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$749,900

  • For Sale
  • Active
  • Multi-Family
  • 2 Units
  • 6 Total Beds
  • 0.06 Acres
See This Home
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Traditional two-family home featuring two spacious 3-bedroom apartments. Recently upgraded with a new roof and windows, as well as newer vinyl siding, gas FHA heating units, and updated electrical service. While the interior of both units requires a complete makeover, this property holds immense potential. A similar home just a few doors down recently sold for $885,000. Conveniently located approximately 100 yards from the bus stop offering access to the T for a quick commute to Boston. Situated in Winthrop by the Sea, residents enjoy proximity to Boston via the T, car, or water shuttle. The area boasts a variety of quality restaurants, bistros, coffee shops, a golf course, three yacht clubs, three marinas, newly constructed schools, public beaches, and scenic seaside walking and biking paths. There are numerous public and private sporting activities for children. Ideal for an owner-occupant seeking rental income to offset the mortgage or for an investor looking to capitalize

Full Property Details for 441 Winthrop St

General

  • Price: $749,900
  • Taxes: $6,548 (2025)
  • Status: Active
  • Type: Multi-Family
  • MLS ID: 73448443
  • Updated: 12/22/2025
  • Added to Site: 79 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 6

Parking

  • Parking Features: On Street

Location

  • County: Suffolk

Structural Information

  • Basement: Yes
  • Stories/Levels: 2
  • Square Feet: 2,454
  • Year Built: 1910

Lot Features

  • Lot Size (Acres): 0.06

Financial Considerations

  • Tax Amount: $6,548
  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: All information is as of the MLS entry date and subject to change. Buyer agents should use all due diligence and verify all information for their buyer. Seller and Seller's agent make no guarantees or warranties.
  • Property ID: 1423919

Listed by Compass, Highland Group and Jonathan Polino

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Listing agents

— 441 Winthrop St —

  • Highland Group

    Compass

  • Jonathan Polino

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 441 Winthrop St

School District:Winthrop School District
NameGradesDistance
William P. Gorman/Fort Banks Elementary School
101 Kennedy Drive, Winthrop, MA 02152
PK-20.2 mi
Arthur T. Cummings Elementary School
40 Hermon Street, Winthrop, MA 02152
3-50.4 mi
Winthrop Middle School, Winthrop, MA
60 Payson Street, Winthrop, MA 02152
6-80.2 mi
Winthrop Sr High School
400 Main Street, Winthrop, MA 02152
9-120.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 441 Winthrop St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/18/2025
Price Reduced
$749,900
-6.25%
MLS
10/28/2025
Listed
$799,900
—
MLS
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 441 Winthrop St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,548
7%
$634,500
8%
2024
$6,148
-4%
$590,000
-1%
2023
$6,373
2%
$595,600
12%
2022
$6,267
2%
$532,900
10%
2021
$6,123
2%
$482,900
2%
2020
$5,974
2%
$473,400
6%
2019
$5,869
3%
$445,300
11%
2018
$5,699
11%
$402,500
13%
2017
$5,152
6%
$357,500
13%
2016
$4,882
8%
$317,600
1%
2015
$4,504
3%
$314,100
12%
2014
$4,353
—
$279,400
—
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.

Estimate the Cost for 441 Winthrop St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Compass, Highland Group and Jonathan Polino

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441 Winthrop St., Winthrop, MA 02152 (MLS# 73448443) is a Multi-Family property with 2 units containing 6 bedrooms and 2 full bathrooms. 441 Winthrop St. is currently listed for $749,900 and was received on October 28, 2025. Want to learn more about 441 Winthrop St.? Do you have questions about finding other Multi-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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