6 Pleasant St
ChesterCT06412
2 Bedroom Apartments for Rent in Chester, CT (61 Rentals)
159 Main St
ChesterCT06412
close
View Me
$2,210 - $2,345
Total Monthly Price
Base Rent$1,545 - $2,345
Total Monthly Price$1,545 - $2,345
Southwind Apartments
181 Southwind DrWallingford, CT 06492
close
View Me
$2,530 - $3,175
Total Monthly Price
Base Rent$1,738 - $3,120
Required Monthly FeesVaries
Total Monthly PriceVaries
Brainerd Place
75 Marlborough StPortland, CT 06480
close
View Me
$2,010 - $2,310
Total Monthly Price
Base Rent$1,895 - $2,295
Required Monthly Fees$15
Total Monthly Price$1,910 - $2,310
Marshfield Apartments
1739 Foxon RdNorth Branford, CT 06471
close
View Me
Rent Specials
$2,825 - $3,390
Total Monthly Price
Base Rent$2,126 - $3,760
Required Monthly FeesVaries
Total Monthly PriceVaries
Springside Middletown
1100 Springside LnMiddletown, CT 06457
close
View Me
$2,160 - $3,019
Total Monthly Price
Base Rent$1,573 - $2,979
Required Monthly FeesVaries
Total Monthly PriceVaries
Middletown Brooke Apartments
100 Town BrookeMiddletown, CT 06457
close
View Me
$1,710
Total Monthly Price
Base Rent$1,400 - $1,710
Total Monthly Price$1,400 - $1,710
Woodbury Apartments
288 Woodbury CirMiddletown, CT 06457
close
View Me
$1,700
Total Monthly Price
Base Rent$1,700
Total Monthly Price$1,700
Willowcrest
63 Stoneycrest DrMiddletown, CT 06457
close
View Me
$1,8002 Bedroom Apartments Available Now
Plus Fees12 Month Lease Term
Fernwood Apartments
44-46 Camp StMiddletown, CT 06457
Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!
Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.
close
View Me
$2,995 - $3,345
Total Monthly Price
Base Rent$2,495 - $3,795
Required Monthly Fees$20
Total Monthly Price$2,515 - $3,815
The Cove at Gateway Commons
1 Lighthouse LnEast Lyme, CT 06333
close
View Me
$2,465 - $2,845
Total Monthly Price
Base Rent$1,835 - $3,099
Required Monthly Fees$15
Total Monthly Price$1,850 - $3,114
The Sound at Gateway Commons
1 Maple Tree LnEast Lyme, CT 06333
close
View Me
$1,950
Total Monthly Price
Base Rent$1,300 - $1,950
Total Monthly Price$1,300 - $1,950
Encore
275 Research PkyMeriden, CT 06450
close
View Me
$2,100
Total Monthly Price
Base Rent$1,670 - $2,100
Total Monthly Price$1,670 - $2,100
Meadoway Gardens
121-122 Rose CirMiddletown, CT 06457
close
View Me
$2,150 - $3,1572 Bedroom Apartments Available Now
Plus Fees
Windshire Terrace
72 Forest Glen CirMiddletown, CT 06457
close
View Me
$2,300 - $3,4502 Bedroom Apartments Available Now
Plus Fees
Northwoods East
5 Town Colony DrMiddletown, CT 06457
close
View Me
$1,800 - $1,830
Total Monthly Price
Base Rent$1,800 - $1,830
Total Monthly Price$1,800 - $1,830
Colchester Estates
12 Balaban RdColchester, CT 06415
close
View Me
$2,479 - $2,609
Total Monthly Price
Base Rent$2,028 - $3,014
Required Monthly Fees$25
Total Monthly Price$2,053 - $3,039
Town Place
10 Town PlMiddletown, CT 06457
close
View Me
$2,835 - $3,010
Total Monthly Price
Base Rent$2,800 - $3,900
Required Monthly Fees$35
Total Monthly Price$2,835 - $3,935
The Edgewater
94 N Bridebrook RdNiantic, CT 06357
close
View Me
Rent Specials
$3,500 - $3,9502 Bedroom Apartments Available Now
Plus Fees12 Month Lease Term
Hanford Commons
99 Lynde StOld Saybrook, CT 06475
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.
close
View Me
$2,795 - $3,0952 Bedroom Apartments Contact Us For Availability
Plus Fees
Midd-Town Apartments
138 College StMiddletown, CT 06457
close
View Me
$3,585 - $4,928
Total Monthly Price
Base Rent$2,749 - $4,879
Required Monthly Fees$49
Total Monthly Price$2,798 - $4,928
Saybrook Station
7 N Main StOld Saybrook, CT 06475
close
View Me
$1,600 - $2,5002 Bedroom Apartments Available Now
Plus Fees12 Month Lease Term
The Wilcox
305-309 S Main StMiddletown, CT 06457
close
View Me
$1,850 - $1,9502 Bedroom Apartments Available Now
Plus Fees
StoneGate Apartments
1150-1160 S Main StMiddletown, CT 06457
close
View Me
$1,494 - $1,700
Total Monthly Price
Base Rent$1,494 - $1,700
Total Monthly Price$1,494 - $1,700
Wharfside Commons
80 Ferry StMiddletown, CT 06457
close
View Me
$1,800 - $2,2002 Bedroom Apartments Contact Us For Availability
Plus Fees12 Month Lease Term
Woodrow Wilson Apartments
339 Hunting Hill AveMiddletown, CT 06457
close
View Me
$1,730
Total Monthly Price
Base Rent$1,133 - $1,730
Total Monthly Price$1,133 - $1,730
Stoneycrest Tower
352 Newfield StMiddletown, CT 06457
close
View Me
$1,700
Total Monthly Price
Base Rent$1,400 - $1,700
Total Monthly Price$1,400 - $1,700
Rose Gardens Apartments
121 Rose CirMiddletown, CT 06457
close
View Me
Rent Specials
$1,8452 Bedroom Apartments Contact Us For Availability
Plus Fees12 Month Lease Term
Theresa A. Rook Retirement Community
501 Rook RdCromwell, CT 06416
close
View Me
$1,800 - $1,9002 Bedroom Apartments Available Now
Plus Fees12 Month Lease Term
70 Pond Meadow Rd
70 Pond Meadow RdIvoryton, CT 06442
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.
close
View Me
Rent Specials
$1,512 - $2,000
Total Monthly Price
Base Rent$1,512 - $2,000
Total Monthly Price$1,512 - $2,000
Deerfield Village
10 King Arthur DrNiantic, CT 06357
close
View Me
$2,2002 Bedroom Apartments Available Now
Plus Fees12 Month Lease Term
Lake Hayward of Colchester Apartments
91 Lake Hayward RdColchester, CT 06415
close
View Me
$1,600
Total Monthly Price
Base Rent$1,450 - $1,900
Total Monthly Price$1,450 - $1,900
Country Place
1 Birch CirColchester, CT 06415
close
View Me
Rent Specials
$1,800 - $2,0002 Bedroom Apartments Available Now
Plus Fees12 Month Lease Term
On Ward Apartments
38 Ward StMiddletown, CT 06457
close
View Me
Rent Specials
$1,196 - $1,5302 Bedroom Apartments Contact Us For Availability
Plus Fees12 Month Lease Term
Amston Village - Active 55+
500 Amston RdColchester, CT 06415
close
View Me
$2,000
Total Monthly Price
Base Rent$2,000
Total Monthly Price$2,000
50 Norwich Rd, Unit Street Level(B)
50 Norwich RdEast Haddam, CT 06423
70 Pond Meadow Rd
EssexCT06442
30 Hopyard Rd
East HaddamCT06423
116 Commerce St
ClintonCT06413
129 E Haddam Colchester Turnpike
East HaddamCT06469
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.
73 Chapman Beach Rd
WestbrookCT06498
10 Phelps Ln
Deep RiverCT06417
55 Dogwood Rd
East HaddamCT06469
58 Sill Ln
Old LymeCT06371
28 Beach Rd W
Old SaybrookCT06475
close
View Me
2 Bedroom Apartments
141 Bridge St
141 Bridge StMiddletown, CT 06457
close
View Me
2 Bedroom Apartments
113 Union St
113 Union StDeep River, CT 06417
close
View Me
2 Bedroom Apartments
170 Main St
170 Main StDeep River, CT 06417
close
View Me
2 Bedroom Apartments
93 Main St
93 Main StDeep River, CT 06417
close
View Me
2 Bedroom Apartments
98 Rattling Valley Rd
98 Rattling Valley RdDeep River, CT 06417
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
Showing Results 1-50, Page 1 of 2
Chester, CT Local Guide
Flags over connecticut by Lisa Jacobs is licensed under CC BY 2.0
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 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Chester
See all Apartments in ChesterExplore Chester
Chester, CT Local Guide
- Chester Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Chester 2 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: September 09, 2026There are currently 1 available 2 Bedroom apartment units in Chester, CT neighborhoods that range in price from $1,900 to $2,000. Heres is today's list of the top neighborhoods in Chester with the most available 2 Bedroom apartments:
| Neighborhood | Available Units | Median Price | Min Price |
|---|---|---|---|
| Hadlyme | 1 | $1,950 | $1,900 |
Largest Available Chester and Nearby 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Chester, CT is found at Springside Middletown in the Cromwell Middletown neighborhood and is 1,461 square feet priced from $3,506. The Edgewater in the South Lyme neighborhood has the second largest 2 Bedroom, which is sized at 1,420 square feet and currently listed start at $2,835. Here is today’s list of the largest available 2 Bedroom units in Chester:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Springside Middletown | TB1 | 2 Bed | 2.5 Bath | 1,461 Sq Ft | $3,506 |
| The Edgewater | Sailfish | 1,420 Sq Ft | $2,835 |
| Hanford Commons | 2BD 2BA + Office | 1,373 Sq Ft | $3,500 |
| Brainerd Place | B2 | 1,373 Sq Ft | $3,175 |
| StoneGate Apartments | 2 Bed 1 Bath | 1,200 Sq Ft | $1,850 |
| The Arlo | Farmington | 1,188 Sq Ft | $2,769 |
| Northwoods East | B1E | 1,129 Sq Ft | $2,300 |
| Knoll Crest Apartments | Maplewood | 1,120 Sq Ft | $2,499 |
| The Sound at Gateway Commons | The Waterford | 1,115 Sq Ft | $2,645 |
| Lake Hayward of Colchester Apartments | 2 Beds, 2 baths | 1,038 Sq Ft | $2,200 |
Cheapest Available Chester and Nearby 2 Bedroom Apartments
As of September 09, 2026 the lowest priced 2 Bedroom apartment unit in Chester, CT is the 2Bed 2 Bath Model starting from $1,494 at Wharfside Commons in the East Hampton Portland neighborhood. The second most affordable Chester 2 Bedroom is the 2B/1B Medium Model at The Wilcox starting at $1,600 . The average price for all 2 Bedroom apartments in Chester is currently $2,562. Here is today’s list of the cheapest available 2 Bedroom options in Chester:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Wharfside Commons | 2Bed 2 Bath | $1,494 |
| The Wilcox | 2B/1B Medium | $1,600 |
| Rose Gardens Apartments | Two Bedroom Townhouse | $1,700 |
| Willowcrest | Two Bedroom TownHouse | $1,700 |
| Woodbury Apartments | Two Bedroom Townhouse | $1,710 |
| Stoneycrest Tower | Two Bedroom Flat | $1,730 |
| Fernwood Apartments | 2 Bedroom | $1,800 |
| Colchester Estates | 410 | $1,800 |
| On Ward Apartments | 2 Beds, 1 bath | $1,800 |
| 70 Pond Meadow Rd | 2 Bedroom | $1,800 |
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.
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 Article
Quick 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 2 Bedroom Chester Apartments
What is the Cheapest apartment in Chester with 2 Bedroom?
Currently the most affordable 2 Bedroom in Chester is at Wharfside Commons listed at $1,494.
How much is the average rent for a 2 Bedroom Chester Apartment?
The average rent for a 2 Bedroom Apartment in Chester is $2,562.
What is the largest available 2 Bedroom Chester Apartment for rent?
Today's apartment with the most square footage in Chester is a 1,461 square feet unit starting from $3,506 at Springside Middletown.
What is the average size for Chester 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Chester is currently 963 sq ft.
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.