5 Bedroom Apartments for Rent in Winchester, MA (25 Rentals)

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14 Dow St, Unit 2, Unit 2
$6,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,350
Total Monthly Price
$6,350
5 Bedroom Apartment Available Jun 1

14 Dow St, Unit 2, Unit 2

14 Dow StSomerville, MA 02144
Cost Per Sq.Ft.
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14 Dow St, Unit 2, 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, Unit 2

14 Dow 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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37 Sterling St, Unit 2, Unit 2
$4,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,950
Total Monthly Price
$4,950
5 Bedroom Apartment Available Sep 1

37 Sterling St, Unit 2, Unit 2

37 Sterling StSomerville, MA 02144
Cost Per Sq.Ft.
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136 Burget Ave
$6,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500
Total Monthly Price
$6,500
5 Bedroom Apartment Available Now

136 Burget Ave

136 Burget AveMedford, MA 02155
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57 Quincy St
$6,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500
Total Monthly Price
$6,500
5 Bedroom Apartment Available Now

57 Quincy St

57 Quincy StMedford, MA 02155

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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3 Hamilton Rd
$6,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200
Total Monthly Price
$6,200
5 Bedroom Apartment Available Now

3 Hamilton Rd

3 Hamilton RdSomerville, MA 02144
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65 Conwell Ave
$4,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600 - $4,500
Total Monthly Price
$3,600 - $4,500
5 Bedroom Apartment Available Now

65 Conwell Ave

65 Conwell AveSomerville, 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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property at 3 Chapel Way

$18,827

Total Monthly Price

Total Monthly Price

Base Rent
$17,918
Required Monthly Fees
$909
Total Monthly Price
$18,827

5 Bedroom, 4 Bath Home for Rent

Available Aug 10

3 Chapel Way

StonehamMA02180

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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118 Summer St
5 Bedroom Apartments

118 Summer St

118 Summer StMedford, MA 02155
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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 $2,860 with an average price of $2,243.

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 $3,338.

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 $3,822 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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Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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

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