Wooster Square Homes

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  $410,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,155 Sq Ft

  14 Brown St, New Haven, CT 06511

  Great opportunity to own this 2-family home located in historic Wooster Square. Ideal opportunity for investors and owner-occupants alike. Both units offer 1 bedroom, 1 bath and a small, covered deck. Roof was replaced in 2018, mini splits were also recently installed, updated electric, cemented basement, large backyard, one off street parking space, natural gas and so much more.

  

  Maya Basic

  William Raveis Real Estate

  (475) 264-4773

  14 Brown St, New Haven, CT 06511
• Explore Wooster Square

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  $1,950 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,296 Sq Ft
  • Apartment for Rent

  108 William St Unit 1, New Haven, CT 06511

  Charming and spacious one-bedroom first-floor apartment located in a well-maintained three-family building. It features gleaming hardwood floors throughout, high ceilings, and large windows. The good-size bedroom offers plenty of room for a king size bed and extra furniture, the spacious kitchen is equipped with all appliances, including a dishwasher, and provides direct access to the yard. Pets

  

  Wojtek Borowski

  Pearce Real Estate

  (203) 580-6835

  108 William St Unit 1, New Haven, CT 06511
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  $230,000 Sold Jul 25, 2025

  190 Wooster St Unit 27, New Haven, CT 06511

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1964

  Last Sold Summary

  • 8% Below List Price
  • $177/SF
  • 56 Days On Market

  Last Listing Agent Christine Maisano Berkshire Hathaway NE Prop.

  190 Wooster St Unit 27, New Haven, CT 06511
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  Est $429,284 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,010 Sq Ft

  88 Lyon St, New Haven, CT 06511

  88 Lyon St, New Haven, CT 06511
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  $1,477,000 Under Contract

  • 6 Beds
  • 4.5 Baths
  • 4,874 Sq Ft

  614 Chapel St, New Haven, CT 06511

  Nestled in the Historic heart of New Haven's Wooster Square, this 1873 charmer is elegance & sophistication at it's best! Just feet away from the legendary Wooster Street,coined most recently as the "Pizza Capital of the America", this beautifully restored French Empire style brick mansion,once the home of Daniel Goffe Phipps, offers the perfect blend of old-world charm and modern luxury.This

  Carissa Mastriano GRL & Realtors, LLC

  614 Chapel St, New Haven, CT 06511
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  $2,650 total monthly price

  • 3 Beds
  • 2 Baths
  • 900 Sq Ft
  • House for Rent

  177 Chestnut St Unit 1L, New Haven, CT 06511

  Exceptional re-design at this 6 unit building in Wooster Square! Brand new from the inside out, the apartments were fully fitted with all new white shaker style kitchen cabinets, quartz counters, stainless appliances, washer/dryer, two full bathrooms and brand new heat and central air! This versatile layout can function well as a three bedroom apartment or as a two bedroom with a larger living

  

  Jennifer D'Amato

  Real Broker CT, LLC

  (475) 264-5751

  177 Chestnut St Unit 1L, New Haven, CT 06511
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  $253,000 Sold Jun 16, 2025

  125 Olive St Unit G4, New Haven, CT 06511

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Built 1976

  Last Sold Summary

  • 6% Below List Price
  • $298/SF
  • 22 Days On Market

  Current Estimated Value $264,735

  Last Listing Agent Robert Sacco Coldwell Banker Realty

  125 Olive St Unit G4, New Haven, CT 06511
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  Est $216,087 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 520 Sq Ft

  135 Olive St Unit 1A, New Haven, CT 06511

  135 Olive St Unit 1A, New Haven, CT 06511
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  $175,000

  • Land
  • 0.04 Acre
  • $4,375,000 per Acre

  329 Saint John St, New Haven, CT 06511

  Lot for sale at 329 Saint Johns St offering approximately 1,742 sq ft of usable space. The lot is open, level, and easily accessible directly from the street. It currently accommodates multiple vehicles with a paved surface. The space sits between two established buildings and has clear visibility from the road. Suitable for private parking, tenant/employee parking, storage, or future

  Naftali Caplan Caplan Realty Corp.

  329 Saint John St, New Haven, CT 06511
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  $2,275 - $6,041 total monthly price

  The Whit

  Studio - 3 Beds

  630-673 Chapel St, New Haven, CT 06510

  Perched at the gateway to historic Wooster Square, an iconic neighborhood renowned for its rich history and quiet charm, these modern luxury apartments and 2-story lofts are a seamless blend of past and present. Offering elegant features, exceptional amenities, and close proximity to New Haven's thriving urban center, The Whit delivers an unrivaled living experience. A variety of floor plan

  630-673 Chapel St, New Haven, CT 06510
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  $370,000 Sold Jun 30, 2025

  43 Chestnut St Unit 106, New Haven, CT 06511

  • 2 Beds
  • 2 Baths
  • 1,367 Sq Ft
  • Built 1890

  Last Sold Summary

  • 1% Below List Price
  • $271/SF
  • 61 Days On Market

  Current Estimated Value $394,281

  Last Listing Agent Dawn D'Auria Coldwell Banker Realty

  43 Chestnut St Unit 106, New Haven, CT 06511
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  Est $369,334 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 921 Sq Ft

  576 Chapel St Unit 4, New Haven, CT 06511

  576 Chapel St Unit 4, New Haven, CT 06511
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  $365,000 Open House 2/01

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  283 Greene St Unit 283, New Haven, CT 06511

  Welcome to Wooster Square! This 1 Bedroom unit is right across the street from Wooster Square Park. Inside you'll find gleaming hardwood floors, crown molding and a well appointed galley kitchen. The bathroom boasts a spacious walk in shower and the in-unit washer and dryer makes doing laundry a breeze. No laundromats or basements to contend with. There are patios in the front and rear of the

  Richard Johnson White Hat Realty, LLC

  283 Greene St Unit 283, New Haven, CT 06511
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  $2,300 total monthly price

  • 1 Bed
  • 1 Bath
  • 2,467 Sq Ft
  • Apartment for Rent

  508 Chapel St, New Haven, CT 06511

  Spacious 1-Bedroom with In-Unit Laundry & Central A/C | Prime Wooster Square | Available June 1, 2026 Bright and well-proportioned 1-bedroom apartment in the heart of New Haven's historic Wooster Square, featuring in-unit laundry and central air conditioning for added comfort and convenience. The unit offers a large living room, an open kitchen with generous counter space, and a comfortably sized

  Matthew Nicefaro Farnam Realty Group

  508 Chapel St, New Haven, CT 06511
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  $1,500,000 Sold Jul 11, 2025

  560 Chapel St, New Haven, CT 06511

  • 4 Beds
  • 4 Baths
  • 3,036 Sq Ft
  • Built 1865

  Last Sold Summary

  • 8% Above List Price
  • $494/SF
  • 52 Days On Market

  Current Estimated Value $1,479,145

  Last Listing Agent Betsy Grauer Betsy Grauer Realty, Inc

  560 Chapel St, New Haven, CT 06511
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  Est $440,450 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,344 Sq Ft

  817 Grand Ave Unit 403, New Haven, CT 06511

  817 Grand Ave Unit 403, New Haven, CT 06511
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  $949,000 Pending

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

  8 Academy St, New Haven, CT 06511

  Attention Investors and Visionaries! The historic Samuel Wadsworth House offers a rare opportunity overlooking the beauty of Wooster Square Park. This residence is currently arranged as three units, with the main house spanning three generous floors of living space. Once configured as two separate apartments, the main house features expansive living, dining, and family rooms, along with multiple

  Cheryl Szczarba Seabury Hill REALTORS

  8 Academy St, New Haven, CT 06511
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  $1,069 - $5,935 per month plus fees

  Olive & Wooster Apartments

  Studio - 4 Beds

  87 Union St, New Haven, CT 06511

  Welcome to Olive & Wooster, the ultimate living experience nestled in the heart of Wooster Square. Oliver & Wooster offers spacious modern apartments ranging from studios to four bedrooms, featuring all the comforts you desire and lease term options built just for you. Our pet-friendly community provides tastefully designed amenities including a state-of-the-art clubhouse and bar, fitness center,

  87 Union St, New Haven, CT 06511
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  $222,500 Sold Jun 25, 2025

  190 Wooster St Unit 51, New Haven, CT 06511

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1963

  Last Sold Summary

  • 3% Below List Price
  • $202/SF
  • 20 Days On Market

  Last Listing Agent Roseann Iuvone Coldwell Banker Realty

  190 Wooster St Unit 51, New Haven, CT 06511
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  Est $440,453 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  817 Grand Ave Unit 203, New Haven, CT 06511

  817 Grand Ave Unit 203, New Haven, CT 06511
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  $1,750 total monthly price

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

  99 Olive St Unit 3, New Haven, CT 06511

  Sun-filled 3rd-floor 1-bedroom, 1-bath apartment in the heart of highly sought-after Wooster Square. This charming residence features hardwood floors, and a bright, airy layout that blends classic character with modern comfort. Enjoy a spacious living area, well-appointed kitchen, and a comfortable bedroom retreat. Located just steps from the famous Wooster Square Park, featuring some of the

  Miguel Perez Pearce Real Estate

  99 Olive St Unit 3, New Haven, CT 06511
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  $480,000 Sold Jun 30, 2025

  323 Greene St Unit 2, New Haven, CT 06511

  • 2 Beds
  • 2.5 Baths
  • 1,208 Sq Ft
  • Built 1870

  Last Sold Summary

  • 1% Above List Price
  • $397/SF
  • 18 Days On Market

  Current Estimated Value $468,305

  Last Listing Agent Betsy Grauer Betsy Grauer Realty, Inc

  323 Greene St Unit 2, New Haven, CT 06511
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  Est $717,003 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,613 Sq Ft

  44 Lyon St, New Haven, CT 06511

  44 Lyon St, New Haven, CT 06511
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  $2,100 - $3,605 per month plus fees

  250 Greene St

  1 - 3 Beds

  250 Greene St, New Haven, CT 06511

  At 250Greene Loft styled living marries sophistication in 23 modern, luxe residences in the Wooster Square neighborhood! Limited pre-construction luxury rental apartment homes open now ! Introducing the hottest new construction historical renovation in the Wooster Square neighborhood .These stunning new apartments offer 1-3 bedrooms, with open floor plan living, lofts, custom kitchens with

  250 Greene St, New Haven, CT 06511
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  $400,500 Sold Apr 25, 2025

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

  • 2 Beds
  • 2 Baths
  • 934 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $429/SF
  • 49 Days On Market

  Current Estimated Value $397,551

  Last Listing Agent Brianne Decio RE/MAX on the Bay

  629 Chapel St Unit 3A, New Haven, CT 06511
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  Est $719,736 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,420 Sq Ft

  303 Saint John St, New Haven, CT 06511

  303 Saint John St, New Haven, CT 06511
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  $3,700 total monthly price

  • 4 Beds
  • 3 Baths
  • 3,171 Sq Ft
  • Townhouse for Rent

  90 William St Unit 2, New Haven, CT 06511

  2 story 2nd floor unit in Wooster Square, offering 4 bedrooms and 3 full bathrooms. Over 1750 sqft of living space! Beautiful hardwood floors, high ceilings, original decorative moulding and tremendous natural light. remodeled kitchen with gas stove, farm sink, built-in china cabinet and stainless appliances. brand new bathroom in primary bedroom suite w/walk-in closet. 2 bedrooms, full bathroom

  Jared Verrillo Seabury Hill REALTORS

  90 William St Unit 2, New Haven, CT 06511
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  $675,000 Sold Feb 05, 2025

  48 Lyon St, New Haven, CT 06511

  • 6 Beds
  • 3 Baths
  • 3,100 Sq Ft
  • Built 1850

  Last Sold Summary

  • 10% Below List Price
  • $218/SF
  • 106 Days On Market

  Current Estimated Value $728,798

  Last Listing Agent Jack Hill Seabury Hill REALTORS

  48 Lyon St, New Haven, CT 06511
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  Est $330,216 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,083 Sq Ft

  135 Olive St Unit 1C, New Haven, CT 06511

  135 Olive St Unit 1C, New Haven, CT 06511
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  $1,440 total monthly price

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  278 St John St Unit 2.4, New Haven, CT 06511

  Property Id: 2292072Live in a beautifully renovated abode. This room is for rent, it has common/shared spaces, Great location, walk to parks, shops, restaurants, and Yale campuses. Easy access to NYC and Boston. Wooster Square is a peaceful and classy neighborhood. with Red line Yale Shuttle just a block away on Court Street. Close to Yale, hospitals, and downtown entertainment.

  278 St John St Unit 2.4, New Haven, CT 06511
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  $645,000 Sold Aug 13, 2025

  42 Academy St Unit 3, New Haven, CT 06511

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft
  • Built 1857

  Last Sold Summary

  • 18% Above List Price
  • $492/SF
  • 12 Days On Market

  Current Estimated Value $618,480

  Last Listing Agent Melanie Gunn Seabury Hill REALTORS

  42 Academy St Unit 3, New Haven, CT 06511
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  Est $973,216 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,315 Sq Ft

  257 Greene St, New Haven, CT 06511

  257 Greene St, New Haven, CT 06511
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  $1,900 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  73 Lyon St Unit 3, New Haven, CT 06511

  Charming one bedroom, third floor apartment in the Wooster Square neighborhood of New Haven. Spacious rooms with high ceilings and beautiful pine wood floors throughout. Updated kitchen with granite countertops, white cabinets and a private washer/dryer! There is off street parking in the driveway directly behind the house for one car. Tenant is responsible for all utilities. Walking distance to

  Cathy Hill Conlin Seabury Hill REALTORS

  73 Lyon St Unit 3, New Haven, CT 06511
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  $172,000 Sold Feb 04, 2025

  190 Wooster St Unit 28, New Haven, CT 06511

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1963

  Last Sold Summary

  • 15% Above List Price
  • $156/SF
  • 43 Days On Market

  Last Listing Agent Roseann Iuvone Coldwell Banker Realty

  190 Wooster St Unit 28, New Haven, CT 06511
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  Est $787,768 Not Listed For Sale

  • 7 Beds
  • 5 Baths
  • 3,360 Sq Ft

  278 Saint John St, New Haven, CT 06511

  278 Saint John St, New Haven, CT 06511
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  $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
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  $525,000 Sold Jul 25, 2025

  43 Chestnut St Unit 60, New Haven, CT 06511

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1890

  Last Sold Summary

  • 5% Above List Price
  • $219/SF
  • 51 Days On Market

  Current Estimated Value $517,994

  Last Listing Agent Jack Hill Seabury Hill REALTORS

  43 Chestnut St Unit 60, New Haven, CT 06511
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  Est $413,376 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,164 Sq Ft

  284 Saint John St, New Haven, CT 06511

  284 Saint John St, New Haven, CT 06511
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  $3,500 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,443 Sq Ft
  • Apartment for Rent

  234 Greene St Unit 204, New Haven, CT 06511

  Luxury Penthouse - Wooster Square Rarely available, this stunning penthouse is located in the heart of historic Wooster Square, offering the perfect blend of charm, culture, and walkable convenience. Enjoy tree-lined streets, acclaimed restaurants, cafes, and the iconic cherry blossoms just steps from your door. Inside, the residence features an open layout with premium finishes, high ceilings,

  Katelin Rosello Social & Co Realty

  234 Greene St Unit 204, New Haven, CT 06511
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  $680,000 Sold Apr 29, 2025

  329 Greene St Unit 3, New Haven, CT 06511

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $382/SF
  • 23 Days On Market

  Current Estimated Value $697,058

  Last Listing Agent Betsy Grauer Betsy Grauer Realty, Inc

  329 Greene St Unit 3, New Haven, CT 06511

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