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21 Hutchinson St

Winthrop Highlands, Winthrop, MA 02152
$1,260,000
4 Beds
4/2 Baths
3,705 Living Area
  • Property Description
    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.
  • Highlights
    • Area: Winthrop Highlands
    • Heating: Forced Air, Natural Gas
    • Parking Spots: 7
    • Property Type: 2 Family - 2 Units Up/Down
    • Total Rooms: 9
    • Status: Active
    • Cooling: Central Air
    • Levels: 4
    • Property Class: Residential Income
    • Stories: 4
    • Year Built: 1900
  • Additional Details
    • Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
    • Construction: Frame, Stone
    • Foundation: Concrete Perimeter
    • Road Frontage Type: Public
    • SqFt Source: Measured
    • Year Built Details: Unknown/Mixed
    • Zoning: 2 Family
    • Basement: Full, Finished
    • Flooring: Tile, Hardwood
    • Interior Features: Storage, Walk-In Closet(s), Bathroom with Shower Stall, Bathroom With Tub, Open Floorplan, Remodeled, Living Room, Dining Room, Kitchen, Laundry Room
    • Roof: Shingle
    • Total Number of Units: 2
    • Year Built Source: Public Records
  • Amenities
    • Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station, Other
    • Parking Features: Paved Drive, Off Street, Tandem
    • Covered Parking Spaces: 2
    • Waterfront Features: Ocean, Walk to, 1/10 to 3/10 To Beach, Beach Ownership(Public)
  • Utilities
    • Electric: 220 Volts, Circuit Breakers
    • Water Source: Public
    • Sewer: Public Sewer
  • Fees / Taxes
    • Assessed Value: $836,300
    • Taxes: $9,316
    • Tax Year: 2026

Location

21 Hutchinson St, Winthrop, MA 02152

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Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Blue Sky Realty. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
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