BOM due to buyer financing!! Last price drop! Don't miss it!! A Rare opportunity! Well maintained oversized 3-family, in Winthrop's most desirable area "The Highland's." Just steps from the beach, close to schools, shops, and restaurants. Convenient access to bus/train lines. Solid investment! Tons of updates inside & out. Nice corner lot. Each unit features many updates including kitchens & baths. Washer & Dryer in every unit. Huge basement for plenty of storage. HW & tile floors throughout. 3rd floor views of ocean. Each unit features, separate utilities for easy management. Perfect set-up & nice layout. Don’t miss out on this prime investment or owner-occupant property today.
Sold for $1,300,000
$1,300,000
158 Highland Ave, Winthrop, MA 02152
6beds
4,102sqft
3 Family
Built in 1906
-- sqft lot
$1,321,100 Zestimate®
$317/sqft
$3,438 Estimated rent
Home value
$1,321,100
Estimated sales range
Not available
$3,438/mo
Zestimate® history
Owner options
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$3,438/mo
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$3,438/mo
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$7,784/mo
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$7,784/mo
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List your homeWhat's special
Corner lotSteps from the beachKitchens and baths
Zillow last checked:
Listing updated:
Listed by:
Anthony C. Tammaro 781-307-7764,
United Brokers 781-629-2258
Bought with:
Erica Gore
Century 21 Seaport
Source: MLS PIN,MLS#: 73351939
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Central, Forced Air, Individual, Natural Gas
Cooling
- None, Central Air, Individual
Appliances
- Included: Disposal, Microwave, Refrigerator, Washer, Dryer, Range, Dishwasher, Trash Compactor, Plumbed For Ice Maker
- Laundry: Gas Dryer Hookup, Electric Dryer Hookup
Features
- Mudroom, Internet Available - Broadband, Living Room, Dining Room, Kitchen, Laundry Room, Sunroom
- Flooring: Wood, Tile, Varies, Hardwood
- Doors: Insulated Doors, Storm Door(s)
- Windows: Insulated Windows, Storm Window(s), Screens
- Basement: Full,Walk-Out Access,Interior Entry,Sump Pump,Concrete
- Has fireplace: No
Interior area
- Total structure area: 4,102
- Total interior livable area: 4,102 sqft
- Finished area above ground: 4,102
Property
Parking
- Total spaces: 2
- Parking features: Paved Drive, Off Street, On Street, Paved
- Uncovered spaces: 2
Features
- Patio & porch: Porch, Deck, Deck - Wood
- Exterior features: Rain Gutters
- Fencing: Fenced
- Has view: Yes
- View description: Water, Ocean
- Has water view: Yes
- Water view: Ocean,Water
- Waterfront features: Beach Access, Ocean, Walk to, 0 to 1/10 Mile To Beach, Beach Ownership(Public)
Lot
- Size: 5,611 Square Feet
- Features: Corner Lot
Details
- Foundation area: 99999
- Parcel number: M:073 L:108,1425269
- Zoning: multi
Construction
Type & style
- Home type: MultiFamily
- Property subtype: 3 Family
Materials
- Frame
- Foundation: Stone
- Roof: Shingle
Condition
- Year built: 1906
Utilities & green energy
- Electric: 110 Volts, Circuit Breakers, 100 Amp Service, Common, Individually Metered
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Gas Oven, for Gas Dryer, for Electric Dryer, Icemaker Connection
Green energy
- Energy efficient items: Thermostat
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Highway Access, House of Worship, Public School
Location
- Region: Winthrop
Financial & listing details
- Price per square foot: $317/sqft
- Tax assessed value: $1,035,400
- Annual tax amount: $10,685
- Date on market: 12/2/2025
- Listing terms: Lender Approval Required
- Total actual rent: 7650
Price history
| Date | Event | Price |
|---|---|---|
| 6/26/2025 | Sold | $1,300,000-7.1%$317/sqft |
Source: MLS PIN #73351939 Report a problem | ||
| 5/15/2025 | Contingent | $1,399,995$341/sqft |
Source: MLS PIN #73351939 Report a problem | ||
| 5/5/2025 | Price change | $1,399,995-6.7%$341/sqft |
Source: MLS PIN #73351939 Report a problem | ||
| 5/1/2025 | Listed for sale | $1,499,900$366/sqft |
Source: MLS PIN #73351939 Report a problem | ||
| 4/29/2025 | Contingent | $1,499,900$366/sqft |
Source: MLS PIN #73351939 Report a problem | ||
| 4/20/2025 | Price change | $1,499,900-4.8%$366/sqft |
Source: MLS PIN #73351939 Report a problem | ||
| 4/11/2025 | Price change | $1,575,000-1.6%$384/sqft |
Source: MLS PIN #73351939 Report a problem | ||
| 3/30/2025 | Listed for sale | $1,599,999+259.6%$390/sqft |
Source: MLS PIN #73351939 Report a problem | ||
| 9/30/2009 | Sold | $445,000$108/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,685 -0.7% | $1,035,400 +0.2% |
| 2024 | $10,765 +4.8% | $1,033,100 +7.6% |
| 2023 | $10,274 +0.2% | $960,200 +10.1% |
| 2022 | $10,256 +2.2% | $872,100 +10.2% |
| 2021 | $10,035 +9.6% | $791,400 +9% |
| 2020 | $9,160 +4.1% | $725,800 +8.7% |
| 2019 | $8,803 +1.7% | $667,900 +9.2% |
| 2018 | $8,660 +5.1% | $611,600 +6.9% |
| 2017 | $8,243 +2.1% | $572,000 +8.8% |
| 2016 | $8,077 +14.4% | $525,500 +6.8% |
| 2015 | $7,058 +1.3% | $492,200 +5.3% |
| 2013 | $6,970 +2.9% | $467,500 |
| 2012 | $6,774 +5.3% | $467,500 +0.3% |
| 2011 | $6,435 +2.7% | $466,300 -5.5% |
| 2010 | $6,267 +18.9% | $493,500 -6.7% |
| 2009 | $5,273 +1.7% | $528,900 -5.1% |
| 2008 | $5,183 +2.4% | $557,300 -2.9% |
| 2007 | $5,060 +5% | $573,700 +2.9% |
| 2006 | $4,818 +2.4% | $557,600 +6.9% |
| 2005 | $4,705 +3.9% | $521,600 +20.5% |
| 2004 | $4,529 +2.1% | $433,000 |
| 2003 | $4,438 +10.5% | $433,000 +70.3% |
| 2002 | $4,018 +28.1% | $254,300 |
| 2000 | $3,136 | $254,300 |
Find assessor info on the county website
Neighborhood: 02152
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Nearby schools
GreatSchools rating
- NAWilliam P. Gorman/Fort Banks Elementary SchoolGrades: PK-2Distance: 0.5 mi
- 8/10Winthrop Middle SchoolGrades: 6-8Distance: 0.7 mi
- 5/10Winthrop Sr High SchoolGrades: 9-12Distance: 0.7 mi
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Estimated market value
$1,321,100
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,321,100
- Massachusetts
- Suffolk County
- Winthrop
- 02152
- 158 Highland Ave
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