55 Liberty St
ChesterCT06412
2 Bedroom Apartments for Rent in Chester, CT (63 Rentals)
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$2,195 - $2,295
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,495 - $2,295
Total Monthly Price
$1,495 - $2,295
Southwind Apartments
181 Southwind DrWallingford, CT 06492
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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
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Total Monthly Price
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Brainerd Place
75 Marlborough StPortland, CT 06480
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$2,010 - $2,290
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 Apartments
1739 Foxon RdNorth Branford, CT 06471
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Rent Specials
$2,699 - $3,390
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available Jun 21Total Monthly Price
Base Rent
$1,999 - $3,390
Required Monthly Fees
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Springside Middletown
1100 Springside LnMiddletown, CT 06457
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Rent Specials
$2,583 - $2,723
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,843 - $3,424
Required Monthly Fees
$77
Total Monthly Price
$1,920 - $3,501
The Arlo
211 Pomeroy AveMeriden, CT 06450
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$2,227 - $2,953
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,834 - $2,953
Total Monthly Price
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Middletown Brooke Apartments
100 Town BrookeMiddletown, CT 06457
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Rent Specials
$2,487 - $2,627
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Jun 12Knoll Crest Apartments
207 George StMiddletown, CT 06457
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$1,867 - $2,680
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,645 - $2,655
Required Monthly Fees
$25
Total Monthly Price
$1,670 - $2,680
Sagamore 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
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
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Rent Specials
$2,350 - $2,650
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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$1,900 - $2,000
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowMiddletown at Main
710-712 Main StMiddletown, CT 06457
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$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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$1,800
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowFernwood Apartments
44-46 Camp StMiddletown, CT 06457
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$1,700
Plus Fees
2 Bedroom Apartments Available NowWillowcrest
63 Stoneycrest DrMiddletown, CT 06457
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$2,141 - $3,948
Total Monthly Price
2 Bedroom Apartments Available Jun 24Total Monthly Price
Base Rent
$2,141 - $3,931
Required Monthly Fees
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Windshire Terrace Apartments
72 Forest Glen CirMiddletown, CT 06457
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Rent Specials
$1,850 - $3,352
Total Monthly Price
2 Bedroom Apartments Available Jul 1Total Monthly Price
Base Rent
$1,747 - $4,058
Required Monthly Fees
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Total Monthly Price
Varies
Northwoods Apartments
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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Rent Specials
$2,730 - $2,985
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,011 - $3,900
Required Monthly Fees
$35
Total Monthly Price
$2,046 - $3,935
The Edgewater
94 N Bridebrook RdNiantic, CT 06357
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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$2,495 - $3,095
Plus Fees
2 Bedroom Apartments Contact Us For AvailabilityMidd-Town Apartments
138 College StMiddletown, CT 06457
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Rent Specials
$3,600 - $3,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowHanford Commons
99 Lynde StOld Saybrook, CT 06475
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$1,600 - $2,500
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowThe Wilcox
305-309 S Main StMiddletown, CT 06457
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$3,199 - $4,212
Total Monthly Price
2 Bedroom Apartments Available Jul 7Total Monthly Price
Base Rent
$3,199 - $4,163
Required Monthly Fees
$49
Total Monthly Price
$3,248 - $4,212
Saybrook Station
7 N Main 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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$2,654 - $2,679
Total Monthly Price
2 Bedroom Apartments Available Jul 16Total Monthly Price
Base Rent
$2,209 - $3,097
Required Monthly Fees
$25
Total Monthly Price
$2,234 - $3,122
Town 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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$1,730
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowStoneycrest Tower
352 Newfield StMiddletown, CT 06457
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$1,850 - $1,950
Plus Fees
2 Bedroom Apartments Available NowStoneGate Apartments
1150-1160 S Main 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
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.
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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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$1,575
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available Jun 15Total Monthly Price
Base Rent
$1,475 - $1,575
Total Monthly Price
$1,475 - $1,575
Highview Apartments
121-131 Butternut StMiddletown, 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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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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$1,800 - $1,900
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now70 Pond Meadow Rd
70 Pond Meadow RdIvoryton, CT 06442
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$2,750
Plus Fees
2 Bedroom Apartments Available NowBridge Road Commons
105 Bridge RdHaddam, CT 06438
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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
$1,512 - $2,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,512 - $2,000
Total Monthly Price
$1,512 - $2,000
Deerfield Village
10 King Arthur DrNiantic, CT 06357
23 Quotonset Ln
WestbrookCT06498
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com
165 Main St
EssexCT06442
22 College St
ClintonCT06413
24 College St
ClintonCT06413
94 Quiet Woods Rd
East HamptonCT06424
10 Grove Way
ClintonCT06413
147 Captains Dr
WestbrookCT06498
3 Main St
EssexCT06409
170 Shore Rd
ClintonCT06413
55 Dogwood Rd
East HaddamCT06469
28 Beach Rd W
Old SaybrookCT06475
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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 | $1,675 | $975 | $1,950 |
| Chester 1 Bedroom Apartments | $2,023 | $710 | $2,911 |
| Chester 2 Bedroom Apartments | $2,499 | $864 | $4,212 |
| Chester 3 Bedroom Apartments | $2,911 | $1,491 | $4,073 |
| 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
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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 $2,830. 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 | 1,420 Sq Ft | $2,830 |
| The Grand | 1,376 Sq Ft | $2,650 | |
| Brainerd Place | B2 | 1,373 Sq Ft | $3,175 |
| Hanford Commons | 2BD 2BA + Office | 1,373 Sq Ft | $3,600 |
| StoneGate Apartments | 2 Bed 1 Bath | 1,200 Sq Ft | $1,850 |
| The Arlo | Fairfield | 1,130 Sq Ft | $2,660 |
| The Sound at Gateway Commons | The Waterford | 1,115 Sq Ft | $2,540 |
| Middletown Brooke Apartments | The Westlake | 1,052 Sq Ft | $2,320 |
| Bridge Road Commons | Vista | 1,006 Sq Ft | $2,750 |
Cheapest Available Chester and Nearby 2 Bedroom Apartments
As of June 11, 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 $2,499. 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 |
| Willowcrest | 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 |
Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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 $2,499.
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 1,260 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
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.