
100 Sargent Street Winthrop — Photo 1 of 38
$1,450,000
Winthrop, MA 02152 — Cottage Park
Beds
6
Baths
5.5
SqFt
5,278
Style
Single Family
Built
1910
Set on a highly desirable corner lot at Sargent & Johnson Ave, this truly one of a kind home offers exceptional space and versatility. Welcoming foyer opens to a spacious living room, while the dining room features a covered porch with ocean views perfect for enjoying sunset evenings. The first floor also includes a bedroom and full bath, plus a kitchen with direct access to the backyard and one of two driveways. Just off the kitchen, a stunning glass walled sitting room overlooks the home’s standout feature: a large 40K gallon indoor in-ground pool. Additional highlights include a generous garage with expansion potential above. Second floor offers multiple baths, including a primary suite with private bath. The third floor functions well as an in-law suite with its own bedroom, full bath, and living area. Previously operated as a successful legal bed and breakfast, this property presents endless possibilities. Updates include roof 2023, newer pool liner. Perfect opportunity for ADU.
* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Winthrop, MA.
Gas Water Heater • Range • Dishwasher • Refrigerator
Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf
18,759
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$116K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
43.1%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
2,527 housing units permitted in the last 12 months (+37% vs the prior 12 months) — 2,269 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
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: 900 sq ft (the lesser of 900 sq ft or half the 5,278 sq ft principal dwelling). Lot size: 11,307 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: Elizabeth Ferrara
Listing Office: Cottage Hill Real Estate
MLS® Number: 73499355
Explore other active listings in the area.