15 Sunset Terrace
EssexCT06426
Cheap Homes for Rent in Chester, CT from $1,600 (10 Rentals)
Search the lowest-cost Homes available for rent right now in Chester.
6 Sunset Ln
ClintonCT06413
32 Driftwood Dr
Old SaybrookCT06475
26 College St
ClintonCT06413
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.
405 Seaside Ave
WestbrookCT06498
82 River Rd
EssexCT06426
280 E Main St
ClintonCT06413
147 Captains Dr
WestbrookCT06498
69 Waterside Ln
ClintonCT06413
116 Chalker Beach Rd
Old SaybrookCT06475
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
Showing Results 1-10, 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 | $2,866 | $2,000 | $4,750 |
| Chester 3 Bedroom Homes for Rent | $3,616 | $2,000 | $9,500 |
| Chester 4 Bedroom Homes for Rent | $8,362 | $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
- Chester Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Neighborhoods for Apartments in Chester, CT
Pricing Updated: 06/06/2025Current 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 | $2,600 | $1,800 | 1 |
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 June 06, 2025 the best value apartment in the Chester area is the $1.90 price per square foot Sailfish Model at The Edgewater in the in the South Lyme neighborhood starting from $2,695. The second greatest value Chester apartment is the Atlantic Townhouse Model at The Cove at Gateway Commons starting at $2,495 with a $2.19 price per square foot in the Southwest New London 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 Edgewater | Sailfish | 2BR,1.5BA | $1.90 |
| The Cove at Gateway Commons | Atlantic Townhouse | 1BR,1BA | $2.19 |
| Colchester Estates | Beautiful Remodeled and Upgraded Townhouse in C... | 2BR,1BA | $1.80 |
| The Wilcox | 1B/1B Loft | 1BR,1BA | $1.78 |
| Highview Apartments | One Bedroom | 1BR,1BA | $1.72 |
| 484 Main St | One Bedroom | 1BR,1BA | $2.27 |
| Fernwood Apartments | 1 Bedroom | 1BR,1BA | $1.96 |
| Sagamore Hills | 1 Bed 1 Bath | 1BR,1BA | $2.27 |
| Woodrow Wilson Apartments | studio | Studio ,1BA | $2.15 |
| Burgundy Apartments | Studio | Studio ,1BA | $1.88 |
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Frequently Asked Questions about Chester
What type of rentals are currently available in Chester?
There are currently 61 Apartments for Rent in Chester, CT with pricing that ranges from $710 to $4,451. There are also 37 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,600 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 $1,600 to $18,000 with an average monthly rent of $4,162.
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 Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
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.