

1 / 16$1,299,000
6 bd · 2 ba · 2,946 sqft · Multi-Family
419-421 Washington St
Winchester, MA 01890
Listing courtesy of The Marrocco Group, Coldwell Banker Realty - Lexington · MLS PIN #73592723
$1,110,000
Two-family homes in Winchester are limited, which is exactly why opportunities like this get attention quickly. Whether you are looking for an owner-occupied property with rental income or a solid long-term investment, this one checks the boxes. The larger unit spans the second and third floors, offering three bedrooms, two full baths, and living space that feels more like a single-family home. The first-floor unit includes two bedrooms and one full bath, making it ideal for rental income, extended family, or multi-generational living. Each unit has its own garage space, something tenants and owners always appreciate, plus a long driveway with plenty of additional parking. The layout offers separation, functionality, and strong future potential. Location matters, and this property comes with access to the highly desirable Winchester Public Schools, adding even more long-term value. Investment properties in Winchester do not come along often, especially ones with this much upside.
Listing courtesy of Beth Sager Group, Keller Williams Realty Boston Northwest · MLS PIN #73515601
MLS PIN #73515601 · Listed May 9, 2026
63-65 Harvard Street, Winchester · All Winchester homes
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.


1 / 16$1,299,000
6 bd · 2 ba · 2,946 sqft · Multi-Family
Winchester, MA 01890
Listing courtesy of The Marrocco Group, Coldwell Banker Realty - Lexington · MLS PIN #73592723


1 / 43$1,049,000
4 bd · 2 ba · 2,226 sqft · Multi-Family
Winchester, MA 01890
Listing courtesy of Andersen Group Realty, Keller Williams Realty Boston Northwest · MLS PIN #73594513


1 / 38$1,138,000
5 bd · 4 ba · 2,725 sqft · Multi-Family
Woburn, MA 01801
Listing courtesy of Mary L. Lawton, Lawton Real Estate, Inc · MLS PIN #73587926


1 / 31$945,000
4 bd · 2 ba · 1,862 sqft · Multi-Family
Woburn, MA 01801
Listing courtesy of Santana Team, Keller Williams Realty Boston Northwest · MLS PIN #73585907
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.