Set on the highest floor of the historic Classical High Condominiums, this distinctive townhouse-style PENTHOUSE offers city views, private outdoor space, and one of the rarest amenities in the building. The DEEDED INTERIOR GARAGE space-one of only 11 in the entire complex-provides true enclosed parking in the heart of downtown Springfield and is a major feature that separates this residence from most others in the building.The two-level layout offers flexibility that is difficult to find in condominium living. The main level includes an updated kitchen with granite counters and stainless appliances that opens to the living and dining area, creating a comfortable space for everyday living and entertaining. A bedroom, full bath, and in-unit laundry with a new washer and dryer are also located on this level. The main-level bedroom and bath offer valuable options for guests, a home office, or anyone who prefers the convenience of having essential living space without using the stairs.The upper level creates a private penthouse retreat with a spacious bedroom, full bath, large walk-in closet, and an additional sitting area. From here, step directly onto the private balcony and take in elevated views across the city from the building's highest residential level. Updated flooring, high-efficiency lighting, a replacement first-floor heat pump, and a ductless mini-split upstairs provide added comfort throughout. A separate storage space offers convenient room for seasonal belongings and extras.Originally built in 1899, Classical High combines the architectural character of a Springfield landmark with the convenience of modern downtown living. The Springfield Central Library and Springfield Museums are directly across the street, with the MassMutual Center, Symphony Hall, restaurants, entertainment, MGM Springfield, and highway access nearby. This is a rare opportunity to own a true highest-floor penthouse with a flexible two-level layout, private balcony, sweeping views, and deeded enclosed garage parking in one of downtown Springfield's most recognizable buildings.