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    5258 Winston Churchill Boulevard

    Erin, ON • N0B 1T0
    Detached
    Active
    View on Map
    List Price$4,599,000
    5258 Winston Churchill Boulevard
    Erin, ON • N0B 1T0
    View on Map
    Detached
    Active
    List Price$4,599,000
    4Beds
    3Baths
    3500-5000 SqFtLiving Area
    15Parking
    $13,679 / 2026Property Tax
    FinishedBasement

    Property History

    Market activity for 5258 Winston Churchill Boulevard

    0 Records

    No listing history available

    This is the first time this property is listed

    About this home

    Imagine waking up to peaceful countryside views, spending afternoons by the pool, evenings around the fire and having the space to enjoy the country lifestyle you've worked for. Set on 25 private acres, this remarkable estate offers over 5,800 sq. ft. of living space thoughtfully designed for everyday living, entertaining and pursuing the hobbies you love. Beyond the gated entrance, the property unfolds with an impressive pond, beautifully maintained grounds, mature landscaping, multiple paddocks, a drive shed, vegetable garden, fruit trees, chicken coop with sugar shack, gazebo, cabana with sauna and shower, and a heated saltwater pool surrounded by generous patio space. For those seeking exceptional workspace and versatility, the detached 3-car garage features a finished upper-level office with a propane stove, while the nearly 4,000 sq. ft. three-level barn includes 4 horse stalls, an aviary, workshop, feed room and a self-contained living area with kitchen and 3-piece bath. Inside, warmth and character are found throughout. The cherry kitchen with a large island and wood-burning fireplace creates a natural gathering place, while the conservatory with heated slate floors and the Muskoka room invite you to slow down and enjoy every season. A separate suite with its own entrance offers added flexibility for family or guests. The spacious primary retreat includes a private hot tub walkout, custom cherry wardrobe and a beautifully appointed ensuite. The finished lower level features a temperature-controlled wine cellar, home theatre, billiards room, recreation area and additional kitchen/laundry space. This is a property where country living meets comfort, flexibility and unforgettable moments.

    Listing Snapshot
    Property Type
    Detached
    Size
    3500-5000 SqFt
    Building Age
    51-99 years
    Lot Size
    N/A
    Parking
    15 Spaces
    Basement
    Finished
    Property Tax
    $13,679 / 2026
    Added to PropertyMesh
    2026-08-07
    Days on Site
    97 Days
    Status Change
    96 Days Ago
    Listing #
    X13648806
    Listing Brokerage
    ROYAL LEPAGE RCR REALTY
    Data Source
    PROPTX
    Updated on
    2026-08-07
    Property Specifications

    Property Overview

    Property TypeDetached
    StyleBacksplit 5

    Interior Details

    Bedrooms4
    Bathrooms3
    Bathrooms Detail (Main)1
    Bathrooms Detail (Upper)1
    Bathrooms Detail (Main)1
    Basement TypeFinished
    Kitchens1
    Family RoomYes

    Utilities & Systems

    CoolingCentral Air
    Heating FuelPropane

    Building & Construction

    Building Age51-99
    ConstructionBoard & Batten , Stone

    Parking & Access

    Total Parking Space15

    Key Features

    Property FeaturesDeck, Lawn Sprinkler System, Landscaped, Porch, Private Pond, Security Gate

    Lot & Location

    SewerSeptic
    Frontage352.51 Feet
    Cross StreetWinston Churchill Blvd & The Grange Sideroad
    Room Details

    Primary Bedroom

    23.39 x 33.27 Feet

    Level: Upper

    W/O To Porch, Walk-In Closet(s), Overlooks Pool

    Bathroom

    23.72 x 13.09 Feet

    Level: Upper

    6 Pc Ensuite, Overlooks Backyard, Double Sink

    Bedroom 2

    12.96 x 11.06 Feet

    Level: Upper

    Double Closet, French Doors, Crown Moulding

    Bedroom 3

    13.52 x 9.48 Feet

    Level: Upper

    Hardwood Floor, Closet

    Office

    10.7 x 9.48 Feet

    Level: Main

    B/I Bookcase, French Doors, Overlooks Backyard

    Kitchen

    19.88 x 24.41 Feet

    Level: Main

    Combined w/Dining, Slate Flooring, Fireplace

    Solarium

    21.85 x 17.55 Feet

    Level: Ground

    Slate Flooring, Skylight, Fireplace

    Great Room

    31.82 x 16.24 Feet

    Level: Ground

    Vaulted Ceiling(s), Walk-Out, W/O To Deck

    Sunroom

    18.86 x 18.18 Feet

    Level: Ground

    Stone Floor, Sliding Doors, Wood

    Bedroom 4

    13.91 x 12.76 Feet

    Level: Ground

    Double Closet, Overlooks Frontyard

    Other

    10.17 x 10.6 Feet

    Level: Lower

    Glass Doors, Wood

    Bathroom

    5.61 x 13.09 Feet

    Level: Main

    2 Pc Bath

    Bathroom

    9.38 x 8.53 Feet

    Level: Main

    Slate Flooring, Crown Moulding, 3 Pc Bath

    Living Room

    20.14 x 10.4 Feet

    Level: Lower

    B/I Closet

    Media Room

    32.74 x 19.16 Feet

    Level: Basement

    B/I Bookcase, Pot Lights, Built-in Speakers

    Laundry

    19.39 x 11.65 Feet

    Level: Lower

    Laundry Sink

    Game Room

    29 x 22.57 Feet

    Level: Basement

    Electric Fireplace, Stone Floor, B/I Bookcase

    Foyer

    12.37 x 13.52 Feet

    Level: Main

    Wainscoting

    Land Transfer Tax

    Provincial Tax (Ontario)

    $101,450

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