$3,788,888 - 2049 Highpoint Side Road, Caledon
Detached for Sale in Caledon
34 days on market- MLS Number
- W13122204
- Property Type
- Detached
- Status
- active
- Days on Site
- 34
- Bedrooms
- 4
- Bathrooms
- 4
- Square Feet
- 2,500 - 2,999 sqft
- Neighbourhood
- Caledon
- Listing Brokerage
- RE/MAX SPECIALISTS TEAM SUKHVINDER
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.
Estimate your monthly payments for this property
Estimated Payment
$16,759.53/mo
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover Caledon
Caledon is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in Caledon
- •Convenient location in Caledon
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
Caledon offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
2049 Highpoint Side Road, Caledon
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Rental income estimator & ROI calculator
Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.
Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Premium Pricing
At $1516/sqft, this property is priced above the Caledon average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.
Market Position
At 34 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.
Detached Home Advantages
Detached homes in Caledon are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Family-Friendly Layout
4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Caledon. Good resale value as demand remains consistent.
Bathroom Count Matters
With 4 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.
Investment Perspective
Looking at this as an investment: Caledon properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $15,787 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.