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$1,450,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 5,278 Sq. Ft.
  • 0.26 Acres
  • 1 Car Garage
  • Updated 1 day ago

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Open House: 11:00 AM - 1:00 PM

Saturday 4/11 11:00 AM - 1:00 PM

100 Sargent Street,Winthrop, MA 02152

100 Sargent StreetWinthropMA02152

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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.

Full Property Details for 100 Sargent St

General

  • Price: $1,450,000
  • Taxes: $13,032 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73499355
  • Updated: 4/9/2026
  • Added to Site: 2 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 6

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Attached, Paved Drive, Off Street, Paved

Location

  • County: Suffolk

Structural Information

  • Architectural Style: Other (See Remarks)
  • Basement: Yes
  • Square Feet: 5,278
  • Year Built: 1910

Lot Features

  • Lot Size (Acres): 0.26

Financial Considerations

  • Tax Amount: $13,032
  • Tax Year: 2026

Disclosures and Reports

  • Disclosures/Rstr.: Sale contingent on seller finding suitable housing.
  • Property ID: 4853105

Listed by Cottage Hill Real Estate, Elizabeth Ferrara

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Listing agent

— 100 Sargent St —

  • Elizabeth Ferrara

    Cottage Hill Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 100 Sargent St

School District:Winthrop School District
NameGradesDistance
Arthur T. Cummings Elementary School
40 Hermon Street, Winthrop, MA 02152
3-50.6 mi
William P. Gorman/Fort Banks Elementary School
101 Kennedy Drive, Winthrop, MA 02152
PK-21.2 mi
Winthrop Middle School, Winthrop, MA
60 Payson Street, Winthrop, MA 02152
6-80.9 mi
Winthrop Sr High School
400 Main Street, Winthrop, MA 02152
9-120.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 100 Sargent St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/09/2026
Listed
$1,450,000
480%
MLS
5/05/1997
Sold
$250,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 100 Sargent St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,032
-7%
$1,262,800
-6%
2024
$14,003
15%
$1,343,900
18%
2023
$12,177
4%
$1,138,000
14%
2022
$11,698
-2%
$994,700
6%
2021
$11,888
—
$937,500
—
2020
$11,831
2%
$937,500
6%
2019
$11,637
1%
$882,900
9%
2018
$11,480
5%
$810,700
7%
2017
$10,929
—
$758,400
6%
2016
$10,957
10%
$712,900
3%
2015
$9,959
12%
$694,500
22%
2014
$8,868
—
$569,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Cottage Hill Real Estate, Elizabeth Ferrara

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100 Sargent Street, Winthrop, MA 02152 (MLS# 73499355) is a Single Family property with 6 bedrooms, 5 full bathrooms and 1 partial bathroom. 100 Sargent Street is currently listed for $1,450,000 and was received on April 09, 2026. Want to learn more about 100 Sargent Street? Do you have questions about finding other Single Family real estate for sale in Winthrop? You can browse all Winthrop real estate or contact a Coldwell Banker agent to request more information.

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