50 Benton St
WinchesterCT06098
2 Bedroom Apartments for Rent in Winchester, CT (34 Rentals)
244 Walnut St
WinchesterCT06098
112 Rockwell St
WinchesterCT06098
188 E Lake St
WinchesterCT06098
79 Chestnut St
WinchesterCT06098
22 Upson Ave
WinchesterCT06098
112 Rockwell St
WinchesterCT06098
close
View Me
2 Bedroom Apartments
267 Rockwell St
267 Rockwell StWinchester, 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.
close
View Me
$1,800
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,500 - $1,800
Total Monthly Price
$1,500 - $1,800
Mill at Still River
101 Whiting StWinsted, CT 06098
close
View Me
$1,495
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,495
Total Monthly Price
$1,495
Litchfield Heights
15 Mountain View TerraceWinsted, CT 06098
close
View Me
Rent Specials
$1,350 - $1,550
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,150 - $1,550
Total Monthly Price
$1,150 - $1,550
Gilbert Clock Apartments
13 Wallens StWinsted, CT 06098
27 Dilliston Rd
New HartfordCT06057
171 Kinney St
TorringtonCT06790
5 Niles Rd
New HartfordCT06057
444 Prospect St
TorringtonCT06790
187 Lovers Ln
TorringtonCT06790
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.
close
View Me
2 Bedroom Apartments
526 Main St
526 Main StNew Hartford, CT 06057
close
View Me
2 Bedroom Apartments
98-102 Spencer St
98-102 Spencer StWinsted, CT 06098
close
View Me
2 Bedroom Apartments
18 Upland Rd
18 Upland RdWinsted, CT 06098
close
View Me
2 Bedroom Apartments
570 Main St
570 Main StNew Hartford, CT 06057
close
View Me
2 Bedroom Apartments
Carriage Maker Place
19 Gay StWinsted, CT 06098
close
View Me
2 Bedroom Apartments
Foxridge Apartments
5-13 Albough RdBarkhamsted, CT 06063
close
View Me
2 Bedroom Apartments
Wallen's Hill Apartments
11-13 Meetinghouse RdBarkhamsted, CT 06063
close
View Me
2 Bedroom Apartments
4 Bridge St
4 Bridge StNew Hartford, CT 06057
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.
close
View Me
2 Bedroom Apartments
Torringford Apartments
91 Torringford StWinsted, CT 06098
close
View Me
2 Bedroom Apartments
Glenwood
50 E Hill RdCanton, CT 06019
close
View Me
2 Bedroom Apartments
GreenRidge
111 Torringford StWinsted, CT 06098
close
View Me
2 Bedroom Apartments
175 Main St
175 Main StWinsted, CT 06098
close
View Me
2 Bedroom Apartments
202 Main St
202 Main StNew Hartford, CT 06057
close
View Me
2 Bedroom Apartments
398-406 Main St
398-406 Main StWinsted, CT 06098
close
View Me
2 Bedroom Apartments
The Laurel at 401 Albany Turnpike
401 Albany TpkeCanton, CT 06019
close
View Me
2 Bedroom Apartments
Glen Apartments
130 Willow StWinsted, CT 06098
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.
close
View Me
2 Bedroom Apartments
75-95 Hurlbut St
75-95 Hurlbut StWinsted, CT 06098
close
View Me
2 Bedroom Apartments
69 Pleasant Valley Rd
69 Pleasant Valley RdBarkhamsted, CT 06063
Showing Results 1-34, Page 1 of 1
Winchester, CT Local Guide
Mapple leaves by Marc Berry Reid is licensed under CC BY 2.0
How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester Studio Apartments | $1,250 | $1,150 | $1,350 |
| Winchester 1 Bedroom Apartments | $1,150 | $875 | $1,600 |
Winchester 2 Bedroom Apartments | $1,642 | $1,350 | $2,500 |
| Winchester 3 Bedroom Apartments | $2,072 | $1,695 | $2,450 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winchester
See all Apartments in WinchesterExplore Winchester
Winchester, CT Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Largest Available Winchester 2 Bedroom Apartments
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Gilbert Clock Apartments | Two Bedroom | 1,000 Sq Ft | $1,350 |
| Mill at Still River | 1-2 BD | 970 Sq Ft | $1,800 |
Cheapest Available Winchester 2 Bedroom Apartments
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Gilbert Clock Apartments | Two Bedroom | $1,350 |
| Mill at Still River | 1-2 BD | $1,800 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read Article
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe 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.
Read ArticleCash 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.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Let everyone know!
Do you know the Winchester area?
If you’re an expert on all things Winchester, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winchester, CT Rentals by Map
See the most popular apartments and homes in Winchester, CT
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 $1,642.
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
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
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.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.