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339 Winthrop StWinthrop, MA 02152

For Sale

$900,000

Smart Buyer Rebate $4,500

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!

Listed by Danielle McCarthy

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Berkshire Hathaway HomeServices Commonwealth Real Estate

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774-245-9356

Last updated October 13, 2025

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Source: MLSPin #73441633

Listing Facts

  • TypeSingle-family
  • NeighborhoodDowntown Winthrop
  • Bedrooms5
  • Bathrooms3
  • Days on Prevu12
  • Taxes$7,072/year
  • Size3,776 sqft
  • Price per sqft$238

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Parking

Location

Mortgage Calculator

Listing History

10/09/2025
Listed by Berkshire Hathaway HomeServices Commonwealth Real Estate
$900,000

Property Details for 339 Winthrop St

Association

Amenities

  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Highway Access, House Of Worship, Marina, Public School, T-Station

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows
  • Year Built: 1910
  • Year Built Details: Actual
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Porch - Enclosed, Deck - Composite, Patio, Rain Gutters, Storage, Professional Landscaping, Fenced Yard, Garden, Stone Wall

Features

  • Fencing: Fenced/Enclosed, Fenced
  • Patio And Porch Features: Porch - Enclosed, Deck - Composite, Patio
  • Road Frontage Type: Public
  • Waterfront Features: Ocean, 1/2 To 1 Mile To Beach, Beach Ownership(Public)

Measurements

  • Building Area Total: 3,776
  • Building Area Units: Square Feet
  • Lot Features: Gentle Sloping
  • Lot Size Acres: 0.15
  • Lot Size Area: 0
  • Lot Size Square Feet: 6,534
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 1423538
  • Tax Annual Amount: $7,072.00
  • Tax Assessed Value: $685,300.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Water Heater, Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Range Hood
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Tile, Carpet, Hardwood
  • Interior Features: Internet Available - Unknown

Measurements

  • Living Area: 3,776
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Finished, Walk-Out Access, Interior Entry
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 5
  • Rooms Total: 12

Other

General

  • Exclusions: Paver Stones Along Side Of Shed; 2nd And Third Floor Curtains

Parking

Parking

  • Open Parking: Yes
  • Parking Features: Off Street, Driveway
  • Parking Total: 2

Utilities

Equipment

  • Cooling: Ductless
  • Has Cooling: Yes
  • Electric: 220 Volts, Circuit Breakers
  • Heating: Baseboard, Hot Water, Natural Gas, Electric, Ductless
  • Has Heating: Yes
  • Laundry Features: Electric Dryer Hookup, Washer Hookup, Second Floor
  • Sewer: Public Sewer
  • Utilities: For Gas Range, For Electric Dryer, Washer Hookup
  • Water Source: Public

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.