Search
50 Main Street, Winthrop, MA, 02152
Well-Maintained Two-Family Duplex

50 Main Street Winthrop, MA 02152

For Sale
$799,986

Two spacious 3-bedroom units with separate utilities, off-street parking, and private outdoor space in Winthrop.

Property Size2,560 SF
Price / SF$312.49
Days on Market90

Property Features for 50 Main Street

General Information

Standard status Active
Size 2,560 SF
Property subtype Multi-family

Building Details

Year Built 1850
Listing Agency: United Brokers
Listed By: Matt Tasgin
Source: Campionre
Added: May 1 Changed: Jul 10 Last Checked: Jul 26 at 10:35PM

Displayed information is deemed reliable but is not guaranteed and should be independently verified. All listing content including descriptions, pricing, images are the copyrighted material of United Brokers

Investment Insights

Based on property information with market context.

This well-maintained two-family duplex offers two separate units, each laid out with three bedrooms, one full bathroom, hardwood floors, and generous living areas. Both units also include a bonus office room, providing flexibility for work-from-home needs or additional living space. Practical in-unit convenience is supported by washer/dryer hookups, and the property is set up with separate utilities to serve occupants with less shared responsibility. Outside, the duplex includes a paved driveway, plenty of off-street parking, and a private outdoor area.

Located on Main Street in Winthrop, the property benefits from proximity to everyday amenities including restaurants, shopping, public transportation, and beaches. It also offers convenient access for commuters heading toward Logan Airport and major highways.

The layout and separate utilities make this duplex a strong fit for owner-occupants seeking rental support, as well as investors looking for a straightforward, two-unit configuration. With two sizable residential units and dedicated infrastructure for each side, it can accommodate multi-generational living arrangements while preserving privacy and functional separation between households.

Key Highlights

  • 2‑family property built in 1850 in Winthrop.
  • Two spacious units with 3 bedrooms each and 1 full bathroom.
  • Separate utilities plus washer/dryer hookups for added convenience.

Financial Insights For Multifamily LT 5

Simulate Cap Rate and NOI

NOI Build-Up
Vacancy
income lost from leasable area expected to sit empty during the year — subtracted from gross rent.
EGI (Effective Gross Income)
gross rent minus vacancy losses — the realistic income before paying operating costs.
OpEx (Operating Expenses)
recurring costs to operate the property (property tax, insurance, utilities, maintenance, management) — excludes financing and capital improvements.
NOI (Net Operating Income)
income a property generates after operating costs but before financing and taxes.

Component $ $/SF
Gross rent $73.7k $28.80
− Vacancy −$4.1k −$1.58
EGI $69.7k $27.22
− OpEx −$20.9k −$8.16
NOI $48.8k $19.05
2,560 SF · lease $28.80/SF/yr · vacancy 5.50% · expense 30.00%

Alternative Uses

Best Use
Multifamily LT 5
$696.7K
$609.6K – $812.9K (±1% cap)
NOI $48,771 @ 7.0% cap · market cap 6.10%
Second Best
Apartment 5plus
$635.3K
$555.9K – $741.2K (±1% cap)
NOI $44,470 @ 7.0% cap · market cap 5.56%
Theoretical Best
Office A
$1.52M
$1.33M – $1.77M (±1% cap)
NOI $106,086 @ 7.0% cap · market cap 13.26%
Zoning and permitted uses should be independently verified with authorities.

Property Analytics

Property Profile Location Intelligence

Current Use

Duplexes

Suggested Use

Top Pick Law Firm Real Estate Agency Dental Office Pharmacy Building Supply Big Box & Wholesale Store

Zoning and permitted uses should be independently verified with authorities.

Frequently Asked Questions

What type of property is this?
Duplex - Two spacious 3-bedroom units with separate utilities, off-street parking, and private outdoor space in Winthrop.
Where is this duplex located?
The property is located at 50 Main Street Winthrop, MA.
What is the asking price?
The asking price for this property is $799,986.
What are key features of this property?
This property features: 2‑family property built in 1850 in Winthrop.; Two spacious units with 3 bedrooms each and 1 full bathroom.; Separate utilities plus washer/dryer hookups for added convenience.
More about this property
Thanks! Your message was sent.
Error! Your message wasn't sent.
Please enter your name
Please enter email
Please enter the email in the correct format
Please enter phone
Please enter the number in the correct format
Please enter message