
Homes for Rent in Winthrop Highlands Neighborhood of Winthrop, MA (144 Rentals)


312 Shirley St

36 Cutler St, Unit 2

92 Winthrop Shore Dr, Unit 2

90 Winthrop Shore Dr, Unit uni2 2-bed

87 Winthrop Shore Dr, Unit 3

87 Winthrop Shore Dr, Unit uni5 2-bed 1-bath

5 Fremont St, Unit 106

370 Main St

312 Shirley St
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

352 Shirley St

90 Winthrop Shore Dr

90 Winthrop Shore Dr

290 River Rd

70 Cottage Park Rd

100 Governors Dr

400 Governors Dr

900 Governors Dr

429 Winthrop St

150 Hermon St

7 Centre St

352 Shirley St

50 Edgehill Rd

59 Cottage Park Rd

23 Tafts Ave

720 Winthrop Ave, Unit 3

14 Leverett Ave

119 Atlantic Ave, Unit 1

15 Walley St, Unit 206

7 Walley St, Unit 106

10 Ocean Ave, Unit 204

112 Lynnway, Unit 1

90 Ocean Ave, Unit 211

154 Bayswater St, Unit 2

1759 N Shore Rd, Unit 1

82 Gladstone St, Unit 1

82 Gladstone St, Unit 1

215 Leyden St, Unit 1

73 Campbell Ave, Unit 6

1 Avalon St, Unit 1

90 Gladstone St, Unit 1

90 Gladstone St, Unit 1

90 Gladstone St

90 Gladstone St, Unit #1

90 Gladstone St, Unit 1

96 Florence Ave, Unit 2

169 Campbell Ave, Unit 1

101 Florence Ave, Unit 2

1030 Bennington St, Unit 5

1030 Bennington St, Unit 5
Winthrop Highlands, Winthrop, MA Local Guide

How much does it cost to rent a home in Winthrop Highlands?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winthrop Highlands 2 Bedroom Homes for Rent | $2,824 | $2,100 | $4,000 |
Winthrop Highlands 3 Bedroom Homes for Rent | $3,165 | $2,600 | $3,850 |
Winthrop Highlands 4 Bedroom Homes for Rent | $4,200 | $3,700 | $5,200 |
Winthrop Highlands 5 Bedroom Homes for Rent | $5,400 | $5,000 | $5,800 |
Browse Homes for Rent in this Neighborhood
There are currently 144 rentals with your search options within a 2 mile radius of the Winthrop Highlands Neighborhood of Winthrop, MA.
Explore Winthrop
Winthrop Highlands, Winthrop, MA Local Guide
- Nearby Winthrop neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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.
Frequently Asked Questions about Winthrop Highlands
What type of rentals are currently available in Winthrop Highlands?
There are currently 348 Apartments for Rent in Winthrop Highlands, MA with pricing that ranges from $1,175 to $7,619. There are also 144 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop Highlands ranging from $1,900 to $5,800.
What is the current price range for Rental Homes in Winthrop Highlands?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winthrop Highlands ranges from $1,900 to $5,800 with an average monthly rent of $3,332.
How much are larger Three and Four Bedroom Rentals in Winthrop Highlands?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winthrop Highlands range from $2,600 to $5,406, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,600 to $3,850. Four Bedroom Single-Family rentals are also available starting from $3,700 and Four Bedroom Apartments start at $3,600.
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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.