We analyze top real estate agents in New Haven’s Wooster Square neighborhood and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 2025. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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Information and statistics on the latest trends in the Wooster Square real estate market, updated for August 2025. *
The typical home value in Wooster Square is projected to be $309,880 for the month of July. June’s finalized data reported the typical value of a home in the neighborhood to be $365,000—down 17.05% over the previous 12 months. For comparison, city-level data pegged home values at $368,500 in New Haven for the most recent reporting period. That number is expected to float around $371,500 in July.
Wooster Square had 13 new listings and 19 listings that went under contract in June, decreasing the area’s total available inventory to 5—down 44.44% from the previous month. Inventory is projected to have further decreased in July.
The median listing price for homes in Wooster Square grew 7.99% from May to June, bringing the current median listing price to $375,000. Based on projected data for July, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In June 2025, the median time for a listed property to go pending was 60 days, compared to 105 days in June 2024. In recent months the median number of days from listed to pending appears to be steady. That trend is predicted to have carried through to this July.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Wooster Square offers residents a vibrant blend of historic charm, delicious local cuisine, and inviting green spaces that foster a strong sense of community.
Wooster Square offers an irresistible blend of old-world charm and contemporary energy at the heart of New Haven. Famous for its stately brownstones and lush public spaces, this engaging neighborhood captivates with its artistic spirit and culinary heritage. Every spring, Wooster Square Park bursts to life during the much-anticipated Cherry Blossom Festival, drawing crowds from across Downtown and beyond. The park is also a favorite spot for families and dog walkers year-round.
Food enthusiasts will revel in renowned pizzerias like Frank Pepe Pizzeria Napoletana, an iconic stop on Wooster Street, alongside Libby's Italian Pastry Shop, where generations have savored classic Italian desserts. Art lovers find endless inspiration at the neighborhood’s creative hub, City Gallery, which showcases the work of local and regional artists in an intimate setting.
Education is a cornerstone in Wooster Square, with residents having access to Conte West Hills Magnet School, lauded for its diverse curriculum and vibrant community involvement. The proximity to Yale University enhances the intellectual atmosphere and places residents steps away from academic lectures, libraries, and cultural events.
Wooster Square’s convenient location puts East Rock and Long Wharf within easy reach, while Union Station offers seamless regional travel connections. With a lively neighborhood association and regular markets like the Wooster Square Farmers’ Market, the sense of connection and community thrives.
For buyers and sellers looking to make their move in this unforgettable neighborhood, Agent Pronto is ready to help match you with the ideal real estate expert, making your Wooster Square transition as smooth and rewarding as possible.
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With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Wooster Square to qualify the best agents for your specific needs.
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Tips and market insights to make your New Haven real estate journey a success.
There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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