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$2,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
11 Maple St, Unit B
11 Maple StChester, CT 06412
2 Bedroom Apartments for Rent in Chester, CT (56 Rentals)
55 Liberty St
ChesterCT06412
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$2,295 - $2,345
Total Monthly Price
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,545 - $2,345
Total Monthly Price
$1,545 - $2,345
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
$1,738 - $3,120
Required Monthly Fees
Varies
Total Monthly Price
Varies
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
$1,995 - $2,275
Required Monthly Fees
$15
Total Monthly Price
$2,010 - $2,290
Marshfield Apartments
1739 Foxon RdNorth Branford, CT 06471
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Rent Specials
$2,825 - $3,390
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,156 - $3,725
Required Monthly Fees
Varies
Total Monthly Price
Varies
Springside Middletown
1100 Springside LnMiddletown, CT 06457
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$2,680 - $2,798
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,933 - $4,389
Required Monthly Fees
$77
Total Monthly Price
$2,010 - $4,466
The Arlo
211 Pomeroy AveMeriden, CT 06450
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$2,001 - $2,931
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,620 - $2,931
Total Monthly Price
Varies
Middletown Brooke Apartments
100 Town BrookeMiddletown, CT 06457
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Rent Specials
$1,787 - $2,960
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,615 - $2,935
Required Monthly Fees
$25
Total Monthly Price
$1,640 - $2,960
Sagamore Hills
1151-1189 Washington StMiddletown, CT 06457
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Rent Specials
$2,617 - $4,399
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowKnoll Crest Apartments
207 George StMiddletown, CT 06457
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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$1,700
Plus Fees
2 Bedroom Apartments Available NowWillowcrest
63 Stoneycrest DrMiddletown, 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
$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
$2,350 - $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 Sep 1Total 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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$2,450 - $2,745
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,835 - $3,099
Required Monthly Fees
$15
Total Monthly Price
$1,850 - $3,114
The Sound at Gateway Commons
1 Maple Tree LnEast Lyme, CT 06333
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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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$2,084 - $3,662
Plus Fees
2 Bedroom Apartments Available NowWindshire Terrace
72 Forest Glen CirMiddletown, CT 06457
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$2,038 - $3,500
Plus Fees
2 Bedroom Apartments Available Aug 14Northwoods East
5 Town Colony DrMiddletown, CT 06457
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.
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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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$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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Rent Specials
$3,500 - $3,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowHanford Commons
99 Lynde StOld Saybrook, CT 06475
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Rent Specials
$1,835 - $3,010
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,800 - $3,900
Required Monthly Fees
$35
Total Monthly Price
$1,835 - $3,935
The Edgewater
94 N Bridebrook RdNiantic, CT 06357
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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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$3,512 - $4,747
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,899 - $4,698
Required Monthly Fees
$49
Total Monthly Price
$2,948 - $4,747
Saybrook Station
7 N Main StOld Saybrook, CT 06475
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$2,186 - $2,362
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,026 - $3,126
Required Monthly Fees
$25
Total Monthly Price
$2,051 - $3,151
Town Place
10 Town PlMiddletown, 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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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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$1,850 - $1,950
Plus Fees
2 Bedroom Apartments Available NowStoneGate Apartments
1150-1160 S Main StMiddletown, 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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$500 - $1,700
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$500 - $1,700
Total Monthly Price
$500 - $1,700
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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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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$1,800 - $2,000
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowOn Ward Apartments
38 Ward StMiddletown, CT 06457
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$2,700
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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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
22 Menunketesuck Rd
WestbrookCT06498
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.
165 Main St
EssexCT06442
10 Grove Way
ClintonCT06413
9 Falls River Cir
EssexCT06442
55 Dogwood Rd
East HaddamCT06469
28 Beach Rd W
Old SaybrookCT06475
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2 Bedroom Apartments
141 Bridge St
141 Bridge StMiddletown, CT 06457
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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
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2 Bedroom Apartments
98 Rattling Valley Rd
98 Rattling Valley RdDeep River, CT 06417
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.
Showing Results 1-50, Page 1 of 2
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 | $1,640 | $975 | $1,995 |
| Chester 1 Bedroom Apartments | $1,993 | $710 | $3,818 |
| Chester 2 Bedroom Apartments | $2,497 | $500 | $4,619 |
| Chester 3 Bedroom Apartments | $2,993 | $1,491 | $4,276 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Chester
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Chester, CT Local Guide
- Chester Neighborhoods
- Nearby Cities
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Chester 2 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: July 26, 2026There are currently 1 available 2 Bedroom apartment units in Chester, CT neighborhoods that range in price from $2,000 to $2,000. 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 | 1 | $2,000 | $2,000 |
Largest Available Chester and Nearby 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Chester, CT is found at Springside Middletown in the Cromwell Middletown neighborhood and is 1,461 square feet priced from $3,506. 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 $1,835. Here is today’s list of the largest available 2 Bedroom units in Chester:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Springside Middletown | TB1 | 2 Bed | 2.5 Bath | 1,461 Sq Ft | $3,506 |
| The Edgewater | Sailfish-Workforce | 1,420 Sq Ft | $1,835 |
| The Grand | 1,376 Sq Ft | $2,650 | |
| Hanford Commons | 2BD 2BA + Office | 1,373 Sq Ft | $3,500 |
| Brainerd Place | B2 | 1,373 Sq Ft | $3,175 |
| StoneGate Apartments | 2 Bed 1 Bath | 1,200 Sq Ft | $1,850 |
| The Arlo | Farmington | 1,188 Sq Ft | $2,757 |
| Town Place | The Webster 2x2 | 1,129 Sq Ft | $2,343 |
| Knoll Crest Apartments | Maplewood | 1,120 Sq Ft | $2,617 |
| The Sound at Gateway Commons | The Waterford | 1,115 Sq Ft | $2,645 |
Cheapest Available Chester and Nearby 2 Bedroom Apartments
As of July 26, 2026 the lowest priced 2 Bedroom apartment unit in Chester, CT is the 2Bed 2 Bath Model starting from $500 at Wharfside Commons in the East Hampton Portland neighborhood. The second most affordable Chester 2 Bedroom is the 2B/1B Medium Model at The Wilcox starting at $1,600 . The average price for all 2 Bedroom apartments in Chester is currently $2,497. Here is today’s list of the cheapest available 2 Bedroom options in Chester:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Wharfside Commons | 2Bed 2 Bath | $500 |
| The Wilcox | 2B/1B Medium | $1,600 |
| Rose Gardens Apartments | Two Bedroom Townhouse | $1,700 |
| Willowcrest | Two Bedroom TownHouse | $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 Wharfside Commons listed at $500.
How much is the average rent for a 2 Bedroom Chester Apartment?
The average rent for a 2 Bedroom Apartment in Chester is $2,497.
What is the largest available 2 Bedroom Chester Apartment for rent?
Today's apartment with the most square footage in Chester is a 1,461 square feet unit starting from $3,506 at Springside Middletown.
What is the average size for Chester 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Chester is currently 1,248 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
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
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.