Waterview for Sale in Winthrop MA - Classic Homes Realty

Photo of 142 Washington Ave Winthrop MA 02152

Under Contract

Favorite

41 photos

142 Washington Ave Winthrop MA 02152

$1,599,999

Beds: 6

Baths: 3

Sq Ft: 4,754

Days on Market: 30

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 129 Strandway Winthrop MA 02152

Favorite

42 photos

129 Strandway Winthrop MA 02152

$1,324,900

Beds: 4

Baths: 3

Sq Ft: 2,640

Days on Market: 141

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 37 Trident Ave Winthrop MA 02152

Under Contract

Favorite

24 photos

37 Trident Ave Winthrop MA 02152

$1,300,000

Beds: 8

Baths: 3

Sq Ft: 3,708

Days on Market: 121

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 43-45 Ocean Avenue Winthrop MA 02152

Under Contract

Favorite

12 photos

43-45 Ocean Avenue Winthrop MA 02152

$1,300,000

Beds: 8

Baths: 4

Sq Ft: 5,124

Days on Market: 54

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 10-12 Charles St Winthrop MA 02152

Under Contract

Favorite

15 photos

10-12 Charles St Winthrop MA 02152

$1,300,000

Beds: 7

Baths: 4

Sq Ft: 3,688

Days on Market: 49

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 22 Upland Road Winthrop MA 02152

Under Contract

Favorite

14 photos

22 Upland Road Winthrop MA 02152

$1,250,000

Beds: 6

Baths: 3.5

Sq Ft: 4,062

Days on Market: 54

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 1001 Shirley #1 Winthrop MA 02152

Open: Saturday 11 am - 1 pm

Favorite

25 photos

1001 Shirley #1 Winthrop MA 02152

$1,125,000

Beds: 2

Baths: 2.5

Sq Ft: 1,978

Days on Market: 170

Open: 3/28/26 11 AM - 1 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 1001 Shirley #5 Winthrop MA 02152

Open: Saturday 11 am - 1 pm

Favorite

16 photos

1001 Shirley #5 Winthrop MA 02152

$1,050,000

Beds: 2

Baths: 2.5

Sq Ft: 1,785

Days on Market: 78

Open: 3/28/26 11 AM - 1 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 550 Pleasant St #506 Winthrop MA 02152

Under Contract

Favorite

21 photos

550 Pleasant St #506 Winthrop MA 02152

$1,030,000

Beds: 2

Baths: 2

Sq Ft: 1,975

Days on Market: 128

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 1001 Shirley #3 Winthrop MA 02152

Open: Saturday 11 am - 1 pm

Favorite

21 photos

1001 Shirley #3 Winthrop MA 02152

$939,900

Beds: 2

Baths: 2.5

Sq Ft: 1,551

Days on Market: 170

Open: 3/28/26 11 AM - 1 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 876 Shirley #1 Winthrop MA 02152

Price Reduced

Favorite

14 photos

876 Shirley #1 Winthrop MA 02152

$829,999

-$10,000

Beds: 4

Baths: 2

Sq Ft: 2,000

Days on Market: 64

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 148 Winthrop Shore Dr #4 Winthrop MA 02152

Under Contract

Favorite

29 photos

148 Winthrop Shore Dr #4 Winthrop MA 02152

$729,000

Beds: 2

Baths: 2

Sq Ft: 1,165

Days on Market: 291

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 14 Pleasant Park Road Winthrop MA 02152

Under Contract

Favorite

41 photos

14 Pleasant Park Road Winthrop MA 02152

$719,900

Beds: 4

Baths: 1

Sq Ft: 1,964

Days on Market: 183

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 960 Shirley St Winthrop MA 02152

Open: Saturday 12:30 pm - 1:30 pm

Favorite

38 photos

960 Shirley St Winthrop MA 02152

$695,000

-$10,000

Beds: 3

Baths: 1.5

Sq Ft: 1,764

Days on Market: 137

Open: 3/28/26 12:30 PM - 1:30 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 51 Harbor View Ave #3 Winthrop MA 02152

Open: Sunday 12 pm - 1:30 pm

Favorite

36 photos

51 Harbor View Ave #3 Winthrop MA 02152

$689,000

-$11,000

Beds: 2

Baths: 1

Sq Ft: 1,304

Days on Market: 30

Open: 3/29/26 12 PM - 1:30 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 51 Harbor View Ave #2 Winthrop MA 02152

Open: Sunday 12 pm - 1:30 pm

Favorite

30 photos

51 Harbor View Ave #2 Winthrop MA 02152

$659,000

-$16,000

Beds: 2

Baths: 1

Sq Ft: 1,220

Days on Market: 30

Open: 3/29/26 12 PM - 1:30 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 1080 Shirley St Winthrop MA 02152

Open: Saturday 11 am - 12:30 pm

Favorite

21 photos

1080 Shirley St Winthrop MA 02152

$650,000

-$50,000

Beds: 3

Baths: 2.5

Sq Ft: 2,278

Days on Market: 15

Open: 3/28/26 11 AM - 12:30 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 3 Seal Harbor Rd #133 Winthrop MA 02152

Under Contract

Favorite

22 photos

3 Seal Harbor Rd #133 Winthrop MA 02152

$649,995

Beds: 1

Baths: 1

Sq Ft: 910

Days on Market: 16

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 3 Seal Harbor #344 Winthrop MA 02152

Favorite

29 photos

3 Seal Harbor #344 Winthrop MA 02152

$649,000

Beds: 2

Baths: 2

Sq Ft: 1,302

Days on Market: 29

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 51 Harbor View Ave #1 Winthrop MA 02152

Open: Sunday 12 pm - 1:30 pm

Favorite

30 photos

51 Harbor View Ave #1 Winthrop MA 02152

$639,000

-$11,000

Beds: 2

Baths: 1

Sq Ft: 1,213

Days on Market: 29

Open: 3/29/26 12 PM - 1:30 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 54 Wilshire St Winthrop MA 02152

New Listing

Favorite

8 photos

54 Wilshire St Winthrop MA 02152

$599,000

Beds:

Baths:

Sq Ft:

Days on Market: 5

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 1 Seal Harbor Rd #701 Winthrop MA 02152

Open: Saturday 11 am - 12:30 pm

Favorite

20 photos

1 Seal Harbor Rd #701 Winthrop MA 02152

$549,000

Beds: 1

Baths: 1

Sq Ft: 1,005

Days on Market: 40

Open: 3/28/26 11 AM - 12:30 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 279-283 Shirley Street #2 Winthrop MA 02152

Favorite

16 photos

279-283 Shirley Street #2 Winthrop MA 02152

$529,000

Beds: 3

Baths: 1

Sq Ft: 1,105

Days on Market: 37

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 1 Seal Harbor #210 Winthrop MA 02152

Favorite

19 photos

1 Seal Harbor #210 Winthrop MA 02152

$519,000

Beds: 1

Baths: 1

Sq Ft: 947

Days on Market: 44

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 86 Undine Ave Winthrop MA 02152

Under Contract

Favorite

4 photos

86 Undine Ave Winthrop MA 02152

$500,000

Beds: 1

Baths: 1

Sq Ft: 620

Days on Market: 99

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 247 Washington #9 Winthrop MA 02152

Open: Saturday 10:30 am - 12 pm

Favorite

17 photos

247 Washington #9 Winthrop MA 02152

$499,000

Beds: 2

Baths: 2

Sq Ft: 1,116

Days on Market: 8

Open: 3/28/26 10:30 AM - 12 PM, 3/29/26 10:30 AM - 12 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 49 Sagamore Ave #3A Winthrop MA 02152

Open: Saturday 11 am - 1 pm

Favorite

26 photos

49 Sagamore Ave #3A Winthrop MA 02152

$459,900

Beds: 2

Baths: 1

Sq Ft: 1,079

Days on Market: 4

Open: 3/28/26 11 AM - 1 PM, 3/29/26 11 AM - 1 PM

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 600 Shirley St #1 Winthrop MA 02152

Favorite

14 photos

600 Shirley St #1 Winthrop MA 02152

$410,000

Beds: 1

Baths: 2

Sq Ft: 604

Days on Market: 26

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 247 Washington Ave #10 Winthrop MA 02152

Under Contract

Favorite

15 photos

247 Washington Ave #10 Winthrop MA 02152

$399,000

Beds: 1

Baths: 1

Sq Ft: 702

Days on Market: 18

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 600 Shirley #4 Winthrop MA 02152

Favorite

29 photos

600 Shirley #4 Winthrop MA 02152

$389,900

Beds: 1

Baths: 2

Sq Ft: 585

Days on Market: 81

Updated 13 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Previous Levels