Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
10 Beds
4 Baths
4,671 sqft

$1,325,000

45 Highland Ave, Winthrop MA, 02152

Price per sqft$283.67
Built in1900
Property size4,671 sqft
Property typeMulti-family

Overview

Sold

Listed Jun 25, 2025

Updated Aug 20

Incredible investment opportunity in the heart of the Highlands! This oversized 3-family property is has been generating strong income with potential for more. One unit is available for an owner occupant or savvy investor looking to maximize cashflow. Walk-out ground level 2-bedroom apartment. First-floor 2-bedroom unit with an additional office, living room, and dining room. Owner’s unit, spanning the 2nd and 3rd floors, this enormous 5-bedroom, 2-bathroom unit can be delivered vacant for owner occupancy or new tenants. Enjoy a paved driveway with ample off-street parking. The property directly abuts Crest Ave Park, offering green space right next door. Commuter-friendly location with easy access to Boston and points North/South via major routes. Public transit is a breeze. Don't miss this massive 3-family gem

Additional information

MLS® ID
73396488

Interior Features

Bedrooms
10
Bathrooms
4
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.13 Acres

Other Property Details

Taxes
$8,476
Tax Frequency
Annually
55+/Senior Community
No

This listing is provided by Jonathan Mathews with Legacy Realty Advisors LLC

The property listing data and images displayed herein were provided to MLS Property Information Network, Inc. from third-party sources, including sellers, lessors, and public records, and compiled by MLS Property Information Network, Inc. This information is intended solely for the personal, non-commercial use of consumers who have a genuine interest in purchasing or leasing listed properties. It may not be used for any purpose other than to identify prospective properties of interest.

MLS Property Information Network, Inc. and its subscribers make no representations or warranties regarding the accuracy of the listing data or images presented.

©2026 MLS Property Information Network, Inc. All rights reserved.

Data last updated 12:55 AM UTC, 8/20/2026

Powered by Luxury Presence