Sold Jun 30, 2026$2,646,000
Browse photos
Active
54 Squire Road
Winchester, MA 01890
Offered at$2,499,000
Residential · Active · MLS #73555666
Listing Courtesy of The Marino Group Collection | Anthony Marino
4Bedrooms
5Bathrooms
4,450Square feet
2016Year built
Bean Group guidance
Visit this home
Upcoming open house
Sun, Sep 6 · 12:00 PM–1:30 PM
Register and we’ll send the available property information so you arrive informed. There is no obligation to attend and registration does not create an agency relationship.
Useful next steps
Request property information
Select a document or report and Bean Group will help track it down.
Availability varies by property and source. Documents are requested from the appropriate source and may not be immediately available.
Considering this property?
Decide whether it deserves a closer look.
A local Bean Group agent can help you compare nearby inventory, understand the listing details, and identify the questions worth answering before you visit.
MLS PIN data
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
Property information
Details at a glance
Interior
- Rooms
- 12
- Heating
- Central, Forced Air, Heat Pump, Electric, Propane
- Cooling
- Central Air, Heat Pump, 3 or More, High Seer Heat Pump (12+)
- Flooring
- Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
- Fireplaces
- 2
Building
- Style
- Single Family Residence
- Year built
- 2016
- Garage
- 2
- Parking
- 8
- Foundation
- Concrete Perimeter
- Roof
- Shingle
Land & utilities
- Lot size
- 0.59 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- RDA
Financial
- Annual taxes
- $21,963
- Assessment year
- 2025
Listing history
Price and status timeline
No additional public listing history was supplied for this property.
Property value estimate
An informed starting point
Automated estimates are not appraisals or guarantees of market value.
Comparable sales
Recent properties for context
Photo insights
Condition signals
Overall presentationexcellent
Generated from listing photography; not a substitute for an inspection.
Local market context
How this home compares in Winchester
MetricThis propertyWinchester
List price$2,499,000$1,549,00061% above local
Price / sq ft$562$565Near the local benchmark
Days on market235155% below local
Active city listing statistics from MLS PIN as of September 5, 2026. Asking prices are not completed-sale values.
Keep exploring
Similar homes nearby
Common questions
About 54 Squire Road
Can I schedule a private showing?
Yes. Request a tour of 54 Squire Road and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.