168 Cold Spring Dr
WestbrookCT06498
Cheap Homes for Rent in Chester, CT from $1,000 (8 Rentals)
Search the lowest-cost Homes available for rent right now in Chester.
119 Kelseytown Rd
ClintonCT06413
33 Main St
EssexCT06442
25 Park Rd
EssexCT06442
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
15 Laurel St
ChesterCT06412
92 Main St
Deep RiverCT06417
2 Canterbury Ct
MiddletownCT06457
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.
Showing Results 1-8, 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 | $2,780 | $1,800 | $4,500 |
| Chester 3 Bedroom Homes for Rent | $3,605 | $2,200 | $6,000 |
| Chester 4 Bedroom Homes for Rent | $6,205 | $3,750 | $10,000+ |
| Chester 5 Bedroom Homes for Rent | $9,725 | $9,500 | $9,950 |
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: 11/02/2025Current 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 | $3,650 | $2,300 | 5 |
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 Southwest New London 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 |
| Woodrow Wilson Apartments | 1 Bedroom | 1BR,1BA | $1,250 |
Best Value Apartments for Rent in Chester, CT and Nearby
As of November 02, 2025 the best value apartment in the Chester area is the $1.91 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 The Madison Model at The Sound at Gateway Commons starting at $1,815 with a $1.38 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 | $1.91 |
| The Sound at Gateway Commons | The Madison | 3BR,2BA | $1.38 |
| StoneGate Apartments | 2 Bedroom | 2BR,2BA | $1.54 |
| 562 Main St | 2 BR | 2BR,1BA | $1.39 |
| 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 | $1.89 |
| Highview Apartments | One Bedroom | 1BR,1BA | $1.74 |
| Woodrow Wilson Apartments | 1 Bedroom | 1BR,1BA | $1.79 |
| Burgundy Apartments | Studio | Studio ,1BA | $1.88 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read Article
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe 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.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
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.
Let everyone know!
Do you know the Chester area?
If you’re an expert on all things Chester, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Remember the 3 Rules of Real Estate:Location, Location, Location!
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 $4,379. There are also 41 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,050 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 $1,050 to $12,500 with an average monthly rent of $4,792.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
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.