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Apartments for Rent in Winthrop, MA

1-12 of 12 rentals

Apartment for rent at 50 Bowdoin St #1, Winthrop, MA 02152

Updated - 2 days ago

Managed by Compass New England

$2,400

Apartment3 Beds1 Bath1,100 ft²

50 Bowdoin St #1

Winthrop, MA 02152

This nicely renovated 3 bedroom apartment has a newer kitchen and bathroom with granite countertops and stainless steel appliances. With both a shared backyard and private deck it has loads of outdoor space. The private washer and dryer are in the basement. 3rd bedroom is smaller but would make a great office. Situated in the beautiful town of Winthrop and is centrally located to all amenities. Good income and credit required. First month, Security and brokers fee to move in. 1100 sqft of living space. Tenants responsible for gas and electricity. application fee. No smoking permitted. Cats Allowed.

Managed by Sohrab Colabawalla

$1,895

Apartment1 Bed1 Bath

435 Shirley St #15

Winthrop, MA 02152

Shared laundry facilities. Shared, OffStreet & Laundry.

Featured

Managed by JCM Realty Group

$3,900

Apartment5 Beds2 Baths1,500 ft²

45 Highland Ave #3 2nd Floor

Winthrop, MA 02152

Spanning the 2nd and 3rd floors, this enormous 5-bedroom, 2-bathroom unit features 2 porches (1 in the front, 1 in the back), fire place, dishwasher, paved off street parking in the driveway and much more. The property directly abuts Crest Ave Park, offering green space right next door. Commuter-friendly location with easy access to Boston and points North/South via major routes. Public transit is a breeze. Rental Terms: First Month's Rent: $3,900. Last Month's Rent: $3,900. No Security Deposit. Broker Fee: $3,900. Rent Included: Water. Sewerage Disposal. Features: Off Street Parking. Porch. Heating Gas. Cats/Dogs Allowed. Range. Refrigerator. Microwave. Dishwasher.

Managed by Romeo Zeqo

$1,995

Apartment1 Bed1 Bath

435 Shirley St #36

Winthrop, MA 02152

1 Bedroom. 1 Bathroom. Pet Policy: Cat/Dog Negotiable. Utilities: Tenant Pays Electric. Heat and Hot Water included. Laundry: In Building. Parking: 1-car Included. Parking Lot. Broker Fee: Tenant Pays. Equal to 1/2 Month's rent. Level: Top Floor. Availability: Now. Shared laundry facilities. Pet Friendly, Shared, Water, OffStreet, Gas & Laundry.

Featured

Managed by Catherine Boksanski

$2,850

Apartment5 Beds1.5 Baths1,500 ft²

28 Trident St

Winthrop, MA 02152

Spacious 5 bedroom in Winthrop. 1.5 baths. Hardwood floors. Two floors. Sunny and spacious. Parking. No Fee. Laundry onsite. Cat friendly. Steps to the beach. 24 hour maintenance. Professionally managed. Close to major highways, stores and supermarkets. Shared laundry facilities. Cats Allowed, Shared, OffStreet, Gas & Laundry.

New - yesterday

Managed by Blue Sky Realty

$1,950

Apartment1 Bed1 Bath

97 Beach Rd

Winthrop, MA 02152

Welcome to 97 Beach Rd, presented by Blue Sky Realty. We have several units available for lease. For more information and to schedule a showing, please contact us.

Managed by Catherine Boksanski

$1,950

Apartment1 Bed1 Bath

34 Trident Ave #8

Winthrop, MA 02152

Cozy one bedroom in Winthrop. Hardwood floors. Sunny and spacious. No Fee. Laundry onsite. Cat friendly. Close to Winthrop Beach. 24 hour maintenance. Professionally managed. Close to major highways, stores and supermarkets. Shared laundry facilities. Cats Allowed, Shared, OffStreet & Laundry.

Managed by Scudder Bay Property Management

$2,000

Apartment1 Bed1 Bath700 ft²

17 Cutler St

Winthrop, MA 02152

Welcome to 17 Cutler Street, presented by Scudder Bay Property Management. We have several units available for lease. For more information and to schedule a showing, please contact us. Gas Range, Dishwasher, Refrigerator, Microwave, Gas Heat, Stainless Steel Appliances, Coin-op Laundry in Basement & Excellent Location.

New - today

Managed by Klaid Sfeci

$2,500

Apartment2 Beds1 Bath800 ft²

1100 Governors Park #30

Winthrop, MA 02152

Great 2 bedroom apartment with plenty of parking spaces. A commuter friendly location into Boston with less than a block away bus stop offering quick access to the Orient Heights Mbta train station (blue line), just stops from downtown Boston. The space is equipped with vinyl and tile flooring, living/dinning room, kitchen, bathroom and 2 good-sized bedrooms and balcony. Other features include a tennis court, outdoor swimming pool and fitness center located on site. Can be available October 15, 2025 or November 1, 2025.

Featured

Managed by Klaid Sfeci

$2,950

Apartment1 Bed1 Bath1,153 ft²

550 Pleasant Steet

Winthrop, MA 02152

Welcome to your dream condo in the heart of Winthrop. This stunning, spacious 1 bed, 1 bath apartment features modern amenities including in-unit washer/dryer, dishwasher, microwave and security features. Enjoy sunsets with water and city views, central air, 2 deeded parking spaces. Convenient proximity to beaches, parks, public transportation (mbta blue line) and Boston. Don't miss out on this gem. Rent: $2950/month, Available 10/1/25.

New - 3 days ago

Managed by Dyllan Pione

$2,500

Apartment2 Beds1 Bath

39 Nevada St #1

Winthrop, MA 02152

Coastal Living Just minutes from the Sand. This charming 2-bedroom, 1-bathroom apartment is perfectly situated just three houses from the beach, giving you quick and easy access to the ocean whenever you please. Enjoy the fresh sea breeze from your door. Inside, you'll find a bright, open living space with plenty of natural light, a well-appointed kitchen and two comfortable bedrooms perfect for relaxing after a day in the sun. The bathroom is tastefully updated. Whether you're looking for a serene beachside retreat or a vibrant coastal lifestyle, this home offers the best of both worlds. Furnished, CeilingFan & OnStreet.

Managed by Modern Real Estate

$2,750

Apartment2 Beds1 Bath850 ft²

90 Winthrop Shore Dr #2

Winthrop, MA 02152

Parking Available. Hardwood Floors. Modern Kitchen. Modern Bath. Natural Lighting. Laundry in Building. Stainless Steel Appliances. Granite Countertops. Balcony.

Viewing 1-12 of 12 rentals in Winthrop

What to Know About

Life in Winthrop & Beyond

Winthrop shares many of the great qualities that make Massachusetts a desirable place to live.

Massachusetts is rich in American history and renowned for its beautiful cities and breathtaking natural landscapes. Visit historical sites such as the Freedom Trail and USS Constitution Museum to experience the birthplace of America. In addition, it's the home to world-class universities such as Harvard University, Massachusetts Institute of Technology (MIT), and Boston College, adding to the state's innovation and education. Massachusetts also has a strong job market and a thriving economy.

For sports fans, Massachusetts is home to the New England Patriots (NFL), Boston Bruins (NFL), Boston Red Sox (MLB), Boston Celtics (NBA), and iconic venues such as Fenway Park and Gillette Stadium. In addition, the state offers a diverse range of outdoor experiences for those seeking adventure, from whale watching on the Cape Cod coast to hiking in the scenic Berkshire Mountains. See famous attractions like the Salem Witch Trials Memorial, the New England Aquarium, and the charming Martha's Vineyard.

With its warm and welcoming atmosphere, rich historical heritage, and endless opportunities, embrace the Bay State and discover why Massachusetts is the ideal place to call home.

Rental Market Trends

Winthrop, MA

As of August 2025, Winthrop's rental market is competitive, with strong renter demand causing quick leasing times for well-priced units. Winthrop's average rent is 14.8% ($408) lower than the Massachusetts average of $2,762 and 31.5% ($564) higher than the U.S. average of $1,790.

Average Rent

$2,354

Monthly ChangeMonth Over Month Change

1.8% ($44)

Yearly ChangeYear Over Year Change

4.9% ($120)

Avg. Days on MarketAverage Days on Market

Unit Type	Average Rent	Monthly ChangeMonth Over Month Change	Yearly ChangeYear Over Year Change
1 Bed	$2,100	1.3% ($27)	14% ($258)
2 Beds	$2,678	8.7% ($215)	8.4% ($207)
3 Beds	$3,313	2.6% ($90)	4.1% ($129)

Nearby Cities	Average Rent	Avg. Rent vs. WinthropAverage Rent vs. Winthrop	Avg. Days on MarketAverage Days on Market
East Boston	$3,183	35.2% ($829)	27 days
Chelsea	$2,569	9.1% ($215)	19 days
Revere	$2,698	14.6% ($344)	32 days
South Boston	$3,536	50.2% ($1182)	25 days
Boston	$3,635	54.4% ($1281)	30 days

Rental market trends are calculated using listing data from RentalSource.

Frequently Asked Questions

Winthrop Rental Market FAQs

Explore rental prices, market trends, and availability in Winthrop, MA.

What is the average rent in Winthrop, MA?

The average rent in Winthrop, MA is $2,354 per month.

What is the rental price range for apartments in Winthrop, MA?

Apartments in Winthrop typically rent for between $1,470 and $4,307 per month, with an average of $2,354 per month.

What is the average rent for different bedroom sizes in Winthrop, MA?

In Winthrop, the average rent for a 1-bedroom apartment is $2,100 per month, for a 2-bedroom apartment, $2,678 per month, and a 3-bedroom apartment is $3,313 per month.

How do rent prices in Winthrop, MA compare with the national average?

The average rent in Winthrop is 31.5% ($564) higher than the national average of $1,790 per month.

How have rent prices in Winthrop, MA changed recently?

The average rent in Winthrop has decreased by 1.8% ($44) in the last month and decreased by 4.9% ($120) over the past year.

How competitive is the rental market in Winthrop, MA?

The rental market in Winthrop, MA, is currently competitive, with strong renter demand causing quick leasing times for well-priced units.

How long do rentals stay on the market in Winthrop, MA?

In Winthrop, MA, the average rental stays on the market for approximately 32 days. While most properties are rented within this timeframe, factors like seasonality, demand, and property type can affect how quickly a rental leases.

How many rental properties are available in Winthrop, MA?

There are currently 17 rental properties available in Winthrop, MA.

Can I afford to rent an apartment in Winthrop, MA?

Based on the current averages, a household would need an annual income of $107,120 to comfortably afford a 2-bedroom apartment in Winthrop.