106 Highland Avenue, Toronto, ON

Toronto, Central Toronto, Rosedale-Moore Park Hood
Highland/Glen Rd
4+1 Br | 5 Bath | 2500-3000 Sqft
$3,795,000 For Sale

Property Overview

  • Semi-Detached — 2 1/2 Storey
  • SqFt: | 2500-3000 Sqft
  • Lot Size: 38.18 x 148.49 Feet
  • Age: 100+ Years
  • Basement: Finished
  • Exterior: Brick
  • Taxes: 16,175 / 2025
  • Zoning: n/a
  • MLS #: C13104898
  • Sewer: Sewer
  • Heat Source: Gas , Forced Air

Property Description

Welcome to 106 Highland Ave, a gorgeous Red Brick Home w/ incredible curb appeal, impressively set back on an irreg. wide ~39' & ~150' lot ideally situated in prime North Rosedale on one of the most coveted tree-lined streets in the area.

Completely renovated in 2015 by Architect Peter Higgins w/ superior quality construction thru/out & timeless design savvy finishes, this extraordinary home is "move in ready" w/ the quality of the home immediately evident as you enter the inviting entrance w/ heated floors & design savvy fluted wood wall which sets the tone for the rest of the home.

The open concept main floor greets you with streaming light from front to back & the front sitting rm/great rm features an open flame gas fireplace - the perfect place to start & end your day. The heart of the main floor is the chef inspired custom kitchen w/ bespoke millwork & an oversized island which seamlessly flows into the lg dining area, ideal for everyday living & hosting parties of 12+.

The cozy family rm French Doors open to the back deck o/looking the generous backyard. Bask in the generous Primary retreat on the 2nd fl w/ gas f/pl & incredible built-ins as well as 2 walk-in closets. The primary ensuite is truly an escape w/luxurious designer wallpaper, indulgent soaker tub, & twinkling chandelier floating.

A 2nd generously sized bedrm also enjoys the convenience of a private ensuite & walk-in closet. 2 additional bedrms, a well-appointed bathrm, & extra laundry rm make up the spacious 3rd floor. Downstairs the lwr lvl has incredible ceiling height thru/out & heated floors in the coveted mudrm easily accessible via the walk out to the side of the house.

The massive rec rm is the perfect place for kids to play, watch TV or simply hang out. The long driveway comfortably parks up to 3 cars. Enjoy your private grg offering ample storage for bikes, strollers & more.

Steps to Rosedale & Chorley Parks & ravines, Branksome Hall, Whitney P.S., Summerhill Market, & the TTC.

See Schedule B

Property Details

  • For: For Sale
  • Type: Semi-Detached
  • Style: 2 1/2 Storey
  • Lot: 38.18 x 148.49 Feet
  • Region: Toronto
  • Hood: Rosedale-Moore Park
  • Zoning: n/a
  • Lot Features: Irregular Lot
  • Lot Irreg: See Attached Survey-Irreg,27.55N,122.5W
  • Fronting On: North

Building Details

  • Age: 100+ Years
  • Exterior: Brick
  • Heat: Gas , Forced Air
  • A/C: Central Air
  • Interior Features: None
  • Pool: None
  • Sewer: Sewer
  • Garage: Attached
  • Total Parking: 2.00
  • Driveway: Private

Property Interior

  • Sqft: 2500-3000 Sqft
  • Bed: 4 +1
  • Bath: 5
  • Kitchen: 1
  • Family Room: No
  • Basement: Finished
Rooms Details

Living Room

Main Level

5.08 x 4.14

Hardwood Floor, Fireplace, South View

Dining Room

Main Level

4.78 x 3.78

Hardwood Floor, Open Concept, B/I Shelves

Kitchen

Main Level

4.8 x 2.74

Stone Counters, Breakfast Bar, Stainless Steel Appl

Family Room

Main Level

3.45 x 3.25

Hardwood Floor, B/I Shelves, W/O To Yard

Primary Bedroom

Second Level

4.04 x 3.66

Gas Fireplace, His and Hers Closets, 5 Pc Ensuite

Bedroom 2

Second Level

5.61 x 3.28

Walk-In Closet(s), Juliette Balcony, 4 Pc Ensuite

Bedroom 3

Third Level

5.23 x 3.86

Hardwood Floor, B/I Closet, South View

Bedroom 4

Third Level

4.98 x 3.35

Hardwood Floor, Double Closet, Closet Organizers

Recreation

Basement Level

5.11 x 4.78

Hardwood Floor, Above Grade Window

Bedroom

Basement Level

4.27 x 2.95

Hardwood Floor, Closet, Above Grade Window

Property Listed by: ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
Virtual Tour: n/a

Home Valuation Estimate

What is 106 Highland Avenue, Toronto, ON worth in today’s Rosedale-Moore Park, Central Toronto market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 4-bedroom Semi-Detached with 2500-3000 sq. ft. in Rosedale-Moore Park, Central Toronto. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

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Location

  • Address: 106 Highland Avenue
  • Neighborhood: Rosedale-Moore Park
  • Zip/Postal Code: M4W 2A6
  • Nearby Amenities:
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About 106 Highland Avenue, Toronto C09, ON M4W 2A6, Central Toronto

Located at 106 Highland Avenue, Toronto, ON in Central Toronto (Rosedale-Moore Park neighbourhood), near Highland/Glen Rd. This freehold home offers Semi-Detached, ["2 1\/2 Storey"], 4 bedrooms, 5 bathrooms, 9 total rooms and 2500-3000 sq.ft. (approx.) in a layout suited to everyday family living. Basement: Finished • 2 parking spots • Garage: Attached • Heating: Gas Forced Air • Cooling: Central Air. Property taxes are approximately $16,175 for 2025. Welcome to 106 Highland Ave, a gorgeous Red Brick Home w/ incredible curb appeal, impressively set back on an irreg. wide ~39' & ~150' lot ideally situated in prime North Rosedale on one of the most coveted tree-lined streets in the area. Completely renovated in 2015 by Architect Peter Higgins w/ superior quality construction thru/out & timeless design savvy finishes, this extraordinary home is "move in ready" w/ the quality of the home immediately evident as you enter the inviting entrance w/ heated floors & design savvy fluted wood wall which sets the tone for the rest of the home. The open concept main floor greets you with streaming light from front to back & the front sitting rm/great rm features an open flame.

FAQs for 106 Highland Avenue, Toronto, ON , Rosedale-Moore Park , Central Toronto

What are the listing details for 106 Highland Avenue, Toronto, ON?
106 Highland Avenue, Toronto, ON is a Semi-Detached for sale in Central Toronto, in the Rosedale-Moore Park neighbourhood, Toronto. The current list price is $3,795,000. MLS number: C13104898.
How many bedrooms and bathrooms does this home have?
106 Highland Avenue, Toronto, ON is listed as a Semi-Detached with a ["2 1\/2 Storey"] style, featuring 4+1 bedroom(s) and 5 bathroom(s). The listed interior size range is 2500-3000 sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 38.18 x 148.49 Feet. The basement is listed as: Finished. Garage type: Attached. Total parking: 2 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Gas, Forced Air. Cooling is listed as: Central Air. Exterior/construction materials are listed as: Brick.
Where is this property located?
106 Highland Avenue, Toronto, ON is located in the Rosedale-Moore Park neighbourhood of Central Toronto. The listed cross street is Highland/Glen Rd.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $16,175 / 2025. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.