2049 Highpoint Side Road, Caledon, ON L7K 0J9
Rural Caledon, Caledon · Near HWY 10/ HIGHPOINT SIDE RD · View map
About this home
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.
The home
- Type
- Bungalow
- Style
- Bungalow
- Square footage
- 2500-3000 sq ft
- Bedrooms
- 3
- Basement bedrooms
- 1
- Bathrooms
- 4
- Kitchens
- 2
- Rooms
- 14
- Basement
- Finished with Walk-Out
- Lot size
- 691 x 1564 ft
- Faces
- South
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Security
- Alarm System, Monitored, Security System, Smoke Detector
- Exterior
- Stone, Stucco (Plaster)
Heating & cooling
- Heating fuel
- Propane
- Heating type
- Forced Air
- Air conditioning
- Central Air
- Fireplace
- Yes
- Central vacuum
- Yes
Garage & parking
- Garage
- Attached
- Garage spaces
- 3
- Driveway spaces
- 20
- Total parking
- 23
Taxes & other
- Property taxes
- $6,805/yr
- Tax year
- 2026
- Occupancy
- Owner
- Possession
- 30/60/90TBD
- Cross street
- HWY 10/ HIGHPOINT SIDE RD
- Neighbourhood
- Rural Caledon
More
- Price per sq ft
- ~$1,378 (at 2,750 sq ft)
- Listed
- May 13, 2026 · 152 days ago
- MLS® number
- W13122204
No matching details. Ask Will instead
The home and its surroundings
- Auto Garage Door Remote
- Central Vacuum
- In-Law Suite
- Primary Bedroom - Main Floor
- Clear View
- Fenced Yard
- Mortgage
- Property tax
- Maintenance fee
Cash needed to close
Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.
2049 Highpoint Side Road, Caledon, ON L7K 0J9
Rural Caledon, Caledon · Near HWY 10/ HIGHPOINT SIDE RD
Get directionsWhat’s nearbySchools nearby
Open this tab to load nearby schools.
Your commute
Enter where you go every day to see real drive times:
Listing history for 2049 Highpoint Side Road
See what this home and others at the same address were listed for, what they sold for, and how long it took.
Sold prices are for members. It’s free, takes a few seconds, and unlocks the sale history on every listing.
Frequently asked questions about 2049 Highpoint Side Road
Answers come straight from this home’s MLS® listing.
How much is 2049 Highpoint Side Road listed for, and what would it cost each month?
2049 Highpoint Side Road is listed for $3,788,888. With 20% down ($757,778), the mortgage payment would be roughly $15,283 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $15,850 a month, all in. That figure is an illustration, not a quote.
Is 2049 Highpoint Side Road freehold or a condo, and is there a monthly fee?
2049 Highpoint Side Road is a bungalow in Rural Caledon, Caledon. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.
How many bedrooms and bathrooms does 2049 Highpoint Side Road have?
2049 Highpoint Side Road has 3 bedrooms, plus 1 more bedroom in the basement, and 4 bathrooms.
Does 2049 Highpoint Side Road have a garage and parking?
Yes. The listing shows the garage as attached, with room for 3 cars. The driveway adds 20 spaces. In total the listing counts 23 parking spaces.
Does 2049 Highpoint Side Road have a finished basement?
The listing describes the basement as finished with walk-out. It counts 1 bedroom on that level. Finished basement space is usually not counted in the square footage shown. A listing description is not proof of a legal second unit, so confirm zoning and permits with the municipality before counting on rental income.
What style of home is 2049 Highpoint Side Road?
2049 Highpoint Side Road is a bungalow. A bungalow has all of its main living space, including the bedrooms, on one floor, usually over a full basement.
How big is 2049 Highpoint Side Road, and what is the lot size?
The listing puts the home between 2,500 and 3,000 sq ft. The board reports a range rather than an exact figure, and it usually leaves out the basement. The lot is listed as 691 x 1564 ft.
How is 2049 Highpoint Side Road heated and cooled?
Heating is forced air (propane). Cooling is central air.
What are the property taxes for 2049 Highpoint Side Road?
Property taxes are $6,805 a year (2026), or about $567 a month.
Where is 2049 Highpoint Side Road?
2049 Highpoint Side Road is in the Rural Caledon community of Caledon. The nearest main intersection is HWY 10/ HIGHPOINT SIDE RD. The postal code is L7K 0J9.
How long has 2049 Highpoint Side Road been on the market?
2049 Highpoint Side Road was listed on May 13, 2026. It has been on the market for 152 days. It is an active listing (MLS® W13122204). Listings here update from the board through the day and come down once a home sells.
What are similar bungalows near 2049 Highpoint Side Road asking?
Similar bungalow-style homes for sale nearby right now include 3771 Old School Road at $3,999,900 (3+2 bed), 13478 Hurontario Street at $4,399,000 (3+1 bed) and 15245 Airport Road at $3,099,000 (3+1 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 2049 Highpoint Side Road sold for?
Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.
How do I book a showing at 2049 Highpoint Side Road?
Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-619-2256.
Have a different question? Ask about this home and get an answer, usually within the hour.
Similar bungalows nearby
More bungalow-style homes for sale near Rural Caledon, picked by style, size and price.
Bungalow$3,999,9003771 Old School Road, Caledon3+2 bed · 4 bath · Rural CaledonCourtesy of: RE/MAX REALTY SERVICES INC.View home →
Bungalow$4,399,00013478 Hurontario Street, Caledon3+1 bed · 3 bath · Rural CaledonCourtesy of: REVEL REALTY INC.View home →
Bungalow$3,099,00015245 Airport Road, Caledon3+1 bed · 2 bath · Rural CaledonCourtesy of: RE/MAX SPECIALISTS TEAM SUKHVINDERView home →Courtesy of: RE/MAX SPECIALISTS TEAM SUKHVINDER
PropTx MLS® assumes no responsibility for the accuracy of any information shown. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.