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5 Beds
2 Baths
2,635 sqft

$999,888

66 Sunnyside Ave, Winthrop MA, 02152

Price per sqft$379.46
Built in1920
Property size2,635 sqft
Property typeMulti-family

Overview

Active

Listed Jun 3, 2026

Updated Sep 4

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!

$6,652/mo

Est. mortgage payment based on a $999,888 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
73529063

Interior Features

Bedrooms
5
Bathrooms
2
Basement
Yes

Exterior Features

Lot Size
0.12 Acres

Other Property Details

Taxes
$9,928
Tax Frequency
Annually
Waterfront
Yes
55+/Senior Community
No

This listing is provided by Mirna Monterrosa Orellana with COM-PRO Real Estate Services, Inc

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Data last updated 4:46 AM UTC, 9/4/2026

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