339 Winthrop St

Winthrop, MA 02152

$910,000
Last Sold Price
5
Beds
3,776 Sq. Ft.
$241 / Sq. Ft.
3,776
Sq. Ft.
$241
per Sq. Ft.
Sold 12/5/25Virtual Tour
Sold 12/5/25Virtual Tour
a front view of a house with garden
a view of a house with a deck
a view of staircase with lots of frames on wall and windows
a view of an empty room with wooden floor fireplace and a window
a living room with furniture and a large window
wooden floor in an empty room with a window
a kitchen with granite countertop a sink stove and refrigerator
a kitchen with a sink a stove a refrigerator and black cabinets
a kitchen with kitchen island granite countertop a refrigerator a stove and white cabinets with wooden floor
a kitchen with stainless steel appliances granite countertop a refrigerator a sink a stove a microwave and a refrigerator
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture wooden floor and chandelier
a view of a dining room with furniture window and wooden floor
a kitchen with stainless steel appliances granite countertop a sink a stove and a refrigerator
a living room with furniture fireplace and flat screen tv
a living room with furniture windows and a flat screen tv
a view of empty room with wooden floor and fan
a bathroom with a sink and a mirror
a view of an empty room with wooden floor and a window
a bedroom with a bed and a large window
a view of an empty room with wooden floor and a window
a view of a room with wooden floor and small window
a bathroom with a sink a toilet and shower
a bathroom with a tub and a window
a living room with furniture and a wooden floor
a view of an empty room with a window
a view of an empty room
a view of a room with wooden floor and windows
a view of wooden floor and windows in a room
a view of an empty room with a window
a view of an empty room with a window and wooden floor
a kitchen with a stove and white cabinets
a bathroom with a shower a toilet and a sink
a view of an empty room
a front view of a house with garden
a front view of a house with garden
a front view of a house with garden
a backyard of a house with seating space
a view of a garden with plants
a view of a wooden fence
a view of a lake
a picture of a bathroom with a shower

Description

This beautifully maintained two-family home offers the perfect blend of meticulous care, charm and city convenience. Just minutes from downtown Boston and Logan Airport, enjoy easy commuting paired with the tranquility of a vibrant beachside community. Nearly 4,000 sq. ft. of living space features hardwood floors, a custom kitchen with island, gas fireplace, and a flexible floor plan with home office or first-floor bedroom. Upstairs offers two bedrooms, laundry, and a finished walk-up attic —ideal...This beautifully maintained two-family home offers the perfect blend of meticulous care, charm and city convenience. Just minutes from downtown Boston and Logan Airport, enjoy easy commuting paired with the tranquility of a vibrant beachside community. Nearly 4,000 sq. ft. of living space features hardwood floors, a custom kitchen with island, gas fireplace, and a flexible floor plan with home office or first-floor bedroom. Upstairs offers two bedrooms, laundry, and a finished walk-up attic —ideal as a private suite or playroom. The lower-level unit includes a separate entrance, kitchenette, bedroom, bath and private laundry—perfect for in-law, au pair, or guests. Outside, enjoy a private fenced yard with hardscaping, raised garden beds, and a large shed. Updated systems, newer roof, siding, and windows ensure low-maintenance living. Walk to the beach, harbor, and local cafés—lifestyle, location, and value in one of Greater Boston’s most desirable coastal towns!
  1. Listed by Danielle McCarthy • Berkshire Hathaway HomeServices Commonwealth Real Estate

Property Details for 339 Winthrop Street

Town
Winthrop
Area
MA-Winthrop
Garage Spaces
0
Parking Spaces
2.00
Parking Spaces Total
2
LISTING UPDATED: 12/06/2025 09:39 AM

Property Details for 339 Winthrop Street

StatusSold
MLS #73441636
Days on Market29
Taxes$7,072 / year
HOA Fees-
Compass TypeMulti Family
MLS TypeMulti-family / 2 Family
Year Built1910
CountySuffolk County

Location

Listing Courtesy of Berkshire Hathaway HomeServices Commonwealth Real Estate, Danielle McCarthy

Sold By COM-PRO Real Estate Services, Inc, Mirna Orellana

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Building Information for 339 Winthrop Street

Stories4Residences2Year Built1910Building Size-Lot Size0.15 AC / 6,534 SF

Payment Calculator

$5,086 per month

30 year fixed, 6.28% Interest

Principal and Interest

$4,497

Property Taxes

$589

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 339 Winthrop Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Highway Access, House of Worship, Marina, Public School, T-Station
  • Current Financing: Conv. Fixed
  • Living Area: 3776.0
  • Color: gray
  • SqFt with Basement: Yes
  • Total Units: 2
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Features
Interior Features
  • Basement Features: Full, Finished, Walk Out, Interior Access
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • DoorFeatures: Insulated Doors, Storm Door(s)
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Tile, Carpet, Hardwood
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • SpaYN: No
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Fencing: Fenced/Enclosed
  • Lot Description: Gentle Sloping
  • Roof Material: Shingle
  • Waterfront Features: Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
Parking Features
  • Covered Spaces: .00
  • Garage: No
Utilities
  • Cooling: None, Ductless Mini-Split System
  • Cooling: No
  • Heating: Baseboard, Hot Water, Ductless
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Electric Dryer, Washer Hookup
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Buyer/Agent do own due diligence. Utilities in basement suite not separately metered- shared with first floor. Park on Lincoln St. Some photos have been virtually staged.
Tax Information
  • Listing Terms: Contract
  • Tax ID: 1423538
  • Assessments: $685,300
  • Book: 27964
  • Tax Year: 2025
  • Zoning: R4
Building / Association Information
Living Characteristics
  • Beds Total: 5
  • Total Living Levels: 4
Other Building Characteristics
  • Foundation: Stone
  • Levels: 4
Complex & Association Information
  • Adult Community: No
Unit Information
Unit 1 Description
  • Floor U1: 1
  • Lease U1: N
  • Levels U1: 1
Unit 2 Description
  • Floor U2: 2
  • Lease U2: N
  • Levels U2: 3
Rental Info
Rental Info
  • Total Actual Rent: $.00

Property History for 339 Winthrop Street

DateEvent & SourcePriceAppreciation
Dec 5, 2025

Sold

MLS PIN #73441636

$910,000—
Nov 7, 2025

Canceled

MLS PIN #73441633

$900,000—
Oct 28, 2025

Under Agreement

MLS PIN #73441636

—
Oct 28, 2025

Contingent

MLS PIN #73441636

—
Oct 28, 2025

Contingent

MLS PIN #73441633

—
Oct 9, 2025

Listed (Active)

MLS PIN #73441636

$900,000—
Oct 9, 2025

Listed (Active)

MLS PIN #73441633

$900,000—
Feb 8, 2002

Sold (Public Record)

Public Record #119983878

$102,636—
DateEvent & SourcePrice
12/05/2025

Sold

MLS PIN #73441636

$910,000
11/07/2025

Canceled

MLS PIN #73441633

$900,000
10/28/2025

Under Agreement

MLS PIN #73441636

—
10/28/2025

Contingent

MLS PIN #73441636

—
10/28/2025

Contingent

MLS PIN #73441633

—
10/09/2025

Listed (Active)

MLS PIN #73441636

$900,000
10/09/2025

Listed (Active)

MLS PIN #73441633

$900,000
02/08/2002

Sold (Public Record)

Public Record #119983878

$102,636

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 339 Winthrop Street

Taxable ValueLand$323,900Additions$361,400Total$685,300
Tax Record2025$7,072 ($589 / month)
Home Facts
Baths3.5Total Finished SqFt1,850 SqFtAbove Grade Finished SqFt1,850 SqFtStories2Lot Size6,403 SqFtStyleDuplexYear Built1910CountySUFFOLKAPNWINT M:049 L:099

Schools near 339 Winthrop Street

This home is within Winthrop School District.
Rating
School
Type
Grades
Distance
William P. Gorman/Fort Banks Elementary School
Public - PK to 2
Arthur T. Cummings Elementary School
Public - 3 to 5
Winthrop Middle School
Public - 6 to 8
Winthrop Sr High School
Public - 9 to 12
Rating
School
Distance
William P. Gorman/Fort Banks Elementary School
PublicPK to 2

Arthur T. Cummings Elementary School
Public3 to 5

Winthrop Middle School
Public6 to 8

Winthrop Sr High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway HomeServices Commonwealth Real Estate, Danielle McCarthy

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.