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Detached for sale at 2766 Highpoint Side Road, Caledon - 4 bedroom, 3 bathroom - Photo 1 of 41
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Sold

$989,000

2766 Highpoint Side Rd

Caledon, ON L7K 0J1

2766 Highpoint Side Rd, Caledon — Sold for $989,000. 4 bedroom, 3 bathroom 2-Storey Detached. MLS® W12789594.

4Beds
3Baths
2000-2500sqft
Detached
2-Storey
8Parking
$3,460.97Taxes/yr · 2025
See similar homes in this price range

Description

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.

Property Details

Property TypeDetached
Style2-Storey
CommunityRural Caledon
Rooms9+4
Kitchens1
Washrooms3
Square Feet2000-2500 sqft
Lot Size75,982 sq ft (1.74 acres)
Lot Dimensions284.87 × 379.98 ft
Lot Size Area75,982 sqft
Fronting OnNorth
Dir/Cross StHighway 10 / Highway 9
Garage TypeAttached
Garage Parking Spaces2
DrivePrivate Triple
Parking Drive Spaces6
Total Parking Spaces8
ExteriorStone, Vinyl Siding
RoofShingles
FoundationOther
BasementFinished with Walk-Out
Fireplace FeaturesYes
Heating TypeBaseboard
Heating SourceElectric
A/COther
WaterDrilled Well, Water System
SewersSeptic
Taxes (2025)$3,460.97
HSTIncluded In
Listed Date2/14/2026
Days on Market271 days
PossessionFlexible

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Listing Courtesy of: SUTTON GROUP-HERITAGE REALTY INC.

MLS® #W12789594

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

HouseIndex Take: 2766 Highpoint Side Road

This detached (2-Storey) is located in the Rural Caledon neighbourhood of Caledon.

The home offers 4 bedrooms, 3 bathrooms.

Features include a finished with walk-out basement, 8 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 284.87 × 379.98 feet.

This property has been sold. Annual property taxes were $3,460.97 (2025). Sign in to view the sold price.

About Caledon Real Estate

This Detached in the Rural Caledon community in Caledon has been sold. Caledon is a vast, scenic municipality in Peel Region spanning the Niagara Escarpment and Oak Ridges Moraine. Bolton is the primary urban centre, while Caledon East and Inglewood offer village living. Popular with buyers seeking acreage, hobby farms, and a rural-meets-suburban lifestyle within commuting distance of Toronto. Detached homes in Caledon are in high demand among families seeking space, privacy, and long-term equity growth. Reviewing sold prices in the area helps buyers and sellers understand current market values.

Niagara Escarpment & Forks of the CreditBolton urban centreHobby farms & rural estate lotsHumber River trails
~60 min commute to downtown TorontoWalkability: Rural — car essential except Bolton core