
54 Squire Road Winchester — Photo 1 of 42
$2,499,000
Winchester, MA 01890
Beds
4
Baths
4.5
SqFt
4,450
Style
Single Family
Built
2016
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
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.
Water Heater • Tankless Water Heater • Range • Oven • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer • Plumbed For Ice Maker
Public Transportation • Pool • Tennis Court(s) • Walk/Jog Trails • Medical Facility • Bike Path
Flooring - Hardwood
Flooring - Hardwood
Flooring - Hardwood
Flooring - Hardwood
Closet/Cabinets - Custom Built, Flooring - Hardwood, Wet Bar, Open Floorplan, Slider
Bathroom - Full, Flooring - Hardwood
Flooring - Hardwood
Flooring - Hardwood
23,406
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$230K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
18.3%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
2,667 housing units permitted in the last 12 months (-2% vs the prior 12 months) — 1,709 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 4,450 sq ft principal dwelling). Lot size: 25,687 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Anthony Marino
Listing Office: The Marino Group Collection
MLS® Number: 73555666
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