
Luxury Homes for Rent in Winthrop, MA (422 Rentals) Page 5 of 9
The most luxurious Homes in Winthrop with high-end amenities, features, and finishes.


678 Bennington St, Unit 1

16 Chelsea St, Unit 1

184 Gladstone St, Unit Gladstone St

184 Gladstone St, Unit 1

349 Sumner St, Unit #1

16 Chelsea St, Unit 1

211 Maverick St, Unit 4

101 Orleans St

133 Paris St, Unit 2

113 Orleans St, Unit 1

16 Chelsea St, Unit 1

132 Princeton St, Unit 2-bed 1bath

126 Saratoga St, Unit Saratoga St

16 Chelsea St, Unit 1

27 Chelsea St, Unit 2

184 Gladstone St, Unit 1

74 Frankfort St, Unit B

115 Moore St, Unit 1

93 Cowper St, Unit 3

60 Dudley St, Unit 222

194 Marion St, Unit 1

349 Sumner St, Unit 2

2 Elbow St, Unit 1

2 Elbow St

16 Chelsea St, Unit Chelsea St

349 Sumner St, Unit 2

2 Elbow St, Unit 1

35 Chelsea St, Unit 4

12 Chelsea St, Unit 1

18 Chelsea St

18 Chelsea St, Unit 1

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

225 E Eagle St, Unit 2

103 Barnes Ave

166 Everett St, Unit 2

107 Library St, Unit 3

12 Chelsea St

349 Sumner St, Unit 3

346 Chelsea St, Unit 2

70 Frankfort St, Unit 2R

119 Lexington St, Unit 3R

76 Frankfort St, Unit 2R

113 Orleans St, Unit 7

473 Revere Beach Pky, Unit 7

119 Lexington St, Unit Lexington St

1030 Bennington St, Unit 5

1030 Bennington St, Unit 5

1030 Bennington St

1030 Bennington St
Winthrop, MA Local Guide

How much does it cost to rent a home in Winthrop?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winthrop 2 Bedroom Homes for Rent | $3,101 | $2,250 | $4,650 |
Winthrop 3 Bedroom Homes for Rent | $3,656 | $2,550 | $6,500 |
Winthrop 4 Bedroom Homes for Rent | $4,189 | $3,100 | $6,450 |
Winthrop 5 Bedroom Homes for Rent | $5,631 | $4,150 | $7,995 |
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 1091 Apartments for Rent in Winthrop, MA with pricing that ranges from $900 to $9,413. There are also 533 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop ranging from $1,750 to $7,995.
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 $1,750 to $7,995 with an average monthly rent of $3,800.
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 $1,275 to $5,600, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,550 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,100 and Four Bedroom Apartments start at $3,100.
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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.