Luxury Homes for Rent in Winthrop, MA (340 Rentals)

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

property at 92 Winthrop Shore Dr

92 Winthrop Shore Dr, Unit 2

92 Winthrop Shore Dr
WinthropMA02152
property at 5 Fremont St

5 Fremont St, Unit 106

5 Fremont St
WinthropMA02152
property at 38 Hawthorn Ave

38 Hawthorn Ave

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 50 Cliff Ave

50 Cliff Ave

WinthropMA02152
property at 141 Grovers Ave

141 Grovers Ave

WinthropMA02152
property at 125 London St

125 London St, Unit 3

125 London St
BostonMA02128

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.

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
property at 223 Trenton St

223 Trenton St, Unit #2

223 Trenton St
BostonMA02128
property at 161 Bennington St

161 Bennington St, Unit 2

161 Bennington St
BostonMA02128
property at 4 Elbow St

4 Elbow St, Unit 1

4 Elbow St
BostonMA02128
property at 3 Elbow St

3 Elbow St, Unit 1a

3 Elbow 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 4 Elbow St

4 Elbow St, Unit 1a

4 Elbow St
BostonMA02128
property at 3 Elbow St

3 Elbow St, Unit 1a

3 Elbow St
BostonMA02128
property at 15 Walley St

15 Walley St, Unit 206

15 Walley St
BostonMA02128
property at 2 Elbow St

2 Elbow St, Unit 1a

2 Elbow St
BostonMA02128
property at 2 Elbow St

2 Elbow St, Unit 1a

2 Elbow St
BostonMA02128
property at 2 Elbow St

2 Elbow St

BostonMA02128
property at 45 Morris St

45 Morris St, Unit 2-bed unit2

45 Morris St
BostonMA02128
property at 280 Chelsea St

280 Chelsea St, Unit #2

280 Chelsea St
BostonMA02128

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 51 Chelsea St

51 Chelsea St, Unit 3B

51 Chelsea St
BostonMA02128
property at 319 Bennington St

319 Bennington St, Unit 1a

319 Bennington St
BostonMA02128
property at 53 Chelsea St

53 Chelsea St, Unit 3B

53 Chelsea St
BostonMA02128
property at 55 Chelsea St

55 Chelsea St, Unit 3B

55 Chelsea St
BostonMA02128
property at 200 London St

200 London St, Unit 2

200 London St
BostonMA02128
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

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

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 723 Apartments for Rent in Winthrop, MA with pricing that ranges from $1,745 to $10,645. There are also 402 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop ranging from $1,025 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 $1,025 to $8,000 with an average monthly rent of $3,900.

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 $2,395 to $5,536, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,025 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $2,495.

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 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.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

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

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.