Lovingly owned by the same family for 47 years, this charming 5-bedroom, 2.5-bath home in Historic South Frankfort, Kentucky, offers a rare opportunity for its next owner. This beautifully maintained single-family home features a desirable first floor primary suite, gleaming hardwood floors, period lighting, tall baseboards, and crown molding that highlight its classic character. Thoughtful updates to the kitchen and baths provide modern convenience while preserving the home's historic charm, making it as functional as it is beautiful. If you've been searching for a historic home for sale in Frankfort KY, don't wait—this South Frankfort gem will not last long.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$319,000 (USD)
Rural Area Single-Family Home
Active
1008 Port Collins Road Frankfort, KY 40601
3 Bed
2 Baths
1598 sqft
MLS# 26008463
One-owner, custom-built home on a large lot, with space to relax and unwind. Enjoy the views of the Kentucky River, close access to a boat ramp, rural setting and an oversized two-car garage.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$312,500 (USD)
Rural Area Land
Active
385 Mills Lane Frankfort, KY 40601
Bed
0 Baths
sqft
MLS# 26007093
Discover 11.13 acres of gently rolling countryside just minutes from town — a perfect blend of rural tranquility and convenient access. This scenic tract offers open views of neighboring land and a peaceful pond, creating an idyllic backdrop for your dream home. Enjoy breathtaking sunrises and glowing sunsets while savoring the wide-open sky and the gentle country breeze. With utilities available and existing custom-built homes around the property, you'll have confidence in your investment. Here, you can truly live, play, and breathe the countryside — all while staying close to everything you need. Build the lifestyle you've always imagined on this remarkable piece of Kentucky land.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$289,900 (USD)
Cloverdale Area Single-Family Home
Pending
1091 Collins Lane Frankfort, KY 40601
3 Bed
2 Baths
1734 sqft
MLS# 26002031
Updated ranch home in the Collins Lane School District. This 3 bedroom, 1.5 bath home features hardwood flooring, replacement windows, added attic insulation, PVC waste lines and a basement waterproofing system. The basement family room has new carpet and a wood-burning fireplace.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$214,900 (USD)
Coolbrook Area Single-Family Home
Pending
105 Brookfield Drive Frankfort, KY 40601
3 Bed
1 Baths
1000 sqft
MLS# 26005859
Recently renovated and move in ready, this charming home blends modern comfort with inviting open spaces. The living room features a large opening into the kitchen, creating a bright, connected layout ideal for entertaining or family time. The updated kitchen includes a convenient breakfast bar—perfect for casual dining. Enjoy peace of mind with a 10 month old HVAC system and PEX water lines throughout. Step outside to a spacious deck overlooking a large, fully fenced yard that offers plenty of privacy and room to relax, garden, or play.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$119,900 (USD)
South Frankfort Area Single-Family Home
Active
217 E Second Street Frankfort, KY 40601
1 Bed
1 Baths
1041 sqft
MLS# 26008498
Cozy cottage with open floor plan. Features an entry foyer, good-sized living room with faux fireplace, large bedroom, kitchen, laundry room, full bath and a central room that could be utilized as a second bedroom, dining area or office space.
Listing Courtesy of Imagine MLS / Century 21 Simpson & Associates / Brent Simpson
$110,000 (USD)
Annex Area Land
Active
825-835 Glenns Creek Road Frankfort, KY 40601
Bed
0 Baths
sqft
MLS# 25014021
Back on the Market. Buyer could not satisfy his contingency to sell land before buying these lots. 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