This property was remodeled to the studs back 25 yrs ago and was used as Joe Bologna's office since then. The rooms are open to each other now & doors would have to be added to make any of the rooms feel more like a bedroom. Due to the current B-1 zoning, the house can be used as an Airbnb (short term rental), or can be used by a business owner as a "live where you work" situation. Cannot be a long term rental unless rented to a business for business type use. Cannot be purchased for longterm housing unless an active business was ran out of the house. Currently there is a side courtyard that could possibly be a driveway if the utility pole could be moved, but currently no pa
Step into a remarkable piece of Lexington's history with this exquisitely restored Federalist-style residence located in the Historic South Hill Neighborhood, part of the James Lemon Rowhouses, built in 1812 and proudly listed on the National Register of Historic Places. This home was originally owned by James Lemon, a native of Ireland, Revolutionary War veteran who was very entrepreneurial, he was a tailor, brick yard owner, and farmer who settled in Fayette County in the early 1800s. In 1825, Lemon hosted the famed Marquis de Lafayette in this very home during his celebrated visit to Lexington—forever tying this residence to the city's historic fabric. While deeply rooted in herita
Custom cabinetry • Quartz countertops • Primary suite
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Historic South Hill, KY Homes for Sale
Add your chapter to the story of this iconic c. 1805 log cabin, 220 years after its construction. Thought to be the oldest surviving log residence in Lexington still on its original site, this two-story, two-bay clapboard-wrapped home offers a blend of early Kentucky heritage and downtown convenience. In 1994, the Blue Grass Trust for Historic Preservation saved the structure from demolition, undertaking a careful restoration that preserved its integrity. Today, its rich character endures through hand-hewn logs, exposed beams, very old hardwoods, two brick fireplaces, and historic cabinetry including linen ''presses. '' An updated adjoining kitchen and bath retain traditional charm. Upstair
Own a piece of Lexington History-The Adam Rankin House Circa 1784. Rare opportunity to own what is believed to be Lexington's oldest houses. Rich in character and history this house offers timeless charm paired with modern conveniences. Inside a wide central hall separates a spacious kitchen with a fireplace on one side and a large living room with a fireplace on the other. Upstairs you will find three bedrooms-two featuring original fireplaces as well as a bathroom with an adjoining dressing room. Beautiful hardwood floors, original architectural details, and thoughtfully preserved historic features can be found throughout the house. Comfortably updated offering central heat and air, moder
The newest benchmark of luxury in Lexington, KY: The Vine. This brand-new, boutique collection of luxury residences is redefining, in a huge way, what it means to live in the heart of downtown Lexington. Premium craftsmanship with high-end finishes and effortless city living — all wrapped in an atmosphere of sophisticated elegance. As you enter the two-story lobby of The Vine, you are greeted with a sleek yet cozy lounge for working, relaxing or entertaining. Make your way to floor 7, where you'll find the only available unit at this time & the 2nd largest of the building: unit 705. A residence that's been curated, not just constructed, with expansive windows allowing natural li
Two-story lobby • Custom cabinetry • Expansive windows
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Historic South Hill, KY Homes for Sale
This rare one-bedroom loft offers the perfect blend of character and lifestyle with soaring ceilings, hardwood floors and an additional 200 additional sq ft for storage or flex space. The open-concept layout creates an airy, modern feel ideal for everyday living or a stylish urban retreat. Located adjacent to the University of Kentucky and within an easy walk to downtown Lexington, this spot puts you steps from restaurants, parks, nightlife, and campus amenities. New HVAC system, newer water heater, and all appliances convey making this unit move in ready! A parking permit in the adjacent lot is included—rare for this area. Whether you're looking for a convenient place to call home o
One bedroom loft • Newer water heater • Open concept layout
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Historic South Hill, KY Homes for Sale
HOLIDAY SEASON PRICE IMPROVEMENT — NOW OFFERED AT $349,000! This larger-than-average loft truly stands apart with its custom design and expanded square footage, offering a rare opportunity to own in one of Lexington's most sought-after urban locations. Just announced in December 2025, the Gatton Foundation made a historic $150 MILLION donation to the University of Kentucky, the largest in UK history, launching a brand-new Arts District complete with a Fine Arts building, theater, and public park. South Hill Station sits directly next to this future development, positioning this loft at the center of an exciting transformation see attached renderings for a glimpse of what's coming. I
$494,000 CHRISTMAS PRICE IMPROVEMENT A HOLIDAY GIFT YOU WON'T FIND UNDER THE TREE! Celebrate the season in the heart of downtown Lexington, where twinkling Christmas lights, the city tree, and winter festivities unfold right outside your window. Step out the front door to the ice-skating rink in Triangle Park, stroll to the Gatton Park Winter Wonderland, and soak in the magic of downtown living at its finest. Welcome to this top-floor, fully furnished luxury condo located inside the Hilton Hotel the only condo of its kind in downtown Lexington. Everything you see stays. Just bring your suitcase and start living the lifestyle. From your windows, enjoy sweeping views of Triangle Park and We
Open plan layout • Sweeping views • Soaring ceilings
ABOUT THIS HOME
Historic South Hill, KY Homes for Sale
A rooftop pool and stunning downtown Lexington views are just two favorite features of Centre City Condominiums. Add to that close proximity to LexLive and Rupp Arena, and you have a winning combination! A generous entry foyer leads to a great room and spacious kitchen with lots of cabinets and updated appliances. Two full bathrooms and in-unit laundry are perfect for hosting guests or even accommodating a roommate. The covered porch is a private oasis. Other than the pool, this community has a gym, community meeting room, a terrace, assigned parking, and eco-friendly geothermal heating and cooling. A $3,000 flooring allowance is provided. Condo sold as-is.
Welcome to this stunning high-end fully furnished luxury condo located in The Penthouses of City Center in the heart of downtown Lexington. This state of the art condo boasts of marble flooring throughout and breathtaking floor-to-ceiling glass windows that offer panoramic views of three different city skylines. Step outside onto one of the two balconies and experience the bustling energy of downtown Lexington. Inside, you'll find three spacious primary suites, each with its own luxurious en-suite bathroom. The residence also features multiple gathering and seating areas, perfect for entertaining guests or relaxing after a long day. This fully furnished condo has been meticulously designed