54 Squire Road · Winchester

FOR SALE · MLS #73555666

$2,299,000

beds
4
baths
4.5
sqft
4,450

54 Squire Road

Winchester, MA 01890

LOCATION

Property location

Directions

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54 Squire Road, Winchester, MA 01890Open Street View

Berkshire Drive, to Thornberry Road, to Squire Road

Home type
Single Family Residence
Interior living area
4,450 sqft
Year built
2016
Lot size
25,687 sqft (about 0.59 acres)
Parking spaces
8
Price per sqft
$517/sqft

About this home

Introducing 54 Squire Road,an exceptional newer Colonial privately sited within one of Winchester’s most desirable enclaves.Set on a beautifully landscaped, wooded lot, this sun-filled residence blends timeless architecture with numerous substantial owner upgrades.Highlights include 9’ ceilings, elegant millwork,a designer chef’s kitchen with premium appliances,an impressive family room with custom built-ins and entertaining bar,formal dining with butler’s pantry, private office,and luxurious primary suite with vaulted ceilings, walk-in closets,and spa bath.Expanded outdoor living features a custom outdoor kitchen,fire pit,and multiple patios designed for exceptional entertaining.The finished lower level offers a bonus room, home gym, mudroom, and oversized 2-car garage.Professionally landscaped with exceptional privacy, yet just moments to the Vinson-Owen School,steps to the Swim & Tennis Club,and major commuter routes.A rare opportunity to own one of Winchester’s finest newer homes. See Video: https://player.vimeo.com/progressive_redirect/playback/1217669935/rendition/1080p/file.mp4%20%281080p%29.mp4?loc=external&log_user=0&signature=65fb6c1e2692e9ac8d5b781ceed13c02239d5128d88af87ce725ce6cd7907704

Listed by Anthony Marino · The Marino Group Collection
MLS PIN #73555666 · Updated 10/29/2026, 3:34:00 PM ET

Facts & features

Home overview
Property subtype
Single Family Residence
Property category
Residential
MLS status
Price Changed
Bedrooms
4
Full bathrooms
4
Half bathrooms
1
Total bathrooms
4.5
Total rooms
12
Living area
4,450 sqft
Living area source
Other
Above grade finished area
3,500 sqft
Below grade finished area
950 sqft
Building area
4,450
Building area units
Square Feet
Building area source
Other
Area includes basement
Yes
Interior & systems
Heating
Central · Forced Air · Heat Pump · Electric · Propane
Heating available
Yes
Heating zones
3
Cooling
Central Air · Heat Pump · 3 or More · High Seer Heat Pump (12+)
Cooling available
Yes
Cooling zones
3
Appliances
Water Heater · Tankless Water Heater · Range · Oven · Disposal · Microwave · Refrigerator · Freezer · Washer · Dryer · Plumbed For Ice Maker
Flooring
Tile · Carpet · Hardwood · Flooring - Hardwood · Flooring - Wall to Wall Carpet · Flooring - Stone/Ceramic Tile
Interior features
Bathroom - Full · Wet bar · Closet/Cabinets - Custom Built · Home Office · Play Room · Exercise Room · Mud Room · Wet Bar
Laundry
Second Floor · Electric Dryer Hookup
Basement
Full · Finished · Walk-Out Access · Interior Entry · Garage Access · Radon Remediation System
Fireplace
Yes
Fireplaces
2
Electrical service
Circuit Breakers
Windows
Insulated Windows
Primary bathroom features
Yes
Room details

Primary bedroom

Level
Second
Features
Bathroom - Full · Flooring - Hardwood

Bedroom 2

Level
Second
Features
Flooring - Hardwood

Bedroom 3

Level
Second
Features
Flooring - Hardwood

Bedroom 4

Level
Second
Features
Flooring - Hardwood

Living room

Level
First
Features
Flooring - Hardwood

Dining room

Level
First
Features
Flooring - Hardwood

Family room

Level
Main,First
Features
Closet/Cabinets - Custom Built · Flooring - Hardwood · Wet Bar · Open Floorplan · Slider

Kitchen

Level
First
Features
Flooring - Hardwood

Office

Level
First
Features
Flooring - Hardwood

Price & tax details

Current asking price$2,299,000
Original asking price$2,499,000
Listed on2026-08-11
Days on market79
Tax record supplied by MLS
YearProperty taxAssessed value
2025$21,963$1,980,400

These records are supplied by the current listing. Assessed value is not market value; confirm taxes with the local assessor.

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SCHOOLS & EDUCATION

Schools & performance

2026 MA DESE

School names, grades and state-reported measures are listed below.

Schools named in the listing

99DESE percentile

MLS-listed elementary

Vinson-Owen Elementary

Grades K · 1 · 2 · 3 · 4 · 5

Progress toward targets 93%

95DESE percentile

MLS-listed middle

McCall Middle

Grades 6 · 7 · 8

Progress toward targets 86%

—DESE percentile

MLS-listed high school

Whs

School name supplied by the listing; confirm with the district.

MLS school names do not guarantee attendance. Assignment can vary by school year, grade and admissions policy; confirm with the district before committing.
What do these numbers mean?

DESE accountability percentiles (1–99) compare schools administering similar assessments, using up to two years of indicators. These are not test scores out of 100 or GreatSchools 1–10 ratings. Progress toward targets is a separate state measure. Consider programs, support services and your child’s needs as well.

School names link to available school or district websites.

Information is deemed reliable but is not guaranteed. © 2026 MLS Property Information Network, Inc. All rights reserved.

Listings updated