North Upper Street, KY homes for sale & real estate

North Upper Street, KY Homes for Sale

Easy living in the heart of downtown Lexington! This beautifully maintained 3-level townhome is located in the gated community of Townhouses at Jefferson Street, offering unmatched convenience with restaurants, distilleries, entertainment venues, and Rupp Arena all within walking distance. A gated front garden that leads to the entry level with a welcoming foyer, private ensuite bedroom perfect for guests, custom built-ins, hardwood floors, and direct access to the spacious 2-car garage. Travel upstairs to the main level with an impressive open-concept living space featuring a kitchen with quartz countertops, oversized island with seating, serving bar with handsome cabinetry & beverag

North Upper Street, KY Homes for Sale

Don't miss this duplex in the heart of downtown! Lovingly restored in 2019 this duplex has old world charm mixed with modern amenities. The units both have great kitchens with updated cabinetry and appliances. The living areas are spacious and airy. Each units has two bedrooms and an updated bath and they each have a washer and dryer. During the past renovation plumbing, electric as well as the roof, gutters and windows were addressed leaving the new owner with a turn key property. Perfect for investors or owner occupancy, don't miss your chance to see this one!

North Upper Street, KY Homes for Sale

Investor Alert! This updated 3-bedroom, 2-bath property offers immediate cash flow and long-term upside near downtown Lexington. Currently leased at $1,200/month with room for rent growth, this home features recent renovations and a tenant already in place—making it a smooth, turnkey addition to your rental portfolio. Prime location and solid updates make this one a smart pick. Package Option: Available individually or as part of a portfolio with 346 2nd Avenue and 425 Chestnut in Lexington.

North Upper Street, KY Homes for Sale

Fully remodeled and move-in ready! This spacious home features fresh paint, new flooring, granite countertops, and 4 full bathrooms, a rare find. With 3 bedrooms plus a bonus room, there's plenty of flexible space. Enjoy peace of mind with a new HVAC and water heater. The privacy fenced yard sits on a double lot, offering extra parking and outdoor space. A detached garage with workshop or storage area adds even more value. Just minutes from downtown and the Legacy Trail!. Fully remodeled and move-in ready! This spacious home features fresh paint, new flooring, granite countertops, and 4 full bathrooms a rare find. With 4 bedrooms, there's plenty of flexible space. Enjoy peace of mind with a

North Upper Street, KY Homes for Sale

Discover modern urban living in downtown Lexington with this top floor, fully furnished condo inside the Hilton hotel. Everything you see remains—simply move in and enjoy the lifestyle. From your window you'll enjoy sweeping views of Triangle Park, West Main Street, and best seat in the city for the 4th of July fireworks. Inside, a beautifully updated (New Master Bathroom/Walk-in Shower, 3 new back flow commercial grade toilets, interior window seals replaced, all trim paint updated). Open plan layout showcases soaring ceilings, elegant finishes, automated remote blinds and custom drapery by My Favorite Things. This residence adapts to your lifestyle—whether you're seeking a wee