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  1. Building Photo - 25 Pratt St
    1 BED, 1 BATH
    $2,150+
    3 BEDS, 1 BATH
    $3,300+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,150 - $3,300
    Required Monthly FeesNone
    Total Monthly Price$2,150 - $3,300
         - 12 Month Lease

    25 Pratt St

    25 Pratt St, Boston, MA 02134
  2. Building Photo - 723 Bennington St
    3 BEDS, 1 BATH
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000
         - 12 Month Lease

    723 Bennington St Unit #1

    723 Bennington St, Boston, MA 02128
  3. 1 BED, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850
         - 12 Month Lease

    90 Winthrop Shore Dr Unit 1-b 1-b U10

    90 Winthrop Shore Dr, Winthrop, MA 02152
  4. 4 BEDS, 2 BATHS
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800
         - 12 Month Lease

    44 Ashley St

    44 Ashley St, Boston, MA 02128
  5. 2 BEDS, 2 BATHS
    $3,995
    Total Monthly Price Total Monthly Price New
    Base Rent$3,995
    Required Monthly FeesNone
    Total Monthly Price$3,995
         - 12 Month Lease

    37 Horace St Unit 3

    37 Horace St, Boston, MA 02128
  6. 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
  7. 3 BEDS, 1 BATH
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800
         - 12 Month Lease

    25 Pratt St Unit 2

    25 Pratt St, Boston, MA 02134
  8. 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
  9. 4 BEDS, 1 BATH
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800
         - 12 Month Lease

    1 Orient Ave Unit 3C

    1 Orient Ave, Boston, MA 02128
  10. 4 BEDS, 2 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200
         - 12 Month Lease

    90 Gladstone St Unit 1

    90 Gladstone St, Boston, MA 02128
  11. 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
  12. 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
  13. 1 BED, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400
         - 12 Month Lease

    25 Pratt St Unit 1

    25 Pratt St, Boston, MA 02134
  14. 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
  15. 1 BED, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400
         - 12 Month Lease

    53 Horace St Unit 1

    53 Horace St, Boston, MA 02128
  16. 2 BEDS, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000 - $3,500
    Required Monthly FeesNone
    Total Monthly Price$3,000 - $3,500
         - 1 Month Lease

    67 Curtis Rd

    67 Curtis Rd, Revere, MA 02151
  17. Building Photo - 1 Pond St
    1 BED, 1 BATH
    $2,275
    Total Monthly Price Total Monthly Price New
    Base Rent$2,275
    Required Monthly FeesNone
    Total Monthly Price$2,275

    1 Pond St Unit 1J

    1 Pond St, Winthrop, MA 02152
  18. 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
  19. 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
  20. 3 BEDS, 3 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    141 Grovers Ave

    141 Grovers Ave, Winthrop, MA 02152
  21. 2 BEDS, 1 BATH
    $3,150
    Total Monthly Price Total Monthly Price New
    Base Rent$3,150
    Required Monthly FeesNone
    Total Monthly Price$3,150

    35 Lincoln St Unit 1

    35 Lincoln St, Winthrop, MA 02152
  22. 4 BEDS, 2.5 BATHS
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600

    118 Brookfield Rd Unit 2

    118 Brookfield Rd, Winthrop, MA 02152
  23. 1 BED, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    45 Sturgis St Unit 1

    45 Sturgis St, Winthrop, MA 02152
  24. 1 BED, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    760 Shirley St Unit 1

    760 Shirley St, Winthrop, MA 02152
  25. STUDIO, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    220 Winthrop St Unit 203

    220 Winthrop St, Winthrop, MA 02152
  26. 2 BEDS, 2 BATHS
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300

    51 Cutler St Unit 3

    51 Cutler St, Winthrop, MA 02152
  27. 2 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    5 Fremont St Unit 301A

    5 Fremont St, Winthrop, MA 02152
  28. 4 BEDS, 2 BATHS
    $3,900
    Total Monthly Price Total Monthly Price New
    Base Rent$3,900
    Required Monthly FeesNone
    Total Monthly Price$3,900

    25 Seafoam Ave Unit 1

    25 Seafoam Ave, Winthrop, MA 02152
  29. 1 BED, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    68 Beach Rd Unit 2

    68 Beach Rd, Winthrop, MA 02152
  30. 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
  31. 3 BEDS, 2 BATHS
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300

    5 Fremont St Unit 301

    5 Fremont St, Winthrop, MA 02152
  32. 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
  33. 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
  34. 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
  35. 1 BED, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    220 Winthrop St Unit 302

    220 Winthrop St, Winthrop, MA 02152
  36. 1 BED, 1 BATH
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    220 Winthrop St Unit 301

    220 Winthrop St, Winthrop, MA 02152
  37. 1 BED, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    40 Cottage Park Rd Unit 3

    40 Cottage Park Rd, Winthrop, MA 02152
  38. 4 BEDS, 2 BATHS
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800

    11 Forrest St Unit 2

    11 Forrest St, Winthrop, MA 02152
  39. 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
  40. 2 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    1 Seal Harbor Rd Unit 215

    1 Seal Harbor Rd, Winthrop, MA 02152
  41. 2 BEDS, 1 BATH
    $3,350
    Total Monthly Price Total Monthly Price New
    Base Rent$3,350
    Required Monthly FeesNone
    Total Monthly Price$3,350

    249 Winthrop Shore Dr Unit 4

    249 Winthrop Shore Dr, Winthrop, MA 02152
  42. 4 BEDS, 2 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    40 Cottage Park Rd Unit 2

    40 Cottage Park Rd, Winthrop, MA 02152
Showing 42 of 163 results, Page 3 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

Average Rent in Nearby Cities

(For 1 bedroom apartments)

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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