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$439,900
3 Beds ⋅ 2 Baths ⋅ 24196966 MLS
Opportunity awaits with this charming 3-bedroom, 2.5-bath single-family home nestled on over 2 beautiful acres of land. Offering a wonderful combination of space, character, and privacy, this property is perfect for buyers looking to create a home that reflects their own personal style. Step inside and discover a home filled with potential. While it is ready for some TLC and updating, it offers a functional layout with generous living spaces and endless opportunities to make it your own. One of the home's standout features is the inviting sunroom, providing the perfect place to enjoy your morning coffee, unwind with a good book, or simply take in the peaceful views of the surrounding property throughout the changing seasons. Outside, you'll appreciate the expansive yard with plenty of room to enjoy the outdoors. Whether you envision gardening, hosting family gatherings, or simply enjoying the open space, this property offers the setting to do so. Tucked behind the home is a detached barn that is in need of lots of TLC but offers plenty of potential for the next owner to restore and reimagine.

134 Pleasant St, Windsor
$325,000
3 Beds ⋅ 2 Baths ⋅ 24192736 MLS
Welcome Home to 284 Deerfield Rd. Nestled in a convenient location, this charming 3-bedroom, 2-bathroom bungalow offers 1,511 sq ft of living space full of potential and ready for your personal touch. Spread across two stories, this home offers a unique layout and comfortable living spaces, giving you the perfect canvas to make it truly your own. Step outside to enjoy a fully fenced-in yard and a large deck - ideal for entertaining, relaxing, or simply enjoying some outdoor space of your own. Location is everything, and this home delivers - with easy access to major highways (91, 291, and 84), you'll enjoy a quick commute in any direction. You're also just minutes from shopping, parks, and a convenient bus route, making everyday errands and outings a breeze. Don't miss your chance to turn this house into your dream home - schedule a showing today!

284 Deerfield Rd, Windsor
$385,000
5 Beds ⋅ 5 Baths ⋅ 24181019 MLS
SPACIOUS COLONIAL WITH EXCEPTIONAL FLEXIBILITY & IN-LAW POTENTIAL! Set on a generously sized lot in convenient location, this expansive 2,812sf home offers a rare combination of size, versatility, & opportunity. Originally designed as a ranch & thoughtfully expanded w/substantial addition (1990's), the home features 5 bedrooms, 4.5 bathrooms, providing an abundance of living space easily accommodating multigenerational living, extended family, guests, home office needs, or potential in-law arrangement. Welcoming front entry opens to living room highlighted by hardwood floors & classic wood burning fireplace. Spacious kitchen w/large center island, ample cabinet & countertops, & new SS refrigerator. A screened porch provides a wonderful extension of living space. The main level features 2 bedrooms, multiple full baths, & expansive family room/living room addition that offer tremendous potential for a private guest suite, first floor primary bedroom living, or a future in-law setup. The upper level is devoted to retreats, including 3 additional bedrooms & a spacious primary suite, featuring new LVP flooring, ensuite full bath, & private balcony. Additional upper level bedrooms are generously proportioned & serviced by well-placed full bathrooms. Major capital improvements & infrastructure already in place including - Brand New Roof (2025), New Solar System (2025), updated 200-amp electrical system (2025), generator hookup, & natural gas boiler (2010). ***CONTINUED***

521 W Wolcott Ave, Windsor
$389,900
4 Beds ⋅ 2 Baths ⋅ 24179838 MLS
Own a piece of Windsor's living history. The rear of this remarkable home dates to 1780, with a Greek Revival addition built around 1835 by the Thrall family. In 1874, it was purchased as a summer residence by Joseph Rainey of South Carolina - elected to the U.S. House of Representatives. This 2,500 sq. ft. eclectic home has evolved gracefully through the centuries while honoring its origins: wide-board wood floors, unique built-ins, and two staircases tell the story. The layout flows beautifully for entertaining - from the welcoming front foyer into the generous living room with fireplace insert, past the powder room alcove, through the spacious dining room and butler's pantry, and into the large eat-in kitchen with center island, gas stove, and more built-ins. A step-down den with fireplace opens to a private brick patio out back. Upstairs, the primary bedroom offers an impressively sized closet - a rare luxury in a home of this era. Three additional bedrooms complete the floor, one with a connected office and back-staircase access to the kitchen. A full bathroom and walk-up attic round out the second floor. The home is oil-heated with natural gas already connected for the stove and water heater. Roof replaced just two years ago.

299 Palisado Ave, Windsor

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