For sale

$899,000

39 Henry St, Winchester, MA 01890

3beds

1,313sqft

$6,101/mo

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Single Family Residence

Built in 1955

0.36 Acres Lot

$887,500 Zestimate^®

$685/sqft

$-- HOA

What's special

Classic fireplaceLarge deckFormal dining roomExpansive lush backyardTwo additional versatile bedroomsSun-filled primary suiteQuiet retreat

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.

3 days
610
41

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 1
Full bathrooms: 1

Heating

Forced Air, Baseboard, Oil

Cooling

Window Unit(s)

Appliances

Included: Water Heater, Range, Refrigerator, Washer, Dryer
Laundry: Electric Dryer Hookup

Features

Flooring: Wood, Hardwood
Doors: Storm Door(s)
Windows: Insulated Windows, Storm Window(s)
Basement: Partially Finished
Number of fireplaces: 1

Interior area

Total structure area: 1,313
Total interior livable area: 1,313 sqft
Finished area above ground: 1,313
Finished area below ground: 263

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Property

Parking

Total spaces: 7
Parking features: Under, Off Street
Attached garage spaces: 1
Uncovered spaces: 6

Features

Patio & porch: Deck, Deck - Wood
Exterior features: Deck, Deck - Wood, Garden

Lot

Size: 0.36 Acres
Features: Wooded, Gentle Sloping

Details

Parcel number: 900900
Zoning: RG

Construction

Type & style

Home type: SingleFamily
Architectural style: Ranch
Property subtype: Single Family Residence

Materials

Conventional (2x4-2x6)
Foundation: Concrete Perimeter
Roof: Shingle

Condition

Year built: 1955

Utilities & green energy

Electric: 220 Volts
Sewer: Public Sewer
Water: Public
Utilities for property: for Electric Range, for Electric Dryer

Community & HOA

Community

Features: Shopping, Tennis Court(s), Golf, Bike Path, House of Worship, Public School

HOA

Has HOA: No

Location

Region: Winchester

Financial & listing details

Price per square foot: $685/sqft
Tax assessed value: $933,300
Annual tax amount: $10,341
Date on market: 10/1/2026

Estimated market value

$887,500

$843,000 - $932,000

$4,007/mo

Price history

Date	Event	Price
10/1/2026	Listed for sale	$899,000+520%$685/sqft
Source: MLS PIN #73585414 Report a problem
11/6/1996	Sold	$145,000$110/sqft
Source: Agent Provided Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$9,697 -2%	$874,400 +0.1%
2024	$9,898 +4%	$873,600 +8.3%
2023	$9,517 +18.3%	$806,500 +25.4%
2022	$8,046 -1.1%	$643,200 +1.5%
2021	$8,134 +3.6%	$634,000
2020	$7,855 +15.9%	$634,000 +13.3%
2019	$6,779 +3.5%	$559,800 +4.2%
2018	$6,547 +2.8%	$537,100 +3.6%
2017	$6,368 +7.8%	$518,600 +2.5%
2016	$5,909 +2.8%	$505,900 +6.9%
2015	$5,747 +7.6%	$473,400 +12.3%
2014	$5,339 +5.2%	$421,700 +6.1%
2013	$5,076 +6.5%	$397,500 +4.6%
2012	$4,768 +3.7%	$379,900
2011	$4,597 +1.8%	$379,900 -3.1%
2010	$4,514 +2.1%	$392,200
2009	$4,420 +3.3%	$392,200 -3.1%
2008	$4,277 +4.4%	$404,600 +2%
2007	$4,098 +2.5%	$396,700 +2.9%
2006	$3,997 +4.5%	$385,400 +5%
2005	$3,824 +9.7%	$367,000 +19.8%
2004	$3,487 +2%	$306,400 +2%
2003	$3,420 +12.1%	$300,500 +9%
2002	$3,050 +14.5%	$275,800 +34.9%
2000	$2,664 -5.6%	$204,400 +6%
1999	$2,823	$192,800