39 Henry Street Winchester — Photo 1 of 23
$899,000
39 Henry Street, Winchester, MA 01890
Winchester, MA 01890
Beds
3
Baths
1
SqFt
1,313
Style
Single Family
Built
1955
Charming ranch offering 1,313 square feet of main living area plus an additional 260 square feet of flexible basement space ready for finishing. Built in 1955 and set on a generous 15,800-square-foot lot, this home seamlessly blends comfortable interior living with exceptional outdoor space. Key updates include a new roof installed in 2020 and an updated electrical panel in 2023. The inviting layout features a bright living room centered around a classic fireplace, which flows effortlessly into the formal dining room and functional kitchen. Step right outside to a large deck overlooking an expansive, lush backyard—providing a wonderful setting for outdoor dining and gatherings. The sun-filled primary suite serves as a quiet retreat, complemented by two additional versatile bedrooms.
Key facts
It was listed on October 1, 2026. The annual property taxes are $10,341 (2026 tax year). It sits on a 0.36-acre (15,812 sq ft) lot.
Immersive Experience
Open Houses
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Water Heater • Range • Dishwasher • Refrigerator • Washer • Dryer
Neighborhood
Shopping • Tennis Court(s) • Golf • Bike Path • House of Worship • Public School
Geography
Questions about this home
When was 39 Henry Street, Winchester listed?
39 Henry Street, Winchester was listed on October 1, 2026.
Has the price of 39 Henry Street, Winchester changed?
The price hasn't changed since it was listed at $899,000.
What are the property taxes for 39 Henry Street, Winchester?
The annual property taxes for 39 Henry Street, Winchester are $10,341 (2026 tax year).
How big is the lot at 39 Henry Street, Winchester?
39 Henry Street, Winchester sits on a 0.36-acre (15,812 sq ft) lot.
What is the status of 39 Henry Street, Winchester?
39 Henry Street, Winchester is actively listed for sale.
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
2,698 housing units permitted in the last 12 months (+3% vs the prior 12 months) — 1,713 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 657 sq ft (the lesser of 900 sq ft or half the 1,313 sq ft principal dwelling). Lot size: 15,812 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Kelly Batti
Listing Office: Coldwell Banker Realty - Belmont
MLS® Number: 73585414
