The Residences at 66 High Street

66 High Street 56-57

Guilford, CT 06437

TOP OF THE WORLD. A beautiful 4000+ sf space interior designed by award winning David Scott Parker Architects, FAIA. David has designed high end residences and cultural institutions in Southampton, Rancho Sante Fe, Florida, Massachusetts & CA. The finishing touches have just been completed on what is arguably the most luxurious penthouse in the state of Connecticut. The apartment's views of the salt marsh & L.I. Sound from its high vantage point are mesmerizing. The attention to detail and the custom construction of this unique unit is extraordinary. The only apartment on the top floor of the Chittenden building, it's the last to be constructed at the prestigious Residences at 66 High Street. From the elevator a private foyer leads through a gallery into a great room large enough to make a grand piano feel comfortably at home. An office is separated from the great room with pocket doors. Adjacent is the dining room that easily seats ten with double doors leading to an enormous, high ceilinged screened porch with panoramic views. The family room with a gas lit fireplace has double doors leading to the porch and is adjacent to a truly incredible kitchen. In another wing is the gracious primary suite which also has a gas lit fireplace, a large double bathroom and unbelievable closet space. There are 2 guest rooms each with their own bath and an 18' x 18' room adjacent to the primary suite currently envisioned as an exercise room but could also be used for many other purposes. The Residences at 66 High Street is the recipient of numerous awards for the quality and detail used: Type 11 construction with non-combustible material using reinforced concrete and steel, insulation approaching R-30, cement board siding, high quality roofing and PVC trim for a long low maintenance life. Building amenities include a swimming pool and a gym. Guilford was settled in 1639 and admitted in the New Haven Colony in 1643. It boasts one of the largest and prettiest greens in the state. It is home to one of the best regarded arts and crafts festival in New England and close to the arts and culture offerings of Yale University and New Haven. It also enjoys excellent restaurants and shops a short walk from 66 High St. Guilford is equidistant between New York City and Boston (about 2 hour drive to each) and very near Tweed New Haven Airport. The Shoreline East railroad serves the entire shoreline from New Haven to New London providing connections with Acela and Metro North.

Listing courtesy of Margaret Muir of William Pitt Sotheby's Int'l Office Phone: (203) 245-6700 Broker Contact:



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Last checked: 2026-09-08 06:06 PM UTC.