Homes for Rent in Winchester, CT (40 Rentals)

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property at 59 Cook St

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

2 Bedroom, 2 Bath Condo for Rent

Available Now

59 Cook St

WinchesterCT06098
property at 936 Main St

$1,500

Total Monthly Price

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 880 W Wakefield Blvd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 2 Bath Home for Rent

Available Now

880 W Wakefield Blvd

WinchesterCT06098
property at 139 N Main St

$1,095

Total Monthly Price

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 99-101-101 Elm St

$1,495

Total Monthly Price

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 104 Elm St

$1,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 2 Bath Home for Rent

Available Now

104 Elm St

WinchesterCT06098
property at 14 Curtice St

$950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$950

Total Monthly Price
$950

4 Bedroom, 1 Bath Home for Rent

Available Now

14 Curtice St

WinstedCT06098

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.

property at 4 Breezy Hill Rd

$6,500

Total Monthly Price

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

3 Bedroom, 2.5 Bath Home for Rent

Available Now

4 Breezy Hill Rd

CantonCT06019
property at 11 E Farms Rd

$1,595

Total Monthly Price

Total Monthly Price

Base Rent
$1,595

Total Monthly Price
$1,595

1 Bedroom, 1 Bath Condo for Rent

Available Now

11 E Farms Rd

TorringtonCT06790
property at 176 Catlin Rd

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 1 Bath Home for Rent

Available Now

176 Catlin Rd

HarwintonCT06791
property at 233 Roosevelt Ave

$825

Total Monthly Price

Total Monthly Price

Base Rent
$825

Total Monthly Price
$825

1 Bedroom, 1 Bath Home for Rent

Available Sep 15

233 Roosevelt Ave

TorringtonCT06790
property at 179 W Granby Rd

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

5 Bedroom, 3 Bath Home for Rent

Available Now

179 W Granby Rd

GranbyCT06035
property at 250 Litchfield St

$1,500

Total Monthly Price

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

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 187 Lovers Ln

$1,600 - $2,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom Rentals

Available Now

187 Lovers Ln

TorringtonCT06790
property at 3 Goodwin Pl

$1,200

Total Monthly Price

Total Monthly Price

Base Rent
$1,200

Total Monthly Price
$1,200

Studio, 1 Bath Home for Rent

Available Now

3 Goodwin Pl

AvonCT06001
property at 299 Bushy Hill Rd

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2.5 Bath Home for Rent

Available Now

299 Bushy Hill Rd

SimsburyCT06070
property at 40 Rockledge Dr

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 2 Bath Home for Rent

Available Now

40 Rockledge Dr

AvonCT06001
property at 63 Water St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

63 Water St

TorringtonCT06790
property at 3 Arrowhead Dr

$3,495

Total Monthly Price

Total Monthly Price

Base Rent
$3,495

Total Monthly Price
$3,495

4 Bedroom, 2 Bath Home for Rent

Available Now

3 Arrowhead Dr

SimsburyCT06092
property at 50 E Hill Rd

$2,050

Total Monthly Price

Total Monthly Price

Base Rent
$2,050

Total Monthly Price
$2,050

2 Bedroom, 1 Bath Condo for Rent

Available Now

50 E Hill Rd

CantonCT06019
property at 290 Cliffside Dr

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

290 Cliffside Dr

TorringtonCT06790

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

property at 26 Firetown Rd

$3,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

4 Bedroom, 2.5 Bath Home for Rent

Available Now

26 Firetown Rd

SimsburyCT06070
property at 26 Fox Hollow

$3,650

Total Monthly Price

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650

4 Bedroom, 2.5 Bath Home for Rent

Available Now

26 Fox Hollow

AvonCT06001
property at 10 Partridge Ct

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

10 Partridge Ct

SimsburyCT06070
property at 10 Park Mdw

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

4 Bedroom, 2 Bath Home for Rent

Available Now

10 Park Mdw

New HartfordCT06057
property at 205 E Hyerdale Dr

$12,000

Total Monthly Price

Total Monthly Price

Base Rent
$12,000

Total Monthly Price
$12,000

5 Bedroom, 4.5 Bath Home for Rent

Available Now

205 E Hyerdale Dr

GoshenCT06756
property at 174 S Shore Rd

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

5 Bedroom, 1.5 Bath Home for Rent

Available Now

174 S Shore Rd

SalisburyCT06068
property at 312 Twin Lakes Rd

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 2 Bath Home for Rent

Available Now

312 Twin Lakes Rd

SalisburyCT06068

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.

property at 22 Thronebrook Rd

$6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

4 Bedroom, 4 Bath Home for Rent

Available Now

22 Thronebrook Rd

GranbyCT06090
property at 8 Deming Rd

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 3.5 Bath Home for Rent

Available Now

8 Deming Rd

LitchfieldCT06759
property at 35 Kirk Rd

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2 Bath Home for Rent

Available Now

35 Kirk Rd

SharonCT06796
property at 177 W Hyerdale Dr

$18,000

Total Monthly Price

Total Monthly Price

Base Rent
$18,000

Total Monthly Price
$18,000

4 Bedroom, 3 Bath Home for Rent

Available Now

177 W Hyerdale Dr

GoshenCT06756
property at 264 Twin Lakes Rd

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

7 Bedroom, 3 Bath Home for Rent

Available Now

264 Twin Lakes Rd

SalisburyCT06068
property at 27 Dilliston Rd

$1,190

Total Monthly Price

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
property at 28 Dugway Rd

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 2.5 Bath Home for Rent

Available Now

28 Dugway Rd

SalisburyCT06039
property at 72 Sandy Beach Rd

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

4 Bedroom, 3 Bath Home for Rent

Available Now

72 Sandy Beach Rd

GoshenCT06756

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.

Winchester, CT Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

Read Article
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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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.

Read Article
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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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

Explore Winchester, CT Rentals by Map

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Frequently Asked Questions about Winchester

What type of rentals are currently available in Winchester?

There are currently 44 Apartments for Rent in Winchester, CT with pricing that ranges from $1,095 to $1,800. There are also 37 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $825 to $18,000.

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 $825 to $18,000 with an average monthly rent of $3,494.

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

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

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.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.