1,195

Wooster Square Homes

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  • /25

    $2,450 total monthly price

    • 1 Bed
    • 1 Bath
    • 981 Sq Ft
    • Apartment for Rent

    38 Academy St Unit 1, New Haven, CT 06511

    Available furnished or unfurnished... short term or annual rental. This renovated garden apartment at historic 38 Academy Street is in the heart of it all, directly across from Wooster Square Park, a quick walk into the heart of downtown and steps to some of the best pizza in the world! This oversized one bedroom apartment has a beautiful tile fireplace, ample closet space/storage, large pantry

    Nikki Travaglino William Pitt Sotheby's Int'l

    38 Academy St Unit 1, New Haven, CT 06511
  • 323 Greene St Unit 2, New Haven, CT 06511

    $480,000 Sold Jun 30, 2025

    • 1,208 Sq Ft
    • $397/SF
    • 18 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1870

    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
  • /19

    $2,800 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Condo for Rent

    528 Chapel St Unit Apartment C, New Haven, CT 06511

    Dream Apartment in the Heart of Wooster Square – Brand New Inside!Welcome to your future home in one of the most desirable neighborhoods in all of Connecticut not just New Haven! This beautifully renovated apartment is located steps from the iconic Wooster Square Park, known for its charm, history, and peaceful tree-lined streets.Perfect for a hardworking couple or family, this

    528 Chapel St Unit Apartment C, New Haven, CT 06511
  • 12 Academy St Unit 3B, New Haven, CT 06511

    $416,000 Sold Jun 27, 2025

    • 947 Sq Ft
    • $439/SF
    • 84 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1860

    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
  • /8

    $1,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    94 William St, New Haven, CT 06511

    Charming 2 bedroom 1 bath garden level apartment with all utilities included!! This fully furnished lower level apartment boasts laminate hardwood floors, an open living room-dining room and an updated eat-in kitchen! Two generously sized bedrooms and a private in unit washer/dryer! There is a shared back yard and off street parking for an additional $50 a month. Enjoy historic Wooster Square

    Cathy Hill Conlin Seabury Hill REALTORS

    94 William St, New Haven, CT 06511
  • 190 Wooster St Unit 51, New Haven, CT 06511

    $222,500 Sold Jun 25, 2025

    • 1,100 Sq Ft
    • $202/SF
    • 20 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1963

    190 Wooster St Unit 51, New Haven, CT 06511

    Sunny and spacious 2 bedroom, 1 full bath cooperative nestled in the heart of Wooster Square! Tucked away end unit with large living room that has sliders to a private back patio. Separate dining area off of the kitchen and hardwood floors throughout. Gorgeous skylight at the top of the stairwell. 2 bedrooms and 1 full bath on the top floor. Full basement with washer and dryer just waiting to

    Roseann Iuvone Seabury Hill REALTORS

    190 Wooster St Unit 51, New Haven, CT 06511
  • /17

    $2,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Townhouse for Rent

    12 Brown St Unit 1, New Haven, CT 06511

    **Available 8/1**Beautiful 1st floor 2br/1ba apartment located in Wooster Square! Steps from the famous Pepe’s and Sally’s, walking distance of downtown location couldn’t be any better. Unit includes in-unit laundry and 1 off street parking spot. Pet’s considered!

    12 Brown St Unit 1, New Haven, CT 06511
  • 120 Wooster St Unit H, New Haven, CT 06511

    $340,000 Sold Jun 20, 2025

    • 1,026 Sq Ft
    • $331/SF
    • 82 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1968

    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
  • /40

    $2,210 total monthly price

    • 1 Bath
    • 508 Sq Ft
    • Apartment for Rent

    630 Chapel St Unit B-419, New Haven, CT 06510

    The Whit offers a refined living experience that blends modern luxury with the historic charm of Wooster Square. This vibrant community is thoughtfully designed for those seeking an elevated urban lifestyle, combining contemporary conveniences with the character and energy of one of New Haven's most beloved neighborhoods. Residences at The Whit range from stylish studios to spacious

    Christine Ricci Keller Williams NY Realty

    630 Chapel St Unit B-419, New Haven, CT 06510
  • 190 Wooster St Unit 16, New Haven, CT 06511

    $315,000 Sold Jun 20, 2025

    • 1,100 Sq Ft
    • $286/SF
    • 5 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1964

    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
  • /11

    $1,995 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    120 Wooster St Unit H, New Haven, CT 06511

    This 2-bedroom, 1.5 bathroom condo is situated on the historic Wooster Street, offering proximity to all of New Haven's major attractions, dining, and venues. With bright living spaces, the condo provides comfortable bedrooms and convenient bathroom arrangements. The location is just steps away from celebrated pizza spots and vibrant city life, ensuring easy access to everything you need. The

    120 Wooster St Unit H, New Haven, CT 06511
  • 120 Wooster St Unit S, New Haven, CT 06511

    $315,000 Sold Jun 17, 2025

    • 1,045 Sq Ft
    • $301/SF
    • 44 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1968

    120 Wooster St Unit S, New Haven, CT 06511

    Welcome to your stylish condo in the heart of New Haven's iconic Wooster Square! This beautifully maintained condo offers the perfect blend of modern comfort and historic charm in one of the city's most vibrant and sought-after neighborhoods. Located on the serene, tree-lined Wooster Street-famous for its authentic Italian eateries and community feel-Unit S features 2 bedrooms and 1.5 bathrooms

    Lauren Freedman Coldwell Banker Realty

    120 Wooster St Unit S, New Haven, CT 06511
  • /40

    $2,195 total monthly price

    • 1 Bath
    • 508 Sq Ft
    • Apartment for Rent

    630 Chapel St Unit B-319, New Haven, CT 06510

    The Whit offers a refined living experience that blends modern luxury with the historic charm of Wooster Square. This vibrant community is thoughtfully designed for those seeking an elevated urban lifestyle, combining contemporary conveniences with the character and energy of one of New Haven's most beloved neighborhoods. Residences at The Whit range from stylish studios to spacious

    Christine Ricci Keller Williams NY Realty

    630 Chapel St Unit B-319, New Haven, CT 06510
  • 125 Olive St Unit G4, New Haven, CT 06511

    $253,000 Sold Jun 16, 2025

    • 850 Sq Ft
    • $298/SF
    • 22 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1976

    125 Olive St Unit G4, New Haven, CT 06511

    Renaissance Condo, located near Wooster Square is conveniently close to Yale and Downtown. This is a garden unit condo with 2 bedrooms and 1bath. The living room, dining area and Kitchen offer an open floor plan. Off the living room are sliders that lead to a small patio to enjoy the outdoors. It also leads to the parking lot for easy access. The location is within walking distance to historic

    Robert Sacco Coldwell Banker Realty

    125 Olive St Unit G4, New Haven, CT 06511
  • /13

    $2,100 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    57 William St Unit 1, New Haven, CT 06511

    Beautiful 3BR Apt in Wooster SquareFirst Floor** 1.5 Bath** Hardwood Floor in Living Room & 2 Bedrooms** Carpet in 1 Bedroom** Dishwasher & Microwave** Shared Backyard** Washer & Dryer Hookups** Near YALE University - Students are Welcome** Walking Distance to Wooster Square Restaurants, Pizzerias & CafesRequirements:Proof of Monthly Income

    57 William St Unit 1, New Haven, CT 06511
  • 117 Olive St, New Haven, CT 06511

    $613,000 Sold Jun 02, 2025

    • 2,372 Sq Ft
    • $258/SF
    • 179 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1870

    117 Olive St, New Haven, CT 06511

    Here's your chance to own a piece of New Haven history. This charming 1870 multi-family, located in the heart of New Haven's historic Wooster Square district has been beautifully maintained with some notable upgrades. This property offers a spacious layout with a one bedroom apt on the first floor with a large eat-in kitchen, intricately crafted hard wood floors showcasing detailed geometric

    Carlos Wells Seabury Hill REALTORS

    117 Olive St, New Haven, CT 06511
  • /40

    $2,210 total monthly price

    • 1 Bath
    • 508 Sq Ft
    • Apartment for Rent

    630 Chapel St Unit B-407, New Haven, CT 06510

    The Whit offers a refined living experience that blends modern luxury with the historic charm of Wooster Square. This vibrant community is thoughtfully designed for those seeking an elevated urban lifestyle, combining contemporary conveniences with the character and energy of one of New Haven's most beloved neighborhoods. Residences at The Whit range from stylish studios to spacious

    Christine Ricci Keller Williams NY Realty

    630 Chapel St Unit B-407, New Haven, CT 06510
  • 817 Grand Ave Unit 301, New Haven, CT 06511

    $360,000 Sold May 16, 2025

    • 1,034 Sq Ft
    • $348/SF
    • 31 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1880

    817 Grand Ave Unit 301, New Haven, CT 06511

    Welcome to 817 Grand Avenue #301 in the Urbane Condominiums! This stunning condo offers the best of urban living with a unique blend of modern style and industrial charm. Located in the vibrant Wooster Square area, this loft-style unit boasts high ceilings, large windows, and an open-concept floor plan that is filled with natural light. The open floor plan seamlessly combines the kitchen, dining,

    Zachary Kampton Farnam Realty Group

    817 Grand Ave Unit 301, New Haven, CT 06511
  • /9

    $2,800 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • House for Rent

    119 Olive St, New Haven, CT 06511

    Welcome to 119 Olive Street, a lovingly maintained 3 bed / 1 bath apartment in the heart of Wooster Square. This unit offers spacious living, excellent natural light, and a highly walkable location near neighborhood amenities, green space, and public transit. Ideal for individuals, or households seeking a comfortable and connected home.119 Olive Street - Apt 2:- 3 Beds- 1

    119 Olive St, New Haven, CT 06511
  • 120 Wooster St Unit Q, New Haven, CT 06511

    $275,000 Sold May 05, 2025

    • 1,045 Sq Ft
    • $263/SF
    • 32 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1968

    120 Wooster St Unit Q, New Haven, CT 06511

    PRIVATE COVERED PARKING. ON YALE HOMEBUYERS PROGRAM LIST. Enjoy the culinary delights of Wooster Street, home to iconic pizza spots like Frank Pepe Pizzeria and Sally's Apizza, drawing food enthusiasts from around the globe. Pair the mouthwatering pizza tours with the rich cultural and historical appeal of New Haven, featuring Yale University, art galleries, museums, and theaters. Here's why this

    Dallas Davis Dalvis Realty

    120 Wooster St Unit Q, New Haven, CT 06511
  • /40

    $4,194 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,343 Sq Ft
    • Apartment for Rent

    630 Chapel St Unit 3B-Model, New Haven, CT 06510

    The Whit offers a refined living experience that blends modern luxury with the historic charm of Wooster Square. This vibrant community is thoughtfully designed for those seeking an elevated urban lifestyle, combining contemporary conveniences with the character and energy of one of New Haven's most beloved neighborhoods. Residences at The Whit range from stylish studios to spacious

    Christine Ricci Keller Williams NY Realty

    630 Chapel St Unit 3B-Model, New Haven, CT 06510
  • 329 Greene St Unit 3, New Haven, CT 06511

    $680,000 Sold Apr 29, 2025

    • 1,780 Sq Ft
    • $382/SF
    • 23 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    329 Greene St Unit 3, New Haven, CT 06511

    Outstanding Wooster Square three level condo in beautiful historic church renovated with a wonderful blend of original architectural details and modern amenities. There are soaring ceilings, beautiful stained glass windows, original wood beam details and a sense of great style and flair. The first level has a large entry foyer that leads to two bedrooms, one of which has a wall of built in

    Betsy Grauer Betsy Grauer Realty, Inc

    329 Greene St Unit 3, New Haven, CT 06511
  • /8

    $1,750 total monthly price

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    46 Warren St Unit 1, New Haven, CT 06511

    46 Warren St Unit 1, New Haven, CT 06511
  • 629 Chapel St Unit 3A, New Haven, CT 06511

    $400,500 Sold Apr 25, 2025

    • 934 Sq Ft
    • $429/SF
    • 49 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1900

    629 Chapel St Unit 3A, New Haven, CT 06511

    Available for immediate occupancy, is this stunning Wooster Square condo with 2 bedrooms & 2 full bathrooms located on the corner of iconic Chapel Street & Olive Street. This unit features a modern, open layout with newer appliances, recessed lighting & superb natural light throughout. The living room opens to a modern kitchen with granite countertops, oversized island, stainless steel appliances

    Brianne Decio RE/MAX on the Bay

    629 Chapel St Unit 3A, New Haven, CT 06511
  • /40

    $3,610 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft
    • Apartment for Rent

    630 Chapel St Unit 2B-Model, New Haven, CT 06510

    The Whit offers a refined living experience that blends modern luxury with the historic charm of Wooster Square. This vibrant community is thoughtfully designed for those seeking an elevated urban lifestyle, combining contemporary conveniences with the character and energy of one of New Haven's most beloved neighborhoods. Residences at The Whit range from stylish studios to spacious

    Christine Ricci Keller Williams NY Realty

    630 Chapel St Unit 2B-Model, New Haven, CT 06510
  • 231 Greene St Unit 2, New Haven, CT 06511

    $550,000 Sold Apr 11, 2025

    • 1,356 Sq Ft
    • $406/SF
    • 59 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1849

    231 Greene St Unit 2, New Haven, CT 06511

    Welcome to 231 Green St., Unit 2, The Bromley House - a beautifully renovated three-bedroom, two-bathroom condo in the heart of New Haven's Historic Wooster Square District. Completely redone in 2015, this home features hardwood floors throughout, a modern kitchen, and updated bathrooms, including a primary suite with a walk-in closet and heated tile floors. Enjoy the convenience of a detached

    Blake Arruda Houlihan Lawrence WD

    231 Greene St Unit 2, New Haven, CT 06511

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