Note: Properties with the Total Monthly Price badge include all required fees. Tap the badge for more details.
-

Bedrooms

Bathrooms

Deals & Discount Filters
All Filters

Deals & Discounts

Price Range

–

Beds & Baths

Beds

Baths

Home Type

Pet Policy

Interior & Community Amenities

Speciality Housing

Keyword Search

  2. Building Photo - 62 Upland Rd
    3 BEDS, 2 BATHS
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400
         - 12 Month Lease

    62 Upland Rd Unit 3

    62 Upland Rd, Winthrop, MA 02152
    Apply
  3. 1 BED, 1 BATH
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300 - $2,400
    Required Monthly FeesNone
    Total Monthly Price$2,300 - $2,400
         - 12 Month Lease

    220 Winthrop St

    220 Winthrop St, Winthrop, MA 02152
    Apply
  4. STUDIO, 1 BATH
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650
         - 12 Month Lease

    92 Winthrop Shore Dr Unit 3

    92 Winthrop Shore Dr, Winthrop, MA 02152
    Apply
  5. STUDIO, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900
         - 12 Month Lease

    720 Bennington St Unit 207

    720 Bennington St, Boston, MA 02128
    Apply
  6. 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
  7. 1 BED, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000
         - 12 Month Lease

    8 Curtis St Unit 6

    8 Curtis St, Boston, MA 02128
    Apply
  8. 1 BED, 1 BATH
    $2,280+
    2 BEDS, 1 BATH
    $2,990+
    3 BEDS, 1 BATH
    $3,860+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,280 - $3,860
    Required Monthly FeesNone
    Total Monthly Price$2,280 - $3,860
         - 12 Month Lease

    112 Lynnway

    112 Lynnway, Revere, MA 02151
    Apply
  9. 2 BEDS, 1 BATH
    $2,795
    Total Monthly Price Total Monthly Price New
    Base Rent$2,795
    Required Monthly FeesNone
    Total Monthly Price$2,795
         - 12 Month Lease

    81 Gladstone St Unit 2

    81 Gladstone St, Boston, MA 02128
    Apply
  10. 1 BED, 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

    16 Boardman St Unit 307

    16 Boardman St, Boston, MA 02128
    Apply
  11. 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
    Apply
  12. 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
  13. 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
         - 12 Month Lease

    661 Bennington St Unit 2

    661 Bennington St, Boston, MA 02128
    Apply
  14. 3 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

    135 Bellingham Ave Unit 1

    135 Bellingham Ave, Revere, MA 02151
    Apply
  15. 3 BEDS, 1 BATH
    $3,350
    Total Monthly Price Total Monthly Price New
    Base Rent$3,350
    Required Monthly FeesNone
    Total Monthly Price$3,350
         - 12 Month Lease

    677 Bennington St

    677 Bennington St, Boston, MA 02128
    Apply
  16. 2 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
         - 12 Month Lease

    62 Horace St Unit 1

    62 Horace St, Boston, MA 02128
    Apply
  17. 2 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    37 Horace St Unit 201

    37 Horace 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. STUDIO, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750
         - 12 Month Lease

    94 Winthrop Shore Dr

    94 Winthrop Shore Dr, Winthrop, MA 02152
  20. 4 BEDS, 2 BATHS
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400
         - 12 Month Lease

    183 Cottage Park Rd Unit 3

    183 Cottage Park Rd, Winthrop, MA 02152
  21. 2 BEDS, 1 BATH
    $2,995
    Total Monthly Price Total Monthly Price New
    Base Rent$2,995
    Required Monthly FeesNone
    Total Monthly Price$2,995
         - 12 Month Lease

    181 Winthrop Shore Dr Unit #2

    181 Winthrop Shore Dr, Winthrop, MA 02152
  22. 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
  23. 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
  24. STUDIO, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750
         - 12 Month Lease

    90 Winthrop Shore Dr Unit 3

    90 Winthrop Shore Dr, Winthrop, MA 02152
  25. 2 BEDS, 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

    21 Prescott St Unit 1

    21 Prescott St, Winthrop, MA 02152
  26. 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

    76 Fremont St Unit 3

    76 Fremont St, Winthrop, MA 02152
  28. 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
  29. 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
  30. 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
  31. 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
         - 12 Month Lease

    661 Bennington St Unit 2

    661 Bennington St, Boston, MA 02128
  32. 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
  33. 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
  34. 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
  35. 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
  36. 4 BEDS, 2 BATHS
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600
         - 12 Month Lease

    31 Faywood Ave Unit 3

    31 Faywood Ave, Boston, MA 02128
  37. 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 Unit 4-bed2bath

    44 Ashley St, Boston, MA 02128
  38. STUDIO, 1 BATH
    $1,700+
    1 BED, 1 BATH
    $1,750+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700 - $1,750
    Required Monthly FeesNone
    Total Monthly Price$1,700 - $1,750
         - 12 Month Lease

    90 Winthrop Shore Dr

    90 Winthrop Shore Dr, Winthrop, MA 02152
  39. 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
         - 12 Month Lease

    663 Bennington St Unit 2

    663 Bennington St, Boston, MA 02128
  40. 3 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
         - 12 Month Lease

    823 Saratoga St Unit 2

    823 Saratoga St, Boston, MA 02128
  41. 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

    678 Bennington St Unit 1

    678 Bennington St, Boston, MA 02128
  42. 1 BED, 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

    93 Cowper St Unit 3

    93 Cowper St, Boston, MA 02128
Showing 42 of 172 results, Page 2 of 5

Winthrop at a Glance

Average Rent

$2,304
(All bedrooms and property types)
Learn more about
Average Rent in Winthrop
6

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
Students
GreatSchools Rating
Winthrop Middle School

Public Middle School

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

Public Elementary School

Public
Grades K-5
Students

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

tooltips

I would like to...
0 out of 400 characters
By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to... By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to Apartmentfinder.com’s Privacy Statement and Terms of Service. Consent is not a condition for services. Message and data rates may apply. Read More Read Less

Submitting Request

Thank You

Your email has been sent.

Learn about our ratings.