100 Sargent Street Winthrop — Photo 1 of 38
$1,450,000
100 Sargent Street, Winthrop, MA 02152
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.
Key facts
It was listed on April 9, 2026. The annual property taxes are $13,032 (2026 tax year). It sits on a 0.26-acre (11,307 sq ft) lot.
Immersive Experience
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 • Range • Dishwasher • Refrigerator
Neighborhood
Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf
Geography
Questions about this home
When was 100 Sargent Street, Winthrop listed?
100 Sargent Street, Winthrop was listed on April 9, 2026.
Has the price of 100 Sargent Street, Winthrop changed?
The price hasn't changed since it was listed at $1,450,000.
What are the property taxes for 100 Sargent Street, Winthrop?
The annual property taxes for 100 Sargent Street, Winthrop are $13,032 (2026 tax year).
How big is the lot at 100 Sargent Street, Winthrop?
100 Sargent Street, Winthrop sits on a 0.26-acre (11,307 sq ft) lot.
What is the status of 100 Sargent Street, Winthrop?
100 Sargent Street, 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: 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
