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Detached for sale at 108 Cheltenham Avenue, Toronto C12 - 5 bedroom, 7 bathroom - Photo 1 of 50
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Detached for sale at 108 Cheltenham Avenue, Toronto C12 - 5 bedroom, 7 bathroom - Photo 12 of 50
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Detached for sale at 108 Cheltenham Avenue, Toronto C12 - 5 bedroom, 7 bathroom - Photo 25 of 50
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Detached for sale at 108 Cheltenham Avenue, Toronto C12 - 5 bedroom, 7 bathroom - Photo 35 of 50
Detached for sale at 108 Cheltenham Avenue, Toronto C12 - 5 bedroom, 7 bathroom - Photo 36 of 50
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Detached for sale at 108 Cheltenham Avenue, Toronto C12 - 5 bedroom, 7 bathroom - Photo 46 of 50
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Detached for sale at 108 Cheltenham Avenue, Toronto C12 - 5 bedroom, 7 bathroom - Photo 50 of 50
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$5,750,000

108 Cheltenham Ave

Toronto C12, ON M4N 1P9

108 Cheltenham Ave, Toronto C12Listed at $5,750,000. 5 bedroom, 7 bathroom 2-Storey Detached. MLS® C13810464.

Just listed — today

Possession · seller's timeline

Flexible

5Beds
7Baths
3500-5000sqft
Detached
2-Storey
6Parking
$28,534.65Taxes/yr · 2025

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Description

This exceptional residence embodies refined contemporary luxury, seamlessly blending sophisticated design with impeccable craftsmanship. Situated on one of Lawrence Park's premier streets, the home captivates immediately with its striking curb appeal & timeless architectural presence. A distinctive custom-built home by Den Bosch & Finchley, the grand foyer opens to expansive principal rooms, including an elegant formal living room with fireplace & Juliette balcony & a spectacular dining room designed for sophisticated entertaining.The Bellini chef's kitchen is both functional & beautifully appointed, featuring an oversized island w/seating, spacious eat-in dining area overlooking the rear gardens, separate servery & a walkout to the upper flagstone terrace. The adjoining family room, complete w/fireplace & custom built-ins, offers the perfect setting for relaxed everyday living. A private office, two powder rooms, a storage closet plus a "rough-in" for elevator complete this level. The serene primary suite is a private sanctuary with his-and-hers walk-in closets & a sumptuous 5-pc ensuite. Three additional bedrooms each feature beautifully appointed ensuite baths, custom walk-in closets, built-ins & integrated desks. A well-appointed second-floor laundry room provides exceptional convenience & functionality for modern family living. The naturally bright, above-grade lower level w/heated floors throughout further expands the living space & is designed for relaxation & entertaining. A spacious media room overlooks the rear gardens & features a fireplace, wet bar w/sink & a fridge, large games room w/walkout to the spectacular private fenced-in yard, a versatile 5th bdrm or gym, a 4-pc washroom & a mudroom w/direct access to a rare heated 3-car garage complete this space. Exceptional storage solutions are thoughtfully incorporated thruout. Set on an exquisitely landscaped 50' x 150' lot in coveted Lawrence Park, this home totals 6,125 sq ft of exceptional living space.

Property Details

Property TypeDetached
Style2-Storey
CommunityBridle Path-Sunnybrook-York Mills
Approximate Age16-30
Rooms11+3
Kitchens1
Washrooms7
Square Feet3500-5000 sqft
Lot Dimensions50 × 150 ft
Fronting OnNorth
Dir/Cross StLawrence Ave/Mildenhall
Garage TypeBuilt-In
Garage Parking Spaces3
Parking Drive Spaces3
Total Parking Spaces6
ExteriorStucco (Plaster), Stone
RoofCedar
FoundationConcrete
BasementWalk-Out, Finished
Fireplace FeaturesLiving Room, Family Room, Wood, Fireplace Insert, Rec Room
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2025)$28,534.65
HSTIncluded In
SecurityAlarm System, Monitored
Other StructuresFence - Full
Listed Date9/21/2026
Days on Market0 days
PossessionTo be determined

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Listing Courtesy of: CHESTNUT PARK REAL ESTATE LIMITED

MLS® #C13810464

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.

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HouseIndex Take: 108 Cheltenham Avenue

This detached (2-Storey) is located in the Bridle Path-Sunnybrook-York Mills neighbourhood of Toronto.

The home offers 5+1 bedrooms, 7 bathrooms.

Features include a walk-out, finished basement, 6 parking spaces including a 3-car garage, a fireplace.

Additional details: lot dimensions of 50 × 150 feet.

Listed at $5,750,000 CAD with annual property taxes of $28,534.65 (2025).

About Toronto Real Estate

This Detached is located in the Bridle Path-Sunnybrook-York Mills community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
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