For Sale
Price CutPrice Drop: $100K (10/29)
Single family home for sale at 54 Squire Rd, Winchester, MA 01890 | MLS# 73555666 | Listing updated on 2026-11-02
Photo 1 of Single family home for sale at 54 Squire Rd, Winchester, MA 01890 | MLS# 73555666 | Listing updated on 2026-11-02
Photo 2 of Single family home for sale at 54 Squire Rd, Winchester, MA 01890 | MLS# 73555666 | Listing updated on 2026-11-02
Photo 3 of Single family home for sale at 54 Squire Rd, Winchester, MA 01890 | MLS# 73555666 | Listing updated on 2026-11-02
Photo 4 of Single family home for sale at 54 Squire Rd, Winchester, MA 01890 | MLS# 73555666 | Listing updated on 2026-11-02
38+
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Street View

$2,299,000

Monthly Est:$11,443

  • Beds Icon4 Beds
  • Beds Icon
    5 Baths
  • Beds Icon4,450sqft

54 Squire Rd, Winchester, MA 01890

$11,443/moEst:

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  • Single Family Residence

  • Built in 2016

  • $-- HOA

  • 0.59 acre lot

  • $517/sq.ft

Description

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

  • Houzeo last checked: 6 minutes ago
  • Listing updated: November 2, 2026 at 8:05 am
  • Listing Provided by: Anthony Marino (617) 699-6098 | The Marino Group Collection (781) 990-8880
  • Source: MLS Property Information Network-MA | MLS#: 73555666 MLS Property Information Network-MA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Middlesex County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    2016

  • HOA Fees

    -

  • Finished Area

    4,450 sqft

  • Lot Size

    0.59 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73555666

  • MLS Status

    Active

  • Days on Market

    84

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 5

Interior

  • Sewer

    Public Sewer

  • Heating

    Central, Forced Air, Heat Pump, Electric, Propane

  • Cooling

    Central Air, Heat Pump, 3 Or More, High Seer Heat Pump (12+)

  • Exterior Features

    Deck Composite, Covered Patio/deck, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Stone Wall, Et Irrigation Controller, Other

  • Appliances

    Water Heater, Tankless Water Heater, Range, Oven, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker

  • Window Features

    Insulated Windows

  • Interior Features

    Bathroom Full, Wet Bar, Closet/cabinets Custom Built, Home Office, Play Room, Exercise Room, Mud Room, Wet Bar

  • Flooring

    Tile, Carpet, Hardwood, Flooring Hardwood, Flooring Wall To Wall Carpet, Flooring Stone/ceramic Tile

Construction

  • Year Built

    Year Built: 2016

  • Home type

    Single Family Residence

  • Roof

    Shingle

  • Foundation Details

    Concrete Perimeter

  • Construction Materials

    Frame

  • Architectural Style

    Colonial

Utilities & Energy

  • Basement

    Full, Finished, Walk Out Access, Interior Entry, Garage Access, Radon Remediation System

  • Water Source

    Public

  • Electric

    Circuit Breakers

  • Parking Features

    Attached, Under, Off Street, Driveway, Paved

  • Utilities

    For Gas Range, For Electric Oven, For Electric Dryer, Icemaker Connection

  • Laundry Features

    Second Floor, Electric Dryer Hookup

Other Features

  • Lot Features

    Wooded, Sloped

  • Patio And Porch Features

    Deck Composite, Covered

  • Community Features

    Public Transportation, Pool, Tennis Court(s), Walk/jog Trails, Medical Facility, Bike Path, Conservation Area, House Of Worship, T Station

Price History

DateEventPrice

10/29/2026

Source: mls_logoMLS Property Information Network-MA #73555666

Price Decreased

$2,299,000 -4.17%

$517/sqft

10/01/2026

Source: mls_logoMLS Property Information Network-MA #73555666

Price Decreased

$2,399,000 -2.08%

$539/sqft

09/15/2026

Source: mls_logoMLS Property Information Network-MA #73555666

Price Decreased

$2,450,000 -1.96%

$551/sqft

08/11/2026

Source: mls_logoMLS Property Information Network-MA #73555666

Listed for Sale

$2,499,000

$562/sqft

Nearby Homes

Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Nov 04, 2026, 12:45AM. 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 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 or leasing 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 or leasing. 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. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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