Winthrop Real Estate

Winthrop is a city located along the Massachusetts coast just to the north of Boston. Known as the gateway to the Northshore, Winthrop is a 1.6 square mile peninsula situated at the north entrance to Boston Harbor near Logan Airport. The community features seven miles of shoreline and stunning views of the Boston skyline are found in many vantage points throughout Winthrop. This densely populated city is home to approximately 18,000 residents.   Read more about Winthrop.

Winthrop Homes & Condos For Sale

799 Shirley Street, Winthrop
  • Income/Multi Family
  • 5 Beds
  • 2 Baths
  • 3,115 SqFt

799 Shirley Street, Winthrop

$1,499,000 ↓ $1,000
34-36 Perkins Street, Winthrop
  • Income/Multi Family
  • 6 Beds
  • 5 Baths
  • 4,264 SqFt

34-36 Perkins Street, Winthrop

$1,200,000
89 Upland Road, Winthrop
  • Single Family
  • 3 Beds
  • 1 Baths
  • 964 SqFt

89 Upland Road, Winthrop

$1,121,000
15 Thornton Street, Winthrop
  • Income/Multi Family
  • 6 Beds
  • 3 Baths
  • 3,220 SqFt

15 Thornton Street, Winthrop

$1,113,000 ↓ $15,000
590 Shirley Street #2, Winthrop
  • Single Family
  • 3 Beds
  • 3.5 Baths
  • 2,114 SqFt

590 Shirley Street #2, Winthrop

$924,000 ↓ $31,000
New
143-145 Revere Street, Winthrop
  • Income/Multi Family
  • 4 Beds
  • 2 Baths
  • 2,548 SqFt

143-145 Revere Street, Winthrop

$875,000
251 Court Road, Winthrop
  • Single Family
  • 3 Beds
  • 1.5 Baths
  • 1,914 SqFt

251 Court Road, Winthrop

$874,900 ↓ $25,000
174 Cliff Avenue #174, Winthrop
  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,495 SqFt

174 Cliff Avenue #174, Winthrop

$840,000
New
9 Woodside Park, Winthrop
  • Single Family
  • 3 Beds
  • 2.5 Baths
  • 2,038 SqFt

9 Woodside Park, Winthrop

$799,900
18 Amelia Avenue, Winthrop
  • Single Family
  • 4 Beds
  • 2.5 Baths
  • 2,084 SqFt

18 Amelia Avenue, Winthrop

$779,900 ↓ $49,100
111 Winthrop Shore Drive, Winthrop
  • Single Family
  • 3 Beds
  • 2.5 Baths
  • 2,152 SqFt

111 Winthrop Shore Drive, Winthrop

$779,000 ↓ $20,000
22-24 Almont Street, Winthrop
  • Income/Multi Family
  • 6 Beds
  • 3 Baths
  • 2,650 SqFt

22-24 Almont Street, Winthrop

$734,500 ↓ $20,500
168 Brookfield Road, Winthrop
  • Single Family
  • 3 Beds
  • 2.5 Baths
  • 1,800 SqFt

168 Brookfield Road, Winthrop

$725,000
78 Beal Street, Winthrop
  • Income/Multi Family
  • 7 Beds
  • 3 Baths
  • 2,534 SqFt

78 Beal Street, Winthrop

$709,900
1 Seal Harbor Road #ph3, Winthrop
  • Single Family
  • 2 Beds
  • 2.5 Baths
  • 1,987 SqFt

1 Seal Harbor Road #ph3, Winthrop

$699,900 ↓ $30,000
95-97 Summit Avenue #4, Winthrop
  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,600 SqFt

95-97 Summit Avenue #4, Winthrop

$699,000
177 Pauline Street, Winthrop
  • Income/Multi Family
  • 6 Beds
  • 2.5 Baths
  • 2,191 SqFt

177 Pauline Street, Winthrop

$670,000 ↓ $20,000
21 Belcher Street, Winthrop
  • Income/Multi Family
  • 4 Beds
  • 2 Baths
  • 5,149 SqFt

21 Belcher Street, Winthrop

$649,900
15 Thornton Street #2, Winthrop
  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,080 SqFt

15 Thornton Street #2, Winthrop

$629,000
95-97 Summit Avenue #2, Winthrop
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,760 SqFt

95-97 Summit Avenue #2, Winthrop

$579,000
550 Pleasant Street #202, Winthrop
  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,516 SqFt

550 Pleasant Street #202, Winthrop

$540,000 ↓ $10,000
74 Cross Street, Winthrop
  • Single Family
  • 3 Beds
  • 1 Baths
  • 1,122 SqFt

74 Cross Street, Winthrop

$499,000 ↓ $16,000
15 Thornton Street #1, Winthrop
  • Single Family
  • 3 Beds
  • 1 Baths
  • 1,140 SqFt

15 Thornton Street #1, Winthrop

$484,000 ↓ $15,000
34 Underhill Street #3, Winthrop
  • Single Family
  • 2 Beds
  • 2 Baths
  • 879 SqFt

34 Underhill Street #3, Winthrop

$465,000 ↓ $4,000
101 Summit Avenue #2, Winthrop
  • Single Family
  • 3 Beds
  • 1 Baths
  • 1,172 SqFt

101 Summit Avenue #2, Winthrop

$449,000
17r Thornton Pk, Winthrop
  • Single Family
  • 2 Beds
  • 1 Baths
  • 1,021 SqFt

17r Thornton Pk, Winthrop

$439,000 ↓ $10,000
5 Oceanview Street, Winthrop
  • Single Family
  • 3 Beds
  • 1 Baths
  • 1,114 SqFt

5 Oceanview Street, Winthrop

$399,000 ↓ $51,000
26 Forrest Street #1, Winthrop
  • Single Family
  • 3 Beds
  • 1 Baths
  • 1,325 SqFt

26 Forrest Street #1, Winthrop

$389,000 ↓ $10,999
New
3 Pearl Avenue #3, Winthrop
  • Single Family
  • 2 Beds
  • 1 Baths
  • 831 SqFt

3 Pearl Avenue #3, Winthrop

$387,500
New
45-47 Tewksbury Street #2, Winthrop
  • Single Family
  • 2 Beds
  • 1 Baths
  • 1,025 SqFt

45-47 Tewksbury Street #2, Winthrop

$329,900

More About Winthrop

Winthrop Location

With a location just to the North of Boston, the convenience of commuting from Winthrop is a major draw. Winthrop is connected to Revere via Winthrop Parkway and to East Boston via a bridge that runs along Saratoga Street over the Harbor Inlet. MBTA buses run throughout Winthrop and provide access to the Orient Heights Station on the Blue Line which is four stops away from Downtown Boston.

Winthrop Recreation

Winthrop is a popular community with boaters and is home to six marinas with over 600 slips and 300 moorings. The community has two beaches, Winthrop Beach and Yirrell Beach and about a third of the shoreline is open to the public. Residents enjoy walking and taking in natural beauty at Belle Isle Marsh Reservation and Deer Island Park.

Winthrop History

Winthrop was founded in 1630 and is one of the oldest communities in Massachusetts and the nation. It draws its name from John Winthrop, the second governor of Massachusetts Bay Colony. The home of John Winthrop's son Deane, which was built in 1637 is a historic site and museum.

 

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