5906 Winston Churchill Boulevard

5906 Winston Churchill Boulevard
5906 Winston Churchill Boulevard
5906 Winston Churchill Boulevard
+47
4
 bed
5
 bath
18
 parking
3500 - 5000
 sqft
Detached
$3,299,999
For Sale
85 days
 on site
$3,299,999
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Size
-
Lot size
18.80 Acres
Street frontage
-
Possession
Other
Price per sqft
$660 - $943
Taxes
$10,015.24 (2024)
Parking Type
-
Style
2-Storey
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Description
A world of timeless sophistication and unparalleled exclusivity unfolds. Nestled on 18 secluded acres, this estate boasts over 5,450 sqft of exquisitely designed living space, set against the backdrop of a mature forest. Every step onto this estate unveils an extraordinary lifestyle. The moment you arrive, panoramic views of the water, Miami-style modern landscaped pool area, & woodland greet you, centering around your private pond. Meandering trails weave through the untouched serenity of nature, offering an idyllic escape for exploration & tranquility. Crafted with a superior level of artistry and bespoke finishes, this freshly painted home combines timeless design with modern functionality. The grand primary suite serves as a personal retreat with its sitting room, a private balcony, and views that inspire morning reflection or evening serenity. The heart of the home is its gourmet kitchen, complemented by four well-appointed bedrooms & five bathrooms. Invision, unwinding by a stunning wood-burning fireplace, beautifully set against a dramatic stone wall. Whether it's the soft crackle of the fire or the serene views of your outdoor haven, every moment here invites you to relax, recharge, & revel in the luxury of your surroundings. This estate is a true entertainer's dream. Seamless indoor & outdoor venues, meticulously landscaped designer by Leigh Gravenor, with multiple lounging areas, outdoor kitchen, 2520 sqft of reflective glassed-in pool area with an infinity edge saltwater pool. An elegant covered cabana provides a wood-burning fireplace, pop-up TV, sauna, wet bar, changing room, two-piece bathroom, and outdoor shower. The rejuvenating hot tub integrates into your private resort-like haven. Enjoy exclusive amenities including private trails, fishing, & skating, all designed havens for discerning nature lovers seeking the pinnacle of luxury living. Conveniently located 1 hr from Toronto, minutes to TPC Toronto at Osprey Valley golf course & Caledon Ski Club.
Broker: SOTHEBY'S INTERNATIONAL REALTY CANADA
MLS®#: X12141857
Property details
Parking:
18
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
3500-5000 sqft
Lot front:
500 Ft
Lot depth:
1638 Ft
Listed on:
May 12, 2025
Show all details
Rooms
LevelNameSizeFeatures
Second
Loft
16.9 x 7.5 ft
Second
Bedroom 2
19.3 x 16.5 ft
Main
Kitchen
10.7 x 11.0 ft
Show all
Instant estimate:
orto view instant estimate
$167,704
lower than listed price
i
High
$3,267,464
Mid
$3,132,295
Low
$2,985,829
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55 William Crisp Drive
1/50
$2,999,900
93 days
55 William Crisp Drive
5BD
5BA
14 Parking
3,500-5,000 sqft
MLS#: W12122630
RE/MAX REALTY SERVICES INC.
93 days

About 5906 Winston Churchill Boulevard

5906 Winston Churchill Boulevard is a Caledon detached house for sale. It was listed at $3299999 in May 2025 and has 4 beds and 5 bathrooms.

For groceries there is Ray Third Bistro Bakery which is a 4-minute drive.

Getting around the area will require a vehicle, as the nearest transit stop is a Bus Stop (Riddell Rd / Town Line) and is an 8-minute drive