2 Bedroom Apartments for Rent in Cheshire, CT (84 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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  • Utilities Included
  • Smoke Free
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Lakeside of Cheshire
$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 Now

Lakeside of Cheshire

50 Hazel DrCheshire, CT 06410
Luxury
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property at 500 Oak Ave

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

500 Oak Ave

CheshireCT06410
property at 1123 Waterbury Rd

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

1123 Waterbury Rd

CheshireCT06410
property at 480 Radmere Rd

$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

480 Radmere Rd

CheshireCT06410
property at 135 Fairway Dr

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

135 Fairway Dr

CheshireCT06410
property at 480 Radmere Rd

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 2 Bath Townhome for Rent

Available Now

480 Radmere Rd

CheshireCT06410

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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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

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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Cheshire Village II
2 Bedroom Apartments

Cheshire Village II

175 E Mitchell AveCheshire, CT 06410
Senior Living
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440 Church Street, Unit Apt 2
$1,795
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,795

Total Monthly Price
$1,795
2 Bedroom Apartment Available Jun 15

440 Church Street, Unit Apt 2

440 Church StreetWallingford, CT 06492
Cost Per Sq.Ft.
  • Smoke Free
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
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

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.

property at 27 Tridell Dr

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

2 Bedroom, 1.5 Bath Home for Rent

Available Now

27 Tridell Dr

SouthingtonCT06479
property at 1226 Marion Ave

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

1226 Marion Ave

SouthingtonCT06489
property at 22 Leaf Ave

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

2 Bedroom, 1 Bath Home for Rent

Available Now

22 Leaf Ave

WaterburyCT06705
property at 188 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

188 Moreland Ave

WaterburyCT06705
property at 37 Alexander Ave

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

2 Bedroom, 1 Bath Home for Rent

Available Now

37 Alexander Ave

WaterburyCT06705
property at 1720 E Main St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

2 Bedroom, 1 Bath Home for Rent

Available Now

1720 E Main St

WaterburyCT06705
property at 48 Irion St

$1,399

Total Monthly Price

Total Monthly Price

Base Rent
$1,399

Total Monthly Price
$1,399

2 Bedroom, 1 Bath Condo for Rent

Available Now

48 Irion St

WaterburyCT06704
property at 909 Hamilton Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

909 Hamilton Ave

WaterburyCT06706
property at 243 Judd Square

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 1 Bath Condo for Rent

Available Now

243 Judd Square

WallingfordCT06492
property at 18 Canal St

$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

18 Canal St

SouthingtonCT06479

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Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

property at 18 Allen Ct

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

18 Allen Ct

MeridenCT06451
property at 581 Crown St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom Rentals

Available Now

581 Crown St

MeridenCT06450
property at 40 Cornerstone Ct

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

40 Cornerstone Ct

SouthingtonCT06479
property at 107 Putter Dr

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 2 Bath Condo for Rent

Available Now

107 Putter Dr

WallingfordCT06492
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 1001 Old Colony Rd

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

1001 Old Colony Rd

MeridenCT06451
property at 380 Hitchcock Rd

$2,150

Total Monthly Price

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150

2 Bedroom, 1.5 Bath Home for Rent

Available Jul 29

380 Hitchcock Rd

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
property at 96 Berlin Ave

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Home for Rent

Available Now

96 Berlin Ave

SouthingtonCT06489

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.

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. Highland Farms in the Marion neighborhood has the second largest 2 Bedroom, which is sized at 1,176 square feet and currently listed start at $2,595. 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
Highland Farms2BR 2 Bath Waitlist Only1,176 Sq Ft$2,595
Lakeside of CheshireB11,152 Sq Ft$1,594
Riverpointe CheshireTwo Bed B11,139 Sq Ft$3,029
Acclaim at Cheshire2 Bedroom 2 Bath Market950 Sq Ft$2,600
West Woods Place ApartmentsTwo Bedroom888 Sq Ft$2,100
Highland Ridge1B/2BD Highland Ridge800 Sq Ft$1,650

Cheapest Available Cheshire 2 Bedroom Apartments

As of June 14, 2026 the lowest priced 2 Bedroom apartment unit in Cheshire, CT is the B1 Model starting from $1,594 at Lakeside of Cheshire in the Marion neighborhood. The second most affordable Cheshire 2 Bedroom is the 1B/2BD Highland Ridge Model at Highland Ridge starting at $1,650 in the Waterbury Middlebury neighborhood. The average price for all 2 Bedroom apartments in Cheshire is currently $2,302. Here is today’s list of the cheapest available 2 Bedroom options in Cheshire:

Apartment ListingModel NamePriced From
Lakeside of CheshireB1$1,594
Highland Ridge1B/2BD Highland Ridge$1,650
West Woods Place ApartmentsTwo Bedroom$2,100
Highland Farms2BR 2 Bath Waitlist Only$2,595
Acclaim at Cheshire2 Bedroom 2 Bath Market$2,600
Maplecroft Village2 Beds, 2 Baths$2,800
Riverpointe CheshireTwo Bed B1$3,029

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 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 $2,302.

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.

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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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.

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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.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

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Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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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.