Simpsonville, KY Homes for Sale with Acreage

Professional photos coming. 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,

Cheryl Poore Weichert Realtors-H. Barry Smith Co.

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

Welcome to a rare opportunity in the heart of Simpsonville — a fully renovated estate property offering over 4,500+ finished square feet, a separate-entry lower-level living space, and a 1,800 sq ft insulated pole barn with office, plumbing, and HVAC — all situated on a beautifully improved, private homesite. This home has undergone an extensive top-to-bottom renovation, blending modern design

Melinda Spencer Move With Me Realty

Tucked away in the lush Shelby County countryside is this beautiful gem with 5 bedrooms, 4 1/2 baths, finished basement with family room and extra bonus rooms. There is space for everyone to spread out. The beautiful updated kitchen flows into a comfortable sunroom, perfect for relaxing with morning coffee. Enjoy the peace and quiet in this serene setting all with lower electric bills from

Shelly Gardner Keller Williams Collective

Welcome to 1058 Majestic Oaks Way in Majestic Oaks, the only gated community in Shelby County. Spanning nearly 8 acres of rolling countryside, this estate combines the elegance of Tuscan-inspired architecture with the relaxed beauty of Kentucky horse country. From the moment you arrive, the circular driveway makes a statement, leading to a residence where every detail has been thoughtfully

Sam Stone Lenihan Sotheby's Int'l Realty

Welcome to a truly exceptional 5.07 acre estate offering space, versatility, & endless possibilities in the heart of Shelby County. Nestled in Simpsonville just minutes from the Outlet Shoppes, downtown Shelbyville, & everyday conveniences, this unique estate is designed for the way people live today, whether multigenerational living, working from home, or enjoying land & livestock. The main

Tammy Ramsey EXP 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

*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

Rhonda Roberts Keller Williams Collective

Welcome to 4199 Webb Road! 20 Acre Gated Fully Fenced Equestrian Farm. This very well maintained 3 Bedroom/4 Full Bath Home Features Expansive Porches, Huge Screened Back Porch And A Fabulous In-Ground Heated Pool Overlooking A Beautiful Lake! 7 Stall Barn (Very Functional) With Hay Storage For Approximately 300 Bale Of Hay. 3 Pastures, 4 Run In Sheds and Outdoor Nelson Waterers. This Property Is

Teresa Barnes Abbot Realty & Auction

Exceptional opportunity in desirable Timberwood Farms. Situated on approx. 10 acres, this impressive property offers space, privacy, and a prime Simpsonville location with convenient access to I-64, Shelbyville, and Louisville.

KRISTY GOOCH RE/MAX Elite Realty

Located just minutes away from Simpsonville and the Jefferson Co. line, this beautiful pristine farm offers all the amenities of country living along with the convenience of urban benefits. With almost 156 acres of rolling ground, there are limitless opportunities. The historic farm home features 4 BRs and 1.5 baths with almost all original hardwood flooring throughout. Spend the mornings and

Steve Hornback Weichert Realtors-H. Barry Smith Co.

Beautiful 4 bedroom, 3.5 bath Ranch home sits on over 1.5 acres. The entire acreage has been beautifully landscaped complete with an inground saltwater pool , low-maintenance composite decking, fencing around pool area. When you enter the home from the front door you are welcomed in a large foyer which looks directly though the Great Room onto the pool area. The home is full of natural light with

Rhonda Palazzo Palazzo REALTORS, LLC

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