13 Greenwoods Ave
WinstedCT06098
Cheap Homes for Rent in Winchester, CT from $900 (8 Rentals)
Search the lowest-cost Homes available for rent right now in Winchester.
74 Riverside Ave
TorringtonCT06790
36 Otis-Tolland Rd
BlandfordMA01008
280 Salmon Brook St
GranbyCT06035
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.
3 Dyer Cemetery Rd
CantonCT06019
139 Pythian Ave
TorringtonCT06790
401 Albany Turnpike
CantonCT06019
38 Library Ln
SimsburyCT06070
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 1-8, 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 a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $3,240 | $1,750 | $5,500 |
| Winchester 3 Bedroom Homes for Rent | $4,228 | $2,000 | $6,000 |
| Winchester 4 Bedroom Homes for Rent | $9,625 | $3,200 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $41,500 | $8,000 | $10,000+ |
Browse Top Homes for Rent in Winchester
Explore Winchester
Winchester, CT Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
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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 | $1,000 |
| Mill at Still River | 1BD Classic | 1BR,1BA | $1,500 |
Best Value Apartments for Rent in Winchester, CT and Nearby
As of June 04, 2025 the best value apartment in the Winchester area is the $1.97 price per square foot 1BD Classic Model at Mill at Still River in the starting from $1,500. The second greatest value Winchester apartment is the Studio Model at Gilbert Clock Apartments starting at $1,000 with a $1.67 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. |
|---|---|---|---|
| Mill at Still River | 1BD Classic | 1BR,1BA | $1.97 |
| Gilbert Clock Apartments | Studio | Studio ,1BA | $1.67 |
| 279 N Main St, Unit 6 | 279 N Main St | 1BR,1BA | $1.39 |
Quick Rent Budget Calculator
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 39 Apartments for Rent in Winchester, CT with pricing that ranges from $799 to $2,200. There are also 31 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 $12,087.
How much are larger Three and Four Bedroom Rentals in Winchester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $1,595 to $1,595, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,000 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,200 and Four Bedroom Apartments start at $1,595.
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.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.
The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.
Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.