24 Rock St
WinchesterCT06098
2 Bedroom Apartments for Rent in Winchester, CT (48 Rentals)
C 4 Nanni Dr
WinchesterCT06098
B 7 Nanni Dr
WinchesterCT06098
D 1 Nanni Dr
WinchesterCT06098
188 E Lake St
WinchesterCT06098
21 Mountain View Terrace
WinchesterCT06098
91 Elm St
WinchesterCT06098
936 Main St
WinchesterCT06098
59 Cook St
WinchesterCT06098
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.
24 Rock St
WinchesterCT06098
close
View Me
2 Bedroom Apartments
267 Rockwell St
267 Rockwell StWinchester, CT 06098
close
View Me
$1,800
Total Monthly Price
Base Rent$1,800
Total Monthly Price$1,800
Mill at Still River
101 Whiting StWinsted, CT 06098
close
View Me
$1,595
Total Monthly Price
Base Rent$1,595
Total Monthly Price$1,595
Litchfield Heights
15 Mountain View TerraceWinsted, CT 06098
close
View Me
Rent Specials
$1,350 - $1,550
Total 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
250 Litchfield St
TorringtonCT06790
28 Carpenter Rd
New HartfordCT06057
11 Maple Ave
CantonCT06019
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.
280 Hillside Ave
TorringtonCT06790
167 Kinney St
TorringtonCT06790
489 Greenwoods Rd
TorringtonCT06790
187 Lovers Ln
TorringtonCT06790
59 Rockledge Loop
TorringtonCT06790
58 Doman Dr
TorringtonCT06790
310 New Litchfield St
TorringtonCT06790
290 Cliffside Dr
TorringtonCT06790
10 Partridge Ct
SimsburyCT06070
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.
56 Tyler Lake Heights Rd
GoshenCT06756
48 Old Middle St
GoshenCT06756
40 Firetown Rd
SimsburyCT06070
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
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.
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
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
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.
close
View Me
2 Bedroom Apartments
Glen Apartments
130 Willow StWinsted, CT 06098
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 1-48, 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 | $1,425 | $1,250 | $1,500 |
Winchester 2 Bedroom Apartments | $1,683 | $1,350 | $2,500 |
| Winchester 3 Bedroom Apartments | $2,200 | $2,200 | $2,200 |
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
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 |
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.
Read ArticleReal 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.
Read Article
Quick 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
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
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
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.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
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.