Simpsonville Real Estate

Simpsonville Real Estate

Welcome to Simpsonville, a charming city nestled in Shelby County, Kentucky. With its rich history, friendly community, and convenient location, Simpsonville is an ideal place to call home.

Simpsonville is situated in the heart of Kentucky, offering residents a perfect blend of small-town charm and easy access to big-city amenities. The city is located just 20 miles east of Louisville, making it a great option for those looking for a suburban lifestyle while still being close to the bustling city.

One of the highlights of Simpsonville is its strong sense of community. Residents here take pride in their city and actively participate in local events and organizations. From community festivals to farmers markets, there's always something happening in Simpsonville that brings people together.

In addition to its vibrant community, Simpsonville boasts a variety of recreational opportunities. The city is home to scenic parks, hiking trails, and golf courses, providing ample opportunities for outdoor enthusiasts to enjoy nature. For those who enjoy shopping, the Outlet Shoppes of the Bluegrass offers a wide range of retail options.

Simpsonville also offers a range of housing options to suit different preferences and budgets. From cozy single-family homes to spacious estates, there's something for everyone in this charming city.

Whether you're looking to settle down or just visiting, Simpsonville offers a warm and welcoming atmosphere that will make you feel right at home. Come and experience the beauty and charm of Simpsonville, Kentucky.

Newest Listings in Simpsonville

2 Beds ⋅ 2 Baths ⋅ 1728532 MLS

Welcome home to this beautifully maintained patio home in the sought-after Gardens of Station Pointe community. Featuring a spacious family room with a cozy fireplace, a separate private living room, and you own private patio retreat. This home offers a lifestyle that's both comfortable and refined. Abundant storage throughout means this home lives much larger than its footprint. Low maintenance living is the theme - enjoy life while the HOA handles the exterior upkeep. Community amenities include a beautiful clubhouse for entertaining and a fully equipped exercise room, all just steps from your door. Located in charming Simpsonville - the heart of Kentucky's celebrated bluegrass horse country and just minutes the Outlets of the Bluegrass, where name-brand shopping and entertainment await!

828 Garden Pointe Dr, Simpsonville

Listing courtesy of Abbot Realty & Auction.

5 Beds ⋅ 6 Baths ⋅ 1727868 MLS

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 warming drawer, dressing area, and double walk-in closets. The kitchen is a chef's dream, with Thermador gas cooktop and double ovens, Bosch dishwasher, and warming drawer. Upstairs is a large living room, 3 more bedrooms, all with walk-in closets, and two full baths. The basement features a large game and media room, a partial kitchen, bedroom, newly remodeled bath, and second laundry. Stepping outside onto one of the many patios, porches, or decks, you will find a private, lush oasis. The property has a 40,000 gallon heated salt water system pool with waterfall and stately terraced sundeck, a fully landscaped back yard, and a large garden with six Vego raised beds with drip irrigation. About one acre of the property is surrounded by four-board fencing with a sprinkler system. Additionally, the property includes extensive storage, a security system, 3 separate HVAC units (2 with humidifiers), and 2 water heaters. Adding even more versatility, there is a detached three-car garage connected by a covered breezeway, and an unfinished apartment/studio with a separate entrance is above the garage. There is also plenty of open, flat acreage for a barn to be built in the future, and the neighborhood features over 7 miles of horse trails. The current owners have treasured this home for 26 years, and their care and love is evident. This private estate is designed to create unforgettable memories and allow for effortless entertaining on any scale. It is perfectly positioned to capture the surrounding peace and beauty of the rolling countryside of Simpsonville, with breathtaking sunsets in a parklike setting.

107 My Kentucky Rose Cir, Simpsonville

Listing courtesy of Julie Pogue Properties.

5 Beds ⋅ 5 Baths ⋅ 1727770 MLS

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% Noiret, 45% Vidal Blanc and 5% others. In addition to the vineyard, the grounds are dotted with a variety of mature fruit trees, creating a picturesque setting and an opportunity to enjoy your own harvest right at home. A brand- new barn adds incredible versatility to the property, providing space for equipment, hobbies, storage, or whatever your lifestyle requires. Inside the spacious home offers plenty of room for family and guests. The walk-out basement features a full kitchen, along with additional living space, making it ideal for entertaining, extended-stay guests, a private suite, or multi-generational living. There is a temperature controlled wine room in the basement, providing the ideal environment for storing and showcasing a collection. Additional features of the home include a whole house generator, and four working fireplaces. From the beautiful acreage and established vineyard to the new barn, direct access to scenic horse trails from the property, and thoughtfully designed living spaces, this property offers a lifestyle that is rarely found. Private, peaceful, and truly unique- this is Kentucky living at its finest.

60 Lizas Cir, Simpsonville

Listing courtesy of Covenant Realty LLC.

3 Beds ⋅ 3 Baths ⋅ 1727753 MLS

Welcome to 220 Rolling Ridge Way, a Charming 2 Story Colonial-style home situated on a corner lot with a white picket fence surrounding the Backyard. This Beautiful home features 3 Bedrooms, 2 full bathrooms upstairs, and 1 half bath on the first floor; an amazing fenced-in backyard with a large, freshly stained deck; a 1 Car Attached garage; and a double-wide driveway. As you step inside, you will find New LVP Flooring installed throughout the entire first floor in August 2026, freshly painted walls & trim on the first floor, built-in bookshelves, and an entertainment center. There is a Formal Dining Room just off the Living Room, with a lovely Bay Window that flows into the Kitchen, which features a New Refrigerator, New Microwave, 2 New Ceiling Lights, and a Newer Backsplash. The Laundry Room is also located just off the Kitchen. Upstairs, you will find 3 Bedrooms that all have New Carpet installed in August 2026, New LVP flooring in the Hallway and Primary Bathroom, a New Ceiling Fan in the front bedroom, freshly painted trim throughout the upstairs, a freshly painted vanity in the Primary Bathroom, a new light in the Primary Bathroom, and a New Light in the Full Hall Bathroom. Out back is your own outdoor Oasis with a Large Backyard, freshly stained deck, freshly painted white picket fence, mature trees, and an attached storage shed. There is plenty of space out back for a garden, a pool, and space for the kids and dogs to run around. This wonderful home is located only 1.5 miles from the Outlet Mall, only 1 mile from I-64, and 10 miles from the Gene Snyder. Also, Beckley Creek Park is only 10 miles away and features picnic areas, fishing lakes, farmers' markets, community gardens, and paved and natural-surface trails that wind along the creek. Come see this wonderful home today!

220 Rolling Ridge Way, Simpsonville

Listing courtesy of United Real Estate Louisville.

3 Beds ⋅ 4 Baths ⋅ 1727052 MLS

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 the many windows and French doors which lead to the deck and pool area. As you walk through the great room you reach the stunning designer eat-in kitchen with breakfast bar, informal dining area, a large pantry and a cathedral ceiling sunroom which also overlooks the pool. First floor primary suite offers a large walk-in closet and dual vanities. First floor laundry room offers extra storage. Main

9929 Shelbyville Rd, Simpsonville

Listing courtesy of Palazzo REALTORS, LLC.

3 Beds ⋅ 2 Baths ⋅ 1726400 MLS

Enjoy the peace and privacy of a country setting with no HOA in this well-maintained 3-bedroom, 1.5-bath home on a spacious .36-acre lot. Built and lovingly maintained by the original owner, this move-in-ready property offers comfort, functionality, and plenty of versatile space. The updated kitchen and bathroom provide a fresh, modern feel, while the partially finished basement offers additional room for a family or recreation area, home office, hobbies, or storage. Outside, the large covered deck is perfect for relaxing or entertaining while enjoying the peaceful surroundings. Parking and storage are abundant with a 1-car attached garage and an additional 2-car detached garage, each served by its own driveway. With its peaceful country setting, desirable updates, flexible basement space, multiple garage options, and no HOA, this home is ready for its next owner to move right in and make it their own!

5648 Fisherville Rd, Simpsonville

Listing courtesy of Keller Williams Collective.

5 Beds ⋅ 5 Baths ⋅ 1727001 MLS

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 soaring ceilings, luxury finishes, and upscale appliances throughout. The builder truly spared no expense when designing this home. A standout feature of the property is the private mother in law suite with its own exterior entrance, creating the perfect setup for extended family, guests, or anyone wanting their own private wing of the home. The walkout basement offers more than 3,000 additional square feet and incredible potential. Once finished, this home could easily offer over 8,000 square feet of total living space. If you are looking for a nearly new luxury home on acreage with privacy, flexibility, and room to grow, 2259 Taylor Wood Road is a rare opportunity.

2259 Taylor Wood Rd, Simpsonville

Listing courtesy of Lenihan Sotheby's Int'l Realty.

4 Beds ⋅ 5 Baths ⋅ 1726826 MLS

Beautiful custom-built 1.5-story home in desirable Cardinal Club Estates. This home features an open floor plan great for entertaining, current finishes, and abundant natural light. The spacious kitchen offers beautiful cabinets, huge island, walk-in pantry, additional pantry, and opens to the living and dining areas. The first-floor primary suite includes a private bath, large closet, and access to the partially covered deck.Upstairs are three large bedrooms, two share a Jack and Jill bath and one has an ensuite bath. One bedroom has additional attic storage. The partially finished basement includes lots of natural light, new carpet and LVP flooring, a bar area, flex room, backyard access, and an unfinished area that allows for storage or future expansion. This home provides energy efficiency with a zoned HVAC system. The back yard is bordered by mature evergreen trees and backs up to an open green space. This home enjoys a neighborhood setting with golf course and pool available through membership.

201 Champions Way, Simpsonville

Listing courtesy of Covenant Realty LLC.

4 Beds ⋅ 3 Baths ⋅ 1726643 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 a 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

Listing courtesy of Realty Advanced.

3 Beds ⋅ 2 Baths ⋅ 1726090 MLS

Welcome to this charming ranch home in the heart of downtown Simpsonville on a quiet cul de sac street. Featuring 3 bedrooms and 2 full baths, this home offers comfortable one-level living with thoughtful updates throughout. The remodeled kitchen provides a fresh, inviting space for cooking and gathering, while newer flooring and updated interior lighting create a bright, modern feel. The spacious primary suite features an updated en-suite bath. Outside, enjoy a large fenced backyard with a deck that's perfect for entertaining, relaxing, or enjoying your morning coffee. Additional highlights include a 2-car garage and a roof replaced in 2024. Conveniently located close to the shops, restaurants, and charm of downtown Simpsonville, this move-in-ready home is one you won't want to miss!

504 Garden Ct, Simpsonville

Listing courtesy of First Saturday Real Estate.

3 Beds ⋅ 2 Baths ⋅ 1725643 MLS

Welcome home to this beautifully updated 3-bedroom, 2-bath property situated on just over half an acre in Simpsonville, Kentucky. The refreshed kitchen and interior create a warm, move-in-ready atmosphere, while major recent improvements include a brand-new roof, brand-new water heater, and an oversized new deck that's perfect for entertaining, grilling, or relaxing outdoors. With generous yard space and plenty of parking, this home offers comfort, convenience, and room to enjoy both inside and out.

210 Montclair School Rd, Simpsonville

Listing courtesy of 3C Property Management LLC.

4 Beds ⋅ 4 Baths ⋅ 1725347 MLS

The rolling hills and sweet community of Simpsonville welcome you to this STUNNING home in the beautiful Cardinal Club Estates. A quick commute out of the busy-ness of Louisville leads you to the beautiful setting where your next home awaits. Built in 2014 (with 2x6 exterior wall construction) , this home features the updated convenience of an incorporated large kitchen and gathering/family room, while providing the elegance of a formal living room and dining room. The split floor plan takes you to a generously sized primary suite, with double clothing closets as well as an oversized bathroom. Two additional bedrooms (one currently used as an office) on the main floor share a Jack & Jill style bathroom, while a well appointed powder room provides convenience for guests. A spacious laundry room and second exterior door near the garage adds convenience while rounding out the first floor. While not a necessity at the time of building, the sellers opted to finish a large area above the garage to create a 4th bedroom and en-suite bath, certainly providing some very nice additional completed space that is conditioned with it's own HVAC unit. The basement is unfinished, but roughed in for a bathroom, and wall framing is complete for TONS of space waiting for your creative finishes. There is a utility garage in the basement perfect for a golf cart or to keep yard tools, lawn equipment and other hobby items. Of particular excellence in the home is the beautifully crafted millwork and trim, 8-foot tall doors throughout the main level, and the amount of storage space and closets on the main living level. Tall ceilings throughout help create an open, grand space while keeping the warm and inviting feeling of the home. You will find that most windows incorporate custom treatments or shutters. Access the expansive deck (no maintenance decking and rails!) from the gathering room, living room, and primary suite, and enjoy BEAUTIFUL evenings with expansive views overlooking the UofL Golf Course, and many sightings of wildlife, especially deer. This home sits on the Hole 11 tee box, and has gorgeous views of the clubhouse and Hole 18 as well. The property has been lovingly and exceptionally well cared for - you can move right in and begin enjoying the peaceful nature of the City of Simpsonville and the golf course, yet still be conveniently located near the amenities of Louisville and Shelbyville, just a couple of miles from the Outlets of the Bluegrass and access to I-64.

1051 Champions Cir, Simpsonville

Listing courtesy of Keller Williams Collective.

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