Value
Photos
Map
$3,000,000
ESTIMATED
4
BEDROOMS
5
BATHROOMS
X12671694
MLSID

5906 Winston Churchill Boulevard, Erin

A world of timeless sophistication and unparalleled exclusivity unfolds. Nestled on approx. 19 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 4 well-appointed bedrooms & 4+1(Cabana) 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 Adriane 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
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Sold History

SOLD
3 February 2026
$3,000,000
SOLD
11 May 2010
$785,000
SOLD
13 February 2008
$805,000

Summary

Address
5906 Winston Churchill Boulevard
City
Community
MLSID
X12671694
Property Type
Detached
Property Category
Bedrooms
4
Bathrooms
5
Kitchens
1
Zoning
Aep2
Taxes (Annual)
$10,015.24
Tax Year
2025
Published
January 7, 2026
Days on Market
69 Days
Possession Type
Other
Possession Details
Tbd
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Inclusions

Fridge, Stove, Range, D/W, Washer & Dryer, Projector and Screen in Media rm, Pool Solar & propane pool heating system, Bar Fridge, Sauna in Cabana, HotTub, All Pool related Equipment, Outdoor Fridge and BBQ , Playground. Hot water heater (electric), Generac Generator,

Exclusions

Traeger smoker, Pizza oven

Details

Property Features
Wooded/Treed, Golf, Greenbelt/Conservation, Lake/Pond, River/Stream
Security Features
Security System
Bathroom 1
4-Piece Main Level
Bathroom 2
3-Piece Second Level
Bathroom 3
3-Piece Basement Level
Bathroom 4
2-Piece Ground Level
Basement
Finished, Full
Interior Features
Bar Fridge, Generator - Full, Propane Tank, Water Purifier, Water Treatment
Parking Spaces
18
Parking Total
20
Parking Features
Circular Drive, Private Triple, Front Yard Parking, Private Double, Private
Architectural Style
2-Storey
Roof
Other
Construction Materials
Board & Batten , Stone
Lot Size
19 Acres
Lot Width
500 Feet
Lot Depth
1,638 Feet
Water
Well
Heat Source
Propane
Heat Type
Forced Air
New Construction
No
Occupant Type
Owner
Private Entrance
No
Sauna
No
Seasonal Property
No
Hot Tub / Spa
No
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