Welcome to 187 Jesselin Drive, a character-filled Lexington home and its first time on the market since the mid-1960s! Step into mid-century elegance with this classic cape cod- 4 bedroom, 2.5-bath home, built by renowned Lexington builder JW Davis. Just minutes from the UK Arboretum, Kroger Field, Southland and Zandale shopping centers, this all-brick home is a rare opportunity to own a true piece of local architectural heritage - the kind of solid, enduring construction that simply cannot be replicated today. As you approach the property you notice the 3 level tiered front yard lined with stone retaining walls and mature landscaping, setting the 2200 sq ft home above grade. A lengthy front porch welcomes you in. The first floor boasts a large living room and den/dining area bookended by 2 separate bedroom suites and offering mixed generational living. A side porch with separate entrance underscores this feature. The kitchen has abundant cabinet space and flows openly into the den, creating an easy connected space for everyday living and entertaining alike. First floor may have some hidden treasure with hardwoods under some of the carpet. Main floor laundry room! The upstairs has 2 bedrooms and a half bath, featuring pine hardwood floors and built-in deep cedar drawers and closet. Attic space is tucked in neatly. The unfinished basement offers a blank canvas-ready to become a rec room, living space with a bar or additional storage, whatever suits your next chapter. Outside, there is a private,flat backyard and a 2-car detached garage that complete the property. Glendover Elementary School and Redwood Cooperative School are both an easy walk. Truly, a most ideal location in Lexington. This beauty needs some TLC and is ready for your creative touch. Call today to schedule your private showing!