Active
66 Sunnyside Ave
Winthrop, MA 02152
Residential Income · Active · MLS #73529063
Listing Courtesy of COM-PRO Real Estate Services, Inc | Mirna Orellana
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MLS PIN data
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!
Property information
Details at a glance
Interior
- Rooms
- 16
Building
- Style
- Multi Family
- Year built
- 1920
- Parking
- 2
- Foundation
- Brick/Mortar
- Roof
- Rubber
Land & utilities
- Lot size
- 0.12 acres
- Water
- Public
- Sewer
- Public Sewer
- Waterfront
- Y
- Zoning
- Res
Financial
- Annual taxes
- $9,928
- Assessment year
- 2026
Listing history
Price and status timeline
No additional public listing history was supplied for this property.
Property value estimate
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Comparable sales
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Local market context
How this home compares in Winthrop
Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.
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About 66 Sunnyside Ave
Can I schedule a private showing?
Yes. Request a tour of 66 Sunnyside Ave and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.