My Company's Active Listings - Page 5

$1,250,000 ^(USD)

Two Creeks Area Single-Family Home

Active

50 Spendthrift Street Frankfort, KY 40601

5 Bed

4 Baths

5824 sqft

MLS# 25012688

This spectacular custom-built home is located in the gated Two Creeks Subdivision within the Frankfort Country Club. Situated on a quiet street backing to farmland, it offers rare privacy. The main level includes formal living and dining room, a great room with custom built-ins, wet bar, and gas fireplace, a private office, and a gourmet kitchen with vaulted breakfast area, eat-in bar, GE Advantium convection/microwave combo, and gas cooktop. Also on the main floor: a sunroom/screened porch, laundry room, and two bedrooms, including a spacious primary suite with dual walk-in closets and a luxurious en-suite bath. Upstairs features a banister overlooking the great room and two more bedrooms, each with a walk-in closet and a full bathroom with a tiled shower. The finished walk-out basement with 9½-ft ceilings includes a family room, fireplace, full bar, game area, full bath, large bedroom with exterior access, and covered patio leading to an 18×36 saltwater pool. Also includes a 1,100 sq. ft. storage room, 3-car garage, irrigation system with ag meters, central vacuum, dual-fuel HVAC, outdoor space pre-wired for an electric dog fence, and professional landscaping.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Beth Brock

$979,900 ^(USD)

Downtown Area Single-Family Home

Contingent

421 W Main Street Frankfort, KY 40601

6 Bed

5 Baths

5486 sqft

MLS# 25502546

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

Contingent

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

$950,000 ^(USD)

Annex Area Single-Family Home

Active

519 Ann Street Street Frankfort, KY 40601

5 Bed

6 Baths

7152 sqft

MLS# 25009322

Beautiful historic property located in the downtown area of Frankfort. Within walking distance to many restaurants, bars and local attractions. Within a mile to the highly visited distillery Buffalo Trace. Currently operating as a successful Bed and Breakfast under a conditional use permit. Suites rent for $150 per night from Sunday to Thursday, and $165 per night on Friday and Saturday nights. 3 night minimum is required in October.
•Within walking distance of 21 bourbon bars, coffee shops, a bakery and restaurants.

Also included 2 apartments with 1 bed/1 bath in each. Currently rented on month to month lease.
•Located close to the Buffalo Trace, Mayo-Underwood Building, Kentucky Transportation Building, State Office Building, Old Capital, Court House, Public Library, the Orlando Brown home, Liberty Hall and other historic features.
•Zoned SH-Special Historic Zone

Make this your personal home or business investment. The opportunities are endless. Call for your private showing today!

Close proximity to I-64,

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Shanda Stone

$699,000 ^(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

$499,000 ^(USD)

Arnold Ridge Estates Area Single-Family Home

Active

875 Ridgeview Drive Frankfort, KY 40601

5 Bed

3 Baths

3000 sqft

MLS# 25009697

Stunning 5-Bedroom Home Full Finished Basement & Designer Touches Throughout

Welcome to this beautifully designed 5-bedroom, 3-bathroom home nestled on just under a half acre of land, offering space, comfort, and luxury in every detail. From the moment you enter, you're greeted by soaring vaulted ceilings in the kitchen and living room, creating a grand and open feel perfect for entertaining or relaxing with family.

The gourmet kitchen features gleaming granite countertops, modern appliances, and plenty of cabinet space — ideal for both the everyday chef and weekend host. Granite extends into all three full bathrooms, pairing elegance with functionality.

Downstairs, the fully finished basement impresses with 12-foot ceilings, adding exceptional volume and versatility to the space. Whether you envision a media room, home gym, or guest suite, this area is ready to accommodate your lifestyle.

Enjoy two cozy gas fireplaces, rich wood flooring complemented by stylish tile, and not one but two spacious decks — perfect for morning coffee or evening gatherings.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Lee Anne Graham

$479,900 ^(USD)

Annex Area Commercial

Contingent

112 Collision Center Drive Frankfort, KY 40601

Bed

0 Baths

4000 sqft

MLS# 25016549

Industrial building totaling 4000 square feet with additional storage building located near Versailles Road on the north side of Collision Drive. This steel frame building has a metal exterior and metal roof. The shop is 3150 sf and the remaining area consists of a reception area, (2) offices, break room, utility/ storage area and (2) half baths. The rear 11X17 area of the building is used for storage along with the second floor and detached building. Property is fenced for security purposes. The shop space has finished concrete floors, metal walls, commercial lights, and security cameras Shop opens with (3) automatic garage doors; two of the doors ae 10' and the other is 12' high. There are 7-12 parking spaces in the front and over 20 parking spaces on the side and back of the lot.
This property is zoned CH (highway commercial), light industrial and is suitable for a range of business ventures such as an auto garage, detail shop, fabrication shop, welding, warehouse, paint shop, etc.
This prime location ensures high exposure for businesses and convenient access for customers and clients. This sale does not include business, lifts, equipment or tools.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Irma Johnson

$465,000 ^(USD)

Country Lane Estates Area Single-Family Home

Pending

7 Whitebridge Lane Frankfort, KY 40601

3 Bed

3 Baths

3933 sqft

MLS# 25017552

Step into exceptional living in this beautifully updated home, where floor-to-ceiling windows fill the space with abundant natural light. Elegant crown molding and rich hardwood flooring add timeless charm throughout. The modern, updated kitchen opens seamlessly to the spacious family room, making both entertaining and everyday life effortless. You and your guests will appreciate that each bedroom features an adjacent bath for ultimate comfort and privacy. The walk-out basement offers a versatile den with a cozy fireplace and a wet bar, perfect for gatherings. Enjoy approximately 1,689 square feet of covered outdoor living, ideal for dining, lounging, or welcoming guests. There's plenty of room for entertaining or simply spreading out to relax. The fenced yard provides privacy and a safe spot for pets or play, while the five-year-old roof and updated HVAC deliver peace of mind for years to come. Stylish updates, thoughtful amenities and plenty of storage, blend seamlessly in this inviting, spacious home—ready to welcome you and your guests!

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Brent Simpson

$435,000 ^(USD)

Rural Area Farm

Active

132 Harvieland Road Frankfort, KY 40601

3 Bed

2 Baths

1216 sqft

MLS# 25015508

Mobile Home , with barn and old farm house located on 63.022 Acres. Lot of wild life great for hunting or farming. LOTS OF LAND TO BUILD YOUR DREAM HOME.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Bonnie Fint

$435,000 ^(USD)

Rural Area Single-Family Home

Active

132 Harvieland Road Frankfort, KY 40601

3 Bed

2 Baths

1216 sqft

MLS# 25011285

Mobile Home , with barn and old farm house located on 63.022 Acres. Lot of wild life great for hunting or farming. LOTS OF LAND TO BUILD YOUR DREAM HOME.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Bonnie Fint

$390,000 ^(USD)

Rural Area Single-Family Home

Pending

1156 Cedarmore Road Bagdad, KY 40003

4 Bed

1 Baths

1731 sqft

MLS# 25011617

Charming 4-Bedroom Farmhouse on 15 Acres - Additional 44 Acres and 10 Acre plots Available!
Nestled in the heart of serene countryside, this beautifully updated 4-bedroom, 1-bath home offers the perfect blend of rustic charm and modern comfort. Sitting on 15 sprawling acres, the property boasts two barns, two picturesque ponds, and ample space for farming, livestock, or recreational enjoyment.
Inside, you'll find a thoughtfully updated interior with cozy living spaces, a spacious kitchen, and large windows that invite natural light and stunning views of the surrounding land. Recent updates ensure modern convenience while preserving the home's timeless character.
Looking for even more land? An additional 44 acres are available to purchase separately or as a package, providing limitless possibilities for expansion, hunting, agriculture, or investment.
Whether you dream of homesteading, farming, or simply escaping to a peaceful retreat, this exceptional property offers it all. Schedule your private tour today!

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Larry Moore

$379,900 ^(USD)

Duckers Point Area Single-Family Home

Active

200 Mallard Drive Frankfort, KY 40601

3 Bed

3 Baths

2790 sqft

MLS# 25502938

So much house overlooking beautiful Duckers Lake! The owners have poured lots into this property. Beginning with the main level, gorgeous hardwood floors run throughout the living and dining rooms which connect directly to the eat-in kitchen. The main floor primary retreat has been recently updated and beautifully decorated with a luxurious ensuite, complete with dual vanity and walk-in closet. Just down the hall, two additional bedrooms are serviced by another full bathroom. The main floor also features the laundry room, a screened-in deck with sweeping views of the lake, and easy access to the attached, two-car garage. Downstairs, the massive basement boasts a large recreation room, an additional living space with wet bar, another full bathroom (all recently updated) as well as over 700 square feet of unfinished storage space, including a large storm shelter area. Outside, the lot overlooks the lake with the backyard sloping down toward the shore. Conveniently located in the Duckers Point subdivision, just off US 421 with easy access to Frankfort, Midway, and Lexington and major thoroughfares like US 60 and Interstate 64. With nearly 2800 square feet of finished space and nearly 4000 square feet under roof, don't miss all this unique property has to offer!

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Jordan Hall

$374,900 ^(USD)

Cloverdale Area Single-Family Home

Active

507 Timothy Drive Frankfort, KY 40601

3 Bed

3 Baths

2548 sqft

MLS# 25501323

Beautifully Updated 3-Bedroom Ranch on Double Lot in Cloverdale - Collins Lane Area. Welcome to this stunning all-brick ranch located in the highly sought-after Cloverdale subdivision, just off Collins Lane. Nestled on a spacious double lot, this beautifully updated 3-bedroom, 2.5-bathroom walk-out basement home offers a generous and flexible floor plan perfect for today's lifestyle. Main Level Features: 3 spacious bedrooms and 1.5 bathrooms A large, light-filled living room Expansive kitchen and dining area - perfect for family gatherings or entertaining Step outside to the oversized screened-in covered porch, your ideal spot for relaxing or hosting guests. The porch overlooks a private backyard with an above-ground pool your very own summer retreat! Finished Walk-Out Basement Includes: A huge great room - perfect for a second living area, playroom, or media room, another room being used as a 4th bedroom with private exterior entry ideal for guests, a home office, or rental potential Full bathroom, laundry room, and access to the 1-car garage. This home offers the perfect blend of comfort, space, and convenience - all located in a quiet, established neighborhood just minutes from schools, shopping, and downtown Frankfort. Don't miss your chance to own this exceptional home - call today to schedule your private showing!

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Larry Moore

$345,000 ^(USD)

Augusta Area Single-Family Home

Pending

540 Old Station Road Frankfort, KY 40601

3 Bed

2 Baths

1857 sqft

MLS# 25501340

Step into your next chapter with this beautifully maintained 3-bedroom, 2-bath split bedroom floor plan, ideally located in the highly sought-after Augusta neighborhood. From the moment you arrive, you'll be drawn in by the inviting entryway, manicured landscaping, and undeniable curb appeal. This home features an expansive great room perfect for relaxing or entertaining. Spacious kitchen with ample cabinetry and a cozy dining nook. Private primary suite featuring a walk-in closet and en-suite bath Two additional bedrooms and a full bath—ideal for family or guests Versatile bonus room that can serve as a home office, formal dining space, or creative studio Attached 2-car garage plus generous off-street parking Peaceful backyard with patio—perfect for summer BBQs or morning coffee Minutes from area schools, parks, shopping, and dining Quick access to major Frankfort highways and Interstate I-64 for an easy commute This home offers the perfect blend of comfort, style, and location. Whether you're a first-time buyer, growing family, or simply seeking a fresh space to call your own—this one checks all the boxes.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / David Dooley

$339,500 ^(USD)

Rural Area Single-Family Home

Active

190 Crab Orchard Road Frankfort, KY 40601

3 Bed

2 Baths

1256 sqft

MLS# 25018846

Move in ready 3 bedroom home-completely updated. This beautifully renovated 3-bedrooms, 2-baths,home is truly turn-key. Featuring an all new eat in kitchen, hardwood flooring, and a bright, open layout, this property has been thoughtfully updated throughout. and new roof. New heat pump for year round comfort. Oversized 2 car garage plus storage shed.. Spacious level lot and just steps from Whiskey Thief Distilling and minutes to interstate 64.. All new windows. Backs up to farm.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Bonnie Fint

$319,000 ^(USD)

Indian Hills Area Single-Family Home

Active

1037 Pueblo Trail Frankfort, KY 40601

4 Bed

3 Baths

3217 sqft

MLS# 25500451

OPEN SUNDAY OCTOBER 5, 1 - 3. The one you've been waiting for! This brick ranch has it all including a swimming pool, 4 bedrooms, eat-in kitchen, dining room, living room and a family room in the basement. Over 2,100 square feet all on the main level. Below is a partially finished basement with a garage/shop area, there is also a 2 car detached garage. A great opportunity in a great neighborhood. Seller may negotiate an allowance for upgrades.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / CJ Chapman

$313,000 ^(USD)

Rural Area Farm

Active

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

$299,000 ^(USD)

Leatherwood Area Single-Family Home

Contingent

806 Ninevah Road Frankfort, KY 40601

3 Bed

3 Baths

2122 sqft

MLS# 25503119

Experience your own private oasis nestled on 4.66 acres, surrounded by mature trees and flower gardens for serene beauty in every season. Inside, this home combines timeless character with comfort, featuring tall ceilings, wide baseboards, picture rails, and stained-glass windows that fill the space with charm and natural light. The formal dining room is a true showpiece, adorned with exquisite hand-painted Zuber wallpaper and dramatic large pocket doors for gracious entertaining. Enjoy modern convenience with washer and dryer hookups on both the main level and the second floor, offering flexibility and ease for everyday living. Come experience the quiet elegance and natural beauty of this one-of-a-kind estate.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Brent Simpson

$289,900 ^(USD)

Thistleton Area Single-Family Home

Active

287 Leawood Drive Frankfort, KY 40601

4 Bed

2 Baths

1848 sqft

MLS# 25501185

Location meets character. Consider this a blank canvas to create an adorable 4 bedroom home. Lower level could be a mother-in-law suite with a private entrance including an enclosed sunroom. The possibilities are many with this gorgeous house. Seller may negotiate an allowance for upgrades.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / CJ Chapman

$285,000 ^(USD)

Downtown Area Multi-Family Home

Active

312 Conway Street Frankfort, KY 40601

5 Bed

3 Baths

2030 sqft

MLS# 25008652

Here's your chance to own a piece of property in the historic district of Frankfort, not only will you be purchasing a duplex but the adjoining, deeded separately, lot next door. Upstairs duplex just recently, completely remodeled. Just a few cosmetic completions and ready to move into. Downstairs needs TLC. The separate lot, adjacent to this duplex is 36X100. Tenant pays own utilities. Sold as is but inspections are welcome. Seller offering appliance allowance of $2500.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Sandra "Sandy" Moore

$284,000 ^(USD)

Twin Oaks Area Single-Family Home

Pending

412 Briar Patch Lane Frankfort, KY 40601

3 Bed

2 Baths

1477 sqft

MLS# 25007359

The tenant has moved out and this home is ready for a new owner! Check out this 3 bedroom 2 bath home in the Twin Oaks subdivision on the west side of Frankfort. This story and a half home features the primary bedroom on the main floor with 2 additional bedrooms upstairs. The full walk out unfinished basement has full height ceilings and poured concrete walls. This space could be finished to add additional bedrooms or another family room space. A new deck overlooking the backyard makes a nice place to grill burgers or enjoy your morning coffee.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Lisa Prather

$270,000 ^(USD)

Silver Lake Ii Area Single-Family Home

Active

217 Secretariat Way Frankfort, KY 40601

3 Bed

2 Baths

1296 sqft

MLS# 25502994

Welcome to this well maintained home, ready for your personal touch nestled in one of the area's most sought-after neighborhoods. This 3-bedroom, 2-bath gem offers the perfect blend of comfort, character, and convenience. Step inside to find a bright and inviting living space filled with natural light, warm finishes. The open-concept layout connects the cozy living room to a well-appointed kitchen featuring ample cabinetry, and a breakfast area. The private primary suite with large walk in closet.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Lee Anne Graham

$270,000 ^(USD)

Montrose Park Area Single-Family Home

Pending

20 Ashmore Drive Frankfort, KY 40601

5 Bed

3 Baths

2457 sqft

MLS# 25500669

Check out this beautiful 5 bedroom, 2.5 bathroom home in Montrose Park so close to downtown Frankfort. With over 2450 square feet the original details of this home can't be overlooked, from the hardwood floors, to the porches and the built in, there is so much character in this home. The kitchen hasn't been updated but the space is there to make this an amazing modern kitchen. Check out the large primary suite or guest suite on the main level with a complete walk in shower, walk in closet and porch area. There are 4 additional bedrooms upstairs along with another balcony to enjoy the sunrise and beauty of the neighborhood. The laundry room has been moved to the main level to make it more accessible. The basement has plumbing for another full bathroom. The corner lot is a desirable area of this neighborhood with healthy, mature trees and landscaping. So much potential in this stately white brick home. Schedule your showing today.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Lisa Prather

$269,900 ^(USD)

Silver Lake Ii Area Single-Family Home

Active

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

$269,000 ^(USD)

Westgate Area Single-Family Home

Pending

211 Knollwood Place Frankfort, KY 40601

4 Bed

2 Baths

1920 sqft

MLS# 25017674

Welcome to this well-maintained, all-brick 4-bedroom, 2 full bath home that combines comfort, convenience, and timeless style. Situated in a desirable neighborhood, this property features a fully fenced yard—perfect for kids, pets, and outdoor entertaining. Inside, you'll find spacious living areas, generously sized bedrooms, and a functional layout ideal for families or those who love to host. The home has been lovingly cared for, offering move-in ready condition with plenty of potential to make it your own. Conveniently located just minutes from top-rated schools, great shopping, and quick access to the interstate, this home offers the best of suburban living with all the amenities nearby. Don't miss this opportunity to own a solid, beautiful home in a fantastic location!

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Lee Anne Graham

$262,000 ^(USD)

Rural Area Single-Family Home

Active

510 St. Johns Road Frankfort, KY 40601

3 Bed

1 Baths

2082 sqft

MLS# 25018457

Welcome Home! Enjoy the perfect blend of peaceful country living and convenience just minutes from town in this charming 3 bedroom, 1 bath home. Relax with your morning coffee on the front covered porch or unwind on the back covered porch while watching wildlife and taking in the views. The spacious kitchen is ideal for family meals and entertaining, flowing seamlessly into the open floor plan with plenty of room to spread out. step outside to the back deck, perfect for grilling, or gathering around the fire pit on cool evenings with friends and family. Whether you're entertaining or enjoying quiet moments, this home offers comfort, charm, and endless opportunities to make memories. Being sold AS-IS with inspections welcome!

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Russell Greenwell

$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

$255,000 ^(USD)

Rolling Acres Area Single-Family Home

Active

110 Rancho Court Frankfort, KY 40601

3 Bed

1 Baths

1026 sqft

MLS# 25502073

Welcome to sports heaven. This property has rare, hard-to-find features including a combination basketball court/batting cage for aspiring athletes! Let's start with the house itself. This quaint brick home features 3 bedrooms all on one level with hardwood floors throughout most of the house, a beautifully updated bathroom with custom tile shower, and a kitchen with stainless appliances. Outside is where things really get wild. The seller has invested LOTS into this property including a detached 25'x24' metal garage with automatic doors and extremely high ceilings, custom concrete patio for relaxing, a playset with slide and swings, and finally the concrete sport court with adjustable basketball goal, retractable batting cage and even a pitching machine (all transferrable with an acceptable offer). The home even boasts a back up generator to provide power in the event of outages. All of this set on a residential lot on the east side of Frankfort not far from US 60, 460, and 421 and convenient to I-64 and major Central Kentucky thoroughfares. Don't miss your opportunity to own a home with these rare perks!

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Jordan Hall

$249,900 ^(USD)

Fairview Addition Area Single-Family Home

Contingent

328 Runyon Road Harrodsburg, KY 40330

3 Bed

2 Baths

1985 sqft

MLS# 25007529

Welcome home to historic Harrodsburg, Ky where retro charm meets modern day chic. This home has been completely remodeled including the refinishing of the gorgeous hardwood floors, granite countertops, new door and light fixtures, the list goes on. Two fireplaces and the large archway add character to the beauty of this house. The finished basement includes a fireplace and full bath. Buyer to confirm square footage and school systems. Seller willing to negotiate help with buyer's closing and pre paid costs. Under contingency with 48 hour kick out.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / CJ Chapman

$240,000 ^(USD)

The Oaks Area Condominium

Active

395 Redding Road 159 Lexington, KY 40517

2 Bed

2 Baths

1316 sqft

MLS# 25018965

Updated first floor condo #159 in the desirable gated Oaks subdivision. Updates include new ceramic tile, new light fixtures, and new commodes. This condo has 2 bedrooms, 2 full baths, living room open to dining and fully glassed sunroom with wooded views. Enjoy the clubhouse with dining facilities, pool and tennis courts. Condo is only minutes from Lansdowne shops, Tates creek center, UK and New Circle Road.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Martha Rice

$237,500 ^(USD)

Rural Area Single-Family Home

Active

71 Lanter Drive Shelbyville, KY 40065

3 Bed

3 Baths

1213 sqft

MLS# 25503531

Welcome home to 71 Lanter Drive in beautiful Shelbyville! Come see this updated, one-of-a-kind, move-in ready home on a quiet dead-end street. Fully renovated, top to bottom, in 2021. These update features all new windows plus a new roof. As you walk in the home, you'll be greeted with an open concept living room with beautifully painted walls and flooring. As you walk through the threshold, you will see the updated kitchen- featuring all new cabinets, quartz countertops, and stainless steel appliances. On the main floor, you'll find the primary bedroom with full attached private bathroom, fully renovated with all new tile. Also on the main floor is a second bedroom and full hall bathroom. On the lower level, in the basement, there is an additional bedroom and half bath. Walk out onto the beautiful deck area great for entertaining or just to enjoy your morning coffee. Lower level includes a flex space that could be used as a home gym or an extra living area for entertaining friends and family.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Shanda Stone

$210,000 ^(USD)

Willowcrest Area Single-Family Home

Active

117 Willowcrest Drive Frankfort, KY 40601

3 Bed

1 Baths

1080 sqft

MLS# 25009281

Seller offering $2000.00 incentive. with acceptable offer. Contract fell through, back on market. Move-in Ready and well maintained. Whether starting out or downsizing, this is the home for you! April 2025- Fresh Paint and newly refinished hardwood floors. New Ceiling fan in Livingroom, new tub and toilet plus new tile in bath. Windows have UVA and UVB coating to add Sun protection and decrease your energy bill. Comes with its own washer and dryer that is just 2 years old. This charming, updated home is ready for you and is in a great location, Willowcrest Subdivision. Fenced in back yard. New Sump Pump, May 2025m Estate Sale - Home being sold ''AS IS'' but Homes Inspections are welcomed. Must have at least 40 days to close. Estate sell Judge has to court order the sell and it takes 30 days once judbge signs order.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Sandra "Sandy" Moore

$195,000 ^(USD)

Valley Area Single-Family Home

Pending

111 Valley View Drive Frankfort, KY 40601

3 Bed

2 Baths

1937 sqft

MLS# 25011088

Move in ready nice corner lot., with a detached two car garage. One and half story with partially finished walk-out basement. Hardwood flooring, new inside paint, new range, refrigerator and hot water heater. Three bedrooms, two baths, large family room, open kitchen dining area. Bonus room. Living room. replacement windows.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Bonnie Fint

$189,000 ^(USD)

Bellepoint Area Single-Family Home

Contingent

802 Cline Street Frankfort, KY 40601

2 Bed

1 Baths

1004 sqft

MLS# 25502059

Check out this adorable cottage in the Bellepoint subdivision, high above the flood plain! It's been freshly painted with beautiful hardwood floors, newer windows, and a charming fireplace. Sit on the covered front porch and watch your cares melt away. Don't miss this affordable starter home or investment property.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Irma Johnson

$185,000 ^(USD)

Rural Area Commercial

Active

1060 Commercial Drive Lawrenceburg, KY 40342

Bed

0 Baths

1598 sqft

MLS# 25000790

Turn key auto repair shop , Lots of equipment, tire changer, tire balancer, 3 lifts,, 2 craftman tool chest .Lot of hand tools, 2003 Chevy 1/2 ton 4 x4 needs motor, 1992 F 350 dump truck. snap om tool chest lots of other things see attached list. Small office. Main building is 1589 Sq. ft. Selling AS IS

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Bonnie Fint

$180,000 ^(USD)

Levi Cornish Area Single-Family Home

Pending

1892 Graefenburg Road Lawrenceburg, KY 40342

2 Bed

1 Baths

795 sqft

MLS# 25013687

Welcome Home! this charming 2 bedroom, 1 bath offers county living with being close to Frankfort, Lawrenceburg and I64. lot is fenced in and plenty of views to watch the sun rise and sun sets. also offers a nice storage building. selling AS-IS inspection welcome

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Russell Greenwell

$180,000 ^(USD)

Crestwood Area Single-Family Home

Pending

108 Linden Avenue Frankfort, KY 40601

3 Bed

2 Baths

1412 sqft

MLS# 25004482

Discover this hidden gem with endless potential. Located on a spacious lot with a large back yard, this property offers ample space for outdoor activities, even room to add a detached garage. This property is eligible for FHA 203 (k) renovation loans financing which allows homebuyers to repair, improve, or make upgrades to their home (please check with your lender for further information regarding this loan type). While updates are needed, the possibilities are endless.
Conveniently located near shopping, schools, and highways/interstate,
.
This home features tall ceilings, a fireplace in the living room, and unique architectural details.

All three bedrooms and a full bath are located on the upper level.

Main level features living room, kitchen, 1/2 bath, and dining room.

There is also a full unfinished basement that could be converted to additional more living space.

Sold As-Is but property is FHA 203K loan eligible. Ask agent for further details on this program if needed.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / David Dooley

$165,000 ^(USD)

Thornhill Area Single-Family Home

Pending

304 Noel Avenue Frankfort, KY 40601

2 Bed

1 Baths

946 sqft

MLS# 25502052

Comfortable, Cozy Cottage, Covered Front Porch, 2 Bedrooms, 1 Bath, Eat-In Kitchen, Utility Room, Bonus Room (low ceilings/knee walls,- not counted in sq ft. Gas heat. Central Air. Huge fenced back yard plus storage building. Declaration of square footage from another source (PVA): Finished square footage calculations for this house were made based on estimated dimensions only and may include unfinished areas, or openings in the floors not associated with stairs, or openings in the floors exceeding the area of the associated stairs, Non Working Fireplace. Sold as is but inspections are welcome.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Sandra "Sandy" Moore

$164,900 ^(USD)

Rural Area Single-Family Home

Pending

7320 Bald Knob Road Frankfort, KY 40601

2 Bed

1 Baths

1200 sqft

MLS# 25500517

Your own piece of Bald Knob! This charming home set on 1.8 acres, just 6 miles from downtown Frankfort provides rural living in a convenient location. Inside, the main level features a large living room connected to the kitchen via a bright sunroom, a separate dining room, and two bedrooms serviced by a recently updated bathroom with walk-in shower. Downstairs, the full, unfinished basement provide loads of storage space and room to create. Outside, the level side yard allows for useful green space and the surrounding woods maintain the country ambience. Just off US 421 North (Bald Knob Road) and just down from Rhett's Country Market. Don't miss your opportunity to see this quaint property in person.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Jordan Hall

$139,900 ^(USD)

Rural Area Land

Active

4 Bohannon Road Pleasureville, KY 40057

Bed

0 Baths

sqft

MLS# 24003382

Tract #4, a stunning 5-acre parcel situated on Bohannon Road, represents a remarkable opportunity in the world of real estate. Its prime location, coupled with the potential for combination with adjacent tracts such as #3, #4, and #5, makes it a versatile and attractive investment for your specific requirements.

This 5-acre plot is not just a standalone parcel but a piece of land that can be seamlessly integrated into a larger property, offering even more possibilities and flexibility. Tract #4 provides the ideal canvas for your aspirations.

The convenience of its location adds to its appeal, making it an excellent choice for those seeking a balance between accessibility and tranquility. The option to combine with neighboring tracts opens up the potential for creating a more expansive and tailored property to suit your unique needs.

Tract #4 is not just a piece of land; it's an opportunity to build your dream home or to embark on a strategic investment journey. With ample acreage and the promise of development, this parcel invites you to explore the possibilities and shape your own ideals.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Larry Moore

$139,900 ^(USD)

Rural Area Land

Active

5 Bohannon Road Pleasureville, KY 40057

Bed

0 Baths

sqft

MLS# 24003384

Tract #5 presents a remarkable opportunity for those seeking a 5-acre parcel of land with both versatility and unique historical significance. Situated in a highly desirable area, this property stands out with its convenient location, offering a perfect blend of privacy and accessibility.

One of the distinctive features that sets Tract #5 apart is the presence of an existing cemetery. This cemetery, encompassing a 10 x 10 plot of land, holds historical significance that adds to the overall character and charm of this exceptional real estate. The cemetery is reserved on an access easement on the property, ensuring its preservation and honoring its historical importance.

The combination of the property's size, strategic location, and the presence of a historically significant cemetery makes Tract #5 an intriguing investment for those looking for a unique piece of land. Whether you envision a private estate, a development project, or wish to maintain and honor the historical elements of the site, this tract offers a rare opportunity to create something truly special. The existing cemetery adds a layer of distinction and historical value that can be leveraged in various ways.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Larry Moore

$139,900 ^(USD)

Rural Area Land

Active

3 Bohannon Road Pleasureville, KY 40057

Bed

0 Baths

sqft

MLS# 24003380

Tract #3, located on Bohannon Road, is indeed an enticing piece of real estate with its 5-acre size and strategic positioning between Tracts #4-5. The parcel's prime location and considerable size make it a versatile investment option suitable for various purposes.

The convenient location and the option to combine or pair it with adjacent tracts provide a unique opportunity for those with specific development or investment goals.

The potential for development or investment purposes adds to the appeal of this prime real estate. Future growth and the opportunity to shape the property according to your vision make Tract #3 a promising prospect for those looking to make a strategic and long-term investment.

Consider exploring the possibilities and potential synergies that combining Tract #3 with adjacent tracts could offer. It's an exciting chance to create a larger, more comprehensive property that aligns perfectly with your objectives.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Larry Moore

$116,000 ^(USD)

Downtown Area Condominium

Active

333 E Fourth Street A-3 Frankfort, KY 40601

2 Bed

1 Baths

793 sqft

MLS# 25009565

Why rent when you can own this 2 bedroom 1 bath condo right in downtown Frankfort. Build equity rather than paying someone else's mortgage. If you are looking for maintenance free living just blocks from the Capitol this one is for you. Close to government offices, parks, coffee shops, breweries and more. This unit features 2 bedrooms and 1 bathroom, with fresh paint, spacious bedrooms and a walk-in closet. HOA includes assigned parking spot, water, sewer, garbage, exterior upkeep and snow removal. Great opportunity for care-free living at a reasonable price. Start building your own dreams with home ownership.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Lisa Prather

$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

$75,000 ^(USD)

Rural Area Farm

Active

2184 Shadrick Ferry Road Frankfort, KY 40601

0 Bed

0 Baths

0 sqft

MLS# 25017620

Great place to build your dream home on this secluded 11 acres plus. Comes with a creek and lot of woods. Utilities available.
5-7 miles from downtown Frankfort. Property also has a natural spring.

NO DEED RESTRICTIONS

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Sandra "Sandy" Moore

$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

$40,000 ^(USD)

Travis Bottom Area Land

Active

00 Travis Bottom Circle Frankfort, KY 40601

Bed

0 Baths

sqft

MLS# 25005598

This lot features two parcels. The first (parcel #076-10-04-005.00) sits right on the Kentucky River in the Travis Bottom subdivision. The second parcel (#076-10-03-004.00) lies just across the road and provides a large, flat greenspace. The perfect blank canvas to bring your dreams on the river to life.

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Jordan Hall

$40,000 ^(USD)

Mckeene Estates Area Land

Pending

799 Switzer Road Frankfort, KY 40601

Bed

0 Baths

sqft

MLS# 25501897

Ready to build your dream home? This property is the perfect opportunity! Conveniently located near Frankfort, you'll enjoy the privacy of country living while being just minutes from town. Spend your weekends exploring Canoe Kentucky, nearby creeks and rivers, or taking in the famous Bourbon Trail—all right at your doorstep. The lot is already cleared, leveled, and prepped, with a completed perc test in place, making the build process even easier. All that's missing is your vision. Don't miss this chance to create the home you've always dreamed of in a location you'll love for years to come!

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Russell Greenwell

$18,500 ^(USD)

Farmdale Area Land

Active

00 Cherry Lane Frankfort, KY 40601

Bed

0 Baths

sqft

MLS# 23015786

Beautiful building lot almost one acre. backs up to farm land, dead end street with a small creek

NO MOBILE HOMES

Listing Courtesy of

Imagine MLS / Century 21 Simpson & Associates / Bonnie Fint