Wooster Square Homes under $400,000

Welcome to Wooster Square, one of New Haven's most enchanting neighborhoods, where history meets modern living. Nestled just a stone's throw from the vibrant downtown area, Wooster Square is renowned for its picturesque tree-lined streets, charming brownstones, and a welcoming community spirit that makes it a prime destination for families, young professionals, and anyone seeking a slice of suburban tranquility in the heart of the city.

Wooster Square is famous for its stunning cherry blossom trees, which bloom each spring, transforming the area into a breathtaking spectacle. The neighborhood also boasts a rich cultural heritage, with historic architecture that tells the story of New Haven's past. Residents enjoy easy access to local parks, including the beloved Wooster Square Park, where weekend picnics and community events are a staple.

For those on the lookout for affordable housing options, Wooster Square offers a range of homes under $400,000. Whether you're seeking a cozy condo, a charming single-family home, or a stylish townhouse, this neighborhood has something to suit every taste and budget. The real estate market here is vibrant, providing ample opportunities for first-time buyers and investors alike.

With its prime location, rich history, and community-focused atmosphere, Wooster Square is more than just a neighborhood—it's a place to call home. Explore the possibilities today and discover why so many are proud to be part of this delightful community in New Haven, Connecticut. Your dream home awaits!

Newest Wooster Square Homes under $400,000

$275,900

2 Beds ⋅ 2 Baths ⋅ 24210063 MLS ⋅ Wooster Square BLDG.

Welcome to your next chapter in New Haven's iconic and historic Wooster Square! This 2-bedroom, 11/2-bath End-unit Townhome offers a wonderful opportunity to create a home that is truly your own. Inside, you'll find an Eat-in Kitchen ready for your vision, along with a Formal Living room featuring sliders to a Private Balcony-a great spot for morning coffee, evening unwinding, or enjoying the neighborhood atmosphere. As an end unit, the home offers a little extra sense of privacy, while its location puts you in the heart of one of New Haven's most beloved neighborhoods, surrounded by the character, charm, restaurants, cafes, and energy that make Wooster Square so special. A fantastic opportunity to live in one of New Haven's most distinctive neighborhoods and create a home that reflects you!

120 Wooster St Unit I, New Haven

$308,000

1 Beds ⋅ 1 Baths ⋅ 24209030 MLS ⋅ Olive Court BLDG.

Adorable ranch-style condo set within a charming historic building in the heart of the Wooster Square neighborhood. A large entry foyer opens seamlessly into a spacious living room featuring a decorative fireplace and ample space for a dining table, creating an inviting setting for everyday living and entertaining. The kitchen blends character and function with retro GE appliances, butcher block countertops, and a convenient pantry closet. The bedroom offers warmth and charm with an exposed brick wall and peaceful views of the rear courtyard. Additional highlights include an in unit washer and dryer, a gated street-level front patio perfect for relaxing outdoors, and shared basement storage accessed via hatch. This pet-friendly, self-managed six-unit complex has low HOA and a true sense of community. Ideally located just steps from Wooster Square's renowned restaurants, nearby theater, downtown New Haven, and easy highway access for commuters.

85 Olive St Unit 85, New Haven

$278,000

2 Beds ⋅ 2 Baths ⋅ 24198228 MLS ⋅ Wooster Court BLDG.

Your chance to experience modern townhouse living in New Haven's most iconic and legendary neighborhood awaits! Welcome to this open and sun filled 2 bedroom, 1.5 bath townhouse located on sought after Wooster Street. This move in ready home with new windows features a bright, flowing layout with freshly painted interiors that create a clean, modern feel throughout. The main level offers an inviting open living and dining area, ideal for everyday comfort and entertaining. Upstairs, both bedrooms are generously sized, and the full bath plus main level half bath add convenience for residents and guests. A garage located underneath provides secure parking and protection from the elements, while an additional private storage unit offers valuable extra space for seasonal items and belongings. Live steps from world famous Wooster Street eateries - Pepe's, Sally's, and a lineup of neighborhood favorites - while enjoying easy access to downtown, Yale, parks, and transit. Whether you're grabbing a slice, commuting, or exploring the city, everything is right at your fingertips. Commuters will appreciate the easy access to major highways, including I-95 and I-91. This home is also eligible for the Yale Homebuyer Program for Yale employees. Ask for details!

120 Wooster St Unit Q, New Haven

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Wooster Square Homes under $400,000

Newest Wooster Square Homes under $400,000

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