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For SaleDetached · 2-StoreyMLS® #N14166702 · TRREB MLS®

58 Pennycross Crt, Vaughan, Ontario

Islington Woods, Vaughan, Ontario L4L 3M6

Bedrooms
5+2
Lot Size
59.28 x 152.42 ft
Bathrooms
4
Type
Detached
Basement
Finished

$2,598,999

Estimated market value

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
    73out of 100

    1 documented update signal

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

Condition uses listing-record signals, not an inspection.

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.

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.

Date StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$2,598,999N/AFor SaleN14166702

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

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 Michelle Lacroix for a full comparative market analysis.

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.

Map and tour

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

New in 7 days
3

11 in 28 days

Price cuts
32%

8 listings

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.

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.

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.

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.

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.

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.

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

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

—

Monthly carrying cost

$12,551
−$12,551per month
  • Rent $0
  • Shortfall $12,551

Rental income starts at $0: enter the rent you expect. This is a planning tool, not advice.

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