66 Sunnyside Ave Winthrop, MA ^$ 1,199,000

66 Sunnyside Ave

^$ 1,199,000

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Open House 6/6 11am - 1pm

66 Sunnyside Ave

Winthrop, MA, 02152

^$ 1,199,000

Bedrooms4 Baths2.0 Sq 2,635

Monthly Estimate*

^$ 7,382

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Multi-Family Home for sale in Winthrop, MA

for $1,199,000 with 4 bedrooms and 2 full baths. This 2,635 square foot home was built in 1920 on a lot size of 0.12.

Discover a unique opportunity at 66 Sunnyside Ave in Winthrop, MA, a 1920 multi-family property offering 2635 square feet of living space. This two-story residence, set on a generous 5227 square foot lot, presents an exceptional blend of classic charm and potential for contemporary living. The property features a total of five bedrooms, providing ample private spaces for residents. Two full bathrooms are thoughtfully integrated throughout the home, ensuring convenience and functionality for multiple occupants. This multi-family dwelling offers a versatile layout, ideal for extended family living or as an income-generating asset. Imagine the possibilities for creating distinct living areas within its expansive footprint. To truly appreciate the lifestyle and potential this property offers, schedule your private viewing today.

Open House

6/6/2026 11:00 AM - 1:00 PM

66 Sunnyside Ave 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

^$ 1,199,000

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 9,928

Style

Multi Family

Lot Size

0.12

Year Built

1920

Town/City

Winthrop

County/Region

Suffolk

MLS | Web ID

73529063

List By

Mirna Orellana

Listing Agent

Com-Pro Real Estate Services, Inc

Broker

Affordability Calculator

$8,210

Per Month

Monthly Principal & Interest: $7,382
Monthly Property Taxes: $827
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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Trends

Multi-family listings in Winthrop, MA

Average List Price ^$1,186,248

Percent of Sale Price 1%

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
6/3/2026	$1,199,000		Listed Price

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66 Sunnyside Ave, Winthrop, MA, 02152 is a Multi-Family Home for sale at $1,199,000 with 2,635 sqft and a lot size of 0.12. 66 Sunnyside Ave has 4 bedrooms, 2.0 baths, and was built in 1920. 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 6/5/2026.

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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66 Sunnyside Ave

Multi-Family Home for sale in Winthrop, MA

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