close
View Me
1 to 2 Bedroom Apartments
267 Rockwell St
267 Rockwell StWinchester, CT 06098
Cheap Apartments for Rent in Winchester, CT from $1,100 (20 Rentals)
Search the lowest-cost Apartments available for rent right now in Winchester.
close
View Me
1 Bedroom Apartments
159 Lake St
159 Lake StWinchester, CT 06098
close
View Me
$1,500 - $1,800
Plus Fees
1 to 2 Bedroom Apartments Available NowMill at Still River
101 Whiting StWinsted, CT 06098
close
View Me
Rent Specials
$1,150 - $1,550
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowGilbert Clock Apartments
13 Wallens StWinsted, CT 06098
close
View Me
1 to 2 Bedroom Apartments
Foxridge Apartments
5-13 Albough RdBarkhamsted, CT 06063
close
View Me
2 to 3 Bedroom Apartments
Torringford Apartments
91 Torringford StWinsted, CT 06098
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
close
View Me
1 to 3 Bedroom Apartments
570 Main St
570 Main StNew Hartford, CT 06057
close
View Me
Studio Apartments
10-12 Beach St
10-12 Beach StWinsted, CT 06098
close
View Me
1 to 2 Bedroom Apartments
Wallen's Hill Apartments
11-13 Meetinghouse RdBarkhamsted, CT 06063
close
View Me
3 Bedroom Apartments
134 Maple St
134 Maple StWinsted, CT 06098
close
View Me
2 Bedroom Apartments
526 Main St
526 Main StNew Hartford, CT 06057
close
View Me
1 to 2 Bedroom Apartments
4 Bridge St
4 Bridge StNew Hartford, CT 06057
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 to 2 Bedroom Apartments
Carriage Maker Place
19 Gay StWinsted, CT 06098
close
View Me
2 to 3 Bedroom Apartments
98-102 Spencer St
98-102 Spencer StWinsted, CT 06098
close
View Me
Studio to 2 Bedroom Apartments
401 Albany Tpke
401 Albany TpkeCanton, CT 06019
close
View Me
Studio Apartments
Greenwoods Garden
31 Gay StWinsted, CT 06098
close
View Me
1 to 2 Bedroom Apartments
Glen Apartments
130 Willow StWinsted, CT 06098
close
View Me
1 to 2 Bedroom Apartments
69 Pleasant Valley Rd
69 Pleasant Valley RdBarkhamsted, CT 06063
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
Studio Apartments
Chestnut Grove
80 Chestnut StWinsted, CT 06098
close
View Me
2 Bedroom Apartments
75-95 Hurlbut St
75-95 Hurlbut StWinsted, CT 06098
Showing Results 1-20, 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 | $1,450 | $1,250 | $1,600 |
| Winchester 2 Bedroom Apartments | $1,570 | $1,350 | $1,800 |
| Winchester 3 Bedroom Apartments | $1,695 | $1,695 | $1,695 |
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
Cheapest Available Winchester Apartments for Rent and Nearby
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Gilbert Clock Apartments | Studio | Studio,1BA | $1,150 |
| Mill at Still River | 1BD Classic | 1BR,1BA | $1,500 |
Best Value Apartments for Rent in Winchester, CT and Nearby
As of January 26, 2026 the best value apartment in the Winchester area is the $1.97 price per square foot 1BD Classic Model at Mill at Still River in the starting from $1,500. The second greatest value Winchester apartment is the Studio Model at Gilbert Clock Apartments starting at $1,150 with a $1.92 price per square foot . Here is today’s list of the best values for Winchester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Mill at Still River | 1BD Classic | 1BR,1BA | $1.97 |
| Gilbert Clock Apartments | Studio | Studio ,1BA | $1.92 |
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 Article
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.
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
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
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.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.