

1 / 42$2,049,000
5 bd · 3.5 ba · 4,063 sqft · Single Family
21 Amberwood Dr
Winchester, MA 01890
Listing courtesy of Gayle Winters & Co. Team, Compass · MLS PIN #73588059
$2,399,000
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
Listing courtesy of Anthony Marino, The Marino Group Collection · MLS PIN #73555666
MLS PIN #73555666 · Listed August 11, 2026
54 Squire Road, Winchester · All Winchester homes
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
$2,399,000
54 Squire Road


1 / 42$2,049,000
5 bd · 3.5 ba · 4,063 sqft · Single Family
Winchester, MA 01890
Listing courtesy of Gayle Winters & Co. Team, Compass · MLS PIN #73588059


1 / 41$2,195,000
5 bd · 3.5 ba · 5,006 sqft · Single Family
Winchester, MA 01890
Listing courtesy of Kim Covino & Co. Team, Compass · MLS PIN #73496396


1 / 37$2,250,000
5 bd · 3 ba · 4,071 sqft · Single Family
Winchester, MA 01890
Listing courtesy of Steph Crawford Group, Real Broker MA, LLC · MLS PIN #73544924


1 / 40$2,199,900
4 bd · 4.5 ba · 5,400 sqft · Single Family
Woburn, MA 01801
Listing courtesy of Eileen Doherty, Lamacchia Realty, Inc. · MLS PIN #73569751
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.