Wooster Square Homes under $750,000

Welcome to Wooster Square, a charming neighborhood nestled in the heart of New Haven, Connecticut. Known for its rich history and vibrant community, Wooster Square is a delightful blend of picturesque streets, historic architecture, and lush green spaces. This area is particularly famous for its stunning cherry blossom trees that bloom each spring, transforming the neighborhood into a breathtaking spectacle that attracts visitors from all over.

Wooster Square boasts a strong sense of community, with friendly neighbors and a variety of local events that foster connections among residents. The neighborhood is home to several parks, including the iconic Wooster Square Park, where families gather for picnics, children play, and outdoor concerts fill the air with music. The local farmers' market is a must-visit, offering fresh produce and artisanal goods, making it a hub for both residents and visitors alike.

For those looking to call Wooster Square home, the real estate market offers an array of charming homes priced under $750,000. From beautifully restored Victorian houses to modern condos, there’s something to suit every taste and lifestyle. Many of these homes feature unique architectural details, spacious layouts, and easy access to the neighborhood's amenities, including an array of delightful cafes, restaurants, and boutique shops.

Living in Wooster Square means embracing a vibrant lifestyle steeped in culture and community spirit. With its prime location, rich history, and affordable housing options, it's no wonder that Wooster Square is one of New Haven's most sought-after neighborhoods. Come discover the charm of Wooster Square and find your perfect home in this inviting community!

Newest Wooster Square Homes under $750,000

$749,000

2 Beds ⋅ 3 Baths ⋅ 24212128 MLS ⋅ Gables At Wooster Square BLDG.

One of Wooster Square's most iconic buildings is The Gables, formerly a church and parish house, located right on Wooster Square Park. One of its most remarkable units is Number 9, with its amazing Great Room. This grand space is 23 feet square and 16 feet high, with tall windows on the north and east sides. It houses the living room, dining area, kitchen, and a balconied office overlooking the space. It's truly unique, and must be seen to be believed. Hardwood floors, a chef's kitchen with stainless steel appliances, and Italian lighting are but a few features of this sensational space. But there's much more! Off the Great Room is a study, with a balcony overlooking your own private terrace. This semi-enclosed outdoor space is perfect for relaxing and casual entertaining. There's a discreet half-bath and storage closets galore.

329 Greene St Unit 9, New Haven

$462,000

2 Beds ⋅ 2 Baths ⋅ 24210805 MLS ⋅ Russell Hotchkiss House BLDG.

You'll love living on Wooster Square Park in this beautifully remodeled 2-bedroom condo in the historic Russell Hotchkiss House. The large eat-in kitchen is filled with natural southern light, creating a bright and welcoming space. The living room features floor-to-ceiling windows and a lovely built-in hutch. The primary bedroom includes a full en-suite bath. Additional features include exposed brick, hardwood floors, central air, in-unit laundry, and a large private storage room in the basement. One off-street parking space is included. Enjoy the quiet location of this unit, complete with its own private entrance. The house also features a charming side porch with beautiful views of Wooster Square Park. Conveniently located near downtown New Haven and the renowned restaurants of Wooster Street. Up to three pets are permitted with association approval. This is a rare opportunity to enjoy historic charm, modern updates, and one of New Haven's most sought-after locations. In the Yale Homebuyers Program for qualified university employees.

7 Wooster Pl Unit 2, New Haven

$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

$680,000

4 Beds ⋅ 2 Baths ⋅ 24197946 MLS

Discover a prime investment opportunity with this exceptional multi-family property located in the heart of New Haven, CT. This well-maintained building offers a total of 2 spacious units, each designed for comfort and convenience. Amenities include off-street parking, on-site laundry, beautifully landscaped yard. Situated in a vibrant neighborhood, this property is just minutes away from Yale University, downtown New Haven, and a variety of dining, shopping and cultural attractions. Public transportation is easily accessible, making it convenient for tenants. Potential for increased revenue. Don't miss out on this rare opportunity to own a two-family home in one of Connecticut's most sought-after area. Walking distance to New Haven's Best! And let's not forget to mention the BEAUTIFUL back yard! You will never see another with such awesome plantings designed to cater to a multifamily residence with lush greenery and thoughtfully arranged spaces that invite both relaxation and community bonding. A true city oasis! This is a must-see property!

100 William St, 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 $750,000

Newest Wooster Square Homes under $750,000

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