$294,900 Opportunity awaits in this spacious 4-bedroom, 2.5-bath home located in a desirable, established neighborhood with convenient access to I-64. Offering a functional layout with a formal living room, dining room, family room, sunroom, & an unfinished basement, there's plenty of space to fit your lifestyle. The fenced backyard & attached 2-car garage add to the home's appeal. While the interior is ready for cosmetic updates, this home offers solid potential for buyers looking to add their own style & build equity. A great opportunity to create your dream home in an excellent location! Call us to see! 4 Beds ⋅ 3 Baths ⋅ 1725086 MLS Opportunity awaits in this spacious 4-bedroom, 2.5-bath home located in a desirable, established neighborhood with convenient access to I-64. Offering a functional layout with a formal living room, dining room, family room, sunroom, & an unfinished basement, there's plenty of space to fit your lifestyle. The fenced backyard & attached 2-car garage add to the home's appeal. While the interior is ready for cosmetic updates, this home offers solid potential for buyers looking to add their own style & build equity. A great opportunity to create your dream home in an excellent location! Call us to see! 355 Knobview Dr, Shelbyville
$459,649 New construction in the beautiful Discovery Point community, featuring the stunning Cumberland design. This thoughtfully designed layout is perfect for style and practicality with 5 bedrooms and 3 full baths. The inviting family room is the heart of this plan, making it the perfect gathering space. The open kitchen with a large island and walk-in pantry connects to the morning room, that walks outside. Included on the main level is a guest suite with full bath access. Upper level loft. The owner's suite features a private bath and walk-in closet. Basement with full bath rough-in and walk-out access. The spacious 2-bay garage completes this exceptional home. 5 Beds ⋅ 3 Baths ⋅ 1723979 MLS New construction in the beautiful Discovery Point community, featuring the stunning Cumberland design. This thoughtfully designed layout is perfect for style and practicality with 5 bedrooms and 3 full baths. The inviting family room is the heart of this plan, making it the perfect gathering space. The open kitchen with a large island and walk-in pantry connects to the morning room, that walks outside. Included on the main level is a guest suite with full bath access. Upper level loft. The owner's suite features a private bath and walk-in closet. Basement with full bath rough-in and walk-out access. The spacious 2-bay garage completes this exceptional home. 724 Learning Ridge Dr, Shelbyville
$999,950 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
$815,000 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. 2 Beds ⋅ 1 Baths ⋅ 1723664 MLS 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 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. 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 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. 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 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. 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
$389,900 Welcome to 3036 Barlows Brook, a beautiful home in a prime location . Offering convenient access to both Louisville and Lexington . The designed with comfort and functionality in mind, this home features a spacious first floor primary suite for added privacy, while 2 upstairs bedrooms are separated by a catwalk and full bath. This creates the perfect layout for family or guests.. The unfinished full walkout Basement has endless possibilities for additional living space, such as a home gym, recreation room, or storage. An oversized garage for two cars and some storage is an added bonus. this property offers a perfect combination of space, privacy and potential. 3 Beds ⋅ 3 Baths ⋅ 1723069 MLS Welcome to 3036 Barlows Brook, a beautiful home in a prime location . Offering convenient access to both Louisville and Lexington . The designed with comfort and functionality in mind, this home features a spacious first floor primary suite for added privacy, while 2 upstairs bedrooms are separated by a catwalk and full bath. This creates the perfect layout for family or guests.. The unfinished full walkout Basement has endless possibilities for additional living space, such as a home gym, recreation room, or storage. An oversized garage for two cars and some storage is an added bonus. this property offers a perfect combination of space, privacy and potential. 3036 Barlows Brook Rd, Shelbyville
$1 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. 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
$165,000 2 Bedroom, 1 Bath home in beautiful neighborhood with original hardwood floors, new windows on the main floor, the basement is a blank canvas and a nice yard. Home is being sold as-is but with a little TLC this house could be a BEAUTIFUL home. Call today for your own private showing! **Interior Pictures Coming Soon** 2 Beds ⋅ 1 Baths ⋅ 1722460 MLS 2 Bedroom, 1 Bath home in beautiful neighborhood with original hardwood floors, new windows on the main floor, the basement is a blank canvas and a nice yard. Home is being sold as-is but with a little TLC this house could be a BEAUTIFUL home. Call today for your own private showing! **Interior Pictures Coming Soon** 704 Greenwood Ct, Shelbyville
$199,900 Welcome to 251 Webbmont Circle! Discover the perfect blend of small-town charm and modern convenience in this classic single-family home, nestled in a quiet, established Shelbyville neighborhood. Whether you are looking for an affordable starter home, searching for convenient one-level living, or seeking a lucrative addition to your real estate investment portfolio, this property delivers exceptional value in a thriving Kentucky housing market. Step inside to find a turnkey and versatile layout featuring three comfortable bedrooms and a thoughtfully designed full bathroom. The interior offers a functional, flowing floor plan with ample natural light, providing great flexibility to use the extra rooms for a dedicated home office, nursery, or creative studio. The exterior features an expansive, level backyard that provides plenty of room for outdoor entertaining, pet-friendly living, gardening, or future patio upgrades. This commuter's dream location allows you to experience peaceful, small-town Kentucky living while maintaining a seamless, direct commute to both Louisville and Frankfort via nearby major highways. This move-in-ready property combines an unbeatable location with excellent growth potential. Houses for sale at this price point in Shelbyville don't last long, so schedule your private real estate tour today and see the potential for yourself! 3 Beds ⋅ 1 Baths ⋅ 1721235 MLS Welcome to 251 Webbmont Circle! Discover the perfect blend of small-town charm and modern convenience in this classic single-family home, nestled in a quiet, established Shelbyville neighborhood. Whether you are looking for an affordable starter home, searching for convenient one-level living, or seeking a lucrative addition to your real estate investment portfolio, this property delivers exceptional value in a thriving Kentucky housing market. Step inside to find a turnkey and versatile layout featuring three comfortable bedrooms and a thoughtfully designed full bathroom. The interior offers a functional, flowing floor plan with ample natural light, providing great flexibility to use the extra rooms for a dedicated home office, nursery, or creative studio. The exterior features an expansive, level backyard that provides plenty of room for outdoor entertaining, pet-friendly living, gardening, or future patio upgrades. This commuter's dream location allows you to experience peaceful, small-town Kentucky living while maintaining a seamless, direct commute to both Louisville and Frankfort via nearby major highways. This move-in-ready property combines an unbeatable location with excellent growth potential. Houses for sale at this price point in Shelbyville don't last long, so schedule your private real estate tour today and see the potential for yourself! 251 Webbmont Cir, Shelbyville
$694,500 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. 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
$675,000 PRICE REDUCED: Beautiful one owner home being offered as is. Golf course lot. Brick home features three/four bedrooms, two and one half baths. Screened in porch. Two car garage. Unfinished basement. Unique features. One of a kind. 3 Beds ⋅ 3 Baths ⋅ 1721793 MLS PRICE REDUCED: Beautiful one owner home being offered as is. Golf course lot. Brick home features three/four bedrooms, two and one half baths. Screened in porch. Two car garage. Unfinished basement. Unique features. One of a kind. 60 Osage Trail, Louisville
$305,000 Welcome home to Estates of Osprey Cove! This well-maintained 3-bedroom, 2-bath ranch offers the perfect blend of comfort, space, and future potential. Step inside to find a spacious living room featuring vaulted ceilings, beautiful hardwood flooring, and a cozy fireplace that creates a warm and inviting atmosphere. The functional floor plan provides comfortable everyday living while offering plenty of room to entertain. The unfinished walkout basement presents an incredible opportunity to add additional living space, a recreation area, home gym, or extra storage to fit your needs. Outside, you'll love the oversized backyard complete with an above-ground pool, play area, and plenty of space for outdoor activities, gardening, or relaxing evenings. 3 Beds ⋅ 2 Baths ⋅ 1721767 MLS Welcome home to Estates of Osprey Cove! This well-maintained 3-bedroom, 2-bath ranch offers the perfect blend of comfort, space, and future potential. Step inside to find a spacious living room featuring vaulted ceilings, beautiful hardwood flooring, and a cozy fireplace that creates a warm and inviting atmosphere. The functional floor plan provides comfortable everyday living while offering plenty of room to entertain. The unfinished walkout basement presents an incredible opportunity to add additional living space, a recreation area, home gym, or extra storage to fit your needs. Outside, you'll love the oversized backyard complete with an above-ground pool, play area, and plenty of space for outdoor activities, gardening, or relaxing evenings. 5015 Black Falcon Way, Shelbyville
$402,386 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. 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
$425,000 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. 3 Beds ⋅ 3 Baths ⋅ 1720486 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
$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
$799,000 This charming home in Southville is country living and will be a great place to call home! With a total over over 49 acres, multiple barns and ponds, this farm awaits you to make it your own. The house has 3 bedrooms and 2 full bathrooms, waiting for you to put your personal touches on! Schedule your showing today! 3 Beds ⋅ 2 Baths ⋅ 1719220 MLS This charming home in Southville is country living and will be a great place to call home! With a total over over 49 acres, multiple barns and ponds, this farm awaits you to make it your own. The house has 3 bedrooms and 2 full bathrooms, waiting for you to put your personal touches on! Schedule your showing today! 8237 Mount Eden Rd, Shelbyville
$14,000,000 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. 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
$1,250,000 Set on more than 3 picturesque acres, this exceptional Jeffersonian-style estate offers a rare opportunity to experience refined Kentucky living with the privacy, beauty and equestrian amenities that define true horse country. Thoughtfully designed for both elegant living and everyday comfort, the quality-built residence features four spacious en suite bedrooms, upstairs being a jack & jill with two vanities, half bath on first floor. Rich hardwood flooring runs throughout much of the home, while wonderful 9-foot ceilings, generous closet space, and timeless architectural details created a sense of warmth and sophistication. Designed for both entertaining and quiet evenings at home, the residence features 2 fireplaces, a beautifully appointed Kitchen and abundant cabinetry and workspace, a large utility room, an oversized two-car garage, and a stunning all-glass sunroom that invites the surrounding landscape indoors. For equestrian enthusiasts, the property offers an exceptional setup with a five-stall barn with room for expansion, along with a tack room, feed room, and equipment storage. Multiple paddocks and a private outdoor riding arena create the ideal environment for training, riding or simply enjoying Kentucky equestrian lifestyle from your own property. A substantial unfinished walkout basement offers endless potential with future expansion, whether envisioned as additional living space, a recreation level, guest quarters, or a private wellness retreat. Offering beautiful pastoral views and the peaceful feeling of a private country escape, all within an established upscale community, this is a truly special Kentucky horse property designed for those who appreciate both elegance and lifestyle. 4 Beds ⋅ 4 Baths ⋅ 1716976 MLS Set on more than 3 picturesque acres, this exceptional Jeffersonian-style estate offers a rare opportunity to experience refined Kentucky living with the privacy, beauty and equestrian amenities that define true horse country. Thoughtfully designed for both elegant living and everyday comfort, the quality-built residence features four spacious en suite bedrooms, upstairs being a jack & jill with two vanities, half bath on first floor. Rich hardwood flooring runs throughout much of the home, while wonderful 9-foot ceilings, generous closet space, and timeless architectural details created a sense of warmth and sophistication. Designed for both entertaining and quiet evenings at home, the residence features 2 fireplaces, a beautifully appointed Kitchen and abundant cabinetry and workspace, a large utility room, an oversized two-car garage, and a stunning all-glass sunroom that invites the surrounding landscape indoors. For equestrian enthusiasts, the property offers an exceptional setup with a five-stall barn with room for expansion, along with a tack room, feed room, and equipment storage. Multiple paddocks and a private outdoor riding arena create the ideal environment for training, riding or simply enjoying Kentucky equestrian lifestyle from your own property. A substantial unfinished walkout basement offers endless potential with future expansion, whether envisioned as additional living space, a recreation level, guest quarters, or a private wellness retreat. Offering beautiful pastoral views and the peaceful feeling of a private country escape, all within an established upscale community, this is a truly special Kentucky horse property designed for those who appreciate both elegance and lifestyle. 181 Wedgewood Dr, Shelbyville
$1,249,900 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! 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 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. 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 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. 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
$469,900 New construction by Fischer Homes in the beautiful Discovery Point community featuring the Jensen floorplan. This thoughtfully designed layout is perfect for style and practicality with 4 bedrooms, 2 full baths, and 1 half bath. The inviting family room is the heart of this plan making it the perfect gathering space. The open kitchen with a large island and walk-in pantry connects to the morning room, rec room and family room. Formal living room off the entry foyer. The owner's suite features a private bath and walk-in closet. The spacious 2-bay garage completes this exceptional home. 4 Beds ⋅ 3 Baths ⋅ 1710975 MLS New construction by Fischer Homes in the beautiful Discovery Point community featuring the Jensen floorplan. This thoughtfully designed layout is perfect for style and practicality with 4 bedrooms, 2 full baths, and 1 half bath. The inviting family room is the heart of this plan making it the perfect gathering space. The open kitchen with a large island and walk-in pantry connects to the morning room, rec room and family room. Formal living room off the entry foyer. The owner's suite features a private bath and walk-in closet. The spacious 2-bay garage completes this exceptional home. 720 Learning Ridge, Shelbyville
$319,900 *NEW PRICE* Experience wide-open spaces and true country living at its finest. This beautifully maintained home offers over 1,900 square feet of comfortable living space, featuring three generously sized bedrooms and two full bathrooms designed for both functionality and everyday ease. The unfinished basement provides more than 1,200 additional square feet—an incredible opportunity to expand your living area, create a home gym, media room, or customize the space to fit your needs. Situated on just over an acre, the property offers endless possibilities for outdoor enjoyment, from entertaining and gardening to space for pets and play. Enjoy the peaceful setting while still being conveniently located in Shelby County, just minutes from Simpsonville and easy access to major roadways. Don't miss your opportunity to own a slice of country charm with room to grow—schedule your private showing today. 3 Beds ⋅ 2 Baths ⋅ 1708152 MLS *NEW PRICE* Experience wide-open spaces and true country living at its finest. This beautifully maintained home offers over 1,900 square feet of comfortable living space, featuring three generously sized bedrooms and two full bathrooms designed for both functionality and everyday ease. The unfinished basement provides more than 1,200 additional square feet—an incredible opportunity to expand your living area, create a home gym, media room, or customize the space to fit your needs. Situated on just over an acre, the property offers endless possibilities for outdoor enjoyment, from entertaining and gardening to space for pets and play. Enjoy the peaceful setting while still being conveniently located in Shelby County, just minutes from Simpsonville and easy access to major roadways. Don't miss your opportunity to own a slice of country charm with room to grow—schedule your private showing today. 6733 Aiken Rd, Louisville
$275,000 Check out this 3000+sf Home on 5.36 Acres with a Million Dollar View! This home needs extensive renovation but could easily be the Fixer-upper you have been looking for. The Property sits atop Frankfort Road overlooking the countryside with Fantastic Views adjacent to Jeptha Knobs. This is the perfect property for the investor or flipper. Plenty of Space to Build your New Horse Barn/Arena and space for animals. LOADS of Potential... Easy Access to I-64 Between Shelbyville and Frankfort. Call NOW for your private Viewing! 6 Beds ⋅ 2 Baths ⋅ 1709571 MLS Check out this 3000+sf Home on 5.36 Acres with a Million Dollar View! This home needs extensive renovation but could easily be the Fixer-upper you have been looking for. The Property sits atop Frankfort Road overlooking the countryside with Fantastic Views adjacent to Jeptha Knobs. This is the perfect property for the investor or flipper. Plenty of Space to Build your New Horse Barn/Arena and space for animals. LOADS of Potential... Easy Access to I-64 Between Shelbyville and Frankfort. Call NOW for your private Viewing! 4200 Frankfort Rd, Shelbyville
$439,900 New construction by Fischer Homes in the beautiful Discovery Point community, featuring the stunning Yosemite design. This thoughtfully designed layout is perfect for style and practicality with, 4 bedrooms 2 full baths, and 1 half baths. The inviting family room is the heart of this plan, making it the perfect gathering space. The open kitchen with a large island and walk-in pantry connects to the morning room. The owner's suite features a private bath and walk-in closet. The full unfinished basement with full bath rough-in and spacious 2-bay garage completes this exceptional home. 4 Beds ⋅ 3 Baths ⋅ 1704817 MLS New construction by Fischer Homes in the beautiful Discovery Point community, featuring the stunning Yosemite design. This thoughtfully designed layout is perfect for style and practicality with, 4 bedrooms 2 full baths, and 1 half baths. The inviting family room is the heart of this plan, making it the perfect gathering space. The open kitchen with a large island and walk-in pantry connects to the morning room. The owner's suite features a private bath and walk-in closet. The full unfinished basement with full bath rough-in and spacious 2-bay garage completes this exceptional home. 716 Learning Ridge, Shelbyville
$399,900 New construction by Fischer Homes in the beautiful Discovery Point community with the Beacon plan, featuring a stunning kitchen with pantry, lots of cabinet space and granite countertops. Spacious family room expands to light-filled morning room. Primary Suite with private bath and walk-in closet. Additional bedrooms and hall bath. Two car garage. 3 Beds ⋅ 2 Baths ⋅ 1700365 MLS New construction by Fischer Homes in the beautiful Discovery Point community with the Beacon plan, featuring a stunning kitchen with pantry, lots of cabinet space and granite countertops. Spacious family room expands to light-filled morning room. Primary Suite with private bath and walk-in closet. Additional bedrooms and hall bath. Two car garage. 721 Learning Ridge, Shelbyville