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MLS® N14166702For SaleDetached

58 Pennycross Crt

Islington Woods, Vaughan, Ontario L4L 3M6

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58 Pennycross Crt, Vaughan, photo 1
Asking$2,598,999
Bedrooms
5+2
Bathrooms
4
Size
3,000–3,500sq ft
Per sq ft
$800at the range’s middle
Lot
59.28 x 152.42 ft
Tax a year
$8,3162026 tax year
Parking
82 attached
Days on market
Members

The brief

About 58 Pennycross Crt

58 Pennycross Crt is a 5+2-bedroom, 4-bathroom detached house in Islington Woods, Vaughan, listed for sale at an asking price of $2,598,999 (MLS® N14166702).

Welcome to 58 Pennycross Court, an exceptional fully renovated residence nestled on a quiet court in the prestigious Islington Woods community. Offering 5+2 spacious bedrooms, 4 bathrooms, and over 5,000 sq. ft. of beautifully finished living space, this remarkable home combines timeless elegance with modern luxury. Thoughtfully redesigned with exceptional attention to detail, the home showcases sophisticated finishes, generous principal rooms, and a functional layout ideal for everyday living and entertaining. The luxurious primary retreat features a stunning 5-piece ensuite with heated floors, creating a spa-inspired experience. Step outside to your own private backyard oasis, situated on a desirable pie-shaped lot featuring an inground saltwater pool, a beautifully appointed cabana complete with a 3-piece bathroom and dryer, a dedicated BBQ area, and ample space for outdoor entertaining. Additional highlights include a heated garage with elegant porcelain tile flooring, offering both luxury and functionality. Ideally situated in one of Vaughan's most sought-after neighbourhoods, this extraordinary property offers the perfect balance of privacy, sophistication, and resort-inspired living. A rare opportunity to experience elevated living in the heart of Islington Woods!

Insights

  • Condition Score

    Good

    1 documented update signal

    Source: Listing age, structured features and disclosed update language; not an inspection.

Condition uses listing-record signals, not an inspection.

The home

Key facts

Tax
$8,316 / 2026
MLS® number
N14166702
Board
TRREB MLS®
Property Type
Detached
Days on market
Size
3000-3500 sqft
Lot Size
59.28 x 152.42 ft
Listed on
Parking
2 Attached, 8 Parking
Listing brokerage: RE/MAX EXPERTSData source: TRREB MLS®Information deemed reliable but not guaranteed. Contained information is subject to errors, omissions, and changes without notice. Information should be independently verified.

Property details

Property

Property Type
Detached
Style
2-Storey
Community
Islington Woods
Municipality
Vaughan

Building

Size
3000-3500 sqft
Construction
Brick

Inside

Bedrooms
5+2
Bathrooms
4
Bathroom Details
1 × 2pc Main, 2 × 5pc 2nd, 1 × 3pc Bsmt
Basement Type
Finished
Kitchens
1

Parking

Garage Type
Attached
Garage
2
Additional Parking
6
Total Parking
8

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Sewers
Frontage
59.28 ft
Depth
152.42 ft
Lot Size
59.28 x 152.42 ft

Additional

Foundation
Poured Concrete
Roof
Shingles
Fireplace
Yes
Pool
Inground
Den
Yes
Family room
Yes
Extras
Please see feature sheet for all inclusions

Rooms

Room details unavailable

The listing source did not provide room-level measurements or features.

Listing history

Buy/sell history for 58 Pennycross Crt, Vaughan, Ontario

Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.

Dates and closing prices are shown to signed-in members.

Date StartDate EndList PricePriceEventListing ID
Date Start——$2,598,999—For SaleN14166702

Members see the full history. Prices are hidden from signed-out visitors.

The numbers

Mortgage Calculator

Plan with the current asking price

20% · $519,800

CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.

Mortgage Details

4.8% · 5-year term · 25-year amortization · 20% down

Total down payment
$519,800
Total mortgage amount
$2,079,199
Total interest payment
$1,478,201
Total purchase cost
$4,077,200
Mortgage payment
$11,858/mo

Land transfer tax on this home

Ontario land transfer tax
$51,450
Total land transfer tax
$51,450
First-time buyer rebates (Ontario up to $4,000)
−$4,000
Total for first-time buyers
$47,450
See how this is worked out
0.5% on the first $55,000
$275
1.0% from $55,000 to $250,000
$1,950
1.5% from $250,000 to $400,000
$2,250
2.0% from $400,000 to $2,000,000
$32,000
2.5% from $2,000,000 to $2,598,999
$14,975
Ontario total
$51,450

An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.

Estimate

Estimated value requires sign in

Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.

The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Yossi Kaplan, MBA, Salesperson for a full comparative market analysis.

Comparable sales

Comparable sales require sign in

Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.

The land

Lot

Street frontage
59.28 ft18.1 m
Depth
152.42 ft46.5 m

The record marks this lot irregular, so its area is not the frontage multiplied by the depth. It is not given here. Confirm with a survey before you buy.

Source: the MLS® listing record, measured by MPAC.

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

12 records · 5 on fileMatched 2026-11-11
250 m500 m1 km2 kmBeyond · area-wideNot in Toronto and Region Conservation Authority’s mapped regulated areaNo mapped wetland within 120 m1 water-supply well recorded within 250 mOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasA trail or path within 1 kmNo licensed pit or quarry within 2 kmNo recorded oil, gas or salt well within 250 mNo facility within 1 km reports pollutant releases to Environment CanadaNo federal contaminated site within 1 kmElectricity is distributed here by Alectra Utilities CorporationWired internet 50/10 Mbps or faster is listed at a household 110 m awayAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record No record found in the source searched

Water and conservation3

  • Not in Toronto and Region Conservation Authority’s mapped regulated areaChecked at the listing’s mapped point, not across the whole lot.At the address
  • No mapped wetland within 120 m120 m
  • 1 water-supply well recorded within 250 mIt was drilled for domestic use; 2 test or monitoring holes also recorded. From Ontario’s well records; locations can be approximate. The records do not show how this home gets its water. Wells nearby typically go down about 10.7 m.250 m

Toronto and Region Conservation Authority · Province of Ontario open data

Planning and building activity1

  • Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasChecked at the listing’s mapped point, not across the whole lot.At the address

Province of Ontario open data

Around the home1

  • A trail or path within 1 km1 km

Provincial and municipal trail maps

Environmental records4

  • No licensed pit or quarry within 2 km2 km
  • No recorded oil, gas or salt well within 250 m250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaThe nearest is Woodbridge Foam Corp. — Kipling Plant, 1.9 km away. Only facilities above the inventory’s reporting thresholds are listed.1 km
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km

Province of Ontario open data · Government of Canada open data

Power and internet3

  • Electricity is distributed here by Alectra Utilities CorporationAt the address
  • Wired internet 50/10 Mbps or faster is listed at a household 110 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (110 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.110 m
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Bell, FibreStream. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, QuaenetFi, Rogers, Routcom. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide

Ontario Energy Board · Innovation, Science and Economic Development Canada

Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Toronto and Region Conservation Authority or the record’s publisher.

Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information made available under the Toronto and Region Conservation Authority Open Data Licence v1.0.

The market

Detached homes for sale in Islington Woods right now

For sale now
25
Median asking price
$1.99M

Middle half: $1.65M to $2.6M

This home is asking 31% above the median.

See all homes in Islington Woods

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Market area · filters apply to the charts below

The street

Transit nearby

StationLinesDistance
Wigwoss HelenYRT bus rapid transit: Viva Orange2.6 km
Highway 7 / IslingtonYRT bus rapid transit: Viva Orange2.7 km
Highway 7 / Pine ValleyYRT bus rapid transit: Viva Orange2.8 km
Highway 7 / KiplingYRT bus rapid transit: Viva Orange2.9 km
Highway 7 / Martin GroveYRT bus rapid transit: Viva Orange3.4 km

The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: YRT schedule data (GTFS) from York Region Transit under the YRT Open Data Licence 2.0, downloaded October 18, 2026. Contains public transit Information made available under YRT's Open Data Licence.

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
St Margaret Mary Catholic Elementary SchoolYork CDSBCatholic · grades JK–8600 m79%Grade 6 average
Pine Grove Public SchoolYork Region DSBPublic · grades JK–8850 m68%Grade 6 average
Our Lady of Fatima Catholic Elementary SchoolYork CDSBCatholic · grades JK–8 · French Immersion1.1 km75%Grade 6 average
École élémentaire La FontaineConseil scolaire ViamondeFrench-language public · grades JK–64 km91%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Emily Carr Secondary SchoolYork Region DSBPublic · grades 9–121.4 km63%Grade 9 math
ÉSC de l'Ascension - VaughanConseil scolaire catholique MonAvenirFrench-language Catholic · grades 9–121.8 km57%Grade 9 math
Father Bressani Catholic High SchoolYork CDSBCatholic · grades 9–12 · French Immersion2.5 km70%Grade 9 math
Woodbridge CollegeYork Region DSBPublic · grades 9–12 · French Immersion2.9 km50%Grade 9 math

EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.

The verdict

Similar Active Listings

Recently sold nearby

Sold prices in Islington Woods are shown to signed-in members.

Email Yossi Kaplan, MBA, Salesperson