Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 2 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 3 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 4 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 5 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 6 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 7 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 8 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 9 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 10 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 11 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 12 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 13 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 14 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 15 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 16 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 17 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 18 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 19 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 20 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 21 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 22 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 23 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 24 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 25 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 26 of 27
Single Family Residence at 542 Shirley St, Winthrop MA 02152, Winthrop, photo 27 of 27
27 photos

$710,000

542 Shirley St, Winthrop MA 02152
Winthrop, MA 02152
Listed by Christine D'Ambrosio
Bedrooms
4
Bathrooms
2
Living area
1,193 sqft
Year built
1890

About this home

The perfect blend of comfort, convenience, and affordability! Whether you’re a first-time homebuyer, looking to downsize, or searching for an alternative to condo living, this charming 4-bedroom home offers the space you need with the low-maintenance lifestyle you want all just one block from the beach. The main level features a comfortable bedroom and full bathroom with a convenient walk-in shower, making one-floor living a great option for a variety of needs. You’ll also find main-level laundry, an eat-in kitchen, a convenient mudroom off the entryway to store shoes and umbrellas, and split-unit heating and cooling for year-round comfort. Upstairs are three additional generously sized bedrooms, each offering great closet space, along with a second full bathroom and central air to keep the entire second level comfortable during the warmer months. It’s an ideal low-maintenance alternative to condo living, while still offering the privacy and flexibility of a single-family home within minutes walk to a playground, beaches, restaurants, coffee shops, the public ferry to Boston and yacht clubs. Don't miss out on your opportunity to own in gorgeous Winthrop by the Sea!

Property details

MLS #
73568640
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
43
On market date
August 26, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
N/A
Parking spaces
1
Lot size
0.04 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Arthur T. Cummings Elementary School
0.9 mi away · Grades 3-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
415
Student:teacher ratio
11.9:1
District
Winthrop
Middle
Winthrop Middle School
0.83 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
423
Student:teacher ratio
11.1:1
District
Winthrop
High
Winthrop High School
0.8 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
564
Student:teacher ratio
13.4:1
District
Winthrop

Walkability

Blended score for Winthrop's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

85
Highly walkable
out of 100
EPA National Walkability Index
18.2 / 20 -- Most walkable
Google Places amenity density
75 / 100
Restaurants & cafes20
Grocery stores1
Parks15
Schools7
Transit stops20
Pharmacies0

Market position

How this listing compares to current activity in Winthrop, from live MLS data.

On the market 43 days -- 36 fewer days than Winthrop's current average of 79 days.
For reference, the median list price across 229 active listings in Winthrop right now is $499,900.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$4,426/mo
$142,000 down
$568,000 loan
Principal & interest$3,684
Property tax (est.)$592
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 18 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.