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$799,000
5 Beds 3 Baths 26008570 MLS
Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley House—a rare opportunity to own a piece of Lexington history in one of the city's most sought-after locations. Situated directly across from the iconic Botherum property, this beautifully maintained home blends rich character with thoughtful updates throughout. From the intricate millwork in the formal dining room to the private wraparound porch and spacious deck, every detail invites relaxation and entertaining. The lush backyard offers a serene escape and hot tub, while inside, you'll find a chef-friendly kitchen with gas range and breakfast bar, two soaking tubs, two walk-in showers, and multiple fireplaces adding warmth and elegance to the living spaces. Enjoy city views and starry nights from the third-floor retreat, complete with skylights and a walk-in closet that also makes a great fifth bedroom. An unbeatable location within walking distance to the Central Bank Arena, local dining, and entertainment this home is truly a downtown gem. Charge your vehicle with the electric charger. Currently used as an airbnb!

344 Madison Pl, Lexington

$240,000
6 Beds 3 Baths 26013901 MLS
Step back in time and experience the elegance of this beautifully preserved 1880s historic home located at 314 E. 16th Street. Offering over 3,200 square feet of living space, this remarkable residence features 6 spacious bedrooms, 2.5 baths, and an abundance of original character that is difficult to find today. From soaring ceilings to nine decorative fireplaces, every room showcases the timeless craftsmanship and architectural charm of a bygone era. Thoughtful updates, including replacement windows, an updated kitchen and bathrooms, and a new roof and gutters installed in 2023, provide modern convenience while preserving the home's historic appeal. The spacious floor plan offers endless possibilities for entertaining, a growing family, or multi-generational living. Situated within walking distance of downtown shopping, local restaurants, and the entertainment district, you'll enjoy the perfect combination of historic charm and modern-day convenience. If you've been dreaming of owning a true piece of history with room to make it your own, this exceptional property is ready to welcome its next chapter. Sold-AS-IS, Where-IS.

314 E 16th St, Hopkinsville

$299,999
4 Beds 2 Baths 26011134 MLS
Step into timeless charm with this beautifully maintained 4-bedroom, 2-bath circa 1870s home nestled in the heart of historic Harrodsburg. Rich with character and classic curb appeal, this inviting residence showcases 9-foot-tall ceilings, spacious rooms, abundant natural light, and a fireplace in almost every room. The welcoming front porch is perfect for relaxing evenings, while the expansive interior offers the ideal blend of historic elegance and everyday comfort. Step inside to see a beautiful staircase and foyer amid a living room, dining room, and kitchen. The primary suite, located on the first floor, showcases a beautiful fireplace. Walk upstairs to find 3 spacious bedrooms each displaying beautiful fireplaces, an updated bathroom, large laundry room and walk in closet. Outside, the large yard, basketball court/patio, and mature trees create a peaceful setting for entertaining or quiet enjoyment. From the original architectural details to the warm, inviting living spaces, this home captures the charm that makes Harrodsburg one of Kentucky's most treasured historic communities. Located just minutes from downtown shops, dining, and local history, this property offers a rare opportunity to own a piece of Kentucky history while enjoying the comforts of home.

222 E Lexington St, Harrodsburg

$160,000
1 Beds 1 Baths 26011438 MLS
Beautifully updated downtown Lexington home with major systems replaced within the last 5 years, including the HVAC system and water heater, offering peace of mind and modern efficiency. This charming property features an open0concept main living area with update flooring, fresh neutral paint, abundant natural light and a beautifully designed kitchen complete with cabinetry, granite-style countertops, breakfast bar seating and stylish pendant lighting. Upstairs includes a versatile bonus room perfect for a home office, guest space, hobby room or just additional storage with easy modifications to turn into a second bedroom. Outside, enjoy a covered front porch, mature shade trees and a fenced in front yard. Conveniently located near downtown Lexington, Transylvania University, and more. This home is ideal for homeowners or investors seeking updated charm in a central location.

207 York St, Lexington

$249,900
4 Beds 2 Baths 26015926 MLS
WHAT'S OLD IS NEW AGAIN! Located in the Buchanan Street Historic District of Hickman, KY, this 3,344 sq ft majestic 1915 stone home sits on a beautiful .45 acre lot near the Great River Road National Route. Enjoy the seasonal views of the Obion Creek feeding into the Mississippi River from the front porch and upper bedroom. The home boasts a total of 4 bedrooms and 2 baths, with a true master suite downstairs and a parlor entrance with original hardwood floors and original wood pocket doors leading to both the dining room and living area. Original wood mantles and mosaic tiles adorn 5 decorative fireplaces throughout the home! New features include a new roof, new gutters, new Hardy Plank concrete siding, all new HVAC and ductwork, new water heater, 2 new electric boxes with upgraded electric wiring, new PEX water lines, new kitchen cabinets and appliances, new laundry area, updated bathrooms, new entrance to the cellar/storm shelter, new painting throughout the interior and newly painted exterior windows and shutters. Come see the amazing craftsmanship that has withstood the test of time and built a once in lifetime opportunity for you to own!

101 W Wellington St, Hickman

$298,000
3 Beds 1 Baths 25505581 MLS
Become the new owner of a part of London's heritage . This home, built in 1912, has seen many owners . Within waking distance of London's Main Street , this property is zoned R2, making its proximity very desirable for investment opportunities. The main house is rich in an earlier style of architecture while an adjacent building once housed a family owned dry cleaning business . The commercial building is approximately 2500 square feet with a nearly finished 650 square foot apartment. This building has a three phase meter box in place . A combination of the past , the present , with an unlimited future potential . Property within the city of London is limited , Schedule a private showing , don't miss out on this rare opportunity.

519 W 2nd St, London