About 5906 Winston Churchill Boulevard
A world of timeless sophistication and unparalleled exclusivity unfolds. Nestled on 18 secluded acres, this estate boasts over 5,450 square feet 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, and woodland greet you, centering around your private pond. Meandering trails weave through the untouched serenity of nature, offering an idyllic escape for exploration and tranquility. Crafted with a superior level of artistry and bespoke finishes, this residence 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 woodburning 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 and outdoor venues blend into the meticulously landscaped grounds, 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 an 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.
Features of 5906 Winston Churchill Boulevard
| MLS® # | 40779045 |
|---|---|
| Price | $3,000,000 |
| Bedrooms | 4 |
| Bathrooms | 5.00 |
| Full Baths | 4 |
| Half Baths | 1 |
| Square Footage | 3,560 |
| Acres | 18.40 |
| Year Built | 1985 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Two Story |
| Status | Active |
Community Information
| Address | 5906 Winston Churchill Boulevard |
|---|---|
| Area | Erin |
| Subdivision | Erin |
| City | Erin |
| County | Wellington |
| Province | ON |
| Postal Code | N0B 1T0 |
Amenities
| Utilities | Propane |
|---|---|
| Parking Spaces | 16 |
| Parking | Detached Garage, Circular, Gravel |
| # of Garages | 2.00 |
| Is Waterfront | No |
| Waterfront | Pond, Direct Waterfront, Other, Lake/Pond, River/Stream |
| Pool | In Ground |
Interior
| Interior Features | Central Vacuum, Brick & Beam, Built-In Appliances, Ceiling Fan(s), In-law Capability, Sauna, Solar Tube(s), Water Treatment, Wet Bar, Other |
|---|---|
| Appliances | Bar Fridge, Water Heater Owned, Water Softener, Dishwasher, Dryer, Hot Water Tank Owned, Range Hood, Refrigerator, Stove, Washer, Wine Cooler |
| Heating | Fireplace-Propane, Oil Forced Air, Wood Stove |
| Cooling | Central Air |
| Fireplace | No |
| Fireplaces | Family Room, Propane, Wood Burning Stove |
| Has Basement | Yes |
| Basement | Full, Finished |
Exterior
| Exterior Features | Balcony, Built-in Barbecue, Fishing, Landscape Lighting, Landscaped, Lawn Sprinkler System, Lighting, Privacy, Private Entrance, Year Round Living |
|---|---|
| Lot Description | Rural, Irregular Lot, Near Golf Course, Greenbelt, Landscaped, Skiing, Terraced |
| Windows | Window Coverings, Skylight(s) |
| Roof | Asphalt Shing |
| Construction | Board & Batten Siding, Stone |
| Foundation | Concrete Perimeter |
Additional Information
| Date Last Updated | October 20th, 2025 |
|---|---|
| Zoning | Aep2 |
Listing Details
| Office | Sotheby's International Realty Canada |
|---|