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$1,250,000
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
$915,000
4 Beds ⋅ 5 Baths ⋅ 1716373 MLS
*NEW PRICE* Welcome to a truly extraordinary estate in Simpsonville, KY where luxury, space, and timeless elegance come together on more than 5 breathtaking acres. From the moment you arrive, the grand scale and stunning curb appeal make an unforgettable impression. This custom home was designed for those who appreciate refined living, exceptional entertaining spaces, and the flexibility for multi-generational living. Inside, the home feels grand at every turn. A dramatic double staircase and soaring entryway set the tone for the incredible craftsmanship and spacious design throughout. The spectacular two-story great room is filled with natural light and offers a striking focal point for gatherings both large and small. Rich flooring, updated lighting, and thoughtfully selected finishes create an elevated yet welcoming atmosphere. The beautifully updated kitchen is a dream for both everyday living and entertaining, featuring stylish cabinetry, modern finishes, generous prep space, and an oversized walk-in pantry that offers exceptional storage and functionality. Multiple dining and gathering areas provide endless possibilities for hosting family holidays, celebrations, and guests with ease. This remarkable home features two luxurious primary suites, including one on the main level and another on the second floor, making it ideal for multi-generational living, extended guests, or those seeking ultimate flexibility and comfort. The finished walkout basement expands the living space even further with an impressive entertainment area and a dedicated media room complete with a newer projector and screen, creating the perfect private theater experience right at home. Step outside and prepare to fall in love with the incredible outdoor living spaces. Expansive patios, decks, and beautifully landscaped green space provide endless opportunities for entertaining, relaxing, gardening, recreation, or simply enjoying the peaceful surroundings. With over five acres, there is room to create the lifestyle you've always imagined. This is more than just a home — it is a private estate designed for making memories, hosting loved ones, and enjoying luxury living at its finest.

451 Todd Dr, Simpsonville
$497,902
3 Beds ⋅ 3 Baths ⋅ 1714986 MLS
New construction by Fischer Homes in the beautiful Discovery Point community, featuring the stunning Charles design. This unique plan offers 3 bedrooms 2 full baths, and 1 half baths. The expansive family room is the perfect gathering space. Spacious open kitchen with a large island and walk-in pantry connects to the morning room, that walks out to the patio. The owner's suite features a spacious private bath and oversized walk-in closet. Upper level features 2 additional bedrooms, hall bathroom, and loft area. The spacious 2-bay garage completes this exceptional home.

909 Creativity Crossing, 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
$899,900
4 Beds ⋅ 4 Baths ⋅ 1714873 MLS
Welcome to one of Simpsonville's most versatile luxury properties, where beautifully renovated living spaces, exceptional craftsmanship, and a rare 30x60 insulated shop come together on a private, beautifully landscaped homesite. This move-in-ready estate offers over 4,500 finished square feet designed for both everyday comfort and entertaining. The completely renovated kitchen features custom cabinetry, granite countertops, double ovens, a prep sink, and an oversized pantry, flowing seamlessly into spacious living areas with refinished and newly installed hardwood flooring throughout. The finished walkout lower level provides incredible flexibility with its own private entrance, kitchenette, full bath, and laundry hookups—ideal for multigenerational living, extended guests, a private office, or future income potential. The detached 1,800-square-foot insulated shop is a standout feature rarely found in this market. Complete with HVAC, plumbing, office space, bathroom, 100-amp electrical service, and a separate driveway, it offers endless possibilities for business owners, car enthusiasts, hobbyists, or anyone needing premium workspace. Outside, you'll enjoy a thoughtfully improved property featuring new fencing, expanded patios, an enclosed rear porch, mature landscaping with 88 evergreen trees, and fruit-bearing plantings that create exceptional privacy without the maintenance of a large farm. Nearly every major surface and system has been updated, including renovated bathrooms, hardwood flooring, lighting, paint, doors, windows, insulation, security enhancements, and countless additional improvements—allowing the next owner to simply move in and enjoy. If you've been searching for a property that combines luxury living, flexible space, and an exceptional workshop in one of Shelby County's most desirable locations, this home deserves your attention. Seller is a licensed real estate broker in Kentucky and Indiana.

1948 Todds Point Rd, Simpsonville
$1,599,995
4 Beds ⋅ 4 Baths ⋅ 1713881 MLS
Welcome Home —where peaceful country living meets modern comfort on this stunning 58.35-acre homestead. With breathtaking views, rolling green pastures, wildflowers, and a serene water view from the front porch, this property truly feels like your own private retreat. The land offers a perfect balance of open space and privacy, including 6 wooded acres and a picturesque 2-acre stocked pond filled with largemouth bass and catfish. Enjoy quiet evenings on the covered dock with a good book, or start your mornings on the back porch listening to birdsong as the day begins. Inside, this spacious home features 4 bedrooms and 4 baths, thoughtfully designed for both everyday living and entertaining. The beautiful dining room provides the perfect setting for gatherings, while the expansive kitchen is a true standout—complete with granite countertops, a dedicated baking center, a large pantry with custom doors, a self-opening trash can, and incredible storage with 34 doors and 26 drawers. The impressive family room showcases soaring 21-foot ceilings, exposed wood beams, and a stunning wood-burning fireplace with creekstone detail. This home offers a hobby/craft room upstairs and also another room on the same floor for an exercise room or whatever you choose to use it as. A screened-in sunroom, accessible from the primary suite, offers a peaceful space to unwind year-round. Functionality meets convenience with a laundry room located just off the primary closet, and a well-designed mudroom featuring unique custom doors that add both charm and character. Car enthusiasts and hobbyists will appreciate the 5-car garage with UTV space, a dedicated woodworking shop, and a versatile barn with three sections—complete with water and electricity. Additional highlights include: New roof (2024) on barn, Energy-efficient geothermal heating and cooling with 3 zones, Abundant attic space for storage, HERS score of 55 (see documents) and so much more. And Seller is open to negotiating having the driveway paved for you! Wow! This one-of-a-kind property offers the perfect blend of tranquility, craftsmanship, and modern efficiency—your dream homestead awaits.

349 Haley Rd, Shelbyville
$527,937
4 Beds ⋅ 3 Baths ⋅ 1713262 MLS
New construction by Fischer Homes in the beautiful Discovery Point community, featuring the stunning Winston design. This unique plan offers 4 bedrooms, 2 full baths, and 1 half bath. The expansive family room is the perfect gathering space. Spacious open kitchen with a large island and walk-in pantry connects to the morning room, that walks out to the patio. The owner's suite features a spacious private bath and oversized walk-in closet. Upper level features 3 additional bedrooms, hall bath, and loft area. The spacious 2-bay garage completes this exceptional home.

238 Education Way, Shelbyville
$1,220,000
5 Beds ⋅ 4 Baths ⋅ 1712705 MLS
STOP SCROLLING. THIS IS THE ONE...30 ACRES...Privacy...Presence...Possibility. A rare estate set on rolling, level, and wooded land—nearly fully fenced—offering space to breathe, build, and live without compromise...quiet mornings, expansive views, and true separation without sacrificing convenience...Inside, the design balances scale and function with 5 bedrooms, 3.5 baths, and two primary suites, including a main-level multigenerational suite with its own living area, kitchenette, bath, and walk-in closet—ideal for multi-generational living or long-term guests...while the upstairs primary delivers a spa-style bath, separate shower, and oversized walk-in. Natural light fills the home, highlighting hardwood floors, a welcoming foyer, and a fireplace built for real use. The kitchen is ...thoughtfully designed for everyday living and entertaining, featuring granite countertops, quality cabinetry, and a layout that performs as well as it presents. The finished lower level expands your options with a large recreation space, dedicated exercise room, and substantial storage, supported by two furnaces—including one brand new—for efficient, reliable comfort year-round. Recent upgrades include a 2-year-old deck, a bright and relaxing Florida room, and a Newly paved driveway for ease and accessibility...while outside, the property continues to deliver with a versatile Quonset barn and two private ponds that add both beauty and function. This is a property designed for those who value space, flexibility, and long-term livability...move-in ready, fully realized, and rarely available—opportunities like this are limited, so experience it before it's gone.

1101 Waddy Rd, Waddy
$315,000
4 Beds ⋅ 3 Baths ⋅ 1712085 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home in the sought-after Cloverbrook Farms community of Shelbyville. Built in 2014, this 2-story traditional offers 2,093 finished square feet of thoughtfully designed living space. The main floor features an open layout connecting the living room, dining area, and kitchen — complete with rich cabinetry, a center island, tile backsplash, granite-look countertops, and stainless steel appliances. A half bath and access to the attached 2-car garage round out the first floor. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite with soaking tub and separate shower. Three additional bedrooms, a full bath, and a convenient upper-level laundry room complete the second floor. The unfinished basement offers 343 square feet of excellent storage or future finishing potential. Outside, enjoy a fenced backyard with a concrete patio — perfect for outdoor gatherings. Community amenities include a pool and playground. Located just minutes from I-64 with easy access to Louisville and Lexington. Schedule your showing today — this one won't last! Please Note: This is a short-sale and requires lender approval.

6057 Edgemont Way, Shelbyville
$344,360
4 Beds ⋅ 3 Baths ⋅ 1711704 MLS
Start your story at 136 Pheasant Glen Dr. in Shelbyville, KY, a new home located in the beautiful Pheasant Glen community. This thoughtfully designed new construction home features 4 spacious bedrooms, 2.5 bathrooms, and a versatile front flex room that works perfectly as a home office or playroom, adding both convenience and flexibility. At the heart of the home, the modern kitchen features elegant white cabinetry with soft-close doors, stainless steel appliances, a generous walk-in pantry, and a central island with space for seating—perfect for meal prep, entertaining, or casual dining. Upstairs, the inviting primary suite offers a spacious walk-in closet and a private bath featuring a double bowl vanity and a tiled walk-in shower. Three additional bedrooms, a full bath, and convenient second-floor laundry room complete the upper level. Luxury vinyl plank flooring runs throughout the foyer, study, great room, kitchen, and bathrooms, adding both durability and modern style. All our homes include our America's Smart Home Technology which allows you to monitor and control your home from your couch or from 500 miles away and connect to your home with your smartphone, tablet or computer. Schedule your tour today and discover the value of this beautiful new home. Photos are for representational purposes only; finishes may vary per home. Estimated completion is May/June 2026.

136 Pheasant Glen Dr, Shelbyville
$244,000
2 Beds ⋅ 2 Baths ⋅ 1711064 MLS
Rare Opportunity! 1st floor condo in Downtown Shelbyville that is maintenance-free living. Featuring 9' ceilings, spacious Family Room, Eat-in Kitchen, Laundry, Primary Bedroom and Bath, as well as 2nd bedroom and Full Bath. Attached 1 car garage. Nice front porch and patio area. Seller is offering carpet allowances.

1313 Washington St Unit 1, Shelbyville
$469,900
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
$499,900
4 Beds ⋅ 3 Baths ⋅ 1706918 MLS
New construction by Fischer Homes in the beautiful Discovery Point community, featuring the stunning Ivy design. This unique plan offers 4 bedrooms 2 full baths, and 1 half baths. The expansive family room is the perfect gathering space. Spacious open kitchen with a large island and walk-in pantry connects to the morning room, that walks out to the patio. The owner's suite is on its own level and features a spacious private bath and oversized walk-in closet. Included is a versatile recreation room that can be customized into a guest suite. The spacious 2-bay garage completes this exceptional home.

246 Education Way, Shelbyville
$439,900
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
$459,900
4 Beds ⋅ 3 Baths ⋅ 1700449 MLS
Exciting Price Reduction on Your Dream Home! Experience premium living in the highly sought-after Discovery Point! Why endure the lengthy building process when you can move into this meticulously crafted 4-bedroom, 2.5-bath home, built in 2023? This gem, part of Fischer Homes' esteemed Designer Collection, combines luxurious upgrades with the immediate convenience of a ready-to-occupy residence, eliminating the stress and delays of new construction. Upon entering, you'll be greeted by a bright and airy open-concept layout that seamlessly integrates the modern kitchen, family room, and charming morning room—perfect for everyday living and entertaining. The stunning kitchen boasts elegant quartz countertops, a chic 4-inch hex backsplash, sleek soft gray cabinetry, and premium hardware and trim, elevating your culinary experience. Take advantage of this price improvement opportunity and step into your dream home today!

214 Education Way, Shelbyville