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.
Has fireplace (3 total) — wood burning with insert; located in living room and family room
Heating & cooling
Central air conditioning
Forced air heating
Natural gas heating
Fireplace insert
Exterior features
Patio
Fenced yard
Landscaped lot
Home design
Detached single-family residence
2-story
Faces north
Parking
6 parking spaces (3 covered)
Has garage
Security
Security system
Construction
Stucco and stone exterior
Wood roof
Finished walk-out basement
Utilities
Public water
Sale and tax history for 108 Cheltenham Ave
Sale History
Tax History
Date
Event
Price
TREB #C13810464
Sep 21, 2026
Listed
$5,750,000
TREB #C12759378
Apr 7, 2026
Delisted
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Feb 4, 2026
Listed
$5,895,000
+37
108 Cheltenham Ave brings together the best of classic design and modern family living in the heart of Lawrence Park. Custom built by Den Bosch & Finchley, this is a home that feels considered in every sense, where generous spaces invite connection and everyday routines unfold with ease. Whether you're hosting a celebration or enjoying a quiet family evening, the flow, light, and craftsmanship of this home elevate each moment without effort. From its stately exterior to the grand welcoming foyer, this home unfolds beautifully from one room to the next. The formal living room with a Juliette balcony and stunning office overlook the mature streetscape, while the dining room is perfectly proportioned for everything from family holidays to midweek dinners. A custom Bellini kitchen anchors the main floor with a generous island, butler's pantry, and walkout to the upper flagstone terrace and garden. There is a guest and family powder room on this floor. Upstairs, the primary suite offers a quiet retreat with his-and-hers walk-in closets and a spa-like ensuite, while three additional bedrooms feature ensuite baths, custom walk-in closets, built-ins and desks. Storage is abundant throughout. The lower level -- above grade and filled with natural light -- adds a media room with a fireplace, a games room with a walkout to the stunning private yard, and a fifth bedroom or gym, alongside a fully outfitted mudroom and direct 3-car garage access. Beyond the property lines lies one of Toronto's most prestigious neighbourhoods. Steps to top-tier public and private schools such as Toronto French School, Crescent, and Havergal, and minutes from Sunnybrook Hospital, the Granite Club, scenic ravines, and public transit, this is a home that balances luxury and lifestyle in equal measure.
TREB #C12467120
Dec 16, 2025
Delisted
—
Oct 16, 2025
Listed
$6,095,000
As the MLS and public records start to fill up, we'll list the details here.
Public record
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Single Family Residential
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Last updated by owner on Aug 9, 2023.
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