2 Bedroom Apartments for Rent in Winsted, CT (54 Rentals)

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175 Main St
2 Bedroom Apartments

175 Main St

175 Main StWinsted, CT 06098
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398-406 Main St
2 Bedroom Apartments

398-406 Main St

398-406 Main StWinsted, CT 06098

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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18 Upland Rd
2 Bedroom Apartments

18 Upland Rd

18 Upland RdWinsted, CT 06098
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Glen Apartments
2 Bedroom Apartments

Glen Apartments

130 Willow StWinsted, CT 06098
Senior Living
  • Utilities Included
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75-95 Hurlbut St
2 Bedroom Apartments

75-95 Hurlbut St

75-95 Hurlbut StWinsted, CT 06098
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GreenRidge
2 Bedroom Apartments

GreenRidge

111 Torringford StWinsted, CT 06098
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Mill Commons
$3,399 - $3,701
Total Monthly Price

Total Monthly Price

Base Rent
$3,399 - $3,701
Required Monthly Fees
$10
Total Monthly Price
$3,409 - $3,711
2 Bedroom Apartments Available Now

Mill Commons

1 Millers WaySimsbury, CT 06070
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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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The Grand Ryefield
Rent Specials
$3,475 - $4,085
Total Monthly Price13 Month Lease Term

Total Monthly Price

Base Rent
$3,323 - $4,974
Required Monthly Fees
$60
Total Monthly Price
$3,383 - $5,034
2 Bedroom Apartments Available Now

The Grand Ryefield

100 Ryefield Hollow DrBloomfield, CT 06002
Family Friendly
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The Pointe at Dorset Crossing
$2,827 - $3,053
Total Monthly Price

Total Monthly Price

Base Rent
$2,110 - $3,053
Required Monthly Fees
$35
Total Monthly Price
$2,145 - $3,088
2 Bedroom Apartments Available Now

The Pointe at Dorset Crossing

55 Dorset Crossing DrSimsbury, CT 06070
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22 High St
$1,475 - $1,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,475 - $1,575
Required Monthly Fees
$75
Total Monthly Price
$1,550 - $1,650
2 Bedroom Apartments Available Now

22 High St

22 High StBristol, CT 06010
Pet Friendly
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  • Utilities Included
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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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The Grand Luxury Apartments and Homes
Rent Specials
$2,479 - $3,047
Total Monthly Price

Total Monthly Price

Base Rent
$1,906 - $5,526
Required Monthly Fees
$50
Total Monthly Price
$1,956 - $5,576
2 Bedroom Apartments Contact Us For Availability

The Grand Luxury Apartments and Homes

3 Murtha's WayGranby, CT 06035
Furnished
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property at 111 Rockwell St

111 Rockwell St

WinchesterCT06098

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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690 Hopmeadow St
2 Bedroom Apartments

690 Hopmeadow St

690 Hopmeadow StSimsbury, CT 06070

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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Winsted, CT Local Guide

Largest Available Winsted and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winsted, CT is found at The Grand Ryefield in the Bloomfield Windsor neighborhood and is 2,406 square feet priced from $3,560. The Preserve at Great Pond in the Poquonock neighborhood has the second largest 2 Bedroom, which is sized at 1,415 square feet and currently listed start at $2,850. Here is today’s list of the largest available 2 Bedroom units in Winsted:

Apartment ListingModel NameSquare FootagePriced From
The Grand RyefieldTownhome D2,406 Sq Ft$3,560
The Preserve at Great PondThe Farmington 31,415 Sq Ft$2,850
Station 2802 Bedroom 2 Bathroom D ADA1,306 Sq Ft$2,700
Greenway Village2 Bedroom1,300 Sq Ft$2,700
Avon PlaceLaurelside1,273 Sq Ft$2,000
Mill CommonsThe Curtis1,246 Sq Ft$3,409
Highcroft ApartmentsUpland1,240 Sq Ft$3,210
The Pointe at Dorset CrossingSpruce1,177 Sq Ft$2,882

Cheapest Available Winsted and Nearby 2 Bedroom Apartments

As of September 07, 2025 the lowest priced 2 Bedroom apartment unit in Winsted, CT is the Two Bedroom Model starting from $1,350 at Gilbert Clock Apartments . The second most affordable Winsted 2 Bedroom is the Two Bedroom Model at Winthrop Court Apartments starting at $1,350 . The average price for all 2 Bedroom apartments in Winsted is currently $2,626. Here is today’s list of the cheapest available 2 Bedroom options in Winsted:

Apartment ListingModel NamePriced From
Gilbert Clock ApartmentsTwo Bedroom$1,350
Winthrop Court ApartmentsTwo Bedroom$1,350
22 High StB2$1,550
Mill at Still River2 BD Remodel WD$1,800
Avon Woods Apartments2 Bedroom - Classic$1,895
Avon PlaceRidgewood$2,000
Farmington Court Apartments2 BedroomTownhouse$2,195
Alexandria Manor2BD 1BA Remodel$2,255
The Arbors at Brighton ParkMaple$2,295
King's Ridge (small quiet community)Two Bedroom 1.5 bath$2,325

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Pet Friendly Lifestyle

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Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.

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Winsted, CT

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Getting Around Winsted, CT

Walk Score®

48 / 100

Car-Dependent

Most errands require a car

Bike Score®

24 / 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 Winsted Apartments

What is the Cheapest apartment in Winsted with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winsted is at Gilbert Clock Apartments listed at $1,350.

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

The average rent for a 2 Bedroom Apartment in Winsted is $2,626.

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

Today's apartment with the most square footage in Winsted is a 2,406 square feet unit starting from $3,560 at The Grand Ryefield.

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

The average size for a 2 Bedroom rental in Winsted is currently 1,086 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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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

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

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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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.