Single Family Residence at 39 Henry Street, Winchester MA 01890, Winchester
Single Family Residence at 39 Henry Street, Winchester MA 01890, Winchester, photo 2 of 23
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Single Family Residence at 39 Henry Street, Winchester MA 01890, Winchester, photo 5 of 23
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23 photos

$899,000

39 Henry Street, Winchester MA 01890
Winchester, MA 01890
Listed by Kelly Batti
Bedrooms
3
Bathrooms
1
Living area
1,313 sqft
Year built
1955

About this home

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.

Highlights

Fireplace

Property details

MLS #
73585414
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
3
On market date
October 1, 2026
Stories
N/A
Total bathrooms
1
Garage spaces
1
Parking spaces
7
Lot size
0.36 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Peirce
0.57 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
326
Student:teacher ratio
13.0:1
District
Arlington
Middle
Ottoson Middle
1.08 mi away · Grades 7-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
906
Student:teacher ratio
11.3:1
District
Arlington
High
Arlington High
1.54 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,483
Student:teacher ratio
13.0:1
District
Arlington

Walkability

Blended score for Winchester's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

46
Somewhat walkable
out of 100
EPA National Walkability Index
9.7 / 20 -- Below average walkable
Google Places amenity density
43 / 100
Restaurants & cafes1
Grocery stores0
Parks9
Schools9
Transit stops14
Pharmacies0

Mortgage calculator

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Est. monthly payment
$5,564/mo
$179,800 down
$719,200 loan
Principal & interest$4,665
Property tax (est.)$749
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 2 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.