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$1,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,600
Total Monthly Price
$1,600
42 Bokum Rd, Unit 2nd Floor Apartment
42 Bokum RdChester, CT 06412
2 Bedroom Apartments for Rent in Chester, CT (56 Rentals)
159 Main St
ChesterCT06412
55 Liberty St
ChesterCT06412
55 Liberty St
ChesterCT06412
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Rent Specials
$2,385 - $2,925
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,800 - $3,740
Required Monthly Fees
$155
Total Monthly Price
$1,955 - $3,895
Springside Middletown
1100 Springside LnMiddletown, 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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$2,611
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,945 - $2,611
Required Monthly Fees
$77
Total Monthly Price
$2,022 - $2,688
The Arlo
211 Pomeroy AveMeriden, CT 06450
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Rent Specials
$1,898 - $3,099
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,601 - $3,099
Total Monthly Price
$1,601 - $3,099
Middletown Brooke Apartments
100 Town BrookeMiddletown, CT 06457
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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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$1,798 - $1,925
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,487 - $1,873
Required Monthly Fees
$52
Total Monthly Price
$1,539 - $1,925
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
$2,384 - $4,757
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,905 - $4,647
Required Monthly Fees
$110
Total Monthly Price
$2,015 - $4,757
Knoll Crest Apartments
207 George 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
$2,475 - $3,120
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowBrainerd Place
69 Marlborough StPortland, CT 06480
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Rent Specials
$2,995 - $3,815
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,995 - $3,795
Required Monthly Fees
$20
Total Monthly Price
$3,015 - $3,815
The Cove at Gateway Commons
1 Lighthouse LnEast Lyme, CT 06333
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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
$1,815 - $3,065
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available Dec 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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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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$2,300
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Dec 1141 Bridge St
141 Bridge StMiddletown, CT 06457
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Rent Specials
$1,925 - $2,299
Plus Fees
2 Bedroom Apartments Available NowWindshire Terrace
72 Forest Glen CirMiddletown, CT 06457
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Rent Specials
$1,879 - $2,277
Plus Fees
2 Bedroom Apartments Available NowNorthwoods East
5 Town Colony DrMiddletown, CT 06457
Cash 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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Rent Specials
$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
$2,706 - $2,911
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,899 - $2,794
Required Monthly Fees
$117
Total Monthly Price
$2,016 - $2,911
Blueway Commons
3 Brookes CtHaddam, CT 06438
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Rent Specials
$2,730 - $2,960
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,695 - $3,795
Required Monthly Fees
$35
Total Monthly Price
$2,730 - $3,830
The Edgewater
94 N Bridebrook RdNiantic, CT 06357
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$2,895 - $4,249
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,374 - $4,201
Required Monthly Fees
$48
Total Monthly Price
$2,422 - $4,249
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
$2,116 - $2,223
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,740 - $2,789
Required Monthly Fees
$25
Total Monthly Price
$1,765 - $2,814
Town Place
10 Town PlMiddletown, CT 06457
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Rent Specials
$1,710
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowMeadoway 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
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
$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
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$1,525
Total Monthly Price
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,352 - $1,700
Total Monthly Price
$1,352 - $1,700
Country Place
1 Birch CirColchester, CT 06415
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Rent Specials
$1,380 - $1,925
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
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$1,893
Plus Fees
2 Bedroom Apartments Available NowSouth Green Apartments
65 Church StMiddletown, CT 06457
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Contact Us For Pricing2 Bedroom Apartments Contact Us For Availability
562 Main St
562 Main StMiddletown, CT 06457
51 Woods Rd
HaddamCT06441
70 Pond Meadow Rd
EssexCT06442
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.
1742 Boston Post Rd
WestbrookCT06498
55 Dogwood Rd
East HaddamCT06469
114 Lakeside Dr
East HaddamCT06423
74 Grove Beach Rd N
WestbrookCT06498
190 Westbrook Rd
EssexCT06426
33 Prospect St
EssexCT06426
138 School House Rd
Old SaybrookCT06475
28 Beach Rd W
Old SaybrookCT06475
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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.
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 | $1,574 | $975 | $2,022 |
| Chester 1 Bedroom Apartments | $1,969 | $710 | $3,815 |
| Chester 2 Bedroom Apartments | $2,487 | $864 | $4,249 |
| Chester 3 Bedroom Apartments | $3,090 | $1,700 | $3,895 |
| Chester 4 Bedroom Apartments | $2,400 | $2,400 | $2,400 |
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: November 26, 2025There are currently 2 available 2 Bedroom apartment units in Chester, CT neighborhoods that range in price from $1,600 to $2,100. 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 | $1,850 | $1,600 |
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 $3,015. 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 | Driftwood Townhouse | 1,442 Sq Ft | $3,015 |
| 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 | $3,120 |
| Saybrook Station Apartments | B3 | 1,263 Sq Ft | $3,057 |
| 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 |
| Blueway Commons | Swing | 1,178 Sq Ft | $2,911 |
| Windshire Terrace | B5 | 1,140 Sq Ft | $2,215 |
Cheapest Available Chester and Nearby 2 Bedroom Apartments
As of November 26, 2025 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 $2,487. 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 |
| 70 Pond Meadow Rd | 2 Bedroom | $1,800 |
| On Ward Apartments | 2 Beds, 1 bath | $1,800 |
| Sagamore Hills | 2 Bed 1 Bath | $1,850 |
| StoneGate Apartments | 2 Bed 1 Bath | $1,850 |
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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Getting Around Chester, CT
Walk Score®
29 / 100
Car-Dependent
Most errands require a car
Bike Score®
17 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 $2,487.
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 $3,015 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 1,316 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.