
542 Shirley St Winthrop — Photo 1 of 27
$710,000
542 Shirley St, Winthrop, MA 02152
Winthrop, MA 02152
Beds
4
Baths
2
SqFt
1,193
Style
Single Family
Built
1890
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!
Key facts
It was listed on August 26, 2026. The annual property taxes are $6,475 (2026 tax year). It sits on a 0.04-acre (1,740 sq ft) lot.
Open Houses
Market Value Analysis
* Analysis is based on 22 actively listed and recently sold comparable properties strictly within Winthrop, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstKitchen
Lvl FirstPrimary Bedroom
Lvl SecondBedroom 2
Lvl FirstBedroom 3
Lvl SecondBedroom 4
Lvl SecondBathroom 1
Lvl FirstBathroom 2
Lvl SecondQuestions about this home
When was 542 Shirley St, Winthrop listed?
542 Shirley St, Winthrop was listed on August 26, 2026.
Has the price of 542 Shirley St, Winthrop changed?
The price hasn't changed since it was listed at $710,000.
What are the property taxes for 542 Shirley St, Winthrop?
The annual property taxes for 542 Shirley St, Winthrop are $6,475 (2026 tax year).
How big is the lot at 542 Shirley St, Winthrop?
542 Shirley St, Winthrop sits on a 0.04-acre (1,740 sq ft) lot.
What is the status of 542 Shirley St, Winthrop?
542 Shirley St, Winthrop is actively listed for sale.
Population
18,759
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$116K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
43.1%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Suffolk County
2,337 housing units permitted in the last 12 months (+13% vs the prior 12 months) — 2,062 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 597 sq ft (the lesser of 900 sq ft or half the 1,193 sq ft principal dwelling). Lot size: 1,740 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Christine D'Ambrosio
Listing Office: Bowdoin Real Estate Partners
MLS® Number: 73568640









