Step into a property with history and versatility, owned by the same company since 1985 and offering over 5,400 square feet of space. The main floor is designed for gathering and productivity, featuring a welcoming foyer, sitting area, library, dining room, one potential bedroom, sunroom, butler's pantry, a kitchen, and a half bath. Upstairs provides six additional rooms, three full baths, a half bath, and access to balcony seating, blending functionality with character. Whether envisioned as a distinctive office setting or transformed into a private residence, this property offers exceptional flexibility in the heart of the city. Its prime location places you just steps from Liberty Hall, the Orlando Brown House, and within walking distance of downtown restaurants and shopping. Rich in potential and unmatched in location, this property invites you to bring your vision to life.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$979,900 (USD)
Downtown Area Commercial
Pending
421 W Main Street Frankfort, KY 40601
Bed
0 Baths
5486 sqft
MLS# 25502540
Step into a property with history and versatility, owned by the same company since 1985 and offering over 5,400 square feet of space. The main floor is designed for gathering and productivity, featuring a welcoming foyer, reception area, library, conference room, two private offices, a copy room, a kitchen, and a half bath. Upstairs provides six additional offices, three full baths, a half bath, and access to balcony seating, blending functionality with character. Whether envisioned as a distinctive office setting or transformed into a private residence, this property offers exceptional flexibility in the heart of the city. Its prime location places you just steps from Liberty Hall, the Orlando Brown House, and within walking distance of downtown restaurants and shopping. Rich in potential and unmatched in location, this property invites you to bring your vision to life.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$610,000 (USD)
Downtown Area Commercial
Active
306 Wapping Street Frankfort, KY 40601
Bed
0 Baths
8398 sqft
MLS# 25009001
Step into one of Frankfort's most charming and versatile event venues, nestled in the heart of the historic district just steps from downtown. This commercial property offers a seamless blend of historic character and modern functionality, perfect for weddings, retirement celebrations, corporate functions, birthday parties, and every gathering in between.
Set on a beautifully landscaped corner lot Downtown, A lush outdoor garden space features a 20-foot harvest table with benches, string lighting, stage with dedicated electric, upgraded landscaping and decorative poles—ideal for open-air ceremonies or cocktail receptions.
Inside, a newly installed commercial kitchen meets the highest standards of catering operations, equipped with: Double convection oven, Gas stove, 3-compartment sink, Vegetable prep sink, Dishwasher, Ice machine, Automatic hood, Walk-in cooler, All new electric, plumbing, and gas line
Whether you're an investor seeking an income-generating venue or an operator ready to step into a fully outfitted business, this property presents a rare opportunity in a highly desirable location.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Russell Greenwell
$539,900 (USD)
South Frankfort Area Single-Family Home
Active
218 W Campbell Street Frankfort, KY 40601
5 Bed
3 Baths
4033 sqft
MLS# 25009661
This beautiful home, owned by the same family since 1987, offers a perfect blend of classic charm and modern upgrades. With tall ceilings and elegant egg-and-dart moldings, this residence exudes character and warmth from the moment you step inside. The expansive layout includes a large family room with unique curved closet doors, and a formal dining room featuring a built-in china cabinet—ideal for entertaining. The home is bathed in natural light, creating a bright, welcoming atmosphere in every room. Rich Birdseye maple wood floors add a touch of luxury, while crown molding enhances the traditional aesthetic. The renovated second-floor bathroom boasts a sleek, modern design, while the first-floor full bath provides convenience and accessibility. The home also includes a Luxair 90% efficient gas furnace for energy savings and year-round comfort. Entertaining is a breeze with two separate staircases and a large, private yard, complete with alley access for easy entry. Updates include some PVC waste lines, copper piping, and plex piping, ensuring peace of mind for the future. This home is truly a rare find—perfect for a anyone who appreciates timeless craftsmanship.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$313,000 (USD)
Rural Area Farm
Contingent
00A Beechridge Road Frankfort, KY 40601
Bed
0 Baths
0 sqft
MLS# 24021694
Discover a unique opportunity to own this expansive+/- 45.13-acre parcel nestled along the Shelby County line. Ideal for those looking for space and serenity, this property offers a world of possibilities. Whether you dream of building your perfect home, starting a small farm, or simply enjoying the natural beauty of the land, this acreage has the potential to bring your vision to life. Shelby County School District: Heritage Elementary School, East Middle School, Shelby County High School
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Angela Lewis
$269,900 (USD)
Silver Lake Ii Area Single-Family Home
Pending
105 Stretch Court Frankfort, KY 40601
3 Bed
2 Baths
1534 sqft
MLS# 25502521
Step inside this inviting home featuring a vaulted great room and dining area that creates an airy sense of space and natural light. The open floor plan is perfect for both everyday living and entertaining, with seamless flow from room to room. Extend your living outdoors on the covered back deck, overlooking a large, fenced yard ideal for gatherings, play, or pets. A spacious two-car garage and double driveway provide plenty of parking and storage options, adding convenience to this well-designed home.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$259,000 (USD)
Duckers Point Area Single-Family Home
Active
326 Mallard Drive Frankfort, KY 40601
3 Bed
2 Baths
1467 sqft
MLS# 25500195
Discover this inviting one-story brick ranch featuring three bedrooms, two full bathrooms, and open living and dining room layout perfect for gatherings. The primary suite is a true retreat, boasting a stunning tray ceiling and two generously sized closets for ample storage. Enjoy effortless parking with the attached two-car garage, and step out onto the durable composite deck—ideal for outdoor relaxation and entertaining. This comfortable home blends modern convenience with timeless appeal, offering plenty of room to live, host, and unwind. Located close to the Duckers Point recreation area.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$110,000 (USD)
Annex Area Land
Active
825-835 Glenns Road Frankfort, KY 40601
Bed
0 Baths
sqft
MLS# 25014021
Two residential building lots with direct views of the Capitol, Governor's Mansion and downtown Frankfort. Located close to downtown, shopping and restaurants. Each lot has water and sewer hookups in place. Pick out your building plans and let's get started.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$54,900 (USD)
Rural Area Land
Active
2750 Shadrick Ferry Road Frankfort, KY 40601
Bed
0 Baths
sqft
MLS# 25016526
3.40 Acres of Wooded Land - Perfect for a Private Getaway! Whether you're looking for a weekend retreat, or a place to build your dream cabin. This wooded property is a rare find, offering privacy, natural beauty, and plenty of potential. Don't miss out on this rare chance to own a slice of countryside charm!
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Angela Lewis