$2,500
Total Monthly Price
Total Monthly Price
Base Rent
$2,500
Utilities & Essentials
Varies
Total Monthly Price
$2,500
2 Bedroom, 1 Bath Home for Rent
Unavailable
8 W Main St
ChesterCT06412
2 Bedroom Apartments for Rent in Chester, CT (58 Rentals)
8 W Main St
ChesterCT06412
48 E Kings Hwy
ChesterCT06412
159 Main St
ChesterCT06412
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Rent Specials
$2,514 - $2,935
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,999 - $3,740
Required Monthly Fees
$155
Total Monthly Price
$2,154 - $3,895
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
Base Rent
$1,655 - $3,120
Required Monthly Fees
$55
Total Monthly Price
$1,710 - $3,175
Brainerd Place
69 Marlborough StPortland, CT 06480
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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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$1,850 - $2,000
Plus Fees
2 Bedroom Apartments Available NowStoneGate Apartments
1150-1160 S Main StMiddletown, CT 06457
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$2,538 - $2,638
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,048 - $2,638
Required Monthly Fees
$77
Total Monthly Price
$2,125 - $2,715
The Arlo
211 Pomeroy AveMeriden, CT 06450
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Rent Specials
$1,946 - $2,950
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,498 - $2,950
Total Monthly Price
$1,498 - $2,950
Middletown Brooke Apartments
100 Town BrookeMiddletown, CT 06457
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$2,075 - $2,100
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,578 - $2,075
Required Monthly Fees
$25
Total Monthly Price
$1,603 - $2,100
Sagamore Hills
1151-1189 Washington 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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Rent Specials
$2,387 - $4,734
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,025 - $5,460
Required Monthly Fees
$110
Total Monthly Price
$2,135 - $5,570
Knoll Crest Apartments
207 George StMiddletown, CT 06457
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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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Rent Specials
$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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Rent Specials
$2,395 - $2,640
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available Feb 2Total 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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Rent Specials
$1,995 - $2,395
Plus Fees
2 Bedroom Apartments Available NowWindshire Terrace
72 Forest Glen CirMiddletown, CT 06457
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Rent Specials
$2,134 - $2,382
Plus Fees
2 Bedroom Apartments Available NowNorthwoods East
5 Town Colony DrMiddletown, CT 06457
The Art of the Rental Viewing: What to look for during a property tour
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$1,630 - $1,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,630 - $1,800
Total Monthly Price
$1,630 - $1,800
Colchester Estates
12 Balaban RdColchester, CT 06415
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Rent Specials
$2,595 - $2,960
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,595 - $3,795
Required Monthly Fees
$35
Total Monthly Price
$2,630 - $3,830
The Edgewater
94 N Bridebrook RdNiantic, CT 06357
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$2,878 - $4,457
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,364 - $4,409
Required Monthly Fees
$48
Total Monthly Price
$2,412 - $4,457
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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Rent Specials
$1,710 - $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
$2,122 - $2,298
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,915 - $2,693
Required Monthly Fees
$25
Total Monthly Price
$1,940 - $2,718
Town Place
10 Town PlMiddletown, CT 06457
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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
$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
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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$1,800 - $2,000
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now70 Pond Meadow Rd
70 Pond Meadow RdIvoryton, CT 06442
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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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$1,893
Plus Fees
2 Bedroom Apartments Available NowSouth Green Apartments
65 Church 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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Rent Specials
$1,800 - $1,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowOn Ward Apartments
38 Ward StMiddletown, CT 06457
70 Pond Meadow Rd
EssexCT06442
23 College St
ClintonCT06413
2 Grove Way
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.
8 Honey Hill Ln
LymeCT06371
38 N Main St
EssexCT06426
214 Warsaw St
Deep RiverCT06417
10 Grove Way
ClintonCT06413
11 Pinehurst Ln
East HaddamCT06469
740 Little City Rd
HaddamCT06441
114 Lakeside Dr
East HaddamCT06423
28 Beach Rd W
Old SaybrookCT06475
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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
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 | $1,616 | $975 | $2,125 |
| Chester 1 Bedroom Apartments | $2,005 | $710 | $3,291 |
| Chester 2 Bedroom Apartments | $2,498 | $864 | $4,457 |
| Chester 3 Bedroom Apartments | $3,101 | $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
- ZIP codes
- Local Counties
- School Districts
Chester 2 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: January 21, 2026There are currently 2 available 2 Bedroom apartment units in Chester, CT neighborhoods that range in price from $1,950 to $2,600. 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 | $2,275 | $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 1,523 square feet priced from $3,345. 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 | Cape Townhouse | 1,523 Sq Ft | $3,345 |
| The Edgewater | Sailfish 2 | 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 |
| 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 | $2,615 |
Cheapest Available Chester and Nearby 2 Bedroom Apartments
As of January 21, 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 Classic Model at Colchester Estates starting at $1,630 in the Northwest New London Colchester neighborhood. The average price for all 2 Bedroom apartments in Chester is currently $2,498. 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 |
| Colchester Estates | Classic | $1,630 |
| The Village at 82 Main | 2 Beds, 1 Baths | $1,700 |
| Meadoway Gardens | Three Bedroom | $1,710 |
| Fernwood Apartments | 2 Bedroom | $1,800 |
| 70 Pond Meadow Rd | 2 Bedroom | $1,800 |
| On Ward Apartments | 2 Beds, 1 bath | $1,800 |
| StoneGate Apartments | 2 Bed 1 Bath | $1,850 |
| South Green Apartments | Two Bedroom | $1,893 |
| Middletown Brooke Apartments | The Mattabeseck | $1,946 |
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.
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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 $2,498.
What is the largest available 2 Bedroom Chester Apartment for rent?
Today's apartment with the most square footage in Chester is a 1,523 square feet unit starting from $3,345 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 1,294 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.
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.
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!