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$1,999,000
4 Beds 5 Baths 24181566 MLS
A rare opportunity to own one of New Haven's most distinguished mid-19th century landmarks. Believed to have been designed by renowned architect Henry Austin for prominent New Haven physician Dr. William DeForest in 1858, this stately Greek Revival brick residence occupies a prominent site in the southern section of the coveted East Rock neighborhood. Meticulously restored by the current owner, The Winchester House LLC, the property showcases exceptional craftsmanship and an extraordinary collection of original architectural details. Soaring 11-foot ceilings, original plaster crown moldings, impeccable millwork, elegant arched openings, and graceful bay windows reflect the grandeur of the period. The remarkable grand staircase, relocated from the historic Eli Whitney House on Hartford Turnpike in Hamden, serves as a dramatic architectural centerpiece. Historically, the exterior was finished in scored stucco designed to resemble finely cut ashlar stone, a distinctive detail that speaks to the sophistication of the original design. Currently configured as an elegant law office, the property could be readily returned to a magnificent single-family residence while also offering exceptional potential for professional offices, institutional use, or a live/work environment, subject to applicable zoning requirements. The impressive formal entry foyer opens to a gracious reception hall centered around an intricate period fireplace.

445 Orange St, New Haven

$2,100,000
24175040 MLS
This spectacular building is currently an office owned & occupied by a prominent law firm since 1971. 475 Whitney Avenue presents a rare opportunity to restore & reposition one of New Haven's most architecturally significant properties into a signature residential asset. Originally constructed as a grand private residence in 1896, the building is ideally suited for conversion back to a luxury single-family estate or redevelopment from the current office configuration as a boutique multi-family or condominium offering. The structure's scale, craftsmanship & layout-featuring expansive rooms, high ceilings & formal entertaining spaces lend themselves naturally to residential reuse. The architectural details including the yellow venetian brick & copper gutters & flashing make this prohibitively expensive to replicate today. In addition to the main residence the property includes a detached rear structure (originally a garage, later converted to conference space) that could possibly be repositioned into 1 or 2 additional residential units, guest accommodations or accessory dwelling space creating meaningful added value & flexibility. The current site configuration includes a large, paved parking area which offers a unique opportunity to reclaim a portion of the grounds for landscaped lawns, private outdoor space & a formal residential driveway restoring the property's original estate-like setting while maintaining functional access.

475 Whitney Ave, New Haven

$575,000
3 Beds 2 Baths 24154248 MLS
This well-maintained East Rock house is on a quiet one-way street. It is currently a two family house, but it can be nicely set up as a single family home. There is a now a duplex apartment which is on the garden level and first floor of the house. A good-sized living room leads to a large eat-in kitchen, which has excellent work and storage space and access to the lovely private feeling yard. The upper level has two bedrooms and a full bath. The top floor apartment offers 3 rooms with an open kitchen which leads to the living room plus a generous size bedroom. As a single family, this top floor could be used as 2 bedrooms and a study, which would give the house a total of 4 bedrooms and a study. This level has a deck and stairs that lead to the back garden. There are separate utilities, a new roof and vinyl siding, replacement windows, washers, dryers, and dishwashers in both units. This house is immediately next to a gem of a small neighborhood park, which feels like a secret garden and allows the house to feel like a quiet oasis. There is off-street parking and easy access to markets, cafes, restaurants. The property is part of the Yale HomeBuyer program.

75 Nash St, New Haven

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