Under contract

$850,000

18-20 Fairview St, Winthrop, MA 02152

5beds

3,035sqft

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2 Family - 2 Units Up/Down

Built in 1950

-- sqft lot

$874,300 Zestimate^®

$280/sqft

$-- HOA

What's special

Dining roomBeautiful generously sized lotBrick-front property

Rare opportunity to own a legal 2 family with an inlaw apartment in one of Winthrop's most desirable locations! Completely vacant and ready for its next owner, this brick-front property offers tremendous potential for investors, owner-occupants, or multigenerational living. No flood insurance required. The spacious owner's unit lives like a single-family home, featuring 7 rooms, 3 bedrooms, a sunroom, office, dining room, deck, and a dramatic sunken living room with fireplace. Additional 2-room apartment & in-law apt provide excellent income potential. Set on a beautiful, generously sized lot with a heated 2-car garage, this property is ready for your vision and updates. Enjoy all that Winthrop has to offer—beautiful beaches, scenic waterfront walks, outstanding restaurants, local shops, and a welcoming small-town atmosphere—just minutes to the MBTA, Logan Airport, Boston, and major routes north and south.

17 days

1,581

77

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 3
Full bathrooms: 3

Heating

Baseboard, Natural Gas

Cooling

Wall Unit(s)

Appliances

Included: Oven, Dishwasher, Range, Washer, Dryer, Refrigerator
Laundry: Washer Hookup

Features

Ceiling Fan(s), Bathroom with Shower Stall, Bathroom With Tub & Shower, Living Room, Dining Room, Kitchen, Office/Den, Sunroom
Flooring: Tile, Hardwood
Basement: Full
Number of fireplaces: 2
Fireplace features: Wood Burning

Interior area

Total structure area: 3,035
Total interior livable area: 3,035 sqft
Finished area above ground: 3,035

Property

Parking

Total spaces: 6
Parking features: Paved Drive, Off Street, Paved
Garage spaces: 2
Uncovered spaces: 4

Features

Patio & porch: Deck
Fencing: Fenced
Waterfront features: 1 to 2 Mile To Beach

Lot

Size: 10,454 Square Feet
Features: Cleared

Details

Additional structures: Shed(s)
Parcel number: WINTM053L052
Zoning: R

Construction

Type & style

Home type: MultiFamily
Property subtype: 2 Family - 2 Units Up/Down

Materials

Frame
Foundation: Concrete Perimeter
Roof: Shingle

Condition

Year built: 1950

Utilities & green energy

Sewer: Public Sewer
Water: Public
Utilities for property: for Gas Range, Washer Hookup

Community & HOA

Community

Features: Shopping, Park, Walk/Jog Trails, Highway Access

Location

Region: Winthrop

Financial & listing details

Price per square foot: $280/sqft
Tax assessed value: $815,200
Annual tax amount: $9,081
Date on market: 6/17/2026
Total actual rent: 0

Estimated market value

$874,300

$804,000 - $944,000

$3,998/mo

Price history

Date	Event	Price
6/25/2026	Contingent	$850,000$280/sqft
Source: MLS PIN #73537768 Report a problem
6/17/2026	Listed for sale	$850,000$280/sqft
Source: MLS PIN #73537768 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$7,171 -3.5%	$694,900 -2.5%
2024	$7,428 -2.3%	$712,900 +0.4%
2023	$7,599 -4.2%	$710,200 +5.3%
2022	$7,934 +2.2%	$674,700 +10.2%
2021	$7,760 +8.5%	$612,000 +8%
2020	$7,150 +3.9%	$566,600 +8.5%
2019	$6,880 +2.1%	$522,000 +9.7%
2018	$6,736 +8.1%	$475,700 +10%
2017	$6,234 +2.3%	$432,600 +9.1%
2016	$6,094 +14%	$396,500 +6.4%
2015	$5,345 -2.2%	$372,700 +1.7%
2013	$5,466 +2.9%	$366,600
2012	$5,312 +5.4%	$366,600 +0.4%
2011	$5,040 -0.2%	$365,200 -8.1%
2010	$5,048 +27%	$397,500 -0.3%
2009	$3,974 +0.6%	$398,600 -6.2%
2008	$3,951 +2.1%	$424,800 -3.2%
2007	$3,871 +4.5%	$438,900 +2.4%
2006	$3,705 +4.7%	$428,800 +9.3%
2005	$3,539 +3%	$392,300 +19.4%
2004	$3,437 +2%	$328,600
2003	$3,368 +7.2%	$328,600 +65.2%
2002	$3,143 +28.2%	$198,900
2000	$2,452	$198,900

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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

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