$1,899,000 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. 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
$585,000 Welcome home to this beautiful farmhouse nestled on 6.1 peaceful acres in Waddy, Kentucky! Built in 2019, this spacious 2,241 sq. ft. home offers the perfect blend of modern updates, comfortable living, and plenty of outdoor space. Step inside to find new carpet, new light fixtures, and new appliances, giving the home a fresh, updated feel. The finished walkout basement provides additional living space and opens up endless possibilities for a family room, home office, recreation area, or guest space. Outside, enjoy the peaceful surroundings from the 16' x 30' deck, perfect for entertaining, relaxing, or taking in the beautiful acreage. The property also features a new blacktop driveway and an 18' x 12' Amish-built building, offering excellent storage all while being conveniently located in Waddy, KY. This is a must see property. Contact me for your private showing! 5 Beds ⋅ 4 Baths ⋅ 1727700 MLS Welcome home to this beautiful farmhouse nestled on 6.1 peaceful acres in Waddy, Kentucky! Built in 2019, this spacious 2,241 sq. ft. home offers the perfect blend of modern updates, comfortable living, and plenty of outdoor space. Step inside to find new carpet, new light fixtures, and new appliances, giving the home a fresh, updated feel. The finished walkout basement provides additional living space and opens up endless possibilities for a family room, home office, recreation area, or guest space. Outside, enjoy the peaceful surroundings from the 16' x 30' deck, perfect for entertaining, relaxing, or taking in the beautiful acreage. The property also features a new blacktop driveway and an 18' x 12' Amish-built building, offering excellent storage all while being conveniently located in Waddy, KY. This is a must see property. Contact me for your private showing! 8486 Waddy Rd, Waddy
$849,900 Welcome to 914 Hannah Road — a beautiful opportunity to enjoy the best of Shelby County country living! This property offers a peaceful rural setting while remaining conveniently located to Shelbyville, Simpsonville, Oldham County, and the surrounding Louisville area. The scenic setting provides the privacy and serenity buyers are looking for, with plenty of room to enjoy the outdoors, establish a small farm, build a dream home, or simply escape the hustle and bustle of everyday life. Adding even more value to this property are two currently rented living spaces that provide excellent income-producing potential. The 1,393-square-foot farmhouse features 2 bedrooms and is currently rented, while a 4-bedroom apartment located above the barn is also currently rented. These spaces offer an outstanding opportunity for rental income while also providing additional accommodations for family, friends, guests, or investment partners. The property offers a picturesque combination of open space and natural surroundings, creating endless possibilities for horses, livestock, recreation, gardening, or agricultural use. Whether you're looking for a private homestead, horse or cattle farm, recreational property, or an investment opportunity, 914 Hannah Road is worth a closer look. For livestock or horse operations, the property also features two hoop barns and 2 other barns currently in use for livestock, adding valuable functionality and infrastructure for an active agricultural operation. The combination of existing living quarters, rental income, and livestock facilities makes this a versatile property with both immediate utility and long-term potential. Don't miss the opportunity to own a piece of beautiful Shelby County countryside in an increasingly desirable area. Schedule your private showing today and experience the setting and possibilities for yourself! Due to requests, showings to start September 6th at the open house from 2:00-4:00pm. 6 Beds ⋅ 2 Baths ⋅ 1727235 MLS Welcome to 914 Hannah Road — a beautiful opportunity to enjoy the best of Shelby County country living! This property offers a peaceful rural setting while remaining conveniently located to Shelbyville, Simpsonville, Oldham County, and the surrounding Louisville area. The scenic setting provides the privacy and serenity buyers are looking for, with plenty of room to enjoy the outdoors, establish a small farm, build a dream home, or simply escape the hustle and bustle of everyday life. Adding even more value to this property are two currently rented living spaces that provide excellent income-producing potential. The 1,393-square-foot farmhouse features 2 bedrooms and is currently rented, while a 4-bedroom apartment located above the barn is also currently rented. These spaces offer an outstanding opportunity for rental income while also providing additional accommodations for family, friends, guests, or investment partners. The property offers a picturesque combination of open space and natural surroundings, creating endless possibilities for horses, livestock, recreation, gardening, or agricultural use. Whether you're looking for a private homestead, horse or cattle farm, recreational property, or an investment opportunity, 914 Hannah Road is worth a closer look. For livestock or horse operations, the property also features two hoop barns and 2 other barns currently in use for livestock, adding valuable functionality and infrastructure for an active agricultural operation. The combination of existing living quarters, rental income, and livestock facilities makes this a versatile property with both immediate utility and long-term potential. Don't miss the opportunity to own a piece of beautiful Shelby County countryside in an increasingly desirable area. Schedule your private showing today and experience the setting and possibilities for yourself! Due to requests, showings to start September 6th at the open house from 2:00-4:00pm. 914 Hanna Rd, Shelbyville
$384,900 Move right in-no waiting to build! Welcome home to this beautifully upgraded 4-bedroom, 2.5-bath home in the highly sought-after Ardmore Crossing community. Designed for both everyday living and entertaining, the open-concept floor plan features a spacious kitchen with abundant cabinetry, generous counter space, and plenty of storage, all flowing seamlessly into the inviting living and dining areas. Upstairs, you'll find a versatile loft, brand-new carpet throughout the second floor, and a private primary retreat featuring an upgraded en-suite bath and two oversized custom walk-in closets. Step outside to the large patio, perfect for relaxing or hosting family and friends. Enjoy immediate occupancy in a walkable neighborhood just minutes from highways, schools, restaurants & entertainment. 4 Beds ⋅ 3 Baths ⋅ 1724484 MLS Move right in-no waiting to build! Welcome home to this beautifully upgraded 4-bedroom, 2.5-bath home in the highly sought-after Ardmore Crossing community. Designed for both everyday living and entertaining, the open-concept floor plan features a spacious kitchen with abundant cabinetry, generous counter space, and plenty of storage, all flowing seamlessly into the inviting living and dining areas. Upstairs, you'll find a versatile loft, brand-new carpet throughout the second floor, and a private primary retreat featuring an upgraded en-suite bath and two oversized custom walk-in closets. Step outside to the large patio, perfect for relaxing or hosting family and friends. Enjoy immediate occupancy in a walkable neighborhood just minutes from highways, schools, restaurants & entertainment. 163 Ardmore Crossing Dr, Shelbyville
$985,000 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. 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
$799,999 Escape to your own private Kentucky paradise with this breathtaking 86-acre retreat, perfectly positioned in the heart of the world-famous Bourbon Trail and one of Kentucky's fastest-growing counties. Whether you're looking for a private residence, recreational getaway, family farm, or investment opportunity, this remarkable property offers endless possibilities at an exceptional new price of $799,999. Surrounded by rolling hills, mature woodlands, scenic creeks, and abundant wildlife, this property is a nature lover's dream. Miles of wooded trails invite hiking, ATV riding, horseback riding, hunting, or simply enjoying the peace and quiet that only a property of this size can provide. The charming cottage-style home is ideally situated to capture spectacular views in every direction. Inside, you'll find a warm and inviting open-concept living and dining area filled with natural light from expansive windows that bring the outdoors in. A stunning glass-enclosed sunroom offers panoramic views of the surrounding countryside, creating the perfect place to enjoy your morning coffee or unwind while watching wildlife throughout the seasons. The spacious kitchen features abundant cabinetry, generous countertop space, and a gas range, making it ideal for everyday living or entertaining family and friends. Upstairs, two comfortable bedrooms provide peaceful retreats, each overlooking the picturesque landscape and offering the tranquility of country living. Just steps from the main residence, a versatile detached outbuilding provides endless opportunities. Use it as a recreation room, guest quarters, home office, art or woodworking studio, fitness space, or hobby barn—the choice is yours. The acreage is equally impressive, offering plenty of room for horses, cattle, chickens, gardens, food plots, or future expansion. Whether your dream is homesteading, farming, hunting, creating hiking trails, or simply enjoying unmatched privacy, this property is ready to accommodate your vision. Conveniently located just 42 miles from Louisville and 43 miles from Lexington, you'll enjoy the perfect balance of peaceful rural living with easy access to major employment centers, world-class bourbon distilleries, horse farms, dining, and entertainment. With acreage becoming increasingly difficult to find in this desirable region, this property represents an outstanding value. Offered at the new price of $799,999, this is an incredible opportunity to own a legacy property in one of Kentucky's most sought-after locations. The home is being offered furnished, with select exclusions, making it even easier to begin enjoying your Kentucky retreat from day one. 3 Beds ⋅ 2 Baths ⋅ 1721748 MLS Escape to your own private Kentucky paradise with this breathtaking 86-acre retreat, perfectly positioned in the heart of the world-famous Bourbon Trail and one of Kentucky's fastest-growing counties. Whether you're looking for a private residence, recreational getaway, family farm, or investment opportunity, this remarkable property offers endless possibilities at an exceptional new price of $799,999. Surrounded by rolling hills, mature woodlands, scenic creeks, and abundant wildlife, this property is a nature lover's dream. Miles of wooded trails invite hiking, ATV riding, horseback riding, hunting, or simply enjoying the peace and quiet that only a property of this size can provide. The charming cottage-style home is ideally situated to capture spectacular views in every direction. Inside, you'll find a warm and inviting open-concept living and dining area filled with natural light from expansive windows that bring the outdoors in. A stunning glass-enclosed sunroom offers panoramic views of the surrounding countryside, creating the perfect place to enjoy your morning coffee or unwind while watching wildlife throughout the seasons. The spacious kitchen features abundant cabinetry, generous countertop space, and a gas range, making it ideal for everyday living or entertaining family and friends. Upstairs, two comfortable bedrooms provide peaceful retreats, each overlooking the picturesque landscape and offering the tranquility of country living. Just steps from the main residence, a versatile detached outbuilding provides endless opportunities. Use it as a recreation room, guest quarters, home office, art or woodworking studio, fitness space, or hobby barn—the choice is yours. The acreage is equally impressive, offering plenty of room for horses, cattle, chickens, gardens, food plots, or future expansion. Whether your dream is homesteading, farming, hunting, creating hiking trails, or simply enjoying unmatched privacy, this property is ready to accommodate your vision. Conveniently located just 42 miles from Louisville and 43 miles from Lexington, you'll enjoy the perfect balance of peaceful rural living with easy access to major employment centers, world-class bourbon distilleries, horse farms, dining, and entertainment. With acreage becoming increasingly difficult to find in this desirable region, this property represents an outstanding value. Offered at the new price of $799,999, this is an incredible opportunity to own a legacy property in one of Kentucky's most sought-after locations. The home is being offered furnished, with select exclusions, making it even easier to begin enjoying your Kentucky retreat from day one. 2466 Back Creek Rd, Waddy
$300,000 Active STR with frequent bookings. Call listing agent to schedule showings. Please inquire directly for profit and loss statements. Public Remarks: Discover a rare investment opportunity in the heart of bourbon country! This income-producing short-term rental is a cozy, spacious, and bright 3-bedroom, 2-bathroom home offering peaceful views and the perfect setting for guests to relax and unwind. Situated on 2.47 acres overlooking open fields and a tranquil pond, the property also features a backyard patio with a firepit, creating an ideal outdoor space for entertaining and memorable evenings. Inside, you'll find a desirable layout with a first-floor primary bedroom and full bath, complete with a walk-in closet, plus a main-level laundry room for added convenience. The main level offers a welcoming kitchen, dining area, and comfortable family room, perfect for both owner use and guest stays. Upstairs, you'll find two additional bedrooms and a full bathroom, providing plenty of space for guests or extended stays. Whether you're looking to expand your rental portfolio or own a getaway that can generate revenue, this property checks all the boxes. Furniture is negotiable and may be purchased separately through a bill of sale outside of the real estate contract. 3 Beds ⋅ 2 Baths ⋅ 1721267 MLS Active STR with frequent bookings. Call listing agent to schedule showings. Please inquire directly for profit and loss statements. Public Remarks: Discover a rare investment opportunity in the heart of bourbon country! This income-producing short-term rental is a cozy, spacious, and bright 3-bedroom, 2-bathroom home offering peaceful views and the perfect setting for guests to relax and unwind. Situated on 2.47 acres overlooking open fields and a tranquil pond, the property also features a backyard patio with a firepit, creating an ideal outdoor space for entertaining and memorable evenings. Inside, you'll find a desirable layout with a first-floor primary bedroom and full bath, complete with a walk-in closet, plus a main-level laundry room for added convenience. The main level offers a welcoming kitchen, dining area, and comfortable family room, perfect for both owner use and guest stays. Upstairs, you'll find two additional bedrooms and a full bathroom, providing plenty of space for guests or extended stays. Whether you're looking to expand your rental portfolio or own a getaway that can generate revenue, this property checks all the boxes. Furniture is negotiable and may be purchased separately through a bill of sale outside of the real estate contract. 2767 Bardstown Trail, Waddy
$1,200,000 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. 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
$279,900 Farm house located on 3.4 acres on quiet street. Home is in need of a fair amount of TLC, but has tons of potential. So many incredibly large rooms, with gorgeous trim work. The original doors are amazing. This home is such searching for the right buyer. Home is sold "as is". Agents see agent notes before scheduling showings. 3 Beds ⋅ 2 Baths ⋅ 1717011 MLS Farm house located on 3.4 acres on quiet street. Home is in need of a fair amount of TLC, but has tons of potential. So many incredibly large rooms, with gorgeous trim work. The original doors are amazing. This home is such searching for the right buyer. Home is sold "as is". Agents see agent notes before scheduling showings. 546 Banta Ln, Pleasureville
$460,000 Looking for the perfect place to start a hobby farm on over 8 acres? Maybe a private retreat away from the city and neighbors? What about a large pole barn thats perfect as a workshop or a great place to store your boat/atv/cars? Well look no further, because this property has it all! The kitchen is fit for a chef with counter-space and cabinets to spare, a gas stove, and granite countertops. The living room has soaring ceilings and large windows with plenty of natural light. The primary suite features a tub, shower, and separate sinks as well! The back patio is perfect for entertaining or for a quiet evening watching the sunset. This turn key home was beautifully updated from head to toe in 2019, including; granite countertops, HVAC, water heater, roof, and more. Schedule a showing today! 3 Beds ⋅ 2 Baths ⋅ 1713024 MLS Looking for the perfect place to start a hobby farm on over 8 acres? Maybe a private retreat away from the city and neighbors? What about a large pole barn thats perfect as a workshop or a great place to store your boat/atv/cars? Well look no further, because this property has it all! The kitchen is fit for a chef with counter-space and cabinets to spare, a gas stove, and granite countertops. The living room has soaring ceilings and large windows with plenty of natural light. The primary suite features a tub, shower, and separate sinks as well! The back patio is perfect for entertaining or for a quiet evening watching the sunset. This turn key home was beautifully updated from head to toe in 2019, including; granite countertops, HVAC, water heater, roof, and more. Schedule a showing today! 9210 Mount Eden Rd, Waddy