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19555 Shaws Creek Road, Caledon

$1,999,999
ActiveFor Sale4 Beds · 3 Baths · Caledon, ON L7K 1L5

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Browse Caledon
57 Kennedy Road, Caledon
HighlightedBuilder

$2,500,000

57 Kennedy Road

57 Kennedy Road, Caledon

Willow Park, Caledon, ON

For Sale

Monthly est.

$13,413/mo

4 beds
6 baths
3500-5000 sqft

Experience the perfect balance of luxury, nature, and convenience. This property will appeal to the discerning buyer seeking something truly special. Inside 6,500 square feet of thoughtfully blends open-concept living with cozy private retreats. Nestled on a unique, secluded 1.88-acre lot, this is not just another estate - it's an exclusive haven waiting to be yours. Bask in natural light in the stunning 2-story great room flowing seamlessly into the well appointed kitchen that offers space for multiple cooks and seamless entertaining. The 2nd story primary suite is a private retreat, complete with a luxurious five-piece ensuite and a massive walk-in closet. Two additional bedrooms on this floor each feature their own ensuite baths and walk-in closets, ensuring comfort and privacy for family or guests. A fourth bedroom, conveniently located on the main floor, offers its own adjacent 3-piece bath. Need more flexibility? Two main-floor offices provide ideal work-from-home setups or creative spaces. The fully finished walk-up basement is a world of possibilities. With a second kitchen, exercise room, media room, 2-piece bath, and ample storage, it's ready to be transformed into the ultimate entertainment space or in-law suite. Outside is your private paradise, where the lush yard and pool are surrounded by mature trees, offering complete tranquility. A sweeping drive and 3-car garage in the front. An outdoor living space tailored for unforgettable gatherings, featuring an inground pool, a cabana with a 2-piece bath, expansive patios, and deck areas for dining, lounging, and family fun in the back. Beyond the property, the Caledon Trailway, Credit River and the quaint village of Cheltenham are nearby, or explore local gems like Terra Cotta and Belfountain. With Pearson Airport only 30 minutes and downtown Toronto an hour's drive, this property offers countryside living without compromise.

HouseDetached17 days ago

Listed with Listing contact. Brokerage affiliation not available in this record. Please verify directly before relying on this information.

15246 The Gore Road, Caledon

$1,799,999

15246 The Gore Road

15246 The Gore Road, Caledon

Harbour Point, Caledon, ON

For Sale

Monthly est.

$9,657/mo

5 beds
3 baths
1500-2000 sqft

POWER OF SALE. CONTRACTOR & INVESTOR DREAM! A spectacular value-add opportunity awaits in this custom-designed, all-brick bungalow nestled on a magnificent 1.21-acre, tree-lined gated lot in prestigious Caledon. Surrounded by multi-million dollar luxury estates, this property combines incredible architectural bones, a grand footprint, and massive sweat-equity potential. Main Level Layout: Step through a double-door entry into an expansive L-shaped foyer, highlighted by a dramatic, sun-drenched skylight and a soaring curved oak staircase. The primary living space features premium crown molding and a massive bay window, leading into a separate den anchored by a brick fireplace. The oversized eat-in kitchen includes an center island layout, stainless steel appliances, and sleek oversized floor tiles. Offers 3 main-floor bedrooms, including a primary retreat with a walk-in closet and a 3-piece ensuite. Income/Multi-Family Ready Lower Level: The elevated, above-ground walk-out basement is a separate living oasis. It features a stunning stone-surround wood stove, custom built-ins, and a bar area convertible into a full second kitchen. Complete with 2 additional bright bedrooms, a flexible home office/den, a full bathroom, a bright double-door mudroom entry, and dedicated laundry. Ideal for rental income or multi-generational families. The Grounds: The sprawling 1.21-acre property is a private country escape, surrounded by mature trees. It includes a massive detached 3-car garage/workshop, a large paved yard with parking for 13+ vehicles, a stone patio, and a fenced chicken coop area. Property sold strictly "As-Is, Where-Is" under Power of Sale. RREA related to Seller.

HouseDetached18 days ago

Listed with Listing contact. Brokerage affiliation not available in this record. Please verify directly before relying on this information.

7454 Old Church Road, Caledon
Builder

$1,479,000

7454 Old Church Road

7454 Old Church Road, Caledon

Downtown Core, Caledon, ON

For Sale

Monthly est.

$7,935/mo

6 beds
5 baths
2500-3000 sqft

Access this property through a new paved (2026) circular driveway with plenty of parking for multiple vehicles. This beautiful 3.7-acre property offers space, flexibility, and great potential for extended families or additional income. The main home is a spacious ranch-style bungalow, and there's also a separate apartment for added versatility. A standout feature is the large barn/workshop, complete with a full mezzanine-perfect for hobbies, storage, or keeping your recreational equipment. You'll enjoy the quiet feel of country living while still being conveniently located-just 30 minutes from Pearson Airport and only minutes from schools, gyms, and everyday amenities. If you enjoy the outdoors, you'll love the easy access to nearby trails, parks, and conservation areas. Inside the main home, you'll find a modern, updated kitchen, four bedrooms, and a spa-like bathroom with a sauna. The bright solarium is a great place to relax and take in the surrounding views. Additional features include hardwood floors, a two-sided fireplace, a wood stove, and plenty of charm throughout. The lower level is ideal for multigenerational living, offering a comfortable in-law suite with its own kitchen, a large great room with a wood-burning fireplace, and lots of storage space. In addition, there is a fully self-contained apartment with its own private separate entrance. It features a spacious great room with a walk-out, a kitchenet, and a bedroom with its own ensuite bathroom.

HouseDetached18 days ago

Listed with Listing contact. Brokerage affiliation not available in this record. Please verify directly before relying on this information.

Confirm price, taxes, dimensions, status, and property condition with the listing agent or brokerage before relying on this listing. Listing data disclaimer.

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