27

Winthrop, MA Homes for Rent under $2,500

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  • 90 Winthrop Shore Dr Unit 3A, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 3A, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 3A, Winthrop, MA 02152
    /5

    $1,750 per month

    • 1 Bath
    • 420 Sq Ft
    • Apartment for Rent

    90 Winthrop Shore Dr Unit 3A, Winthrop, MA 02152

    Winthrop Beach studio apartment available for rent on April 1, 2026. This unit is a cozy two-room studio with heat and hot water included in the rent, hardwood floors, lots of natural light, and a coin-operated laundry in the building. The ideal location allows for easy commutes to Boston and throughout the North Shore. The apartment is ready for occupancy on June 1, 2026.

    Agent Photo

    Saul Perlera

    Perlera Real Estate

    (617) 795-4203

    90 Winthrop Shore Dr Unit 3A, Winthrop, MA 02152
  • 312 Shirley St Unit 210, Winthrop, MA 02152
    312 Shirley St Unit 210, Winthrop, MA 02152
    312 Shirley St Unit 210, Winthrop, MA 02152
    /14

    $2,000 plus fees

    • Studio
    • 1 Bath
    • Condo for Rent

    312 Shirley St Unit 210, Winthrop, MA 02152

    This nice Studio 1 Bath place in the Winthrop area is available for Now. Included Features are: Electric Heat, and Laundry in Basement.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties

    312 Shirley St Unit 210, Winthrop, MA 02152
  • 33 Central St Unit 1, Winthrop, MA 02152
    33 Central St Unit 1, Winthrop, MA 02152
    33 Central St Unit 1, Winthrop, MA 02152
    /11

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    33 Central St Unit 1, Winthrop, MA 02152

    Ready to move in, one bedroom apartment with new kitchen cabinets, quartz counter tops. Stainless refrigerator, new gas stove. Bathroom has a walk- in shower with new rain shower head. New wall to wall carpeting in hall and bedroom. It is located just steps to Winthrop Market and bus stop. Winthrop offers many fine restaurants for your dining experience..There is use of washer and dryer in

    James Polino Compass

    33 Central St Unit 1, Winthrop, MA 02152
  • 90 Winthrop Shore Dr Unit 10, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 10, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 10, Winthrop, MA 02152
    /20

    $2,150 plus fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    90 Winthrop Shore Dr Unit 10, Winthrop, MA 02152

    One bedroom with beach views! Recently renovated unit with private deck. Heat and hot water included. Laundry in basement and storage. Call today!!!Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the

    90 Winthrop Shore Dr Unit 10, Winthrop, MA 02152
  • 20 Coral Ave Unit 10, Winthrop, MA 02152
    20 Coral Ave Unit 10, Winthrop, MA 02152
    20 Coral Ave Unit 10, Winthrop, MA 02152
    /11

    $2,050 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    20 Coral Ave Unit 10, Winthrop, MA 02152

    Bright and sunny comfortable unit in a very clean, well maintained building down the street from Winthrop Beach. This unit has a galley kitchen with updated countertops, cabinets and backsplash. Very spacious bedroom with an area off the bedroom suitable for an in-home office, walk in closet or an in-home gym area. Updated bathroom with tiled tub/shower combo. This unit has 2 new Greer split

    Joanne Vanbuskirk Charlesgate Realty Group, llc

    20 Coral Ave Unit 10, Winthrop, MA 02152
  • 90 Winthrop Shore Dr Unit 9, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 9, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 9, Winthrop, MA 02152
    /5

    $1,795 plus fees

    • Studio
    • 1 Bath
    • Condo for Rent

    90 Winthrop Shore Dr Unit 9, Winthrop, MA 02152

    This nice Studio 1 Bath place in the Winthrop area is available for 05-01-2026. Included Features are: Electric Heat, and Laundry in Common Area. 1.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the

    90 Winthrop Shore Dr Unit 9, Winthrop, MA 02152
  • 800 Governor's Dr Unit 36, Winthrop, MA 02152
    800 Governor's Dr Unit 36, Winthrop, MA 02152
    800 Governor's Dr Unit 36, Winthrop, MA 02152
    /12

    $2,500 per month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Apartment for Rent

    800 Governor's Dr Unit 36, Winthrop, MA 02152

    This 3rd floor 2 bedroom unit in the sought after Governor's Park complex is available now with heat and hot water included! This well-kept apartment has wall to wall carpeting, a balcony off of the living room and a vanity area/walk-in closet in the main bedroom. The bright white kitchen has a dishwasher & garbage disposal. The tenants of the unit will have 2 parking stickers for parking on the

    James Polino Compass

    800 Governor's Dr Unit 36, Winthrop, MA 02152
  • 312 Shirley St Unit 208, Winthrop, MA 02152
    312 Shirley St Unit 208, Winthrop, MA 02152
    312 Shirley St Unit 208, Winthrop, MA 02152
    /20

    $1,800 plus fees

    • Studio
    • 1 Bath
    • Condo for Rent

    312 Shirley St Unit 208, Winthrop, MA 02152

    This nice Studio 1 Bath place in the Winthrop area is available for Now. Included Features are: Laundry in Common Area.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect

    312 Shirley St Unit 208, Winthrop, MA 02152
  • 20 Coral Ave Unit 7, Winthrop, MA 02152
    20 Coral Ave Unit 7, Winthrop, MA 02152
    20 Coral Ave Unit 7, Winthrop, MA 02152
    /14

    $2,050 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    20 Coral Ave Unit 7, Winthrop, MA 02152

    Looking for a space that fits your fast-paced work life and your need to unplug by the ocean? This updated one-bedroom unit in Winthrop strikes that perfect balance. Tucked just one block from Winthrop Shore Drive beach, this apartment offers more than just a place to live—it gives you a lifestyle. Wake up, grab your morning coffee, take a yoga/fitness class and hop on public bus transportation

    Joanne Vanbuskirk Charlesgate Realty Group, llc

    20 Coral Ave Unit 7, Winthrop, MA 02152
  • 90 Winthrop Shore Dr Unit 1A, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 1A, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 1A, Winthrop, MA 02152
    /20

    $1,595 plus fees

    • Studio
    • 1 Bath
    • Condo for Rent

    90 Winthrop Shore Dr Unit 1A, Winthrop, MA 02152

    This nice Studio 1 Bath place in the Winthrop area is available for Now. Included Features are: Laundry in Common Area.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect

    90 Winthrop Shore Dr Unit 1A, Winthrop, MA 02152
  • 2 Deane Ave Unit A, Winthrop, MA 02152
    2 Deane Ave Unit A, Winthrop, MA 02152
    2 Deane Ave Unit A, Winthrop, MA 02152
    /18

    $1,900 per month

    • 1 Bed
    • 1 Bath
    • 475 Sq Ft
    • Apartment for Rent

    2 Deane Ave Unit A, Winthrop, MA 02152

    AVAIL 5/1 Sunny 1-bedroom, 1-bath apartment in desirable Winthrop Highlands. This well-maintained unit features a recently upgraded kitchen and wall A/C and heat units for year-round comfort. Enjoy city views from the patio and a prime location just a short distance to the beaches of Winthrop, local restaurants, and neighborhood amenities. Convenient access to Logan Airport and nearby public

    Sarah Fillmann Coldwell Banker Realty - Boston

    2 Deane Ave Unit A, Winthrop, MA 02152
  • 220 Winthrop St, Winthrop, MA 02152
    220 Winthrop St, Winthrop, MA 02152
    220 Winthrop St, Winthrop, MA 02152
    /19

    $2,300 - $2,400 total monthly price

    • 1 Bed
    • 1 Bath
    • 605 Sq Ft
    • Condo for Rent

    220 Winthrop St, Winthrop, MA 02152

    Live in one of Winthrop’s most iconic landmark buildings at 220 Winthrop Street, known locally as The Wadsworth Building. Originally a cornerstone of Winthrop Center’s commercial life, this historic structure has been thoughtfully updated to offer distinctive residential apartments above neighborhood retail, blending classic New England character with modern interior finishes.The building

    220 Winthrop St, Winthrop, MA 02152
  • 45 Sturgis St Unit 1, Winthrop, MA 02152
    45 Sturgis St Unit 1, Winthrop, MA 02152
    45 Sturgis St Unit 1, Winthrop, MA 02152
    /9

    $2,100 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    45 Sturgis St Unit 1, Winthrop, MA 02152

    This is a one bedroom with ALL UTILITIES INCLUDED...tenant only pays for cable/wifi. It is mere steps to Winthrop beach and public transportation is at the corner of the street. There is an eat-in kitchen with new cabinets, stainless appliances and wood laminate flooring. The bedroom is average size with closet and wall-to-wall carpeting. The bathroom has a bathtub and shower. There will be snow

    James Polino Compass

    45 Sturgis St Unit 1, Winthrop, MA 02152
  • 25 Pratt St Unit 1, Boston, MA 02134
    25 Pratt St Unit 1, Boston, MA 02134
    25 Pratt St Unit 1, Boston, MA 02134
    /28

    $2,400 total monthly price

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    25 Pratt St Unit 1, Boston, MA 02134

    Rent:$2,400 / mo.Beds:1 BedBaths:1 BathLaundry:Laundry on SiteUnit Level:1Parking:For Rent, Outdoor, $200 / Month

    25 Pratt St Unit 1, Boston, MA 02134
  • 23 Siren St Unit 2, Winthrop, MA 02152
    23 Siren St Unit 2, Winthrop, MA 02152
    23 Siren St Unit 2, Winthrop, MA 02152
    /9

    $2,095 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    23 Siren St Unit 2, Winthrop, MA 02152

    Winthrop's Point Shirley. Not in the flood zone! Totally renovated apartment. Ocean views in this totally renovated 1 bedroom apartment. Newer kit and bath, newer appliances, flooring and more. There is a cozy deck to relax and enjoy your morning coffee while enjoying the sunshine, ocean views and the ocean breezes. Plenty of yard for your garden. Just move in and enjoy! Available May 1.

    James Polino Compass

    23 Siren St Unit 2, Winthrop, MA 02152
  • 25 Pratt St Unit 1, Boston, MA 02134
    25 Pratt St Unit 1, Boston, MA 02134
    25 Pratt St Unit 1, Boston, MA 02134
    /14

    $2,400 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    25 Pratt St Unit 1, Boston, MA 02134

    Available 09/01/2025, this 1-bedroom, 1-bath apartment is offered at $2,400/month with no fee (paid by owner). Located on the first level of a multi-family building, it features laundry on-site, an eat-in kitchen, ceramic tiles, a dishwasher, and a porch. Parking available for $200/month. Student-friendly!

    25 Pratt St Unit 1, Boston, MA 02134
  • 1 Pond St Unit 1J, Winthrop, MA 02152
    1 Pond St Unit 1J, Winthrop, MA 02152
    1 Pond St Unit 1J, Winthrop, MA 02152
    /12

    $2,250 per month

    • 1 Bed
    • 1 Bath
    • 875 Sq Ft
    • Apartment for Rent

    1 Pond St Unit 1J, Winthrop, MA 02152

    **AVAILABLE NOW** This is a spacious 1 bedroom/ 1 bath apartment overlooking the beautifully kept grounds of Fort Heath! It is recently remodeled with new laminate flooring throughout as well as new countertops in the kitchen. The unit includes a gas stove, dishwasher and refrigerator. It boasts new kitchen cabinets and a new vanity in bathroom as well as a walk-in closet in the bedroom. There is

    James Polino Compass

    1 Pond St Unit 1J, Winthrop, MA 02152
  • 5 Fremont St, Winthrop, MA 02152
    5 Fremont St, Winthrop, MA 02152
    5 Fremont St, Winthrop, MA 02152
    /37

    $2,500 - $3,200 total monthly price

    • 1 - 2 Beds
    • 2 Baths
    • 524 Sq Ft
    • Condo for Rent

    5 Fremont St, Winthrop, MA 02152

    5 Fremont St, Winthrop, MA 02152
  • 220 Winthrop St Unit 302, Winthrop, MA 02152
    220 Winthrop St Unit 302, Winthrop, MA 02152
    220 Winthrop St Unit 302, Winthrop, MA 02152
    /10

    $2,400 per month

    • 1 Bed
    • 1 Bath
    • 9,999 Sq Ft
    • Apartment for Rent

    220 Winthrop St Unit 302, Winthrop, MA 02152

    Available NOW! Discover this brand-new, fully renovated one-bedroom, one-bathroom apartment located in Winthrop center. Situated in an elevator building, the apartment features gleaming hardwood floors, an open concept living room filled with natural light, and a sleek kitchen equipped with stainless steel appliances, including a dishwasher, gas stove, refrigerator, and microwave. The spacious

    Mario Fiume Anzalone Realty

    220 Winthrop St Unit 302, Winthrop, MA 02152
  • 5 Fremont St, Winthrop, MA 02152
    5 Fremont St, Winthrop, MA 02152
    5 Fremont St, Winthrop, MA 02152
    /37

    $2,500 - $3,200 total monthly price

    • 1 - 2 Beds
    • 2 Baths
    • 524 Sq Ft
    • Condo for Rent

    5 Fremont St, Winthrop, MA 02152

    5 Fremont St, Winthrop, MA 02152
  • 220 Winthrop St Unit 304, Winthrop, MA 02152
    220 Winthrop St Unit 304, Winthrop, MA 02152
    220 Winthrop St Unit 304, Winthrop, MA 02152
    /12

    $2,500 per month

    • 1 Bed
    • 1 Bath
    • 9,999 Sq Ft
    • Apartment for Rent

    220 Winthrop St Unit 304, Winthrop, MA 02152

    Available NOW! Discover this brand-new, fully renovated one-bedroom, one-bathroom apartment located in Winthrop center. Situated in an elevator building, the apartment features gleaming hardwood floors, an open concept living room filled with natural light, and a sleek kitchen equipped with stainless steel appliances, including a dishwasher, gas stove, refrigerator, and microwave. The spacious

    Mario Fiume Anzalone Realty

    220 Winthrop St Unit 304, Winthrop, MA 02152
  • 90 Winthrop Shore Dr, Winthrop, MA 02152
    90 Winthrop Shore Dr, Winthrop, MA 02152
    90 Winthrop Shore Dr, Winthrop, MA 02152
    /8

    $1,595 - $1,700 total monthly price

    • Studio - 1 Bed
    • 1 Bath
    • 225 Sq Ft
    • Condo for Rent

    90 Winthrop Shore Dr, Winthrop, MA 02152

    This renovated STUDIO apartment is an ideal space for any beach lover with Winthrop Beach just across the street! Renovations include a brand new kitchen brand with quartz counters & stainless steel appliances, a tiled bathroom, and refinished hardwood floors. Additionally, laundry and storage are provided in basement. Hot water included in rent!Situated alongside Massachusetts Bay, Winthrop

    90 Winthrop Shore Dr, Winthrop, MA 02152
  • 90 Winthrop Shore Dr, Winthrop, MA 02152
    90 Winthrop Shore Dr, Winthrop, MA 02152
    90 Winthrop Shore Dr, Winthrop, MA 02152
    /8

    $1,595 - $1,700 total monthly price

    • Studio - 1 Bed
    • 1 Bath
    • 225 Sq Ft
    • Condo for Rent

    90 Winthrop Shore Dr, Winthrop, MA 02152

    This renovated STUDIO apartment is an ideal space for any beach lover with Winthrop Beach just across the street! Renovations include a brand new kitchen brand with quartz counters & stainless steel appliances, a tiled bathroom, and refinished hardwood floors. Additionally, laundry and storage are provided in basement. Hot water included in rent!Situated alongside Massachusetts Bay, Winthrop

    90 Winthrop Shore Dr, Winthrop, MA 02152
  • 90 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
    90 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
    /11

    $1,750 total monthly price

    • Studio
    • 1 Bath
    • 225 Sq Ft
    • Condo for Rent

    90 Winthrop Shore Dr Unit 3, Winthrop, MA 02152

    90 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
  • 94 Winthrop Shore Dr, Winthrop, MA 02152
    94 Winthrop Shore Dr, Winthrop, MA 02152
    94 Winthrop Shore Dr, Winthrop, MA 02152
    /7

    $1,750 total monthly price

    • Studio
    • 1 Bath
    • 300 Sq Ft
    • Condo for Rent

    94 Winthrop Shore Dr, Winthrop, MA 02152

    Rent$1,750Avail DateNOW (01/01/2026)BedsStudioBaths1Rent IncludesHot WaterSquare Footage225

    94 Winthrop Shore Dr, Winthrop, MA 02152
  • 25 Pratt St Unit 1, Boston, MA 02134
    25 Pratt St Unit 1, Boston, MA 02134
    25 Pratt St Unit 1, Boston, MA 02134
    /3

    $2,400 total monthly price

    • 1 Bed
    • 1 Bath
    • 9,999 Sq Ft
    • Condo for Rent

    25 Pratt St Unit 1, Boston, MA 02134

    25 Pratt St Unit 1, Boston, MA 02134
Massachusetts Suffolk County Winthrop

Homes for Rent in Winthrop, MA under $2,500

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