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54 Squire Road, Winchester MA 01890
54 Squire Road, Winchester MA 01890
Massachusetts>Middlesex County>West Side

54 Squire RoadWinchester, MA 01890

For Sale

$2,499,000

Smart Buyer Rebate $12,495

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

Last updated September 03, 2026

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Source: MLSPin #73555666

Listing Facts

  • TypeSingle-family
  • NeighborhoodWest Side
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu35
  • Taxes$21,963/year
  • Size4,450 sqft
  • Price per sqft$562

Amenities

  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

08/11/2026
Listed by
$2,499,000
  1. 08/11/2026$2,499,000
    Listed by

Property Details for 54 Squire Road

Association

Amenities

  • Community Features: Pool, Tennis Court(s)

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows
  • Year Built: 2016
  • Year Built Details: Actual
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters, Other, Lighting

Features

  • Fencing: Fenced, Stone
  • Patio And Porch Features: Covered, Patio, Deck

Measurements

  • Building Area Total: 4,450
  • Building Area Units: Square Feet
  • Lot Features: Wooded, Sloped, Landscaped
  • Lot Size Acres: 0.59
  • Lot Size Area: 0
  • Lot Size Square Feet: 25,687
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 901790
  • Tax Annual Amount: $21,963.00
  • Tax Assessed Value: $1,980,400.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Water Heater, Tankless Water Heater, Range, Oven, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Tile, Carpet, Hardwood
  • Interior Features: Wet Bar, Open Floorplan

Measurements

  • Living Area: 4,450
  • Living Area Source: Other

Rooms

  • Basement: Full, Finished, Walk-Out Access, Interior Entry
  • Has Basement: Yes
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 4
  • Rooms Total: 12

Other

Environmental

  • Green Energy Efficient: Thermostat

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 6
  • Open Parking: Yes
  • Parking Features: Attached, Off Street, Driveway, Paved, Garage
  • Parking Total: 8

Schools

Elementary School

  • Elementary School: Vinson Owen

High School

  • High School: Whs

Middle or Junior School

  • Middle Or Junior School: Mccall

Utilities

Equipment

  • Cooling: Central Air, Heat Pump, Zoned
  • Has Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Heat Pump, Central, Forced Air, Electric, Propane, Zoned
  • Has Heating: Yes
  • Laundry Features: Electric Dryer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 5 bathrooms in this single-family home at 54 Squire Road.

What schools are nearby to 54 Squire Road?

Nearby schools include the Vinson Owen Elementary School, Mccall Middle School, and Whs High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 54 Squire Road.

What are the annual taxes for 54 Squire Road?

Annual taxes for this single-family home are estimated at $21,963.

How does 54 Squire Road compare to other single-family homes in West Side?

This single-family home is listed 7% above the average price for single-family homes in West Side and has been on the market for 33 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,450 sqft.

54 Squire Road is a 4-bedroom, 5-bath single-family home for sale in Winchester MA 01890. Listed on Prevu for 35 days at $2,499,000. This property features 4,450 square feet of living space, located in West Side. The median listing price for single-family homes in this area is $2,347,500. Nearby schools include Vinson Owen Elementary School, Mccall Middle School, and Whs High School. The home offers private outdoor space, air conditioning, parking, swimming pool, and washer/dryer. Explore more single-family home listings in Middlesex County.

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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.