1 / 42
INVESTMENT SNAPSHOT
About this property
Discover a unique opportunity at 66 Sunnyside Ave in Winthrop, MA, a 1920 multi-family property offering 2635 square feet of living space. This two-story residence, set on a generous 5227 square foot lot, presents an exceptional blend of classic charm and potential for contemporary living. The property features a total of five bedrooms, providing ample private spaces for residents. Two full bathrooms are thoughtfully integrated throughout the home, ensuring convenience and functionality for multiple occupants. This multi-family dwelling offers a versatile layout, ideal for extended family living or as an income-generating asset. Imagine the possibilities for creating distinct living areas within its expansive footprint. To truly appreciate the lifestyle and potential this property offers, schedule your private viewing today.
Property details
| Units | 2 |
| Living area | 2,635 sqft |
| Lot size | 5,336 sqft |
| Year built | 1920 |
| Price / sqft | $455 |
| County | Suffolk |
| MLS # | 73529063 |
Listing status
| Days on market | 4 days |
| Listed on | June 3, 2026 |
Taxes & financials
| Annual property tax | $9,928 |
| Tax year | 2026 |
| Assessed value | $891,200 |
| Zoning | Res |
| Gross income (actual) | $85,200/yr |
| Net operating income (actual) | $76,900/yr |
| Total actual rent | $7,100/mo |
| Insurance expense | $3,200/yr |
Building & lot
| Stories | 3 |
| Total rooms | 16 |
| Lot size | 0.12 acres |
| Garage spaces | 0 |
| Parking spaces | 2 |
| Parking | Off Street, Paved |
| Basement | Walk-Out Access, Interior Entry, Sump Pump, Concrete |
| Foundation | Brick/Mortar |
| Roof | Rubber |
Utilities & systems
| Sewer | Public Sewer |
| Water | Public |
Location
More about investing in Winthrop →
Listing courtesy of COM-PRO Real Estate Services, Inc — Mirna Orellana. Listing data © MLS PIN.
Interested in this one?
Questions & answers
Auto-generated from the listing data — richer AI answers coming with the live site.
How many units does 66 Sunnyside Ave, Winthrop MA 02152 have?
It is a 2-unit multi-family property with 2,635 sqft of living area, built in 1920.
How long has 66 Sunnyside Ave, Winthrop MA 02152 been on the market?
66 Sunnyside Ave, Winthrop MA 02152 has been listed for 4 days (since June 3, 2026).
What is the price per unit?
At a list price of $1,199,000 across 2 units, that works out to roughly $599,500 per unit.
What are the property taxes on 66 Sunnyside Ave, Winthrop MA 02152?
Annual property taxes are $9,928 (2026), on an assessed value of $891,200.
What is the price per square foot?
At $1,199,000 for 2,635 sqft, that's about $455 per square foot.
Is there parking?
2 total parking spaces (off street, paved).
Where is this property located?
66 Sunnyside Ave, Winthrop MA 02152 is in Winthrop, Suffolk County, MA 02152.
