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Wooster Square Homes for Sale

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  • /31

    $190,000

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    190 Wooster St Unit 16, New Haven, CT 06511

    Welcome to 190 Wooster Street, Unit 16 -a sunny and spacious 3-bedroom, 1.5-bathroom cooperative nestled in the heart of New Haven's historic Wooster Square neighborhood. This end-unit townhome offers privacy and charm, featuring a spacious living room with sliding doors that opens to a private, fenced back patio -perfect for relaxing or entertaining. The separate dining area flows seamlessly

    Jessica Hoover William Raveis Real Estate

    190 Wooster St Unit 16, New Haven, CT 06511
  • /40

    $949,000

    • 5 Beds
    • 4 Baths
    • 4,458 Sq Ft

    8 Academy St, New Haven, CT 06511

    Step into the charm of this historic gem nestled on Wooster Square Park, where your front-row view of the Cherry Blossoms awaits! This unique home offers ample opportunities for personalization and updates. The main house spans three spacious floors, boasting generously sized living, dining, and family rooms perfect for hosting and relaxing. With hardwood floors throughout and large windows,

    Cheryl Szczarba Seabury Hill REALTORS

    8 Academy St, New Haven, CT 06511
  • /19

    $475,000

    • 2 Beds
    • 2.5 Baths
    • 1,208 Sq Ft

    323 Greene St Unit 2, New Haven, CT 06511

    Perfect views of Wooster Square from this gracious, charming 2-bedroom condo in restored historic home. Light and airy with south and east exposures, tall ceilings, bay window, decorative fireplace, hardwood floors, wonderful kitchen and baths. Outstanding combination of historic charm and modern conveniences. Washer and dryer in unit. Off street parking and private storage. Great location close

    Betsy Grauer Betsy Grauer Realty, Inc

    323 Greene St Unit 2, New Haven, CT 06511
  • /40

    $644,900

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

    4 Jefferson St, New Haven, CT 06511

    Located on a quiet street overlooking Wooster Square's Lenzi Park, this well-maintained home is a rare find in a prime neighborhood. The backyard features a welcoming patio surrounded by perennial gardens, perfect for relaxing or entertaining. A detached one-car garage accompanies a large studio space, ready to be adapted into a workshop, artist studio, or home office with minimal effort. The

    Cheryl Szczarba Seabury Hill REALTORS

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

    $425,000

    • 2 Beds
    • 2 Baths
    • 947 Sq Ft

    12 Academy St Unit 3B, New Haven, CT 06511

    Meticulously maintained condo with 2 bedrooms & 2 full baths directly across from Wooster Square Park. Located in a historic home built 1810, this first floor condo combines old world charm with modern updates. There is a formal living with a decorative marble fireplace, original wood floors, wood trim and oversized windows. The spacious dining room has newer wood floors, and direct access to a

    Jack Hill Seabury Hill REALTORS

    12 Academy St Unit 3B, New Haven, CT 06511
  • /15

    $349,000

    • 2 Beds
    • 1.5 Baths
    • 1,026 Sq Ft

    120 Wooster St Unit H, New Haven, CT 06511

    Here is your chance to live on Wooster Street! Famous for its Pizza yet offers so much more. This townhouse style condo offers great city living while being in the desirable Wooster Square neighborhood. Close proximity to Yale University, Yale Hospitals, New Haven Train Station, Restaurants, Parks and much much more. The main level features an eat in kitchen, a generously sized living room with a

    Dean Lockery GRL & Realtors, LLC

    120 Wooster St Unit H, New Haven, CT 06511
  • /35

    $375,000

    • 1 Bed
    • 1 Bath
    • 1,115 Sq Ft

    817 Grand Ave Unit 202, New Haven, CT 06511

    Welcome to 817 Grand Ave #202, a stunning and expansive 1 bed, 1 bath industrial unit in the heart of New Haven. This beautifully updated condo boasts a spacious open floor plan, offering endless possibilities for customization and flexible living spaces. The modern kitchen is equipped with stainless steel appliances and seamlessly flows into the inviting living and dining areas with hardwood

    Kelly Hill-Mihalyak Coldwell Banker Realty

    817 Grand Ave Unit 202, New Haven, CT 06511

About 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 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. The neighborhood has two community gardens for those interested in gardening. While the local schools, Conte West Hills Magnet School and Metropolitan Business Academy, have average ratings, they offer unique educational models and specialized study paths. Wooster Square is conveniently located near Interstate 91, Interstate 95, and U.S. State Route 1, with CTtransit 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 very walkable and a biker's paradise with great 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 above 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 6 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 $395,000. If you put a 20% down payment of $79,000 and had a 30-year fixed mortgage with an interest rate of 6.81%, your estimated principal and interest payment would be $2,060 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $88K a year to afford the median home price in Wooster Square. 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 06488, 06606, 06460, 06516 and 06484.
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.
Are home prices dropping in Wooster Square?
Yes, home prices in Wooster Square are down 5% in the last 12 months.

Home Trends in Wooster Square, CT

Home Trends

Median Price (12 Mo)
$385,000
Median Townhouse Price
$276,500
Median 2 Bedroom Price
$425,000
Median 1 Bedroom Price
$314,375
Average Price Per Sq Ft
$351
Number of Homes for Sale
6
Last 12 months Home Sales
23
Months of Supply
3.10
Median List Price
$395,000
Median Discount From 1st List Price
-1%
Median Home Sale Price YoY Change
10%
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