Apartments for Rent in Winchester, CT (82 Rentals)

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property at 88 Spencer 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

88 Spencer St

WinchesterCT06098
property at I 9 Nanni Dr

$1,475

Total Monthly Price

Total Monthly Price

Base Rent
$1,475

Total Monthly Price
$1,475

2 Bedroom, 1 Bath Home for Rent

Available Jun 20

I 9 Nanni Dr

WinchesterCT06098
property at 20-22-22 Allen St

$1,365

Total Monthly Price

Total Monthly Price

Base Rent
$1,365

Total Monthly Price
$1,365

1 Bedroom, 1 Bath Home for Rent

Available Now

20-22-22 Allen St

WinchesterCT06098
property at 440 Main St

$1,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,000

Total Monthly Price
$1,000

2 Bedroom, 1 Bath Home for Rent

Available Now

440 Main St

WinchesterCT06098
property at 277 N Main St

$900

Total Monthly Price

Total Monthly Price

Base Rent
$900

Total Monthly Price
$900

1 Bedroom, 1 Bath Home for Rent

Available Now

277 N Main 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, 2 Bath Home for Rent

Available Now

936 Main St

WinchesterCT06098
property at 34 Rock St

$2,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150

3 Bedroom, 1 Bath Home for Rent

Available Now

34 Rock 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 88 Spencer 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

88 Spencer St

WinchesterCT06098

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.

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15 Upson Ave, Unit Upson ave
$2,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200
4 Bedroom Apartment Available Now

15 Upson Ave, Unit Upson ave

15 Upson AveWinsted, CT 06098
Cost Per Sq.Ft.
property at 25 Maiden Ln

$1,150

Total Monthly Price

Total Monthly Price

Base Rent
$1,150

Total Monthly Price
$1,150

1 Bedroom Rentals

Available Now

25 Maiden Ln

TorringtonCT06790
property at 63 Water St

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

1 Bedroom, 1 Bath Condo for Rent

Available Now

63 Water St

TorringtonCT06790
property at 21 Woodbine St

$1,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 1 Bath Home for Rent

Available Now

21 Woodbine St

TorringtonCT06790
property at 71 Arthur St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

71 Arthur St

TorringtonCT06790
property at 5 Winthrop St

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

3 Bedroom, 1.5 Bath Home for Rent

Available Now

5 Winthrop St

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 57 Pine St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

3 Bedroom, 1 Bath Home for Rent

Available Now

57 Pine St

TorringtonCT06790
property at 163 Beechwood Ave

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

4 Bedroom, 2 Bath Home for Rent

Available Now

163 Beechwood Ave

TorringtonCT06790
property at 100 Ford Ln

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 2.5 Bath Home for Rent

Available Now

100 Ford Ln

TorringtonCT06790
property at 250 Westledge Dr

$7,500

Total Monthly Price

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500

3 Bedroom, 3 Bath Home for Rent

Available Now

250 Westledge Dr

TorringtonCT06790
property at 27 Dilliston Rd

$1,120

Total Monthly Price

Total Monthly Price

Base Rent
$1,120

Total Monthly Price
$1,120

2 Bedroom, 1 Bath Home for Rent

Available Now

27 Dilliston Rd

New HartfordCT06057
property at 45 Hoppen Rd

$3,350

Total Monthly Price

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350

1 Bedroom, 2 Bath Home for Rent

Available Now

45 Hoppen Rd

New HartfordCT06057
property at 72 Sandy Beach Rd

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

4 Bedroom, 3 Bath Home for Rent

Available Now

72 Sandy Beach Rd

GoshenCT06756
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

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 5 Belshyre Ct

$19,500

Total Monthly Price

Total Monthly Price

Base Rent
$19,500

Total Monthly Price
$19,500

4 Bedroom, 3 Bath Home for Rent

Available Now

5 Belshyre Ct

GoshenCT06756
property at 15 Lower Rd

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

3 Bedroom, 1.5 Bath Home for Rent

Available Now

15 Lower Rd

North CanaanCT06024
property at 414 Salmon Brook St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

414 Salmon Brook St

GranbyCT06035
property at 61 Kelly Ln

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 1.5 Bath Home for Rent

Available Now

61 Kelly Ln

GranbyCT06035
property at 40 Music Mountain Rd

$25,000

Total Monthly Price

Total Monthly Price

Base Rent
$25,000

Total Monthly Price
$25,000

4 Bedroom, 4.5 Bath Home for Rent

Available Now

property at 63 Cemetery Hill Rd

$15,000

Total Monthly Price

Total Monthly Price

Base Rent
$15,000

Total Monthly Price
$15,000

3 Bedroom, 2 Bath Home for Rent

Available Now

63 Cemetery Hill Rd

CornwallCT06796
property at 41 Cherry Hill Rd

$16,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$16,000

Total Monthly Price
$16,000

4 Bedroom, 2.5 Bath Home for Rent

Available Now

41 Cherry Hill Rd

CornwallCT06796
property at 93 Litchfield Ponds Dr

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

93 Litchfield Ponds Dr

LitchfieldCT06759
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 Jun 14

8 Deming Rd

LitchfieldCT06759
property at 5 Camden Way

$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

5 Camden Way

AvonCT06001

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.

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 308 Twin Lakes Rd

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

6 Bedroom, 3 Bath Home for Rent

Available Now

308 Twin Lakes Rd

SalisburyCT06068
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 35 Kirk Rd

$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

35 Kirk Rd

SharonCT06796
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155 Gilbert
1 Bedroom Apartments

155 Gilbert

155 GilbertWinchester, CT 06098
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159 Lake St
1 Bedroom Apartments

159 Lake St

159 Lake StWinchester, CT 06098
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267 Rockwell St
1 to 2 Bedroom Apartments

267 Rockwell St

267 Rockwell StWinchester, CT 06098
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30-44 S Main St
1 Bedroom Apartments

30-44 S Main St

30-44 S Main 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

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.

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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.

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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 is the current price range for One Bedroom Winchester Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winchester ranges from $850 to $1,600 with an average monthly rent of $1,177.

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

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

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

decorative image for Creative Ways Developers Reimagine Retail Spaces as Residential Units  article

Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

decorative image for Neighborhood and Market Insights: How to Choose the Right Area to Rent   article

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

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.