Wooster Square Homes

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  /19

  $199,900 Pending

  • 1 Bed
  • 1 Bath
  • 496 Sq Ft

  120 Wooster St Unit W, New Haven, CT 06511

  Where World-Class Pizza Meets Cozy City Living. Discover easy living in this beautifully updated condo, nestled in the heart of historic Wooster Square. With charming character and modern upgrades, this inviting home offers the perfect blend of comfort and convenience. Open concept living with large windows for an abundant of natural light. Modern appliances for effortless living. Steps from

  

  Victoria Stillings

  Coldwell Banker Realty

  (203) 408-1660

  120 Wooster St Unit W, New Haven, CT 06511
• Explore Wooster Square

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  /12

  $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
• 

  $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
• 

  Est $715,190 Not Listed For Sale

  30 Lyon St, New Haven, CT 06511

  • 3 Beds
  • 3 Baths
  • 2,880 Sq Ft
  • Built 1880

  30 Lyon St, New Haven, CT 06511

  Last Sold Summary

  • 2% Above List Price
  • $243/SF
  • 40 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Nadia Martinez Ki Property Group
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  /38

  $699,500

  • 6 Beds
  • 3 Baths
  • 2,930 Sq Ft

  45 Lyon St, New Haven, CT 06511

  Nestled in the heart of New Haven is this lovely Wooster Square area 2 family which has been beautifully maintained. The house has lots of updates, newer vinyl siding, Thermopane windows, gas heating units, blown-in insulation and updated electric. The first floor has five rooms and can be used as a 2- or 3-bedroom apartment. The second and third floors are combined to make a large, sunny duplex

  Betsy Grauer Betsy Grauer Realty, Inc

  45 Lyon St, New Haven, CT 06511
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  /6

  $2,108 - $5,795 total monthly price

  Twenty Fair

  Studio - 2 Beds

  20-34 Fair St, New Haven, CT 06511

  Discover Twenty Fair, New Havens newest luxury residential destination where downtown sophistication meets neighborhood charm. Nestled at the coveted intersection of thriving downtown and historic Wooster Square, this 168-home community redefines modern living with floorplans that surprise and delight, alongside amenities that blend modern luxury with everyday comfort.Create your home in New

  20-34 Fair St, 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 $263,083

  Last Listing Agent Robert Sacco Coldwell Banker Realty

  125 Olive St Unit G4, New Haven, CT 06511
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  Est $353,686 Not Listed For Sale

  576 Chapel St Unit 4, New Haven, CT 06511

  • 2 Beds
  • 1 Bath
  • 921 Sq Ft
  • Built 1860

  576 Chapel St Unit 4, New Haven, CT 06511

  Last Sold Summary

  • 6% Above List Price
  • $364/SF
  • 97 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Karen Floriano William Raveis Real Estate
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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
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  /20

  $2,650 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • Apartment for Rent

  95 Olive St Unit 2, New Haven, CT 06511

  Welcome to this charming second-floor 2-bedroom, 1-bath unit located in the highly desirable Worcester Square neighborhood. This inviting multifamily rental offers beautiful hardwood floors throughout, adding warmth and character to the space. Enjoy generous closet space, providing plenty of room for storage and organization. The unit also includes the convenience of a one-car detached garage.

  Kristy Agli Kelsey & Co. Real Estate

  95 Olive St Unit 2, New Haven, CT 06511
• 

  $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 $401,463

  Last Listing Agent Dawn D'Auria Coldwell Banker Realty

  43 Chestnut St Unit 106, New Haven, CT 06511
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  Est $429,338 Not Listed For Sale

  817 Grand Ave Unit 403, New Haven, CT 06511

  • 1 Bed
  • 1 Bath
  • 1,344 Sq Ft
  • Built 1880

  817 Grand Ave Unit 403, New Haven, CT 06511

  Last Sold Summary

  • 1% Above List Price
  • $316/SF
  • 11 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Jack Hill Seabury Hill REALTORS
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  /28

  $265,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  190 Wooster St Unit 45, New Haven, CT 06511

  Spacious three-bedroom, 1.5-bath cooperative offering more space than is typically found in a condo, along with abundant natural light and a flexible layout rarely available at this price point. The main level features a bright living room with sliding doors to a private, fenced patio, an eat-in kitchen with breakfast bar, and an open dining area ideal for everyday living and entertaining.

  Roseann Iuvone Coldwell Banker Realty

  190 Wooster St Unit 45, New Haven, CT 06511
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  $2,245 - $4,895 per month plus fees

  18 High

  Studio - 2 Beds

  18 Hughes Place, New Haven, CT 06511

  Welcome to 18 High at New Haven Towers, our new luxury community Which opened in June of 2021..Located directly between Yale University and Yale-New Haven Hospital, 18 High is inthe center of the action, and carefully designed to be a haven of camaraderie, cutting edge amenities and convenience. Explore our chic spaces created with your comfort in mind - from our rooftop terrace with

  18 Hughes Place, New Haven, CT 06511
• 

  $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 $1,507,118

  Last Listing Agent Betsy Grauer Betsy Grauer Realty, Inc

  560 Chapel St, New Haven, CT 06511
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  Est $401,825 Not Listed For Sale

  817 Grand Ave Unit 203, New Haven, CT 06511

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft
  • Built 1880

  817 Grand Ave Unit 203, New Haven, CT 06511

  Last Sold Summary

  • 1% Below List Price
  • $301/SF
  • 81 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Jack Hill Seabury Hill REALTORS
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  /2

  $175,000 Pending

  • 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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  /9

  $1,800 total monthly price

  • 1 Bed
  • 1 Bath
  • 2,700 Sq Ft
  • House for Rent

  92 William St Unit 3, New Haven, CT 06511

  Great 1 bedroom apartment on charming street in the Wooster Square neighborhood of New Haven. The apartment is located on the third floor of a renovated 1880's multi family home. The property has beautiful hardwood floors, skylights and modern updates throughout and an amazing shared backyard! This great apartment features a spacious living/dining area with wonderful light and modern stainless

  Jack Hill Seabury Hill REALTORS

  92 William St Unit 3, 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 $686,483 Not Listed For Sale

  44 Lyon St, New Haven, CT 06511

  • 5 Beds
  • 2 Baths
  • 2,613 Sq Ft
  • Built 1900

  44 Lyon St, New Haven, CT 06511

  Last Sold Summary

  • 20% Above List Price
  • $218/SF
  • 6 Days On Market

  Last Sold Price $570,000

  Last Listing Agent Lisa Bernard Coldwell Banker Realty
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  /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
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  /145

  $1,245 - $5,450 total monthly price

  Olive & Wooster

  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
• 

  $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 $468,201

  Last Listing Agent Betsy Grauer Betsy Grauer Realty, Inc

  323 Greene St Unit 2, New Haven, CT 06511
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  Est $711,690 Not Listed For Sale

  48 Lyon St, New Haven, CT 06511

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

  48 Lyon St, New Haven, CT 06511

  Last Sold Summary

  • 5% Above List Price
  • $218/SF
  • 106 Days On Market

  Last Sold Price $675,000

  Last Listing Agent Jack Hill Seabury Hill REALTORS
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  /19

  $369,000 Open Sat 11AM - 1PM

  • 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
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  /14

  $1,650 total monthly price

  • 1 Bath
  • 1,548 Sq Ft
  • Apartment for Rent

  502 Chapel St Unit 4, New Haven, CT 06511

  AVAILABLE JUNE 1 or JUNE 15 - WOOSTER SQUARE! Fabulous newly redesigned and renovated two-room studio with tons of light and great space. Fully appointed, completely remodeled kitchen has brand new cabinets, and all new stainless steel appliances with a built-in microwave and dishwasher. Spacious new bathroom with tub/shower combo. New hardwood flooring throughout. There is also a Murphy bed with

  Sarah Beth Luce-Del Prete Coldwell Banker Realty

  502 Chapel St Unit 4, New Haven, CT 06511
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  $1,384,000 Sold Mar 13, 2026

  614 Chapel St, New Haven, CT 06511

  • 6 Beds
  • 4.5 Baths
  • 4,874 Sq Ft
  • Built 1873

  Last Sold Summary

  • 6% Below List Price
  • $284/SF
  • 118 Days On Market

  Current Estimated Value $1,491,938

  Last Listing Agent Carissa Mastriano GRL & Realtors, LLC

  614 Chapel St, New Haven, CT 06511
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  Est $456,723 Not Listed For Sale

  88 Lyon St, New Haven, CT 06511

  • 4 Beds
  • 2 Baths
  • 2,010 Sq Ft
  • Built 1890

  88 Lyon St, New Haven, CT 06511

  Last Sold Summary

  • 14% Above List Price
  • $199/SF
  • 61 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Joe Scarpellino Coldwell Banker Realty
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  /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
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  /13

  $2,650 per month plus fees

  Apartment for Rent

  2 Beds

  99 Olive St, New Haven, CT 06511

  Live in the heart of historic Wooster Square in this beautifully renovated 2-bedroom, 1-bath apartment that blends modern comfort with classic New Haven charm. Located in one of the city's most desirable neighborhoods, this spacious unit offers exceptional natural light, original architectural details, and thoughtful updates throughout. Immediate Move-In!Key Features: Two generous

  99 Olive St, New Haven, CT 06511
• 

  $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 $407,952

  Last Listing Agent Brianne Decio RE/MAX on the Bay

  629 Chapel St Unit 3A, New Haven, CT 06511
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  Est $677,304 Not Listed For Sale

  303 Saint John St, New Haven, CT 06511

  • 3 Beds
  • 2 Baths
  • 2,420 Sq Ft
  • Built 1870

  303 Saint John St, New Haven, CT 06511

  Last Sold Summary

  • 5% Above List Price
  • $267/SF
  • 72 Days On Market

  Last Sold Price $645,000

  Last Listing Agent Tracy Daye Coldwell Banker
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  /13

  $365,000 Under Contract

  • 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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  /21

  $1,950 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,443 Sq Ft
  • Townhouse for Rent

  500 Chapel St, New Haven, CT 06511

  *** WOOSTER SQUARE! *** Fabulous loft with tons of light and space. Just steps from Wooster Square Park - a MUST SEE! Fully appointed kitchen has granite counters and ample counter space, built-in microwave and dishwasher. Bath has granite tile floor, tub/shower combo and a pedestal sink. Open living and dining rooms have beautiful oak floors! Grand oak staircase leads to loft bedroom with

  Sarah Beth Luce-Del Prete Coldwell Banker Realty

  500 Chapel St, 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 $652,406

  Last Listing Agent Melanie Gunn Coldwell Banker Realty

  42 Academy St Unit 3, New Haven, CT 06511
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  Est $329,847 Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,083 Sq Ft
  • Built 1890

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

  Last Sold Summary

  • 10% Above List Price
  • $277/SF
  • 5 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Melanie Gunn Coldwell Banker Realty
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  /37

  $2,250,000 Coming Soon

  • 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
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  /20

  $1,600 total monthly price

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

  22 Lyon St Unit 1 floor walkout garden, New Haven, CT 06511

  This is a large and bright, first floor apartment, with direct access to the small back garden. Located in the very desirable Wooster Square neighborhood, you will be just five blocks from downtown and Yale University. Walk this park side neighborhood to local coffee shops, grocery stores and the best pizza in New England. There is safe, free street parking out front. The entire floor retains

  22 Lyon St Unit 1 floor walkout garden, New Haven, CT 06511
• 

  $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 $521,670

  Last Listing Agent Jack Hill Seabury Hill REALTORS

  43 Chestnut St Unit 60, New Haven, CT 06511
• 

  Est $961,074 Not Listed For Sale

  257 Greene St, New Haven, CT 06511

  • 4 Beds
  • 3 Baths
  • 3,315 Sq Ft
  • Built 1850

  257 Greene St, New Haven, CT 06511

  Last Sold Summary

  • 14% Above List Price
  • $254/SF
  • 9 Days On Market

  Last Sold Price $843,000

  Last Listing Agent Mark Poole Kazantzis Real Estate, LLC

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