445 Orange Street, New Haven, CT 06511 (MLS # 24181566)

Price $1,999,000
Status Active
Beds 4
Baths 3 Baths
Home size 4,016 sqft
Lot Size 9,584 sqft
Days on Market 12
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.
Property Type(s): Single Family
Last Updated 6/14/2026 Year Built 1858
County New Haven

SCHOOLS

Elementary School Per Board of Ed
High School Per Board of Ed

Additional Details

AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Microwave, Oven, Range, Range Hood, Refrigerator
BASEMENT Finished, Full, Yes
CONSTRUCTION Brick
FIREPLACE Yes
HEAT Forced Air, Natural Gas
LOT 9583 sq ft
LOT DESCRIPTION Level
PARKING Paved
SEWER Public Sewer
STYLE Colonial, Other
TAXES 19863
WATER Public
ZONING RM2

Location

 

Contact us about this Property

 / 
We respect your online privacy and will never spam you. By submitting this form with your telephone number you are consenting for Scott Bayne to contact you even if your name is on a Federal or State "Do not call List".
Listing courtesy of Pearce Real Estate
Copyright Smart MLS. All rights reserved. Information is deemed reliable but not guaranteed to be accurate.

This IDX solution is (c) Diverse Solutions 2026.

Email a Friend