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Chester, CT Homes for Rent

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  • /23

    $2,700 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    98 W Main St, Chester, CT 06412

    Experience the charm of Chester Village right down the street with delightful shops and restaurants just moments away. Enjoy quick access to the highway for trips to the ocean and additional shopping. Step into this stunning remodeled 3 bedroom apartment and be the first to enjoy this gorgeous kitchen featuring custom cabinets, spacious island, leathered granite countertops, & stainless-steel

    Suzanne Walsh William Raveis Real Estate

    98 W Main St, Chester, CT 06412
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    $2,200 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    96 W Main St Unit 98, Chester, CT 06412

    Be the first to rent this charming, remodeled apartment! Nestled near the quaint village of Chester, you'll be close to shops and restaurants while still enjoying a peaceful, countryside ambiance. The apartment has modern amenities, including split units for heating & central air, new stainless-steel appliances, & granite countertops, making it both stylish and functional. Open floor plan for the

    Suzanne Walsh William Raveis Real Estate

    96 W Main St Unit 98, Chester, CT 06412
  • /39

    $7,500 total monthly price

    • 4 Beds
    • 4.5 Baths
    • 4,708 Sq Ft
    • House for Rent

    15 Liberty St, Chester, CT 06412

    Exceptional Rental Opportunity in Chester's Quintessential New England Village. Experience refined living in this estate-like setting, exquisitely furnished and thoughtfully remodeled to the highest standards. Offering over 4,000 sq. ft. of light-filled luxury, this stunning home is available October 2025 through mid-May 2026. Property Highlights: 4 Bedrooms | 5 Baths - including an exceptionally

    Lynn Lehrman Re/Max Valley Shore

    15 Liberty St, Chester, CT 06412

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.

Frequently Asked Questions

What are the most popular neighborhoods in Chester, CT for renters?
The most popular neighborhood in Chester, CT for renters is Westfield.
What are the most popular zip codes in Chester, CT for renters?
The most popular zip codes in Chester, CT for renters include 06423, 06469, 06413, 06498 and 06475.
How to Rent a Home