139 N Main St
WinchesterCT06098
Apartments for Rent in Winchester, CT (81 Rentals)
31 Benton St
WinchesterCT06098
22 Upson Ave
WinchesterCT06098
135 Elm St
WinchesterCT06098
107 Meadow St
WinchesterCT06098
880 W Wakefield Blvd
WinchesterCT06098
55 Wetmore Ave, Unit B205
55 Wetmore Ave
WinchesterCT06098
139 N Main St
WinchesterCT06098
31 Benton St
WinchesterCT06098
close
View Me
$1,500 - $1,800
Plus Fees
1 to 2 Bedroom Apartments Available NowMill at Still River
101 Whiting StWinsted, CT 06098
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
$1,495
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Jan 29Litchfield Heights
15 Mountain View TerraceWinsted, 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
266 Old Forge Rd
RivertonCT06065
85 Mountain Rd
NorfolkCT06058
21 Shepard Rd
NorfolkCT06058
21 Prospect St
TorringtonCT06790
23 Taylor St
TorringtonCT06790
223 Eno Ave
TorringtonCT06790
38 Surrey Ln
TorringtonCT06790
93 New Harwinton Rd
TorringtonCT06790
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.
98 E Elm St
TorringtonCT06790
185 Whitbeck Rd
New HartfordCT06057
290 Cliffside Dr
TorringtonCT06790
50 Fowler Ave
TorringtonCT06790
148 Edgewood Dr
TorringtonCT06790
20 Tara Dr
TorringtonCT06790
125 Birchwood Dr
TorringtonCT06790
401 Albany Turnpike
CantonCT06019
25 Cottage Grove Rd
GoshenCT06756
361 Albany Turnpike
CantonCT06019
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.
12 Hilltop Dr
CantonCT06019
12 Park Rd
GoshenCT06756
72 Sandy Beach Rd
GoshenCT06756
9 Belshyre Ct
GoshenCT06756
411 Beach St
GoshenCT06756
177 W Hyerdale Dr
GoshenCT06756
5 Belshyre Ct
GoshenCT06756
102 Pheasant Ln
GranbyCT06060
2 Murthas Wy
GranbyCT06035
37 Greene Ave
CanaanCT06018
2 Simscroft Pl
SimsburyCT06070
62 Sharon-Goshen Turnpike
CornwallCT06796
63 Cemetery Hill Rd
CornwallCT06796
close
View Me
1 to 2 Bedroom Apartments
267 Rockwell St
267 Rockwell StWinchester, CT 06098
close
View Me
1 Bedroom Apartments
159 Lake St
159 Lake StWinchester, CT 06098
close
View Me
1 Bedroom Apartments
155 Gilbert
155 GilbertWinchester, CT 06098
close
View Me
1 Bedroom Apartments
45 Elm St
45 Elm StWinsted, CT 06098
close
View Me
Studio Apartments
Riverwalk Condominiums
111 Riverton RdWinsted, CT 06098
close
View Me
2 to 3 Bedroom Apartments
Torringford Apartments
91 Torringford StWinsted, CT 06098
close
View Me
1 Bedroom Apartments
30-44 S Main St
30-44 S Main StWinsted, CT 06098
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
Explore Winchester
Winchester, CT Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 ArticleHow a Move-In Inspection Can Protect Your Security Deposit
Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.
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 Winchester
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,350 to $1,800. Today's average rental price for Two Bedrooms here is $1,570.
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.