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10053 Shelbyville Rd, Simpsonville
$12,500,000
6 Beds ⋅ 3 Baths ⋅ 1730842 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

2335 Antioch Rd, Shelbyville
$3,000,000
3 Beds ⋅ 2 Baths ⋅ 1716194 MLS
Horses. Grain. Livestock. A Vineyard. You decide! Check out this amazing 92 acre farm located in the heart of Saddlebred Country on beautiful Antioch Road. This truly is a rare opportunity! The possibilities are endless as this farm has already been divided into 3 parcels. On one 5 acre parcel sits the original farmhouse with over 1400 square feet of living space, beautiful landscaping, an oversized deck for entertaining guests and a great field for the kids to play in or planting a large garden! With many features original to the home like the wood flooring, beautiful wooden doors and covered front porch, you'll sink right into its warm cozy feel. A second parcel of land boasts 15 acres, a 7 year old home with all the finest finishes and meticulously cared for, a secluded pond as well as numerous barns and out buildings. A turn-key home complete with over 2300 sf of living space, oversized laundry room, an exquisite primary bed and bath, Stainless appliances, a covered porch, sun room, deck, detached garage and an in ground concrete storm shelter! Last but not least a 71 acre parcel of highly productive farmland. With rich soils and gently rolling fields, this acreage has huge potential! Use this area to raise crops, livestock, build your dream home, or design your very own one of a kind equine facility. These three parcels adding up to 92 acres will be sold together. Don't miss out, as an opportunity like this doesn't come along often. Call today to schedule your private showing. See photo of overview of 3 parcels. --

2335 Antioch Rd, Shelbyville

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

205 Gavin Ct, Louisville
$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

1298 Bardstown, Waddy
$2,300,000
5 Beds ⋅ 1 Baths ⋅ 1731613 MLS
If you are looking to step back in time or a good producing farm, just take a minute and look at this combination, hosting 184 acres , with incredible views and privacy located on Bardstown Trail. Home, build in the early 1800's, hosts approx. 4500 sq ft of living space with large rooms and tall ceilings, 2-foot-thick walls and detail woodwork not seen in today's homes. Homes could have 5 bedrooms, bath, family room, parlor and kitchen There are several fireplaces and hardwood floors everywhere. Home has updates to the heating and electricity and roof, but with your imagination bring it back to the showplace it was built to share. The property has an awesome brick machinery barn with office area, large pond with dock for entertainment, and two additional tenant quarters for monthly income. The current owner leases approx. 115 of crop land in production. The opportunities don't stop there, as this farm is already divided into 12 parcels with city water available in case you have family members that need a place to build, or you wish to sell later. Farm has frontage on both Bardstown Trail and Buzzard Roost Road, with creek frontage. Convenience is a plus, being a short distance to I 64 at Waddy. We invite you to take a look, because there is more to see, but please do not enter the farm without permission and being accompanied by your real estate professional.

1298 Bardstown, Waddy

2280 Anderson Ln, 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

2376 Anderson Ln, Shelbyville
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 1721312 MLS
!8.68 Acres with a stunning 5100+ Southland Log luxury estate cabin. This rambling home features expansive outdoor porches with stone fireplace off the kitchen. Entrance of the home evokes the soaring height of towering ceilings and log trusses. The left side of foyer opens into a warm cozy large living area with stone hearth that could easily be transformed into a primary suite the right side of foyer is open to a dining room and continues into a gourmet kitchen with large windows and exit doors to outdoor living area. The first floor also boasts a laundry room and generous powder room. Second floor has an enormous primary suite featuring large built in cabinetry with tiled walk in shower. Across the balcony that overlooks the gorgeous foyer and a view of the pastures and another laundry room, sauna, office/bedroom with built in's and another deck for relaxing mornings drinking coffee. Oversized 3 car garage. All appliances to convey. Finished basement features custom closet cabinetry for storage. Private entrance on the Second floor also features 2 bedrooms with a full bathroom with living area with plumbing to add an additional kitchen. Southland Log construction provides a lifetime warranty on their product that is transferrable to a new owner. This fabulous home will WOW your guests and welcome you home for many years!

2376 Anderson Ln, Shelbyville

107 My Kentucky Rose Cir, Simpsonville
$1,550,000
5 Beds ⋅ 6 Baths ⋅ 1731826 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

5762 Frankfort Rd, Shelbyville
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 1732016 MLS
Just in time for the holidays, your new home and horse farm await! Situated on approximately 42.5 beautiful acres in Shelbyville, this turnkey equestrian property offers a custom-built, energy-efficient ICF home, exceptional horse facilities, and picturesque Kentucky countryside. The thoughtfully designed home features insulated concrete form (ICF) construction with reinforced concrete walls, substantial insulation, passive-solar elements, and storm-resistant construction. Inside, beautiful hardwood floors, detailed woodwork, graceful arches, and expansive countryside views create a warm and inviting atmosphere. The unfinished walkout lower level offers excellent potential for additional living space, with a bedroom already framed, plumbing roughed in for a full bathroom, and space planned for a future bar area. The three-car garage includes a convenient dog washing station with hot and cold running water. A paved driveway approximately 0.4 miles long winds through beautiful four-board-fenced pastures, leading past the riding arena and four-stall barn to the home. The barn features a spacious drive-through aisle accommodating a truck and trailer, rubber-matted stalls, water, electricity, and an exterior lean-to for equipment storage or additional stalls. Two large paddocks are located near the barn, with additional paddocks near the arena. The fenced 150' x 240' sand riding arena features all-weather footing, making this property ready for horses from day one. Rolling pastures, mature woods, abundant wildlife, and scenic views of Jeptha Knob provide a private setting with opportunities for riding, recreation, and hunting. The home is also pre-wired for a whole-house generator. Conveniently situated with access to I-64, the farm offers proximity to Keeneland, Churchill Downs, the Kentucky Horse Park, and Lakeside Arena, and is approximately 35 minutes from Louisville International Airport. Enjoy peaceful country living without sacrificing accessibility.

5762 Frankfort Rd, Shelbyville

1451 Plum Creek Ct, Finchville
$1,490,000
5 Beds ⋅ 6 Baths ⋅ 1727684 MLS
Exceptional lakefront living in one of Kentucky's premier equestrian communities! Situated on 5.22 acres overlooking the community's scenic 15-acre lake, this impressive 5-bedroom, 4-full and 2-half-bath brick and stone residence offers expansive living spaces, exceptional outdoor areas and beautiful lake views from throughout the rear of the home. The community, also home to the 2025 Homearama Showcase Home, offers an extraordinary collection of amenities, including a barn, indoor and outdoor Grand Prix arenas within walking distance of the home, approximately 8 miles of riding and walking trails, stocked fishing lakes, community pool, playground and pavilion with fireplace. A lighted, paved 1-mile walking path with park benches surrounds the 15-acre lake, which features two fountains... and provides a beautiful backdrop to the property. The home takes full advantage of its setting, with lake views from the Great Room, Sitting room, Primary Suite, lower-level Family Room and the spacious Bonus Suite above the garage. A distinctive waterfall feature flowing from the community pavilion toward the lake is accessible near the border of the backyard, adding another unique element to the setting. A large covered front porch welcomes you to beautiful double cut-glass entry doors that lead to the spacious foyer. Beautiful hardwood flooring extends throughout much of the main living areas. The formal Dining Room features a double-tray ceiling, recessed lighting and an elegant light fixture. The dramatic Great Room is highlighted by soaring vaulted ceilings, a Palladian-style window overlooking the lake and a stone hearth with gas fireplace flanked by custom built-in cabinetry and illuminated bookshelves. The open layout continues into the dining area and spacious Kitchen, featuring granite countertops, custom wood cabinetry, a large island with farmhouse sink and distinctive stone detailing, stonework surrounding the cooking area, gas cooktop/range using propane, two ovens, built-in microwave with Advantium feature and a large walk-in pantry. Just beyond the Kitchen is one of the home's most inviting spaces—a light-filled sitting room surrounded by windows showcasing views of the lake and property. The fireplace can accommodate gas or wood burning, per Seller. Nearby, the garage entry opens into a generous mudroom with built-in bench, storage nooks and cabinetry. The first-floor Laundry Room offers a utility sink and abundant cabinetry. The spacious first-floor Primary Suite features lake views, a tray ceiling with uplighting and recessed lighting. French doors open to the ensuite bath with travertine tile flooring, tiled walk-in shower with bench, Jacuzzi garden tub, double vanity replaced in April 2026 and an exceptionally large walk-in closet. A second spacious first-floor bedroom includes its own ensuite bath with pedestal sink and tiled tub/shower combination. A conveniently located half bath features travertine flooring and a vanity updated in 2025. Above the oversized 3-car garage is an approximately 693 sq. ft. Bonus Suite with its own HVAC system and thermostat. Currently utilized as a large bedroom/suite, this flexible space includes a full bath with double sinks, granite vanity top, custom wood cabinetry, tiled shower, Jacuzzi tub and tile flooring, plus a large walk-in closet. Three dormers bring natural light into the room, including one with a built-in window seat and storage nook. With views of both the lake and acreage, this substantial space offers numerous possibilities for guest accommodations, recreation, hobbies or additional living space. The finished walkout lower level dramatically expands the home's versatility. The spacious Family Room features tall ceilings, detailed trim and direct access to the rear patio. A large bar and adjoining dining/entertaining area includes wood cabinetry, wine storage, marble tile countertops and flooring, sink, beverage refrigerator and full-size refrigerator replaced in 2025. Two large lower-level rooms share a Jack-and-Jill full bath with tiled tub/shower and flooring. A beautiful built in bookcase surrounds the window in the lower level bedroom as an added bonus. Additional finished rooms provide flexible space for an office, playroom, hobbies, exercise, storage or other uses. A separate room with exterior access and egress windows provides additional possibilities. The lower level also includes a second laundry area with utility sink, an additional half bath, utility space and access to the home's "John Deere" garage/storage area. Outdoor living is equally impressive. A full-width Trex deck overlooks the lake, fountains and walking path. Below, the expansive patio combines open-air space with a screened-in porch featuring a fireplace capable of gas or wood-burning use, per Seller. Electrical service is already available in the screened porch for an outdoor television or entertainment setup. The extra-wide and extra-deep 3-car garage provides exceptional space for vehicles and additional storage, with room potentially suitable for larger recreational items such as a boat. Built-in cabinetry and EV-charging capability add convenience. Thoughtful details continue throughout the home, including upgraded door hardware and fixtures, extensive custom cabinetry, abundant storage and multiple living and entertaining spaces indoors and out. With 5.22 acres, commanding lake views, extensive community amenities, equestrian facilities, trails, fishing, recreation and a thoughtfully designed walkout home offering exceptional space and flexibility, this property presents a distinctive opportunity to enjoy an extraordinary Kentucky setting. Seller is offering 14 month limited home warranty through Home Warranty Inc. See agent notes. Visit subdivision website for additional information at https://www.hoodle.com/subdivisions/finchville-ky/equestrian-lakes. Video tour available in photos.

1451 Plum Creek Ct, Finchville

382 Gorhams Road, Shelbyville
$1,450,000
3 Beds ⋅ 1 Baths ⋅ 1725827 MLS
Rare opportunity to own over 84 acres of prime cropland in the heart of Shelby County. Situated on a quiet dead-end county road, this property provides the peace and seclusion you've been looking for while remaining conveniently located in Historic Shelby County. The property includes a 3-bedroom, 1-bath rental/tenant home with over 1,000 square feet of living space. An excellent opportunity for rental income, a farmhand residence, or a future renovation project. For your agricultural, equipment, or hobby needs, you'll find a 40' x 80' insulated garage featuring a concrete floor, propane heat, fireplace, and plenty of space to work. An additional 80' x 100' building currently used as a hay and equipment barn provides an abundance of storage and utility space. Whether you're looking to expand your farming operation, establish a private country estate, or generate rental income, this property offers the flexibility to make your vision a reality. Keep the existing home, remodel it, or create something entirely new—the possibilities are truly endless. Don't miss out on this great opportunity!

382 Gorhams Road, Shelbyville

60 Lizas Cir, Simpsonville
$1,440,000
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

37 Timberwood Dr, Simpsonville
$1,390,000
3 Beds ⋅ 3 Baths ⋅ 1721287 MLS
Welcome to your own private country retreat in sought-after Simpsonville, Kentucky! Situated on 10 beautifully laid-out acres at the end of a cul-de-sac, this exceptional property offers the perfect blend of comfort, recreation, and functionality. Fully fenced and surrounded by mature trees, you'll enjoy a peaceful setting complete with a pond, pavilion, treehouse, barn, and an impressive newly constructed outbuilding. With plenty of room to add a pool, this is truly an entertainer's dream. Inside, the home offers a desirable split-bedroom floor plan and convenient first-floor living. The spacious primary suite features a vaulted ceiling, large walk-in closet, and an ensuite bath complete with a Jacuzzi tub and separate shower. Seller has prepared the home for immediate occupancy with all freshly painted living areas, laundry room and primary bedroom. Stunning! And be sure to check out the large laundry room conveniently located just outside the primary bedroom. The inviting living room showcases a soaring vaulted ceiling and a beautiful fireplace as its focal point. The large kitchen is designed for both everyday living and entertaining, featuring a cooktop, abundant cabinetry, and numerous windows overlooking the picturesque backyard. Central vacuum adds an extra touch of convenience throughout the home. Two additional bedrooms share a full bath on the main level. The finished walkout basement provides endless possibilities with a large open recreation area, a cozy nook perfect for an office or exercise space, an oversized room currently being used as a bedroom, and a full bath. Outside is where this property truly shines. The newly built outbuilding is much more than a standard metal building, featuring attractive stone accents and exceptional functionality. It includes a 50-amp RV hookup, three overhead doors (one 12' x 14' and two 10' x 10'), heating and air conditioning, a storage loft, and ample space for hobbies, business use, vehicle storage, or workshop needs. Attached to the building is a charming one-room apartment complete with a full bath, tongue-and-groove wood walls, fireplace, covered porch, and its own septic system—perfect for guests, a home office, studio space, or rental potential. A second 40' x 60' barn offers even more versatility with a newer roof, updated lighting, water, electric, and a run-in shed. As you make your way toward the pond, you'll discover a treehouse built approximately five years ago that serves as the perfect children's retreat, hunting blind, or private getaway. The scenic pond is complemented by a pavilion that creates a stunning backdrop for gatherings, celebrations, photos, or even a wedding. Generator connection is already in place for lighting and event needs. Explore the winding acreage and you'll feel like you're touring far more than 10 acres, with beautiful trees, abundant wildlife, and breathtaking views around every turn. Properties offering this combination of acreage, amenities, privacy, and versatility rarely become available. Don't miss your opportunity to own this one-of-a-kind Simpsonville retreat.

37 Timberwood Dr, Simpsonville

575 Moody Pike, Shelbyville
$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

904 Waddy Rd, Waddy
$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

820 South Stallard Dr, Shelbyville
$1,150,000
5 Beds ⋅ 4 Baths ⋅ 1733278 MLS
Situated on 6.64 beautifully maintained acres, this nearly new residence enjoys a picturesque setting with mature trees, expansive lawns, thoughtful landscaping, and a creek bordering the rear of the property. Located within the highly desirable Stallard Springs community, 820 S Stallard Drive offers an exceptional combination of quality, acreage, and refined country living. Its timeless architecture, inviting covered front porch, and impressive approach establish a strong first impression. Built just 3 years ago, the home offers nearly 2,600 square feet above grade, plus a finished walkout basement, with 5 bedrooms and 3.5 baths. The vaulted Great Room features a floor-to-ceiling stone fireplace and opens to a well-appointed kitchen with custom cabinetry, granite countertops, tiled backsplash, a generous center island, and views of the surrounding property. The primary suite includes a spacious bath with soaking tub, tiled walk-in shower, and oversized walk-in closet with custom shelving. The finished walkout basement provides substantial additional living and entertaining space, including a family room, recreation area, mini kitchen, large workshop, and utility garage. Outdoors, the inground pool serves as the centerpiece of a beautifully landscaped backyard, complemented by a covered screened deck overlooking the grounds. The expansive front porch offers additional outdoor living space with views of the surrounding countryside and evening sunsets. Beyond the property itself, Stallard Springs has become one of Shelby County's most sought-after estate communities, recognized for its generous acreage, attractive homes, scenic surroundings, and thoughtful development. Underground utilities, high-speed internet availability, community walking trails, and natural waterways provide modern convenience while preserving the character of the Kentucky countryside. 820 S Stallard Drive represents a compelling opportunity to own a nearly new home on substantial acreage within an established and highly regarded community. A property where the quality of the home, the land, and the neighborhood come together to offer lasting appeal.

820 South Stallard Dr, Shelbyville

1160 Equestrian Lakes Ln, Finchville
$1,095,000
5 Beds ⋅ 4 Baths ⋅ 1730819 MLS
Introducing 1160 Equestrian Lakes Lane, a modern farmhouse spanning nearly 8.82 acres in a horse lovers' community set among extraordinary private estates. Equestrian Lakes is an extraordinary community stretched across 900+ acres of Bluegrass countryside with estate lots ranging from 5-25 acres. Offering over 5,000 square feet of designed living space across three levels, this residence features five bedrooms and three and a half bathrooms, including a main level primary suite. Statement black cased windows flood the interior with natural light, while every sightline is purposefully framed to capture panoramic views of the lake and surrounding countryside. Designed seamlessly for everyday living and scale entertaining, an open staircase with sleek black iron railings connects all three levels. The dramatic living room anchors the home with a floor-to-ceiling gas fireplace. The open kitchen and dining space flow effortlessly, featuring a large center island, walk-in pantry, sunlit breakfast nook, and a dedicated coffee bar with a built-in brewing system. Past the kitchen, a private hallway leads to a powder room, spacious laundry room, and a practical mudroom with direct garage access. The upper level offers a second laundry closet with hookups, two bedrooms with spacious walk-in closets, a full guest bath, and flexible space for a home office or recreation room. The lower-level functions as a second residence, with two bedrooms, a full bath, an isolated theater opposite the bedrooms, and a large living room with a wet bar. The lower level offers a large area for unfinished storage or opportunity to be finished. Featured in the 2025 Homearama, this premier community showcases an exclusive collection of high-end custom luxury homes and buildable acreage lots. Designed specifically for equestrian enthusiasts, residents enjoy miles of dedicated riding trails, a state-of-the-art indoor/outdoor arena, multi-use paths, an outdoor swimming pool, and a community pavilion and clubhouse. Conveniently located off KY-55 in Shelby County, the community offers easy access to I-64 for commutes to Louisville, Shelbyville, and Lexington.

1160 Equestrian Lakes Ln, Finchville

7438 Bagdad Rd, Bagdad
$1,000,000
2 Beds ⋅ 1 Baths ⋅ 1727631 MLS
ABSOLUTE AUCTION — SELLS TO THE HIGHEST BIDDER REGARDLESS OF PRICE! Offered at Live On-Site Absolute Auction with Simulcast Internet Bidding. Saturday September 19, 2026 @ 10:30 AM (EST). Auction to be held at 5015 Bagdad Road. Property sells AS-IS, WHERE-IS with no contingencies. Buyers premium will be added to the final bid price and non-refundable earnest money required. 78 ± acres offered across 5 individual tracts in beautiful Bagdad, KY—a perfect opportunity to own prime farmland and residential real estate. The main farm features gently rolling terrain ideal for cattle, hunting, or recreation. Ideal for a fixer-upper, potential rental, or custom personal home. The adjacent tract right next to the house offers an ideal additional building site. Tract 1: 4.7 Acres, Tract 2: 2.8 Acres, Tract 3: 45.8 Acres, Tract 4: 21.8 Acres, Tract 5: 2.0 Acres

7438 Bagdad Rd, Bagdad

401 Old Stone Dr, Simpsonville
$999,999
5 Beds ⋅ 5 Baths ⋅ 1717809 MLS
Welcome home to this exceptional custom property nestled on 7.42 gorgeous acres in the lush green countryside of Shelby County, complete with a secluded solar panel garden . Enjoy lower electric bills while luxuriating in the comfort and functionality of this stunning home featuring 5 spacious bedrooms, 4.5 bathrooms, and room for everyone to spread out. The heart of the home is the beautifully updated kitchen, designed to impress with three ovens, two dishwashers, abundant cabinetry, and all appliances included—making it ideal for entertaining, holiday gatherings, or everyday living. Enjoy meals in the formal dining room or relax year-round in the bright and inviting sunroom overlooking the peaceful landscape. The first-floor primary suite offers a private retreat complete with a gorgeous ensuite bathroom, while hardwood floors, fresh paint, and thoughtful updates throughout create a move-in-ready experience. The finished walk-out basement provides incredible flexibility with the potential for a mother-in-law suite or separate apartment, featuring additional living space, a second laundry room, an office or bonus room, full bathroom, family room, and plenty of extra storage. Outside, the expansive acreage offers endless opportunities for recreation, gardening, or simply enjoying the beauty and privacy of country living. A solar panel system helps keep electric costs lower, adding energy efficiency and long-term savings to this remarkable property. With two laundry rooms, abundant storage, versatile living spaces, and breathtaking surroundings, this one-of-a-kind Shelby County home offers the perfect combination of elegance, practicality, and peaceful country living.

401 Old Stone Dr, Simpsonville

779 Kings Hwy, Waddy
$999,000
4 Beds ⋅ 5 Baths ⋅ 1726538 MLS
Tucked behind a gated, tree-lined drive off Kings Highway, this 2002 farmhouse sits on 14.92 rolling acres bordered by hay farms. A stocked pond sits at the front of the property, and the covered wrap-around porch is rocking chair ready or front porch swinging. Inside, the vaulted great room opens to a fully renovated kitchen built for people who actually cook and entertain. Quartz counters, a custom wood range hood, double wall ovens, a farmhouse sink, hidden walk-in pantry behind cabinet doors and a center island with seating for four anchor the space. The adjacent dining area holds a table for twelve, and the gas log fireplace in the living room warms the open floor plan. The main floor primary suite opens to the rear deck & includes an updated bath with double vanities, a walk-in tile shower, and a cedar-lined walk-in closet. The second suite, converted from the attached garage, adds a private bath and its own entrance, functioning as a second suite for guests, extended family, or a home office. Upstairs, two more bedrooms and a full bath share a loft/walkway overlooking the great room. The third room can be a craft/hobby room, playroom or flex space. The walkout basement adds a family room, game room, full bath, and a finished office currently used as a non-conforming bedroom. The unfinished mechanical room could be finished into a kitchenette for a separate living quarters in multigenerational living situation if needed. Outside, the saltwater pool sits beside a 24x28 detached garage with a full-length deck. A 24x24 barn and fenced pasture handle horses or livestock. The wooded creek corridor at the rear has produced deer every season, and the front five acres yield hay. The seller will consider selling the home furnished, and the property may also be suitable as a short-term rental. Shelbyville and Frankfort are 12 minutes in either direction. Louisville is 35 minutes, Lexington is 45. Additional land may be available for purchase.

779 Kings Hwy, Waddy

1219 Taylor Wood Rd, Simpsonville
$955,000
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

238 Forest View Ridge, Shelbyville
$924,900
3 Beds ⋅ 2 Baths ⋅ 1730004 MLS
Perched on 2.5 acres along the ridgeline of The Views at Southville, 238 Forest View Ridge is a nearly new custom ranch where exceptional craftsmanship, thoughtful design, and expansive Kentucky views come together beautifully. Built less than two years ago by Unbridled Homes, this residence makes an immediate impression with its striking elevation, wraparound front porch, and commanding setting. Inside, soaring 12-foot ceilings define the main living spaces, with 10-foot ceilings throughout the remainder of the home, 8-foot doors, beautiful Craftsman-inspired trimwork, and an abundance of natural light. Engineered hardwood flooring extends throughout the home with no carpet anywhere. The centerpiece is an extraordinary gourmet kitchen designed as much for entertaining as everyday living. Quartz countertops, Vittitow custom cabinetry, soft-close doors and drawers, and a Wolf range are complemented by an incredible butler's pantry that dramatically expands the kitchen's storage and workspace. A substantial wood beam provides architectural definition between the kitchen, dining area, and great room while preserving the open-concept design. The great room is anchored by a dramatic floor-to-ceiling stone fireplace with custom built-ins, creating a spectacular focal point for the home's central gathering space. An adjoining office features custom built-in desks and cabinetry and integrates beautifully into the floor plan. The private primary suite occupies its own wing of the home. The spa-inspired bath features an oversized tiled shower with dual shower heads and a large double vanity. The custom Closet Factory dressing room is exceptional in both scale and organization, with extensive built-in shelving and a center island with drawer storage. Even the laundry room was designed to impress, with quartz countertops, a sink, and extensive cabinetry. Its convenient pass-through design connects directly to the primary closet, creating an exceptionally functional owner's suite. On the opposite side of this split-bedroom ranch, two generously sized bedrooms provide privacy for family or guests. One features a built-in desk area and direct access to the full bath. Outdoor living is equally impressive. The wraparound front porch and covered rear porch provide multiple places to enjoy the property's elevated setting and the wide-open, big-sky views that distinguish this unique neighborhood. The unfinished walkout lower level encompasses essentially the same footprint as the home above, offering tremendous potential for future living and entertaining space. Tall ceilings and expansive open areas provide a blank canvas for a theater, recreation room, fitness space, additional bedroom, or guest suite. The septic system has already been sized to accommodate an additional bedroom. Perhaps the most unique feature downstairs is the substantial concrete safe room, constructed with concrete on all sides and designed to accommodate a Fort Knox vault door, with rough-ins already in place for ventilation and electricity. An extra-deep three-car garage with tall ceilings provides abundant space for vehicles, storage, a workshop, or recreational equipment. The Views at Southville is one of Shelby County's hidden gems, offering the tranquility and scenery of country living while remaining convenient to Shelbyville, Taylorsville, Frankfort, and Louisville. The neighborhood sits near the intersection of Highways 44 and 53 and the beloved Carriss's Grocery, a local institution known for its breakfasts and burgers. Louisville International Airport is just over 30 minutes away, with Frankfort approximately 30 minutes from the property. Nearly new construction. 2.5 acres. Exceptional craftsmanship. Remarkable outdoor views. And one of the most thoughtfully designed ranch floor plans you'll find. 238 Forest View Ridge isn't simply a beautiful home—it is a property that needs to be experienced in person. Schedule your private showing today.

238 Forest View Ridge, Shelbyville

302 Eminence Pike, Shelbyville
$899,500
5 Beds ⋅ 4 Baths ⋅ 1722186 MLS
Welcome home to this beautifully updated traditional residence offering over 4,100 square feet of thoughtfully designed living space on a picturesque 5.6-acre property. With 5 bedrooms and 3.5 bathrooms, this home provides the perfect blend of spacious comfort, timeless charm, and modern updates. Built with exceptional quality, this home is a true concrete fortress, offering outstanding durability, strength, and peace of mind that is rarely found in today's construction. The heart of the home is the recently remodeled kitchen, featuring stylish finishes and a functional layout that's ideal for everyday living and entertaining. Throughout the home, you'll find new flooring, fresh interior paint, and new replacement windows, enhancing both the home's appearance and energy efficiency while cr eating a bright, inviting atmosphere that's truly move-in ready. Generously sized living areas provide plenty of space for gathering with family and friends, while the flexible floor plan offers room for a home office, guest accommodations, or hobby spaces. Large windows fill the home with natural light and frame beautiful views of the surrounding acreage. Step outside and enjoy the privacy and endless possibilities that come with 5.6 acres. Whether you're dreaming of a hobby farm, gardening, outdoor recreation, a workshop, or simply relaxing in the Kentucky countryside, this property offers the space to make it your own while remaining just minutes from downtown Shelbyville, shopping, dining, and convenient access to I-64. If you've been searching for a beautifully updated home with acreage, generous living space, and construction that's built to last! Schedule your private showing today and experience everything this exceptional property has to offer.

302 Eminence Pike, Shelbyville

450 Pea Ridge Rd, Waddy
$875,000
4 Beds ⋅ 3 Baths ⋅ 1729906 MLS
Seeking that homestead that feels a million miles away but has all the conveniences one could want??? Look no further!! This dream home has been completely reimagined by the current owner. The owners have taken the classic cabin and put an unbelievable modern spin on it! The family room addition is beyond gorgeous! The wall of glass takes in the captivating views of the property. The dining room that is completely open to the kitchen has a gorgeous stone wood burning fireplace that has a been painted white. The home has two primary bedrooms. The main floor primary has just had a primary bath overhaul that is beautiful! The custom shower is incredible! A great walk in closet and a well size bedroom suite. The second floor has a large bedroom suite with an en suite bath that could easily be a second primary bedroom. There are 2 guest bedrooms and another full bath. The walkout basement is unfinished and ready for your custom finishes! Outside is incredible!! Total seclusion! As you drive back the drive you feel as though you are entering a park. You drive along the gorgeous creek and campsite area. There is a pole barn for all your toy and equipment storage, a second building for additional storage. Plus plenty of land to play on! The sellers have not used pesticides, they have planted blackberries, and have a wonderful garden plot. This truly is the perfect homesteaders paradise!!

450 Pea Ridge Rd, Waddy

970 Jacksonville Rd, Bagdad
$864,900
2 Beds ⋅ 3 Baths ⋅ 1730141 MLS
Modern living meets true seclusion on over 91 acres, offering the rare feeling of being completely off grid while staying fully connected and convenient to Shelbyville. 970 Jacksonville Rd offers acres of privacy, woods, water and possibility. Set nearly 1/2 mile from the road, this property feels hidden from everything while remaining convenient to Shelbyville, Frankfort, I-64 and I-71. Remodeled & expanded in 2023, the home now offers 2,260 finished square feet with 2 bedrooms, a separate guest room, 2 1/2 baths & an open floor plan built for gathering. The gourmet kitchen features stainless appliances and gas range, while a freestanding wood-burning fireplace gives the main living space a warm, grounded feel. The renovation also included a new roof, windows and sliding glass door.

970 Jacksonville Rd, Bagdad

825 S Stallard Dr, Shelbyville
$824,900
3 Beds ⋅ 3 Baths ⋅ 1731804 MLS
Six acres, a newer home, a wooded backdrop, and a basement that's already halfway to becoming whatever you need it to be. That's 825 S Stallard Drive. Tucked into Stallard Springs, this 2023-built ranch sits on 6.06 acres with roughly 2.5 acres of woods behind it, giving you plenty of room to spread out without giving up the convenience of being close to town. Built with 2x6 walls, the home offers approximately 2,600 square feet on the main level, with 10-foot ceilings, LVP flooring, Craftsman-style trim, and a floorplan that makes a lot of sense. The kitchen is the centerpiece, with a massive 12-foot quartz island, black stainless appliances, and a butler's pantry complete with a wine cooler. The living room brings a little more traditional character with a wood-burning fireplace, granite mantel and hearth, all set beneath recessed lighting. The primary suite is tucked away from the other bedrooms and features a vaulted ceiling, soaking tub, tile shower, and walk-in closet. And that closet connects directly to the laundry room through a pocket door, where you'll also find a utility sink. Two additional bedrooms, a 12x11 office, mudroom, and an 18x22 covered porch round out the main level. Then there's the basement. The entire 2,600-square-foot walkout level has 9-foot ceilings and is already mostly framed, with much of the electrical run and plumbing roughed in for a fourth bathroom. There's room for multiple bedroom configurations, including a potential suite, and double French doors open from the future family room to the backyard. A dedicated mower garage and additional storage add even more flexibility. Outside, the curved driveway leads to the house, while the covered porch and deck give you plenty of options for enjoying the acreage. Ring exterior floodlights stay with the home, too. The home is all electric with a heat pump, forced air and central air. Public water and septic. Stallard Springs HOA dues are $500 annually. If you've been looking for newer construction with acreage, a wooded backdrop, and enough unfinished space to put your own stamp on it, this one gives you plenty to work with.

825 S Stallard Dr, Shelbyville

574 Hinkle Ln, Shelbyville
$799,000
4 Beds ⋅ 3 Baths ⋅ 1722742 MLS
Welcome to 574 Hinkle Lane, where exceptional country living meets equestrian amenities on 7 beautiful acres. This quality-built home offers 4 bedrooms, 2.5 baths, gorgeous hardwood floors, and custom woodwork. Recent updates include a new HVAC system (2025), and the home also features a 2-car attached garage, finished walkout basement with fireplace, spacious deck, and covered patio. Equestrians will appreciate the impressive 118' x 70' Amish-built riding arena complete with lighting and water, making it suitable for year-round use. 6 stall barn (wash rack, tack room with water & heater). Additional improvements include a 22' x 50' machine shed, 10' x 40' woodworking shop, 9' x 14' greenhouse, and an 8' x 8' playhouse, providing incredible versatility for hobbies, storage, and outdoor living. With over 524 feet of road frontage, manicured grounds, and a home that has been meticulously maintained, this property is truly move-in ready. Whether you're seeking a private country retreat, a hobby farm, or an equestrian estate, this is a rare opportunity to own a property that offers both quality and functionality. Situated halfway between Churchill Downs and Keeneland. The owners are retiring and have priced the property for an immediate sale—don't miss your chance to make this property your own!

574 Hinkle Ln, Shelbyville

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