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

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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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122-128 Country Club Rd
2 Bedroom Apartments

122-128 Country Club Rd

122-128 Country Club RdCheshire, 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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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

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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735-751 W Main St
2 Bedroom Apartments

735-751 W Main St

735-751 W Main StCheshire, CT 06410

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.

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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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property at 5 Pinehurst Ave

5 Pinehurst Ave

WaterburyCT06705
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Sunset Garden
2 Bedroom Apartments

Sunset Garden

101 Hitchcock RdWaterbury, CT 06705
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Sunset Gardens
2 Bedroom Apartments

Sunset Gardens

1740 Meriden RdWaterbury, CT 06705
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Showing Results 1-50, Page 1 of 2

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 $2,760. 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$2,760
Riverpointe CheshireTwo Bed B9D1,280 Sq Ft$2,950
West Woods Place ApartmentsTwo Bedroom888 Sq Ft$1,875
Highland Ridge1B/2BD + Off WDHighland Ridge800 Sq Ft$1,650
Pine Meadows TownhomesTwo Bedroom0 Sq Ft$1,650

Cheapest Available Cheshire 2 Bedroom Apartments

As of July 30, 2025 the lowest priced 2 Bedroom apartment unit in Cheshire, CT is the Two Bedroom Model starting from $1,650 at Pine Meadows Townhomes in the Marion neighborhood. The second most affordable Cheshire 2 Bedroom is the 1B/2BD + Off WDHighland 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 $2,806. Here is today’s list of the cheapest available 2 Bedroom options in Cheshire:

Apartment ListingModel NamePriced From
Pine Meadows TownhomesTwo Bedroom$1,650
Highland Ridge1B/2BD + Off WDHighland Ridge$1,650
West Woods Place ApartmentsTwo Bedroom$1,875
Maplecroft Village2 Beds, 2 Baths$2,760
Riverpointe CheshireTwo Bed B3$2,900

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Cheshire, CT

School data provided by Great Schools

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Getting Around Cheshire, CT

Walk Score®

37 / 100

Car-Dependent

Most errands require a car

Bike Score®

34 / 100

Somewhat Bikeable

Minimal bike infrastructure

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

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 Pine Meadows Townhomes listed at $1,650.

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

The average rent for a 2 Bedroom Apartment in Cheshire is $2,806.

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 $2,760 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 1,010 sq ft.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.