Welcome to 39 Rockingham Drive, an exceptional custom-built residence situated on one of Islington Heights' most coveted streets. Thoughtfully updated and impeccably maintained, this elegant four-bedroom, five-bathroom home offers a refined balance of luxurious everyday living and effortless entertaining. The main level is beautifully appointed with a spacious family room anchored by a wood burning fireplace, flowing seamlessly into the newly renovated kitchen featuring custom cabinetry, a generous breakfast bar, and direct walkout to the new deck and beautifully landscaped backyard. A private hot tub and tranquil outdoor setting create an inviting retreat for relaxing or entertaining. An elegant formal living room with its own gas fireplace and a sophisticated dining room provide gracious spaces for hosting family and friends. A dedicated main-floor office offers an ideal work-from-home environment, while the convenient garage entrance leads to a generous mudroom and laundry area, thoughtfully designed with abundant storage. Upstairs, the luxurious primary suite offers a true private retreat, complete with a spa-inspired, state-of-the-art ensuite and walk-in closet. A generously proportioned second bedroom enjoys its own three-piece ensuite, while two additional bedrooms share a beautifully appointed five-piece family bathroom. The fully finished lower level extends the living and entertaining space with an impressive temperature-controlled wine cellar and tasting room, spacious home gym, large recreation room, and additional bathroom-perfectly suited for entertaining. Ideally located just steps from the shops and amenities of Thorncrest Plaza, the highly sought-after Rosethorn Junior School, and Rosethorn Tennis Club, this exceptional family friendly neighbourhood offers convenient access to major highways and transit.A rare opportunity to enjoy turnkey living in one of Islington Heights' most desirable communities.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
3000-3500
Lot Depth:
120'36.6 m
Lot Frontage:
65'19.8 m
Direction Faces:
South
Bedrooms:
4
Bathrooms:
5.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
5
Rooms Below Grade:
3
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
2
Foundation:
Block
Roof:
Asphalt Shingle
Basement:
Finished
Fireplace Features:
Wood, Natural Gas
Fireplace/Stove:
Yes
Garage:
Built-In
Garage Spaces:
2.0
Parking Features:
Private
Parking Spaces:
3
Total Parking Spaces:
5.0
Family Room:
Yes
Possession Details:
TBD
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Assessment Year:
2025
Taxes:
$12,767 /
2025
Assessment:
$- /
2025
Toronto
Toronto W08
Princess-Rosethorn
Fenced Yard, Park, Place Of Worship, School
Central Vacuum, On Demand Water Heater, Sump Pump, Water Heater Owned
Awnings, Deck, Hot Tub, Lawn Sprinkler System, Landscaped, Patio
Alarm System
None.
All existing appliances including: KitchenAid Fridge, stove/oven, dishwasher, microwave, Whirlpool washer/dryer, mudroom freezer, bsmt dishwasher (as is), new cooling unit for wine cellar (2026). Hot Tub. Central vac and all equipment. All existing light fixtures and window treatments.
Data was last updated September 21, 2026 at 02:15 AM (UTC)
Area Statistics
Listings on market:
36
Avg list price:
$2,499,450
Min list price:
$949,000
Max list price:
$5,998,000
Avg days on market:
12
Min days on market:
2
Max days on market:
130
These statistics are generated based on the current listing's property type
and located in
Princess-Rosethorn. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.