2 Bedroom Apartments for Rent in Winsted, CT (71 Rentals)

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Litchfield Heights
$1,595

Total Monthly Price

Base Rent$1,595

Total Monthly Price$1,595
12 Month Lease Term
2 Bedroom Apartments Available Now

Litchfield Heights

15 Mountain View TerraceWinsted, CT 06098
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Gilbert Clock Apartments
Rent Specials
$1,350 - $1,550

Total Monthly Price

Base Rent$1,150 - $1,550

Total Monthly Price$1,150 - $1,550
12 Month Lease Term
2 Bedroom Apartments Available Now

Gilbert Clock Apartments

13 Wallens StWinsted, CT 06098
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18 Upland Rd
2 Bedroom Apartments

18 Upland Rd

18 Upland RdWinsted, CT 06098
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GreenRidge
2 Bedroom Apartments

GreenRidge

111 Torringford StWinsted, CT 06098
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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

Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!

Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.

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Glen Apartments
2 Bedroom Apartments

Glen Apartments

130 Willow StWinsted, CT 06098
Senior Living
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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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Station 280
Rent Specials
$2,616 - $3,197

Total Monthly Price

Base Rent$2,366 - $3,466

Total Monthly Price$2,366 - $3,466
2 Bedroom Apartments Available Now

Station 280

280 Salmon Brook StGranby, CT 06035
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The Grand Ryefield
Rent Specials
$3,542 - $3,787

Total Monthly Price

Base Rent$3,542 - $4,538
Required Monthly Fees$155

Total Monthly Price$3,697 - $4,693
12 Month Lease Term
2 Bedroom Apartments Available Now

The Grand Ryefield

100 Ryefield Hollow DrBloomfield, CT 06002
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Avon Parks
Rent Specials
$2,100 - $2,600

Total Monthly Price

Base Rent$2,100 - $3,750

Total Monthly Price$2,100 - $3,750
12 Month Lease Term
2 Bedroom Apartments Available Now

Avon Parks

46 Avonwood RdAvon, CT 06001
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The Preserve at Great Pond
Rent Specials
$2,500 - $2,835

Total Monthly Price

Base Rent$1,945 - $2,775
Required Monthly FeesVaries

Total Monthly PriceVaries
12 Month Lease Term
2 Bedroom Apartments Available Now

The Preserve at Great Pond

100 Lexington StWindsor, CT 06095
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Tellus Bloom
Rent Specials
$2,646 - $2,966

Total Monthly Price

Base Rent$1,828 - $3,533
Required Monthly Fees$25

Total Monthly Price$1,853 - $3,558
2 Bedroom Apartments Available Sep 15

Tellus Bloom

20 Jerome AveBloomfield, CT 06002
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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

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Highcroft Apartments
$2,495 - $2,990

Total Monthly Price

Base Rent$2,270 - $4,750

Total Monthly Price$2,270 - $4,750
2 Bedroom Apartments Available Now

Highcroft Apartments

1100 Highcroft PlSimsbury, CT 06070
Corporate Housing
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Tellus Green
Rent Specials
$2,674 - $2,844

Total Monthly Price

Base Rent$2,044 - $2,819
Required Monthly Fees$25

Total Monthly Price$2,069 - $2,844
2 Bedroom Apartments Available Oct 16

Tellus Green

713 Bloomfield AveBloomfield, CT 06002
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The Croft Farmington
Rent Specials
$2,595 - $2,800

Total Monthly Price

Base Rent$1,695 - $2,750
Required Monthly Fees$50

Total Monthly Price$1,745 - $2,800
12 Month Lease Term
2 Bedroom Apartments Available Now

The Croft Farmington

5 Spring LnFarmington, CT 06032
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ReNew Bristol
$2,289 - $3,879

Total Monthly Price

Base Rent$1,649 - $3,879

Total Monthly Price$1,649 - $3,879
2 Bedroom Apartments Available Oct 17

ReNew Bristol

1175 Farmington AveBristol, CT 06010
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Avon Colonial Manor
$1,795 - $1,935

Total Monthly Price

Base Rent$1,625 - $1,935

Total Monthly Price$1,625 - $1,935
12 Month Lease Term
2 Bedroom Apartments Contact Us For Availability

Avon Colonial Manor

156 W Main StAvon, CT 06001
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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Winthrop Court Apartments
Rent Specials
$1,350 - $1,700

Total Monthly Price

Base Rent$1,200 - $1,700

Total Monthly Price$1,200 - $1,700
12 Month Lease Term
2 Bedroom Apartments Available Now

Winthrop Court Apartments

441 Winthrop StTorrington, CT 06790
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Georgetown Gardens
Rent Specials
$1,280 - $1,355

Total Monthly Price

Base Rent$1,170 - $1,480

Total Monthly Price$1,170 - $1,480
12 Month Lease Term
2 Bedroom Apartments Contact Us For Availability

Georgetown Gardens

109 Sunny LnTorrington, CT 06790
Cost Per Sq.Ft.
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property at D 1 Nanni Dr
$1,595

Total Monthly Price

Base Rent$1,595

Total Monthly Price$1,595
2 Bedroom, 1 Bath Home for Rent
Available Nov 1

D 1 Nanni Dr

WinchesterCT06098
property at 18 Pratt St
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
2 Bedroom, 1 Bath Home for Rent
Available Now

18 Pratt St

WinchesterCT06098
property at 188 E Lake St
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 1 Bath Home for Rent
Available Now

188 E Lake St

WinchesterCT06098
property at 99-101-101 Elm St
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
2 Bedroom, 1 Bath Home for Rent
Available Now

99-101-101 Elm St

WinchesterCT06098
property at 104 Elm St
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
2 Bedroom, 1.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

104 Elm St

WinchesterCT06098
property at I 9 Nanni Dr
$1,525

Total Monthly Price

Base Rent$1,525

Total Monthly Price$1,525
2 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

I 9 Nanni Dr

WinchesterCT06098
property at 91 Elm St
$1,300

Total Monthly Price

Base Rent$1,300

Total Monthly Price$1,300
2 Bedroom, 1 Bath Townhome for Rent
Available Oct 1

91 Elm St

WinchesterCT06098

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.

property at 27 Dilliston Rd
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
2 Bedroom, 1 Bath Home for Rent
Available Sep 10

27 Dilliston Rd

New HartfordCT06057
property at 936 Main St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1.5 Bath Home for Rent
Available Now

936 Main St

WinchesterCT06098
property at 250 Litchfield St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1 Bath Condo for Rent
Available Now

250 Litchfield St

TorringtonCT06790
property at 489 Greenwoods Rd
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
2 Bedroom, 1.5 Bath Home for Rent
Available Now

489 Greenwoods Rd

TorringtonCT06790
property at 187 Lovers Ln
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
2 Bedroom, 1.5 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

187 Lovers Ln

TorringtonCT06790
property at 59 Cook St
$1,950

Total Monthly Price

Base Rent$1,950

Total Monthly Price$1,950
2 Bedroom, 2 Bath Condo for Rent
Available Now

59 Cook St

WinchesterCT06098
property at 3 Willow Ln
$2,382

Total Monthly Price

Base Rent$2,382

Total Monthly Price$2,382
2 Bedroom Rentals
Available Now

3 Willow Ln

AvonCT06001
property at 83 Mallard Dr
$2,400

Total Monthly Price

Base Rent$2,400

Total Monthly Price$2,400
12 Month Lease Term
2 Bedroom, 2 Bath Home for Rent
Available Now

83 Mallard Dr

FarmingtonCT06032
property at 290 Cliffside Dr
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 2.5 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

290 Cliffside Dr

TorringtonCT06790
property at 239 Old Farms Rd
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
2 Bedroom, 1.5 Bath Condo for Rent
Available Now

239 Old Farms Rd

AvonCT06001

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.

Winsted, CT Local Guide

Largest Available Winsted 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winsted, CT is found at The Ridge at Talcott Mountain in the East Weatogue neighborhood and is 1,583 square feet priced from $3,240. The Grand Ryefield in the Bloomfield Windsor neighborhood has the second largest 2 Bedroom, which is sized at 1,477 square feet and currently listed start at $3,787. Here is today’s list of the largest available 2 Bedroom units in Winsted:

Apartment ListingModel NameSquare FootagePriced From
The Ridge at Talcott MountainTownhome 11,583 Sq Ft$3,240
The Grand RyefieldTownhome D1,477 Sq Ft$3,787
The Pointe at Dorset CrossingOak1,385 Sq Ft$3,010
Station 2802 Bedroom 2 Bathroom D ADA1,306 Sq Ft$2,847
Avon ParksLaurelside1,273 Sq Ft$2,275
Mill Commons ApartmentsTHE CURTIS1,246 Sq Ft$3,457
Aspen Green at Simsbury$2.48/sq.ft. - The Elm1,220 Sq Ft$3,025
King's Ridge (small quiet community)Two Bedroom 1.5 bath1,115 Sq Ft$2,325
29 Water St Apartments1,100 Sq Ft$1,800
Alexandria Manor2BD 2BA1,000 Sq Ft$2,346

Cheapest Available Winsted 2 Bedroom Apartments

As of September 09, 2026 the lowest priced 2 Bedroom apartment unit in Winsted, CT is the Two Bedroom Model starting from $1,350 at Gilbert Clock Apartments in the Litchfield County neighborhood. 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 $2,527. 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
Mill at Still River1-2 BD$1,800
Avon ParksBeechwood$2,100
Farmington Court Apartments2 BedroomTownhouse$2,195
Alexandria Manor2BD 1BA Remodel$2,255
The Preserve at Great PondThe Dooley 2$2,560
King's Ridge (small quiet community)Two Bedroom 1.5 bath$2,575
The Oliver BloomfieldB1$2,598
The Croft Farmington2 Bed 2 Bath$2,600

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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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!

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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 $2,527.

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

Today's apartment with the most square footage in Winsted is a 1,583 square feet unit starting from $3,240 at The Ridge at Talcott Mountain.

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

The average size for a 2 Bedroom rental in Winsted is currently 1,039 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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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

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Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.