2049 Highpoint Side Road photo 1
2049 Highpoint Side Road photo 2
2049 Highpoint Side Road photo 3
2049 Highpoint Side Road photo 4
2049 Highpoint Side Road photo 5
2049 Highpoint Side Road photo 6
2049 Highpoint Side Road photo 7
2049 Highpoint Side Road photo 8
2049 Highpoint Side Road photo 9
2049 Highpoint Side Road photo 10
2049 Highpoint Side Road photo 11
2049 Highpoint Side Road photo 12
2049 Highpoint Side Road photo 13
2049 Highpoint Side Road photo 14
2049 Highpoint Side Road photo 15
2049 Highpoint Side Road photo 16
2049 Highpoint Side Road photo 17
2049 Highpoint Side Road photo 18
2049 Highpoint Side Road photo 19
2049 Highpoint Side Road photo 20
2049 Highpoint Side Road photo 21
2049 Highpoint Side Road photo 22
2049 Highpoint Side Road photo 23
2049 Highpoint Side Road photo 24
2049 Highpoint Side Road photo 25
2049 Highpoint Side Road photo 26
2049 Highpoint Side Road photo 27
2049 Highpoint Side Road photo 28
2049 Highpoint Side Road photo 29
2049 Highpoint Side Road photo 30
2049 Highpoint Side Road photo 31
2049 Highpoint Side Road photo 32
2049 Highpoint Side Road photo 33
2049 Highpoint Side Road photo 34
2049 Highpoint Side Road photo 35
2049 Highpoint Side Road photo 36
2049 Highpoint Side Road photo 37
2049 Highpoint Side Road photo 38
2049 Highpoint Side Road photo 39
2049 Highpoint Side Road photo 40
2049 Highpoint Side Road photo 41
2049 Highpoint Side Road photo 42
2049 Highpoint Side Road photo 43
2049 Highpoint Side Road photo 44
2049 Highpoint Side Road photo 45
2049 Highpoint Side Road photo 46
2049 Highpoint Side Road photo 47
2049 Highpoint Side Road photo 48
2049 Highpoint Side Road photo 49
2049 Highpoint Side Road photo 50

2049 Highpoint Side Road

Rural Caledon / Caledon, ON L7K 0J9

ActiveFor Sale
4 Beds
4 Baths
2,500 Sq Ft
Single Family Home
Virtual Tour Available

About This Property

Welcome to this extraordinary custom-built bungalow nestled on 25 clear acres, offering over 5,500 sq. ft. of luxurious living space plus a remarkable 5,000 sq. ft. insulated workshop-perfect for entrepreneurs, hobbyists, or those seeking ultimate versatility. This meticulously designed home features a chef-inspired gourmet kitchen with premium Wolf and Sub-Zero appliances, custom maple cabinetry, and elegant quartz countertops. Soaring 10 ft ceilings, rich maple hardwood floors, and detailed crown molding elevate the main living areas, while the grand living room showcases a striking double-sided fireplace for added warmth and sophistication. The spacious primary bedroom offers a private retreat complete with a lavish ensuite. A fully finished walkout basement provides exceptional additional living space, including a second kitchen and direct access to a covered patio-ideal for entertaining or multi-generational living. Enjoy breathtaking views from the expansive balcony with an outdoor fireplace, overlooking the serene acreage. Additional features include geothermal heating and cooling, central vacuum, multiple propane access points, surround sound wiring, and full video surveillance and alarm systems. The standout 5,000 sq. ft. insulated workshop is built to impress, featuring 18 ft ceilings, two 14 ft drive-in doors, and robust electrical capacity with a 200 amp service plus two 200 amp subpanels. Fully equipped with motion-sensor lighting, electric heaters, and advanced security offering endless possibilities for business or personal use.

Property Details

StatusActive
Property TypeSingle Family Home
Listing TypeFor Sale
Interior Size2,500 sq ft
Bedrooms4
Bathrooms4
Postal CodeL7K 0J9
Last UpdatedAug 8, 2026 · 2:37 p.m.

Sign in for full listing history and the exact list date.

Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

TRREB MLS® Attribution

MLS® W13122204

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.

$3,788,888

asking price

MLS®W13122204
TypeSingle Family Home
CityCaledon
← Back to Search

Team Filipe · RE/MAX · (647) 210-6070

Mortgage Estimate

Est. Monthly Payment

$18,502

/month · $3,031,110 mortgage

Down Payment20% — $757,778
Interest Rate5.5%

Amortization

Total Interest

$2,519,381

Total Cost

$5,550,491

Estimate only. Based on Canadian semi-annual compounding, 25-yr amortization at 5.5%.

Full Mortgage Calculator →

Listed By

RE/MAX SPECIALISTS TEAM SUKHVINDER