
Apartments for Rent in Chester, CT (106 Rentals)


159 Main St

100 W Main St

138 W Main St

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Brainerd Place

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Southwind Apartments

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Springside Middletown

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Marshfield Apartments

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Middletown Brooke Apartments

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Woodbury Apartments
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Willowcrest

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The Cove at Gateway Commons

Fernwood Apartments

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The Sound at Gateway Commons

Middletown at Main

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Encore

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Rocky Neck Village

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Meadoway Gardens

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The Meriden

Birchwood Apartments
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Windshire Terrace

Northwoods East

Hanford Commons

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Town Place

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Colchester Estates

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The Edgewater

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Saybrook Station

Midd-Town Apartments

Morton House

The Wilcox
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

StoneGate Apartments

Stillman School Apartments

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Wharfside Commons

Woodrow Wilson Apartments

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Stoneycrest Tower

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Rose Gardens Apartments

Bridge Road Commons

70 Pond Meadow Rd

Worthington Manor

Lake Hayward of Colchester Apartments
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.

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Deerfield Village

Theresa A. Rook Retirement Community

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Haddam Village Commons

On Ward Apartments

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Country Place

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Highview Apartments

Amston Village - Active 55+

Burgundy Apartments

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50 Norwich Rd, Unit Street Level(B)

83 Main St, Unit 2C
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.
Chester, CT Local Guide

How much does it cost to rent an apartment in Chester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chester Studio Apartments | $1,621 | $975 | $1,950 |
| Chester 1 Bedroom Apartments | $2,045 | $1,063 | $3,830 |
| Chester 2 Bedroom Apartments | $2,562 | $1,196 | $4,928 |
| Chester 3 Bedroom Apartments | $3,015 | $1,600 | $3,916 |
How much does it cost to rent a home in Chester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $2,744 | $1,900 | $4,500 |
| 3 Bedroom Homes | $3,443 | $2,150 | $7,500 |
| 4 Bedroom Homes | $3,350 | $2,100 | $4,500 |
| 5 Bedroom Homes | $2,950 | $2,950 | $2,950 |
Browse Top Apartments in Chester
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Chester, CT Local Guide
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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
Read ArticleNavigating 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.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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.
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 is the current pricing and availability for apartments for rent in Chester, CT?
As of today, September 09, 2026, there are currently 106 available Chester apartments priced from $975 to $4,928, with an average monthly rent of $2,353.
What Chester neighborhoods have the most available apartments?
There are 1 neighborhoods in the Chester area with available listings as of today. The three neighborhoods with the most options are New Britain Newington Wethersfield with 1,936 listings, Southington Berlin with 256 listings, and Meriden Wallingford with 232 listings.
How much are Studio apartments in Chester?
There are currently 15 Studio Apartments in Chester with rent ranges from $975 to $1,950 with an average price of $1,621.
What is the current price range for One Bedroom Chester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chester ranges from $1,063 to $3,830 with an average monthly rent of $2,045.
What does renting a Two Bedroom Apartment in Chester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chester range from $1,196 to $4,928. Today's average rental price for Two Bedrooms here is $2,562.
How expensive are Chester Three Bedroom Apartments?
There are currently 15 Three Bedroom Apartments listings available in Chester on ApartmentHomeLiving.com. The pricing ranges from $1,600 to $3,916 - averaging $3,015 for the location.
Expert Rental Resources
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.
Articles, How-To's, and Tips

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.