Active
124 Days on market
63-65 Harvard Street Winchester — Photo 1 of 33

63-65 Harvard Street Winchester — Photo 1 of 33

Recent Drop: $40,000

$1,150,000
$1,110,000

$1,110,000

63-65 Harvard Street, Winchester, MA 01890

Winchester, MA 01890

Beds

5

Baths

3

SqFt

2,186

Style

2 Family - 2 Units Up/Down

Built

1880

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.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$508/sqft
Local Avg (Winchester)$535/sqft
5% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.

Property Details

Financials

Original Price$1,150,000
Annual Taxes$11,374

Parking

Garage1
Off-Street9

Interior Specifications

Total Rooms10
FireplacesNone
Flooring--
BasementUnfinished

Climate & Utilities

HeatingNatural Gas
CoolingWindow Unit(s)
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationStone
ZoningRG

Property & Lot

Acres0.12
SqFt Lot5,118
Lot Features--

Geography

Property History

Price Drop
$1,110,000

Was $1,150,000

Aug 10, 2026

MLS® 73515601

Listed
$2,900

Jun 11, 2026

MLS® 73534454

Listed
$1,150,000

May 9, 2026

MLS® 73515601

Sold
$2,600

Jul 25, 2025

MLS® 73402642

Listed
$2,600

Jul 10, 2025

MLS® 73402642

Sold
$3,200

Jan 19, 2025

MLS® 73308335

Sold
$2,600

Dec 15, 2024

MLS® 73308333

Sold
$1,071,000

Dec 5, 2024

MLS® 73302727

Listed
$2,600

Oct 31, 2024

MLS® 73308333

Listed
$3,200

Oct 31, 2024

MLS® 73308335

Listed
$1,049,000

Oct 16, 2024

MLS® 73302727

Population

23,406

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$230K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

18.3%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Middlesex County

2,667 housing units permitted in the last 12 months (-2% vs the prior 12 months) — 1,709 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

Listing Provided By

Listing Agent: Beth Sager Group

Listing Office: Keller Williams Realty Boston Northwest

MLS® Number: 73515601

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