39 Rockingham Drive, photo 1

For sale Princess-Rosethorn, Toronto, ON

39 Rockingham Drive

List price
$2,798,000
Sq ft
3000-3500
Bedrooms
4
Bathrooms
5

About this home

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.

Photos of 39 Rockingham Drive

Facts and features of 39 Rockingham Drive

Key facts
TypeDetached
Style2-Storey
Bedrooms4
Bathrooms5
Size3000-3500 sq ft
Lot65 x 120 Feet
Parking5
GarageBuilt-In
HeatingForced Air
CoolingCentral Air
BasementFinished
ExteriorBrick
Taxes$12,767 (2025)
Days on market42
Listing brokerageROYAL LEPAGE REAL ESTATE SERVICES LTD.

Rooms

12 rooms, with sizes

RoomLevelSizeFeatures
Bedroom 2 Second 14′ 1″ × 18′ 4″ broadloom, 3 pc ensuite, double closet
Bedroom 3 Second 13′ 6″ × 16′ 3″ broadloom, window, double closet
Recreation Basement 12′ 0″ × 30′ 0″ laminate, window
Exercise Room Basement 18′ 11″ × 14′ 7″ tile floor, window, combined w/rec
Kitchen Main 16′ 2″ × 18′ 1″ tile floor, breakfast bar, w/o to deck
Living Room Main 16′ 4″ × 13′ 2″ hardwood floor, gas fireplace, b/i bookcase
Dining Room Main 14′ 9″ × 13′ 2″ hardwood floor, window, crown moulding
Bedroom 4 Second 13′ 6″ × 11′ 9″ broadloom, window, double closet
Family Room Main 15′ 4″ × 14′ 1″ hardwood floor, fireplace, w/o to deck
Other Basement 14′ 1″ × 7′ 7″ tile floor, dry bar
Primary Bedroom Second 15′ 1″ × 18′ 0″ broadloom, 5 pc ensuite, walk-in closet(s)
Office Main 14′ 8″ × 9′ 2″ 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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MLS® W13797384 Data source: PropTx Listed September 17, 2026