Wooster Square, CT homes for sale & real estate

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ABOUT THIS HOME
Wooster Square, CT Homes for Sale
Attention Investors and Visionaries! The historic Samuel Wadsworth House offers a rare opportunity overlooking the beauty of Wooster Square Park. This residence is currently arranged as three units, with the main house spanning three generous floors of living space. Once configured as two separate apartments, the main house features expansive living, dining, and family rooms, along with multiple rooms on the upper floors. Behind the main house, you'll find two more residences: a charming studio on the lower level and a one-bedroom apartment above. Utilities for these three units are separate for both electric and gas, and the property currently has three separate heating and hot water syste

$949,000

6 beds4 baths4,458 sq ft

8 Academy St, New Haven, CT 06511

Three units • Charming studio • Hardwood floors

3D WALKTHROUGH

ABOUT THIS HOME
Wooster Square, CT Homes for Sale
Nestled in the Historic heart of New Haven's Wooster Square, this 1873 charmer is elegance & sophistication at it's best! Just feet away from the legendary Wooster Street, coined most recently as the "Pizza Capital of the America", this beautifully restored French Empire style brick mansion, once the home of Daniel Goffe Phipps, offers the perfect blend of old-world charm and modern luxury. This tri-level single-family residence features 6-7 spacious bedrooms, 4.5 bathrooms & soaring 11-foot ceilings that fill the home with light & warmth. But the aroma of world-famous pizza isn't the only thing to love here! Enjoy 3 off-street parking spots, a private garden, fl

$1,477,000

6 beds4.5 baths4,874 sq ft

614 Chapel St, New Haven, CT 06511

7,840 sq ft lot • 3 parking spots • Built 1873

ABOUT THIS HOME
Wooster Square, CT Homes for Sale
Lot for sale at 329 Saint Johns St offering approximately 1,742 sq ft of usable space. The lot is open, level, and easily accessible directly from the street. It currently accommodates multiple vehicles with a paved surface. The space sits between two established buildings and has clear visibility from the road. Suitable for private parking, tenant/employee parking, storage, or future redevelopment, subject to local zoning. Low-maintenance footprint in a convenient in-town location.

$175,000

— beds— baths— sq ft

329 Saint John St, New Haven, CT 06511

Paved surface • Tenant parking • Employee parking

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ABOUT THIS HOME
Wooster Square, CT Homes for Sale
This stunning, updated 2-bedroom corner unit in the downtown Center Court condos is not to be missed! Very well-maintained and updated, it features new luxury vinyl plank floors throughout and freshly painted. New bathroom, A/C units, refrigerator, dishwasher, granite countertops and blinds. High ceilings and large windows fill the unit with natural light. The HOA fee covers heat, hot water, water, and sewer. Center Court also offers amenities like an on-site laundry room, a gym, and secure access. Enjoy the convenience of walking to all that New Haven has to offer! Nearby parking lots provide parking options.

$289,900

2 beds1 bath646 sq ft

124 Court St #406, New Haven, CT 06511

$540 HOA • Built 1916 • Listed 65 days

Average home prices near Wooster Square, CT

Cities

Neighborhoods

The Hill homes for sale
$329,900
Fair Haven homes for sale
$346,200
Beaver Hills homes for sale
$389,000
Newhallville homes for sale
$329,950
Allingtown homes for sale
$395,000
Westville homes for sale
$468,000
Downtown New Haven homes for sale
$469,000
North New Haven homes for sale
$329,999
Dixwell homes for sale
$329,999
West New Haven homes for sale
$420,000

Wooster Square, CT real estate trends

All Home Types trends in Wooster Square, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$520,000

+31.6% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Wooster Square, CT

$520,000

+31.6%

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