Winthrop, MA Point Shirley Homes For Sale

Once known as Pullen Poynte, Point Shirley plays a significant part of the history of the north side of Boston Harbor. It was owned by Gov. John Winthrop, the first Governor of the Massachusetts Bay Colony.

The community is nestled at the beautiful ocean-side city of Winthrop. Aside from Point Shirley, other neighborhoods in Winthrop are Cottage Park, Court Park, Cottage Hill, Winthrop Highlands, and many more.

Looking to search by Zip Code instead? Read our latest blog on Winthrop Zip Codes. 

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Winthrop, MA Point Shirley Homes Listings
March 24, 2023
14
Listed
29
Avg. DOM
$461.29
Avg. $ / Sq.Ft.
$749,450
Med. List Price
Winthrop, MA Point Shirley Homes Listings
by Price
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14 Properties
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15 Thornton St #1 Winthrop, MA 02152
$545,000
35
15 Thornton St #1
Winthrop, MA 02152
 
3
Beds
1
Baths
1,140
Sq.Ft.
MLS #: 73091105
Open 3/26
53 Trident Ave #304 Winthrop, MA 02152
$398,000
13
53 Trident Ave #304
Winthrop, MA 02152
53 Trident Avenue Condominum Trust
1
Beds
1
Baths
663
Sq.Ft.
MLS #: 73091188
29 Brewster Ave Winthrop, MA 02152
$1,200,000
34
29 Brewster Ave
Winthrop, MA 02152
 
4
Beds
2
Baths
2,464
Sq.Ft.
MLS #: 73089023
799 Shirley Street #1 Winthrop, MA 02152
$599,000
21
799 Shirley Street #1
Winthrop, MA 02152
 
2
Beds
1
Baths
1,004
Sq.Ft.
MLS #: 73085445
799 Shirley Street #2 Winthrop, MA 02152
$799,000
16
799 Shirley Street #2
Winthrop, MA 02152
 
3
Beds
2
Baths
2,100
Sq.Ft.
MLS #: 73085436
799 Shirley Street Winthrop, MA 02152
$1,450,000
22
799 Shirley Street
Winthrop, MA 02152
 
4
Beds
3
Baths
3,115
Sq.Ft.
MLS #: 73085449
124 Terrace Avenue Winthrop, MA 02152
$699,900
42
124 Terrace Avenue
Winthrop, MA 02152
 
4
Beds
1F11/2
Baths
1,866
Sq.Ft.
MLS #: 73085700
Open 4/2
283 Shirley Street #1 Winthrop, MA 02152
$595,500
19
283 Shirley Street #1
Winthrop, MA 02152
 
3
Beds
1
Baths
1,340
Sq.Ft.
MLS #: 73084980
Open 3/26
9 Elliot St Winthrop, MA 02152
$699,900
25
9 Elliot St
Winthrop, MA 02152
 
4
Beds
2F11/2
Baths
1,736
Sq.Ft.
MLS #: 73085230
49 Siren St Winthrop, MA 02152
$1,200,000
14
49 Siren St
Winthrop, MA 02152
 
11
Beds
7
Baths
3,272
Sq.Ft.
MLS #: 73082822
49 R Siren Winthrop, MA 02152
$800,000
27
49 R Siren
Winthrop, MA 02152
 
11
Beds
7
Baths
2,970
Sq.Ft.
MLS #: 73082825
876 Shirley Street #1 Winthrop, MA 02152
$999,998
36
876 Shirley Street #1
Winthrop, MA 02152
Seabreeze Condominium
4
Beds
2
Baths
2,000
Sq.Ft.
MLS #: 73079434

About Point Shirley, Winthrop, MA Real Estate

Colonial homes are plentiful in the community. Normally, it has two to three stories, wood or brick facades, and fireplaces. The floor plan has the bedrooms on the second floor, while on the first floor is the kitchen and family room.

Point Shirley offers condominiums, townhomes, single-family homes, and multi-family homes.

The price for condominiums and townhomes ranges from around $480,000 to $1 million. It has 2 to 6 bedrooms and 2 to 5 bathrooms.

For single-family homes, it isn’t as popular as the other properties, but there are still few listings in the market. The price starts at $300,000 to $600,000 and has 2 to 3 bedrooms and 1 to 2 bathrooms.

Living in Point Shirley, Winthrop, Massachusetts

Point Shirley is a small strip of land that sits in Winthrop, with tightly-packed houses and narrow roads. If you are into aviation, Winthrop has one of the best sites to see planes lift off from a nearby airport— Logan Airport. The famous Coughlin Park, offers great views of airplanes landing and taking off. This park also has a rocky shoreline that’s great for outdoor activities.

On the opposite side of Point Shirley is Yirell Beach. Its location is facing the Atlantic Ocean which is popular with families. In a slightly far from the south is Deer Island. It has a series of public trails and green hills that give a stunning view around the Boston Harbor.

The pleasant months to visit Point Shirley, Winthrop is between August to December.