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1 to 2 Bedroom Apartments
267 Rockwell St
267 Rockwell StWinchester, CT 06098
Cheap Apartments for Rent in Winchester, CT from $800 (20 Rentals)
Search the lowest-cost Apartments available for rent right now in Winchester.
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1 Bedroom Apartments
159 Lake St
159 Lake StWinchester, CT 06098
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$1,500 - $1,600
Plus Fees
1 Bedroom Apartments Available NowMill at Still River
101 Whiting StWinsted, CT 06098
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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
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1 to 2 Bedroom Apartments
Foxridge Apartments
5-13 Albough RdBarkhamsted, CT 06063
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2 to 3 Bedroom Apartments
Torringford Apartments
91 Torringford StWinsted, CT 06098
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
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1 to 3 Bedroom Apartments
570 Main St
570 Main StNew Hartford, CT 06057
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Studio Apartments
10-12 Beach St
10-12 Beach StWinsted, CT 06098
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1 to 2 Bedroom Apartments
Wallen's Hill Apartments
11-13 Meetinghouse RdBarkhamsted, CT 06063
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3 Bedroom Apartments
134 Maple St
134 Maple StWinsted, CT 06098
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2 Bedroom Apartments
526 Main St
526 Main StNew Hartford, CT 06057
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1 to 2 Bedroom Apartments
4 Bridge St
4 Bridge StNew Hartford, CT 06057
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.
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1 to 2 Bedroom Apartments
Carriage Maker Place
19 Gay StWinsted, CT 06098
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2 to 3 Bedroom Apartments
98-102 Spencer St
98-102 Spencer StWinsted, CT 06098
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Studio to 2 Bedroom Apartments
The Laurel at 401 Albany Turnpike
401 Albany TpkeCanton, CT 06019
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Studio Apartments
Greenwoods Garden
31 Gay StWinsted, CT 06098
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1 to 2 Bedroom Apartments
Glen Apartments
130 Willow StWinsted, CT 06098
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1 to 2 Bedroom Apartments
69 Pleasant Valley Rd
69 Pleasant Valley RdBarkhamsted, CT 06063
Cash 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.
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Studio Apartments
Chestnut Grove
80 Chestnut StWinsted, CT 06098
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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 | $1,177 | $850 | $1,600 |
| Winchester 2 Bedroom Apartments | $1,389 | $1,000 | $1,550 |
| Winchester 4 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
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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 June 13, 2026 the best value apartment in the Winchester area is the $1.47 price per square foot 15 Upson Ave Model at 15 Upson Ave, Unit Upson ave in the starting from $2,200. The second greatest value Winchester apartment is the 1BD Classic Model at Mill at Still River starting at $1,500 with a $1.97 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. |
|---|---|---|---|
| 15 Upson Ave, Unit Upson ave | 15 Upson Ave | 4BR,1.5BA | $1.47 |
| 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.
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Real 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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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.
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Frequently Asked Questions about Cheap Winchester Apartments
How much is rent for a Cheap One Bedroom Winchester Apartment?
The lowest price for a Cheap One Bedroom Winchester Apartment is $1,250 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
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.