54 Squire Road, Winchester MA 01890

Winchester, MA 01890
$2,499,000
Est. $14,667/month
4
Beds
4.5
Baths
4,450
Sq Ft
$562
Price/Sq Ft
0.59
Acres
2016
Year Built
2
Garage Spaces
12 hours 47 minutes
Time on Market
For Sale Listed Aug 11, 2026 • MLS# 73555666 Copied! • Updated Aug 11, 2026

Track this home for price, status, and open-house alerts.

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.

BMN Estimate

Get the number an algorithm can't give you

A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.

Recently Sold Nearby

Property History

Property Timeline

🏠
Listed for Sale
Aug 11, 2026
$2,499,000
Original listing
Agent: Anthony Marino Office: The Marino Group Collection

Tax History

Year Taxes Assessment
2025 $21,963 $1,980,400

Financial Details

Annual Property Tax
$21,963
Tax Year 2025
Assessed Value
$1,980,400

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 2016
Living Area 4,450 sq ft
Lot Size 0.59 acres
Bedrooms 4
Full Baths 4
Half Baths 1
Total Rooms 12

Interior

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
Appliances Water Heater, Tankless Water Heater, Range, Oven, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker
Fireplace None
Fireplaces 2
Basement Full, Finished, Walk-out Access, Interior Entry, Garage Access, Radon Remediation System
Laundry Second Floor, Electric Dryer Hookup
Features Bathroom - Full, Wet Bar, Closet/cabinets - Custom Built, Home Office, Play Room, Exercise Room, Mud Room, Wet Bar

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Deck - Composite, Covered Patio/deck, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Stone Wall, Et Irrigation Controller, Other
Pool None
Spa None
Fencing Fenced
Patio/Porch Deck - Composite, Covered
Garage Spaces 2
Has Garage Yes
Features Attached, Under, Off Street, Driveway, Paved
Total Spaces 8
Electric Circuit Breakers
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Electric Oven, For Electric Dryer, Icemaker Connection
Annual Tax $21,963
Assessed Value $1,980,400
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures None
Possession None
Accepted Financing Contract
Structure Type []
House Color Dark Gray
Sq Ft Source Other
Documents None
County Middlesex

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2016
Bedrooms
4
Full Bathrooms
4
Half Bathrooms
1
Living Area
4,450 sq ft
Total Rooms
12

Floor Layout

Interior Features

Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
Appliances: Water Heater, Tankless Water Heater, Range, Oven, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker
Interior Features: Bathroom - Full, Wet bar, Closet/Cabinets - Custom Built, Home Office, Play Room, Exercise Room, Mud Room, Wet Bar
Windows: Insulated Windows
Basement: Full, Finished, Walk-Out Access, Interior Entry, Garage Access, Radon Remediation System
Laundry: Second Floor, Electric Dryer Hookup
Security:

Construction & Materials

Style: Colonial
Year Built: 2016
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Central, Forced Air, Heat Pump, Electric, Propane
Heating Zones: 3
Cooling: Central Air, Heat Pump, 3 or More, High Seer Heat Pump (12+)
Cooling Zones: 3
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features: Thermostat

Exterior & Lot

Exterior Features: Deck - Composite, Covered Patio/Deck, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Stone Wall, ET Irrigation Controller, Other
Patio & Porch: Deck - Composite, Covered
Fencing: Fenced
Other Structures:
Lot Features: Wooded, Sloped
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 8
Parking Features: Attached, Under, Off Street, Driveway, Paved

Special Features

Fireplaces: 2
Fireplace Type:
Community Amenities: Public Transportation, Pool, Tennis Court(s), Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, T-Station

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,830
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

Loading map...

Neighborhood

54 Squire Road, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent Anthony Marino
Listing Office The Marino Group Collection
Office Phone 781-990-8880
Agent MLS ID CN222752
Office MLS ID AN8078
Listing Data Updated Aug 11, 2026 11:24 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

Steve Novak Real Estate
Steve Novak Real Estate
Ask about this property — free, no obligation.

Similar Homes for Sale

Comparable Properties

Customize Comparable Search

Finding comparable properties...

Market Analytics for Winchester, MA

Real-time market trends and pricing data for this area

Loading market insights for Winchester.