21 Hutchinson, Winthrop MA 02152
Winthrop, MA 02152 • Winthrop Highlands
$1,260,000
Est. $7,348/month
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Open House Schedule
15
Aug
Saturday, August 15
11:00 AM - 1:00 PM EDT
16
Aug
Sunday, August 16
10:00 AM - 12:00 PM EDT
About this home
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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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Aug 14, 2026
$1,260,000
Original listing
Agent: Atiyeh Cassidy
Office: Blue Sky Realty
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/14/2026 | 🏠 Listed for Sale | $1,260,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $9,316 | $836,300 |
Financial Details
Annual Property Tax
$9,316
Tax Year 2026
Assessed Value
$836,300
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential Income
Style
2 Family - 2 Units Up/Down
Year Built
1900
Living Area
3,705 sq ft
Lot Size
0.11 acres
Stories
4
Bedrooms
4
Full Baths
4
Half Baths
2
Total Rooms
9
Investment Metrics
Units
2
Unit 1 Rent
— · N
Unit 2 Rent
— · N
Interior
Heating
Forced Air, Natural Gas
Cooling
Central Air
Flooring
Tile, Hardwood
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Fireplace
None
Basement
Full, Finished
Laundry
Electric Dryer Hookup
Features
Storage, Walk-in Closet(s), Bathroom With Shower Stall, Bathroom With Tub, Open Floorplan, Remodeled, Living Room, Dining Room, Kitchen, Laundry Room
Exterior
Construction
Frame, Stone
Architecture
None
Roof
Shingle
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
Patio
Parking
Garage Spaces
2
Has Garage
Yes
Features
Paved Drive, Off Street, Tandem
Total Spaces
7
Utilities
Electric
220 Volts, Circuit Breakers
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range, For Gas Oven, For Electric Dryer
Financial
Annual Tax
$9,316
Assessed Value
$836,300
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Procuring Cause Guidelines Followed When Determining Cooperative Compensation. Buyers/buyers Agents To Do All Due Diligence. All Information Is As Of List Date & Subject To Change. Seller & Listing Agent Make No Warranties Or Guarantees. No Dotloop Links Please.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Gray
Sq Ft Source
Measured
Documents
None
County
Suffolk
Property Overview
Property Type
2 Family - 2 Units Up/Down
Listing Type
For Sale
Year Built
1900
Bedrooms
4
Full Bathrooms
4
Half Bathrooms
2
Living Area
3,705 sq ft
Total Rooms
9
Stories
4
Levels
4
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,025 sq ft above grade
680 sq ft below grade
Display Options
Outdoor Areas
Patio & porchPatio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Tile, Hardwood
Appliances:
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Storage, Walk-In Closet(s), Bathroom with Shower Stall, Bathroom With Tub, Open Floorplan, Remodeled, Living Room, Dining Room, Kitchen, Laundry Room
Windows:
Insulated Windows
Basement:
Full, Finished
Laundry:
Electric Dryer Hookup
Security:
Construction & Materials
Year Built:
1900
Structure Type:
Exterior Materials:
Frame, Stone
Roof:
Shingle
Foundation:
Concrete Perimeter
Stories:
4
Heating, Cooling & Utilities
Heating:
Forced Air, Natural Gas
Heating Zones:
4
Cooling:
Central Air
Cooling Zones:
4
Hot Water:
Natural Gas
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Thermostat
Exterior & Lot
Exterior Features:
Patio & Porch:
Patio
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
2
Total Parking Spaces:
7
Parking Features:
Paved Drive, Off Street, Tandem
Nearby Schools
School information not available for this location.
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$776
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Winthrop Highlands
21 Hutchinson, Winthrop MA 02152
Winthrop, MA 02152
Listing Information
Listing Agent
Atiyeh Cassidy
Listing Office
Blue Sky Realty
Office Phone
617-821-4331
Agent MLS ID
CN222845
Office MLS ID
BB5238
Listing Data Updated
Aug 14, 2026 4:24 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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