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
This home has been viewed 4 times
Last Checked: October 2nd, 2026 at 6:43am (Source: MLS PIN #73555666)
Garage Parking
Green Features
Air Conditioning
Waterview
Lead Paint Free
General Information for 54 Squire Road, Winchester MA 01890
Listing ID73555666
Property TypeSingle Family / Detached
Price$2,399,000 ($539.1/SqFt)
StyleColonial
CityWinchester
CountyMiddlesex
Neighborhood(s)
Garage Parking2
ZoningRDA
Year Built2016
Year Built SourcePublic Records
Year Built DetailsActual
Interior Features for 54 Squire Road, Winchester MA 01890
Approximate Living Area Total4450
Living Area Includes BasementYes
Rooms12
Bedrooms4
Primary En Suite BathroomYes
BasementFull
Cooling1, Split
Fireplaces
AppliancesRange
FlooringTile
Electric220 Volts
Exterior Features for 54 Squire Road, Winchester MA 01890
Approximate Lot Size (Acres)0.59
Approximate Lot Size (Square Feet)25687
Total Parking10 (2 Garage)
Garage Parking2
WaterPublic
SewerPublic Sewer
Lot FeaturesGentle Sloping
Parking Features1
Exterior FeaturesPorch
Foundation Materials
Construction MaterialsFrame
Road Frontage Type
Patio & PorchCovered
Roof MaterialAsphalt/fiberglass Shingles
Utility Connections110 Volts
Water ViewsNo
Water Views Features
Waterfront0
Waterfront Features
Pool Features
Horse Permitted0
Horse Amenities
Disclosures for 54 Squire Road, Winchester MA 01890
Lead PaintNone
UFFI
Living Area Includes BasementYes
Living Area Disclosure
Building Area SourceOther
Special Listing Conditions
ExclusionsExcluded: Washer And Dryer Excluded.
Compensation Based On
Financial Information for 54 Squire Road, Winchester MA 01890
Association Fee
Association Fee Frequency
Association Fee Includes
Real Estate Tax21963
Tax Year2025
Assessed Value$1,980,400
Location Information for 54 Squire Road, Winchester MA 01890
Elementary SchoolVinson Owen
Middle SchoolMccall
High SchoolWhs
Neighborhood(s)
Area AmenitiesWalk/jog Trails
Contact Information for 54 Squire Road, Winchester MA 01890