335 Taylor Brook Rd
WinchesterCT06098
Apartments for Rent in Winchester, CT (94 Rentals)
D 1 Nanni Dr
WinchesterCT06098
18 Pratt St
WinchesterCT06098
26 Elm St
WinchesterCT06098
188 E Lake St
WinchesterCT06098
15 Thibault Ave
WinchesterCT06098
139 N Main St
WinchesterCT06098
99-101-101 Elm St
WinchesterCT06098
104 Elm St
WinchesterCT06098
I 9 Nanni Dr
WinchesterCT06098
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.
146 Elm St
WinchesterCT06098
91 Elm St
WinchesterCT06098
936 Main St
WinchesterCT06098
59 Cook St
WinchesterCT06098
880 W Wakefield Blvd
WinchesterCT06098
18 Pratt St
WinchesterCT06098
139 N Main St
WinchesterCT06098
99-101-101 Elm St
WinchesterCT06098
104 Elm St
WinchesterCT06098
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$1,800
Total Monthly Price
Base Rent$1,800
Total Monthly Price$1,800
Mill at Still River
101 Whiting StWinsted, CT 06098
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.
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$1,595
Total Monthly Price
Base Rent$1,595
Total Monthly Price$1,595
Litchfield Heights
15 Mountain View TerraceWinsted, CT 06098
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Rent Specials
$1,150 - $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
14 Curtice St
WinstedCT06098
506 Main St
New HartfordCT06057
233 Roosevelt Ave
TorringtonCT06790
233 Roosevelt Ave
TorringtonCT06790
63 Water St
TorringtonCT06790
250 Litchfield St
TorringtonCT06790
66 Riverside Ave
TorringtonCT06790
187 Lovers Ln
TorringtonCT06790
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.
489 Greenwoods Rd
TorringtonCT06790
290 Cliffside Dr
TorringtonCT06790
140 Tall Tree Ln
TorringtonCT06790
27 Dilliston Rd
New HartfordCT06057
10 Park Mdw
New HartfordCT06057
20 Fox Brook Rd
East HartlandCT06027
72 Sandy Beach Rd
GoshenCT06756
56 Tyler Lake Heights Rd
GoshenCT06756
205 E Hyerdale Dr
GoshenCT06756
4 Breezy Hill Rd
CantonCT06019
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.
22 Thronebrook Rd
GranbyCT06090
10 Partridge Ct
SimsburyCT06070
26 Firetown Rd
SimsburyCT06070
299 Bushy Hill Rd
SimsburyCT06070
40 Firetown Rd
SimsburyCT06070
55 Essex Hill Rd
CornwallCT06796
25 Sheldon Ln
LitchfieldCT06759
8 Deming Rd
LitchfieldCT06759
6 Kubish Rd
LitchfieldCT06759
3 Goodwin Pl
AvonCT06001
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.
Showing Results 1-50, Page 1 of 2
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 | $1,242 | $1,025 | $1,500 |
| Winchester 2 Bedroom Apartments | $1,645 | $1,350 | $2,500 |
| Winchester 3 Bedroom Apartments | $1,250 | $1,250 | $1,250 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $2,045 | $1,300 | $4,000 |
| 3 Bedroom Homes | $3,880 | $1,800 | $6,500 |
| 4 Bedroom Homes | $5,308 | $950 | $10,000+ |
| 5 Bedroom Homes | $7,750 | $3,500 | $10,000+ |
| 7 Bedroom Homes | $5,000 | $5,000 | $5,000 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winchester
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Winchester, CT Local Guide
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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
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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.
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Quick Rent Budget Calculator
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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.
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Remember the 3 Rules of Real Estate:Location, Location, Location!
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See the most popular apartments and homes in Winchester, CT
Frequently Asked Questions about Winchester
What is the current pricing and availability for apartments for rent in Winchester, CT?
As of today, September 12, 2026, there are currently 94 available Winchester apartments priced from $1,025 to $2,500, with an average monthly rent of $1,473.
What is the current price range for One Bedroom Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester ranges from $1,025 to $1,500 with an average monthly rent of $1,242.
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 $2,500. Today's average rental price for Two Bedrooms here is $1,645.
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.
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.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.