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Rent Specials
$2,510 - $2,985
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowSpringside Middletown
1100 Springside LnMiddletown, CT 06457
2 Bedroom Apartments for Rent in Chester, CT (61 Rentals)
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Rent Specials
$2,530 - $3,175
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowBrainerd Place
69 Marlborough StPortland, CT 06480
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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
$2,089 - $3,176
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,517 - $3,176
Total Monthly Price
Varies
Middletown Brooke Apartments
100 Town BrookeMiddletown, CT 06457
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$2,308 - $2,448
Plus Fees
2 Bedroom Apartments Available NowThe Arlo
211 Pomeroy AveMeriden, CT 06450
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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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Rent Specials
$2,547 - $5,935
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowKnoll Crest Apartments
207 George StMiddletown, CT 06457
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$1,937 - $1,977
Plus Fees
2 Bedroom Apartments Available NowSagamore Hills
1151-1189 Washington StMiddletown, CT 06457
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$1,710
Plus Fees
2 Bedroom Apartments Available NowWoodbury Apartments
288 Woodbury CirMiddletown, 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
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
$3,015 - $3,345
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowThe 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
$2,095 - $2,310
Plus Fees
2 Bedroom Apartments Available NowSouthwind Apartments
181 Southwind DrWallingford, CT 06492
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Rent Specials
$2,395 - $2,640
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Apr 1The 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
$2,150 - $2,300
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now141 Bridge St
141 Bridge StMiddletown, CT 06457
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Rent Specials
$2,050 - $2,432
Plus Fees
2 Bedroom Apartments Available NowWindshire Terrace
72 Forest Glen CirMiddletown, CT 06457
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Rent Specials
$1,999 - $2,350
Plus Fees
2 Bedroom Apartments Available NowNorthwoods East
5 Town Colony DrMiddletown, CT 06457
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$1,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,800
Total Monthly Price
$1,800
Colchester Estates
12 Balaban RdColchester, CT 06415
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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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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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$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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$2,630 - $2,960
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowThe Edgewater
94 N Bridebrook RdNiantic, CT 06357
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$3,523 - $4,717
Plus Fees
2 Bedroom Apartments Available NowSaybrook Station Apartments
7 N Main StOld Saybrook, CT 06475
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Rent Specials
$2,141 - $2,370
Plus Fees
2 Bedroom Apartments Available NowTown Place
10 Town PlMiddletown, 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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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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$1,700
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
$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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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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$1,893
Plus Fees
2 Bedroom Apartments Available NowSouth Green Apartments
65 Church StMiddletown, CT 06457
10 High St
Deep RiverCT06417
52 Essex St
Deep RiverCT06417
70 Pond Meadow Rd
EssexCT06442
113 Union St
Deep RiverCT06417
23 College St
ClintonCT06413
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.
26 College St
ClintonCT06413
8 Honey Hill Ln
LymeCT06371
82 River Rd
EssexCT06426
538B Winthrop Rd
Deep RiverCT06417
10 Grove Way
ClintonCT06413
1742 Boston Post Rd
WestbrookCT06498
740 Little City Rd
HaddamCT06441
114 Lakeside Dr
East HaddamCT06423
102 Chalker Beach Rd
Old SaybrookCT06475
28 Beach Rd W
Old SaybrookCT06475
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 | $1,619 | $975 | $1,995 |
| Chester 1 Bedroom Apartments | $1,972 | $710 | $3,345 |
| Chester 2 Bedroom Apartments | $2,441 | $864 | $4,717 |
| Chester 3 Bedroom Apartments | $3,018 | $1,900 | $3,896 |
| 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
- Local Counties
- School Districts
Chester 2 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: March 12, 2026There are currently 2 available 2 Bedroom apartment units in Chester, CT neighborhoods that range in price from $1,507 to $1,695. 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 | 2 | $1,601 | $1,507 |
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 1,442 square feet priced from $3,165. 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 $2,630. 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 | Driftwood Townhouse | 1,442 Sq Ft | $3,165 |
| The Edgewater | Sailfish | 1,420 Sq Ft | $2,630 |
| The Grand | 2 Bed / 1 Bath | 1,376 Sq Ft | $2,350 |
| Brainerd Place | B2 | 1,373 Sq Ft | $3,175 |
| Saybrook Station Apartments | B4 | 1,320 Sq Ft | $3,738 |
| Springside Middletown | B5 | 2 Bed | 2 Bath | 1,242 Sq Ft | $3,081 |
| StoneGate Apartments | 2 Bed 1 Bath | 1,200 Sq Ft | $1,850 |
| Windshire Terrace | B5 | 1,140 Sq Ft | $2,387 |
| Midd-Town Apartments | 2 Bedroom | 1,131 Sq Ft | $2,495 |
| The Arlo | Fairfield | 1,130 Sq Ft | $2,385 |
Cheapest Available Chester and Nearby 2 Bedroom Apartments
As of March 12, 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 $2,441. 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 |
| On Ward Apartments | 2 Beds, 1 bath | $1,800 |
| 70 Pond Meadow Rd | 2 Bedroom | $1,800 |
| Fernwood Apartments | 2 Bedroom | $1,800 |
| Colchester Estates | 410 | $1,800 |
| StoneGate Apartments | 2 Bed 1 Bath | $1,850 |
| South Green Apartments | Two Bedroom | $1,893 |
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
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?
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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 $2,441.
What is the largest available 2 Bedroom Chester Apartment for rent?
Today's apartment with the most square footage in Chester is a 1,442 square feet unit starting from $3,165 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 933 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.
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.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.