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50 Main St, Winthrop MA 02152

Winthrop, MA 02152
$829,986
$799,986
Est. $4,831/month
6
Beds
2
Baths
2,560
Sq Ft
$312
Price/Sq Ft
0.13
Acres
1850
Year Built
8
Parking
40
Days on Market
Active Price Drop -$30,000 Listed May 26, 2026 • MLS# 73523937 Copied! • Updated Jun 7, 2026

About this home

Excellent opportunity to own a well-maintained 2-family property in the highly desirable seaside community of Winthrop! Perfect for investors, owner-occupants or multi-generational living, this spacious property offers two large units featuring 3 bedrooms,1 full bathroom, hardwood floors, generous living areas and a bonus office room! Separate utilities and washer/dryer hookups add convenience and value for both owners and tenants. The property also offers plenty off-street parking, a paved driveway, and a private outdoor area. Conveniently located near restaurants, shopping, public transportation, beaches, Logan Airport, and major highways, making commuting into Boston quick and easy. Strong rental demand in the area creates excellent income potential and long-term upside. Whether you are looking to expand your investment portfolio, generate steady rental income or occupy one unit while collecting rent from the other, this property checks all the boxes.

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Recently Sold Nearby

Property History

Market Insights

1
Price Changes
3.6%
Price Range

Property Timeline

Price Reduced
Jun 3, 2026
$799,986 $30,000 (-3.61%)
From $829,986 to $799,986 (-3.6%)
👁️
Showing Instructions Updated
Jun 1, 2026
New showing requirements
🏠
Listed for Sale
May 26, 2026
$829,986
Original listing
Agent: Matt Tasgin Office: United Brokers

Tax History

Year Taxes Assessment
2026 $7,028 $630,900

Financial Details

Annual Property Tax
$7,028
Tax Year 2026
Assessed Value
$630,900

Facts & Features

Home Facts

Type Residential Income
Style Multi Family
Year Built 1850
Living Area 2,560 sq ft
Lot Size 0.13 acres
Bedrooms 6
Full Baths 2
Total Rooms 12

Investment Metrics

Units 2
Unit 1 Rent $2,150/mo · Y
Unit 2 Rent $2,650/mo · Y
Total Monthly Rent $4,800/mo
Gross Income $57,600
Net Operating Income $57,600
Cap Rate 7.20%
Heating Hot Water, Natural Gas, Baseboard, Electric
Cooling None
Flooring Tile, Vinyl, Laminate, Hardwood
Appliances Range, Refrigerator, Range Hood, Dishwasher
Fireplace None
Basement Unfinished
Laundry Gas Dryer Hookup, Washer Hookup
Features Ceiling Fan(s), Walk-in Closet(s), Bathroom With Tub, Bathroom With Shower Stall, Living Room, Kitchen, Mudroom
Construction Frame
Architecture None
Roof Shingle
Features Rain Gutters
Pool None
Spa None
Fencing Fenced
Patio/Porch Deck - Wood
Features Paved Drive, Off Street, Driveway, Paved
Total Spaces 8
Electric 200+ Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Gas Oven, For Gas Dryer, Washer Hookup

Financial

Annual Tax $7,028
Assessed Value $630,900
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures The Information Herein May Contain Inaccuracies And Is Provided Without Warranty Or Guarantee Of Any Kind. Agents & Buyers Must Independently Verify Any Info They Deem Material Or Important To Their Purchase Or Any Offered Price Thereunder. Property Requires Flood Insurance.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Suffolk
Total market time (incl. prior listings) 12 days

Property Overview

Property Type
Multi Family
Listing Type
For Sale
Year Built
1850
Bedrooms
6
Full Bathrooms
2
Living Area
2,560 sq ft
Total Rooms
12
Stories
2
Levels
2

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring: Tile, Vinyl, Laminate, Hardwood
Appliances: Range, Refrigerator, Range Hood, Dishwasher
Interior Features: Ceiling Fan(s), Walk-In Closet(s), Bathroom With Tub, Bathroom with Shower Stall, Living Room, Kitchen, Mudroom
Windows:
Basement: Unfinished
Laundry: Gas Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Year Built: 1850
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Block, Stone
Stories: 2

Heating, Cooling & Utilities

Heating: Hot Water, Natural Gas, Baseboard, Electric
Heating Zones: 2
Cooling:
Cooling Zones: 2
Hot Water: Natural Gas
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Rain Gutters
Patio & Porch: Deck - Wood
Fencing: Fenced
Other Structures:
Lot Features:
Road Surface: Paved

Parking & Garage

Total Parking Spaces: 8
Parking Features: Paved Drive, Off Street, Driveway, Paved
School District
Winthrop School District local
C
School Safety 2024-25
0.3% Low
0.3% Suspensions
5.2% below state avg
E

Elementary Schools

3 schools
B-
Arthur T. Cummings Elementary School
0.5 mi | #453 of 824 | Score: 46.0
Improved 101 spots from last year
-12.2 below state avg
467 students Less Diverse
Rising School Strong Attendance
Grades 03-05
William P. Gorman/Fort Banks Elementary School
0.7 mi
487 students Less Diverse
Grades PK-02
F
Guild Elementary School
0.7 mi | #789 of 824 | Score: 29.4
Dropped 218 spots from last year
-28.8 below state avg
259 students Less Diverse
Grades PK-06
M

Middle Schools

3 schools
B+
Winthrop Middle School
0.7 mi | #119 of 352 | Score: 47.4
Dropped 26 spots from last year
-10.8 below state avg
439 students Less Diverse
Grades 06-08
C
Garfield Middle School
1.4 mi | #264 of 352 | Score: 35.1
Dropped 12 spots from last year
-23.1 below state avg
542 students Moderate
Grades 06-08
D
Clark Avenue School
2.2 mi | #329 of 352 | Score: 28.3
Improved 32 spots from last year
-29.9 below state avg
673 students Less Diverse
Rising School
Grades 05-08
H

High Schools

3 schools
C+
Winthrop High School
0.7 mi | #241 of 346 | Score: 47.2
Dropped 112 spots from last year
-11 below state avg
568 students Less Diverse
18 sports • 1,118 athletes
College Ready Curriculum Strong Athletics
Grades 09-12
D
CityLab Innovation High School
0.9 mi | #327 of 346 | Score: 28.4
Improved 14 spots from last year
-29.8 below state avg
117 students Moderate
College Ready Curriculum
Grades 09-12
C-
East Boston High School
2.2 mi | #305 of 346 | Score: 37.3
Improved 31 spots from last year
-20.9 below state avg
1,252 students Less Diverse
14 sports • 584 athletes
Early College Program Rising School
Grades 07-12
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Including down payment
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $586
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

50 Main St, Winthrop MA 02152

Winthrop, MA 02152

Listing Information

Listing Agent Matt Tasgin
Listing Office United Brokers
Office Phone 781-629-2258
Agent MLS ID CN238940
Office MLS ID BB9067
Listing Data Updated Jun 7, 2026 4:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steven Novak
BMN Boston Real Estate
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BMN Boston Real Estate

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