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Middlefield, CT Homes 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
  • /37

    $699,900

    • 4 Beds
    • 4 Baths
    • 1,871 Sq Ft

    157 Baileyville Rd, Middlefield, CT 06455

    Keep your boat in the backyard! Rare opportunity to own a beautifully updated Multi family property with waterfront, exceptional outdoor spaces, and outstanding income potential. Whether you're looking for an owner-occupied investment, multigenerational living, or an income-producing property, this home offers incredible versatility. Recent improvements include a brand-new roof, new siding, a

    Steven Joseph Coldwell Banker Realty

    157 Baileyville Rd, Middlefield, CT 06455
  • /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
  • /6

    $165,000

    • Land
    • 1 Acre
    • $165,000 per Acre

    133 Main St, Rockfall, CT 06481

    Build your vision on this residential parcel offering a great opportunity in a convenient location with easy access to nearby amenities, shopping, dining, and major routes. Public records reflect the parcel as conforming to current zoning and frontage requirements. Buyers and buyers' agents encouraged to exercise their own diligence regarding all property information, zoning, and intended use.

    Michelle Mandel Carl Guild & Associates

    133 Main St, Rockfall, CT 06481
  • /5

    $168,000

    • Land
    • 1.01 Acres
    • $166,337 per Acre

    0 Cherry Hill Rd, Middlefield, CT 06455

    Imagine waking up every day in a town where orchards bloom, ski slopes come alive in winter, golf courses stretch across rolling hills, and hiking trails, waterfalls, and lakes are just minutes from your front door. This beautiful level, cleared lot on Cherry Hill offers the opportunity to build more than a home-it offers a lifestyle. Nestled in one of Middlefield's most convenient locations,

    Debbie Huscher Real Broker CT, LLC

    0 Cherry Hill Rd, Middlefield, CT 06455
  • /7

    $399,000

    • Land
    • 7.46 Acres
    • $53,485 per Acre

    0 Baileyville Rd, Middlefield, CT 06455

    Prime Land Opportunity - Baileyville Rd & Route 147, Middlefield, CT Nestled in the heart of scenic Middlefield, this exceptional 7.5 acre parcel (approx.) located at Baileyville Road this property offers a rare opportunity for developers or investors seeking to capitalize on the area's demand for year-round recreational living. Ideal for a custom home, vacation home, or small-scale residential

    Melanie Billie BHGRE Gaetano Marra Homes

    0 Baileyville Rd, 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
  • /22

    $224,500

    • 3 Beds
    • 1 Bath
    • 1,109 Sq Ft

    1231 Washington St Unit 2, Middletown, CT 06457

    Enjoy one of a select few of the largest townhouse end units in the complex offering 1,109 square feet of vast living space. Nestled in a popular, well-maintained community, this home combines convenience, comfort and peace of mind with nothing to do but unpack and enjoy. Recent complex-wide improvements include new roads with abundant guest parking, new siding, roofs, and decks giving the

    Chris Hogan Century 21 Classic Homes

    1231 Washington St Unit 2, Middletown, CT 06457
  • /14

    $4,000,000

    • Land
    • 71.11 Acres
    • $56,251 per Acre

    436 & 444 Preston Ave, Meriden, CT 06450

    THE HALL FARM - A VISIONARY DEVELOPMENT OPPORTUNITY! Nestled on the east side of town, The Hall Farm presents an extraordinary opportunity to shape the future of over 71 acres of pristine farmland. With a rich family heritage, this land is primed for a transformative development that will enrich the community and its residents. Zoned for suburban/residential use, envision a bespoke neighborhood

    David Mallison William Pitt Sotheby's Int'l

    436 & 444 Preston Ave, Meriden, CT 06450

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.

Frequently Asked Questions

What is the average home price in Middlefield, CT?
Homes for sale in Middlefield, CT have an average home price of $485,130.
Are home prices dropping in Middlefield?
Yes, home prices in Middlefield are down 2% in the last 12 months.
How many homes have sold over the last 12 months in Middlefield, CT?
25 homes have sold in Middlefield, CT over the last 12 months.
What is the average household income in Middlefield, CT?
The average household income in Middlefield, CT is $117K.
What are the most popular zip codes in Middlefield, CT?
The most popular zip codes in Middlefield, CT include 06455, 06450, 06457, 06492 and 06422.
How much do you need to make to afford a house in Middlefield?
The median home price in Middlefield is $390,000. If you put a 20% down payment of $78,000 and had a 30-year fixed mortgage with an interest rate of 6.76%, your estimated principal and interest payment would be $2,030 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $87K a year to afford the median home price in Middlefield. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middlefield is $117K.
How are the schools in Middlefield, CT?
Middlefield, CT has highly rated public and private schools. Some of the best schools in Middlefield based on Niche Grades are The Independent Day School, Mercy High School and Thomas Hooker School. Browse all the schools in Middlefield, CT to learn more.

Home Price Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$423,000
Median 2 Bedroom Sale Price
$315,000
Median 1 Bedroom Sale Price
$219,950
Average Price Per Sq Ft
$315
Number of Homes for Sale
2
Last 12 months Home Sales
25
Months of Supply
1.00
Median List Price
$390,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
1%
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