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Middlefield, CT Houses for Sale

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  • /40

    $749,900

    • 4 Beds
    • 2.5 Baths
    • 2,458 Sq Ft

    88 Powder Hill Rd, Middlefield, CT 06455

    Nestled in the heart of scenic Middlefield, this distinctive and beautifully maintained 4 bedroom 2.5 bathroom property offers a rare blend of classic New England character and modern flexibility. Inside on the first floor, an open-concept kitchen and dining area invite gathering and entertaining, seamlessly flowing into a sunroom-style flex space with room to grow-ideal for a home office,

    Gary Marino William Raveis Real Estate

    88 Powder Hill Rd, Middlefield, CT 06455
  • /30

    $520,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    12 Ross Rd, Rockfall, CT 06481

    The tax record may say 1935, but this is far from your typical 1935 home. The original footprint represents just a small portion of the home you see today, thoughtfully renovated and expanded over the decades by its builder-owner to create a home designed for the way we live now. The spacious kitchen features a center island, abundant cabinetry, pantry and breakfast area, flowing easily into the

    Debbie Huscher Real Broker CT, LLC

    12 Ross Rd, Rockfall, CT 06481
  • /18

    $749,000

    $101K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,073 Sq Ft

    19 High St, Middlefield, CT 06455

    Older than America, the historic Chilson Bailey House offers a rare opportunity to own a true circa 1750 center-chimney Colonial while enjoying the comfort of a thoughtfully designed 2008 addition. Offering four bedrooms in total, two bedrooms are located within the original 1750 portion of the home, which is not currently livable and requires renovation. This gives the next owner the opportunity

    Debbie Huscher Real Broker CT, LLC

    19 High St, Middlefield, CT 06455
  • /8

    $349,800

    • 3 Beds
    • 2 Baths
    • 1,934 Sq Ft

    5 Lorraine Terrace, Middletown, CT 06457

    Built in 2000 and located in the Westfield neighborhood , this single family home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, unfinished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. Seller WILL NOT ACTIVATE UTILITIES. View home, inspect and confirm all listing information prior to making offer. Seller will

    Christopher Rose Realhome Services & Solutions

    5 Lorraine Terrace, Middletown, CT 06457

Why Live in Middlefield

Middlefield, Connecticut, is a quintessential New England small town known for its open spaces and trail access, making it ideal for those who enjoy spending time outdoors. The community is characterized by its rural charm, with large yards, lush lawns, and deep woods surrounding the homes. Housing styles vary from smaller ranches and Cape Cods to towering Colonial Revivals and new traditional builds, with properties along the lakes offering waterfront views. Middlefield's residents enjoy numerous outdoor activities, with parks like Peckham Park providing baseball diamonds, soccer fields, a skatepark, and playgrounds. Beseck Lake offers a small sand beach and boat launch for water activities, while Wadsworth Falls State Park is popular for its forested trails and waterfall. The Lyman Orchards, a local landmark, features a farm store, seasonal events, and a golf club. Powder Ridge Mountain Park & Resort offers skiing and winter sports in the winter, and hiking, mountain biking, and paintball in the warmer months. John Lyman School, rated highly, serves the elementary-aged students in the area. Dining options are limited but notable, with Blackbird Tavern offering a rotating menu and outdoor seating. While Middlefield lacks public transit and has low walkability, it benefits from convenient access to Interstate 91, making commuting to nearby cities like Meriden and Middletown easy. Bradley International Airport is 33 miles away, providing further connectivity.

Single Family Home Price Trends

Median Home Price
$423,000
Median 3-Bedroom Home Price
$423,000
Median 4-Bedroom Home Price
$730,000
Median 5-Bedroom Home Price
$785,000
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