Luxury Homes for Rent in Winthrop, MA (277 Rentals)

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The most luxurious Homes in Winthrop with high-end amenities, features, and finishes.

property at 15 Moore St

15 Moore St

WinthropMA02152
property at 352 Shirley St

352 Shirley St

WinthropMA02152
property at 92 Winthrop Shore Dr

92 Winthrop Shore Dr, Unit 2

92 Winthrop Shore Dr
WinthropMA02152
property at 32 Marshall St

32 Marshall St

WinthropMA02152
property at 38 Hawthorn Ave

38 Hawthorn Ave

WinthropMA02152
property at 293 Main St

293 Main St

WinthropMA02152
property at 76 Atlantic St

76 Atlantic St

WinthropMA02152

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 143 Grovers Ave

143 Grovers Ave

WinthropMA02152
property at 171 Brooks St

171 Brooks St

BostonMA02128
property at 110 Bellingham St

110 Bellingham St

ChelseaMA02150
property at 159 Bennington St

159 Bennington St

BostonMA02128
property at 10 Franklin Ave

10 Franklin Ave

RevereMA02151
property at 125 London St

125 London St, Unit 3

125 London St
BostonMA02128
property at 75 Putnam St

75 Putnam St, Unit 1

75 Putnam St
BostonMA02128
property at 104 Princeton St

104 Princeton St, Unit 3

104 Princeton St
BostonMA02128
property at 55 Chelsea St

55 Chelsea St, Unit 3B

55 Chelsea St
BostonMA02128
property at 238 Everett St

238 Everett St, Unit 1

238 Everett St
BostonMA02128

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 179 Putnam St

179 Putnam St, Unit 1

179 Putnam St
BostonMA02128
property at 116 Marginal St

116 Marginal St, Unit 2

116 Marginal St
BostonMA02128
property at 15 Walley St

15 Walley St, Unit 206

15 Walley St
BostonMA02128
property at 950 Broadway

950 Broadway, Unit 10

950 Broadway
ChelseaMA02150
property at 2 Elbow St

2 Elbow St

BostonMA02128
property at 4 Elbow St

4 Elbow St, Unit 1

4 Elbow St
BostonMA02128
property at 161 Bennington St

161 Bennington St, Unit 2

161 Bennington St
BostonMA02128
property at 45 Morris St

45 Morris St, Unit 2-bed unit2

45 Morris St
BostonMA02128
property at 55 Chelsea St

55 Chelsea St, Unit 3B

55 Chelsea St
BostonMA02128

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.

property at 53 Chelsea St

53 Chelsea St, Unit 3B

53 Chelsea St
BostonMA02128
property at 319 Bennington St

319 Bennington St, Unit 1a

319 Bennington St
BostonMA02128
property at 200 London St

200 London St, Unit 2

200 London St
BostonMA02128
property at 88 Gerrish Ave

88 Gerrish Ave

ChelseaMA02150
property at 230 Havre St

230 Havre St

BostonMA02128
property at 30 Revere Beach Pkwy

30 Revere Beach Pkwy

MedfordMA02155

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 135 Eutaw St

135 Eutaw St, Unit 2

135 Eutaw St
BostonMA02128
property at 26 Chelsea St

26 Chelsea St, Unit 2

26 Chelsea St
BostonMA02128
property at 108 Byron St

108 Byron St, Unit A

108 Byron St
BostonMA02128
property at 26 Chelsea St

26 Chelsea St, Unit 3

26 Chelsea St
BostonMA02128
property at 486 Revere St

486 Revere St, Unit 5

486 Revere St
RevereMA02151
property at 264 Maverick St

264 Maverick St, Unit 3##

264 Maverick St
BostonMA02128
property at 1030 Bennington St

1030 Bennington St, Unit 5

1030 Bennington St
BostonMA02128

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.

Winthrop, MA Local Guide

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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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.

Read Article
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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.

Read Article
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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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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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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 Winthrop, MA Rentals by Map

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Frequently Asked Questions about Winthrop

What type of rentals are currently available in Winthrop?

There are currently 574 Apartments for Rent in Winthrop, MA with pricing that ranges from $1,155 to $7,995. There are also 329 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop ranging from $900 to $8,000.

What is the current price range for Rental Homes in Winthrop?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winthrop ranges from $900 to $8,000 with an average monthly rent of $3,747.

How much are larger Three and Four Bedroom Rentals in Winthrop?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winthrop range from $2,450 to $5,406, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,160 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,200 and Four Bedroom Apartments start at $3,200.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.