66 Sunnyside Ave, Winthrop, MA 02152
See all 42 photos
66 Sunnyside Ave, Winthrop, MA 02152
66 Sunnyside Ave, Winthrop, MA 02152
66 Sunnyside Ave, Winthrop, MA 02152
66 Sunnyside Ave, Winthrop, MA 02152
REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your agent will contact you to discuss available opportunities.
In-PersonVirtual Tour
John J. Dean Jr.

John J. Dean Jr.

+1(617) 553-1926
$ 999,888
Est. payment /mo
Save
Price Dropped by $199K

66 Sunnyside Ave Winthrop, MA 02152

5 Beds

2 Baths

2,635 SqFt

UPDATED:

Key Details

Property Type Multi-Family

Sub Type Multi Family

Listing Status Active

Purchase Type For Sale

Square Footage 2,635 sqft

Price per Sqft $379

MLS Listing ID 73529063

Bedrooms 5

Full Baths 2

Year Built 1920

Annual Tax Amount $9,928

Tax Year 2026

Lot Size 5,227 Sqft

Acres 0.12

Property Sub-Type Multi Family

Property Description

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!

Location

State MA

County Suffolk

Area Cottage Park

Zoning Res

Direction Sunnyside Ave

Rooms

Basement Walk-Out Access, Interior Entry, Sump Pump, Concrete

Exterior

Exterior Feature Professional Landscaping

Fence Fenced

Waterfront Description Waterfront,Bay,Ocean,1/10 to 3/10 To Beach,Beach Ownership(Public)

Roof Type Rubber

Total Parking Spaces 2

Garage No

Building

Lot Description Other

Story 3

Foundation Brick/Mortar

Sewer Public Sewer

Water Public

Others

Senior Community false

Listed by COM-PRO Real Estate Services, Inc

NEARBY SCHOOLS & PROPERTIES

John J. Dean Jr.

John J. Dean Jr.

Real Estate Advisor | License ID: 9512783

+1(617) 553-1926

GET MORE INFORMATION

Name
Phone*
Message

By checking this box, I agree by electronic signature to the Electronic Disclosure Consent Agreement; to receive recurring marketing communication from or on behalf of John J. Dean Jr., including auto-dialed calls, texts, and artificial/prerecorded voice messages (message frequency varies; data rates may apply; reply "STOP" to opt-out of texts or "HELP" for assistance); and to the Terms of Service and Privacy Policy of this website. Consent not required to make a purchase. I understand that I can call to obtain direct assistance.

Go tour this home

66 Sunnyside Ave

NEIGHBORHOODS
There are 24 quick searches