4 Bedroom Apartments for Rent in Winchester, MA (66 Rentals)

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10 Webster St, Unit 1, 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, Unit 1

10 Webster StWinchester, MA 01890
Cost Per Sq.Ft.
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property at 10-12-12 Webster St

$4,150

Total Monthly Price

Total Monthly Price

Base Rent
$4,150
Total Monthly Price
$4,150

4 Bedroom, 2 Bath Home for Rent

Available Now

10-12-12 Webster St

WinchesterMA01890
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182 Palmer St, Unit 1, Unit 1
$4,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300
Total Monthly Price
$4,300
4 Bedroom Apartment Available Now

182 Palmer St, Unit 1, Unit 1

182 Palmer StArlington, MA 02474
Cost Per Sq.Ft.
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43 Martin St, Unit 1, Unit 1
$4,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400
Total Monthly Price
$4,400
4 Bedroom Apartment Available Jun 1

43 Martin St, Unit 1, Unit 1

43 Martin StMedford, MA 02155
Cost Per Sq.Ft.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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56 Gordon St, Unit 2, 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 Jun 1

56 Gordon St, Unit 2, Unit 2

56 Gordon StSomerville, MA 02144
Cost Per Sq.Ft.

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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25 Belknap St, Unit 1, Unit 1
$3,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,750
Total Monthly Price
$3,750
4 Bedroom Apartment Available Sep 1

25 Belknap St, Unit 1, Unit 1

25 Belknap StSomerville, MA 02144
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1 Victoria St
$4,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100 - $4,500
Total Monthly Price
$3,100 - $4,500
4 Bedroom Apartment Available Now

1 Victoria St

1 Victoria StSomerville, MA 02144
Cost Per Sq.Ft.

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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29 Belknap St, Unit 1, Unit 1
$4,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200
Total Monthly Price
$4,200
4 Bedroom Apartment Available Sep 1

29 Belknap St, Unit 1, Unit 1

29 Belknap StSomerville, MA 02144
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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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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

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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Boston Neighborhood Guide: Living Near UMass, MGH, and 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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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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Frequently Asked Questions about Winchester

How much are Studio apartments in Winchester?

There are currently 110 Studio Apartments in Winchester with rent ranges from $1,700 to $2,960 with an average price of $2,248.

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 $1,700 to $4,250 with an average monthly rent of $2,729.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,200 to $5,440. Today's average rental price for Two Bedrooms here is $3,340.

How expensive are Winchester Three Bedroom Apartments?

There are currently 93 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,600 to $6,034 - averaging $3,817 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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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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

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This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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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.