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  1. Building Photo - 15 Wave Ave
    2 BEDS, 1 BATH
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450
         - 12 Month Lease

    15 Wave Ave Unit 3

    15 Wave Ave, Revere, MA 02151
  2. Building Photo - 677 Bennington St
    2 BEDS, 1 BATH
    $2,495
    Total Monthly Price Total Monthly Price New
    Base Rent$2,495
    Required Monthly FeesNone
    Total Monthly Price$2,495
         - 12 Month Lease

    677 Bennington St Unit 3

    677 Bennington St, Boston, MA 02128
  3. 2 BEDS, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500
         - 12 Month Lease

    233 Pleasant St Unit Apt 2

    233 Pleasant St, Winthrop, MA 02152
  4. 1 BED, 1 BATH
    $2,500+
    2 BEDS, 1 BATH
    $3,200+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500 - $3,200
    Required Monthly FeesNone
    Total Monthly Price$2,500 - $3,200
         - 12 Month Lease

    5 Fremont St

    5 Fremont St, Winthrop, MA 02152
  5. Building Photo - 220 Winthrop St
    1 BED, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    220 Winthrop St Unit 304

    220 Winthrop St, Winthrop, MA 02152
  6. Building Photo - 117 Winthrop Shore Dr
    2 BEDS, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    117 Winthrop Shore Dr Unit 6

    117 Winthrop Shore Dr, Winthrop, MA 02152
  8. Building Photo - 15 Walley St
    1 BED, 1 BATH
    $2,550
    Total Monthly Price Total Monthly Price New
    Base Rent$2,550
    Required Monthly FeesNone
    Total Monthly Price$2,550
         - 12 Month Lease

    15 Walley St Unit 206

    15 Walley St, Boston, MA 02128
  9. Building Photo - 23 Endicott Ave
    1 BED, 1 BATH
    $2,555
    Total Monthly Price Total Monthly Price New
    Base Rent$2,555
    Required Monthly FeesNone
    Total Monthly Price$2,555
         - 12 Month Lease

    23 Endicott Ave

    23 Endicott Ave, Revere, MA 02151
    Apply
  10. 2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600
         - 12 Month Lease

    439 Winthrop St Unit 1

    439 Winthrop St, Winthrop, MA 02152
  11. 2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600
         - 12 Month Lease

    439 Winthrop St Unit 1

    439 Winthrop St, Winthrop, MA 02152
  12. Building Photo - 20 Beacon St
    2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    20 Beacon St Unit 2

    20 Beacon St, Winthrop, MA 02152
  13. Building Photo - 10 Charles St
    3 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    10 Charles St Unit 2

    10 Charles St, Winthrop, MA 02152
  14. 2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    731 Winthrop Ave Unit 2

    731 Winthrop Ave, Revere, MA 02151
  16. Building Photo - 153 Winthrop Pkwy
    2 BEDS, 1 BATH
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650
         - 9 Month Lease

    153 Winthrop Pkwy Unit 1

    153 Winthrop Pkwy, Revere, MA 02151
    Apply
  17. Building Photo - 833 Saratoga St
    STUDIO, 1 BATH
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650
         - 12 Month Lease

    833 Saratoga St Unit #415S

    833 Saratoga St, Boston, MA 02128
    Apply
  18. 2 BEDS, 1 BATH
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650
         - 12 Month Lease

    288 Pleasant St Unit 1

    288 Pleasant St, Winthrop, MA 02152
  19. 2 BEDS, 1 BATH
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650
         - 12 Month Lease

    108 Byron St Unit A

    108 Byron St, Boston, MA 02128
  21. Building Photo - 1030 Bennington St
    2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700
         - 12 Month Lease

    1030 Bennington St Unit 5

    1030 Bennington St, Boston, MA 02128
  22. Building Photo - 1030 Bennington St
    2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700
         - 12 Month Lease

    1030 Bennington St Unit 5

    1030 Bennington St, Boston, MA 02128
  23. 2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700
         - 12 Month Lease

    1030 Bennington St Unit 5

    1030 Bennington St, Boston, MA 02128
  24. 2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700
         - 12 Month Lease

    1030 Bennington St Unit 5

    1030 Bennington St, Boston, MA 02128
  25. 2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700
         - 9 Month Lease

    26 Forrest St Unit #2

    26 Forrest St, Winthrop, MA 02152
  26. Building Photo - 46 Breed St
    3 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    46 Breed St Unit 2

    46 Breed St, Boston, MA 02128
  27. Building Photo - 202 Orient Ave
    2 BEDS, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750
         - 12 Month Lease

    202 Orient Ave Unit 2

    202 Orient Ave, Boston, MA 02128
    (857) 412-2786
  28. Building Photo - 92 Winthrop Shore Dr
    2 BEDS, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750
         - 12 Month Lease

    92 Winthrop Shore Dr Unit 2

    92 Winthrop Shore Dr, Winthrop, MA 02152
  29. Building Photo - 19 Beach Rd
    3 BEDS, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    19 Beach Rd Unit 1

    19 Beach Rd, Winthrop, MA 02152
  30. Building Photo - 220 Winthrop St
    1 BED, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    220 Winthrop St Unit 206

    220 Winthrop St, Winthrop, MA 02152
  31. 2 BEDS, 2 BATHS
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    140 Bayswater St Unit 1

    140 Bayswater St, Boston, MA 02128
  32. Building Photo - 630 Bennington St
    3 BEDS, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800
         - 12 Month Lease

    630 Bennington St Unit 3

    630 Bennington St, Boston, MA 02128
  33. Building Photo - 49R Siren St
    3 BEDS, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    49R Siren St Unit 3

    49R Siren St, Winthrop, MA 02152
  34. Building Photo - Trump Property
    2 BEDS, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    Trump Property Unit 2nd Floor

    31-33-33 Pleasant Park Rd, Winthrop, MA 02152
  36. Building Photo - 663 Bennington St
    2 BEDS, 2 BATHS
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850
         - 12 Month Lease

    663 Bennington St Unit #1

    663 Bennington St, Boston, MA 02128
  38. Building Photo - 35 Broadsound Ave
    3 BEDS, 1 BATH
    $2,950
    Total Monthly Price Total Monthly Price New
    Base Rent$2,950
    Required Monthly FeesNone
    Total Monthly Price$2,950

    35 Broadsound Ave Unit 2

    35 Broadsound Ave, Revere, MA 02151
  39. Building Photo - 917 Bennington St
    1 BED, 1 BATH
    $2,975
    Total Monthly Price Total Monthly Price New
    Base Rent$2,975
    Required Monthly FeesNone
    Total Monthly Price$2,975

    917 Bennington St Unit PH506

    917 Bennington St, Boston, MA 02128
  40. Building Photo - 77 Byron St
    2 BEDS, 1.5 BATHS
    $2,995
    Total Monthly Price Total Monthly Price New
    Base Rent$2,995
    Required Monthly FeesNone
    Total Monthly Price$2,995
         - 12 Month Lease

    77 Byron St Unit 2

    77 Byron St, Boston, MA 02128
  41. Building Photo - 97 Addison St
    2 BEDS, 2 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000
         - 12 Month Lease

    97 Addison St Unit 204

    97 Addison St, Boston, MA 02128
    Apply
  42. 2 BEDS, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000
         - 12 Month Lease

    184 Gladstone St Unit 1

    184 Gladstone St, Boston, MA 02128
Showing 42 of 154 results, Page 2 of 4

Winthrop at a Glance

Average Rent

$2,291
(All bedrooms and property types)
Learn more about
Average Rent in Winthrop
7

School Rating

out of 10 Rating
Learn more about
Schools in Winthrop
1

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Winthrop
44

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Winthrop

Renting in Winthrop

Average Rental Rates and Apartment Sizes

Getting Around Winthrop

Transportation

76

Very Walkable

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
44

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
1

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

GreatSchools Rating
Winthrop Sr High School

Public High School

Public
Grades 9-12
594 Students
GreatSchools Rating
Winthrop Middle School

Public Middle School

Public
Grades 6-8
425 Students
GreatSchools Rating
Arthur T. Cummings Elementary School

Public Elementary School

Public
Grades 3-5
431 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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