Apartments for Rent in Winthrop, MA Under $5,500 (439 Rentals)

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220 Winthrop St
$2,300 - $2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300 - $2,400

Total Monthly Price
$2,300 - $2,400
1 Bedroom Apartment Available Now

220 Winthrop St

220 Winthrop StWinthrop, MA 02152
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The Abby
Rent Specials
$1,795 - $3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,795 - $3,000

Total Monthly Price
$1,795 - $3,000
Studio to 2 Bedroom Apartments Available Now

The Abby

91 Veterans RdWinthrop, MA 02152
Affordability
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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.

property at 180 Shirley St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom, 1 Bath Home for Rent

Available Now

180 Shirley St

WinthropMA02152
property at 585 Shirley St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Home for Rent

Available Now

585 Shirley St

WinthropMA02152
property at 29R Cutler St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Home for Rent

Available Now

29R Cutler St

WinthropMA02152
property at 117 Winthrop Shore Dr

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

2 Bedroom, 1 Bath Home for Rent

Available Now

117 Winthrop Shore Dr

WinthropMA02152
property at 800 Governors Dr

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

800 Governors Dr

WinthropMA02152
property at 31-33 Pleasant St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

31-33 Pleasant St

WinthropMA02152
property at 97 Winthrop Shore Dr

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Home for Rent

Available Now

97 Winthrop Shore Dr

WinthropMA02152

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.

property at 31-33-33 Pleasant Park Rd

$2,400 - $2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom Rentals

Available Now

property at 220 Winthrop St

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 Bedroom, 1 Bath Home for Rent

Available Now

220 Winthrop St

WinthropMA02152
property at 33 Central St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Home for Rent

Available Now

33 Central St

WinthropMA02152
property at 45 Sturgis St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

1 Bedroom, 1 Bath Home for Rent

Available Now

45 Sturgis St

WinthropMA02152
property at 23 B Siren St

$2,025

Total Monthly Price

Total Monthly Price

Base Rent
$2,025

Total Monthly Price
$2,025

1 Bedroom, 1 Bath Home for Rent

Available Now

23 B Siren St

WinthropMA02152

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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87-90 Win
Studio to 2 Bedroom Apartments

87-90 Win

87-90 Winthrop Shore DrWinthrop, MA 02152
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47 Orleans St, Unit 1, Unit 1
$5,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300
5 Bedroom Apartment Available Sep 1

47 Orleans St, Unit 1, Unit 1

47 Orleans StBoston, MA 02128
Affordability
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303 Maverick St
$4,695 - $7,995
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,695 - $7,995

Total Monthly Price
$4,695 - $7,995
2 to 5 Bedroom Apartment Available Now

303 Maverick St

303 Maverick StBoston, MA 02128
Affordability

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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117 Cottage St, Unit 2, Unit 2
$4,525
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,525

Total Monthly Price
$4,525
4 Bedroom Apartment Available Sep 1

117 Cottage St, Unit 2, Unit 2

117 Cottage StBoston, MA 02128
Cost Per Sq.Ft.
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303 Maverick St
$4,450 - $6,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,450 - $6,450

Total Monthly Price
$4,450 - $6,450
2 to 5 Bedroom Apartment Available Now

303 Maverick St

303 Maverick StBoston, MA 02128
Affordability
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312 Sumner St, Unit 1, Unit 1
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000
3 Bedroom Apartment Available Now

312 Sumner St, Unit 1, Unit 1

312 Sumner StBoston, MA 02128
Affordability

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Winthrop, 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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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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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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Remember the 3 Rules of Real Estate:
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Frequently Asked Questions about Winthrop

How much are Studio apartments in Winthrop?

There are currently 158 Studio Apartments in Winthrop with rent ranges from $1,595 to $5,269 with an average price of $2,499.

What is the current price range for One Bedroom Winthrop Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winthrop ranges from $1,175 to $7,515 with an average monthly rent of $2,717.

What does renting a Two Bedroom Apartment in Winthrop cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winthrop range from $920 to $10,372. Today's average rental price for Two Bedrooms here is $3,415.

How expensive are Winthrop Three Bedroom Apartments?

There are currently 130 Three Bedroom Apartments listings available in Winthrop on ApartmentHomeLiving.com. The pricing ranges from $1,120 to $12,098 - averaging $3,702 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.

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

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

Written by: Lauren Harrington

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.