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50
$4,599,000 Sale
Listed 67 days ago
5258 Winston Churchill Boulevard
· 4
· 3
· 3
· 3500-5000
Listing History
Buy/Sell/Terminated/Expired listing history for 5258 Winston Churchill Boulevard
Key Facts
Key facts for 5258 Winston Churchill Boulevard
Property Type
House, Backsplit 5
Parking
Detached 3 garage, 10 parking
MLS #
X13648806
Size
3500-5000 sqft
Basement
Finished
Listed on
2026-08-07
Lot size
353 x 0.0
Tax
$13,679 /yr
Days on Market
67
Approximate Age
51-99
Maintenance Fee
-
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 everyd...ay 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.
Room Types
Bathroom
6 Pc Ensuite, Overlooks Backyard, Double Sink
Dimensions 23.73 x 13.09 feet
310.63 sqft
Bathroom
2 Pc Bath
Dimensions 5.6 x 13.09 feet
73.3 sqft
Bedroom 2
Double Closet, French Doors, Crown Moulding
Dimensions 12.96 x 11.06 feet
143.34 sqft
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Courtesy of: ROYAL LEPAGE RCR REALTY