2 Bedroom Apartments for Rent in Winchester, CT (39 Rentals)

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property at I 9 Nanni Dr

$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 Jun 12

I 9 Nanni Dr

WinchesterCT06098
property at 165 Elm St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

165 Elm St

WinchesterCT06098
property at 5 Brookside Ave

$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

5 Brookside Ave

WinchesterCT06098
property at 188 E Lake St

$2,500

Total Monthly Price

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 22 Upson Ave

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

2 Bedroom, 1 Bath Home for Rent

Available Now

22 Upson Ave

WinchesterCT06098
property at 440 Main St

$1,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,000

Total Monthly Price
$1,000

2 Bedroom, 1 Bath Home for Rent

Available Now

440 Main St

WinchesterCT06098
property at 165 Elm St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

165 Elm St

WinchesterCT06098
property at 188 E Lake St

$2,500

Total Monthly Price

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
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267 Rockwell St
2 Bedroom Apartments

267 Rockwell St

267 Rockwell StWinchester, CT 06098

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.

property at 27 Dilliston Rd

$1,120

Total Monthly Price

Total Monthly Price

Base Rent
$1,120

Total Monthly Price
$1,120

2 Bedroom, 1 Bath Home for Rent

Available Now

27 Dilliston Rd

New HartfordCT06057
property at 839 Main St

$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

839 Main St

TorringtonCT06790
property at 194 Washington Ave

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 1.5 Bath Home for Rent

Available Now

194 Washington Ave

TorringtonCT06790
property at 21 Woodbine St

$1,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Home for Rent

Available Now

21 Woodbine St

TorringtonCT06790
property at 130 Main St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

130 Main St

CantonCT06019
property at 50 E Hill Rd

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

50 E Hill Rd

CantonCT06019

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 3 Edgewood Cir

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Condo for Rent

Available Now

3 Edgewood Cir

AvonCT06001
property at 414 Salmon Brook St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Now

414 Salmon Brook St

GranbyCT06035
property at 62 Brush Hill Rd

$3,750

Total Monthly Price

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

2 Bedroom, 2 Bath Home for Rent

Available Now

62 Brush Hill Rd

LitchfieldCT06759
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526 Main St
2 Bedroom Apartments

526 Main St

526 Main StNew Hartford, CT 06057
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18 Upland Rd
2 Bedroom Apartments

18 Upland Rd

18 Upland RdWinsted, CT 06098
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570 Main St
2 Bedroom Apartments

570 Main St

570 Main StNew Hartford, CT 06057

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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4 Bridge St
2 Bedroom Apartments

4 Bridge St

4 Bridge StNew Hartford, CT 06057
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Glenwood
2 Bedroom Apartments

Glenwood

50 E Hill RdCanton, CT 06019
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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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202 Main St
2 Bedroom Apartments

202 Main St

202 Main StNew Hartford, CT 06057
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398-406 Main St
2 Bedroom Apartments

398-406 Main St

398-406 Main StWinsted, CT 06098

Renting Smart: Lease Basics Every Renter Needs

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

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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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69 Pleasant Valley Rd
2 Bedroom Apartments

69 Pleasant Valley Rd

69 Pleasant Valley RdBarkhamsted, CT 06063
  • Utilities Included

Winchester, CT Local Guide

Largest Available Winchester and Nearby 2 Bedroom Apartments

Apartment ListingModel NameSquare FootagePriced From
Gilbert Clock ApartmentsTwo Bedroom1,000 Sq Ft$1,350
Mill at Still River1-2 BD970 Sq Ft$1,800

Cheapest Available Winchester and Nearby 2 Bedroom Apartments

Apartment ListingModel NamePriced From
Gilbert Clock ApartmentsTwo Bedroom$1,350
Mill at Still River1-2 BD$1,800

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 Winchester Apartments

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

The average rent for a 2 Bedroom Apartment in Winchester is $1,524.

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

Today's apartment with the most square footage in Winchester is a 1,000 square feet unit starting from $1,350 at Gilbert Clock Apartments.

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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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.