Apartments for Rent in Winchester, MA (504 Rentals)

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10 Webster St, Unit 1
$4,150
Total Monthly Price17 Month Lease Term

Total Monthly Price

Base Rent
$4,150
Total Monthly Price
$4,150
4 Bedroom Apartment Available Now

10 Webster St, Unit 1

10 Webster StWinchester, MA 01890
Cost Per Sq.Ft.
  • Smoke Free
property at 36 Cross St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000
Total Monthly Price
$3,000

2 Bedroom, 1 Bath Home for Rent

Available Now

36 Cross St

WinchesterMA01890

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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The Devon at Weiss Farm
Rent Specials
$2,223 - $5,508
Total Monthly Price

Total Monthly Price

Base Rent
$2,223 - $5,508
Total Monthly Price
$2,223 - $5,508
Studio to 3 Bedroom Apartments Available Now

The Devon at Weiss Farm

168 Franklin StStoneham, MA 02180
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  • Customer Reviewed
  • Utilities Included
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Hanover Stoneham
Rent Specials
$2,431 - $5,226
Total Monthly Price

Total Monthly Price

Base Rent
$2,431 - $5,226
Total Monthly Price
$2,431 - $5,226
Studio to 3 Bedroom Apartments Available Now

Hanover Stoneham

95 Maple StStoneham, MA 02180
Luxury
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  • Customer Reviewed
  • Utilities Included
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The Artemis at Arlington Heights
Rent Specials
$2,550 - $4,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550 - $4,950
Total Monthly Price
$2,550 - $4,950
Studio to 3 Bedroom Apartments Available Now

The Artemis at Arlington Heights

1163 Massachusetts AveArlington, MA 02476
Pet Friendly
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  • Customer Reviewed
  • 3D Tour
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The Mave
$2,555 - $5,340
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,555 - $5,340
Total Monthly Price
$2,555 - $5,340
1 to 2 Bedroom Apartments Available Now

The Mave

225 Fallon RdStoneham, MA 02180
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The Legacy at Arlington Center
$2,800 - $4,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800 - $4,100
Total Monthly Price
$2,800 - $4,100
1 to 2 Bedroom Apartments Available Now

The Legacy at Arlington Center

438 Massachusetts AveArlington, MA 02474
Family Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included

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.

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Arlington 360
$3,378 - $9,663
Total Monthly Price

Total Monthly Price

Base Rent
$3,378 - $9,663
Total Monthly Price
$3,378 - $9,663
Studio to 3 Bedroom Apartments Available Now

Arlington 360

4105 Symmes CirArlington, MA 02474
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included

Explore Like a Local: The Insider's Guide to Boston

Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

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Arlington Gardens Apartments
$2,000 - $2,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000 - $2,200
Total Monthly Price
$2,000 - $2,200
1 to 2 Bedroom Apartments Available Now

Arlington Gardens Apartments

130 Everett StArlington, MA 02474
Family Friendly
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  • Utilities Included
  • Smoke Free
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22 Scott St, Unit 2
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700
Total Monthly Price
$2,700
3 Bedroom Apartment Available Now

22 Scott St, Unit 2

22 Scott StWoburn, MA 01801
Cost Per Sq.Ft.
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2232 Mystic Valley Pky, Unit 2
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000
4 Bedroom Apartment Available Feb 15

2232 Mystic Valley Pky, Unit 2

2232 Mystic Valley PkyMedford, MA 02155
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162 Montvale Ave, Unit 162A
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600
2 Bedroom Apartment Available Now

162 Montvale Ave, Unit 162A

162 Montvale AveWoburn, MA 01801
  • Smoke Free

Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

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14 Dow St, Unit 2
$6,375
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,375
Total Monthly Price
$6,375
5 Bedroom Apartment Available Jun 1

14 Dow St, Unit 2

14 Dow StSomerville, MA 02144
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68 High St, Unit 2
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600
2 Bedroom Apartment Available Now

68 High St, Unit 2

68 High StStoneham, MA 02180
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56 Gordon St, Unit 2
$3,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900
Total Monthly Price
$3,900
4 Bedroom Apartment Available May 31

56 Gordon St, Unit 2

56 Gordon StSomerville, MA 02144
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159 Main St
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600
2 Bedroom Apartment Available Now

159 Main St

159 Main StStoneham, MA 02180

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.

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Winchester, MA Local Guide

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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Top Neighborhoods Near Boston Colleges and Universities

Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com

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How a Move-In Inspection Can Protect Your Security Deposit

Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

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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:
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Frequently Asked Questions about Winchester

How much are Studio apartments in Winchester?

There are currently 107 Studio Apartments in Winchester with rent ranges from $1,400 to $2,900 with an average price of $2,144.

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 $1,850 to $4,195 with an average monthly rent of $2,641.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,925 to $5,340. Today's average rental price for Two Bedrooms here is $3,233.

How expensive are Winchester Three Bedroom Apartments?

There are currently 100 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $5,595 - averaging $3,656 for the location.

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.

Helpful Local Expert Guides

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The 10 Best Affordable Neighborhoods in Boston, MA

Written by: Amelia Ramstead

Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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A Local Experts Guide to the Top Boston Neighborhoods for College Renters

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

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Explore Like a Local: The Insider's Guide to Boston

Written by: Amelia Ramstead

Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

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Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.

Articles, How-To's, and Tips

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.