Windham County, CT Real Estate Search

Windham County, CT Homes between $300,000 and $350,000 for Sale

Our website features the best real estate search for homes between $300,000 and $350,000 available in Windham County, CT and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Windham County, CT Homes between $300,000 and $350,000 for Sale

$339,000
2 Beds 1 Baths 24193606 MLS
Welcome home to this charming raised ranch situated on a beautiful 1.51-acre lot in Scotland, CT. Offering the perfect blend of privacy, functionality, and outdoor space, this property is ideal for first time home owners, hobbyists, and car enthusiasts alike. The home features an attached 2-car garage with plenty of room for vehicles, tools, and projects. Need even more space? A detached workshop/shed provides endless possibilities for woodworking, hobbies, storage, or your next big project. Major updates have already been completed, including a brand-new roof and new front and rear decks, allowing you to enjoy the outdoors for years to come. The fenced in yard offers plenty of room for pets, gardening, or entertaining, while the lightly wooded setting provides added privacy and a peaceful country feel. Inside, you'll find a cozy wood stove for those chilly New England winters and a heated additional room in the lower level that could easily serve in multiple different capacities. Additional features include: Generator-ready electrical hookup Attached 2-car garage Oversized workshop/storage shed New roof (2026) New front and rear decks (2026) Flat, fenced backyard Heated lower-level room with potential as an office or extra space. Wood stove for supplemental heat. If you're looking for a home with plenty of outdoor space, practical updates, and room for all your hobbies, this Scotland property is one you won't want to miss.

449 Pudding Hill Rd, Scotland

$350,000
3 Beds 2 Baths 24160862 MLS
Welcome to place where time truly is the most beautiful thing. There is a particular kind of feeling when you walk through a historic door like this. Maybe it's the hardwood plank floors that have held two centuries of footsteps. Maybe it's the way the morning light hits the windows on every home on Chaplin Street, a village so notable it's listed on the National Register of Historic Places. Maybe it's the quiet and peace that magically flows through a home like this. Built in 1837 as the town parsonage, this home has been part of this community's story for nearly 200 years. Now it's looking for someone ready to write the next chapter. 11 rooms await for the exciting next chapter. The big work is already done. New roof. New electrical panel. Foundation fully repointed with fresh mortar, inside and out. Chimney repointed and stuccoed, New stainless steel liner, crown, and cap installed. What's left to do is the part that lets the new owner make it their own: cosmetic updates, with flooring quotes already in hand for new carpet and refinished hardwood. Set on nearly an acre of flat, open land, this is the kind of property that rewards patience and vision. For the history lover who's been waiting for a home with a past worth preserving, the hands-on owner who sees potential where others see projects, or the investor eyeing the space and the location near UConn and ECSU, this one is worth it all. Come and see what was once part of the past and how it can be a part of your future

60 Chaplin St, Chaplin

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