Perched on a hill in a small association along the South Mill Pond, this spacious South End home just blocks to downtown Portsmouth and all 3 schools! Blending 18th-century charm with modern flair, this hip-roof Colonial offers historic character with contemporary conveniences. Designed for both entertaining and everyday living, the recently renovated kitchen features Caesarstone countertops, Thermador double wall ovens (one steam), a gas burner with hood, a stainless-steel farm sink, and two pantries. High ceilings, a bay window with a custom window seat, historic fireplaces with gas inserts, and abundant natural light enhance the formal living and dining rooms. Unwind in the air-conditioned family room, which opens to a charming brick patio and a secluded garden with a grape arbor, mature perennials, and a lush lawn, fully fenced in a dog friendly association -perfect for summer gatherings. A first-floor guest suite with an en-suite bath double as a home office. With finished and unfinished basement spaces, plus an attic, there is an abundance of storage, flex spaces and expansion potential. Deeded off-street parking for two-plus guests spots makes this free-standing condo feel like a single-family home. Enjoy summer meals on the spacious 2nd story deck just off the dining room with glimpses of the Piscataqua River at the end of the street.