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$2,210 - $2,310
Total Monthly Price
2 Bedroom Apartments Available May 7Total Monthly Price
Base Rent
$1,395 - $2,310
Total Monthly Price
$1,395 - $2,310
Southwind Apartments
181 Southwind DrWallingford, CT 06492
2 Bedroom Apartments for Rent in Chester, CT (57 Rentals)
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Rent Specials
$2,755 - $3,020
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
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$2,130 - $3,020
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Springside Middletown
1100 Springside LnMiddletown, CT 06457
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Rent Specials
$2,530 - $3,175
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
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$1,655 - $3,120
Required Monthly Fees
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Brainerd Place
75 Marlborough StPortland, CT 06480
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$1,850 - $2,000
Plus Fees
2 Bedroom Apartments Available NowStoneGate Apartments
1150-1160 S Main StMiddletown, CT 06457
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$2,050 - $2,230
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,635 - $3,250
Required Monthly Fees
$15
Total Monthly Price
$1,650 - $3,265
Marshfield - NPM
1739 Foxon RdNorth Branford, CT 06471
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Rent Specials
$2,248 - $2,638
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,884 - $2,638
Required Monthly Fees
$77
Total Monthly Price
$1,961 - $2,715
The Arlo
211 Pomeroy AveMeriden, CT 06450
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$2,078 - $3,294
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
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$1,597 - $3,294
Total Monthly Price
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Middletown Brooke Apartments
100 Town BrookeMiddletown, CT 06457
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$1,967 - $2,007
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,726 - $1,982
Required Monthly Fees
$25
Total Monthly Price
$1,751 - $2,007
Sagamore Hills
1151-1189 Washington StMiddletown, CT 06457
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Rent Specials
$2,494 - $5,935
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,165 - $5,875
Required Monthly Fees
$60
Total Monthly Price
$2,225 - $5,935
Knoll Crest Apartments
207 George StMiddletown, CT 06457
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$1,710
Plus Fees
2 Bedroom Apartments Available NowWoodbury Apartments
288 Woodbury CirMiddletown, 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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Rent Specials
$2,350 - $3,250
Plus Fees
2 Bedroom Apartments Available NowThe Grand
9-15 John StClinton, CT 06413
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$3,015 - $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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$1,800
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowFernwood Apartments
44-46 Camp StMiddletown, CT 06457
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Rent Specials
$2,395 - $2,640
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available Jun 1Total 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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$1,900 - $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
$2,162 - $3,676
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,162 - $3,659
Required Monthly Fees
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Windshire Terrace
72 Forest Glen CirMiddletown, CT 06457
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Rent Specials
$2,089 - $3,401
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,767 - $4,602
Required Monthly Fees
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Northwoods 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
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Rent Specials
$2,730 - $2,885
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,695 - $3,900
Required Monthly Fees
$35
Total Monthly Price
$2,730 - $3,935
The Edgewater
94 N Bridebrook RdNiantic, CT 06357
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$2,495 - $3,095
Plus Fees
2 Bedroom Apartments Available NowMidd-Town Apartments
138 College StMiddletown, CT 06457
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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$3,490 - $4,473
Total Monthly Price
2 Bedroom Apartments Available Jul 14Total Monthly Price
Base Rent
$2,590 - $4,424
Required Monthly Fees
$49
Total Monthly Price
$2,639 - $4,473
Saybrook Station
7 N Main StOld Saybrook, CT 06475
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Rent Specials
$2,900 - $3,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowHanford Commons
99 Lynde StOld Saybrook, CT 06475
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$1,730
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowStoneycrest Tower
352 Newfield StMiddletown, CT 06457
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Contact Us For Pricing2 Bedroom Apartments Contact Us For Availability
Town Place
10 Town PlMiddletown, CT 06457
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$2,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,670 - $2,100
Total Monthly Price
$1,670 - $2,100
Meadoway Gardens
121-122 Rose CirMiddletown, 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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$1,4312 Bedroom Apartments Contact Us For Availability
Wharfside Commons
80 Ferry StMiddletown, CT 06457
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$1,700
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowRose Gardens Apartments
121 Rose CirMiddletown, CT 06457
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$1,600
Total Monthly Price
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,450 - $1,900
Total Monthly Price
$1,450 - $1,900
Country Place
1 Birch CirColchester, CT 06415
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$1,800
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
$1,845
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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Rent Specials
$1,380 - $2,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,380 - $2,000
Total Monthly Price
$1,380 - $2,000
Deerfield 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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$1,800 - $1,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowOn Ward Apartments
38 Ward StMiddletown, CT 06457
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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
538B Winthrop Rd
Deep RiverCT06417
10 Grove Way
ClintonCT06413
147 Captains Dr
WestbrookCT06498
47 Broadway S
WestbrookCT06498
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.
170 Shore Rd
ClintonCT06413
102 Chalker Beach Rd
Old SaybrookCT06475
32 West Ave
EssexCT06426
114 Lakeside Dr
East HaddamCT06423
28 Beach Rd W
Old SaybrookCT06475
505 Seaside Ave
WestbrookCT06498
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2 Bedroom Apartments
The Landing at Guilford
2455 Boston Post RdGuilford, CT 06437
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2 Bedroom Apartments
113 Union St
113 Union StDeep River, CT 06417
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2 Bedroom Apartments
170 Main St
170 Main StDeep River, CT 06417
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2 Bedroom Apartments
93 Main St
93 Main StDeep River, CT 06417
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 | $1,646 | $975 | $1,995 |
| Chester 1 Bedroom Apartments | $2,006 | $710 | $3,450 |
| Chester 2 Bedroom Apartments | $2,475 | $864 | $4,473 |
| Chester 3 Bedroom Apartments | $3,221 | $1,900 | $4,617 |
| Chester 4 Bedroom Apartments | $3,265 | $3,265 | $3,265 |
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
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- School Districts
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. Hanford Commons has the second largest 2 Bedroom, which is sized at 1,456 square feet and currently listed start at $3,800. 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 |
| Hanford Commons | 2BD 2BA + Office | 1,456 Sq Ft | $3,800 |
| The Edgewater | Sailfish | 1,420 Sq Ft | $2,830 |
| The Grand | 2 Bed / 1 Bath | 1,376 Sq Ft | $2,350 |
| Brainerd Place | B2 | 1,373 Sq Ft | $3,175 |
| StoneGate Apartments | 2 Bed 1 Bath | 1,200 Sq Ft | $1,850 |
| Springside Middletown | B2 | 2 Bed | 2 Bath | 1,168 Sq Ft | $2,911 |
| Windshire Terrace | B5 | 1,140 Sq Ft | $2,527 |
| Midd-Town Apartments | 2 Bedroom | 1,131 Sq Ft | $2,495 |
| The Arlo | Fairfield | 1,130 Sq Ft | $2,325 |
Cheapest Available Chester and Nearby 2 Bedroom Apartments
As of April 26, 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 Two Bedroom Townhouse Model at Rose Gardens Apartments starting at $1,700 in the Cromwell Middletown neighborhood. The average price for all 2 Bedroom apartments in Chester is currently $2,475. 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 |
| Rose Gardens Apartments | Two Bedroom Townhouse | $1,700 |
| The Village at 82 Main | 2 Beds, 1 Baths | $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 |
| StoneGate Apartments | 2 Bed 1 Bath | $1,850 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
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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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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 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.
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.
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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 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 $2,475.
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 1,353 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
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Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
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Renting your next home can feel thrilling and overwhelming at the same time.