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100 Sargent Street

Winthrop, MA 02152

Offered at$1,450,000

Residential · Active · MLS #73499355
Listing Courtesy of Cottage Hill Real Estate | Elizabeth Ferrara

6Bedrooms
6Bathrooms
5,278Square feet
1910Year built

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MLS PIN data

About this home

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.

Property information

Details at a glance

Interior

Rooms
15
Heating
Hot Water, Natural Gas
Cooling
None
Flooring
Hardwood
Fireplaces
2

Building

Style
Single Family Residence
Year built
1910
Garage
1
Parking
8
Foundation
Other
Roof
Shingle

Land & utilities

Lot size
0.26 acres
Water
Public
Sewer
Public Sewer
Zoning
res

Financial

Annual taxes
$13,032
Assessment year
2026

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$1,571,976

Estimated range $1,442,134$1,701,818

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationaverage

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Winthrop

MetricThis propertyWinthrop
List price$1,450,000$607,500139% above local
Price / sq ft$275$52047% below local
Days on market45192% below local
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Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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Common questions

About 100 Sargent Street

Can I schedule a private showing?

Yes. Request a tour of 100 Sargent Street and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.