2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
2049 Highpoint Side Road
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2049 Highpoint Side Road
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2049 Highpoint Side Road
2049 Highpoint Side Road
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2049 Highpoint Side Road
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50 photos

2049 Highpoint Side Road

Rural Caledon, Caledon, ON
Listed 45 days ago
$3,788,888
$1,734,669Estimated value
3+1Bedrooms
4Bathrooms
2500-3000 sqftSize
23 (3 garage)Parking
691 ft × 1564 ftLot Size
DetachedProperty Type

2049 Highpoint Side Road

Caledon, ON · Rural Caledon

Listed 45 days ago
Bedrooms3+1
Bathrooms4
Size2500-3000 sqft
Parking23 (3 garage)
Lot Size691 ft × 1564 ft
Property TypeDetached
$3,788,888
MLS# W13122204
$1,734,669Estimated value

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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 additio…

Features & Details

Property Type
Detached
Tax
$6,805 / 2026
Size
2500-3000 sqft
Lot Size
691 x 1564 Feet
Basement Info
Finished with Walk-Out
Total Parking Spaces
23 (3 Garage)
Title
Residential Freehold
Property Style
Bungalow
Community
Rural Caledon
Municipality
Caledon
Construction
Stone, Stucco (Plaster)
Cross Street
HWY 10/ HIGHPOINT SIDE RD
Front Door Facing
South
Local Amenities
Clear View, Fenced Yard
Lot Legal Description
PT W 1/2 LT 25 CON 2 WHS CALEDON PT 6 43R23006; CALEDON
Data Source
Toronto Regional Real Estate Board
Brokerage
RE/MAX SPECIALISTS TEAM SUKHVINDER
Listed On
May 13, 2026
Listing Expires On
Dec 31, 2026
Listing Updated On
Jun 15, 2026
Bedrooms
3+1
Bathrooms
4
Kitchens
1
Rooms
14
Bathroom Detail
6 Pcs on Main Level
Bathroom Detail
4 Pcs on Main Level
Bathroom Detail
2 Pcs on Main Level
Bathroom Detail
3 Pcs on Lower Level
Garage Type
Attached
Garage
3
Parking
23
Heating
Forced Air
Heat Source
Propane
Cooling
Central Air
Sewer
Septic
Den / Family Room
Yes
Fireplace
Yes
Swimming Pool
None
Roof Material
Asphalt Shingle
Foundation Type
Poured Concrete
Interior Features
Auto Garage Door Remote, Central Vacuum, In-Law Suite, Primary Bedroom - Main Floor

Listing History

Active45 days on marketCurrently viewingMLS #W13122204
May 13, 20261 month ago
Listed for Sale
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Suspended92 days on marketMLS #W9266119
Nov 22, 20241 year ago
Suspended
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Aug 22, 20241 year ago
Listed for Sale
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Estimate History

Estimated value, last 24 months
Jul 2024 – Jun 2026
$1.77M
$1.65M
$1.52M
$1.4M
Jul
Dec
May
Oct
Mar
Jun

Automated estimate from Polsinello Predictive AI. Not an appraisal. Actual market value may differ.

Mortgage calculator

Estimated monthly payment
$18,484

Estimated payment. Does not include property tax, insurance, or condo fees.

Location & nearby

Rural Caledon Real Estate Market

Caledon · last 90 days
$1,107,500
Median sold price
-22.8%
Median price, year over year
45 days
Avg days on market
80
Homes sold (90 days)
15%
Sold above asking
83%
Sold below asking
$496–$620/ft²
Price per sq ft
Median price trend
Jun 2025 – Jun 2026
$1.49M
$1.29M
$1.09M
$0.88M
Jun
Sep
Dec
Mar
Jun

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