
Cheap Homes for Rent in Winchester, CT from $900 (8 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.


163 Elm St

19 Chestnut St

130 Main St

280 Salmon Brook St

839 Main St

1275 Winsted Rd

401 Albany Turnpike
Winchester, CT Local Guide

How much does it cost to rent a home in Winchester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester 2 Bedroom Homes for Rent | $2,012 | $900 | $2,950 |
Winchester 3 Bedroom Homes for Rent | $3,729 | $1,550 | $6,000 |
Winchester 4 Bedroom Homes for Rent | $10,335 | $2,600 | $10,000+ |
Winchester 5 Bedroom Homes for Rent | $6,500 | $6,500 | $6,500 |
Winchester 6 Bedroom Homes for Rent | $39,500 | $4,000 | $10,000+ |
Browse Top Homes for Rent in Winchester
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Winchester, CT Local Guide
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Cheapest Available Winchester Apartments for Rent and Nearby
 The cheapest available apartment rental in Winchester, CT is a Studio unit found at Gilbert Clock Apartments priced from $900. Mill at Still River has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,600. Here is today’s list of the most affordable Winchester apartments for rent:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Gilbert Clock Apartments | Studio | Studio,1BA | $900 |
Mill at Still River | One Bedroom Classic | 1BR,1BA | $1,600 |
The Laurel at 401 Albany Turnpike | Two Bed / One Bath | 2BR,1BA | $2,400 |
Best Value Apartments for Rent in Winchester, CT and Nearby
As of April 09, 2025 the best value apartment in the Winchester area is the $2.50 price per square foot Two Bed / Two Bath Model at The Laurel at 401 Albany Turnpike in the in the Canton Center neighborhood starting from $2,600. The second greatest value Winchester apartment is the One Bedroom Classic Model at Mill at Still River starting at $1,600 with a $2.11 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. |
---|---|---|---|
The Laurel at 401 Albany Turnpike | Two Bed / Two Bath | 2BR,2BA | $2.50 |
Mill at Still River | One Bedroom Classic | 1BR,1BA | $2.11 |
Gilbert Clock Apartments | Studio | Studio ,1BA | $1.50 |
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 37 Apartments for Rent in Winchester, CT with pricing that ranges from $900 to $2,600. There are also 35 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $900 to $75,000.
What is the current price range for Rental Homes in Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $900 to $75,000 with an average monthly rent of $10,761.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.