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19919 Winston Churchill Boulevard

Caledon, ON L7K 1J6

Sold
3 Beds
4 Baths
2,500 Sq Ft
Single Family Home
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About This Property

Nestled in the heart of Caledon, this sprawling 23.16-acre country estate offers a total of 3676 sq ft of living space, exuding the charm of a raised side-spilt. Upon entering, you're greeted by an open-concept gourmet kitchen with an eat-in breakfast space, seamlessly flowing into the living and dining rooms, bathed in natural light. The breakfast room leads to an oversized terrace overlooking the backyard oasis and inground pool. A wood stove in the living room and custom-built shelving add to the cozy atmosphere. Ascend half a flight to discover three spacious bedrooms, including a primary suite with ensuite bath. Large- vast family room spanning the length of the house, with potential to be divided into two rooms or a second primary suite with ensuite. Access to the mudroom, garage, and backyard oasis is available. At the lower level, a full walk-out to the outdoor pool and cabana. Here, a large rec room with a 3-piece washroom offers potential for conversion into an apartment or fourth bedroom. Entertainers dream backyard as it features a Cabana, a large pond with an island for fishing and cleared land to the north with three paddocks. *** An approx. 1500 sqft workshop, features heat and hydro*** . With ample land for trails, hiking, farming, or creating a mini-farm, this estate invites you to embrace the serenity and versatility of country living at its finest.

Property Details

StatusSold
Property TypeSingle Family Home
Listing TypeSale
Interior Size2,500 sq ft
Bedrooms3
Bathrooms4
ListedFebruary 1, 2026
Postal CodeL7K 1J6

Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

TRREB MLS® Attribution

MLS® W9511276

Listed by RE/MAX SPECIALISTS TEAM SUKHVINDER

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®W9511276
TypeSingle Family Home
CityCaledon

Team Filipe · RE/MAX · (647) 210-6070

Listed By

RE/MAX SPECIALISTS TEAM SUKHVINDER