From Classrooms to Living Rooms: How Connecticut’s Vacant Schools Are Becoming Housing Solutions
- Cameron Norfleet
- 2 days ago
- 3 min read

As Connecticut continues to grapple with a persistent housing shortage, cities across the state are finding creative solutions in the most unexpected places—former school buildings. These once-bustling centers of education are being transformed into modern apartment complexes, offering a second life to aging infrastructure while adding critical housing stock to communities in need.
Why Schools Make Smart Housing Conversions
Old schools offer several advantages as residential conversion projects. Structurally sound and often centrally located, these buildings already sit within established neighborhoods with access to public transit, parks, and local amenities. Their large windows, high ceilings, and historic architectural details lend character to living spaces that are often missing from new construction.
Moreover, developers can tap into state and federal historic preservation tax credits, making the economics of adaptive reuse more feasible—especially when compared to building new units from the ground up.
Housing Solutions Rooted in Local History
🏙️ Waterbury: Schoolhouse Apartments
In Waterbury, three long-closed schools—Wilby, Webster, and Bishop—have been transformed into the Schoolhouse Apartments. These properties now offer over 200 affordable units, primarily for elderly and disabled residents. The project preserved the buildings' architectural character while addressing an urgent local need for accessible housing. It’s a model example of how historic preservation and social impact can align.
🧱 New Haven: Strong School Redevelopment
Over in New Haven, the shuttered Strong School is being reimagined as a 58-unit apartment complex featuring mixed-income housing and community spaces. This development highlights a forward-thinking approach, emphasizing inclusivity and neighborhood revitalization. By restoring a vacant structure instead of tearing it down, the project preserves a piece of the city’s educational legacy while offering much-needed homes.
🏢 Meriden: From Convent to Community Housing
In Meriden, the former St. Joseph School was recently demolished, but the adjacent convent has been saved and repurposed into residential units. While not a school conversion in the strictest sense, it demonstrates how educational and religious institutions tied to historic school campuses can still serve the community’s evolving needs.
🏛️ New Britain: St. Mary’s Parochial School
St. Mary’s in New Britain stands as an early success story. Converted in the 1990s into senior housing, this 1904 Classical Revival building has maintained its exterior grandeur while providing affordable, dignified housing to elderly residents. It's a testament to how thoughtful redevelopment can balance history with modern living.
🏫 Middletown: Woodrow Wilson High School
Middletown’s former Woodrow Wilson High School is another example of successful adaptive reuse. Built in 1931, the building has been converted into apartments that preserve its classic façade and layout. It adds residential capacity while honoring the town’s civic past—proving that even large, dated structures can serve contemporary needs.
Beyond the Bricks: The Broader Benefits
These projects offer more than just new housing—they represent a broader shift toward smart growth, sustainability, and community revitalization. By reusing existing structures, towns can limit sprawl, preserve open space, and inject life back into neglected properties. Residents benefit from unique living spaces steeped in local history, while municipalities see increased tax revenues and revitalized neighborhoods.
The Challenges of Repurposing Schools
Of course, these conversions aren’t without hurdles. Renovating aging infrastructure is often more complex and costly than new construction. Developers must navigate building codes, zoning laws, and occasionally resistance from residents wary of change. Still, with the right incentives and community engagement, these challenges can be overcome—as the projects across central Connecticut clearly show.
Conclusion: A Vision for the Future
As Connecticut faces one of the worst housing shortages in recent history, the answer may lie in the buildings we already have. Waterbury, New Haven, Meriden, New Britain, and Middletown are proving that the adaptive reuse of old schools is more than just a creative housing solution—it’s a smart, sustainable strategy for urban development.
Looking for housing in one of Connecticut’s revitalized historic properties? Interested in investing or learning more about adaptive reuse opportunities? Contact us below for help with buying, selling, renting, investing, tenant placement, or property management.
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