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®# X12671694
Photo 1: 5906 Winston Churchill Boulevard in Erin: Rural Erin House for sale : MLS®# X12671694
Photo 2: 5906 Winston Churchill Boulevard in Erin: Rural Erin House for sale : MLS®# X12671694
Photo 3: 5906 Winston Churchill Boulevard in Erin: Rural Erin House for sale : MLS®# X12671694
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Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
X12671694
Bedrooms:
4
Bathrooms:
5
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 Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Approx. Age:
31-50
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
Zoning:
Aep2
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
Other Structures:
Sauna, Gazebo, Playground
Parking Features:
Circular Drive, Private Triple, Front Yard Parking, Private Double, Private
Parking Spaces:
18
Total Parking Spaces:
20.0
Family Room:
Yes
Possession Details:
TBD
Lot Irregularities:
18.683 ACRES
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$10,015.24 / 2025
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, Sauna in Cabana, HotTub, All Pool related Equipment, Outdoor Fridge and BBQ , Playground. Hot water heater (electric), Generac Generator,
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
Laundry Level:
Main Level
Date Listed:
Jan 07, 2026
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    Geo Warehouse Lot Lines

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Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
Data was last updated January 8, 2026 at 08:15 PM (UTC)
Area Statistics
Listings on market:
66
Avg list price:
$1,737,450
Min list price:
$699,000
Max list price:
$7,495,000
Avg days on market:
106
Min days on market:
1
Max days on market:
640
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.