For Sale
54 Squire Road
Winchester, MA
$2,399,000
4 bd/4.5 ba/4,450 sf
Courtesy of The Marino Group Collection
This home is listed by another brokerage. We can arrange a viewing, and we can represent you as the buyer.
The listing brokerage last updated this record on October 5, 2026.
Photographs

42 photographs from the listing brokerage, shown as they published them.
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
The details
- Property type
- Single family
- Bedrooms
- 4
- Bathrooms
- 4.5
- Interior
- 4,450 sq ft
- Lot
- 0.59 acres
- Year built
- 2016
- Price per sq ft
- $539
- County
- Middlesex
- Taxes
- $21,963 (2025)
- Heating
- Central · Forced Air · Heat Pump · Electric · Propane
- Cooling
- Central Air · Heat Pump · 3 or More · High Seer Heat Pump (12+)
- Basement
- Full · Finished · Walk-Out Access · Interior Entry · Garage Access · Radon Remediation System
- Parking
- 8 (2 garage)
- Fireplaces
- 2
- Roof
- Shingle
- Sewer
- Public Sewer
- Water
- Public
- Zoning
- RDA
- Elementary school
- Vinson Owen
- Middle school
- Mccall
- High school
- Whs
- Days on market
- 55
- MLS #
- 73555666
Ask us about this home
Tell us when you could see it. We will confirm it is still available, book the viewing and go with you.























