42 results in search
38 photos
100 Sargent Street Winthrop MA 02152
$1,450,000
Beds: 6
Baths: 5.5
Sq Ft: 5,278
Days on Market: 29

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
129 Strandway Winthrop MA 02152
$1,324,900
Beds: 4
Baths: 3
Sq Ft: 2,640
Days on Market: 183

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
32 photos
24 Fairview Street Winthrop MA 02152
$1,300,000
Beds: 4
Baths: 1.5
Sq Ft: 2,916
Days on Market: 21

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
26 photos
264 Court Rd Winthrop MA 02152
$1,299,000
Beds: 5
Baths: 2
Sq Ft: 3,754
Days on Market: 1
Open: 5/9/26 11:30 AM - 1 PM

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
41 photos
118 Sunnyside Ave. Winthrop MA 02152
$1,100,000
Beds: 4
Baths: 2
Sq Ft: 1,755
Days on Market: 9
Open: 5/10/26 11:30 AM - 1:30 PM

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
21 Sewall Ave Winthrop MA 02152
$1,100,000
Beds: 3
Baths: 2
Sq Ft: 2,200
Days on Market: 8

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
23 Sagamore Ave. Winthrop MA 02152
$980,000
Beds: 5
Baths: 3
Sq Ft: 2,204
Days on Market: 4
Open: 5/9/26 11 AM - 12:30 PM

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
21 photos
43 Loring Rd Winthrop MA 02152
$979,000
Beds: 3
Baths: 1.5
Sq Ft: 1,900
Days on Market: 3

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
21 photos
5 Oceanview St Winthrop MA 02152
$769,000
-$60,000
Beds: 3
Baths: 2.5
Sq Ft: 1,500
Days on Market: 21
Open: 5/16/26 12 PM - 1:30 PM

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
28 photos
15 Wave Way Ave Winthrop MA 02152
$765,000
Beds: 3
Baths: 1.5
Sq Ft: 1,588
Days on Market: 8
Open: 5/9/26 12 PM - 1:30 PM

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
25 photos
8 Siren St Winthrop MA 02152
$739,000
Beds: 3
Baths: 2
Sq Ft: 1,728
Days on Market: 9

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
36 photos
51 Undine Ave Winthrop MA 02152
$700,000
Beds: 3
Baths: 1
Sq Ft: 1,250
Days on Market: 9

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
35 photos
47 Highland Ave Winthrop MA 02152
$650,000
Beds: 3
Baths: 1.5
Sq Ft: 1,728
Days on Market: 56

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
3 photos
28 Irwin Street Winthrop MA 02152
$499,900
Beds: 4
Baths: 1.5
Sq Ft: 1,421
Days on Market: 9

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
12 photos
59 Putnam St Winthrop MA 02152
$375,000
Beds:
Baths:
Sq Ft: 2,082
Days on Market: 27

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
19 photos
97 Court Road #2 Winthrop MA 02152
$5,500 / mo
-$500
Beds: 5
Baths: 2
Sq Ft: 2,500
Days on Market: 9

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
36 photos
33 Court #2 Winthrop MA 02152
$4,500 / mo
Beds: 4
Baths: 2.5
Sq Ft: 2,600
Days on Market: 2

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
32 photos
15 Putnam Place #15 Winthrop MA 02152
$3,800 / mo
Beds: 3
Baths: 2
Sq Ft: 1,700
Days on Market: 13

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
9 photos
409 Shirley #2 Winthrop MA 02152
$3,400 / mo
Beds: 3
Baths: 1.5
Sq Ft: 1,500
Days on Market: 485

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
14 photos
21 Seafoam Ave #3 Winthrop MA 02152
$3,400 / mo
Beds: 4
Baths: 2
Sq Ft: 1,400
Days on Market: 296

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
18 photos
180 Shirley St #3 Winthrop MA 02152
$3,200 / mo
Beds: 3
Baths: 1
Sq Ft: 1,113
Days on Market: 56

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
24 photos
573 Shirley St #2 Winthrop MA 02152
$3,200 / mo
Beds: 2
Baths: 1.5
Sq Ft: 1,000
Days on Market: 2

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
7 photos
43 Ocean Ave #2 Winthrop MA 02152
$3,000 / mo
Beds: 3
Baths: 1
Sq Ft: 1,350
Days on Market: 2

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
12 photos
585 Shirley St #2 Winthrop MA 02152
$2,900 / mo
Beds: 2
Baths: 1
Sq Ft: 1,050
Days on Market: 70

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
9 photos
295 Shirley St #1 Winthrop MA 02152
$2,900 / mo
Beds: 2
Baths: 1.5
Sq Ft: 1,100
Days on Market: 2

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
7 photos
295 Shirley St #2 Winthrop MA 02152
$2,800 / mo
Beds: 2
Baths: 1
Sq Ft: 1,100
Days on Market: 2

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
19 photos
19 Pearl Ave #19 Winthrop MA 02152
$2,700 / mo
Beds: 2
Baths: 1
Sq Ft: 1,142
Days on Market: 14

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
3 photos
87 Wintrhop Shore Drive #2 Winthrop MA 02152
$2,695 / mo
Beds: 2
Baths: 1
Sq Ft: 900
Days on Market: 1

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
12 photos
271 Shirley St #4 Winthrop MA 02152
$2,600 / mo
Beds: 3
Baths: 1
Sq Ft: 1,000
Days on Market: 16

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
10 photos
211-213 Pauline Street #1R Winthrop MA 02152
$2,600 / mo
Beds: 2
Baths: 1
Sq Ft: 1,100
Days on Market: 7

Updated 11 Minutes Ago
Trip MapRequest InfoAppointment
