16477 Winston Churchill Boulevard photo 1
16477 Winston Churchill Boulevard photo 2
16477 Winston Churchill Boulevard photo 3
16477 Winston Churchill Boulevard photo 4
16477 Winston Churchill Boulevard photo 5
16477 Winston Churchill Boulevard photo 6
16477 Winston Churchill Boulevard photo 7
16477 Winston Churchill Boulevard photo 8
16477 Winston Churchill Boulevard photo 9
16477 Winston Churchill Boulevard photo 10
16477 Winston Churchill Boulevard photo 11
16477 Winston Churchill Boulevard photo 12
16477 Winston Churchill Boulevard photo 13
16477 Winston Churchill Boulevard photo 14
16477 Winston Churchill Boulevard photo 15
16477 Winston Churchill Boulevard photo 16
16477 Winston Churchill Boulevard photo 17
16477 Winston Churchill Boulevard photo 18
16477 Winston Churchill Boulevard photo 19
16477 Winston Churchill Boulevard photo 20
16477 Winston Churchill Boulevard photo 21
16477 Winston Churchill Boulevard photo 22
16477 Winston Churchill Boulevard photo 23
16477 Winston Churchill Boulevard photo 24
16477 Winston Churchill Boulevard photo 25
16477 Winston Churchill Boulevard photo 26
16477 Winston Churchill Boulevard photo 27
16477 Winston Churchill Boulevard photo 28
16477 Winston Churchill Boulevard photo 29
16477 Winston Churchill Boulevard photo 30
16477 Winston Churchill Boulevard photo 31
16477 Winston Churchill Boulevard photo 32
16477 Winston Churchill Boulevard photo 33
16477 Winston Churchill Boulevard photo 34
16477 Winston Churchill Boulevard photo 35
16477 Winston Churchill Boulevard photo 36
16477 Winston Churchill Boulevard photo 37
16477 Winston Churchill Boulevard photo 38
Not a survey, may not accurately reflect lot lines

16477 Winston Churchill Boulevard

Caledon, ON L7K 1H9

Sold
4 Beds
3 Baths
Single Family Home
This property has sold. Interested in something similar? Ask Filipe →
Virtual Tour Available

About This Property

96 acres of Conservation Land encircle this truly stunning contemporary log home. Its your own private island oasis on 6.6 acres of lush grounds with trees, gardens & topped off with an idyllic pond! The Custom post & beam bungalow is bathed in natural light & has been meticulously modified & upgraded: sleek central kitchen with gas stove, granite counters & natural wood cabinetry - a Great room with cathedral ceilings, wood burning insert fireplace & opens to elegant dining area. Enjoy outdoor entertaining on the massive fully screened in deck with gazebo & sauna. The amply sized bedrooms have all been dry walled while the primary suite boasts a stylish ensuite bathroom with soaker tub & glass shower. The guest bedroom doubles as the office & has its own entry door making it a great option for those that work from home. More room can be found in the finished basement with large functional recreational space, bedroom (but room for more) & work shop area. More hobby room in the 2.5 car garage +3 storage sheds. Plus: irrigation system, motion sensor driveway lights, dog run, long winding driveway with plenty of parking too. This is a once in a lifetime property in a fantastic location just north of Terra-Cotta, a few minutes away from Erin for shopping & Belfountain for skiing! Enjoy nearby trails & world class golf - if you are looking for quality & appreciate attention to detail, look no further!

Property Details

StatusSold
Property TypeSingle Family Home
Listing TypeSale
Bedrooms4
Bathrooms3
ListedJanuary 30, 2026
Postal CodeL7K 1H9

Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

TRREB MLS® Attribution

MLS® W8391414

Listed by RE/MAX IN THE HILLS INC.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

MLS®W8391414
TypeSingle Family Home
CityCaledon

Team Filipe · RE/MAX · (647) 210-6070

Listed By

RE/MAX IN THE HILLS INC.