Recently Listed Open House 8/15 11am - 1pm
21 Hutchinson
Winthrop, MA, 02152 $ 1,260,000
Bedrooms4 Baths4.2 Sq 3,705 Monthly Estimate*
$ 7,956
for $1,260,000 with 4 bedrooms and 4 full baths, 2 half baths. This 3,705 square foot home was built in 1900 on a lot size of 0.11.
Completely renovated from its core with quality craftsmanship throughout, this exceptional two-family home blends modern luxury with the relaxed coastal lifestyle that makes Winthrop so special. Thoughtfully designed for comfortable everyday living, each residence spans two levels and offers its own distinctive layout, allowing for privacy and versatility whether you’re looking for a multi-generational home, an investment opportunity, or a place to live while generating additional income. Both units feature bright, open living spaces and beautifully finished white kitchens with upgraded cabinetry, modern appliances, quartz countertops and backsplash, and timeless finishes. Every bedroom offers the privacy of ensuite bathrooms and walk-in closets, with an additional half bath in each unit for visiting guests. High ceilings, hardwood flooring, in-unit laundry, central air with Ecobee smart thermostats add to the comfort and convenience of each home. Dedicated garage parking for each unit, along with electric vehicle charging stations—add an incredibly rare feature that adds both convenience and modern functionality. Located within walking distance of some of Winthrop’s favorite neighborhood spots for coffee, lunch, and dinner, this home also provides easy access to transportation and major routes into Boston and beyond. And when it’s time to slow down, Winthrop Beach is just moments away, offering the perfect backdrop for a morning walk along the shoreline, a relaxing beach day, or simply taking in the ocean breeze. Modern finishes, versatile living, exceptional parking, and a coveted coastal setting come together in this truly special two-family home. Whether you’re looking to live, invest, or create a home for multiple generations, this is an opportunity to enjoy the best of Winthrop while having the flexibility a two-family property provides.
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Open House
8/15/2026 11:00 AM - 1:00 PM
8/16/2026 10:00 AM - 12:00 PM
21 Hutchinson Winthrop, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
Multi-Family Active2 Family - 2 Units Up/Down
List ByAtiyeh CassidyListing Agent
Affordability Calculator
- Monthly Principal & Interest
- $7,956
- Monthly Property Taxes
- $776
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyMulti-family listings in Winthrop, MA
Average List Price $1,285,377
Percent of Sale Price 2%
About Winthrop, MA 17,967 Population
-2% Since 2002
$ 65,929 Median Income
46.08 Median Age
21% Households with Children
Trends Information provided by ATTOM Data Solutions.
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Pricing History| Date | Price | Price Change | Description |
|---|
| 8/14/2026 | $1,260,000 | | Listed Price |