





































$1,999,900 - 15135 Rockside Road, Caledon
Detached for Sale in Caledon
Popular ListingNeighbourhood: Rural Caledon
- MLS Number
- W13659008
- Property Type
- Detached
- Status
- active
- Days on Site
- 14
- Bedrooms
- 0
- Bathrooms
- 2
- Square Feet
- 3,500 - 3,999 sqft
- Neighbourhood
- Caledon
- Listing Brokerage
- RE/MAX CROSSROADS REALTY INC.
A rare opportunity in the Caledon countryside! Welcome to 15135 Rockside road, a truly unique property featuring two detached residences on one lot, offering exceptional space, privacy and flexibility for today's modern family. The main residence is a distinctive loft-style detached home featuring 4 bedrooms and plenty of room for family living, while the separate 1-bedroom, 1-storey detached residence creates an incredible opportunity for extended family, adult children, guests, a private home office or other permitted uses. An ideal setup for multigenerational families looking to live close together while still enjoying their own separate space and privacy. Surrounded by the natural beauty and peaceful rural character that Caledon is known for, this property offers a welcome escape from subdivision living without giving up access to the greater Toronto area. Enjoy a community renowned for its scenic countryside, extensive trail network, conservation areas, golf, cycling and outdoor recreation. Whether you're looking to bring generations of family together, create a private country retreat or simply want a property offering more possibilities than the typical detached home, 15135 Rockside road is a rare offering that must be seen to be fully appreciated. Two homes. One property. Endless possibilities. SEE ADDITIONAL REMARKS TO DATA FORM. Some photos are virtually staged.
Estimate your monthly payments for this property
Estimated Payment
$8,846.23/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 Rural Caledon
Rural 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 Rural 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
Rural 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.
15135 Rockside Road, Caledon
Open in Google MapsUse the map controls to zoom, pan, and switch between map and satellite views. Drag to explore the neighbourhood.
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
Competitive Pricing
At $571/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.
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.
Larger Home Realities
At 3,500 sqft, this is a substantial home. Budget approximately $400-600/month more for utilities compared to an average-sized home. Maintenance costs scale with size too - roof, HVAC, and cleaning all cost more. That said, space is a luxury that's hard to add later, and larger homes often have better resale in family-oriented neighbourhoods.
About Rural Caledon
I know Rural Caledon well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.
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 $8,333 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.
Let's See It Together
Photos only tell part of the story. During our showing, I'll point out things the camera doesn't capture: neighbourhood feel, natural light quality, traffic noise, and overall condition. I'll also share what comparable homes have sold for and help you craft a winning strategy if you decide to move forward.