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44 Bowdoin StreetWinthrop, MA 02152

For Sale

$989,000

Smart Buyer Rebate $4,945

FULLY GUT-RENOVATED IN 2026 | SINGLE-FAMILY WITH ADU | INCREDIBLE INCOME POTENTIAL! A rare opportunity to own a beautifully renovated home with a separate accessory dwelling unit (ADU) in one of Winthrop's most desirable neighborhoods! Completely gut-renovated in 2026, this unique property offers the feel and convenience of new construction with exceptional flexibility for homeowners and investors alike.The main residence features 2 bedrooms, 2 full bathrooms, a basement, and in-unit laundry. The ADU offers 1 bedroom plus a bonus room, 1.5 bathrooms, in-unit laundry, and two private decks. Two off-street parking spaces behind the property provide added convenience. Location is another standout feature! Situated just around the corner from Winthrop High School, Winthrop Middle School, and the golf course, this property offers incredible convenience in an established neighborhood. Imagine living in one unit while renting the other to help offset today's higher mortgage payments. With the schools just steps away, the ADU could be especially appealing to a local teacher or school employee seeking a convenient commute!Whether you're looking for multigenerational living, additional rental income, or the opportunity to rent both units as an investment, the possibilities are exciting. Two distinct living spaces, a complete 2026 renovation, off-street parking, and a prime Winthrop location make this a truly unique opportunity.

Listed by Jenny Golic

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Bowdoin Real Estate Partners

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6179133164

Last updated October 24, 2026

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Source: MLSPin #73592852

Listing Facts

  • TypeSingle-family
  • NeighborhoodDowntown Winthrop
  • Bedrooms3
  • Bathrooms4
  • Days on Prevu11
  • Taxes$6,886/year
  • Size2,180 sqft
  • Price per sqft$454

Amenities

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

Location

Mortgage Calculator

Listing History

10/20/2026
Listed by Bowdoin Real Estate Partners
$989,000
  1. 10/20/2026$989,000
    Listed by Bowdoin Real Estate Partners

Property Details for 44 Bowdoin Street

Association

Amenities

  • Community Features: Tennis Court(s), Golf

Exterior

Construction

  • Property Attached: Yes
  • Property Condition: Updated/Remodeled
  • Roof: Shingle
  • Window Features: Bay Window(s)
  • Year Built: 1860
  • Year Built Details: Actual
  • Architectural Style: Colonial
  • Construction Materials: Frame, Stone
  • Exterior Features: Balcony

Features

  • Patio And Porch Features: Deck
  • Waterfront Features: Ocean Front

Measurements

  • Building Area Total: 2,180
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.07
  • Lot Size Area: 0
  • Lot Size Square Feet: 3,065
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 1423515
  • Tax Annual Amount: $6,886.00
  • Tax Assessed Value: $618,100.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)
  • Flooring: Wood, Tile
  • Interior Features: Recessed Lighting, Kitchen Island, Walk-In Closet(s)

Measurements

  • Living Area: 2,180

Rooms

  • Basement: Partially Finished
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 3
  • Main Level Bathrooms: 1
  • Rooms Total: 12

Parking

Parking

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

Utilities

Equipment

  • Cooling: Ductless
  • Has Cooling: Yes
  • Electric: 200+ Amp Service
  • Heating: Electric, Ductless
  • Has Heating: Yes
  • Laundry Features: In Basement, Gas Dryer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 4 bathrooms in this single-family home at 44 Bowdoin Street.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 44 Bowdoin Street.

What are the annual taxes for 44 Bowdoin Street?

Annual taxes for this single-family home are estimated at $6,886.

How does 44 Bowdoin Street compare to other single-family homes in Downtown Winthrop?

This single-family home is listed 19% above the average price for single-family homes in Downtown Winthrop and has been on the market for 54 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,180 sqft.

44 Bowdoin Street is a 3-bedroom, 4-bath single-family home for sale in Winthrop MA 02152. On Prevu for 11 days at $989,000. This property features 2,180 square feet of living space, located in Downtown Winthrop. The median listing price for single-family homes in this area is $629,450. Additional amenities include private outdoor space, dishwasher, parking, and washer/dryer. View other single-family home listings in Winthrop Town.

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.