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66 Sunnyside Ave, Winthrop, MA 02152

Winthrop
Local realty services provided by:CENTURY 21 Custom Home Realty
66 Sunnyside Ave,Winthrop, MA 02152
$999,888
  • 5 Beds
  • 2 Baths
  • 2,635 sq. ft.
  • Multi-family
  • Active
Listed by: mirna orellana, mirna orellana
Office: com-pro real estate services, inc
MLS#:73529063
Source:MLSPIN

Price summary

  • Price:$999,888
  • Price per sq. ft.:$379.46

About this home

NEWLY PRICED! PRICED TO SELL! Rare waterfront two-family in Winthrop's sought-after Cottage Park neighborhood, offering stunning views of the Bay, Harbor, marsh, and ocean, a lifestyle feature you simply can't replicate at this price point. Built in 1920, this classic 2,635 sq ft two-story home sits on a 5,227 sq ft lot just steps from the beach. A perfect opportunity for first-time buyers or savvy investors. Unit 1 rents for $3,100/mo and Unit 2 for $4,000/mo, generating $85,200 in gross annual income with a net of $76,900. Five bedrooms, two full baths, and a versatile layout ideal for extended families. The property features an enclosed porch, deck, fenced yard, professional landscaping, and individually metered electric. Minutes from downtown Boston via Rt. 1A. Don't miss this opportunity; schedule your private showing today!

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Home facts

  • Year built:1920
  • Listing ID #:73529063
  • Updated:July 25, 2026 at 10:45 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:2
  • Full bathrooms:2
  • Rooms Total:16
  • Basement Description:Concrete, Interior Entry, Sump Pump, Walk-Out Access
  • Living area:2,635 sq. ft.

Structure and exterior

  • Roof:Rubber
  • Year built:1920
  • Building area:2,635 sq. ft.
  • Lot area:0.12 Acres
  • Exterior Features:Deck, Enclosed, Professional Landscaping
  • Foundation Description:Brick/Mortar

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$999,888
  • Price per sq. ft.:$379.46
  • Tax amount:$9,928 (2026)

Parking

  • Total parking spaces:2
  • Parking description:Off Street, Paved
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. MLSPIN Member Broker: Deborah Flanagan

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