Vintage homes for sale & real estate in Jessamine County, KY

Vintage Home for sale in Jessamine County, KY:

The care and love that was poured into this mid-century Southland home is evident from the moment you arrive, and the timeless charm shines through as well. 4br and 1 bath on over a 1/4 acre, huge detached garage and an amazing covered rear deck. Updates since purchase include Kitchen, Appliances, Bath, HVAC, WH, Electric Panel, Roof and more. Come take a look fall in love.

Vintage Home for sale in Jessamine County, KY:

Classic Chevy Chase Brick Ranch With Timeless Character. Timeless brick ranch in the heart of Chevy Chase, ideally positioned at Romany and Hart Roads with a refined blend of classic character and everyday comfort. This thoughtfully appointed 2- bedroom, 1.5 bath residence offers a graceful floor plan, flexible living with a Murphy bed, and distinctive architectural details including a living room inglenook, built-in glass door hutch, classic telephone shelves, and beautifully placed windows. Designed for relaxed indoor-outdoor living, the home features a welcoming front porch, fenced backyard with rear patio, shaded deck off the glass sitting room, and a rear 2 car garage with electric doo

Vintage Home for sale in Jessamine County, KY:

Charming 3-bedroom, 3-bath home offering plenty of space and potential, with a partial basement, two fireplaces, deck, patio, and detached 2-car garage. This property has excellent bones and a solid foundation for your vision, with spacious living areas and desirable features ready to be refreshed and personalized. Being sold as-is, with inspections welcome, an excellent opportunity to create a home tailored to your style and needs.

Vintage Home for sale in Jessamine County, KY:

This spacious 4-bedroom, 2-bath ranch is a fantastic opportunity for investors, the property is Zoned for a multi-family, R2. Or first-time home buyers ready to make it their own. The functional layout offers two separate den areas, ceiling fans throughout, and a fully equipped kitchen with included appliances. Brand new air unit installed, updated electric panel, renovated three years ago. Outside, you'll find a large, partially fenced yard and a detached carport for added convenience and storage. The home shows typical wear from previous tenants but is priced to allow for cosmetic updates and instant equity potential. A solid value in a super convenient location. Don't miss it!

Vintage Home for sale in Jessamine County, KY:

211 McDowell Road is classic Ashland Park - an inviting 1920s Craftsman with the character and gracious proportions that make this neighborhood so special. Restored by Andover Construction prior to the current owners' purchase and gently lived in as a 2nd residence since, the home features the original staircase and beautiful hardwood floors, multiple fireplaces, generous living and dining spaces, four bedrooms and a third-floor bonus room. The covered front porch feels right at home on McDowell Road, while the newly redone Trex deck extends the living space to the fenced backyard, along with a detached two-car garage. Other recent improvements include a tankless water heater, sump pump, ir

Vintage Home for sale in Jessamine County, KY:

Welcome home to this charming 4-bedroom, 1.5-bath home offering an inviting combination of comfort, character, and modern updates. Step inside to a cozy living room featuring a fireplace, creating a warm and welcoming space to relax or gather with family and friends. The updated kitchen features new appliances and a fresh, functional feel, while new paint and updated fixtures throughout the home give the interior a clean, refreshed look. With four bedrooms, there is plenty of flexibility for sleeping space, a home office, guest room, or hobby area. Outside, you'll love the large covered patio, perfect for outdoor dining, entertaining, or relaxing throughout the seasons. The spacious backyar