$1,150,000
63-65 Harvard Street
Winchester, MA, 01890
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.
Property Details
Price:
$1,150,000
MLS #:
73515601
Status:
Active
Beds:
5
Baths:
3
Type:
Multi Family
Subtype:
2 Family – 2 Units Up/Down
Listed Date:
May 9, 2026
Finished Sq Ft:
2,186
Total Sq Ft:
2,186
Lot Size:
5,118 sqft / 0.12 acres (approx)
Year Built:
1880
Units:
2
Schools
Interior
Above Grade Finished Area
2186
Bathrooms
3 Full Bathrooms
Cooling
Window Unit(s)
Heating
Natural Gas
Interior Features
Living Room, Kitchen, Mudroom, Office/Den, Dining Room
Levels
3
Exterior
Covered Spaces
1
Garage Spaces
1
Open Parking Spaces
8
Open Parking YN
1
Parking Features
Paved Drive
Parking Spots
9
Parking Total
9
Stories
3
Financial
Tax Year
2025
Taxes
$11,374
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Multi Family in Winchester as of May 19, 2026
3
Multi Family Listed
373
Avg DOM
406
Avg $ / SqFt
$1,470,000
Avg List Price
Community
- Address63-65 Harvard Street Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 63-65 Harvard Street Winchester MA is a Multi Family for sale in Winchester, MA, 01890. It is listed for $1,150,000 To schedule a showing of MLS#73515601 at 63-65 Harvard Street in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Keller Williams Realty Boston Northwest. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
63-65 Harvard Street
Winchester, MA