Cheap Apartments for Rent in Winchester, CT from $1,000 (16 Rentals)

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

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267 Rockwell St
1 to 2 Bedroom Apartments

267 Rockwell St

267 Rockwell StWinchester, CT 06098
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570 Main St
1 to 3 Bedroom Apartments

570 Main St

570 Main StNew Hartford, CT 06057
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134 Maple St
3 Bedroom Apartments

134 Maple St

134 Maple StWinsted, CT 06098
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526 Main St
2 Bedroom Apartments

526 Main St

526 Main StNew Hartford, CT 06057

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.

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4 Bridge St
1 to 2 Bedroom Apartments

4 Bridge St

4 Bridge StNew Hartford, CT 06057
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Glen Apartments
1 to 2 Bedroom Apartments

Glen Apartments

130 Willow StWinsted, CT 06098
Senior Living
  • Utilities Included
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69 Pleasant Valley Rd
1 to 2 Bedroom Apartments

69 Pleasant Valley Rd

69 Pleasant Valley RdBarkhamsted, CT 06063
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75-95 Hurlbut St
2 Bedroom Apartments

75-95 Hurlbut St

75-95 Hurlbut StWinsted, CT 06098
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98-102 Spencer St
2 to 3 Bedroom Apartments

98-102 Spencer St

98-102 Spencer StWinsted, CT 06098

Winchester, CT Local Guide

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 ListingModel NameBed/BathPriced From
Gilbert Clock ApartmentsStudioStudio,1BA$1,000
Mill at Still RiverOne Bedroom Classic1BR,1BA$1,500
The Laurel at 401 Albany TurnpikeTwo Bed / Two Bath2BR,2BA$2,600

Best Value Apartments for Rent in Winchester, CT and Nearby

As of April 25, 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 ListingModel NameBed/BathPrice Per Sq.Ft.
The Laurel at 401 Albany TurnpikeTwo Bed / Two Bath2BR,2BA$2.50
Mill at Still RiverOne Bedroom Classic1BR,1BA$1.97
Gilbert Clock ApartmentsStudioStudio ,1BA$1.67

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Explore Winchester, CT Rentals by Map

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Getting Around Winchester, CT

Walk Score®

17 / 100

Car-Dependent

Almost all errands require a car

Bike Score®

10 / 100

Somewhat Bikeable

Minimal bike infrastructure

Frequently Asked Questions about Cheap Winchester Apartments

What is the lowest price for a Cheap Two Bedroom Winchester Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Winchester is starting from $1,250 at Gilbert Clock Apartments.

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.

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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.

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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.

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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.

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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.