159 Main St
ChesterCT06412
2 Bedroom Apartments for Rent in Chester, CT (54 Rentals)
55 Liberty St
ChesterCT06412
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Rent Specials
$2,495 - $2,925
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,950 - $3,740
Required Monthly Fees
$155
Total Monthly Price
$2,105 - $3,895
Springside Middletown
1100 Springside LnMiddletown, CT 06457
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Rent Specials
$2,480 - $3,125
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,655 - $3,120
Required Monthly Fees
$5
Total Monthly Price
$1,660 - $3,125
Brainerd Place
69 Marlborough StPortland, CT 06480
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$1,850
Plus Fees
2 Bedroom Apartments Available NowStoneGate Apartments
1150-1160 S Main StMiddletown, CT 06457
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Rent Specials
$2,050 - $2,180
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,635 - $2,165
Required Monthly Fees
$15
Total Monthly Price
$1,650 - $2,180
Marshfield Apartments
1739 Foxon RdNorth Branford, CT 06471
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$2,553 - $2,743
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,994 - $2,743
Required Monthly Fees
$77
Total Monthly Price
$2,071 - $2,820
The Arlo
211 Pomeroy AveMeriden, CT 06450
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Rent Specials
$1,950 - $3,058
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,628 - $3,058
Total Monthly Price
$1,628 - $3,058
Middletown Brooke Apartments
100 Town BrookeMiddletown, CT 06457
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$1,898 - $1,950
Total Monthly Price
2 Bedroom Apartments Available Jan 6Total Monthly Price
Base Rent
$1,536 - $1,898
Required Monthly Fees
$52
Total Monthly Price
$1,588 - $1,950
Sagamore Hills
1151-1189 Washington StMiddletown, CT 06457
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Rent Specials
$2,382 - $5,103
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,954 - $4,993
Required Monthly Fees
$110
Total Monthly Price
$2,064 - $5,103
Knoll Crest Apartments
207 George StMiddletown, CT 06457
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.
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$2,000
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowMiddletown at Main
710-712 Main StMiddletown, CT 06457
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Rent Specials
$2,350 - $3,250
Plus Fees
2 Bedroom Apartments Available NowThe Grand
9-15 John StClinton, CT 06413
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$2,995 - $3,345
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal 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
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Rent Specials
$1,800
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowFernwood Apartments
44-46 Camp StMiddletown, CT 06457
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$2,195 - $2,310
Plus Fees
2 Bedroom Apartments Available NowSouthwind Apartments
181 Southwind DrWallingford, CT 06492
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$2,410 - $2,640
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,800 - $3,050
Required Monthly Fees
$15
Total Monthly Price
$1,815 - $3,065
The Sound at Gateway Commons
1 Maple Tree LnEast Lyme, CT 06333
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$2,300
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now141 Bridge St
141 Bridge StMiddletown, CT 06457
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$1,995 - $2,445
Plus Fees
2 Bedroom Apartments Available NowWindshire Terrace
72 Forest Glen CirMiddletown, CT 06457
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Rent Specials
$1,999
Plus Fees
2 Bedroom Apartments Available NowNorthwoods East
5 Town Colony DrMiddletown, CT 06457
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$1,800 - $1,830
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,800 - $1,830
Total Monthly Price
$1,800 - $1,830
Colchester Estates
12 Balaban RdColchester, CT 06415
The Art of the Rental Viewing: What to look for during a property tour
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$2,730 - $2,960
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,039 - $3,795
Required Monthly Fees
$35
Total Monthly Price
$2,074 - $3,830
The Edgewater
94 N Bridebrook RdNiantic, CT 06357
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$2,893 - $4,428
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,384 - $4,380
Required Monthly Fees
$48
Total Monthly Price
$2,432 - $4,428
Saybrook Station Apartments
7 N Main StOld Saybrook, CT 06475
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$2,495 - $3,095
Plus Fees
2 Bedroom Apartments Available NowMidd-Town Apartments
138 College StMiddletown, CT 06457
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Rent Specials
$2,950 - $4,270
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowHanford Commons
99 Lynde StOld Saybrook, CT 06475
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$1,431
Total Monthly Price
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1
Total Monthly Price
$1
Wharfside Commons
80 Ferry StMiddletown, CT 06457
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Rent Specials
$1,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,400 - $2,200
Total Monthly Price
$1,400 - $2,200
Meadoway Gardens
121-122 Rose CirMiddletown, CT 06457
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Rent Specials
$2,122 - $2,279
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,941 - $2,621
Required Monthly Fees
$25
Total Monthly Price
$1,966 - $2,646
Town Place
10 Town PlMiddletown, CT 06457
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Rent Specials
$2,000 - $2,200
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityWoodrow Wilson Apartments
339 Hunting Hill AveMiddletown, CT 06457
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Rent Specials
$1,712
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityTheresa A. Rook Retirement Community
501 Rook RdCromwell, CT 06416
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$1,800 - $2,000
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now70 Pond Meadow Rd
70 Pond Meadow RdIvoryton, CT 06442
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.
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Rent Specials
$2,050 - $2,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,700 - $2,100
Total Monthly Price
$1,700 - $2,100
Four Seasons of Colchester
343 Lebanon AveColchester, CT 06415
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$1,505
Total Monthly Price
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,315 - $1,670
Total Monthly Price
$1,315 - $1,670
Country Place
1 Birch CirColchester, CT 06415
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Rent Specials
$1,800 - $1,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowOn Ward Apartments
38 Ward StMiddletown, CT 06457
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Rent Specials
$1,380 - $2,000
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityDeerfield Village
10 King Arthur DrNiantic, CT 06357
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Rent Specials
$864 - $1,150
Plus Fees
2 Bedroom Apartments Contact Us For AvailabilityAmston Village - Active 55+
500 Amston RdColchester, CT 06415
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$1,893
Plus Fees
2 Bedroom Apartments Available NowSouth Green Apartments
65 Church StMiddletown, CT 06457
70 Pond Meadow Rd
EssexCT06442
144 E Main St
ClintonCT06413
2 Grove Way
ClintonCT06413
214 Warsaw St
Deep RiverCT06417
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.
10 Grove Way
ClintonCT06413
10 Dorothy Rd
WestbrookCT06498
740 Little City Rd
HaddamCT06441
138 School House Rd
Old SaybrookCT06475
28 Beach Rd W
Old SaybrookCT06475
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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 | $1,586 | $975 | $2,071 |
| Chester 1 Bedroom Apartments | $1,996 | $710 | $3,517 |
| Chester 2 Bedroom Apartments | $2,482 | $864 | $4,428 |
| Chester 3 Bedroom Apartments | $2,999 | $1,670 | $3,895 |
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
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- Local Counties
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Chester 2 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: January 03, 2026There are currently 1 available 2 Bedroom apartment units in Chester, CT neighborhoods that range in price from $1,950 to $1,950. 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 | $1,950 |
Largest Available Chester and Nearby 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Chester, CT is found at The Cove at Gateway Commons in the Southwest New London Lyme neighborhood and is 1,522 square feet priced from $3,315. 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 $2,730. Here is today’s list of the largest available 2 Bedroom units in Chester:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| The Cove at Gateway Commons | Flagship Townhouse | 1,522 Sq Ft | $3,315 |
| The Edgewater | Sailfish 2 | 1,420 Sq Ft | $2,730 |
| The Grand | 2 Bed / 1 Bath | 1,376 Sq Ft | $2,350 |
| Brainerd Place | B2 | 1,373 Sq Ft | $3,125 |
| Saybrook Station Apartments | B3 | 1,263 Sq Ft | $3,193 |
| Springside Middletown | B5 | 2 Bed | 2 Bath | 1,242 Sq Ft | $3,060 |
| StoneGate Apartments | 2 Bed 1 Bath | 1,200 Sq Ft | $1,850 |
| Windshire Terrace | B5 | 1,140 Sq Ft | $2,199 |
| Midd-Town Apartments | 2 Bedroom | 1,131 Sq Ft | $2,495 |
| The Arlo | Fairfield | 1,130 Sq Ft | $2,630 |
Cheapest Available Chester and Nearby 2 Bedroom Apartments
As of January 03, 2026 the lowest priced 2 Bedroom apartment unit in Chester, CT is the 2B/1B Medium Model starting from $1,600 at The Wilcox in the East Hampton Portland neighborhood. The second most affordable Chester 2 Bedroom is the 2 Beds, 1 Baths Model at The Village at 82 Main starting at $1,700 in the Cobalt neighborhood. The average price for all 2 Bedroom apartments in Chester is currently $2,482. Here is today’s list of the cheapest available 2 Bedroom options in Chester:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| The Wilcox | 2B/1B Medium | $1,600 |
| The Village at 82 Main | 2 Beds, 1 Baths | $1,700 |
| Meadoway Gardens | 2 | $1,710 |
| Fernwood Apartments | 2 Bedroom | $1,800 |
| Colchester Estates | Beautiful Remodeled and Upgraded Townhouse in C... | $1,800 |
| On Ward Apartments | 2 Beds, 1 bath | $1,800 |
| 70 Pond Meadow Rd | 2 Bedroom | $1,800 |
| StoneGate Apartments | 2 Bed 1 Bath | $1,850 |
| South Green Apartments | Two Bedroom | $1,893 |
| Middletown Brooke Apartments | The Mattabeseck | $1,950 |
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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
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Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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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 The Wilcox listed at $1,600.
How much is the average rent for a 2 Bedroom Chester Apartment?
The average rent for a 2 Bedroom Apartment in Chester is $2,482.
What is the largest available 2 Bedroom Chester Apartment for rent?
Today's apartment with the most square footage in Chester is a 1,522 square feet unit starting from $3,315 at The Cove at Gateway Commons.
What is the average size for Chester 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Chester is currently 800 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
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
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!