5 Bed / 2 Bath Home for Sale in Windham, CT – Spacious Home Steps from Eastern Connecticut State University

By Jason Boice, REALTOR®, eXp Realty — Published on August 31, 2026

TL;DR

• 5 bedrooms with the possibility of a 6th bedroom on the first floor
• 2 full bathrooms
• 2,181 square feet of living space
• 0.41-acre level and cleared lot
• Spacious Colonial built in 1908
• Generously sized bedrooms
• Updated bathrooms
• Flexible first-floor room for a bedroom, office, guest room, or additional living space
• Large kitchen with island
• Living room with fireplace
• Detached 2-car garage
• Expansive driveway with ample parking
• Full unfinished basement
• Walk-up attic with additional storage
• Public water and public sewer
• Very walkable location
• Steps from Eastern Connecticut State University
• Close to shopping, dining, and commuter routes
• Previously used as a 6-bedroom rental
• Listed at $362,500
• Ideal for buyers seeking a spacious primary residence or a Windham property with potential income-producing possibilities

Overview of the Home

Welcome to 371 Prospect Street in Windham, Connecticut, a spacious and versatile Colonial offering an uncommon amount of living space in a convenient location just steps from Eastern Connecticut State University.

Listed at $362,500, the home offers 2,181 square feet, 5 bedrooms, 2 full bathrooms, and the possibility of a sixth first-floor bedroom. Set on a level and cleared 0.41-acre lot, the property also includes a detached 2-car garage and an expansive driveway that provides plenty of parking.

Inside, the home's flexible floor plan is one of its biggest advantages.

The main level includes a large 18.5' x 13' kitchen with an island and double sink, providing plenty of workspace for cooking and gathering. The spacious living room measures nearly 24 feet long and includes a fireplace and ceiling fan, creating a substantial central living area.

A first-floor bedroom and full bathroom with a stall shower add even more flexibility to the layout. Depending on the next owner's needs, the main-level bedroom could also function as a home office, guest room, or additional living space.

Upstairs, you'll find five additional rooms currently identified as bedrooms in the MLS, including the primary bedroom, along with a second full bathroom. The generously sized rooms provide options for buyers who need more sleeping space, home offices, hobby rooms, or other flexible uses.

Storage is another advantage. The home includes a full unfinished basement with hatchway access as well as a walk-up attic with storage space, giving owners plenty of room beyond the primary living areas.

Outside, the level and cleared 0.41-acre lot offers a surprisingly spacious yard for such a convenient location. A patio provides additional outdoor living space, while the detached 2-car garage and large driveway make parking and storage easier.

Whether you're looking for a spacious primary residence or evaluating a property with previous rental history and potential income opportunities, 371 Prospect Street offers a level of flexibility that's difficult to find at this price point.

Key Features of This Property

• 5 bedrooms with possible 6th bedroom
• 2 full bathrooms
• 2,181 square feet
• 0.41-acre lot
• Colonial-style home
• Built in 1908
• Large kitchen with island
• Double kitchen sink
• Spacious living room
• Fireplace
• Main-level bedroom/flex room
• Main-level full bathroom
• Generously sized upstairs bedrooms
• Updated bathrooms
• Two fireplaces
• Full unfinished basement
• Basement laundry
• Walk-up attic
• Additional attic storage
• Detached 2-car garage
• Expansive driveway
• Patio
• Sidewalks
• Level and cleared lot
• Public water
• Public sewer
• Previously utilized as a 6-bedroom rental
• Steps from Eastern Connecticut State University
• Close to shopping and dining
• Convenient access to commuter routes
• Walk Score® of 76 – "Very Walkable"

What Makes This Home Stand Out

For buyers searching for homes for sale in Windham, CT, 371 Prospect Street stands out primarily because of its combination of space, flexibility, location, and potential uses.

At 2,181 square feet, the home offers substantially more room than many buyers might expect at this price point. The number and size of the rooms also allow the floor plan to evolve depending on the next owner's needs.

The first-floor bedroom and full bathroom are particularly useful. Buyers who need main-level accommodations, a dedicated home office, guest space, or another flexible room already have those options built into the floor plan.

The property's location near Eastern Connecticut State University is another defining feature. Rather than simply being located somewhere in Windham, the home is just steps from the university while also remaining close to shopping, dining, and major commuter routes.

Its previous use as a 6-bedroom rental may also make the property worth considering for buyers exploring investment opportunities. Any future rental use should, of course, be independently evaluated for applicable zoning, permitting, occupancy, and other requirements.

The detached 2-car garage, expansive driveway, full basement, walk-up attic, and 0.41-acre yard add even more functionality.

For buyers comparing houses for sale in Windham, CT, homes near Eastern Connecticut State University, larger homes in Willimantic/Windham, or properties with potential rental opportunities, 371 Prospect Street deserves a closer look.

Location: Living in Windham, CT

371 Prospect Street offers a convenient location for buyers who want access to both everyday necessities and the amenities surrounding Eastern Connecticut State University.

The property's Walk Score® of 76 categorizes the location as "Very Walkable," meaning many everyday errands can be accomplished on foot. Sidewalks further contribute to the walkability of the immediate area.

Eastern Connecticut State University is just steps away, while shopping, restaurants, services, and major commuter routes are also nearby.

Windham and the Willimantic area offer a different lifestyle from many of Connecticut's more rural eastern communities. Buyers can find historic homes, local restaurants, parks, cultural attractions, university amenities, and convenient access to surrounding towns while still being within reach of Hartford and other parts of eastern Connecticut.

For someone searching for homes for sale in Windham CT near Eastern Connecticut State University, 371 Prospect Street's location is one of its strongest advantages.

Who This Home Is Perfect For

371 Prospect Street may be an especially good fit for:

• Buyers searching for a large home in Windham, CT
• Buyers who need 5 bedrooms or additional flexible rooms
• Buyers who want a possible first-floor bedroom
• Multi-generational households looking for additional space
• Buyers who work from home and need dedicated office space
• Buyers who value walkability
• Buyers who want to live near Eastern Connecticut State University
• Buyers looking for a detached garage and substantial parking
• Buyers who need additional basement and attic storage
• Investors evaluating properties with previous rental history
• Buyers searching for a home that can adapt as their needs change

Schedule a Showing

Call or text 860-452-3153 to schedule a private showing or get more information.

FAQ Section

What is the price of 371 Prospect Street in Windham, CT?

371 Prospect Street is listed for $362,500.

How many bedrooms does 371 Prospect Street have?

The home is described as having 5 bedrooms with the possibility of a sixth bedroom on the first floor. It was previously utilized as a 6-bedroom rental, giving the floor plan considerable flexibility.

How close is 371 Prospect Street to Eastern Connecticut State University?

The property is located just steps from Eastern Connecticut State University, making proximity to the campus one of the home's most notable location features.

Does 371 Prospect Street have a garage and off-street parking?

Yes. The property includes a detached 2-car garage and an expansive driveway providing ample parking.

Could 371 Prospect Street be used as a rental property?

The MLS states that the home was previously utilized as a 6-bedroom rental, so buyers interested in an investment property may want to explore that possibility. Any proposed rental or investment use should be independently verified for current zoning, permitting, occupancy, licensing, and other applicable requirements.

About the Author

Jason Boice is a REALTOR® with eXp Realty serving Hebron, Andover, Marlborough, Colchester, East Hampton, Tolland, and surrounding Connecticut towns. He helps homeowners sell with clear strategies, strong negotiation, and a process designed to reduce stress while maximizing results.

If you're thinking about selling your home in Hebron or the surrounding area, Jason offers a no-pressure home value and strategy consultation so you can understand your options before making a decision. Call or text 860-452-3153 to get started.