50 Main St Winthrop, MA ^$ 829,986

50 Main St

^$ 829,986

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Recently Listed

Open House 5/29 5pm - 6:30pm

50 Main St

Winthrop, MA, 02152

^$ 829,986

Bedrooms6 Baths2.0 Sq 2,560

Monthly Estimate*

^$ 5,110

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Multi-Family Home for sale in Winthrop, MA

for $829,986 with 6 bedrooms and 2 full baths. This 2,560 square foot home was built in 1850 on a lot size of 0.13.

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.

Open House

5/29/2026 5:00 PM - 6:30 PM

5/31/2026 11:00 AM - 12:30 PM

50 Main St Winthrop, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Multi-Family Active

Price

^$ 829,986

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 7,028

Style

Multi Family

Lot Size

0.13

Year Built

1850

Town/City

Winthrop

County/Region

Suffolk

MLS | Web ID

73523937

List By

Matt Tasgin

Listing Agent

United Brokers

Broker

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$5,696

Per Month

Monthly Principal & Interest: $5,110
Monthly Property Taxes: $586
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Multi-family listings in Winthrop, MA

Average List Price ^$1,269,747

Percent of Sale Price 53%

About Winthrop, MA

17,967 Population

-2% Since 2002

^$65,929 Median Income

46.08 Median Age

21% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
5/26/2026	$829,986		Listed Price

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50 Main St, Winthrop, MA, 02152 is a Multi-Family Home for sale at $829,986 with 2,560 sqft and a lot size of 0.13. 50 Main St has 6 bedrooms, 2.0 baths, and was built in 1850. The property's zip code is 02152 which is in Winthrop, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 5/28/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 or leasing 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 or leasing. 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.

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50 Main St

Multi-Family Home for sale in Winthrop, MA

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