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Seller's Agent in 2026
Mary Ann Cash
Charlesgate Realty Group, llc
(617) 846-1234
3 in this area
43 Total Sales
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,
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | -- | -- | |
| Deed | -- | -- | |
| Deed | $263,000 | -- |
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $210,400 | Purchase Money Mortgage |
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/15/2026 04/15/26 | Sold | $1,175,000 | -6.0% | $289 / Sq Ft |
| 03/06/2026 03/06/26 | Pending | -- | -- | -- |
| 02/01/2026 02/01/26 | For Sale | $1,250,000 | -- | $308 / Sq Ft |
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $7,457 | $722,600 | $327,000 | $395,600 |
| 2024 | $7,369 | $707,200 | $314,300 | $392,900 |
| 2023 | $7,572 | $707,700 | $287,700 | $420,000 |
| 2022 | $7,962 | $677,000 | $257,000 | $420,000 |
| 2021 | $7,791 | $614,400 | $229,400 | $385,000 |
| 2020 | $7,108 | $563,200 | $229,400 | $333,800 |
| 2019 | $6,830 | $518,200 | $211,400 | $306,800 |
| 2018 | $6,725 | $474,900 | $181,500 | $293,400 |
| 2017 | $6,235 | $432,700 | $160,900 | $271,800 |
| 2016 | $5,890 | $383,200 | $139,900 | $243,300 |
| 2015 | $5,145 | $358,800 | $135,800 | $223,000 |
| 2014 | $5,363 | $344,200 | $126,300 | $217,900 |
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Seller's Agent in 2026
Mary Ann Cash
Charlesgate Realty Group, llc
(617) 846-1234
3 in this area
43 Total Sales
Buyer's Agent in 2026
Riode Jean Felix
Compass
(617) 939-7327
1 in this area
36 Total Sales
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73473241
APN: WINT-000072-000000-000070
Ask me questions while you tour the home.