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Wooster Square Homes for Sale

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  • /28

    $349,900

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    120 Wooster St Unit V, New Haven, CT 06511

    Welcome home to Wooster Square, a coveted neighborhood in New Haven. This stylish end-unit townhouse has been thoughtfully updated and is truly move-in ready. Flooded with natural light, the main level features a spacious living room flowing into a well-appointed eat-in kitchen complete with brand-new granite countertops, real wood cabinetry and updated appliances. Step out onto your private

    Adam Roy BHGRE Gaetano Marra Homes

    120 Wooster St Unit V, New Haven, CT 06511
  • /37

    $354,900 Open Sat 11AM - 1PM

    • 2 Beds
    • 1 Bath
    • 1,010 Sq Ft

    15 Hughes Place, New Haven, CT 06511

    Charming brick 2-bedroom, 1-bath end-unit townhouse-style condo in the heart of Wooster Square, available through the Yale Home Buyer's Program for qualified Yale employees. Set on picturesque, cherry-tree-lined Hughes Place, this 2024 beautifully remodeled home offers the perfect blend of character, comfort, and walk-to-everything convenience. Leave the car behind-stroll to Wooster Street

    Karin Stocknoff Century 21 AllPoints Realty

    15 Hughes Place, New Haven, CT 06511
  • /19

    $369,000

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft

    120 Wooster St Unit E, New Haven, CT 06511

    If you've ever dreamed of living in the heart of Wooster Square, this is your chance. Tucked inside Wooster Court Condominiums, a charming and intimate community of just 23 units, this townhouse-style home offers something rare - true neighborhood living in one of New Haven's most iconic locations. Step inside and you'll immediately feel how thoughtfully this home has been refreshed. Sunlight

    Gena Ruocco-Lockery GRL & Realtors, LLC

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

    $339,000

    • 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
  • /37

    $2,250,000

    • 18 Beds
    • 10 Baths
    • 8,071 Sq Ft

    334 Saint John St, New Haven, CT 06511

    Turnkey & fully occupied 6 unit investment property in the heart of the Wooster Square neighborhood steps to Downtown New Haven & Yale! The building offers the best of both worlds: its historic brick facade and original details complement its modern, sparkling interior. The building features fantastic apartment layouts, including two four-bedroom, two-bath townhouse units on the first floor and

    Jack Hill Seabury Hill REALTORS

    334 Saint John St, New Haven, CT 06511
  • /24

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,139 Sq Ft

    629 Chapel St Unit 2B, New Haven, CT 06511

    Modern, spacious, and distinctive in town condo with 2 bedrooms and 2 baths in Wooster Square. Primary bedroom suite features full bath with double sinks, walk in shower, and large walk in closet. South/west facing. Select white oak flooring, stainless steel appliances, full size laundry, and storage. Central air, gas warm air heat, and gas hot water heater. Elevator building. Parking is located

    Cheryl Szczarba Seabury Hill REALTORS

    629 Chapel St Unit 2B, New Haven, CT 06511
  • /38

    $575,000 Coming Soon

    • 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
  • /29

    $525,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 1,062 Sq Ft

    7 Wooster Place Unit 7, New Haven, CT 06511

    Set in the historic Russell Hotchkiss House, this wonderfully unique twobedroom, oneandahalfbath condo occupies half of a converted carriage house with view of the beautiful, cherryblossomlined 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

    Cheryl Szczarba Seabury Hill REALTORS

    7 Wooster Place Unit 7, New Haven, CT 06511
  • /39

    $759,900

    • 5 Beds
    • 2 Baths
    • 2,496 Sq Ft

    258 Saint John St, New Haven, CT 06511

    Classic charm meets modern updates in this timeless home in the heart of historic Wooster Square, featuring a welcoming columned entry with subtle Greek Revival-inspired details. The main level welcomes you with a beautifully designed blue family room with built-in bookshelves and a decorative fireplace, perfect for seasonal decor, flowing into the living room, followed by a well-sized bedroom,

    Cecilia Jaoude Pearce Real Estate

    258 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 $404,250. If you put a 20% down payment of $80,800 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $2,040 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $87K 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 06511, 06510, 06513, 06519 and 06512.
What are the most popular neighborhoods near Wooster Square, New Haven, CT?
The most popular neighborhoods near Wooster Square, New Haven, CT are Downtown New Haven, East Rock, Fair Haven, Dwight and The Hill.

Home Trends in Wooster Square, CT

Housing Trends

Median Sale Price
$408,250
Median Single Family Sale Price
$1,071,950
Median Townhouse Sale Price
$315,000
Median 2 Bedroom Sale Price
$416,000
Median 1 Bedroom Sale Price
$349,500
Average Price Per Sq Ft
$348
Number of Homes for Sale
8
Last 12 months Home Sales
24
Months of Supply
4.00
Median List Price
$404,250
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
10%
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