4,696 Sq. Ft.
$404 / Sq. Ft.
4,696
Sq. Ft.
$404
per Sq. Ft.

Description

Designed for modern living and effortless entertaining, this home’s exceptional open-concept main level sets it apart from the moment you enter. Anchored by a chef’s kitchen with stone countertops, an oversized island, and premium Viking appliances, the space flows seamlessly into the family room with a striking shiplap fireplace and direct access to a spacious composite deck. Set in a desirable neighborhood, this fabulous 6-bedroom, 3.5 bath home offers luxury finishes at an exceptional value. The...Designed for modern living and effortless entertaining, this home’s exceptional open-concept main level sets it apart from the moment you enter. Anchored by a chef’s kitchen with stone countertops, an oversized island, and premium Viking appliances, the space flows seamlessly into the family room with a striking shiplap fireplace and direct access to a spacious composite deck. Set in a desirable neighborhood, this fabulous 6-bedroom, 3.5 bath home offers luxury finishes at an exceptional value. The primary suite provides a private escape with a walk-in closet and dual vanity, complemented by three additional second-floor bedrooms—two with walk-in closets—a shared bath, and laundry. A large unfinished attic offers future expansion potential, while the finished lower level adds flexibility with full-size windows, a sixth bedroom, full bath, recreation space, and a mudroom with direct garage entry. Enjoy a landscaped, fenced yard with irrigation, close to top-rated schools.
  1. Listed by Andersen Group Realty • Keller Williams Realty Boston Northwest
  2. Listed by Sven Andersen • Keller Williams Realty Boston Northwest

Property Details for 5 Squire Road

Town
Winchester
Area
MA-Winchester
Architectural Style
Contemporary
Style
Contemporary
Garage Spaces
2
Parking Spaces
6.00
Parking Spaces Total
8

Open Houses

Thursday, Jan 29th

5:30 PM - 6:30 PM

Public

Saturday, Jan 31st

11:00 AM - 12:00 PM

Public

Sunday, Feb 1st

11:00 AM - 12:00 PM

Public

LISTING UPDATED: 01/27/2026 09:27 AM

Property Details for 5 Squire Road

StatusNew
MLS #73471882
Days on MarketListed Today
Taxes$20,170 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1958
CountyMiddlesex County

Location

Listing Courtesy of Keller Williams Realty Boston Northwest, Andersen Group Realty; Keller Williams Realty Boston Northwest, Sven Andersen
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Virtual Tour

Building Information for 5 Squire Road

Stories-Year Built1958Building Size-Lot Size0.41 AC / 17,912 SF

Payment Calculator

$10,936 per month

30 year fixed, 6.15% Interest

Principal and Interest

$9,255

Property Taxes

$1,681

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 5 Squire Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Shopping, Swimming Pool, Tennis Court, Walk/Jog Trails, Golf Course, Medical Facility, Bike Path, Conservation Area, Public School
  • Living Area: 4696.0
  • Color: Grey
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Range Hood
  • Basement Features: Full, Finished, Walk Out, Interior Access, Garage Access
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • DoorFeatures: Insulated Doors, French Doors
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Tile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
  • Interior Features: Bathroom - Full, Bathroom - With Shower Stall, Open Floorplan, Bathroom, Mud Room, Play Room, Walk-up Attic
  • Interior Features: French Doors
  • Laundry Features: Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Second Floor
  • SpaYN: No
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Deck - Composite, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard, Stone Wall
  • Exterior Features: Fenced Yard, Professional Landscaping, Sprinkler System, Stone Wall, Deck - Composite, Patio
  • Fencing: Fenced
  • Patio And Porch Features: Deck - Composite, Patio
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: 200+ Amp Service
  • Green Energy Efficient: Thermostat
  • Heating: Central, Forced Air, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Electric Dryer
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - Half,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Flooring - Hardwood,Window(s) - Picture
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Walk-In Closet(s),Flooring - Hardwood
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Walk-In Closet(s),Flooring - Hardwood
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Closet,Flooring - Hardwood
  • Bedroom4 Level: Second
Bedroom 5
  • Bedroom5 Features: Closet,Flooring - Hardwood
  • Bedroom5 Level: First
Bathroom 1
  • Bathroom1 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile
  • Bathroom1 Level: Second
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Half,Flooring - Stone/Ceramic Tile
  • Bathroom3 Level: First
Dining Room
  • Dining Room Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Open Floorplan
  • Dining Room Level: First
Family Room
  • Family Room Features: Flooring - Hardwood,Slider
  • Family Room Level: First
Kitchen
  • Kitchen Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Kitchen Island,Breakfast Bar / Nook,Open Floorplan,Stainless Steel Appliances,Gas Stove
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Window(s) - Picture,French Doors,Deck - Exterior,Open Floorplan
  • Room Living Room Level: First
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: M:028 B:0217 L:0,901720
  • Assessments: $1,910,000
  • Book: 0
  • Tax Year: 2026
  • Zoning: RDA
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 2
  • Heat Zones: 2
Complex & Association Information
  • Adult Community: No

Property History for 5 Squire Road

DateEvent & SourcePriceAppreciation
Jan 27, 2026

Listed (Active)

MLS PIN #73471882

$1,899,000
Dec 31, 2025

Expired

MLS PIN #73356942

$2,000,000
Nov 25, 2025

Temporarily Withdrawn

MLS PIN #73356942

$2,000,000
Apr 30, 2025

Price Change

MLS PIN #73356942

$2,099,000
Apr 9, 2025

Listed (Active)

MLS PIN #73356942

$2,199,000
Oct 24, 2022

Sold

MLS PIN #73034633

$1,805,000
Sep 9, 2022

Under Agreement

MLS PIN #73034633

Sep 9, 2022

Contingent

MLS PIN #73034633

Sep 8, 2022

Listed (Active)

MLS PIN #73034633

$1,875,000
Aug 4, 2022

Canceled

MLS PIN #72999744

$1,875,000
Jul 25, 2022

Price Change

MLS PIN #72999744

$1,899,000
Jun 21, 2022

Listed (Active)

MLS PIN #72999744

$1,950,000
Jun 7, 2019

Sold

MLS PIN #72471564

$1,455,000
Apr 19, 2019

Contingent

MLS PIN #72471564

Mar 27, 2019

Listed (Active)

MLS PIN #72471564

$1,475,000
Aug 11, 2017

Sold (Public Record)

Public Record #603408110

$1,380,000

+51.4% / yr

Aug 11, 2017

Sold

MLS PIN #72100791

$1,380,000
Jul 10, 2017

Under Agreement

MLS PIN #72100791

Jul 10, 2017

Contingent

MLS PIN #72100791

Dec 12, 2016

Listed (Active)

MLS PIN #72100791

$1,599,900
Nov 28, 2016

Canceled

MLS PIN #72087154

$1,599,900
Oct 28, 2016

Listed (Active)

MLS PIN #72087154

$1,599,900
Dec 22, 2015

Sold (Public Record)

Public Record #563010430

$700,000

+2.7% / yr

Dec 22, 2015

Sold

MLS PIN #71873989

$700,000
Nov 13, 2015

Contingent

MLS PIN #71873989

Jul 15, 2015

Listed (Active)

MLS PIN #71873989

$849,000
Nov 15, 2006

Sold (Public Record)

Public Record #209815222

$547,500

+5.8% / yr

Nov 15, 2006

Sold

MLS PIN #70468521

$547,500
Oct 24, 2006

Under Agreement

MLS PIN #70468521

Oct 24, 2006

Contingent

MLS PIN #70468521

Oct 1, 2006

Listed (Active)

MLS PIN #70468521

$565,000
Sep 30, 2006

Expired

MLS PIN #70339924

$599,500
Mar 2, 2006

Listed (Active)

MLS PIN #70339924

$649,900
Jun 25, 1998

Sold (Public Record)

Public Record #88225331

$340,000
Jun 25, 1998

Sold

MLS PIN #50390942

$340,000
Mar 16, 1998

Under Agreement

MLS PIN #50390942

Mar 16, 1998

Contingent

MLS PIN #50390942

Jan 23, 1998

Listed (Active)

MLS PIN #50390942

$359,900
DateEvent & SourcePrice
01/27/2026

Listed (Active)

MLS PIN #73471882

$1,899,000
12/31/2025

Expired

MLS PIN #73356942

$2,000,000
11/25/2025

Temporarily Withdrawn

MLS PIN #73356942

$2,000,000
04/30/2025

Price Change

MLS PIN #73356942

$2,099,000
04/09/2025

Listed (Active)

MLS PIN #73356942

$2,199,000
10/24/2022

Sold

MLS PIN #73034633

$1,805,000
09/09/2022

Under Agreement

MLS PIN #73034633

09/09/2022

Contingent

MLS PIN #73034633

09/08/2022

Listed (Active)

MLS PIN #73034633

$1,875,000
08/04/2022

Canceled

MLS PIN #72999744

$1,875,000
07/25/2022

Price Change

MLS PIN #72999744

$1,899,000
06/21/2022

Listed (Active)

MLS PIN #72999744

$1,950,000
06/07/2019

Sold

MLS PIN #72471564

$1,455,000
04/19/2019

Contingent

MLS PIN #72471564

03/27/2019

Listed (Active)

MLS PIN #72471564

$1,475,000
08/11/2017

Sold (Public Record)

Public Record #603408110

$1,380,000

+51.4% / yr

08/11/2017

Sold

MLS PIN #72100791

$1,380,000
07/10/2017

Under Agreement

MLS PIN #72100791

07/10/2017

Contingent

MLS PIN #72100791

12/12/2016

Listed (Active)

MLS PIN #72100791

$1,599,900
11/28/2016

Canceled

MLS PIN #72087154

$1,599,900
10/28/2016

Listed (Active)

MLS PIN #72087154

$1,599,900
12/22/2015

Sold (Public Record)

Public Record #563010430

$700,000

+2.7% / yr

12/22/2015

Sold

MLS PIN #71873989

$700,000
11/13/2015

Contingent

MLS PIN #71873989

07/15/2015

Listed (Active)

MLS PIN #71873989

$849,000
11/15/2006

Sold (Public Record)

Public Record #209815222

$547,500

+5.8% / yr

11/15/2006

Sold

MLS PIN #70468521

$547,500
10/24/2006

Under Agreement

MLS PIN #70468521

10/24/2006

Contingent

MLS PIN #70468521

10/01/2006

Listed (Active)

MLS PIN #70468521

$565,000
09/30/2006

Expired

MLS PIN #70339924

$599,500
03/02/2006

Listed (Active)

MLS PIN #70339924

$649,900
06/25/1998

Sold (Public Record)

Public Record #88225331

$340,000
06/25/1998

Sold

MLS PIN #50390942

$340,000
03/16/1998

Under Agreement

MLS PIN #50390942

03/16/1998

Contingent

MLS PIN #50390942

01/23/1998

Listed (Active)

MLS PIN #50390942

$359,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 5 Squire Road

Taxable ValueLand$770,800Additions$1,048,000Total$1,818,800
Tax Record2025$20,170 ($1,681 / month)
Home Facts
Beds6Baths3.5Total Finished SqFt4,696 SqFtAbove Grade Finished SqFt4,696 SqFtUnfinished Basement SqFt722 SqFtStories2Lot Size17,912 SqFtStyleSingle Family ResidenceYear Built1958Year Renovated2016ZoningRDACountyMIDDLESEXAPNWINC M:028 B:0217 L:0Fireplace TypeHas Fireplace

Schools near 5 Squire Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Vinson-Owen Elementary School
PublicPK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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5 Squire Road is a single family home for sale in Winchester, MA 01890. This listing's school district is Winchester School District. Nearby schools include Vinson-Owen Elementary School, McCall Middle School and Winchester High School. 5 Squire Road is a 6-bed, 4-bath, 4,696 sqft single family home built in 1958.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Keller Williams Realty Boston Northwest, Andersen Group Realty; Keller Williams Realty Boston Northwest, Sven Andersen

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.