Classic charm meets modern updates in this timeless home in the heart of historic Wooster Square, featuring a welcoming columned entry with subtle Greek Revival-inspired details. The main level welcomes you with a beautifully designed blue family room with built-in bookshelves and a decorative fireplace, perfect for seasonal decor, flowing into the living room, followed by a well-sized bedroom, an ample kitchen with plenty of storage, a full bathroom with shower, and door to the basement and side entrance. The kitchen opens up to a dining room flooded with natural light overlooking the garden. Upstairs, you'll find two more bedrooms and a generous master with a clawfoot tub full bath. Connected to the master is a large Trex deck featuring views of the city. A cozy seating area with a second decorative fireplace, a dedicated laundry room, and walk-up attic access with additional storage complete the second floor. Beautiful, well-preserved hardwood floors run throughout the home. Enjoy the outdoors with a well-sized yard, a spacious storage shed, and off-street parking for up to two cars (tandem). Major updates include a newer roof, two newer gas furnaces, a water heater, a central air system with two condensers, and added insulation, all within the last 2-3 years. This home is just minutes from Yale University, downtown, parks, Farmer's Market on Sat. and a wide variety of renowned restaurants. Home is eligible for the Yale Homebuyer Program (according to the Yale website).