
Cheap Homes for Rent in Winchester, CT from $1,200 (7 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.


74 Riverside Ave

280 Salmon Brook St

401 Albany Turnpike

16 South St

34 S Rd

50 Library Ln
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
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 | $2,764 | $2,150 | $4,000 |
Winchester 3 Bedroom Homes for Rent | $4,180 | $2,800 | $6,000 |
Winchester 4 Bedroom Homes for Rent | $11,212 | $3,200 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $29,000 | $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 $1,000. Mill at Still River has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,500. 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 | $1,000 |
Mill at Still River | One Bedroom Classic | 1BR,1BA | $1,500 |
The Laurel at 401 Albany Turnpike | Two Bed / Two Bath | 2BR,2BA | $2,600 |
Best Value Apartments for Rent in Winchester, CT and Nearby
As of April 29, 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 $1,500 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. |
---|---|---|---|
The Laurel at 401 Albany Turnpike | Two Bed / Two Bath | 2BR,2BA | $2.50 |
Mill at Still River | One Bedroom Classic | 1BR,1BA | $1.97 |
Gilbert Clock Apartments | Studio | Studio ,1BA | $1.67 |
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 38 Apartments for Rent in Winchester, CT with pricing that ranges from $1,000 to $2,600. There are also 33 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,200 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 $1,200 to $75,000 with an average monthly rent of $9,882.
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.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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.