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Bean Group
Offered at $850,000Active
beds
3
baths
1
sq ft
1,313
Built
1955

39 Henry Street

Winchester, MA 01890

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 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. Located in the desirable Vinson-Owen Elementary School district, this property is ideal for those seeking strong local schools.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.

Listing last checked: Listing updated:

Listed by Kelly Batti · Coldwell Banker Realty - Belmont · MLS #73585414

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Details at a glance

Interior6 property facts
Rooms
6
Heating
Forced Air, Baseboard, Oil
Cooling
Window Unit(s)
Flooring
Wood, Hardwood
Basement
Yes · Partially Finished
Fireplaces
1
Building6 property facts
Style
Single Family Residence
Year built
1955
Garage
1
Parking
7
Foundation
Concrete Perimeter
Roof
Shingle
Land & utilities5 property facts
Lot size
0.36 acres
Water
Public
Sewer
Public Sewer
Pool
Not reported
Zoning
RG
Financial2 property facts
Annual taxes
$10,341
Assessment year
2026

Location

Estimated monthly cost

Explore costs at the $850,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$5,160 / monthAdjust
Principal & interest
$4,298
Property tax
$862
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $10,341. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

More property insights

Automated value estimate $975,111

Estimated range $884,953–$1,065,268.

Automated estimates are not appraisals or guarantees of market value.

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Comparable properties 3 supplied

Sold Aug 19, 2026

$865,000

10 Cummings Avenue

Sold Jul 21, 2026

$780,000

134 Bedford St

Sold Aug 4, 2026

$885,000

46 Cherry St

Photo-based condition insights

Overall presentation: above average

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About 39 Henry Street

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Request a tour of 39 Henry Street and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.