2-Bedroom, 1-Bath rental available now. Pets Allowed. Welcome to coastal living at its best! This home offers stunning water views of Winthrop Beach from bright picture windows that fill the home with natural light. Enjoy convenience of in-unit laundry, stainless steel appliances, gas stove, charming pantry, and beautiful hardwood floors throughout. The home features two private outdoor spaces. Heat is included in the rent, and you'll also have large private storage in the basement. With easy on-street parking, a spacious layout, and unbeatable proximity to the beach, this is the ideal spot for those looking to blend comfort with coastal charm. No Broker fee!!
6-12 Months Preferred. Pets Allowed. Heat Included in Rent. Fees: First Month's Rent, Last Month's Rent, and Security Deposit.
249 Winthrop Shore Dr
Winthrop, MA 02152
Apartment building
2-4 beds
What's special
Charming pantryGas stoveTwo private outdoor spacesBeautiful hardwood floors throughoutIn-unit laundrySpacious layoutStainless steel appliances
Neighborhood: 02152
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Getting around
Walk Score®
 / 100
Very WalkableBike Score®
 / 100
Somewhat BikeableNearby schools in Winthrop
William P. Gorman/Fort Banks Elementary School
Grades PK-2 • 0.5 milesN/A
GreatSchools® Rating
Winthrop Middle School
Grades 6-8 • 0.4 miles8/10
GreatSchools® Rating
Test Score Rating
8/10Student Progress Rating
8/10Winthrop Sr High School
Grades 9-12 • 0.4 miles5/10
GreatSchools® Rating
Test Score Rating
5/10College Readiness Rating
5/10Living in Winthrop
Within the Boston area, 02152 covers Winthrop’s Long Island, Deer Island, Cottage Park, Cottage Hill and Court Park, a coastal setting on a peninsula between Boston Harbor and the Atlantic. Breezes and ocean influence shape the climate, with exposed shorelines and harbor views defining the landscape. Deer Island offers waterfront paths and open space, while Winthrop Beach and local parks add room for walks and outdoor time; playgrounds and the public library provide additional neighborhood amenities. Local dining and coffee spots are scattered through Winthrop Center and along Shirley Street, alongside everyday shops. The town’s maritime history and shoreline setting lend it a distinct character, while Boston Harbor provides a backdrop for seasonal events and outdoor recreation. Residents get around by local bus, car and ferry connections toward Boston. For ZIP code 02152, the median rent is $2,600 per month, with a typical range of $1,000 to $6,000.
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Frequently asked questions
Where is 249 Winthrop Shore Dr located, and what is the neighborhood like?
249 Winthrop Shore Dr is located at 249 Winthrop Shore Dr, Winthrop, MA. The surrounding area includes multiple restaurants and cafes within 2 miles, such as Grovers Gardens, Jac's Cafe, and Antique Table.
What hospitals and medical facilities are near 249 Winthrop Shore Dr?
The closest hospitals and medical facilities to 249 Winthrop Shore Dr include Gary Pransky, MD (0.2 miles away) and Brooks Dental (0.9 miles away).
What schools are assigned to 249 Winthrop Shore Dr?
The schools assigned to 249 Winthrop Shore Dr include William P. Gorman/Fort Banks Elementary School, Winthrop Middle School, and Winthrop Sr High School.
What are the grocery stores and everyday shopping options near 249 Winthrop Shore Dr?
249 Winthrop Shore Dr is located near 1 grocery store, including Winthrop Marketplace (0.4 miles). Additional shopping options, including The Governers Garden, are approximately 0.3 miles away.
What colleges and universities are near 249 Winthrop Shore Dr?
249 Winthrop Shore Dr is located within 0.4 miles of Gorman/Fort Banks School.
