
Luxury Homes for Rent in Winthrop, MA (277 Rentals) Page 2 of 6
The most luxurious Homes in Winthrop with high-end amenities, features, and finishes.


1030 Bennington St, Unit 5

1030 Bennington St, Unit 5

1030 Bennington St, Unit 5

479 Sumner St

12 Cottage St, Unit 3

188 Chelsea St, Unit 1

194 Paris St, Unit 1

264 Webster St, Unit 3
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.

70 Frankfort St

326 Chelsea St

1 Carey Cir

132 Chelsea St

326 Chelsea St

143 London St, Unit 2

77 Morris St, Unit 1

75 Putnam St, Unit 1
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

60 Frankfort St, Unit B

66 Thornton St

630 Bennington St, Unit 3

198 Chelsea St, Unit 1

119 Lexington St, Unit 3R

349 Sumner St, Unit 3

156 Chelsea St, Unit 103

156 Chelsea St

156 Chelsea St

12 Chelsea St

661 Bennington St

Total Monthly Price
340 Bremen St

75 Morris St, Unit 1

194 Marion St, Unit 1

1 Chelsea Ter, Unit 3

225 E Eagle St, Unit 2

18 Chelsea St, Unit 1

117 Orleans St, Unit 2-bed 1-bath unit 1

474 Revere Beach Blvd, Unit 604

326 Chelsea St

140 Trenton St, Unit 01

349 Sumner St, Unit 2

349 Sumner St, Unit 2

2 Elbow St, Unit 1

130 Putnam St, Unit 2a
Winthrop, MA Local Guide

How much does it cost to rent a home in Winthrop?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winthrop 2 Bedroom Homes for Rent | $3,035 | $2,250 | $4,500 |
| Winthrop 3 Bedroom Homes for Rent | $3,431 | $1,160 | $6,500 |
| Winthrop 4 Bedroom Homes for Rent | $3,993 | $3,200 | $4,800 |
| Winthrop 5 Bedroom Homes for Rent | $3,520 | $925 | $7,995 |
| Winthrop 6 Bedroom Homes for Rent | $8,000 | $8,000 | $8,000 |
Browse Top Homes for Rent in Winthrop
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Frequently Asked Questions about Winthrop
What type of rentals are currently available in Winthrop?
There are currently 570 Apartments for Rent in Winthrop, MA with pricing that ranges from $1,155 to $7,995. There are also 325 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 $3,752.
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.

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.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

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.







