39 Rockingham Drive, Toronto, ON

Princess-Rosethorn, Toronto · MLS® W13797384

$2,798,000
For Sale
Listed 32 days agoNo offer date stated
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4Bedrooms
5Bathrooms
2Garage · 5 parking
3000-3500Sq ft

About this home

In short

  • Welcome to 39 Rockingham Drive, an exceptional custom-built residence situated on one of Islington Heights' most coveted streets.
  • The main level is beautifully appointed with a spacious family room anchored by a wood burning fireplace, flowing seamlessly into the newly renovated kitchen...

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.

Key facts

Property type
Detached, 2-Storey
MLS®
W13797384
Bedrooms
4
Bathrooms
5 (1 half)
Size
3000-3500 sq ft
Lot
65 × 120 ft
Cross streets
Islington & Rathburn
Parking
2 garage · 5 parking (built-in)
Driveway
Private
Basement
Finished
Heating
Forced Air
A/C
Central Air
Exterior
Brick
Foundation
Block
Roof
Asphalt Shingle
Sewer
Sewer
Property tax
$12,767 / 2025
Days on market
32
Listing brokerage
ROYAL LEPAGE REAL ESTATE SERVICES LTD.

Rooms

Bedroom 2Second4.29 × 5.60 m

broadloom · 3 pc ensuite · double closet

Bedroom 3Second4.11 × 4.96 m

broadloom · window · double closet

RecreationBasement3.65 × 9.14 m

laminate · window

Exercise RoomBasement5.76 × 4.45 m

tile floor · window · combined w/rec

KitchenMain4.94 × 5.52 m

tile floor · breakfast bar · w/o to deck

Living RoomMain4.99 × 4.02 m

hardwood floor · gas fireplace · b/i bookcase

Dining RoomMain4.49 × 4.02 m

hardwood floor · window · crown moulding

Bedroom 4Second4.11 × 3.59 m

broadloom · window · double closet

Family RoomMain4.67 × 4.30 m

hardwood floor · fireplace · w/o to deck

OtherBasement4.30 × 2.32 m

tile floor · dry bar

Primary BedroomSecond4.60 × 5.48 m

broadloom · 5 pc ensuite · walk-in closet(s)

OfficeMain4.48 × 2.80 m

hardwood floor · large window · b/i bookcase

Our TakeTeam Asgarian · Broker
No automatic estimate

No automatic estimate is shown here: there is not a deep enough record of recent sales of homes like this one in this neighbourhood to support one.

Considering this property? Request a written price read

Its public catchment (Humber Valley Village Junior Middle School) tests around the provincial average, a steady, family-friendly draw. The full EQAO breakdown is below.

Neighbourhood & location

Princess-Rosethorn, Toronto, ON

CommuteTime from this home to where you spend your day

Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.

Nearby neighbourhoods

How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.

Islington-City Centre West
$1.54M
Stonegate-Queensway
$2.25M
Leaside
$2.15M
Banbury-Don Mills
$5.50M
Willowdale East
$2.29M

Typical asking price of active listings of the same type, per area (outliers removed). Toronto.

Get the full neighbourhood report (schools, parks, transit & safety) →

Schools & catchmentAssigned attendance-boundary schools, with EQAO results

The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).

School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.

Street view near Rosethorn Junior School
65%
Rosethorn Junior SchoolPublic · Elementary · 0.3 km awayBelow the GTA average · 65% meet the provincial standard
Also nearby: 12 more schools within 2.5 km
Our Lady of Peace Catholic School · Catholic elementary1.5 km · 71% at standard
Islington Junior Middle School · Public elementary1.5 km · 66% at standard
St George's Junior School · Public elementary1.5 km · 81% at standard
Wedgewood Junior School · Public elementary1.7 km · 79% at standard
John G Althouse Middle School · Public elementary1.7 km · 88% at standard
Our Lady of Sorrows Catholic School · Catholic elementary1.8 km · 90% at standard
Richview Collegiate Institute · Public secondary2.2 km · 82% at standard
Lambton Kingsway Junior Middle School · Public elementary2.2 km · 91% at standard
West Glen Junior School · Public elementary2.2 km · 57% at standard
Princess Margaret Junior School · Public elementary2.3 km · 60% at standard
Josyf Cardinal Slipyj Catholic School · Catholic elementary2.3 km · 83% at standard
Burnhamthorpe Collegiate Institute · Public secondary2.4 km

Not the assigned catchment: schools a family here could reach, with EQAO results where published.

Affordability & Mortgage

Affordability
$12,752/mo
$522KIncome needed
5.4×Price ÷ income
$2,943Weekly cost
$112,850Land transfer tax, one-time (Ontario + Toronto)
20% down4.79%25-yr amortization

Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.

92%mortgage
Mortgage $12,752Property tax $1,064Total carry $13,816

Calculate and customize your mortgage and other expenses

Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.

Your numbers

$
20.0%
$
%

Homes over $1.5M can't be insured, so 20% down or more is required.

4.49%
%
Live rate from Ratehub.ca

Conventional (20%+ down). Best insured 5-year fixed 4.34% via Ratehub.ca (as of October 19, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$12,376per month

Mortgage amount $2,238,400 · 4.49% over 25 years

$559,600Down payment (20.0%)
$2,238,400Loan before insurance
$0CMHC premium
$13,440Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$12,376
Property tax
$1,064
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$13,440

Add your own property tax, condo fees, and heating on the left for a sharper total.

One-time closing costs

Ontario land transfer tax
$56,425
Toronto municipal land transfer tax
$56,425
Estimated closing costs
$112,850

Plus your down payment of $559,600. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.49%Qualifying rate
$14,980/monthPayment at the qualifying rate

Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.

Over the full 25 years

$1,474,549Total interest paid
$3,712,949Total of all payments
Principal $2,238,400 Interest $1,474,549
YearPrincipalInterestBalance
1$49,952$98,566$2,188,448
2$52,220$96,298$2,136,229
3$54,591$93,927$2,081,638
4$57,069$91,449$2,024,569
5$59,660$88,858$1,964,909
6$62,369$86,149$1,902,540
7$65,201$83,317$1,837,339
8$68,161$80,357$1,769,177
9$71,256$77,262$1,697,921
10$74,491$74,027$1,623,430
11$77,874$70,644$1,545,556
12$81,409$67,109$1,464,147
13$85,106$63,412$1,379,041
14$88,970$59,548$1,290,071
15$93,009$55,508$1,197,062
16$97,232$51,285$1,099,829
17$101,647$46,871$998,182
18$106,262$42,256$891,919
19$111,087$37,431$780,832
20$116,131$32,387$664,701
21$121,404$27,114$543,297
22$126,916$21,602$416,381
23$132,678$15,839$283,703
24$138,703$9,815$145,000
25$145,000$3,518$0

At the end of your 5-year term

Total paid over the term
$742,590
Principal paid down
$273,491
Interest paid
$469,099
Balance remaining
$1,964,909

Talk to Team Asgarian about your options

Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.

Let's connect

Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.

Investor snapshot

Rental yield
Estimate$6,300/mo
$75,600Gross annual rent
1.9%Cap rate after taxes and upkeep

Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.

Talk about the numbers

Estimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.

2.7%
Gross yield
− Property tax $12,767− Insurance $1,400− Vacancy & upkeep $8,316Net operating income $53,117

All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.. MLS®/PropTx.

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