2 Bedroom Apartments for Rent in Cheshire, CT (73 Rentals)

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Highland Farms
$2,595

Total Monthly Price

Base Rent$2,595

Total Monthly Price$2,595
12 Month Lease Term
2 Bedroom Apartments Available Now

Highland Farms

1728 Highland AveCheshire, CT 06410
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  • Utilities Included
  • Smoke Free
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Maplecroft Village
$2,850

Total Monthly Price

Base Rent$2,850

Total Monthly Price$2,850
12 Month Lease Term
2 Bedroom Apartments Available Soon

Maplecroft Village

64 E Mitchell AveCheshire, CT 06410
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
property at 356 Highland Ave
$1,775

Total Monthly Price

Base Rent$1,775

Total Monthly Price$1,775
2 Bedroom, 1 Bath Home for Rent
Available Now

356 Highland Ave

CheshireCT06410
  • Smoke Free
property at 1335 Wolf Hill Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 1 Bath Home for Rent
Available Now

1335 Wolf Hill Rd

CheshireCT06410
property at 484 Oak Ave
$1,790

Total Monthly Price

Base Rent$1,790

Total Monthly Price$1,790
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Sep 23

484 Oak Ave

CheshireCT06410
property at 414 Robin Ct
$2,200

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
2 Bedroom, 1.5 Bath Condo for Rent
Available Now

414 Robin Ct

CheshireCT06410
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81 Main St
2 Bedroom Apartments

81 Main St

81 Main StCheshire, CT 06410
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165 Mansion Rd
2 Bedroom Apartments

165 Mansion Rd

165 Mansion RdCheshire, CT 06410

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527 Maple Ave
2 Bedroom Apartments

527 Maple Ave

527 Maple AveCheshire, CT 06410
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735-751 W Main St
2 Bedroom Apartments

735-751 W Main St

735-751 W Main StCheshire, CT 06410
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1957 Highland Ave
2 Bedroom Apartments

1957 Highland Ave

1957 Highland AveCheshire, CT 06410
Senior Living
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122-128 Country Club Rd
2 Bedroom Apartments

122-128 Country Club Rd

122-128 Country Club RdCheshire, CT 06410
  • Utilities Included
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Pond View Apartments
2 Bedroom Apartments

Pond View Apartments

360 Highland AveCheshire, CT 06410
  • Utilities Included
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Cheshire Village II
2 Bedroom Apartments

Cheshire Village II

175 E Mitchell AveCheshire, CT 06410
Senior Living

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.

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Crestwood Park II
$1,700

Total Monthly Price

Base Rent$1,400 - $1,700

Total Monthly Price$1,400 - $1,700
12 Month Lease Term
2 Bedroom Apartments Available Now

Crestwood Park II

26 Allen AveMeriden, CT 06451
Pet Friendly
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  • Customer Reviewed
  • Utilities Included
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Highland Ridge
$1,650 - $2,150

Total Monthly Price

Base Rent$1,650 - $2,150

Total Monthly Price$1,650 - $2,150
12 Month Lease Term
2 Bedroom Apartments Available Now

Highland Ridge

329-353 Schraffts DrWaterbury, CT 06705
Family Friendly
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  • Customer Reviewed
  • Utilities Included
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Summit Ridge Estates
$1,850

Total Monthly Price

Base Rent$1,475 - $1,850

Total Monthly Price$1,475 - $1,850
12 Month Lease Term
2 Bedroom Apartments Available Soon

Summit Ridge Estates

300 Schraffts DrWaterbury, CT 06705
Family Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included
property at 40 Grove St
$1,750

Total Monthly Price

Base Rent$1,750

Total Monthly Price$1,750
2 Bedroom, 1 Bath Home for Rent
Available Now

40 Grove St

SouthingtonCT06479

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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property at 35 W Main St
$2,000

Total Monthly Price

Base Rent$2,000

Total Monthly Price$2,000
2 Bedroom, 1 Bath Home for Rent
Available Now

35 W Main St

SouthingtonCT06479
property at 900 S Main St
$1,850

Total Monthly Price

Base Rent$1,850

Total Monthly Price$1,850
2 Bedroom, 1 Bath Home for Rent
Available Now

900 S Main St

SouthingtonCT06479
property at 1091 S Main St
$2,150

Total Monthly Price

Base Rent$2,150

Total Monthly Price$2,150
2 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

1091 S Main St

SouthingtonCT06479
property at 1568 Meriden Rd
$1,525

Total Monthly Price

Base Rent$1,525

Total Monthly Price$1,525
2 Bedroom, 1.5 Bath Condo for Rent
Available Now

1568 Meriden Rd

WaterburyCT06705
property at 36 Sigwin Dr
$1,700

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
2 Bedroom, 1 Bath Condo for Rent
Available Now

36 Sigwin Dr

WallingfordCT06492
property at 153 N Ridgeland Rd
$1,800

Total Monthly Price

Base Rent$1,800

Total Monthly Price$1,800
2 Bedroom, 1 Bath Home for Rent
Available Oct 1
Cost Per Sq.Ft.

153 N Ridgeland Rd

WallingfordCT06492
property at 9 Carter Heights
$2,200

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
2 Bedroom, 1.5 Bath Condo for Rent
Available Now

9 Carter Heights

SouthingtonCT06479
property at 101 Center St
$2,395

Total Monthly Price

Base Rent$2,395

Total Monthly Price$2,395
2 Bedroom, 2 Bath Home for Rent
Available Sep 14

101 Center St

SouthingtonCT06489
property at 71 Bentwood Dr
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 1.5 Bath Condo for Rent
Available Now

71 Bentwood Dr

WaterburyCT06705
property at 530 Center St
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
2 Bedroom, 1.5 Bath Condo for Rent
Available Now

530 Center St

WallingfordCT06492

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property at 455 Sherman Ave
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
2 Bedroom, 1.5 Bath Condo for Rent
Available Now

455 Sherman Ave

HamdenCT06518
property at 39 Eden Ave
$2,984 - $3,250

Total Monthly Price

Base Rent$2,984

Total Monthly Price$2,984
2 Bedroom Rentals
Available Now

39 Eden Ave

SouthingtonCT06489
property at 1568 Meriden Rd
$1,525

Total Monthly Price

Base Rent$1,525

Total Monthly Price$1,525
2 Bedroom, 2 Bath Townhome for Rent
Available Now

1568 Meriden Rd

WaterburyCT06705
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7-11 Wilcox Ln
2 Bedroom Apartments

7-11 Wilcox Ln

7-11 Wilcox LnWallingford, CT 06492
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244 Scott Rd
2 Bedroom Apartments

244 Scott Rd

244 Scott RdWaterbury, CT 06705
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141 Ridgeland Rd
2 Bedroom Apartments

141 Ridgeland Rd

141 Ridgeland RdWallingford, CT 06492
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76 Wedgewood Dr
2 Bedroom Apartments

76 Wedgewood Dr

76 Wedgewood DrWaterbury, CT 06705
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1175 Hanover Ave
2 Bedroom Apartments

1175 Hanover Ave

1175 Hanover AveMeriden, CT 06451

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Cheshire, CT Local Guide

Largest Available Cheshire 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Cheshire, CT is found at Highland Farms in the Cheshire neighborhood and is 1,176 square feet priced from $2,595. Riverpointe Cheshire has the second largest 2 Bedroom, which is sized at 1,155 square feet and currently listed start at $3,194. Here is today’s list of the largest available 2 Bedroom units in Cheshire:

Apartment ListingModel NameSquare FootagePriced From
Highland Farms2BR 2 Bath Waitlist Only1,176 Sq Ft$2,595
Riverpointe CheshireTwo Bed B41,155 Sq Ft$3,194
Get $250 off First Month RentSpacious 2 bedroom in Wallingford with Storage ...923 Sq Ft$2,250
Crestwood Park IITwo Bedroom Flat900 Sq Ft$1,700
Crestwood Park ITwo Bedroom900 Sq Ft$1,700
West Woods Place ApartmentsTwo Bedroom888 Sq Ft$2,100
Scott Gardens Apartments2 Bedroom Townhouse821 Sq Ft$1,725
Highland Ridge1B/2BD Highland Ridge800 Sq Ft$1,650

Cheapest Available Cheshire 2 Bedroom Apartments

As of September 13, 2026 the lowest priced 2 Bedroom apartment unit in Cheshire, CT is the 1B/2BD Highland Ridge Model starting from $1,650 at Highland Ridge in the Waterbury neighborhood. The second most affordable Cheshire 2 Bedroom is the Two Bedroom Model at Crestwood Park I starting at $1,700 in the Meriden Wallingford neighborhood. The average price for all 2 Bedroom apartments in Cheshire is currently $2,193. Here is today’s list of the cheapest available 2 Bedroom options in Cheshire:

Apartment ListingModel NamePriced From
Highland Ridge1B/2BD Highland Ridge$1,650
Crestwood Park ITwo Bedroom$1,700
Crestwood Park IITwo Bedroom Flat$1,700
Scott Gardens Apartments2 Bedroom Townhouse$1,725
West Woods Place ApartmentsTwo Bedroom$2,100
Get $250 off First Month RentSpacious 2 bedroom in Wallingford with Storage ...$2,250
Highland Farms2BR 2 Bath Waitlist Only$2,595
Riverpointe CheshireTwo Bed B4$3,194

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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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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about 2 Bedroom Cheshire Apartments

How much is the average rent for a 2 Bedroom Cheshire Apartment?

The average rent for a 2 Bedroom Apartment in Cheshire is $2,193.

What is the largest available 2 Bedroom Cheshire Apartment for rent?

Today's apartment with the most square footage in Cheshire is a 1,176 square feet unit starting from $2,595 at Highland Farms.

What is the average size for Cheshire 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Cheshire is currently 1,042 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

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

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First Apartment Regrets: Real Renters Share What They'd Do Differently

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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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