Applies to StrollPlace Portal on this browser. You can change these choices at any time.

Essential storage

Always on

Required for security, signing in, and remembering your preferences.

StrollPlaceStrollPlaceStrollPlace

Choose a city

Explore local guides, tools, and professionals.

Explore cities

Loading city suggestions…

Looking for somewhere else? Search by city or state code.

Neighborhood in New Haven · South Central Connecticut Planning Region

Wooster Square

Wooster Square combines nineteenth-century houses around the park with converted and newer apartments along Olive and Union streets.

Plan my move

Photo 1 of 1

Paths and trees in Wooster Square Park in New Haven, Connecticut.

Historic homes, varied rental layouts and Saturday groceries

About Wooster Square

Wooster Square combines nineteenth-century houses around the park with converted and newer apartments along Olive and Union streets. Saturday groceries at 511 Chapel Street, neighborhood parks and State Street rail access are part of everyday life here.

Older homes around the square

Wooster Square’s residential core sits east of downtown New Haven, around Wooster Square Park and its adjoining streets. The Preservation Trust documents Greek Revival houses, Italianate brownstone rows and later Victorian homes, with much of the historic development dating from 1830–1870.

Part of the neighborhood is a locally designated historic district, where exterior architectural changes go through Historic District Commission review. City staff at hdc@newhavenct.gov can confirm whether a property is covered and advise on the Certificate of Appropriateness application.

Converted apartments and shared-living layouts

Strouse Adler, at 78 Olive Street, is a former garment factory converted into apartments. The operator lists one-, two- and three-bedroom layouts, laundry on each floor and off-street parking for an additional fee.

Olive & Wooster, at 87 Union Street, advertises studios through four-bedroom homes, including townhomes, with in-unit laundry. Its separate co-living layouts provide a private bedroom within a shared apartment. The operator currently advertises a fall 2027 waitlist for co-living; its leasing team handles current room availability and move-in dates.

Saturday groceries at 511 Chapel Street

CitySeed’s 2026 Wooster Square Farmers Market is at 511 Chapel Street, identified in its event listing as the Conte/West Hills School parking lot. The outdoor season runs Saturdays, April 4–November 21, from 9 a.m. to 1 p.m., with Connecticut-grown produce and other food from participating vendors.

For the end of 2026, indoor sessions run on Saturdays, December 5–19, from 10 a.m. to 1 p.m. The market is closed November 28 and December 26.

The square, dog park and playground

Wooster Square Park is the neighborhood’s central green space. Union Street Dog Park is a separate destination on Union Street between Chapel and Fair streets, while Wooster Memorial Playground is at Wooster and Warren streets.

State Street Station for downtown rail access

State Street Station is at 259 State Street, on the downtown side of the neighborhood. It has ticket machines, bike racks and elevators; CTrail links live elevator status from the station page. Rail parking is in the separate State Street Garage at 270 State Street.

Hartford Line trains serve State Street and Union Station. Union Station is the main connection point for Metro-North, Amtrak and Shore Line East services, so the two stations serve different roles in a longer journey.

Neighborhoods and districts near Wooster Square

The closest neighborhoods and districts in New Haven, measured center to center.

All New Haven neighborhoods and districts

Schools near Wooster Square

The 6 closest schools within 5 miles, including any outside the city. Being nearby does not mean a home is zoned for a school: confirm attendance zones with the school or district.

All schools in New Haven

Distances are approximate. They are straight lines from the centre of Wooster Square, not travel distances, and a home at the edge of the area can be noticeably closer to or farther from a school.

Sources & data notesReferences, reporting periods, and how to use this information

Information on this page is compiled from multiple sources and provided for general information. It may be incomplete or out of date, and we do not guarantee its accuracy, completeness, or timeliness. Independently verify important details with the original source, relevant authority, or a qualified professional before making decisions.

Statistics keep their reporting periods. Survey estimates are not current asking prices or quotes for an individual property. Displayed values are rounded.

  • Wooster Square housing and history
    New Haven Preservation Trust: Wooster Square housing and historySource checked The historic residential core developed mainly from 1830 to 1870, with several house styles and brownstone rows. The local historic district and National Register listing have separate designations.
  • local historic districts
    New Haven Preservation Trust: local historic districtsSource checked The local commission reviews applications for exterior architectural changes within designated local districts. This local designation differs from a State or National Register listing.
  • historic-district applications
    City of New Haven: historic-district applicationsSource checked City provides the Certificate of Appropriateness application and directs project questions to hdc@newhavenct.gov. Staff handle property-coverage questions.
  • Strouse Adler
    PMC Property Group: Strouse AdlerSource checked Managed conversion at 78 Olive Street lists one- to three-bedroom layouts, on-floor laundry and off-street parking for a fee. Current availability and lease details come from the operator.
  • apartment layouts
    Olive & Wooster: apartment layoutsSource checked Operator at 87 Union Street advertises studios through four-bedroom apartments, townhomes and in-unit laundry. The operator handles current rates, concessions and availability.
  • co-living layouts
    Olive & Wooster: co-living layoutsSource checked Co-living is a private bedroom within a shared apartment. The current page advertises a fall 2027 waitlist; readers need the operator’s current terms and availability.
  • 2026 Wooster Square market schedule
    CitySeed: 2026 Wooster Square market scheduleSource checked Saturday market at 511 Chapel Street: outdoors April 4–November 21, 9 a.m.–1 p.m.; indoors January 3–March 28 and December 5–19, 10 a.m.–1 p.m. Closed November 28 and December 26.
  • 2026 market event and venue
    CitySeed: 2026 market event and venueSource checked CitySeed’s dated 2026 event listing identifies the Conte/West Hills School parking lot at 511 Chapel Street.
  • neighborhood parks
    Historic Wooster Square Association: neighborhood parksSource checked Association identifies Wooster Square Park, Union Street Dog Park between Chapel and Fair streets, and Wooster Memorial Playground at Wooster and Warren streets.
  • State Street Station
    CTrail Hartford Line: State Street StationSource checked Station at 259 State Street lists bike racks, elevators, ticket machines and a separate elevator-status link. State Street Garage is at 270 State Street.
  • New Haven station choices
    CTrail Hartford Line: New Haven station choicesSource checked State Street serves downtown destinations. Union Station is the transfer point for connecting Metro-North, Amtrak and Shore Line East services; individual train stopping patterns still depend on the timetable.

Photo credits

  • Paths and trees in Wooster Square Park in New Haven, Connecticut.