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Liriano Realty

For Sale · Multi-Family

66 Sunnyside Ave

Winthrop, MA 02152

Price cut: $199,112

$999,888

$1,199,000

$379 per sq ft

5
beds
2
baths
2,635
sq ft

Est. payment: $6,033/mo Estimated. Taxes and insurance included.

Lot (sq ft)
5,336
Year Built
1920
Type
Multi-Family
Status
For Sale
Property taxes (2026)
$9,928
Assessed value
$891,200
Days on Market
92

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!

Facts & features

Interior

Total rooms
16
Basement
Walk-Out Access, Interior Entry, Sump Pump, Concrete

Systems & utilities

Water
Public
Sewer
Public Sewer
Electric
Circuit Breakers, Individually Metered

Exterior & parking

Parking
Off Street, Paved
Total parking
2
Exterior features
Professional Landscaping
Patio & porch
Enclosed, Deck

Construction

Foundation
Brick/Mortar
Roof
Rubber
Year built
1920

Flood risk

Location

Map

Courtesy of COM-PRO Real Estate Services, Inc

MLS #: 73529063 · Updated: July 14, 2026

Listing data is provided in part by MLS PIN and PrimeMLS/NEREN and is for consumers' personal, non-commercial use. Information is deemed reliable but not guaranteed.