Cheap Homes for Rent near Winchester Center, CT from $700 (12 Rentals)

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Search the lowest-cost Homes available for rent right now in Winchester Center.

property at 233 Roosevelt Ave
$700

Total Monthly Price

Base Rent$700

Total Monthly Price$700
1 Bedroom, 1 Bath Home for Rent
Available Now
Furnished

233 Roosevelt Ave

TorringtonCT06790
property at 3 Goodwin Pl
$1,200

Total Monthly Price

Base Rent$1,200

Total Monthly Price$1,200
Studio, 1 Bath Home for Rent
Available Now
Furnished

3 Goodwin Pl

AvonCT06001
property at 91 Elm St
$1,300

Total Monthly Price

Base Rent$1,300

Total Monthly Price$1,300
2 Bedroom, 1 Bath Townhome for Rent
Available Oct 1

91 Elm St

WinchesterCT06098
property at 63 Water St
$1,300 - $1,600

Total Monthly Price

Base Rent$1,300

Total Monthly Price$1,300
1 To 2 Bedroom Rentals
Available Now

63 Water St

TorringtonCT06790
property at 27 Dilliston Rd
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
2 Bedroom, 1 Bath Home for Rent
Available Now

27 Dilliston Rd

New HartfordCT06057

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

property at 936 Main St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1.5 Bath Home for Rent
Available Now

936 Main St

WinchesterCT06098
property at 250 Litchfield St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1 Bath Condo for Rent
Available Now

250 Litchfield St

TorringtonCT06790
property at 66 Riverside Ave
$1,800

Total Monthly Price

Base Rent$1,800

Total Monthly Price$1,800
1 Bedroom, 1 Bath Home for Rent
Available Now

66 Riverside Ave

TorringtonCT06790
property at 187 Lovers Ln
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
2 Bedroom, 1.5 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

187 Lovers Ln

TorringtonCT06790
property at 489 Greenwoods Rd
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
2 Bedroom, 1.5 Bath Home for Rent
Available Now

489 Greenwoods Rd

TorringtonCT06790

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Winchester Center, CT Local Guide

Cheapest Available Winchester Center Apartments for Rent and Nearby

 

The cheapest available apartment rental in Winchester Center, CT is a Studio unit found at Brookgate Apartments in the Litchfield County neighborhood priced from $1,150. Gilbert Clock Apartments in the Litchfield County neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,150. Here is today’s list of the most affordable Winchester Center apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Brookgate ApartmentsStudioStudio,1BA$1,150
Gilbert Clock ApartmentsStudioStudio,1BA$1,150
Winthrop Court ApartmentsStudioStudio,1BA$1,200
Bristol Meadows1 Bedroom1BR,1BA$1,250
Redstone GardensOne Bedroom Flat1BR,1BA$1,444

Best Value Apartments for Rent in Winchester Center, CT and Nearby

As of September 12, 2026 the best value apartment in the Winchester Center area is the $2.23 price per square foot The Hillcrest Model at The Grand Meadows in the in the Poquonock neighborhood starting from $3,795. The second greatest value Winchester Center apartment is the Two Bedroom Model at 29 Water St Apartments starting at $1,800 with a $1.64 price per square foot in the Litchfield County neighborhood. Here is today’s list of the best values for Winchester Center apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Grand MeadowsThe Hillcrest3BR,2.5BA$2.23
29 Water St ApartmentsTwo Bedroom2BR,1BA$1.64
Litchfield Heights2 bedroom Town House2BR,1BA$1.52
Mill at Still River1-2 BD2BR,1BA$1.80
Farmington Court Apartments2 BedroomTownhouse2BR,1BA$2.22
Redstone GardensTwo Bedroom Townhouse2BR,1.5BA$1.86
Summit and Birch Hill ApartmentsS-1A-R1BR,1BA$2.24
Pine Brook Terrace2 Bedroom2BR,1BA$2.26
Bristol Meadows1 Bedroom1BR,1BA$1.92
Gilbert Clock ApartmentsStudioStudio ,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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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.

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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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about Winchester Center

What type of rentals are currently available in Winchester Center?

There are currently 51 Apartments for Rent in Winchester Center, CT with pricing that ranges from $1,150 to $5,136. There are also 39 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester Center ranging from $825 to $26,900.

What is the current price range for Rental Homes in Winchester Center?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester Center ranges from $825 to $26,900 with an average monthly rent of $4,926.

How much are larger Three and Four Bedroom Rentals in Winchester Center?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester Center range from $1,480 to $4,961, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $6,500. Four Bedroom Single-Family rentals are also available starting from $2,995 and Four Bedroom Apartments start at $3,275.

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

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Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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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.

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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.

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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.