22 Upland Road

Winthrop Town MA 02152

4062 sq. ft.

3894 sq. ft.

Other

Last sold for $1,175,000

Mary Ann Cash, last sold this property on 15 April 2026 after 72 days on market.

Overview

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,

Features

6 bedrooms

4 bathrooms

2 carspaces

2 open car spaces

4062 sq. ft. floor area

3894 sq. ft. lot size

Other

Estimated Value

Based on this property and similar 6 bedroom other properties sold in Winthrop Town over the last 12 months, the estimated median property value of 22 Upland Road is $1.12m.

Median value

$1.12m

Estimated value range

$725k - $1.3m

Median days on market

Estimated value trend

16%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Winthrop Town. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 22 Upland Road

2026

Sold

$1,175,000

15 Apr 2026 by Mary Ann Cash, of Charlesgate Realty Group, llc

Happy sellers in Winthrop Town

We have insufficient information to provide an overview of customer satisfaction for Winthrop Town. Viewing the agent profiles, reviews and sales for Winthrop Town can provide insights for this location.