Absolutely Outstanding Value! Rare 75' Frontage South Of York Mills. Most Sought After Neighborhood Of York Mills And Bayview On Most Sought After Crescent - Welcome To Highland! Outstanding Custom Residence Defined By Fine Craftsmanship, Discerning Style & Functionality. Vast Tree-Lined Property At Coveted Address In Exclusive Enclave. Designed For Gracious Living & Entertaining W/ Luxury Appointments & Superb Attention To Detail. Stately Entrance Hall Impresses W/ Two-Storey Cathedral Ceilings, Circular Staircase, Crown Moulding & Oak Floors. Elegant Living Room Presents French Country Fireplace W/ Marble Surround, Herringbone Oak Floors & South-Facing Bow Windows. Formal Dining Room W/ Adjoining Servery. Exemplary Gourmet Kitchen Renovated In 2013 W/ Custom Soft-Close Cabinetry, Oversized Central Island, Walk-Out To Backyard Retreat, Sunlit Breakfast Area & Best-In-Class Appliances. Warm & Inviting Open Concept Family Room W/ Custom Entertainment Center & Fireplace. Distinguished Main Floor Office W/ Bespoke Wood Paneling Throughout. Remarkably Spacious Primary Suite Featuring 2 Walk-In Closets & Spa-Like 5-Piece Ensuite 2013 W/ Marble Finishes, Heated Floors & Soaking Tub. Second Bedroom W/ Walk-In Closet & 5-Piece Ensuite W/ Soaking Tub. Bright Third Bedroom W/ Large Walk-In Closet & 4-Piece Ensuite. Dual Primary Bedrooms 4 A Multi-Generational Family Or Adult Child W/ Abundant Storage. Lower Level Presents Extraordinary Scale For Entertaining, Cozy Movie Room W/ Wood-Burning Fireplace & Full Bathroom. Spectacular Backyard Oasis W/ Expansive Barbecue-Ready Deck, Gardens, Mature Trees & Unobstructed Sunlight. Graceful Street Presence Showcasing Tumbled Brick Masonry, Meticulous Landscaping & Soaring Pine Trees. Unparalleled Location Near St. Andrews-Windfields, Minutes To Top-Rated Schools, Granite Club, Golf Courses, Parks, Transit & Major Highways. The Ultimate In Lavish Family Living.
Single-familyProperty Type
2 garage spacesParking
Source:TREB #C12456748
Market trends in Hoggs Hollow, ON
Last updated October 2026
Sale-to-list price
--
Median sale price
--
Avg. days on market
--
Recently sold homes
--
Provided by Redfin
Sale history for 106 Highland Cres
Date
Event
Price
TREB #C12456748
Dec 11, 2025
Delisted
—
Oct 10, 2025
Listed
$4,500,000
+20
Absolutely Outstanding Value! Rare 75' Frontage South Of York Mills. Most Sought After Neighborhood Of York Mills And Bayview On Most Sought After Crescent - Welcome To Highland! Outstanding Custom Residence Defined By Fine Craftsmanship, Discerning Style & Functionality. Vast Tree-Lined Property At Coveted Address In Exclusive Enclave. Designed For Gracious Living & Entertaining W/ Luxury Appointments & Superb Attention To Detail. Stately Entrance Hall Impresses W/ Two-Storey Cathedral Ceilings, Circular Staircase, Crown Moulding & Oak Floors. Elegant Living Room Presents French Country Fireplace W/ Marble Surround, Herringbone Oak Floors & South-Facing Bow Windows. Formal Dining Room W/ Adjoining Servery. Exemplary Gourmet Kitchen Renovated In 2013 W/ Custom Soft-Close Cabinetry, Oversized Central Island, Walk-Out To Backyard Retreat, Sunlit Breakfast Area & Best-In-Class Appliances. Warm & Inviting Open Concept Family Room W/ Custom Entertainment Center & Fireplace. Distinguished Main Floor Office W/ Bespoke Wood Paneling Throughout. Remarkably Spacious Primary Suite Featuring 2 Walk-In Closets & Spa-Like 5-Piece Ensuite 2013 W/ Marble Finishes, Heated Floors & Soaking Tub. Second Bedroom W/ Walk-In Closet & 5-Piece Ensuite W/ Soaking Tub. Bright Third Bedroom W/ Large Walk-In Closet & 4-Piece Ensuite. Dual Primary Bedrooms 4 A Multi-Generational Family Or Adult Child W/ Abundant Storage. Lower Level Presents Extraordinary Scale For Entertaining, Cozy Movie Room W/ Wood-Burning Fireplace & Full Bathroom. Spectacular Backyard Oasis W/ Expansive Barbecue-Ready Deck, Gardens, Mature Trees & Unobstructed Sunlight. Graceful Street Presence Showcasing Tumbled Brick Masonry, Meticulous Landscaping & Soaring Pine Trees. Unparalleled Location Near St. Andrews-Windfields, Minutes To Top-Rated Schools, Granite Club, Golf Courses, Parks, Transit & Major Highways. The Ultimate In Lavish Family Living.
TREB #C11957850
Jul 27, 2025
Delisted
—
Feb 5, 2025
Listed
$5,600,000
+23
Most Sought After Neighborhood Of York Mills And Bayview On Most Sought After Crescent - Welcome To Highland! Outstanding Custom Residence Defined By Fine Craftsmanship, Discerning Style & Functionality. Vast Tree-Lined Property At Coveted Address In Exclusive South York Mills Enclave. Designed For Gracious Living & Entertaining W/ Luxury Appointments & Superb Attention To Detail. Stately Entrance Hall Impresses W/ Two-Storey Cathedral Ceilings, Circular Staircase, Crown Moulding & Oak Floors. Elegant Living Room Presents French Country Fireplace W/ Marble Surround, Herringbone Oak Floors & South-Facing Bow Windows. Formal Dining Room W/ Adjoining Servery. Exemplary Gourmet Kitchen Renovated In 2013 W/ Custom Soft-Close Cabinetry, Oversized Central Island, Walk-Out To Backyard Retreat, Sunlit Breakfast Area & Best-In-Class Appliances. Warm & Inviting Open Concept Family Room W/ Custom Entertainment Center & Fireplace. Distinguished Main Floor Office W/ Bespoke Wood Paneling Throughout. Remarkably Spacious Primary Suite Featuring 2 Walk-In Closets & Spa-Like 5-Piece Ensuite 2013 W/ Marble Finishes, Heated Floors & Soaking Tub. Second Bedroom W/ Walk-In Closet & 5-Piece Ensuite W/ Soaking Tub. Bright Third Bedroom W/ Large Walk-In Closet & 4-Piece Ensuite. Dual Primary Bedrooms 4 A Multi-Generational Family Or Adult Child W/ Abundant Storage. Lower Level Presents Extraordinary Scale For Entertaining, Cozy Movie Room W/ Wood-Burning Fireplace & Full Bathroom. Spectacular Backyard Oasis W/ Expansive Barbecue-Ready Deck, Gardens, Mature Trees & Unobstructed Sunlight. Graceful Street Presence Showcasing Tumbled Brick Masonry, Meticulous Landscaping & Soaring Pine Trees. Unparalleled Location Near St. Andrews-Windfields, Minutes To Top-Rated Schools, Granite Club, Golf Courses, Parks, Transit & Major Highways. The Ultimate In Lavish Family Living.
As the MLS and public records start to fill up, we'll list the details here.
Property details
Public facts
Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
Region: —
Home facts updated by public records on Aug 9, 2023
Around this home
Schools
0.6km
Owen Public School
Public, JK-5 • Assigned
1.4km
York Mills Collegiate Institute
Public, 9-12 • Assigned
Provided by Local Logic
Lifestyle
Provided by Walk Score and Local Logic
Work with an experienced agent and save on fees. 3 minutes to get started.
Get a free, detailed breakdown of how we calculated your estimate.
Nearby similar homes
Sorry, we don't have any nearby similar homes to display. See all homes for sale in Hoggs Hollow