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Street View
$999,888
Monthly Est:$4,977
5 Beds
- 2 Baths
2 full baths
2,635sqft
66 Sunnyside Ave, Winthrop, MA 02152
$999,888
$4,977/moEst:
Get Pre-Approved
Multi Family
Built in 1920
$-- HOA
0.12 acre lot
$379/sq.ft
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!
- Houzeo last checked: 10 minutes ago
- Listing updated: July 14, 2026 at 7:05 am
- Listing Provided by: Mirna Orellana (617) 650-7187 | COM-PRO Real Estate Services, Inc (617) 381-9010
- Source: MLS Property Information Network-MA | MLS#: 73529063

Property Details
Status
Active
Type
Multi Family
No. of Stories
3
County
City
Neighborhood
--
Year Built
1920
HOA Fees
-
Finished Area
2,635 sqft
Lot Size
0.12 acre lot
Basement Area
- sqft
MLS Name
MLS Property Information Network
MLS Number
73529063
MLS Status
Active
Days on Market
129

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 2
Interior
Sewer
Public Sewer
Exterior Features
Professional Landscaping
Construction
Year Built
Year Built: 1920
Home type
Multi Family
Roof
Rubber
Foundation Details
Brick/mortar
Utilities & Energy
Water Source
Public
Basement
Walk Out Access, Interior Entry, Sump Pump, Concrete
Electric
Circuit Breakers, Individually Metered
Parking Features
Off Street, Paved
Other Features
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
Lot Features
Other
Patio And Porch Features
Enclosed, Deck
Price History
| Date | Event | Price |
|---|---|---|
07/10/2026 Source: | Price Decreased | $999,888 -16.61% $379/sqft |
06/03/2026 Source: | Listed for Sale | $1,199,000 +31.04% $455/sqft |
04/08/2024 Source: | Price Increased | $915,000 +1.67% $347/sqft |
04/08/2024 Source: | Sold | $900,000 $342/sqft |
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Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 11, 2026, 03:15AM. 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 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 or leasing 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 or leasing. 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. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.
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