Rare opportunity to own one of the few oversized lots in historic West End, Cambridge. Built in 1918, 207 Oakley is situated 1.5 blocks from the Choptank River and is an easy walk to the restaurants, shops and galleries downtown. A generous foyer greets guests with a stunning original staircase, wood floors and pocket doors. A sunroom wraps the main floor and allows light to flood into the attached dining and living spaces. A kitchen and a full bath sit at the back of the home, both recently updated with heated tile floors and new appliances. Glass doors lead from the kitchen to a grand screened-in porch, making entertaining a breeze. Three bedrooms and a full bath are found on the second floor, along with a large walk-in closet that can also function as a private work-from-home space. Two additional bedrooms are joined by a sitting room or rec area on the third floor. The property has a natural clamshell driveway that easily fits four cars, and the unusually deep back yard is fully fenced. A lovely in-ground pool completes the property and is protected by a 4’ safety fence. The thoughtfully designed landscaping has been meticulously maintained and offers full privacy in summer months when in full bloom. The house has delivered significant vacation rental income in recent years and is perfectly situated in between the Ironman start and finish lines.