Cheap Apartments for Rent in Chester, CT from $500 (61 Rentals)

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Search the lowest-cost Apartments available for rent right now in Chester.

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3 Maple St, Unit 3-1
$1,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,100

Total Monthly Price
$1,100
1 Bedroom Apartment Available Now

3 Maple St, Unit 3-1

3 Maple StChester, CT 06412
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9 Maple St, Unit E
$1,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400
1 Bedroom Apartment Available Now

9 Maple St, Unit E

9 Maple StChester, CT 06412
Cost Per Sq.Ft.
  • Smoke Free
property at 86 Spring St

$1,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

1 Bedroom, 1 Bath Home for Rent

Available Oct 1

86 Spring St

ChesterCT06412
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Encore
$1,300 - $1,650
Total Monthly Price

Total Monthly Price

Base Rent
$1,300 - $1,650

Total Monthly Price
$1,300 - $1,650
Studio to 1 Bedroom Apartments Available Now

Encore

275 Research PkyMeriden, CT 06450
Furnished
  • Verified
  • Customer Reviewed
  • Utilities Included

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

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Country Place
$1,450 - $1,900
Total Monthly Price

Total Monthly Price

Base Rent
$1,450 - $1,900

Total Monthly Price
$1,450 - $1,900
1 to 3 Bedroom Apartments Contact Us For Availability

Country Place

1 Birch CirColchester, CT 06415
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Rocky Neck Village
$1,491 - $2,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,491 - $2,650

Total Monthly Price
$1,491 - $2,650
3 Bedroom Apartments Available Now

Rocky Neck Village

277 R West Main StEast Lyme, CT 06333
Cost Per Sq.Ft.
  • Verified
  • Utilities Included
  • Low Income
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Deerfield Village
Rent Specials
$1,512 - $2,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,512 - $2,000

Total Monthly Price
$1,512 - $2,000
2 Bedroom Apartments Contact Us For Availability

Deerfield Village

10 King Arthur DrNiantic, CT 06357
Cost Per Sq.Ft.
  • Verified
  • Customer Reviewed
  • Utilities Included
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Southwind Apartments
$1,545 - $2,345
Total Monthly Price

Total Monthly Price

Base Rent
$1,545 - $2,345

Total Monthly Price
$1,545 - $2,345
Studio to 2 Bedroom Apartments Available Sep 15

Southwind Apartments

181 Southwind DrWallingford, CT 06492
Furnished
  • Verified
  • Customer Reviewed
  • Utilities Included

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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Sagamore Hills
Rent Specials
$1,640 - $2,960
Total Monthly Price

Total Monthly Price

Base Rent
$1,615 - $2,935
Required Monthly Fees
$25

Total Monthly Price
$1,640 - $2,960
1 to 2 Bedroom Apartments Available Now

Sagamore Hills

1151-1189 Washington StMiddletown, CT 06457
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
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Meadoway Gardens
$1,670 - $2,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,670 - $2,100

Total Monthly Price
$1,670 - $2,100
1 to 2 Bedroom Apartments Available Now

Meadoway Gardens

121-122 Rose CirMiddletown, CT 06457
  • Verified
  • Utilities Included
  • 3D Tour
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Brainerd Place
Rent Specials
$1,793 - $3,175
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,738 - $3,120
Required Monthly Fees
Varies

Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

Brainerd Place

75 Marlborough StPortland, CT 06480
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included

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.

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The Edgewater
Rent Specials
$1,835 - $3,935
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800 - $3,900
Required Monthly Fees
$35

Total Monthly Price
$1,835 - $3,935
2 to 3 Bedroom Apartments Available Now

The Edgewater

94 N Bridebrook RdNiantic, CT 06357
Cost Per Sq.Ft.
  • Verified
  • Customer Reviewed
  • 3D Tour
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The Sound at Gateway Commons
$1,850 - $3,114
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,835 - $3,099
Required Monthly Fees
$15

Total Monthly Price
$1,850 - $3,114
Studio to 3 Bedroom Apartments Available Now

The Sound at Gateway Commons

1 Maple Tree LnEast Lyme, CT 06333
  • Verified
  • Customer Reviewed
  • 3D Tour
property at 23 Main St

$1,950 - $1,975

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

1 Bedroom Rentals

Available Now

23 Main St

East HaddamCT06423
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Marshfield Apartments
$2,010 - $2,290
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,995 - $2,275
Required Monthly Fees
$15

Total Monthly Price
$2,010 - $2,290
1 to 2 Bedroom Apartments Available Now

Marshfield Apartments

1739 Foxon RdNorth Branford, CT 06471
  • Verified
  • Customer Reviewed
  • 3D Tour
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The Arlo
$2,010 - $4,466
Total Monthly Price

Total Monthly Price

Base Rent
$1,933 - $4,389
Required Monthly Fees
$77

Total Monthly Price
$2,010 - $4,466
Studio to 2 Bedroom Apartments Available Now

The Arlo

211 Pomeroy AveMeriden, CT 06450
Furnished
  • Verified
  • Customer Reviewed
  • 3D Tour

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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Town Place
$2,051 - $3,151
Total Monthly Price

Total Monthly Price

Base Rent
$2,026 - $3,126
Required Monthly Fees
$25

Total Monthly Price
$2,051 - $3,151
1 to 3 Bedroom Apartments Available Now

Town Place

10 Town PlMiddletown, CT 06457
Furnished
  • Verified
  • Customer Reviewed
  • Utilities Included
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562 Main St
Studio to 2 Bedroom Apartments

562 Main St

562 Main StMiddletown, CT 06457
property at 21 Plains Rd

$1,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

1 Bedroom, 1 Bath Home for Rent

Available Now

21 Plains Rd

East HaddamCT06469
property at 1823 Boston Post Rd

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

1 Bedroom, 1 Bath Home for Rent

Available Now

1823 Boston Post Rd

WestbrookCT06498
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Birchwood Apartments
Studio to 1 Bedroom Apartments

Birchwood Apartments

400 Washington StMiddletown, CT 06457
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26 Sunset Ter
1 to 2 Bedroom Apartments

26 Sunset Ter

26 Sunset TerEssex, CT 06426
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584 Main St
Studio Apartments

584 Main St

584 Main StMiddletown, CT 06457
  • Utilities Included
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South Green Apartments
1 to 2 Bedroom Apartments

South Green Apartments

65 Church StMiddletown, CT 06457
Senior Living
  • Utilities Included

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.

Chester, CT Local Guide

Cheapest Neighborhoods for Apartments in Chester, CT

Pricing Updated: 07/26/2026

Current 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:

NeighborhoodMedian PriceMin PriceAvailable Units
Hadlyme$2,000$1,1003

Cheapest Available Chester Apartments for Rent and Nearby

 

The cheapest available apartment rental in Chester, CT is a 2 Beds unit found at Wharfside Commons in the East Hampton Portland neighborhood priced from $500. Burgundy Apartments in the Cromwell Middletown neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $975. Here is today’s list of the most affordable Chester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Wharfside Commons2Bed 2 Bath2BR,2BA$500
Burgundy ApartmentsStudioStudio,1BA$975
Stoneycrest TowerEfficiencyStudio,1BA$1,133
EncoreEncore ApartmentsStudio,1BA$1,300
The Village at 82 Main1 Beds, 1 Baths1BR,1BA$1,400
Middletown at Main594-studioStudio,1BA$1,400
WillowcrestOne Bedroom Flat1BR,1BA$1,400
Woodrow Wilson Apartments1 Bedroom1BR,1BA$1,400

Best Value Apartments for Rent in Chester, CT and Nearby

As of July 26, 2026 the best value apartment in the Chester area is the $1.83 price per square foot C1E Model at Northwoods East in the in the Cromwell Middletown neighborhood starting from $2,849. The second greatest value Chester apartment is the 3 bedroom - MKT Model at Rocky Neck Village starting at $2,650 with a $1.88 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Northwoods EastC1E3BR,2BA$1.83
Rocky Neck Village3 bedroom - MKT3BR,2BA$1.88
StoneGate Apartments2 Bed 1 Bath2BR,2BA$1.54
Colchester Estates4102BR,1BA$1.80
Wharfside Commons2Bed 2 Bath2BR,2BA$0.52
Rose Gardens ApartmentsTwo Bedroom Townhouse2BR,1.5BA$1.89
9 Maple St, Unit E9 Maple St1BR,1BA$1.65
Woodrow Wilson Apartments1 Bedroom1BR,1BA$1.75
WillowcrestOne Bedroom Flat1BR,1BA$1.85
3 Maple St, Unit 3-13 Maple St1BR,1BA$1.83

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.

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Real 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.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about Cheap Chester Apartments

What is the Cheapest Studio apartment in Chester?

Currently the most affordable Cheap Studio Apartment in Chester is at Burgundy Apartments listed at $975.

How much is rent for a Cheap One Bedroom Chester Apartment?

The lowest price for a Cheap One Bedroom Chester Apartment is $1,400 at Woodrow Wilson Apartments.

What is the lowest price for a Cheap Two Bedroom Chester Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Chester is starting from $500 at Wharfside Commons.

What is the most affordable Chester Three Bedroom Apartment?

The best deal on a cheap Chester Three Bedroom Apartment rental is at Rocky Neck Village and starts from $1,491.

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

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Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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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.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.