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$999,888
116 Days On Site

66 Sunnyside Ave
Winthrop, MA 02152

For Sale|Multi Family|Active
5
Beds
2
Total Baths
2
Full Baths
2,635
SqFt
$379
/SqFt
1920
Built
County:
Suffolk
66 Sunnyside Ave66 Sunnyside Ave66 Sunnyside Ave66 Sunnyside Ave
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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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Listing Snapshot
Price 
$999,888
Days On Site 
116 Days
Bedrooms 
5
Inside Area (SqFt) 
2,635 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.12 Acres
Year Built 
1920
MLS® Number 
73529063
Status 
Active
Property Tax 
$9,928
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
3 weeks agoListing updated with changes from the MLS®
3 months agoPrice changed to $999,888
3 months agoStatus changed to Active
4 months agoListing first seen on site
General Features
Acres 
0.12
Disclosures 
Property is located in a flood zone. Basement is equipped with a sump pump system. The seller reserves the right to accept an offer at any time
Foundation 
Brick/Mortar
Number Of Stories 
3
Parking 
Off StreetPaved
Parking Spaces 
2
Property Sub Type 
Multi Family
Sewer 
Public Sewer
SqFt Above 
2635
SqFt Total 
2635
Water Source 
Public
Zoning 
Res
Interior Features
Appliances 
Gas Water Heater
Basement 
Walk-Out AccessInterior EntrySump PumpConcrete
Electric 
Circuit Breakers
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Exterior Features
Fencing 
Fenced
Lot Features 
OtherLandscapedWaterfront
Patio And Porch 
EnclosedDeck
Roof 
Rubber
View 
BayHarborOceanWater
Waterfront 
Yes
Waterfront Features 
Ocean FrontWaterfront
Waterview 
BayHarborOceanWater
Community Features
MLS Area 
Cottage Park
Listing courtesy of Mirna Monterrosa Orellana of COM-PRO Real Estate Services, Inc



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, landlords, 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, leasing or renting 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, leasing or renting. 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.

Last checked 2026-09-27 04:41 PM UTC

Neighborhood & Commute
Source: Walkscore
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