Cheap Apartments for Rent in Winsted, CT from $1,025 (37 Rentals)

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

property at 14 Curtice St
$950

Total Monthly Price

Base Rent$950

Total Monthly Price$950
12 Month Lease Term
4 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

14 Curtice St

WinstedCT06098
property at 146 Elm St
$1,025

Total Monthly Price

Base Rent$1,025

Total Monthly Price$1,025
1 Bedroom, 1 Bath Home for Rent
Available Now

146 Elm St

WinchesterCT06098
property at 139 N Main St
$1,095

Total Monthly Price

Base Rent$1,095

Total Monthly Price$1,095
1 Bedroom, 1 Bath Home for Rent
Available Now

139 N Main St

WinchesterCT06098

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 15 Thibault Ave
$1,250

Total Monthly Price

Base Rent$1,250

Total Monthly Price$1,250
3 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

15 Thibault Ave

WinchesterCT06098
property at 104 Elm St
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
2 Bedroom, 1.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

104 Elm St

WinchesterCT06098
property at 99-101-101 Elm St
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
2 Bedroom, 1 Bath Home for Rent
Available Now

99-101-101 Elm St

WinchesterCT06098
property at 18 Pratt St
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
2 Bedroom, 1 Bath Home for Rent
Available Now

18 Pratt St

WinchesterCT06098
property at 26 Elm St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
1 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

26 Elm St

WinchesterCT06098
property at I 9 Nanni Dr
$1,525

Total Monthly Price

Base Rent$1,525

Total Monthly Price$1,525
2 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

I 9 Nanni Dr

WinchesterCT06098

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Avon Colonial Manor
$1,625 - $1,935

Total Monthly Price

Base Rent$1,625 - $1,935

Total Monthly Price$1,625 - $1,935
12 Month Lease Term
1 to 2 Bedroom Apartments Available Soon

Avon Colonial Manor

156 W Main StAvon, CT 06001
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  • Utilities Included
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ReNew Bristol
$1,699 - $3,399

Total Monthly Price

Base Rent$1,699 - $3,399

Total Monthly Price$1,699 - $3,399
Studio to 2 Bedroom Apartments Available Now

ReNew Bristol

1175 Farmington AveBristol, CT 06010
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  • Customer Reviewed
  • 3D Tour
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The Croft Farmington
Rent Specials
$1,745 - $2,800

Total Monthly Price

Base Rent$1,695 - $2,750
Required Monthly Fees$50

Total Monthly Price$1,745 - $2,800
12 Month Lease Term
Studio to 2 Bedroom Apartments Available Now

The Croft Farmington

5 Spring LnFarmington, CT 06032
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property at 139 N Main St
$1,095

Total Monthly Price

Base Rent$1,095

Total Monthly Price$1,095
1 Bedroom, 1 Bath Home for Rent
Available Now

139 N Main St

WinchesterCT06098
property at 27 Dilliston Rd
$1,190

Total Monthly Price

Base Rent$1,190

Total Monthly Price$1,190
2 Bedroom, 1 Bath Home for Rent
Available Now

27 Dilliston Rd

New HartfordCT06057

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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 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
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Maples Extended Stay
1 Bedroom Apartments

Maples Extended Stay

305 Bantam Lake RdMorris, CT 06763
Corporate Housing
  • Utilities Included
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Holly House
Studio to 2 Bedroom Apartments

Holly House

23 Holly House StLitchfield, CT 06759
property at 104 Elm St
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
12 Month Lease Term
2 Bedroom, 2 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

104 Elm St

WinchesterCT06098
property at 99-101-101 Elm St
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
2 Bedroom, 1 Bath Home for Rent
Available Now

99-101 Elm Street Unit

99-101-101 Elm St
WinchesterCT06098
property at 18 Pratt St
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
2 Bedroom, 1 Bath Home for Rent
Available Now

18 Pratt 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 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

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

Winsted, CT Local Guide

Cheapest Available Winsted Apartments for Rent and Nearby

 

The cheapest available apartment rental in Winsted, 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 Winsted 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
Simsbury Center ApartmentsStudio ADAStudio,1BA$1,595
22 High StA51BR,1BA$1,625
Avon Colonial ManorOne Bedroom1BR,1BA$1,625
Alexandria ManorStudioStudio,1BA$1,699
ReNew BristolAmherst1BR,1BA$1,769
The Croft FarmingtonStudioStudio,1BA$1,795
Mill at Still River1-2 BD2BR,1BA$1,800

Best Value Apartments for Rent in Winsted, CT and Nearby

As of September 05, 2026 the best value apartment in the Winsted area is the $1.99 price per square foot The Emory Model at The Grand Luxury Apartments and Homes in the in the West Granby neighborhood starting from $3,504. The second greatest value Winsted apartment is the The Hillcrest Model at The Grand Meadows starting at $3,795 with a $2.23 price per square foot in the Poquonock neighborhood. Here is today’s list of the best values for Winsted apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Grand Luxury Apartments and HomesThe Emory3BR,2.5BA$1.99
The Grand MeadowsThe Hillcrest3BR,2.5BA$2.23
Station 2802 Bedroom 2 Bathroom D3-b2BR,2BA$2.27
King's Ridge (small quiet community)Two Bedroom 1.5 bath2BR,1.5BA$2.31
29 Water St ApartmentsTwo Bedroom2BR,1BA$1.64
Mill at Still River1-2 BD2BR,1BA$1.80
Farmington Court Apartments2 BedroomTownhouse2BR,1BA$2.22
Avon ParksBeechwood2BR,2BA$2.28
ReNew BristolAurora1BR,1BA$2.33
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 Cheap Winsted Apartments

What is the Cheapest Studio apartment in Winsted?

Currently the most affordable Cheap Studio Apartment in Winsted is at Brookgate Apartments listed at $1,150.

How much is rent for a Cheap One Bedroom Winsted Apartment?

The lowest price for a Cheap One Bedroom Winsted Apartment is $1,250 at Brookgate Apartments.

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

Today's best deal for a Cheap Two Bedroom Apartment in Winsted is starting from $1,350 at Gilbert Clock Apartments.

What is the most affordable Winsted Three Bedroom Apartment?

The best deal on a cheap Winsted Three Bedroom Apartment rental is at Avon Parks and starts from $2,385.

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!

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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

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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

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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.