44 Bowdoin Street, Winthrop MA 02152

Winthrop, MA 02152
$989,000
Est. $5,775/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

Adjust the payment calculator
3
Beds
3.5
Baths
2,180
Sq Ft
$454
Price/Sq Ft
0.07
Acres
1860
Year Built
2
Parking
New today
Time on Market
For Sale Open House Listed Oct 20, 2026 • MLS# 73592852 Copied! • Updated Oct 20, 2026

Track this home for price, status, and open-house alerts.

Open House Schedule

24
Oct
Saturday, October 24
11:00 AM - 1:30 PM EDT
25
Oct
Sunday, October 25
1:00 PM - 3:30 PM EDT

About this home

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.

BMN Estimate

Get the number an algorithm can't give you

A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.

Recently Sold Nearby

Price & Status History

Property Timeline

🏠
Listed for Sale
Oct 20, 2026
$989,000
Original listing
Agent: Jenny Golic Office: Bowdoin Real Estate Partners

Tax History

Year Taxes Assessment
2026 $6,886 $618,100

Financial Details

Annual Property Tax
$6,886
Tax Year 2026
Assessed Value
$618,100

Facts & Features

Home Facts

Type Residential
Style Single Family Residence
Year Built 1860
Living Area 2,180 sq ft
Lot Size 0.07 acres
Bedrooms 3
Full Baths 3
Half Baths 1
Total Rooms 12

Interior

Heating Electric, Ductless
Cooling Ductless
Flooring Wood, Tile, Flooring - Stone/ceramic Tile, Flooring - Hardwood
Appliances Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)
Fireplace None
Basement Partially Finished
Laundry In Basement, Gas Dryer Hookup
Features Bathroom - Full, Bathroom - Tiled With Shower Stall, Recessed Lighting, Countertops - Stone/granite/solid, Kitchen Island, Cable Hookup, Bathroom, Bonus Room, Entry Hall, Kitchen, Living/dining Rm Combo

Exterior

Construction Frame, Stone
Architecture Colonial
Roof Shingle
Features Balcony / Deck, Deck, Deck - Composite
Pool None
Spa None
Fencing None
Patio/Porch Deck - Exterior, Deck, Deck - Composite
Features Paved Drive, Shared Driveway, Off Street
Total Spaces 2
Electric 200+ Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Gas Dryer
Annual Tax $6,886
Assessed Value $618,100
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures Single With Adu. 2 Units. Unit 1 Is 2 Bed 2 Bath. Unit 2 Is 1 Bed And Bonus Room, 1.5 Bath. Separate Utilities
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Measured
Documents None
County Suffolk

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1860
Bedrooms
3
Full Bathrooms
3
Half Bathrooms
1
Living Area
2,180 sq ft
Total Rooms
12

Floor Layout

Interior Features

Flooring: Wood, Tile, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Appliances: Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)
Interior Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Recessed Lighting, Countertops - Stone/Granite/Solid, Kitchen Island, Cable Hookup, Bathroom, Bonus Room, Entry Hall, Kitchen, Living/Dining Rm Combo
Windows: Window(s) - Bay/Bow/Box
Basement: Partially Finished
Laundry: In Basement, Gas Dryer Hookup
Security:

Construction & Materials

Style: Colonial
Year Built: 1860
Structure Type:
Exterior Materials: Frame, Stone
Roof: Shingle
Foundation: Block
Condition: Updated/Remodeled, Remodeled

Utilities & Systems

Heating: Electric, Ductless
Cooling: Ductless
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Balcony / Deck, Deck, Deck - Composite
Patio & Porch: Deck - Exterior, Deck, Deck - Composite
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Total Parking Spaces: 2
Parking Features: Paved Drive, Shared Driveway, Off Street

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 $574
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

Interest
Principal
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

Loading map...

Neighborhood

44 Bowdoin Street, Winthrop MA 02152

Winthrop, MA 02152

Listing Information

Listing Agent Jenny Golic
Listing Office Bowdoin Real Estate Partners
Office Phone 617-207-2765
Agent MLS ID CN249470
Office MLS ID AN9756
Listing Data Updated Oct 20, 2026 12:11 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

BMN Boston Real Estate
BMN Boston Real Estate
BMN Boston Powered by SERHANT
Ask about this property — free, no obligation.

Similar Homes for Sale

Comparable Properties

Customize Comparable Search

Finding comparable properties...

Market Analytics for Winthrop, MA

Real-time market trends and pricing data for this area

Loading market insights for Winthrop.