11

Wooster Square Homes for Sale

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  • /39

    $590,000

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 2,380 Sq Ft

    4 Jefferson St, New Haven, CT 06511

    Located in the heart of historic Wooster Square overlooking Lenzi Park, this two-family home blends charm, flexibility, and investment potential in one of New Haven's most desirable neighborhoods. Just minutes to Yale University, Yale New Haven Hospital, Downtown New Haven, Union Station, I-91, I-95, local restaurants, coffee shops, and Wooster Street's famous pizza scene. The owner's unit

    Agent Photo

    Heike Severine

    Coldwell Banker Realty

    (475) 253-3365

    4 Jefferson St, New Haven, CT 06511
  • /37

    $1,295,000

    • 5 Beds
    • 4 Baths
    • 4,048 Sq Ft

    562 Chapel St, New Haven, CT 06511

    This coveted iconic end unit Brownstone is part of the National Historic Places. The amazing location faces Wooster Square Park, has a side yard of Paul Russo park, water views of Long Island sound from the distinctive cupola, + easy access to Yale and the train station. The beautiful architectural details inside and out include the restored facade, renovated cornices + iron work. There are 11'

    Betsy Grauer Betsy Grauer Realty, Inc

    562 Chapel St, New Haven, CT 06511
  • /30

    $1,500,000

    • 8 Beds
    • 7 Baths
    • 7,014 Sq Ft

    171 Wooster St, New Haven, CT 06511

    Mixed Use Building in BA Zone, on FAMOUS - WOOSTER STREET, Once in a life-time opportunity. This building has been owned by one family for 35 years. Its for Sale. 3 residential units and one commercial unit. Total of 7,014 net square feet. Its amazing. The owners unit is approximately 3,000 square feet on ground floor, living room is a two storey height, 3 bedrooms en suite. Income per year is

    Susan Frew Betsy Grauer Realty, Inc

    171 Wooster St, New Haven, CT 06511
  • /40

    $699,900

    • 5 Beds
    • 3 Baths
    • 2,064 Sq Ft

    6 Jefferson St, New Haven, CT 06511

    Located in heart of beloved Historic Wooster Square; where timeless charm, vibrant city living, and smart investment potential beautifully align. This tastefully renovated two-family offers both lifestyle and opportunity. Set on a picturesque tree lined street just around the corner from WSQ Park, world-famous Wooster Street pizza, eateries & Farmer's Market, and just minutes to Yale University,

    Melanie Gunn Coldwell Banker Realty

    6 Jefferson St, New Haven, CT 06511
  • /39

    $360,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,026 Sq Ft

    120 Wooster St Unit L, New Haven, CT 06511

    Are you ready to live on the MOST famous street in New Haven? Welcome to 120 WOOSTER Unit L, in the heart of Little Italy! This little SLICE of New Haven overlooks Wooster Street and all it's charm and history. Less than a minute from your front door to the most award winning Apizza & restaurants in the nation, this updated townhouse style unit boasts newer appliances and cabinets, great natural

    Carissa Mastriano GRL & Realtors, LLC

    120 Wooster St Unit L, New Haven, CT 06511
  • /25

    $325,000

    $14K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,115 Sq Ft

    817 Grand Ave Unit 202, New Haven, CT 06511

    Sophisticated New York-style loft offering 1,115 SQ FT of living space with 1 bedroom & 1 bath in a chic complex just steps from Wooster Square Park, Downtown NH & Yale. The open-concept floor plan has HW floors throughout and is perfect for entertaining. The generous flex living & dining area features an expansive window that overwhelms the room with natural light. The sleek, contemporary

    Jack Hill Seabury Hill REALTORS

    817 Grand Ave Unit 202, New Haven, CT 06511
  • /28

    $328,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 743 Sq Ft

    85 Olive St Unit T, New Haven, CT 06511

    Adorable ranch-style condo set within a charming historic building in the heart of the Wooster Square neighborhood. A large entry foyer opens seamlessly into a spacious living room featuring a decorative fireplace and ample space for a dining table, creating an inviting setting for everyday living and entertaining. The kitchen blends character and function with retro GE appliances, butcher block

    Beth Cantor Coldwell Banker Realty

    85 Olive St Unit T, New Haven, CT 06511
  • /37

    $525,000

    $50K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,425 Sq Ft

    42 Academy St Unit 6, New Haven, CT 06511

    Welcome to the historic Wooster Square neighborhood and an opportunity to live on Wooster Square Park. Bright and sunny, this spectacular 2 BR, 2.5 bath unit has southern and western exposures, sunshine and charm abounds. The main level has oversized windows, a double height ceiling, exposed brick walls and skylights. There is a kitchen with excellent work and storage space, granite countertops,

    Anne Marseille Betsy Grauer Realty, Inc

    42 Academy St Unit 6, New Haven, CT 06511
  • /30

    $499,000

    $26K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,062 Sq Ft

    7 Wooster Place Unit 7, New Haven, CT 06511

    Set in the historic Russell Hotchkiss House, this wonderfully unique two bedroom,1 1/2 bath condo occupies half of a converted carriage house with view of the beautiful, cherry blossom lined Wooster Square Park. The main level offers an open living and dining area with hardwood floors and access to a large deck that can also be reached from the updated kitchen. An updated half bath completes the

    Cheryl Szczarba Seabury Hill REALTORS

    7 Wooster Place Unit 7, New Haven, CT 06511
  • /16

    $2,050,000

    • 13 Beds
    • 9 Baths
    • 6,852 Sq Ft

    66 William St, New Haven, CT 06511

    Fully stabilized Investment Property's. Multifamily Properties (9 units total and 6 garages) plenty of off street parking. 66 William is a 6 Family & 70 William is a 3 family. This property has been professionally managed and well taken care of. 7 out of the 9 units have been renovated in the past couple years. 8 of the 9 have washer and dryer in unit, and coin op in the basement. 2 of the units

    James Huffman Farnam Realty Group

    66 William St, New Haven, CT 06511
  • /38

    $899,900

    • 4 Beds
    • 3 Baths
    • 2,338 Sq Ft

    216 Saint John St, New Haven, CT 06511

    Wooster Square Showpiece - Fully Renovated Inside & Out Welcome to 216 Saint John Street, a completely restored antique Colonial set on a prime corner lot in the heart of Wooster Square. This true top-to-bottom renovation blends historic charm with modern luxury, offering four bedrooms, three full bathrooms, three fireplaces, and wide plank flooring throughout. No detail was overlooked -

    Tyler DeVecchis Century 21 AllPoints Realty

    216 Saint John St, New Haven, CT 06511

Why Live in Wooster Square

Wooster Square in New Haven is a historic neighborhood established in 1820, known for its walkability and vibrant community. The area features a mix of architectural styles, including Colonial, Italianate, and Victorian-style multi-family homes, alongside modern condos and century-old brick churches. The neighborhood's centerpiece is Wooster Square Park, a popular gathering spot that hosts the annual Cherry Blossom Festival. Nearby, Wooster Memorial Park offers a shaded playground, bocci court and memorials, while Jocelyn Square Park provides a large field, playground, basketball court and summer splash pad. Wooster Square is renowned for its pizza, with local favorites like Sally's Apizza, Frank Pepe Pizzeria Napolentana and Zeneli's Pizza. Residents also enjoy fresh produce from The Meat King by C-Town, the Winter Market, and the Wooster Square Farmers Market, which operates year-round. Local schools include Conte West Hills Magnet School and Metropolitan Business Academy. Wooster Square is near Interstate 91, Interstate 95, and U.S. State Route 1, with CT Transit bus stops along Grand Avenue and Chapel Street. The State Street train station, less than a mile away, provides CTrail and Amtrak services, and Tweed New Haven Airport is just 3.5 miles away.

Frequently Asked Questions

Is Wooster Square a good place to live?
Wooster Square is a good place to live. Wooster Square is considered fairly walkable and very bikeable with excellent transit options. Wooster Square has 6 parks for recreational activities. It is somewhat dense in population with 7.2 people per acre and a median age of 36. The average household income is $98,754 which is below the national average. College graduates make up 72.6% of residents. A majority of residents in Wooster Square are renters, with 80.4% of residents renting and 19.6% of residents owning their home. A local real estate agent serving Wooster Square can help you decide if this neighborhood is the right one for you. Learn more on our Wooster Square neighborhood guide.
Is Wooster Square, CT a safe neighborhood?
Wooster Square, CT is less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.
How much do you need to make to afford a house in Wooster Square?
The median home price in Wooster Square is $409,250. If you put a 20% down payment of $81,800 and had a 30-year fixed mortgage with an interest rate of 6.51%, your estimated principal and interest payment would be $2,070 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $89K a year to afford the median home price in Wooster Square. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Wooster Square is $99K.
What are the best public schools in Wooster Square?
The best public schools that serve Wooster Square are:
What are the best private schools in Wooster Square?
The best private schools that serve Wooster Square are:
  • St. Thomas's Day School has an A+ Niche grade, a student teacher ratio of 5:1 and an average review score of 5.0.
  • Cold Spring School has an A+ Niche grade, a student teacher ratio of 6:1 and an average review score of 5.0.
  • The Foote School has an A Niche grade, a student teacher ratio of 8:1 and an average review score of 4.2.
What are the most popular zip codes in Wooster Square, New Haven, CT?
The most popular zip codes in Wooster Square, New Haven, CT include 06510, 06511, 06460, 06519 and 06513.
What are the most popular neighborhoods near Wooster Square, New Haven, CT?
The most popular neighborhoods near Wooster Square, New Haven, CT are Wooster Square, Dwight, East Rock, The Hill and Fair Haven.

Home Trends in Wooster Square, CT

Housing Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$899,900
Median Townhouse Sale Price
$335,000
Median 2 Bedroom Sale Price
$415,500
Median 1 Bedroom Sale Price
$326,500
Average Price Per Sq Ft
$347
Number of Homes for Sale
7
Last 12 months Home Sales
23
Months of Supply
3.70
Median List Price
$409,250
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
11%
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