19 Catharine St
WestbrookCT06498
Cheap Homes for Rent in Chester, CT from $1,300 (6 Rentals)
Search the lowest-cost Homes available for rent right now in Chester.
15 Sunset Terrace
EssexCT06426
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
6 Sunset Ln
ClintonCT06413
32 Driftwood Dr
Old SaybrookCT06475
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
26 College St
ClintonCT06413
405 Seaside Ave
WestbrookCT06498
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
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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 | $3,025 | $2,000 | $5,000 |
| Chester 3 Bedroom Homes for Rent | $3,859 | $2,000 | $9,500 |
| Chester 4 Bedroom Homes for Rent | $7,334 | $2,100 | $10,000+ |
| Chester 5 Bedroom Homes for Rent | $6,000 | $6,000 | $6,000 |
Browse Top Homes for Rent in Chester
Explore Chester
Chester, CT Local Guide
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Cheapest Available Chester Apartments for Rent and Nearby
The cheapest available apartment rental in Chester, CT is a Studio unit found at Burgundy Apartments in the Cromwell Middletown neighborhood priced from $940. Morton House in the South Lyme neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,200. Here is today’s list of the most affordable Chester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Burgundy Apartments | Studio | Studio,1BA | $940 |
| Morton House | Efficiency | 1BR,1BA | $1,200 |
| 275 Research Pkwy - Encore Apartments | Studio (non ADA) | Studio,1BA | $1,300 |
Best Value Apartments for Rent in Chester, CT and Nearby
As of May 19, 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 Sailfish Model at The Edgewater starting at $2,695 with a $1.90 price per square foot in the South Lyme 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 |
| The Edgewater | Sailfish | 2BR,1.5BA | $1.90 |
| Windshire Terrace Apartments | B4 | 2BR,2BA | $2.16 |
| Colchester Estates | Beautiful Remodeled and Upgraded Townhouse in C... | 2BR,1BA | $1.80 |
| Fernwood Apartments | 2 Bedroom | 2BR,1BA | $1.94 |
| The Wilcox | 1B/1B Loft | 1BR,1BA | $1.78 |
| Town Place | The Allan 1 x 1 | 1BR,1BA | $2.15 |
| Highview Apartments | One Bedroom | 1BR,1BA | $1.72 |
| Woodrow Wilson Apartments | studio | Studio ,1BA | $2.15 |
| Burgundy Apartments | Studio | Studio ,1BA | $1.88 |
Quick Rent Budget Calculator
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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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Frequently Asked Questions about Chester
What type of rentals are currently available in Chester?
There are currently 56 Apartments for Rent in Chester, CT with pricing that ranges from $710 to $4,560. There are also 35 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,350 to $18,000.
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 $1,350 to $18,000 with an average monthly rent of $3,965.
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.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.
The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.
Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.
Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.