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.
About this home
Photos of 39 Rockingham Drive
Facts and features of 39 Rockingham Drive
| Type | Detached |
|---|---|
| Style | 2-Storey |
| Bedrooms | 4 |
| Bathrooms | 5 |
| Size | 3000-3500 sq ft |
| Lot | 65 x 120 Feet |
| Parking | 5 |
| Garage | Built-In |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Finished |
| Exterior | Brick |
| Taxes | $12,767 (2025) |
| Days on market | 42 |
| Listing brokerage | ROYAL LEPAGE REAL ESTATE SERVICES LTD. |
Rooms
12 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Bedroom 2 | Second | 14′ 1″ × 18′ 4″ 4.29 × 5.6 m | broadloom, 3 pc ensuite, double closet |
| Bedroom 3 | Second | 13′ 6″ × 16′ 3″ 4.11 × 4.96 m | broadloom, window, double closet |
| Recreation | Basement | 12′ 0″ × 30′ 0″ 3.65 × 9.14 m | laminate, window |
| Exercise Room | Basement | 18′ 11″ × 14′ 7″ 5.76 × 4.45 m | tile floor, window, combined w/rec |
| Kitchen | Main | 16′ 2″ × 18′ 1″ 4.94 × 5.52 m | tile floor, breakfast bar, w/o to deck |
| Living Room | Main | 16′ 4″ × 13′ 2″ 4.99 × 4.02 m | hardwood floor, gas fireplace, b/i bookcase |
| Dining Room | Main | 14′ 9″ × 13′ 2″ 4.49 × 4.02 m | hardwood floor, window, crown moulding |
| Bedroom 4 | Second | 13′ 6″ × 11′ 9″ 4.11 × 3.59 m | broadloom, window, double closet |
| Family Room | Main | 15′ 4″ × 14′ 1″ 4.67 × 4.3 m | hardwood floor, fireplace, w/o to deck |
| Other | Basement | 14′ 1″ × 7′ 7″ 4.3 × 2.32 m | tile floor, dry bar |
| Primary Bedroom | Second | 15′ 1″ × 18′ 0″ 4.6 × 5.48 m | broadloom, 5 pc ensuite, walk-in closet(s) |
| Office | Main | 14′ 8″ × 9′ 2″ 4.48 × 2.8 m | hardwood floor, large window, b/i bookcase |
Around this home
What’s near 39 Rockingham Drive
From 39 Rockingham Drive, the nearest TDSB elementary school is Rosethorn Junior School, about 250 m away.
Schools
- Rosethorn Junior School TDSB elementary · JK-5 EQAO 2024-25: Gr 3 reading 64% about 250 m
- Humber Valley Village Junior Middle School TDSB elementary · JK-8 EQAO 2024-25: Gr 6 reading 94% · Gr 6 math 65% about 1.1 km
- John G Althouse Middle School TDSB middle school · 6-8 EQAO 2024-25: Gr 6 reading 94% · Gr 6 math 77% about 1.7 km
- St Gregory Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 89% · Gr 6 math 52% about 650 m
- Etobicoke Collegiate Institute TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 73% · Gr 10 literacy 90% about 1.5 km
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Places: OpenStreetMap contributors, October 2026. Straight-line distances. Schools: EQAO 2024-25, Ontario Ministry of Education.
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39 Rockingham Drive
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39 Rockingham Drive
Listing information is deemed reliable but is not guaranteed accurate by PropTx or the Toronto Regional Real Estate Board. Data source: PropTx. Listings are refreshed from the MLS® at least daily.
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.
Royal LePage Terrequity Seymour Real Estate, Brokerage. Independently owned and operated.
MLS® W13797384 Data source: PropTx Listed September 17, 2026