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Detached for sale at 5258 Winston Churchill Boulevard, Erin - 4 bedroom, 3 bathroom - Photo 1 of 46
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Detached for sale at 5258 Winston Churchill Boulevard, Erin - 4 bedroom, 3 bathroom - Photo 46 of 46
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Active

$4,599,000

5258 Winston Churchill Blvd

Erin, ON N0B 1T0

5258 Winston Churchill Blvd, ErinListed at $4,599,000. 4 bedroom, 3 bathroom Backsplit 5 Detached. MLS® X13648806.

4Beds
3Baths
3500-5000sqft
Detached
Backsplit 5
15Parking
$13,679Taxes/yr · 2026

What's this home worth?

Get a free estimate for 5258 Winston Churchill Blvd

Description

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.

Property Details

Property TypeDetached
StyleBacksplit 5
CommunityRural Erin
Approximate Age51-99
Rooms14
Kitchens1
Washrooms3
Square Feet3500-5000 sqft
Lot Dimensions352.51 ft frontage
Fronting OnWest
Dir/Cross StWinston Churchill Blvd & The Grange Sideroad
ViewGarden, Forest, Pond, Trees/Woods
Garage TypeDetached
Garage Parking Spaces3
Parking Drive Spaces12
Total Parking Spaces15
ExteriorBoard & Batten , Stone
RoofShake, Cedar
FoundationConcrete Block
BasementFinished
Fireplace FeaturesPropane, Electric, Living Room, Family Room, Wood Stove
Heating TypeForced Air
Heating SourcePropane
A/CCentral Air
SewersSeptic
PoolInground
Taxes (2026)$13,679
HSTNot Subject to HST
Listed Date8/7/2026
Days on Market11 days
PossessionTBD
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

Property Insights

Home Value
Estimate

Listing Courtesy of: ROYAL LEPAGE RCR REALTY

MLS® #X13648806

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

HouseIndex Take: 5258 Winston Churchill Boulevard

This detached (Backsplit 5) is located in the Rural Erin neighbourhood of Erin.

The home offers 4 bedrooms, 3 bathrooms.

Features include a finished basement, 15 parking spaces including a 3-car garage, a fireplace.

Listed at $4,599,000 CAD with annual property taxes of $13,679 (2026).

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