is significant as a well-preserved middle and upper-class residential neighborhood which reflects the process of suburbanization in New Haven during the late 19th and early 20th centuries...and which has retained its integrity with few intrusions or alterations.... The houses in the district embody the distinctive characteristics of several periods and types of domestic architecture, including locally outstanding examples of Queen Anne, Shingle, Colonial Revival, Tudor Revival, and other styles....
The district includes 749 "major" buildings: mostly houses but also schools, small commercial buildings, and a firehouse. Including smaller outbuildings such as garages and carriage houses, there were a total of 1,113 buildings in 1989. Besides the 1,084 contributing buildings, the district then included 29 non-contributing buildings. Since that time, some of the contributing buildings have been demolished, such as some garages behind houses, but the character of the district is generally preserved.
Residential structures
Large mansions are primarily along Whitney Avenue and Livingston Street. Significant Queen Anne style houses include the William Allen House, at 357 Whitney Avenue, a principal example among a row of Queen Anne houses. Significant Shingle style houses include:
519 Whitney Avenue, at the corner of Canner Street
Dr. Henry Hessler House, 1930, designed by J. Frederick Kelly, at 370 Livingston
Ray Reigeluth House, at 340 Livingston Street, from 1928–29, which represents an "apogee" of revival, being an exact copy of the Julius Deming House on North Street in the Litchfield Historic District in Litchfield, Connecticut, designed by architect Dwight Smith
Louis Ullman House, 1916, at 294 Livingston
There are significant Tudor Revival houses including, for example, the Dr. Edwin Butler House, at 640 Whitney Avenue, from 1913. Other assorted styles are represented, including, notably, the Colin Ingersoll House at 475 Whitney Avenue, a spectacular Chateauesque style building designed by architect Joseph Northrup There are apartment buildings mixed into the housing stock, particularly of U-shaped forms and particularly along Whitney Avenue. Examples appear in photos 16 and 29 of accompanying photo collection.
Institutional buildings
Institutional purposes are now served by many of the buildings built originally as mansions along Whitney Avenue. At the time of the National Register listing, there were ten churches in the district, four of which were deemed to contributing properties. There are also several schools and a fire station. Institutional structures, specifically built as such, include:
First Unitarian/Universalist Society, c. 1910, at 608 Whitney Avenue
Worthington Hooker School, Beaux Arts style, 1900, brick and terra cotta,
Whitney Station, of the New Haven Fire Department, an International style building at 348 Whitney Avenue
Troop A Armory, at 869 Orange Street, in Late Gothic Revival style from 1906
Commercial buildings
Per the NRHP nomination, small commercial buildings or "houses which have been fitted with storefronts", primarily at corners or along Orange Avenue are included in, and serve, the district. An unusual example is the Hall-Benedict Drug Company Building, a building on Orange Street, which is separately listed on the National Register.
Summary
Per the NRHP nomination,
In summary, the district is distinguished by its exceptional number of architecturally significant houses; the wide, shady, tree-lined streets which provide an appropriate setting for those houses; and by the high proportion of buildings which have retained their integrity of materials and design. Together these attributes create the sense of historic and architectural cohesiveness which makes this area a distinctive cultural resource.
Relationship to neighborhoods
The historic district primarily in the East Rock neighborhood but also extending into the Prospect Hill neighborhood of the city of New Haven, Connecticut. The row of properties on the west side of Whitney Avenue is officially in the Prospect Hill neighborhood planning area.
