Simpsonville Real Estate

Simpsonville Real Estate

Welcome to Simpsonville, Kentucky – a charming gem nestled in the heart of Shelby County. Known for its picturesque landscapes and vibrant community spirit, Simpsonville offers a delightful blend of small-town charm and modern convenience. With a population of just over 2,000 residents, this tight-knit community is perfect for families, retirees, and anyone seeking a peaceful lifestyle with easy access to urban amenities.

Simpsonville is strategically located along the I-64 corridor, making it a mere 20 minutes from the bustling city of Louisville. This prime location allows residents to enjoy the tranquility of rural life while still being close to the excitement of city attractions. The city boasts a rich history, with roots dating back to the early 19th century, and many of its historic buildings and sites tell the story of its vibrant past.

Outdoor enthusiasts will love Simpsonville’s proximity to stunning parks and recreational areas, including the nearby Red Orchard Park, which features walking trails, picnic areas, and beautiful landscapes. The city is also home to the renowned Equestrian Park, making it a popular destination for horse lovers.

In addition to its natural beauty, Simpsonville offers a variety of local shops, restaurants, and community events that foster a sense of belonging among residents. The annual Simpsonville Festival showcases local talent and brings the community together in celebration.

Whether you’re looking to settle down or simply explore, Simpsonville, KY, is a welcoming community that invites you to experience its unique charm and vibrant lifestyle. Come discover why so many are proud to call Simpsonville home!

Newest Listings in Simpsonville

1142 Greens Dr, Simpsonville
$399,999
3 Beds ⋅ 2 Baths ⋅ 1733452 MLS
Brand-new construction in the Villas at Cardinal Club, a golf course community in the heart of Simpsonville! This 3-bedroom, 2-full-bath home was made for easy living, and with no steps, getting in and around is a breeze. You'll find luxury vinyl plank flooring, a cozy fireplace to gather around, and quartz countertops in the kitchen and both bathrooms. The primary bedroom has a walk-in closet, and the primary bath has a double vanity. Tucked on a quiet circle off Greens Drive, you're close to shops and coffee and an easy drive to Middletown and Louisville. If you've been wanting something brand new where you can finally take life a little easier, this is it. Come see it for yourself!

1142 Greens Dr, Simpsonville
1019 Cooper Ln, Simpsonville
$417,900
8 Beds ⋅ 4 Baths ⋅ 1733320 MLS
If you want space and privacy, check this out! Over 5000+ sf of living space, 8 Bedrooms, 4 Full Baths, Attached and Detached garages, and 1.59 Acres! Is that enough? This home will require some renovation, paint, and floor covering replacements. First Floor has a Family Room, Huge Kitchen, Dining Room, Primary Bedroom, Primary Bath, three additional Bedrooms, a 2nd Full Bath, Laundry Room, Mudroom, and two enclosed porches. The first floor has lots of hardwood flooring. The second floor has four additional bedrooms, a Full Bath, and a Foyer. The lower level has a second Family Room, a Full Bath, and a 2-Car Garage. Outside, there is a Large 2 Car Detached Garage with a workshop.

1019 Cooper Ln, Simpsonville
209 Champions Way, Simpsonville
$619,900
5 Beds ⋅ 4 Baths ⋅ 1733096 MLS
NEW SELLER INCENTIVE! Seller is offering $15,000 toward buyer's closing costs OR a 2-1 INTEREST RATE BUY DOWN! Situated in the established Cardinal Club community of Simpsonville, this beautiful 5 bed, 3.5 bath home offers approximately 3,636 sq. ft. of finished living space across three levels, with wonderful views toward the golf course. From the moment you arrive, the classic brick exterior, welcoming covered porch, mature landscaping, and attached two-car garage set the tone. Inside, the main level features beautiful hardwood flooring, crown molding, abundant natural light, and an inviting open flow between the living spaces. The spacious kitchen features granite countertops, beautiful cabinetry, ample storage, and generous workspace, with a bright adjoining breakfast room and formal dining room. The first-floor primary suite is a true retreat, featuring a large primary bath and California Closet organization. Finishing out the first floor are the laundry room and a half bath. Upstairs are three additional bedrooms and a full bath. The finished walkout basement features a large great room, additional bedroom, full bathroom, and gas fireplace. Outdoor living is just as inviting, with a spacious deck, covered patio and porch. Located in Cardinal Club Estates, residents have the opportunity to enjoy the community's semi-private golf and swim country club, with the golf course and neighborhood amenities right at your doorstep. Whether you're enjoying a quiet morning coffee, hosting, or unwinding after a day on the course, this home offers an exceptional combination of space, character, and location.

209 Champions Way, Simpsonville
514 Jurich Ct, Simpsonville
$289,000
3 Beds ⋅ 3 Baths ⋅ 1732820 MLS
Welcome to easy living in the desirable Cardinal Club community of Simpsonville! This beautifully maintained 3-bedroom, 2.5-bath townhouse offers the perfect combination of comfort, convenience, and low-maintenance living in a fantastic location. Inside, you'll find an inviting floor plan featuring LVP flooring, abundant natural light, and a spacious living room with a cozy fireplace and large windows. The kitchen features beautiful cabinetry, high quality countertops, stainless steel appliances, and plenty of storage and workspace. Upstairs, the spacious primary suite offers a relaxing retreat, while two additional bedrooms provide flexibility for family, guests, or a home office. Both of these bedrooms can comfortably fit a queen bedroom set! Enjoy your own private outdoor patio, perfect for morning coffee, grilling, or relaxing outdoors. An additional shed connected to the patio provides ample storage. One of the true highlights of this property is its location within the sought-after Cardinal Club neighborhood, home to the beautiful U of L golf course. Golf enthusiasts will appreciate having a premier local golf destination right in the community, while all residents can enjoy the neighborhood's attractive surroundings and sidewalks. Just a short walk from charming downtown Simpsonville, you'll have easy access to local restaurants, shops, and community events. Schedule your private showing today!

514 Jurich Ct, Simpsonville
818 Garden Pointe Dr, Simpsonville
$218,700
2 Beds ⋅ 2 Baths ⋅ 1732688 MLS
A SPECIAL SETTING, BEAUTIFUL VIEWS & EASY PATIO HOME LIVING IN SIMPSONVILLE! Not all patio homes offer a setting like this! Situated on a choice lot overlooking peaceful green space and beautiful pine trees, this charming all-brick home offers a wonderful combination of comfort, convenience, and low-maintenance living. The standout feature is the inviting, sun-filled family room, where multiple windows bring the outdoors in, a cozy fireplace creates a welcoming atmosphere, and beautiful views provide a peaceful backdrop for everyday living. Open to the kitchen, this special gathering space is perfect for morning coffee, relaxing with a good book, or entertaining friends. Step outside to your own fenced patio, where the adjoining green space and pine trees create a lovely setting to relax, dine outdoors, or simply enjoy the fresh air. Inside, you'll also find a separate living room, eat-in kitchen, primary suite, versatile second bedroom or home office, convenient half bath, and laundry room. Valuable updates include a NEW HVAC SYSTEM (2026) and water heater (2020), offering added peace of mind. The HOA handles exterior maintenance and lawn care, leaving you more time to enjoy the neighborhood's clubhouse and beautiful pond. Just minutes from charming downtown Simpsonville, with convenient access to shopping, restaurants, and the interstate. If you're looking for the simplicity of patio home living with beautiful views, inviting living spaces, and a special outdoor retreat, this one deserves a closer look. Schedule your private showing today!

818 Garden Pointe Dr, Simpsonville
218 Rolling Ridge Way, Simpsonville
$315,000
3 Beds ⋅ 3 Baths ⋅ 1732651 MLS
Location, Convenience & Charm in the Heart of Simpsonville! Welcome to 218 Rolling Ridge Way! This charming 3-bedroom, 2.5-bath traditional two-story home offers the perfect combination of comfort, convenience, and outdoor living! Located within walking distance of Simpsonville Park, you'll love being just minutes from I-64, the Outlet Shoppes of the Bluegrass, restaurants, grocery shopping, and more! Step outside and enjoy the beautiful backyard, complete with a full privacy fence and a brand-new poured concrete patio, perfect for entertaining, grilling, or simply relaxing in your own private outdoor space. Additional features include a double driveway offering extra parking and an attached one-car garage. Whether you're looking for your first home, your next home, or simply a great location, this Simpsonville gem has so much to offer! Don't miss your opportunity to call 218 Rolling Ridge Way Home!

218 Rolling Ridge Way, Simpsonville
407 Garden Ct, Simpsonville
$320,000
3 Beds ⋅ 2 Baths ⋅ 1732514 MLS
Come by and Check out this Beautiful Brick Ranch Style Home featuring 3 Bedrooms& 2 Full Baths with a Split Floor Plan! Walk into the Wonderful Large Living Room with Vaulted Ceilings, Skylights and a gas Brick Fireplace. Living Room flows into the Eat-in Kitchen with white cabinets & French Doors leading to the Sunroom - Great for enjoying your morning coffee or an evening beverage! Primary Bedroom is nice sized with attached Bath and walk-in Closet. There are 2 other good-sized Bedrooms plus another Full Bath on the other side of the living room which gives some privacy to the Primary Bedroom. The laundry room is between the Garage and Primary Bedroom for convenience. The Sunroom is heated and cooled. Fenced Backyard with outbuilding. Stop by today before this one is SOLD!

407 Garden Ct, Simpsonville
21 Braxton Ct, Simpsonville
$795,000
2 Beds ⋅ 3 Baths ⋅ 1732303 MLS
If privacy and serenity are what you are looking for, you will find them at 21 Braxton Court in Simpsonville. Nestled down a tree-lined drive in sought-after Braxton Estates, this iconic log cabin is a dream. The front porch is inviting and welcomes you in. Once through the door, you will experience the warmth of a ski lodge and the attention to detail only a custom home can provide. The large stone fireplace, rich wood on the walls, and custom chef's kitchen are only a few examples of what make this home special. The abundance of windows brings the outside in, creating a wilderness oasis and truly serene experience. The primary suite with a lovely ensuite bath is the perfect place to unwind with a jacuzzi tub. The first-floor laundry room, office (could easily be used as a bedroom), and additional half bath rounds out the first. Upstairs, a loft area offers a multitude of uses. It overlooks the two-story fireplace and brings the home's warmth in. A second bedroom and attached full bath are the perfect cherry on top. Outside this home has even more to offer. The screened porch overlooks the gorgeous lot with a mix of trees and open meadow. This property is too unique and special to just peer at online! Schedule your private showing today.

21 Braxton Ct, Simpsonville
268 Lang Run Ct, Simpsonville
$350,000
4 Beds ⋅ 3 Baths ⋅ 1732190 MLS
Welcome to 268 Lang Run Ct in desirable Todds Station in Simpsonville Kentucky! This well appointed all-brick walkout ranch offers 4 bedrooms and 3 full baths on a lot just under 0.5 acres. The main level features an open floor plan with a vaulted great room, 3 bedrooms, and 2 full baths. The primary suite includes a trey ceiling and private bath with double vanity, garden tub, and separate shower. The finished walkout lower level offers the 4th bedroom, full bath, and additional living space and storage. A new fence encloses the spacious backyard, perfect for entertaining, pets, or relaxing. Enjoy the added amenity of the community pool. Conveniently located near I-64!

268 Lang Run Ct, Simpsonville
234 Rolling Ridge Way, Simpsonville
$370,000
3 Beds ⋅ 3 Baths ⋅ 1732060 MLS
First showing Open House 10/18/2026, Sunday 1:00-3:00. Convenient location minutes from Outlet shops, right of Interstate 64 or Shelbyville Road and in walking distance to coffee shops, farmers market, play grounds. Updated expanded kitchen, abundance of countertop area, stainless steel refrigerator & dishwasher. Nice size pantry and first floor laundry. Lower level finished with a full bath, den, exercise and play area. Fenced in rear yard.

234 Rolling Ridge Way, Simpsonville
1228 Cottonwood Ct, Simpsonville
$289,900
3 Beds ⋅ 3 Baths ⋅ 1731910 MLS
Welcome to 1228 Cottonwood Court, a charming 3-bedroom, 2.5-bath Cape Cod nestled in Simpsonville's desirable Rolling Ridge subdivision! This home features a first-floor primary bedroom, beautifully updated primary bathroom (2023), bamboo hardwood flooring (2020), updated bathroom flooring, and upgraded comfort-height toilets. Enjoy peace of mind with a brand-new roof installed in January 2026, along with the convenience of central air, all-electric heating, and an attached 2-car garage. Situated on a spacious 0.26-acre lot just minutes from I-64 and within the Shelby County school district, this home offers the perfect blend of comfort, charm, and convenience!

1228 Cottonwood Ct, Simpsonville
9255 Shelbyville Rd, Simpsonville
$945,000
1 Baths ⋅ 1731860 MLS
This is an exceptional opportunity to acquire the main horse training facility of a world renowned Saddlebred farm located in the Simpsonville community known as The Saddlebred Capital of the World. The offering includes 37 stalls (12x12 and foaling). A 50x216 indoor training arena with good ceiling height and lighting. A lounge area with arena view, half bath, office, tack room, feed room, and wash rack that all adjoin on the interior making any weather condition pleasant! There is also the option of an upstairs living quarters that is roughed in, plus a foal watch sleeping room on the interior isle way. The barn is surrounded by several board fenced paddocks... plenty of parking and van access!

9255 Shelbyville Rd, Simpsonville
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