Active
154 Days on market
100 Sargent Street Winthrop — Photo 1 of 38

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.

Immersive Experience

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$275/sqft
Local Avg (Winthrop)$455/sqft
40% BelowMarket Average

* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Winthrop, MA.

Property Details

Financials

Original Price$1,450,000
Annual Taxes$13,032

Parking

Garage1
Off-Street8

Interior Specifications

Total Rooms15
Fireplaces2
FlooringHardwood
BasementFull, Partially Finished, Interior Entry

Climate & Utilities

HeatingHot Water, Natural Gas
CoolingNone
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationOther
Zoningres

Property & Lot

Acres0.26
SqFt Lot11,307
Lot FeaturesCorner Lot

Amenities & Appliances

Gas Water Heater • Range • Dishwasher • Refrigerator

Neighborhood

Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf

Geography

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

2,527 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)

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 Provided By

Listing Agent: Elizabeth Ferrara

Listing Office: Cottage Hill Real Estate

MLS® Number: 73499355

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