For Sale

5906 Winston Churchill Boulevard, Erin, Ontario N0B 1T0

$3,000,000

5906 Winston Churchill Boulevard, Erin, Ontario N0B 1T0 is For Sale and has a listing price of 3,000,000. The property is located in the Caledon neighbourhood . It's been on the website for 1 Day.

  • Detached
    Property Type
  • 4
    Bedrooms
  • 5
    Bathrooms
  • Parking
  • MLS ID: X12671694
  • Office Name SOTHEBY'S INTERNATIONAL REALTY CANADA
Property Description

A world of timeless sophistication and unparalleled exclusivity unfolds. Nestled on approx. 20 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, modern crafted outdoor living space, pool area & woodland greet you, centering around your private pond. Trails weaving through the untouched serenity of nature, offering an idyllic escape for exploration & tranquility. Crafted with superior level of artistry, Post-and-beam construction, soaring cathedral ceilings & rich thick plank flooring throughout the home create warmth. The grand primary suite serves as a personal retreat with a sitting room, yoga studio, private balcony with enriched views that inspire morning reflection or evening serenity. The heart of the home is its gourmet kitchen, complemented by four well-appointed bedrooms & four + one 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, multiple lounging areas, outdoor kitchen, reflective glassed-in pool area, infinity edge saltwater pool, elegant thermal ash-clad cabana includes a wood-burning fireplace, pop-up TV, sauna, wet bar, change room, two-piece bathroom & outdoor shower, meticulously designed by Adrian Gale. 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

Property Details
  • Bedrooms: 4
  • MLS ID: X12671694
  • Bathrooms: 5
  • Price: $3,000,000
  • Lot Depth: 1638
  • Transaction Types: For Sale
  • Ref ID: X12671694
  • Year Built: N/A
  • Approx Sqft: 3500-5000
  • Dir / Cross St: Wellington SDRD HWY 22 NORTH ON WINSTON CHURCHILL
  • Status: Active
  • Tax Year: 2025
  • Approx Age: 31-50
  • Property Type: Detached
  • Property Type: All Houses
  • Property Sub Category: Detached
Price History
List Date MLS ID List Price Status End Date Closed Price
01/07/2026 X12671694 $3,000,000 For Sale - -
10/16/2025 X12465068 $3,000,000 For Sale -
05/12/2025 X12141857 $3,299,999 For Sale 10/15/2025 -
12/06/2024 X11884364 $3,800,000 Cancelled 04/07/2025 -
Market Temperature
  • Buyer's Market
  • Balanced
  • Seller's Market
Neighborhood Stats
Caledon
  • $1,824,974 Average List Price
    based on 1 year
  • 218 New Listings
    based on 30 days
  • 52 Median Days on Market
    based on 1 year
  • List vs. Selling Price 212.66 % Up
  • Sold (12mo) 694
  • Rented (12mo) 306

  • 1 Month Change -100.0%
  • 3 Month Change -100.0%
  • 6 Month Change -100.0%
Walkscore
  • - Walk Score
    Car-Dependent
  • 32 Bike Score
    Somewhat Bikeable
Property Type Distribution
  • All Houses
    88%
  • All Houses/Commercial
    0.05%
  • Commercial
    11.24%
  • Condo
    0.24%
  • Land for Sale
    0.47%
Additional Details
  • Heat Type Forced Air
  • Heat Source Propane
  • Style 2-storey
  • Washroom Type1: 1
  • Garage Type Detached
  • Parking Spaces: 18
  • Exterior Stone
  • Kitchen Y
  • Fireplace Y
  • Parking Y
  • Family Room: 1
  • Washrooms Type 1 # Pcs: 4
  • Washrooms Type 2 # Pcs: 3
  • Washrooms Type 3 # Pcs: 3
  • Washrooms Type 4 # Pcs: 2
  • Washrooms Type 2: 2
  • Washrooms Type 3: 1
  • Washrooms Type 4: 1
  • Taxes: $10,015
  • Last Status New
  • Original Price: $0
  • Sold Price: $0
  • Addl Monthly Fees: $0
  • Possession Remarks: TBD
  • Listing Entry Date: 07/01/2026 15:29:50
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