
2049 Highpoint Side Road
Caledon (Rural Caledon), ON L7K 0J9
- 3+1Bedrooms
- 4Bathrooms
- 3Garage
- 2500–3000Sq Ft
- $6,805Tax
- 691×1,564 ftLot Size
- Free EstimateSee Free Estimate Report

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Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 2049 Highpoint Side Road, Caledon, Rural Caledon
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| 2026-05-13 | 2026-06-15 | Login to See Prices | Sold Conditional Escape | w13122204 |
| 2024-08-22 | 2024-11-22 | Login to See Prices | Suspended | w9266119 |
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*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.
About 2049 Highpoint Side Road, Caledon, Rural Caledon
Summarized Description
- Custom-built bungalow on 25 acres of land
- 5,500 sq. ft. luxurious living space
- 5,000 sq. ft. insulated workshop for versatile use
- Gourmet kitchen with premium appliances
- Rich hardwood floors and detailed crown molding
- Finished walkout basement with second kitchen
- Breathtaking views from expansive balcony
- Advanced security and geothermal systems
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.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $6,805
- Land Transfer Tax Fee
- $81,197
Rental Items
- Rental Equipment
- Propane Tank
- Basement Type
- Finished with Walk-Out
Interior Features
- Laundry Level
- Main Level
- Interior Extras
- Auto Garage Door Remote, Central Vacuum, In-Law Suite, Primary Bedroom - Main Floor
- Security Features
- Alarm System, Monitored, Security System, Smoke Detector
- Fireplace/Stove
- Yes
- Elevator
- No
Exterior Features
- Pool
- None
- Property Features
- Clear View, Fenced Yard
- Other Structures
- Garden Shed, Workshop
Building
- Building Type
- Detached
- Building Style
- Bungalow
Construction
- Exterior Finish
- Stone, Stucco (Plaster)
- Roof
- Asphalt Shingle
- Foundation Details
- Poured Concrete
- Special Designation
- Unknown
Lot
- Lot Front
- 691.00 ft
- Lot Depth
- 1564.00 ft
Inclusions
- Inclusions
- S/S Wolf gas stove & hood, S/S Subzero fridge, S/S Wolf dishwasher dishwasher, Wine fridge, LG Washer & Dryer, Inisgnia S/S Fridge, Miele Stove with BBQ Grill, Miele oven, Stand up freezer, all window coverings, all ELF's.
Parking & Garages
- Garage Type
- Attached
- Garage Spaces
- 3
- Parking Spaces
- 20
- Total Garage And Parking Spaces
- 23
Heating & Cooling
- Heat Source
- Propane
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Well
- Sewers
- Septic
- Bedrooms
- 3 + 1
- Washrooms
- 4
- Kitchens
- 2
- Family / bonus room
- Yes
Washrooms
- 6-piece, Main
- 4-piece, Main
- 2-piece, Main
- 3-piece, Lower
- Municipality
- Caledon
- Neighbourhood
- Rural Caledon
- Main cross streets
- HWY 10/ HIGHPOINT SIDE RD
- Directions
- HWY 10/ HIGHPOINT SIDE RD
- MLS® number
- W13122204
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2026-06-15
- Listed on
- 2026-05-13
- Days on market
- 33 days
- Possession type
- Flexible
- Co-op commission
- 2.5% + HST
- Seller
- Listed by
- RE/MAX SPECIALISTS TEAM SUKHVINDER
Home Market Value
Current home valuation for 2049 Highpoint Side Road, Caledon, Rural Caledon, Caledon, ON. Listed for $3,788,888
HOMEH Estimate
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Estimated Sales Range
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HOMEH Estimate for 2049 Highpoint Side Road, Caledon, Rural Caledon
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
20% required for homes $1.5M or more
$757,778
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $0 | $0 | $0 | $0 |
=Total mortgage | $3,031,110 | $2,841,666 | $2,652,222 | $2,462,777 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $14,799monthly | $13,874monthly | $12,949monthly | $12,025monthly |
Land Transfer Tax
$81,197
$81,197
Around this home
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