124 Main St
Deep RiverCT06417
Cheap Homes for Rent in Chester, CT from $1,600 (15 Rentals)
Search the lowest-cost Homes available for rent right now in Chester.
358 Toby Hill Rd
WestbrookCT06498
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
70 Pond Meadow Rd
EssexCT06442
6 Sunset Ln
ClintonCT06413
405 Seaside Ave
WestbrookCT06498
593 Town St
MoodusCT06423
17 Platt Ln
Deep RiverCT06417
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
10 Falls River Cir
EssexCT06442
734 Old Clinton Rd
WestbrookCT06498
82 River Rd
EssexCT06426
69 Waterside Ln
ClintonCT06413
29 Wildwood Park Rd
ClintonCT06413
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
55 Liberty St
ChesterCT06412
55 Liberty St
ChesterCT06412
421 Seaside Ave
WestbrookCT06498
Showing Results 1-15, Page 1 of 1
Chester, CT Local Guide
Flags over connecticut by Lisa Jacobs is licensed under CC BY 2.0
How much does it cost to rent a home in Chester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chester 2 Bedroom Homes for Rent | $2,873 | $1,800 | $4,500 |
| Chester 3 Bedroom Homes for Rent | $3,494 | $2,000 | $6,000 |
| Chester 4 Bedroom Homes for Rent | $4,735 | $2,100 | $10,000+ |
| Chester 5 Bedroom Homes for Rent | $9,500 | $9,500 | $9,500 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Chester
Explore Chester
Chester, CT Local Guide
- Chester Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Neighborhoods for Apartments in Chester, CT
Pricing Updated: 09/12/2025Current apartment rentals in the Chester, CT area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Chester Apartments for rent:
| Neighborhood | Median Price | Min Price | Available Units |
|---|---|---|---|
| Hadlyme | $4,300 | $1,650 | 5 |
Cheapest Available Chester Apartments for Rent and Nearby
The cheapest available apartment rental in Chester, CT is a 1 Bed unit found at Morton House in the Southwest New London Lyme neighborhood priced from $1,200. 275 Research Pkwy - Encore Apartments in the Meriden Wallingford neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,350. Here is today’s list of the most affordable Chester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Morton House | Efficiency | 1BR,1BA | $1,200 |
| 275 Research Pkwy - Encore Apartments | Encore Apartments | Studio,1BA | $1,350 |
| The Village at 82 Main | 1 Beds, 1 Baths | 1BR,1BA | $1,400 |
| Meadoway Gardens | 1 | 1BR,1BA | $1,400 |
| StoneGate Apartments | Renovated 1 Bedroom | 2BR,2BA | $1,450 |
Best Value Apartments for Rent in Chester, CT and Nearby
As of September 12, 2025 the best value apartment in the Chester area is the $2.18 price per square foot Cape Townhouse Model at The Cove at Gateway Commons in the in the Southwest New London Lyme neighborhood starting from $3,325. The second greatest value Chester apartment is the Renovated 2 Bedroom with Balcony with WD Model at StoneGate Apartments starting at $1,850 with a $1.54 price per square foot in the Ponsett Ridge neighborhood. Here is today’s list of the best values for Chester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Cove at Gateway Commons | Cape Townhouse | 2BR,2BA | $2.18 |
| StoneGate Apartments | Renovated 2 Bedroom with Balcony with WD | 2BR,2BA | $1.54 |
| The Sound at Gateway Commons | The Waterford | 2BR,2BA | $2.26 |
| Windshire Terrace | B1 | 2BR,2BA | $2.25 |
| Colchester Estates | Colchester 2 Bed x 1 Bath | 2BR,1BA | $1.83 |
| 70 Pond Meadow Rd | 2 Bedroom | 2BR,1BA | $1.89 |
| The Wilcox | 1B/1B Loft | 1BR,1BA | $1.78 |
| Town Place | The Allan 1 x 1 | 1BR,1BA | $2.22 |
| Highview Apartments | Two Bedroom | 2BR,1BA | $1.91 |
| Meadoway Gardens | 1 | 1BR,1BA | $2.15 |
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Explore Chester, CT Rentals by Map
See the most popular apartments and homes in Chester, CT
Frequently Asked Questions about Chester
What type of rentals are currently available in Chester?
There are currently 66 Apartments for Rent in Chester, CT with pricing that ranges from $710 to $4,270. There are also 46 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,650 to $12,500.
What is the current price range for Rental Homes in Chester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chester ranges from $1,650 to $12,500 with an average monthly rent of $4,217.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.