2 Bedroom Apartments for Rent in Cheshire, CT (69 Rentals)

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Highland Farms
$1,795 - $2,495
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,795 - $2,495

Total Monthly Price
$1,795 - $2,495
2 Bedroom Apartments Available Jan 17

Highland Farms

1728 Highland AveCheshire, CT 06410
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Lakeside of Cheshire
$2,825
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,570 - $2,800
Required Monthly Fees
$25

Total Monthly Price
$1,595 - $2,825
2 Bedroom Apartments Contact Us For Availability

Lakeside of Cheshire

50 Hazel DrCheshire, CT 06410
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property at 356 Highland Ave

$1,725

Total Monthly Price

Total Monthly Price

Base Rent
$1,725

Total Monthly Price
$1,725

2 Bedroom, 1 Bath Home for Rent

Available Feb 1

356 Highland Ave

CheshireCT06410
property at 64 E Mitchell Ave

$2,800 - $2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom Rentals

Available Now

64 E Mitchell Ave

CheshireCT06410
property at 152 Blacks Rd

$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

152 Blacks Rd

CheshireCT06410
property at 474 Oak Ave

$1,895

Total Monthly Price

Total Monthly Price

Base Rent
$1,895

Total Monthly Price
$1,895

2 Bedroom, 1 Bath Condo for Rent

Available Now

474 Oak Ave

CheshireCT06410
property at 494 Oak Ave

$1,945

Total Monthly Price

Total Monthly Price

Base Rent
$1,945

Total Monthly Price
$1,945

2 Bedroom, 1 Bath Condo for Rent

Available Now

494 Oak Ave

CheshireCT06410

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 1109 Waterbury Rd

$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

1109 Waterbury Rd

CheshireCT06410
property at 90 Cedar Ln

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Home for Rent

Available Now

90 Cedar Ln

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

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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Pond View Apartments
2 Bedroom Apartments

Pond View Apartments

360 Highland AveCheshire, CT 06410
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64 E Mitchell Ave
2 Bedroom Apartments

64 E Mitchell Ave

64 E Mitchell AveCheshire, CT 06410
Corporate Housing
property at 41 Evergreene

$1,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

41 Evergreene, Unit 41

41 Evergreene
WallingfordCT06492

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.

property at 39 Waterbury Rd

$1,475

Total Monthly Price

Total Monthly Price

Base Rent
$1,475

Total Monthly Price
$1,475

2 Bedroom, 1 Bath Home for Rent

Available Now

39 Waterbury Rd

ProspectCT06712
property at 5 Pinehurst Ave

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

5 Pinehurst Ave

WaterburyCT06705
property at 171 Moreland Ave

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 1 Bath Home for Rent

Available Now

171 Moreland Ave

WaterburyCT06705
property at 58 Woodley Ct

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

58 Woodley Ct

MeridenCT06450
property at 154 Beecher St

$1,875

Total Monthly Price

Total Monthly Price

Base Rent
$1,875

Total Monthly Price
$1,875

2 Bedroom, 1 Bath Condo for Rent

Available Feb 1

154 Beecher St

SouthingtonCT06489
property at 515 Scott Rd

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

515 Scott Rd

WaterburyCT06705
property at 57 Hollis Dr

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

57 Hollis Dr

MeridenCT06451
property at 404 Main St

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 2 Bath Condo for Rent

Available Now

404 Main St

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

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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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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Colonial Manor
2 Bedroom Apartments

Colonial Manor

3185 E Main StWaterbury, CT 06705
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2824 E Main St
2 Bedroom Apartments

2824 E Main St

2824 E Main StWaterbury, CT 06705
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East Park Condos
2 Bedroom Apartments

East Park Condos

495 Scott RdWaterbury, CT 06705
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38 Timber Ln
2 Bedroom Apartments

38 Timber Ln

38 Timber LnWaterbury, CT 06705

Cheshire, CT Local Guide

Largest Available Cheshire 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Cheshire, CT is found at Maplecroft Village in the Cheshire Crossing neighborhood and is 1,350 square feet priced from $2,800. Riverpointe Cheshire in the Marion neighborhood has the second largest 2 Bedroom, which is sized at 1,280 square feet and currently listed start at $2,950. Here is today’s list of the largest available 2 Bedroom units in Cheshire:

Apartment ListingModel NameSquare FootagePriced From
Maplecroft Village2 Beds, 2 Baths1,350 Sq Ft$2,800
Riverpointe CheshireTwo Bed B9D1,280 Sq Ft$2,950
Acclaim at Cheshire2 Bedroom 2 Bath Affordable950 Sq Ft$1,485
Scott Gardens Apartments2 Bedroom Townhouse821 Sq Ft$1,700
Pond View Apartments2 Bedroom750 Sq Ft$1,735

Cheapest Available Cheshire 2 Bedroom Apartments

As of January 03, 2026 the lowest priced 2 Bedroom apartment unit in Cheshire, CT is the 2 Bedroom 2 Bath Affordable Model starting from $1,485 at Acclaim at Cheshire in the Marion neighborhood. The second most affordable Cheshire 2 Bedroom is the Two Bedroom Model at Pine Meadows Townhomes starting at $1,650 . The average price for all 2 Bedroom apartments in Cheshire is currently $2,702. Here is today’s list of the cheapest available 2 Bedroom options in Cheshire:

Apartment ListingModel NamePriced From
Acclaim at Cheshire2 Bedroom 2 Bath Affordable$1,485
Pine Meadows TownhomesTwo Bedroom$1,650
Scott Gardens Apartments2 Bedroom Townhouse$1,700
Pond View Apartments2 Bedroom$1,735
Maplecroft Village2 Beds, 2 Baths$2,800
Riverpointe CheshireTwo Bed B3$2,900

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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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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

What is the Cheapest apartment in Cheshire with 2 Bedroom?

Currently the most affordable 2 Bedroom in Cheshire is at Acclaim at Cheshire listed at $1,485.

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

The average rent for a 2 Bedroom Apartment in Cheshire is $2,702.

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

Today's apartment with the most square footage in Cheshire is a 1,350 square feet unit starting from $2,800 at Maplecroft Village.

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

The average size for a 2 Bedroom rental in Cheshire is currently 979 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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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!