5906 Winston Churchill Boulevard
Rural Erin Erin N0B 1T0

$3,000,000
Residential Freehold beds: 4 baths: 5.0

Main Photo: 5906 Winston Churchill Boulevard in Erin: Rural Erin House for sale : MLS®# X12465068
Photo 1: 5906 Winston Churchill Boulevard in Erin: Rural Erin House for sale : MLS®# X12465068
Photo 2: 5906 Winston Churchill Boulevard in Erin: Rural Erin House for sale : MLS®# X12465068
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Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
X12465068
Bedrooms:
4
Bathrooms:
5
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.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
3500-5000
Lot Size:
10-24.99
Lot Depth:
1638'
Lot Frontage:
500'
Lot Shape:
Rectangular
Topography:
Wooded/Treed
Direction Faces:
West
Bedrooms:
4
Bathrooms:
5.0
Water supply:
Well
Kitchens:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
7
Rooms Below Grade:
3
Heating type:
Forced Air
Heating Fuel:
Propane
Fireplaces:
2
Foundation:
Concrete Block
Roof:
Asphalt Shingle
Basement:
Finished, Full
Fireplace Features:
Fireplace Insert, Propane
Fireplace/Stove:
Yes
Alternative Power:
Generator-Wired
Garage:
Detached
Garage Spaces:
2.0
Parking Features:
Circular Drive, Private Triple, Front Yard Parking, Private Double, Private
Parking Spaces:
16
Total Parking Spaces:
18.0
Family Room:
Yes
Possession Details:
TBD
Lot Irregularities:
18.4 ACRES
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$10,015.24 / 2024
Assessment:
$- / -
Wellington
Erin
Rural Erin
Wooded/Treed, Golf, Greenbelt/Conservation, Lake/Pond, River/Stream
Bar Fridge, Generator - Full, Propane Tank, Water Purifier, Water Treatment
Security System
Conservation Regulations
Propane tank to main home
Fridge, Stove, Range, D/W, Washer & Dryer, Projector and Screen in Media rm, Pool Solar & propane pool heating system, Bar Fridge, Pop up TV, Sauna in Cabana, HotTub, All Pool related Equipment, Outdoor Fridge and BBQ , Playground. Hot water heater (electric), Refer to list attached.
Traeger smoker, Pizza oven
Board & Batten, Stone
Direct
Unknown
Direct
Pond
Floor
Type
Size
Other
Main
Kitchen
10'11½" × 10'8"
Stone Counters, Breakfast Bar, Beamed Ceilings
Main
Dining Room
13'4" × 13'2"
W/O To Porch, Breakfast Bar, Plank
Main
Living Room
28'10" × 17'6"
Fireplace Insert, W/O To Patio, Beamed Ceilings
Main
Bedroom 3
16'6" × 14'5"
Walk-In Closet(s), Ceiling Fan(s), Picture Window
Main
Bedroom 4
13'1" × 11'6"
Hardwood Floor, Picture Window, Plank
Second
Primary Bedroom
28'10" × 16'11"
3 Pc Ensuite, Juliette Balcony, Fireplace
Second
Loft
16'11" × 7'6"
Combined w/Primary, Overlooks Backyard, Laminate
Second
Bedroom 2
19'3" × 16'6"
Juliette Balcony, Beamed Ceilings, Overlooks Frontyard
Basement
Media Room
25' × 17'10"
Laminate, Pot Lights
Basement
Family Room
17'8" × 11'9"
3 Pc Ensuite, Laminate
Basement
Office
13'6" × 11'9"
Laminate
Main
Laundry
7'10⅞" × 7'3"
Picture Window
Utilities Hydro:
Yes
Water Supply Types:
Drilled Well
Special Designation:
Unknown
Sewers:
Septic
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Ensuite Laundry:
No
Laundry Level:
Main Level
Date Listed:
Oct 16, 2025
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    Geo Warehouse Property Lines

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Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
Data was last updated October 17, 2025 at 06:15 AM (UTC)
Area Statistics
Listings on market:
95
Avg list price:
$1,798,999
Min list price:
$729,900
Max list price:
$7,250,000
Avg days on market:
63
Min days on market:
1
Max days on market:
557
These statistics are generated based on the current listing's property type and located in Rural Erin. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.