Simpsonville, KY Homes for Sale

Welcome to Cabin Chase Farm, a rare 59± acre luxury equestrian estate in the heart of Shelby County horse country in Simpsonville, KY. This exceptional property blends historic charm with modern luxury, centered around a beautifully preserved 1800s log cabin incorporated into a stunning 5-bedroom, 7-bath estate home. Vaulted living spaces, expansive windows, and a chef's kitchen designed for

Jennifer Channell Weichert Realtors-H. Barry Smith Co.

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

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

The ideal low maintenance home in the most comfortable neighborhood in the area! This home has everything you need on the main level with primary suite and living areas. The secondary bedrooms and second full bath are all upstairs. The home will feature quartz countertops, luxury vinyl flooring, a GE appliance package, ceramic tile in bathrooms and beautiful trim work. This new build sits on the

Kelli Jordan Phillips Finely Crafted Realty LLC

Welcome to 222 Rolling Ridge. This popular subdivision is a hidden gem. Just minutes from 64 making it the perfect location. Home has three bedrooms and 2.5 baths. Large living area with fireplace making it so inviting to relax and enjoy. Fenced yard with new Trex deck (2025) and patio area, perfect for the pets and children to run around. Wonderful that the Simpsonville outlet mall is so, so

Teresa Morgan Semonin Realtors

Welcome to this extraordinary farm located in Simpsonville, Kentucky, offering over 10 acres of prime Kentucky Bluegrass land and an increasingly rare opportunity to own a turnkey equestrian property in one of the most sought-after horse regions in the country. This exceptional property seamlessly blends the timeless character of a 1938 farmhouse with thoughtfully curated modern upgrades,

Shawn Willard Weichert Realtors-H. Barry Smith Co.

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

Very nice home in a nice, quiet neighborhood. One block off of US60. Cul-de-sac location in fast growing Simpsonville. Well maintained home with very little exterior maintenance. Well kept lot with nice landscaping. Recently updated Kitchen and bath. Tray ceilings in dining area and family room. Recessed lighting and track lighting. A flowing floor plan. Second story could be easily finished for

Tom Hardesty Coldwell Banker Larry Rogers

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 that means multigenerational living, working from home, or pursuing your passion for

Tammy Ramsey Segrest Flaherty Realtors LLC

Step into luxury living with this stunning 4-year-old home in The Villas at Cardinal Club perfectly positioned to capture serene views of lush green space and the golf course from your front porch. Designed with elegance and comfort in mind, this home offers the ideal blend of modern sophistication and peaceful surroundings. From the moment you enter, you're greeted by an open-concept layout

Kristin Hoch Weichert Realtors-ABG

Cardinal Club Estates NEW LISTING!! welcome to the gorgeous, move-in-ready 4-bedroom, 3.5-bath residence that has been newly painted in soft, neutral shades for a fresh, contemporary atmosphere. Featuring a charming front porch and back deck, along with three levels of living space, this meticulously cared-for home provides all the space you need for daily living and seamless entertainment. The

Lisa Phillips Coldwell Banker McMahan

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

Find your way to Villas at Cardinal Club with this 1.5 story new construction home! Home is complete & move-in ready. This 3 bedroom, 2.5 bath plan features a seamless open living, dining and kitchen space that boasts tons of windows and natural light. The primary bedroom is located on the first floor, as well as the laundry room and large mud area. The upstairs has a loft that can function as

Kelli Jordan Phillips Finely Crafted Realty LLC

Beautifully maintained, move-in ready patio home offering comfort and convenience. This desirable end unit is filled with natural light thanks to additional windows and an open, airy feel. Updates include newer windows and flooring for a fresh, modern touch. The relaxing primary suite offers a walk-in shower. The inviting sunroom features a cozy fireplace, perfect for relaxing or entertaining

Melanie Jones Keller Williams Collective

Welcome to easy, low-maintenance living in Simpsonville! This charming 2-bedroom, 2 full bathroom home offers the convenience of single-level living with a layout designed for both comfort and functionality. Start inside to find a bright, open living space perfect for relaxing or entertaining. The split-bedroom floor plan provides added privacy, while both bedrooms offer ample space and storage.

Kiley Jones RE/MAX Premier Properties

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

Welcome to easy, low- maintenance living in the heart of Simpsonville! This beautifully located condo offers the perfect blend of comfort, convenience and lifestyle. Enjoy quick access to I 64 making commuting to Louisville a breeze while still enjoying the charm of a quieter community. Just minutes away you'll find endless shopping opportunities at The Outlet Shoppes of the Bluegrass along with

Myrna Downing Keller Williams Bluegrass Realty

New construction in the prestigious Cardinal Club! This 4 bed, 2.5 bath home features a bright open-concept layout with oversized bedrooms and walk-in closets throughout. Custom kitchen with quartz countertops, high-end cabinetry, and modern finishes. Spacious primary suite offers a beautiful tile shower and large walk-in closet. Built with quality craftsmanship and upgraded finishes top to

Tarik Hemrekovic RE/MAX Empire

Five bedrooms, two baths, a fully finished basement, and a kitchen that will stop you in your tracks. The updates here are real — butcher block countertops, new island, new sink, updated Frigidaire appliances, and LVP flooring running through every main-level room. The primary bath has been refreshed with a marble-top vanity and new fixtures. Ceiling fans and new lighting throughout. Wood-burning

Ian Mills Parkside Realty

Welcome to this extraordinary farm located in Simpsonville, Kentucky, offering just over 5 acres of prime Kentucky Bluegrass land and an increasingly rare opportunity to own a turnkey equestrian property in one of the most sought-after horse regions in the country. This exceptional property seamlessly blends the timeless character of a 1938 farmhouse with thoughtfully curated modern upgrades,

Shawn Willard Weichert Realtors-H. Barry Smith Co.

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.

Darlene Jones Abbot Realty & Auction

A quiet street where kids can still play outside, paired with nearly 1,900 square feet under $350K in Simpsonville, isn't easy to come by. 314 E Main Street brings both together with the updates and layout buyers are looking for. This 4 bedroom, 2 full bath home offers 1,864 square feet with a flexible floor plan that includes a main level bedroom and 3 additional bedrooms upstairs. Over the past

Baird Dunsmore Torrey Smith Realty Co., LLC