ideal for entertaining. Enjoy the peace of acreage living while taking advantage of community amenities including the nature trail, pickleball court, pavilion, and iconic silo gathering space. Space, flexibility, and connection all within one of Shelby County's most sought after communities.

449 South Stallard Dr, Shelbyville

$402,386
4 Beds 3 Baths 1721514 MLS
Welcome to 4275 Tingle Drive in Shelbyville, featuring the Aspen II floor plan—a beautifully designed two-story home offering generous living space, modern finishes, and a full walkout basement for added flexibility. This home makes a strong first impression with its full front porch, brick front elevation, and classic architectural details that create inviting curb appeal. Inside, you'll find 9' ceilings and a dramatic two-story foyer that enhances the sense of space and natural light throughout the main level. The open-concept layout connects the kitchen, dining area, and great room, making it ideal for both everyday living and entertaining. The kitchen features quartz countertops, a spacious island, rich cabinetry, and an added pantry for extra storage.

4275 Tingle Dr, Shelbyville

$1,200,000
3 Beds 2 Baths 1720384 MLS
Exceptional opportunity to own a beautiful 38.97-acre farm offered in two tracts, conveniently located just one mile from Interstate 64 in Waddy, Kentucky. This versatile property features three homesites, making it ideal for multi-generational living, rental income, or future expansion. Tract 1 consists of 15.04 acres and includes the primary residence along with a modular home currently suitable for rental or guest accommodations. The main home offers 3 bedrooms, 2 bathrooms, and an unfinished basement providing ample storage or future living space potential. Tract 2 contains 23.93 acres and features an additional modular home and a picturesque 1-acre pond, creating a peaceful setting for country living. The farm lays exceptionally well with gently rolling to level ground, making it ideal for cattle, horses, hay production, or other agricultural uses. With easy interstate access, multiple residences, quality pastureland, and a scenic pond, this property offers a rare combination of convenience, income potential, and rural charm. Don't miss this unique opportunity to own a productive farm with multiple homes and endless possibilities in the heart of Shelby County.

904 Waddy Rd, Waddy

$14,000,000
7 Beds 3 Baths 1719199 MLS
A landmark Kentucky estate of extraordinary provenance, 10053 Shelbyville Road offers approximately 55 acres along one of the region's most coveted corridors near the Jefferson/Shelby County line. Built in the early 1800s, near the formation of the Commonwealth, the historic main residence is listed on the historic registry and is believed to be among the oldest homes in Kentucky, with the property recognized as one of the state's longest continuously farmed landholdings. The estate features a 5,336 sq. ft. main residence, an approximately 2,000 sq. ft. guest house, and expansive grounds suited for equestrian use, private farming, a family compound, or long-term legacy ownership. Rarely does a property combine this level of history, acreage, location, and future optionality. This is not simply a home — it is a generational Kentucky estate awaiting its next steward.

10053 Shelbyville Rd, Simpsonville

$1,249,900
4 Beds 4 Baths 1714943 MLS
Welcome to 575 Moody Pike where Southern charm meets historic beauty. Conveniently located less than 10 minutes from quaint downtown Shelbyville, this 13.46 +/- acre one-of-a-kind equestrian estate has been featured in Southern Living Magazine, Bourbon Barrel Retreats, USA Today, the Lane Report and more! The enchanting tree-lined drive leads to the stately 2 story brick home (circa 1860). Inside, enjoy refinished and original hardwood floor, beautiful millwork, an upgraded eat-in kitchen with granite countertops, custom cabinetry, upgraded appliances as well as an additional fabulous prep kitchen/butler's pantry. Gorgeous views are plentiful on this property. Retreat to the shaded gazebo adorned with grape vines for a cup of tea or coffee or relax by the bubbling lily pond from the comfort of a front porch rocking chair. Watch the sunrise from the all-season wrap around porch and sunsets through the pines from the well-appointed sunroom. Enjoy up to four fireplaces to create that special ambiance for the holidays or cooler months. Efficient geothermal heating and cooling keep the home comfortable all year round. This notable property has a huge historic 12+ stall concrete block and wooden barn that includes 2 foaling stalls, all fully renovated with rubber stall mats on top of an asphalt base and a loft that can easily accommodate 1000 square bales. A large heated and cooled tack room is complete with utility sink. The "milk room" next to the tack room provides ample storage options. Attached to the barn is extra covered storage that is large enough to protect several tractors, implements or round bales. This property also features three additional period-specific custom-built all-oak barns crafted by the Amish, complete with attached feed rooms equipped with electric access and concrete floors, plus storage! The first barn could easily house 4 stalls and is adorned with a stylish cupola wired for incredible nighttime aesthetics. The second barn could accommodate 2 stalls and has an attached feed room with a concrete floor and a large storage room and cupola. The third barn is big enough to house up to 6 small stalls or 3 large stalls plus run-in space and is next to an 80 x 190 ft. professionally installed riding arena with all-weather footing. Water and electric are run to all paddock areas, up to 15 paddocks of various sizes. Located in Bourbon country, this unique turnkey property is also income producing, whether as a Bed and Breakfast, wedding venue, derby/corporate events, retreats and/or Horse Boarding/Training/Breeding facility. The possibilities are endless. Or simply move in and enjoy this slice of heaven!

575 Moody Pike, Shelbyville

$315,000
4 Beds 3 Baths 1712085 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home in the sought-after Cloverbrook Farms community of Shelbyville. Built in 2014, this 2-story traditional offers 2,093 finished square feet of thoughtfully designed living space. The main floor features an open layout connecting the living room, dining area, and kitchen — complete with rich cabinetry, a center island, tile backsplash, granite-look countertops, and stainless steel appliances. A half bath and access to the attached 2-car garage round out the first floor. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite with soaking tub and separate shower. Three additional bedrooms, a full bath, and a convenient upper-level laundry room complete the second floor. The unfinished basement offers 343 square feet of excellent storage or future finishing potential. Outside, enjoy a fenced backyard with a concrete patio — perfect for outdoor gatherings. Community amenities include a pool and playground. Located just minutes from I-64 with easy access to Louisville and Lexington. Schedule your showing today — this one won't last! Please Note: This is a short-sale and requires lender approval.

6057 Edgemont Way, Shelbyville

$1,699,000
5 Beds 5 Baths 1710983 MLS
Welcome to 2259 Taylor Wood Road in Simpsonville, Kentucky. This stunning custom home sits on 6 private acres with no HOA, offering the perfect blend of luxury, privacy, and space in the heart of Shelby County. Built in 2023, this home features 4,731 square feet above grade with 5 bedrooms, a bonus room, 3 full bathrooms and 2 half baths. From the moment you step inside you will notice the soaring ceilings, luxury finishes, and upscale appliances throughout. The builder truly spared no expense when designing this home. A standout feature of the property is the private mother in law suite with its own exterior entrance, creating the perfect setup for extended family, guests, or anyone wanting their own private wing of the home. The walkout basement offers more than 3,000 additional square feet and incredible potential. Once finished, this home could easily offer over 8,000 square feet of total living space. If you are looking for a nearly new luxury home on acreage with privacy, flexibility, and room to grow, 2259 Taylor Wood Road is a rare opportunity.

2259 Taylor Wood Rd, Simpsonville