Simpsonville, KY Homes for Sale with Acreage

Welcome to your own private country retreat in sought-after Simpsonville, Kentucky! Situated on 10 beautifully laid-out acres at the end of a cul-de-sac, this exceptional property offers the perfect blend of comfort, recreation, and functionality. Fully fenced and surrounded by mature trees, you'll enjoy a peaceful setting complete with a pond, pavilion, treehouse, barn, and an impressive newly

Cheryl Poore Weichert Realtors-H. Barry Smith Co.

A truly one-of-a-kind property in Simpsonville. Set on 5 beautiful acres within Simpsonville's only gated community, this exceptional 5 bedroom, 5-bath home offers a rare combination of luxury, privacy, and country living. The property features an impressive ¾ of an acre established vineyard that has produced award-winning wine, making this estate truly special. 485 vines. Approximately 50%

Lauren Arnwine Covenant Realty LLC

Welcome home to this exceptional custom property nestled on 7.42 gorgeous acres in the lush green countryside of Shelby County, complete with a secluded solar panel garden . Enjoy lower electric bills while luxuriating in the comfort and functionality of this stunning home featuring 5 spacious bedrooms, 4.5 bathrooms, and room for everyone to spread out. The heart of the home is the beautifully

Shelly Gardner Keller Williams Collective

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

Trish Segrest Segrest Flaherty Realtors LLC

Welcome to a truly one of a kind opportunity in Simpsonville, offering over 4,000 square feet of above grade living space, 4 bedrooms, 4.5 bathrooms, and more than five beautiful acres, all just minutes from I-64. The main residence features 3 bedrooms and 2.5 bathrooms with a thoughtfully designed floor plan perfect for both everyday living and entertaining. The main level primary suite provides

Sam Stone Lenihan Sotheby's Int'l Realty

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

Sam Stone Lenihan Sotheby's Int'l Realty

A rare offering to own this spectacular country estate in the gated community of Majestic Oaks, featuring over 7,000 square feet of living space on 5 verdant acres. The first floor has soaring 10 foot and vaulted ceilings, 3 fireplaces, 2 staircases, and extensive custom woodwork and built-ins. The first floor primary suite is the epitome of luxury, with a steam shower, quartz counters, towel

Julie Pogue Julie Pogue Properties

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

Bowin Tichenor Fathom Realty Ky LLC