
2766 Highpoint Side Road
Caledon (Rural Caledon), ON L7K 0J1
- 4Bedrooms
- 3Bathrooms
- 2Garage
- 2000–2500Sq Ft
- $3,461Tax
- 285 ftLot frontage
- Estimated Value:$1,058,500See Free Estimate Report

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Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 2766 Highpoint Side Road, Caledon, Rural Caledon
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| 2026-02-14 | 2026-04-27 | Login to See Prices | Sold | w12789594 |
| 2025-11-03 | 2026-02-06 | Login to See Prices | Expired | w12504606 |
| 2025-09-18 | 2025-11-03 | Login to See Prices | Terminated | w12413266 |
| 2025-08-15 | 2025-09-18 | Login to See Prices | Terminated | w12346244 |
| 2025-06-19 | 2025-08-15 | Login to See Prices | Terminated | w12233159 |
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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 2766 Highpoint Side Road, Caledon, Rural Caledon
Summarized Description
- Unique riverfront property with scenic acreage
- Spacious deck and screened porch for relaxation
- Generously sized bedrooms with oak hardwood floors
- Expansive yard ideal for outdoor gatherings
- Attached garage and detached workshop included
- Tranquil country setting near town amenities
- Bright natural light throughout the home
- Rare opportunity to own a peaceful countryside home
Welcome To Your Peaceful Garden Filled Escape In The Country, Only A Few Minutes From The Charming Town Of Orangeville. Imagine Having The Tranquility Of This Quaint Country Setting...But Only Minutes Away From So Many Large Box Stores, Pubs, Restaurants, And Boutique Shopping. Offering You The Best Of Both Your Worlds. This Rare Riverfront Setting With Scenic Acreage, Offers Endless Opportunities For Relaxation, Recreation, And A Peaceful Connection To Nature. Enjoy Your Morning Tea On The Spacious Deck Or In The Screened Porch While Listening To The Gentle Sounds Of The River And The Peaceful Songs Of The Birds...Or Simply Cast A Line From Your Own Backyard! The Multiple Windows Throughout, Frame The Lush Tree-Lined Views...And Fills The Home With Bright Natural Light. All Four Bedrooms Are Generously Sized With Oak Hardwood Floors, Including A Primary Suite With A Private Two Piece. Outside, You'll Enjoy Expansive Yard Space Perfect For Hosting Large Outdoor Gatherings Such As Re-Unions, Anniversaries, And Of Course Those Special Birthdays. An Attached Garage And Detached Workshop, Mature Trees, And Open Sky Views Complete This Rare Country Gem. Do Not Miss This Rare Opportunity To Own A Riverfront Countryside Home. Schedule Your Showing Today And Come Experience The Peace For Yourself.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $3,461
- Land Transfer Tax Fee
- $16,255
Rental Items
- Rental Equipment
- None.
- Basement Type
- Finished with Walk-Out
Interior Features
- Interior Extras
- In-Law Capability
- Fireplace/Stove
- Yes
- Elevator
- No
Exterior Features
- Exterior Extras
- Deck
- Pool
- None
- Property Features
- Golf
Building
- Building Type
- Detached
- Building Style
- 2-Storey
Construction
- Exterior Finish
- Stone, Vinyl Siding
- Roof
- Shingles
- Foundation Details
- Other
- Special Designation
- Unknown
Lot
- Lot Front
- 284.87 ft
- Lot Depth
- 0.00 ft
- Lot Size
- 75982
- Lot Shape
- Irregular
Inclusions
- Inclusions
- All Existing Appliances, Washer And Dryer, Refrigerator, Stove, With All Existing Light Fixtures And Many Window Coverings.
Exclusions
- Exclusions
- Drapery In All Rooms On The Main Floor (Negotiable).
Parking & Garages
- Garage Type
- Attached
- Garage Spaces
- 2
- Parking Spaces
- 6
- Total Garage And Parking Spaces
- 8
Heating & Cooling
- Heat Source
- Electric
- Heat Type
- Baseboard
- Air Conditioning
- Other
- Water
- Well
- Sewers
- Septic
- Natural Gas
- No
- Cable
- No
- Telephone
- No
- Bedrooms
- 4
- Washrooms
- 3
- Kitchens
- 1
- Family / bonus room
- Yes
Room sizes
- Kitchen—Main level
- Dining Room—Main level
- Family Room—Main level
- Living Room—Main level
- Primary Bedroom—Second level
- Bedroom 2—Second level
- Bedroom 3—Second level
- Bedroom 4—Second level
- Bathroom—Second level
- Recreation—Basement level
- Den—Basement level
- Laundry—Basement level
Washrooms
- 2-piece, Main
- 4-piece, Upper
- 2-piece, Second
- Municipality
- Caledon
- Neighbourhood
- Rural Caledon
- Main cross streets
- Highway 10 / Highway 9
- Directions
- Highway 10 / Highway 9
- Waterfront
- Direct
- MLS® number
- W12789594
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2026-04-27
- Listed on
- 2026-02-14
- Days on market
- 72 days
- Possession date
- 2026-05-14
- Possession type
- Flexible
- Co-op commission
- 2.5%
- Seller
- Listed by
- SUTTON GROUP-HERITAGE REALTY INC.
Home Market Value
Current home valuation for 2766 Highpoint Side Road, Caledon, Rural Caledon, Caledon, ON. Listed for $989,000
HOMEH Estimate
$1,058,500
Estimated Sales Range
$836,215 - $1,280,785
HOMEH Estimate for 2766 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
5% on first $500K + 10% on $489,000 over $500K
$73,900
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $36,593 | $27,593 | $23,538 | $0 |
=Total mortgage | $951,418 | $917,693 | $864,188 | $791,200 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $4,645monthly | $4,481monthly | $4,219monthly | $3,863monthly |
Land Transfer Tax
$16,255
$16,255
Around this home
No schools found nearby
Data provided by OpenStreetMap & Fraser Institute School Rankings
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