5258 Winston Churchill Boulevard
Rural Erin · Erin, ON N0B 1T0
Listing brokerage: ROYAL LEPAGE RCR REALTY
Asking price
$4,599,000
Key facts
- DetachedProperty type
- 4Bedrooms
- 3Bathrooms
- 15 spacesParking
- 4,250 sq ftLiving space
- 352.51 ftLot frontage
- Aug 7, 2026Listed
- 94 daysOn market
- X13648806MLS® number
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.
Price history
- Listed$4,599,000
Location
5258 Winston Churchill Boulevard, Erin
Schools & transit
School locations and boards shown from open data. We do not publish rankings; any future scores will be sourced, dated and shown factually.
Nearby schools
- Belfountain Public SchoolPeel DSB · Elementary · 1.8 km in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
- St John Brebeuf Catholic SchoolWellington CDSB · Elementary · 3.1 km in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
- Erin Public SchoolUpper Grand DSB · Elementary · 3.8 km in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
Nearby transit
Lines nearby: 37
- Hurontario St. @ Forks of The Credit Rd.GO Transit · 8.3 km in a straight line · about 104 min walk (estimate) · 37
- Hurontario St. @ Olde Baseline Rd.GO Transit · 8.9 km in a straight line · about 112 min walk (estimate) · 37
- Hurontario St. @ Boston Mills Rd.GO Transit · 9.5 km in a straight line · about 118 min walk (estimate) · 37
Sources
- Contains information licensed under the Open Government Licence – Ontario. Source: Ontario Ministry of Education.
- Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service.
MLS® #X13648806
Last updated Aug 7, 2026
MLS®, Multiple Listing Service®, and the associated logos are owned by The Canadian Real Estate Association (CREA)/the applicable board and identify the quality of services provided by real estate professionals who are members.
Listing data is provided under licence by the Toronto Regional Real Estate Board and is deemed reliable but not guaranteed accurate.



