2 Bedroom Apartments for Rent in Cheshire, CT (72 Rentals)

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Highland Farms
$2,595
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,595

Total Monthly Price
$2,595
2 Bedroom Apartments Available Now

Highland Farms

1728 Highland AveCheshire, CT 06410
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Lakeside of Cheshire
Rent Specials
$1,594 - $3,217
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,235 - $3,102
Required Monthly Fees
$115

Total Monthly Price
$1,350 - $3,217
2 Bedroom Apartments Available Oct 8

Lakeside of Cheshire

50 Hazel DrCheshire, CT 06410
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property at 1335 Wolf Hill Rd

$2,500

Total Monthly Price

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 219 Old Towne Rd

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 2 Bath Condo for Rent

Available Now

219 Old Towne Rd

CheshireCT06410
property at 250 S Main St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

250 S Main St

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

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

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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
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Cheshire Village II
2 Bedroom Apartments

Cheshire Village II

175 E Mitchell AveCheshire, CT 06410
Senior Living

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

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property at 900 S Main St

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

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

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150

2 Bedroom, 1 Bath Home for Rent

Available Now

1091 S Main St

SouthingtonCT06479

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property at 90 N Turnpike Rd

$1,700 - $2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom Rentals

Available Now

90 N Turnpike Rd

WallingfordCT06492
property at 48 Irion St

$1,325

Total Monthly Price

Total Monthly Price

Base Rent
$1,325

Total Monthly Price
$1,325

2 Bedroom, 1 Bath Condo for Rent

Available Now

48 Irion St

WaterburyCT06704
property at 36 Sigwin Dr

$1,700

Total Monthly Price

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 44 Willow St

$1,725

Total Monthly Price

Total Monthly Price

Base Rent
$1,725

Total Monthly Price
$1,725

2 Bedroom, 1 Bath Condo for Rent

Available Now

44 Willow St

MeridenCT06450
property at 58 High St

$1,825

Total Monthly Price

Total Monthly Price

Base Rent
$1,825

Total Monthly Price
$1,825

2 Bedroom, 1 Bath Home for Rent

Available Now

58 High St

WaterburyCT06704
property at 1081 New Haven Rd

$1,999

Total Monthly Price

Total Monthly Price

Base Rent
$1,999

Total Monthly Price
$1,999

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

1081 New Haven Rd

NaugatuckCT06770
property at 133 Sherman Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

133 Sherman Ave

MeridenCT06450
property at 72 White Oak Ln

$2,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1 Bath Home for Rent

Available Now

72 White Oak Ln

WaterburyCT06705
property at 184 Gravel St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

184 Gravel St

MeridenCT06450
property at 585 Horton Hill Rd

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

2 Bedroom, 1 Bath Home for Rent

Available Now

585 Horton Hill Rd

NaugatuckCT06770

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.

property at 37 Hunters Ln

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

37 Hunters Ln

SouthingtonCT06479
property at 455 Sherman Ave

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom Rentals

Available Now

455 Sherman Ave

HamdenCT06518
property at 124 Colonial Hill Dr

$3,175

Total Monthly Price

Total Monthly Price

Base Rent
$3,175

Total Monthly Price
$3,175

2 Bedroom, 1.5 Bath Condo for Rent

Available Jul 30

124 Colonial Hill Dr

WallingfordCT06492
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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. Eastwood Terrace in the Waterbury neighborhood has the second largest 2 Bedroom, which is sized at 1,145 square feet and currently listed start at $1,700. 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
Eastwood TerraceThe Promenade1,145 Sq Ft$1,700
Acclaim at Cheshire2 Bedroom 2 Bath Market950 Sq Ft$2,600
Get $250 off First Month RentSpacious 2 bedroom in Wallingford with Storage ...923 Sq Ft$2,250
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 July 30, 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 The Promenade Model at Eastwood Terrace starting at $1,700 . The average price for all 2 Bedroom apartments in Cheshire is currently $2,150. 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
Eastwood TerraceThe Promenade$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
Acclaim at Cheshire2 Bedroom 2 Bath Market$2,600
Riverpointe CheshireTwo Bed B9D$3,304

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!

Explore Cheshire, CT Rentals by Map

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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 $2,150.

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 1,675 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.

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