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.
For sale
Price cut: $40K (8/10)
$1,110,000
63-65 Harvard St, Winchester, MA 01890
5beds
2,186sqft
2 Family - 2 Units Up/Down
Built in 1880
-- sqft lot
$-- Zestimate®
$508/sqft
$-- HOA
What's special
Three bedrooms
- 148 days
- 833
- 37
Zillow last checked:
Listing updated:
Listed by:
Beth Sager Group 617-797-1422,
Keller Williams Realty Boston Northwest 781-862-2800
Source: MLS PIN,MLS#: 73515601
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Natural Gas
Cooling
- Window Unit(s)
Features
- Living Room, Kitchen, Mudroom, Office/Den, Dining Room
- Basement: Unfinished
- Has fireplace: No
Interior area
- Total structure area: 2,186
- Total interior livable area: 2,186 sqft
- Finished area above ground: 2,186
Property
Parking
- Total spaces: 9
- Parking features: Paved Drive
- Garage spaces: 1
- Uncovered spaces: 8
Lot
- Size: 5,118 Square Feet
Details
- Parcel number: 897528
- Zoning: RG
Construction
Type & style
- Home type: MultiFamily
- Property subtype: 2 Family - 2 Units Up/Down
Materials
- Foundation: Stone
Condition
- Year built: 1880
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $508/sqft
- Tax assessed value: $1,025,600
- Annual tax amount: $11,374
- Date on market: 5/18/2026
- Total actual rent: 6000
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/10/2026 | Price change | $1,110,000-3.5%$508/sqft |
Source: MLS PIN #73515601 Report a problem | ||
| 5/9/2026 | Listed for sale | $1,150,000+7.4%$526/sqft |
Source: MLS PIN #73515601 Report a problem | ||
| 12/5/2024 | Sold | $1,071,000+2.1%$490/sqft |
Source: MLS PIN #73302727 Report a problem | ||
| 10/16/2024 | Listed for sale | $1,049,000$480/sqft |
Source: MLS PIN #73302727 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment






