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Chester, CT Homes for Sale

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  • 26 Ferry Rd, Chester, CT 06412
    26 Ferry Rd, Chester, CT 06412
    26 Ferry Rd, Chester, CT 06412
    /21

    $850,000

    • 4 Beds
    • 2 Baths
    • 8,382 Sq Ft

    26 Ferry Rd, Chester, CT 06412

    Located in the Town of Chester, this mixed-use property presents a rare opportunity to acquire a distinctive asset in one of Connecticut's most desirable markets. As it stands, the property consists of approximately 5,000 square feet of commercial space, including one loading dock, three (3) garages, and an oversized on-site parking lot, supporting a wide range of operational and occupancy needs.

    Agent Photo

    Anthony Velez

    VC Property Group, LLC

    (860) 579-1600

    26 Ferry Rd, Chester, CT 06412
  • 1 Ferry Rd, Chester, CT 06412
    1 Ferry Rd, Chester, CT 06412
    1 Ferry Rd, Chester, CT 06412
    /40

    $650,000

    • 3 Beds
    • 3 Baths
    • 2,752 Sq Ft

    1 Ferry Rd, Chester, CT 06412

    An extraordinary offering in one of Connecticut's most beloved river towns. Stunning sunrises over unobstructed views of Chester Creek sets the tone for this rare piece of Chester history. The Bani Denison homestead dates to 1781 and once served as Chester's first post office. Thoughtfully restored, this classic embankment Colonial with Dutch kick gambrel style roof offers modern amenities while

    Agent Photo

    Jennifer D'Amato

    Real Broker CT, LLC

    (860) 454-6525

    1 Ferry Rd, Chester, CT 06412
  • 43 Bokum Rd, Chester, CT 06412
    43 Bokum Rd, Chester, CT 06412
    /2

    $200,000

    • Land
    • 2.25 Acres
    • $88,889 per Acre

    43 Bokum Rd, Chester, CT 06412

    Beautiful potential building lot. Access via Private road, 2.25 acres. Undeveloped.

    Nicholas Tomanelli Coldwell Banker Realty

    43 Bokum Rd, Chester, CT 06412
  • 15 Hazen St, Chester, CT 06412
    15 Hazen St, Chester, CT 06412
    15 Hazen St, Chester, CT 06412
    /33

    $199,900

    • 3 Beds
    • 1 Bath
    • 748 Sq Ft

    15 Hazen St, Chester, CT 06412

    Fantastic condo alternative with year-round charm and lake lifestyle appeal! Enjoy scenic views of Cedar Lake and take advantage of the easy walk to nearby beaches from this inviting 4-season cottage. Situated on a large corner lot framed by classic New England stone walls, this property offers privacy, character, and outdoor enjoyment. Relax or entertain on the spacious wooden rear deck, rinse

    Anthony La Penna Exceptional Real Estate LLC

    15 Hazen St, Chester, CT 06412
  • 7 Hickory Hill Dr, Chester, CT 06412
    7 Hickory Hill Dr, Chester, CT 06412
    7 Hickory Hill Dr, Chester, CT 06412
    /34

    $549,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,202 Sq Ft

    7 Hickory Hill Dr, Chester, CT 06412

    Enjoy the convenience of walking to Chester Village from this 3 bedroom Colonial, perfectly situated on a quiet dead end street. The home features a spacious eat-in kitchen with stainless steel appliances, a cozy family room with fireplace, a formal dining room, and a separate living room ideal for entertaining. Upstairs, you'll find generously sized bedrooms with ample closet space. Packed with

    Craig Milton Re/Max Valley Shore

    7 Hickory Hill Dr, Chester, CT 06412
  • 11 Kings Hwy, Chester, CT 06412
    11 Kings Hwy, Chester, CT 06412
    11 Kings Hwy, Chester, CT 06412
    /11

    $238,500

    • Land
    • 1.5 Acres
    • $159,000 per Acre

    11 Kings Hwy, Chester, CT 06412

    1.5+ acre lot, clear cut, open, sunny, with a clean air flow. SE facing with 4-mile view down CT River Valley to Deep River, and Lyme Hills; seasonal partial view of Gillette Castle in Hadlyme. Excellent solar, passive or active potential; 220 volts available at street. Ready to build with approvals in place for 3-bedroom septic, town building department, with Connecticut Water Co. supply line

    Rachel Welch William Raveis Real Estate

    11 Kings Hwy, Chester, CT 06412
  • 79 Middlesex Ave, Chester, CT 06412
    79 Middlesex Ave, Chester, CT 06412
    79 Middlesex Ave, Chester, CT 06412
    /32

    $448,900

    • 2 Beds
    • 1 Bath
    • 1,470 Sq Ft

    79 Middlesex Ave, Chester, CT 06412

    Charming Cape just steps from Chester Village! This inviting 2-bed, 1-bath home blends timeless New England character with everyday comfort and walk-to-village convenience. Warm hardwood floors flow throughout the light-filled living room into the updated kitchen with its beautiful bow window and dining area. The kitchen is replete with ample granite counters, perfect for the aspiring chef! The

    Gigi Giordano Taylor Compass Connecticut, LLC

    79 Middlesex Ave, Chester, CT 06412
Connecticut Middlesex County Chester

Real Estate & Homes for Sale in Chester, CT

Why Live in Chester

Chester, Connecticut, offers a serene lifestyle along the Connecticut River, characterized by its historical charm and picturesque views. The Chester-Hadlyme Ferry, one of the few operational ferries on the river, adds to the town's historical ambiance, especially in the downtown area, which features structures listed on the National Register of Historic Places. Chester's downtown is pedestrian-friendly, with unique architecture and a variety of dining options, such as River Tavern and Whistle Stop, making it a delightful spot for a leisurely afternoon. The town is known for its older Victorian, Cape Cod, and colonial homes, with expansive lot sizes and no homeowners associations. Chester is part of the tri-town area, including Essex and Deep River, and boasts a crime rate lower than the national average. Educational opportunities are strong, with Regional School District 4 and Chester Elementary School receiving high ratings for their academic programs and extracurricular activities. For outdoor enthusiasts, the Pattaconk Recreation Area offers woodland and grassland spaces leading to the reservoir's edge, perfect for picnics and relaxation. Chester is conveniently located near Tweed/New Haven Airport, less than an hour away, and is accessible via Route 9 and CTtransit bus stops, providing efficient transportation options.

Learn more about living in Chester

Frequently Asked Questions

What is the average home price in Chester, CT?
Homes for sale in Chester, CT have an average home price of $707,573.
How many homes have sold over the last 12 months in Chester, CT?
44 homes have sold in Chester, CT over the last 12 months.
What are the most popular zip codes in Chester, CT?
The most popular zip codes in Chester, CT include 06412, 06417, 06438, 06371 and 06419.
How much do you need to make to afford a house in Chester?
The median home price in Chester is $647,000. If you put a 20% down payment of $129,400 and had a 30-year fixed mortgage with an interest rate of 6.01%, your estimated principal and interest payment would be $3,110 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $133K a year to afford the median home price in Chester. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Chester, CT?
Chester, CT has highly rated public and private schools. Some of the best schools in Chester based on Niche Grades are Lyme-Old Lyme High School, Lyme-Old Lyme Middle School and Haddam-Killingworth High School. Browse all the schools in Chester, CT to learn more.

Home Trends in Chester, CT

On average, homes in Chester, CT sell after 49 days on the market compared to the national average of 54 days. The median sale price for homes in Chester, CT over the last 12 months is $630,750, up 40% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$630,750
Median Single Family Sale Price
$610,000
Average Price Per Sq Ft
$328
Number of Homes for Sale
4
Last 12 months Home Sales
44
Months of Supply
1.10
Median List Price
$647,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
40%
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