Luxury Homes for Rent in Winthrop, MA (277 Rentals) Page 2 of 6

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

property at 1030 Bennington St

1030 Bennington St, Unit 5

1030 Bennington St
BostonMA02128
property at 1030 Bennington St

1030 Bennington St, Unit 5

1030 Bennington St
BostonMA02128
property at 1030 Bennington St

1030 Bennington St, Unit 5

1030 Bennington St
BostonMA02128
property at 1030 Bennington St

1030 Bennington St, Unit 5

1030 Bennington St
BostonMA02128
property at 479 Sumner St

479 Sumner St

BostonMA02128
property at 12 Cottage St

12 Cottage St, Unit 3

12 Cottage St
BostonMA02128
property at 188 Chelsea St

188 Chelsea St, Unit 1

188 Chelsea St
BostonMA02128
property at 194 Paris St

194 Paris St, Unit 1

194 Paris St
BostonMA02128
property at 264 Webster St

264 Webster St, Unit 3

264 Webster St
BostonMA02128

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.

property at 70 Frankfort St

70 Frankfort St

BostonMA02128
property at 326 Chelsea St

326 Chelsea St

BostonMA02128
property at 1 Carey Cir

1 Carey Cir

RevereMA02151
property at 132 Chelsea St

132 Chelsea St

BostonMA02128
property at 143 London St

143 London St, Unit 2

143 London St
BostonMA02128
property at 77 Morris St

77 Morris St, Unit 1

77 Morris St
BostonMA02128
property at 75 Putnam St

75 Putnam St, Unit 1

75 Putnam St
BostonMA02128

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

property at 60 Frankfort St

60 Frankfort St, Unit B

60 Frankfort St
BostonMA02128
property at 66 Thornton St

66 Thornton St

RevereMA02151
property at 630 Bennington St

630 Bennington St, Unit 3

630 Bennington St
BostonMA02128
property at 198 Chelsea St

198 Chelsea St, Unit 1

198 Chelsea St
BostonMA02128
property at 119 Lexington St

119 Lexington St, Unit 3R

119 Lexington St
BostonMA02128
property at 349 Sumner St

349 Sumner St, Unit 3

349 Sumner St
BostonMA02128
property at 156 Chelsea St

156 Chelsea St, Unit 103

156 Chelsea St
BostonMA02128
property at 156 Chelsea St

156 Chelsea St

BostonMA02128
property at 12 Chelsea St

12 Chelsea St

BostonMA02128
property at 661 Bennington St

661 Bennington St

BostonMA02128
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340 Bremen St
$2,880
Total Monthly Price

Total Monthly Price

Base Rent
$2,440
Required Monthly Fees
$440

Total Monthly Price
$2,880
2 Bedroom Apartments Available Now

340 Bremen St

340 Bremen StBoston, MA 02128
Furnished
property at 75 Morris St

75 Morris St, Unit 1

75 Morris St
BostonMA02128
property at 194 Marion St

194 Marion St, Unit 1

194 Marion St
BostonMA02128
property at 1 Chelsea Ter

1 Chelsea Ter, Unit 3

1 Chelsea Ter
BostonMA02128
property at 225 E Eagle St

225 E Eagle St, Unit 2

225 E Eagle St
BostonMA02128
property at 18 Chelsea St

18 Chelsea St, Unit 1

18 Chelsea St
BostonMA02128
property at 474 Revere Beach Blvd

474 Revere Beach Blvd, Unit 604

474 Revere Beach Blvd
RevereMA02151
property at 326 Chelsea St

326 Chelsea St

BostonMA02128
property at 140 Trenton St

140 Trenton St, Unit 01

140 Trenton St
BostonMA02128
property at 349 Sumner St

349 Sumner St, Unit 2

349 Sumner St
BostonMA02128
property at 349 Sumner St

349 Sumner St, Unit 2

349 Sumner St
BostonMA02128
property at 2 Elbow St

2 Elbow St, Unit 1

2 Elbow St
BostonMA02128
property at 130 Putnam St

130 Putnam St, Unit 2a

130 Putnam St
BostonMA02128

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.

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.