7

Newest Homes for Rent in Chester, CT

Section Image Section Image
  • /2

    $1,150

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    42 W Main St, Chester, CT 06412

    $1,150 per month1 bed, 1 bath2nd floor unit700 sq feetAvailable 6-1-26Tenant pay electricity and heat. Street parking, located in downtown Chester

    42 W Main St, Chester, CT 06412
  • /2

    $1,150

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • 29-A Main Street

    25-29 W Main St, Chester, CT 06412

    $1,150 per month1 bed, 1 bath2nd floor unit700 sq feetAvailable 6-1-26Tenant pay electricity and heat. Street parking, located in downtown Chester

    25-29 W Main St, Chester, CT 06412
  • /6

    $1,150

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • 25 Main Street

    25 Main St Unit 1, Chester, CT 06412

    1 bed, 1 bath2nd floor unit700 sq feetAvailable 6-1-26Tenant pay electricity and heat. Street parking, located in downtown Chester

    25 Main St Unit 1, Chester, CT 06412
  • /9

    $1,500 Per Month

    • 1 Bath
    • 4,060 Sq Ft
    • House for Rent

    184 Middlesex Ave Unit 6, Chester, CT 06412

    Well-maintained studio apartment in a prime Chester location. Bright, open layout with good natural light and efficient use of space. Kitchen includes modern appliances with dishwasher, updated countertops, and solid cabinet storage. In-unit washer and dryer. Quiet setting with landscaped grounds and off-street parking, just minutes to Chester Village shops, restaurants, and local amenities.

    Agent Photo

    Anthony Velez

    VC Property Group, LLC

    (860) 847-7480

    184 Middlesex Ave Unit 6, Chester, CT 06412
  • /18

    $2,400

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • House for Rent

    21 Winthrop Rd, Chester, CT 06412

    Charming and private Cape Cod-style home set on 2.81 acres with ample parking and outdoor space. Built in 1930 and recently painted, this well-maintained, move-in ready home offers over 1,200 square feet of living space. The layout features two bedrooms, 1.5 baths, a spacious living room, and a versatile dining room/den. Recent updates include new siding, refinished hardwood floors, new

    21 Winthrop Rd, Chester, CT 06412
  • /13

    $2,600 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,337 Sq Ft
    • House for Rent

    64-68 Middlesex Turnpike, Chester, CT 06412

    1910 Chester Village single family home is ideally located near the town center with easy access to route 9. This comfortable and well maintained 3 bedroom home features an updated kitchen, separate dining room, and a living room with fireplace. There is a full bath that serves the bedrooms on the 2nd floor and a 1/2 bath on the first floor. The walk-up attic provides inside storage while a small

    Pat Callahan Coldwell Banker Realty

    64-68 Middlesex Turnpike, Chester, CT 06412
  • /21

    $2,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,328 Sq Ft
    • House for Rent

    55 Liberty St, Chester, CT 06412

    Academic rental located in the charming town of Chester Connecticut. Ideally located for access to nearby colleges including Wesleyan and Connecticut College. This adorable, well maintained home is located just over a mile from the inviting downtown center of Chester with its bustling restaurants and interesting shops. The home has a lovely open floor plan on the main level which includes an

    Agent Photo

    Janet Cronin-Rumanoff

    William Pitt Sotheby's Int'l

    (860) 981-0835

    55 Liberty St, Chester, CT 06412

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 06412, 06371, 06426, 06498 and 06469.

Rental Home Trends in Chester, CT

Rental Home Trends

Number of Homes for Rent
7
Median Rent
$1,600
Median Single Family Home Rent
$2,200
Median Townhouse Rent
$1,750
Median Condo Rent
$1,950
How to Rent a Home