Date
Details
Price
Change
Source
10/01/2026
Listed
$899,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/23
$899,000 Just Listed
Get directions
View more dates
Join us at 39 Henry Street on:
- Open House: 4:30 PM - 5:30 PM
Friday 10/2 4:30 PM - 5:30 PM
39 Henry Street,Winchester, MA 0189039 Henry StreetWinchesterMA01890 - Open House: 11:00 AM - 12:30 PM
Saturday 10/3 11:00 AM - 12:30 PM
39 Henry Street,Winchester, MA 0189039 Henry StreetWinchesterMA01890 - Open House: 11:00 AM - 12:30 PM
Sunday 10/4 11:00 AM - 12:30 PM
39 Henry Street,Winchester, MA 0189039 Henry StreetWinchesterMA01890
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/23
Property Description
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.
Full Property Details
Full Property Details for 39 Henry St
General
- Price: $899,000
- Taxes: $10,341 (2026)
- Status: Active
- Type: Single Family
- Source: MLSPin
- MLS ID: 73585414
- Updated: Today (10/1/2026)
- Added to Site: Today
Interior
- Number of Rooms: 6
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
- Flooring: Wood, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 3
Additional Information
- Year Round: Yes
Exterior
- Exterior Features: Deck, Deck - Wood, Garden
- Color: Gray
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Total Spaces: 7
- Parking Features: Under, Off Street
Location
- County: Middlesex
- Driving Directions: Dunster to Henry
School Information
- Elementary School: Vinson-Owen Elementary School
- Middle School: Mccall
- High School: Winchester High
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Window Unit(s)
- Heating Type: Forced Air, Baseboard, Oil
- Heating Fuel: Forced Air, Baseboard, Oil
- Heating Zones: 1
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Connection for Electric Range
Structural Information
- Architectural Style: Ranch
- Exterior Const.: Conventional (2x4-2x6)
- Basement: Yes
- Basement Desc.: Partially Finished
- Roof: Shingle
- Drive-In Doors: Storm Door(s)
- Square Feet: 1,313
- Sq. Ft. Source: Public Records
- Year Built: 1955
Lot Features
- Lot Size (Acres): 0.36
- Lot Dimensions: .36
- Frontage: Public
- Lot Features: Wooded, Gentle Sloping
Financial Considerations
- Price Per Sq. Ft.: $684.69
- Tax Amount: $10,341
- Tax Year: 2026
Disclosures and Reports
- Property ID: 900900
- Block/Lot/Section: 72
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 39 Henry St
School District:Winchester School District, Winchester, MA
| Name | Grades | Distance |
|---|---|---|
Vinson-Owen Elementary School 75 Johnson Road, Winchester, MA 01890 | K-5 | 0.9 mi |
Mccall Middle School 458 Main Street, Winchester, MA 01890 | 6-8 | 2.4 mi |
Winchester High School 80 Skillings Road, Winchester, MA 01890 | 9-12 | 2.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 39 Henry St
Tax History
Tax History for 39 Henry St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$97
-99%
$874,400
—
2024
$9,898
4%
$873,600
8%
2023
$9,517
18%
$806,500
25%
2022
$8,046
-1%
$643,200
1%
2021
$8,134
4%
$634,000
—
2020
$7,855
16%
$634,000
13%
2019
$6,779
4%
$559,800
4%
2018
$6,547
3%
$537,100
4%
2017
$6,368
8%
$518,600
3%
2016
$5,909
3%
$505,900
7%
2015
$5,747
8%
$473,400
12%
2014
$5,339
—
$421,700
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 39 Henry St
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 13 days ago
- 3Beds
- 1Total Bath
- 1,344Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 1Total Bath
- 1,463Sq. Ft.
- Single Family
- Active
- Updated 9 days ago
- 3Beds
- 1Total Bath
- 1,331Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 2Total Baths
- 2,576Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 3Total Baths
- 2,517Sq. Ft.
- Single Family
- Active
- Updated 6 hours ago
- 2Beds
- 2Total Baths
- 1,360Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- 3Beds
- 1Total Bath
- 1,860Sq. Ft.
Listed by Fran Hendershaw
39 Henry Street, Winchester, MA 01890 (MLS# 73585414) is a Single Family property with 3 bedrooms and 1 full bathroom. 39 Henry Street is currently listed for $899,000 and was received on October 01, 2026. This property is listed by Kelly Batti from our Belmont Office.Want to learn more about 39 Henry Street? Do you have questions about finding other Single Family real estate for sale in Winchester Highlands? You can browse all Winchester Highlands real estate or contact a Coldwell Banker agent to request more information.