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50 Main StWinthrop, MA 02152

For Sale

$799,986

Smart Buyer Rebate $3,500

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.

Listed by Matt Tasgin

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United Brokers

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857-361-8584

Listed by Melissa Mejia

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United Brokers

Last updated June 07, 2026

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Source: MLSPin #73523937

Listing Facts

  • TypeMulti-family
  • NeighborhoodDowntown Winthrop
  • Bedrooms6
  • Bathrooms2
  • Days on Prevu20
  • Taxes$7,028/year
  • Size2,560 sqft
  • Price per sqft$312

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Parking

Location

Mortgage Calculator

Listing History

06/03/2026
Price Decreased
$799,986
05/26/2026
Listed by United Brokers
$829,986

Property Details for 50 Main St

Association

Amenities

  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Highway Access, House Of Worship, Public School

Exterior

Construction

  • Number Of Units Total: 2
  • Roof: Shingle
  • Stories: 2
  • Stories Total: 2
  • Year Built: 1850
  • Year Built Details: Actual
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters

Features

  • Fencing: Fenced
  • Patio And Porch Features: Deck - Wood
  • Road Frontage Type: Public
  • Waterfront Features: Ocean, 0 To 1/10 Mile To Beach, Beach Ownership(Public)

Measurements

  • Building Area Total: 2,560
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.13
  • Lot Size Area: 0
  • Lot Size Square Feet: 5,671
  • Lot Size Units: Acres

Financial

Residential Income

  • Gross Income: $57,600.00

Taxes

  • Parcel Number: M:0053 B:0009 L:0000,1423661
  • Tax Annual Amount: $7,028.00
  • Tax Assessed Value: $630,900.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Range, Refrigerator, Range Hood, Dishwasher
  • Flooring: Tile, Vinyl, Laminate, Hardwood
  • Interior Features: Ceiling Fan(s), Walk-In Closet(s), Bathroom With Tub, Bathroom With Shower Stall, Living Room, Kitchen, Mudroom

Measurements

  • Living Area: 2,560
  • Living Area Source: Public Record

Rooms

  • Basement: Unfinished
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 6
  • Rooms Total: 12

Parking

Parking

  • Open Parking Spaces: 8
  • Open Parking: Yes
  • Parking Features: Paved Drive, Off Street, Driveway, Paved
  • Parking Total: 8

Utilities

Equipment

  • Electric: 200+ Amp Service
  • Heating: Hot Water, Natural Gas, Baseboard, Electric
  • Has Heating: Yes
  • Laundry Features: Gas Dryer Hookup, Washer Hookup
  • Sewer: Public Sewer
  • Utilities: For Gas Range, For Gas Oven, For Gas Dryer, Washer Hookup
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this multi-family home have?

There are 6 bedrooms and 2 bathrooms in this multi-family home at 50 Main St.

Does this multi-family home have parking?

Yes, there are 8 parking spaces available for 50 Main St.

What are the annual taxes for 50 Main St?

Annual taxes for this multi-family home are estimated at $7,028.

How does 50 Main St compare to other multi-family homes in Downtown Winthrop?

This multi-family home is listed 41% below the average price for multi-family homes in Downtown Winthrop and has been on the market for 4 less days than the typical home in this area.

What is the square footage on this multi-family home?

According to the MLS, this listing is 2,560 sqft.

50 Main St is a 6-bedroom, 2-bath multi-family home for sale in Winthrop MA 02152. On Prevu for 20 days at $799,986. This includes a recent price decrease of $30,000. This home features 2,560 square feet of living space, located in Downtown Winthrop. The median listing price for multi-family homes in this area is $574,500. The home offers private outdoor space, dishwasher, and parking. View other multi-family home listings in Winthrop Town.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.