50 Main St, Winthrop MA 02152
Winthrop, MA 02152
$829,986
$799,986
Est. $4,831/month
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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
Showing Instructions Updated
Jul 15, 2026
New showing requirements
Showing Instructions Updated
Jul 12, 2026
New showing requirements
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
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/15/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 07/12/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 06/03/2026 | ↓ Price Reduced | $799,986 | $30,000 | - | From $829,986 to $799,986 (-3.6%) |
| 06/01/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 05/26/2026 | 🏠 Listed for Sale | $829,986 | - | - | Original listing |
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%
Interior
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
Exterior
Construction
Frame
Architecture
None
Roof
Shingle
Features
Rain Gutters
Pool
None
Spa
None
Fencing
Fenced
Patio/Porch
Deck - Wood
Parking
Features
Paved Drive, Off Street, Driveway, Paved
Total Spaces
8
Utilities
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
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
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.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Suffolk
Total market time (incl. prior listings)
76 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
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,560 sq ft above grade
Display Options
Outdoor Areas
Patio & porchDeck - Wood
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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
Nearby Schools
School District
Winthrop School District local
C
School Safety
2024-25
0.3%
Low
0.3%
Suspensions
5.2% below state avg
Elementary Schools
2 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
Middle Schools
1 school
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
High Schools
1 school
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
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Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
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
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
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
Aug 10, 2026 3:05 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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