In the sought after Winthrop HIGHLANDS you'll find this quality built THREE FAMILY home. This is your opportunity to become an owner occupied investor! Each unit features a comfortable layout with a generous amount of natural light and functional living spaces. The first floor has three bedrooms, second floor one and the third unit is on two levels with two bedrooms. The property has been well maintained and offers separate utilities, one off street parking space, and a nicely landscaped backyard. You'll enjoy beautiful ocean views and it's just steps to Halford Beach. Pride of ownership is evident throughout. Winthrop by the Sea is just six miles to Boston, has a variety of wonderful restaurants, walk/jog trails, access to the Blue Line and close to Logan Airport - 22 Upland Road is an outstanding opportunity to own a home and collect rental income in one smart investment,
Sold for $1,175,000
Zestimate®
$1,175,000
22 Upland Rd, Winthrop, MA 02152
6beds
4,062sqft
3 Family
Built in 1900
-- sqft lot
$1,175,000 Zestimate®
$289/sqft
$4,488 Estimated rent
Home value
$1,175,000
$1.09M - $1.26M
$4,488/mo
Zestimate® history
Owner options
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$4,488/mo
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$4,488/mo
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$6,988/mo
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List your homeWhat's special
Nicely landscaped backyardBeautiful ocean viewsComfortable layoutFunctional living spaces
Zillow last checked:
Listing updated:
Listed by:
Mary Ann Cash 617-846-1234,
Charlesgate Realty Group, llc 617-587-0100
Bought with:
Riode Jean Felix
Compass
Source: MLS PIN,MLS#: 73473241
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Baseboard, Hot Water, Natural Gas
Cooling
- Window Unit(s)
Appliances
- Included: Oven, Dishwasher, Disposal, Range, Refrigerator, Microwave, Washer, Dryer
- Laundry: Washer Hookup, Dryer Hookup, Gas Dryer Hookup, Electric Dryer Hookup
Features
- Ceiling Fan(s), Bathroom With Tub & Shower, Pantry, Living Room, Dining Room, Kitchen, Laundry Room, Office/Den, Sunroom
- Flooring: Tile, Hardwood
- Basement: Full,Interior Entry,Sump Pump,Concrete
- Has fireplace: No
Interior area
- Total structure area: 4,062
- Total interior livable area: 4,062 sqft
- Finished area above ground: 4,062
Property
Parking
- Total spaces: 2
- Parking features: Paved Drive, Off Street, On Street, Paved
- Uncovered spaces: 2
Features
- Patio & porch: Deck, Patio
- Exterior features: Balcony/Deck
- Has view: Yes
- View description: Water, Ocean
- Has water view: Yes
- Water view: Ocean,Water
- Waterfront features: Ocean, 0 to 1/10 Mile To Beach
Lot
- Size: 3,894 Square Feet
Details
- Parcel number: 1425125
- Zoning: Res.
Construction
Type & style
- Home type: MultiFamily
- Property subtype: 3 Family
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1900
Utilities & green energy
- Electric: Circuit Breakers, Common, Individually Metered
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Gas Oven, for Gas Dryer, for Electric Dryer, Washer Hookup
Community & HOA
Community
- Features: Public Transportation, Park, Walk/Jog Trails, Golf, Laundromat, House of Worship, Marina, Public School, T-Station
Location
- Region: Winthrop
Financial & listing details
- Price per square foot: $289/sqft
- Tax assessed value: $860,300
- Annual tax amount: $9,583
- Date on market: 2/27/2026
- Total actual rent: 6150
Price history
| Date | Event | Price |
|---|---|---|
| 4/15/2026 | Sold | $1,175,000-6%$289/sqft |
Source: MLS PIN #73473241 Report a problem | ||
| 3/6/2026 | Contingent | $1,250,000$308/sqft |
Source: MLS PIN #73473241 Report a problem | ||
| 2/1/2026 | Listed for sale | $1,250,000+375.3%$308/sqft |
Source: MLS PIN #73473241 Report a problem | ||
| 3/31/1988 | Sold | $263,000$65/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,457 +1.2% | $722,600 +2.2% |
| 2024 | $7,369 -2.7% | $707,200 -0.1% |
| 2023 | $7,572 -4.9% | $707,700 +4.5% |
| 2022 | $7,962 +2.2% | $677,000 +10.2% |
| 2021 | $7,791 +9.6% | $614,400 +9.1% |
| 2020 | $7,108 +4.1% | $563,200 +8.7% |
| 2019 | $6,830 +1.6% | $518,200 +9.1% |
| 2018 | $6,725 +7.9% | $474,900 +9.8% |
| 2017 | $6,235 +5.9% | $432,700 +12.9% |
| 2016 | $5,890 +14.5% | $383,200 +6.8% |
| 2015 | $5,145 -2.6% | $358,800 +1.2% |
| 2013 | $5,284 +2.9% | $354,400 |
| 2012 | $5,135 +7.1% | $354,400 +2% |
| 2011 | $4,796 +2.3% | $347,500 -5.9% |
| 2010 | $4,690 +14.8% | $369,300 -9.9% |
| 2009 | $4,086 +1.9% | $409,800 -5% |
| 2008 | $4,011 +2.5% | $431,300 -2.8% |
| 2007 | $3,914 +4.7% | $443,800 +2.6% |
| 2006 | $3,737 +2.7% | $432,500 +7.2% |
| 2005 | $3,640 +1.3% | $403,500 +17.4% |
| 2004 | $3,595 +2% | $343,700 |
| 2003 | $3,523 +3.3% | $343,700 +59.2% |
| 2002 | $3,411 +28.1% | $215,900 |
| 2000 | $2,662 | $215,900 |
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: 0.3 mi
- 8/10Winthrop Middle SchoolGrades: 6-8Distance: 0.6 mi
- 5/10Winthrop Sr High SchoolGrades: 9-12Distance: 0.6 mi
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Estimated market value
$1,175,000
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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
$1,175,000
- Massachusetts
- Suffolk County
- Winthrop
- 02152
- 22 Upland Rd
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