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Wooster Square

A chic community filled with culture and great food

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Welcome to Wooster Square

 
Located at the center of New Haven, the Wooster Square neighborhood exudes luxury, culture, and fun. With its charming streets lined with historic buildings, an exciting cultural scene, and world-famous pizza, it is no wonder that this neighborhood (also known as Little Italy) is a coveted destination for those seeking the ultimate living experience in New Haven.

Wooster Square boasts stunning brownstones, brick townhouses, and historical buildings that testify to the area's rich cultural heritage. From the iconic Wooster Street to the gorgeous Wooster Square Park, lined with cherry blossoms in the spring, this neighborhood is filled with architectural gems, treasured parks, pizza, and pastries that are destination spots for those passing through the Elm City.

Locals adore this neighborhood for its unique blend of history, culture, and luxury. Wooster Square offers a sophisticated lifestyle that is second to none, with its intimate local scene and proximity to Downtown New Haven, Yale University, and train stations that travel locally to nearby shoreline towns or into Boston or NYC in just a couple of hours. 
 

What to Love

 
  • Historic Wooster Square neighborhood and Little Italy
  • World-class cultural institutions and a thriving arts scene
  • A chic coastal community 

Local Lifestyle

 
Wooster Square offers its residents an enviable lifestyle. This friendly community has numerous cultural institutions, trendy cafes, and the world’s most sought-after pizzerias and pastry shops! In this walkable neighborhood, neighbors often relax at local cafes, enjoying quality time with family and friends and sharing ‘Apizza’. Wooster Square highlights the best of city living. With its magnificent architectural structures, dynamic cultural environment, and laid back atmosphere, it is not difficult to understand why residents choose this gem of a community. 
 

Dining, Entertainment & Shopping

 
The dining scene in Wooster Square is a true feast for the senses, and its Italian heritage has fostered many delicious restaurants locally. Adriana's menu features classic Italian cuisine served in a cozy and intimate atmosphere. For an evening out with friends, look no further than Pasta Eataliana Trattoria Napoletana, where the only thing better than the service is the food.

Among the first pizza joints in the United States, Wooster Square boasts the original Sally’s Apizza, iconic for its coal-fired slices. Longtime staple Frank Pepe Pizzeria Napoletana opened in 1925 and is famous for its white clam pizza. Zenelli Pizzeria e Cucina Napoletana rounds out the neighborhood trifecta of pizza places.

Upscale Italian cuisine is everything around Wooster Square. Tre Scalini is the quintessential old-world pasta place. Meanwhile, family-owned and operated Consiglio's Restaurant is a New Haven staple known for its authentic Italian cuisine made with time-honored recipes passed down through generations and prepared with the utmost care.

Wooster Square Park hosts a variety of events through the year, including the Cherry Blossom festival each April with a host of vendors, live music and an opportunity to mingle with old and new friends.  
 

Things to Do

 
While Wooster Square offers a taste of luxury and refinement, it is also a vibrant community with a laid back artsy vibe. The cultural attractions nearby  are not limited to adults. Just west of Wooster Square, the Connecticut Children's Museum offers hands-on exhibits and imaginative play areas that are fun for the whole family, making it a popular destination for visitors of all ages.

For those seeking ocean breezes, a bike ride or sunrise run along  Long Wharf Park would be just the remedy. This scenic waterfront park offers stunning views of the New Haven Harbor and Long Island Sound. You can often find visitors strolling along the promenade and fishing off the pier. During lunch and dinner hours, you can pick yourself up a taco at one of the many food trucks found on Long Wharf and around various location throughout the city.

Those staying in Wooster Square would do well to sample the local nightlife in Downtown New Haven. College Street Music Hall features some of the most sought after musicians and comedians from all over the world.  Toad's Place, the legendary music venue has hosted countless iconic musicians, from Bob Dylan to The Rolling Stones. Catch a live music performance and dance the night away in a classic local haunt. Downtown Nee Haven is within walking distance or just a quick Uber ride away. 

Feel like a change of scenery? Hop on a local train right in the neighborhood to any of the shoreline towns bordering the Long Island Sound. If you prefer to stay closer to home, Wooster Square boasts a walk score of 86, with most necessities in reach.

Whether you're seeking culture, outdoor recreation, or nightlife, this community has many options for all interests. Wooster Square remains one of New Haven’s most sought-after destinations for those seeking a premium living experience.
 

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Around Wooster Square, CT

There's plenty to do around Wooster Square, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.

93
Walker's Paradise
Walking Score
99
Biker's Paradise
Bike Score
76
Excellent Transit
Transit Score

Points of Interest

Explore popular things to do in the area, including Sushi Burrific, Lea’s Falafelhaus, and Vinnie's Italian Importing.

Name Category Distance Reviews
Ratings by Yelp
Dining 4.78 miles 7 reviews 5/5 stars
Dining 1.68 miles 6 reviews 5/5 stars
Dining 0.27 miles 13 reviews 5/5 stars
Dining 2.54 miles 5 reviews 5/5 stars
Dining 2.64 miles 5 reviews 5/5 stars
Shopping 0.62 miles 13 reviews 5/5 stars

Schools in Wooster Square, CT

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Primary Schools ()
Middle Schools ()
High Schools ()
Mixed Schools ()
The following schools are within or nearby Wooster Square. The rating and statistics can serve as a starting point to make baseline comparisons on the right schools for your family. Data provided by the U.S. Census Bureau.
Type
Name
Category
Grades
School rating
Wooster Square
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Current Listings

Explore our active properties below or contact us to schedule a private showing.

  • 38 Lincoln Street Sold

    $2,200,000

    38 Lincoln, New Haven, CT 06510

    • 5 Beds
    • 4 Baths
    • 5,241 Sq.Ft.
  • 1 Reservoir Street Sold

    $1,500,000

    1 Reservoir Street, New Haven, CT 06511

    • 4 Beds
    • 4 Baths
    • 6,124 Sq.Ft.
  • 177 Chestnut Street Sold

    $1,400,000

    177 Chestnut Street, New Haven, CT 06511

    • 15 Beds
    • 6 Baths
    • 6,009 Sq.Ft.
  • 45 Everit Street Sold

    $1,300,000

    45 Everit Street, New Haven, CT 06511

    • 4 Beds
    • 4 Baths
    • 3,974 Sq.Ft.
  • 286 Bear Hill Road Sold

    $1,050,000

    286 Bear Hill, Bethany, CT 06524

    • 4 Beds
    • 4 Baths
    • 4,409 Sq.Ft.
  • 196 Peddlers Road Sold

    $904,049

    196 Peddlers Road, Guilford, CT 06437

    • 4 Beds
    • 3 Baths
    • 3,155 Sq.Ft.
  • 56 Townsend Avenue Sold

    $900,000

    56 Townsend Avenue, New Haven, CT 06512

    • 4 Beds
    • 3 Baths
    • 2,037 Sq.Ft.
  • 79 Lawrence Street Sold

    $900,000

    79 Lawrence Street, New Haven, CT 06511

    • 3,838 Sq.Ft.
  • 11 Bull Frog Sold

    $875,000

    11 Bull Frog Lane, Trumbull, CT 06611

    • 4 Beds
    • 3 Baths
    • 2,945 Sq.Ft.
  • 34 Seymour Road Sold

    $850,000

    34 Seymour Road, Woodbridge, CT 06525

    • 4 Beds
    • 3.5 Baths
    • 3,566 Sq.Ft.
  • 131 Westwood Road Sold

    $811,000

    131 Westwood Road, New Haven, CT 06515

    • 4 Beds
    • 4 Baths
    • 3,500 Sq.Ft.
  • 182 Nicoll Street Sold

    $797,500

    182 Nicoll Street, New Haven, CT 06511

    • 6 Beds
    • 3 Baths
    • 3,592 Sq.Ft.
  • 144 Westwood Road Sold

    $795,000

    144 Westwood Road, New Haven, CT 06515

    • 5 Beds
    • 4 Baths
    • 3,750 Sq.Ft.
  • 132 Sunset Hill Sold

    $765,000

    132 Sunset Hill Drive, Branford, CT 06405

    • 4 Beds
    • 4 Baths
    • 3,620 Sq.Ft.
  • 211 Zion Hill Road Sold

    $751,000

    211 Zion Hill Road, Milford, CT 06461

    • 3 Beds
    • 3 Baths
    • 2,017 Sq.Ft.
  • 138 Mediterranean Lane Sold

    $750,000

    138 Mediterranean Lane, Norwich, CT 06360

    • 4 Beds
    • 7 Baths
    • 6,255 Sq.Ft.
  • 858 Orange Street Sold

    $745,000

    858 Orange, New Haven, CT 06511

    • 6 Beds
    • 3 Baths
    • 4,725 Sq.Ft.
  • 65 Edgehill Terrace Sold

    $725,000

    65 Edgehill Terrace, Hamden, CT 06517

    • 5 Beds
    • 4 Baths
    • 3,101 Sq.Ft.
  • 5 Fox Hollow Road Sold

    $722,500

    5 Fox Hollow Road, Old Saybrook, CT 06475

    • 4 Beds
    • 3 Baths
    • 2,142 Sq.Ft.
  • 27 Pearl Sold

    $720,000

    27 Pearl Street, New Haven, CT 06511

    • 5 Beds
    • 2 Baths
    • 2,472 Sq.Ft.
  • 87 Mill Road Sold

    $710,000

    87 Mill, Madison, CT 06443

    • 4 Beds
    • 3 Baths
    • 3,418 Sq.Ft.
  • 73 Ames Hollow Road Sold

    $700,000

    73 Ames Hollow Road, Portland, CT 06480

    • 4 Beds
    • 2 Baths
    • 2,254 Sq.Ft.
  • 59 Wepawaug Road Sold

    $665,000

    59 Wepawaug Road, Woodbridge, CT 06525

    • 3 Beds
    • 2 Baths
    • 2,397 Sq.Ft.
  • 251 Edwards Sold

    $650,000

    251 Edwards Street, New Haven, CT 06511

    • 3,600 Sq.Ft.
  • 25 Brookhills Road Sold

    $650,000

    25 Brookhills Road, Branford, CT 06405

    • 5 Beds
    • 3 Baths
    • 2,378 Sq.Ft.
  • 38 Hubinger Street Sold

    $615,000

    38 Hubinger Street, New Haven, CT 06511

    • 6 Beds
    • 3 Baths
    • 3,751 Sq.Ft.
  • 25 Barbara Street Sold

    $600,000

    25 Barbara Street, West Haven, CT 06516

    • 10 Beds
    • 6 Baths
    • 3,152 Sq.Ft.
  • 54 Robinwood Road Sold

    $600,000

    54 Robinwood Road, Trumbull, CT 06611

    • 4 Beds
    • 2 Baths
    • 2,079 Sq.Ft.
  • 56 Dickerman Street Sold

    $600,000

    56 Dickerman Street, New Haven, CT 06511

    • 11 Beds
    • 4 Baths
    • 4,068 Sq.Ft.
  • 100 Thankful Stow Road Sold

    $599,900

    100 Thankful Stow Road, Guilford, CT 06437

    • 2 Beds
    • 2 Baths
    • 2,340 Sq.Ft.
  • 27 Andy Lane Sold

    $595,000

    27 Andy Lane, Guilford, CT 06437

    • 4 Beds
    • 3 Baths
    • 3,294 Sq.Ft.
  • 57 Notch Hill Sold

    $590,000

    57 Notch Hill Road, North Branford, CT 06471

    • 4 Beds
    • 3 Baths
    • 4,373 Sq.Ft.
  • 587 Atkins Street Sold

    $590,000

    587 Atkins Street, Middletown, CT 06457

    • 4 Beds
    • 3 Baths
    • 3,171 Sq.Ft.
  • 48 Ascolese Road Sold

    $570,000

    Private Address

    • 3 Beds
    • 2 Baths
    • 1,752 Sq.Ft.
  • 1666 Ridge Road Sold

    $564,000

    1666 Ridge Road, North Haven, CT 06473

    • 4 Beds
    • 4 Baths
    • 3,140 Sq.Ft.
  • 37-39 Woodland Street Sold

    $552,000

    37-39 Woodland Street, New Haven, CT 06511

    • 4 Beds
    • 3 Baths
    • 2,501 Sq.Ft.
  • 20 Bradley Avenue Sold

    $540,000

    20 Bradley Avenue, Branford, CT 06405

    • 2 Beds
    • 6 Baths
    • 1,352 Sq.Ft.
  • 51 Hartman Sold

    $535,000

    51 Hartman Avenue, East Haven, CT 06512

    • 3 Beds
    • 3 Baths
    • 2,174 Sq.Ft.
  • 253 West Elm Street Sold

    $525,000

    253 West Elm, New Haven, CT 06515

    • 8 Beds
    • 3 Baths
    • 3,831 Sq.Ft.
  • 261 Blake Road Sold

    $520,000

    261 Blake Road, Hamden, CT 06517

    • 3 Beds
    • 3 Baths
    • 3,233 Sq.Ft.
  • 64 Bleeker Sold

    $520,000

    64 Bleeker Circle, North Haven, CT 06473

    • 3 Beds
    • 3 Baths
    • 2,063 Sq.Ft.
  • 31 Skyline Drive Sold

    $515,000

    31 Skyline Drive, East Hampton, CT 06424

    • 4 Beds
    • 3 Baths
    • 2,827 Sq.Ft.
  • 163 Treadwell Street Sold

    $502,000

    163 Treadwell Street, Hamden, CT 06517

    • 3 Beds
    • 2 Baths
    • 1,765 Sq.Ft.
  • 280 Plattsville Sold

    $500,000

    280 Plattsville Road, Trumbull, CT 06611

    • 3 Beds
    • 2 Baths
    • 1,348 Sq.Ft.
  • 147 Livingston Unit: 2 Sold

    $485,000

    147 Livingston Street 2, New Haven, CT 06511

    • 2 Beds
    • 3 Baths
    • 1,420 Sq.Ft.
  • 850 Orange Street Unit: 3 Sold

    $480,000

    850 Orange Street 3, New Haven, CT 06511

    • 2 Beds
    • 2 Baths
    • 1,251 Sq.Ft.
  • 128 Henry Street Sold

    $470,000

    128 Henry Street, New Haven, CT 06511

    • 6 Beds
    • 3 Baths
    • 3,504 Sq.Ft.
  • 39 Winchester Avenue Sold

    $470,000

    39 Winchester Avenue, New Haven, CT 06511

    • 4 Beds
    • 2 Baths
    • 1,470 Sq.Ft.
  • 127 Carmalt Road Sold

    $465,000

    127 Carmalt Road, Hamden, CT 06517

    • 4 Beds
    • 2.5 Baths
    • 2,165 Sq.Ft.
  • 24 Del Avenue Sold

    $460,000

    24 Del Avenue, North Haven, CT 06473

    • 3 Beds
    • 3 Baths
    • 1,498 Sq.Ft.
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