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58 Pennycross Court
Vaughan, ON L4L 3M6
•
Islington Woods
$2,598,999
For Sale
Property Type
Single Family
MLS® Numbers
N14166702
Listing Brokerage
RE/MAX EXPERTS
Bedrooms
7 + 2 Beds
Bathrooms
4 Baths
Size
3000-3500 sqft
Total Parking Spaces
8 (2 Garage)
Description
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!
With a 20% down payment of $519,800, your estimated payment is:
$11,904/mo
Based on a 5-year fixed rate of 4.84% from RBC Royal Bank — the same rate the calculator below starts with.Open Houses
Visit us during these scheduled times to experience this property in person.
Saturday, November 14, 2026
2:00 p.m. - 4:00 p.m.
Open HouseSunday, November 15, 2026
2:00 p.m. - 4:00 p.m.
Open HouseListing History
Listing history of 58 Pennycross Court over time.
10 Nov 2026
Brokerage - RE/MAX EXPERTS
10 Nov 2026
Brokerage - RE/MAX EXPERTS
Features & Details
Explore the comprehensive details and unique features that make this property special.
Municipality
Vaughan
Community
Islington Woods
Property Type
Single Family
Style
House
Bedrooms
7 + 2 Beds
Bathrooms
4 Baths
Property Tax
$8,316.00
Size
3000-3500 sqft
Construction
Brick
Cross Street
Kiloran Ave & Wycliffe Ave
Basement Info
Finished, N/A
Total Parking Spaces
8 (2 Garage)
Sewer
Sanitary sewer
Water Source
Municipal water
MLS® Number
N14166702
List Date
11/10/2026
Days on Market
0
Status
New
Heating
Forced air, Natural gas
Cooling
Central air conditioning
Family Room
Yes
Central Vac
Yes
Kitchens
1 + 1
Total Rooms
11 + 5
Foundation
Poured Concrete
Square Footage
3000-3500
Extras
Central Vacuum
Exterior Const.
Brick
Roof Material
Shingles
Swimming Pool
Inground pool
Lot Features
Irregular lot size
Garage Type
Attached
Garage Spaces
2
Parking Spaces
8
Neighborhood demographics
Explore local context, amenities, and market signals around this property.
Location on Map
Explore the neighborhood and see exactly where this property is located.
Nearby Schools
Schools serving this address, closest first. Scores are the Repliers rating out of 10.
Score is based on Repliers Rating (0-10)
8
St Margaret Mary Catholic ES
Catholic 7 mins
0.60 km
Address: 30 Margaret Mary Rd, Woodbridge, ON L4L 2W8, Canada
Phone: 905-851-3935
Grades: PK, K, 1, 2, 3, 4, 5, 6, 7, 8
Board: York CDSB
6.6
Pine Grove PS
Public 11 mins
0.91 km
Address: 86 Gamble St, Woodbridge, ON L4L 1R3, Canada
Phone: 905-850-0672
Grades: PK, K, 1, 2, 3, 4, 5, 6, 7, 8
Board: York Region DSB
Email: pine.grove.ps@yrdsb.ca
7
Emily Carr SS
Public 20 mins
1.64 km
Address: 4901 Rutherford Rd, Woodbridge, ON L4H 3C2, Canada
Phone: 905-850-5012
Grades: 9, 10, 11, 12
Board: York Region DSB
Email: emily.carr.ss@yrdsb.ca
N/A
Maple Leaf Montessori School
Private 20 mins
1.64 km
Address: 8142 Islington Ave, Woodbridge, ON L4L 1W6, Canada
Phone: 905-856-3359
Grades: PK, K, 1, 2, 3, 4, 5, 6
Board: N/A
Email: info@mlmontessori.org
N/A
ÉSC de l’Ascension
Catholic 21 mins
1.77 km
Address: 200 Aberdeen Ave, Woodbridge, ON L4L 1C4, Canada
Phone: 416-393-5925
Grades: 7, 8, 9
Board: CS catholique MonAvenir
N/A
Toronto District Christian High School
Private 29 mins
2.39 km
Address: 377 Woodbridge Ave, Woodbridge, ON L4L 2V7, Canada
Phone: 905-851-1772
Grades: 9, 10, 11, 12
Board: N/A
Email: info@tdchristian.ca
N/A
Elder's Mills PS
Public 29 mins
2.43 km
Address: 120 Napa Valley Ave, Woodbridge, ON L4H 1L1, Canada
Phone: 905-893-1631
Grades: 2, 3, 4, 5, 6, 7, 8, 1
Board: York Region DSB
Email: elders.mills.ps@yrdsb.ca
8
Lorna Jackson PS
Public 37 mins
3.05 km
Address: 589 Napa Valley Ave, Woodbridge, ON L4H 1R1, Canada
Phone: 905-893-2829
Grades: PK, K, 1, 2, 3, 4, 5, 6, 7, 8
Board: York Region DSB
Email: lorna.jackson.ps@yrdsb.ca
N/A
The Nature School at Kortright
Private 39 mins
3.22 km
Address: 9550 Pine Valley Dr, Woodbridge, ON L4L 1A6, Canada
Phone: 905-832-2289
Grades: Ungraded, PK, K, 1, 2, 3, 4, 5, 6
Board: N/A
N/A
St Luke Catholic Learning Centre
Alternative 41 mins
3.44 km
Address: 8787 Weston Rd, Woodbridge, ON L4L 1A6, Canada
Phone: 905-889-3882
Grades: 9, 10, 11, 12
Board: York CDSB
N/A
Vaughan College
Private 45 mins
3.72 km
Address: 9121 Weston Rd, Woodbridge, ON L4H 0L4, Canada
Phone: 905-265-9229
Grades: 9, 10, 11, 12, 8, 7
Board: N/A
Email: info@vaughancollege.ca
8.3
ÉÉ La Fontaine
Public 48 mins
4.04 km
Address: 10110 Islington Ave, Vaughan, ON L0J, Canada
Phone: 905-893-1280
Grades: PK, K, 1, 2, 3, 4, 5, 6
Board: CS Viamonde
6.3
Holy Cross Catholic Academy
Catholic 49 mins
4.09 km
Address: 7501 Martin Grove Rd, Woodbridge, ON L4L 8M1, Canada
Phone: 905-851-6699
Grades: 9, 10, 11, 12
Board: York CDSB
N/A
North Hill Private School
Private 52 mins
4.37 km
Address: 9555 Weston Rd, Woodbridge, ON L4L 1A6, Canada
Phone: 905-832-7783
Grades: K, PK, 1, 2, 3
Board: N/A
N/A
Msgr Fraser College (Norfinch Campus)
Alternative 89 mins
7.43 km
Address: 45 Norfinch Dr, North York, ON M3N 1W8, Canada
Phone: 416-393-5558
Grades: 10, 11, 12
Board: Toronto CDSB
9.5
ÉÉC Le-Petit-Prince
Catholic 90 mins
7.51 km
Address: 79 Avro Rd, Vaughan, ON L6A, Canada
Phone: 905-832-3153
Grades: PK, K, 1, 2, 3, 4, 5, 6
Board: CS catholique MonAvenir
6.7
ÉS Norval-Morrisseau
Public 176 mins
14.70 km
Address: 51 Wright St, Richmond Hill, ON L4C 4A2, Canada
Phone: 905-508-2516
Grades: 9, 10, 11, 12, 7, 8
Board: CS Viamonde
5.4
Western Technical-Commercial School
Public 227 mins
18.88 km
Address: 125 Evelyn Crescent, Toronto, ON M6P 3E3, Canada
Phone: 416-393-0500
Grades: 9, 10, 11, 12
Board: Toronto DSB
Email: WesternTech@tdsb.on.ca
Nearby Parks
Green space, playgrounds and recreation within easy reach of this property.
Kiloran Park
Park 4 mins
0.33 km
Facilities: Tennis Court, Tennis Court, Tennis Court, Basketball Court, Playground, Picnic Facilities
Crofters Park
Park 14 mins
1.16 km
Facilities: Tennis Court, Tennis Court, Basketball Court, Playground
Michael Fitzgerald Park
Park 15 mins
1.26 km
Facilities: Playground
Woodbridge Highlands Park
Park 15 mins
1.29 km
Facilities: Tennis Court, Tennis Court, Basketball Court, Playground, Trails
Al Palladini Community Centre
Park 17 mins
1.40 km
Facilities: Community Rec. Centre, Fitness/Weight Room, Gym, Indoor Pool, Indoor Rink, Indoor Rink, Indoor Track, Sauna
Thompson Creek Parkette
Park 18 mins
1.52 km
Facilities: Playground
Parkwest Parkette
Park 18 mins
1.54 km
Facilities: Playground
Airdrie Park
Park 19 mins
1.56 km
Facilities: Tennis Court, Tennis Court, Tennis Court, Playground, Sports Field, Multi-Use Pad, Basketball Court
Maxey Park
Park 19 mins
1.61 km
Facilities: Tennis Court, Playground, Tennis Court, Lawn Bowling/Bocce Green, Lawn Bowling/Bocce Green, Lawn Bowling/Bocce Green, Lawn Bowling/Bocce Green, Lawn Bowling/Bocce Green
Doctors Mclean District Park
Park 20 mins
1.66 km
Facilities: Trails, Playground, Picnic Facilities
Rainbow Creek Park
Park 21 mins
1.78 km
Facilities: Trails
Vaughan Mills Park
Park 22 mins
1.80 km
Facilities: Tennis Court, Playground, Tennis Court, Lawn Bowling/Bocce Green, Lawn Bowling/Bocce Green
Fred Armstrong Parkette
Park 24 mins
1.99 km
Facilities: Playground
George Stegman Park
Park 24 mins
2.04 km
Facilities: Ball Diamond, Sports Field, Sports Field, Sports Field, Tennis Court, Tennis Court, Tennis Court, Multi-Use Pad
Almont Park
Park 25 mins
2.05 km
Facilities: Playground
Findley Park
Park 25 mins
2.10 km
Facilities: Basketball Court, Playground, Trails
Father E. Bulfon Community Centre & Park
Park 26 mins
2.16 km
Facilities: Community Rec. Centre, Fitness/Weight Room, Gym, Indoor Pool, Lawn Bowling/Bocce Green, Outdoor Rink, Playground, Sauna, Soccer Field, Soccer Field, Splash Pad
Crestlawn Park
Park 26 mins
2.18 km
Facilities: Playground
Tammy Breda Park
Park 27 mins
2.25 km
Facilities: Soccer Field, Playground, Multi-Use Pad, Basketball Court
Napa Valley Park
Park 27 mins
2.26 km
Facilities: Tennis Court, Tennis Court, Basketball Court, Basketball Court, Soccer Field, Ball Diamond, Playground, Sports Field, Multi-Use Pad, Basketball Court, Basketball Court, Basketball Court
Chancellor District Park & Community Centre
Park 29 mins
2.38 km
Facilities: Basketball Court, Basketball Court, Community Rec. Centre, Gym, Indoor Pool, Lawn Bowling/Bocce Green, Outdoor Rink, Playground, Soccer Field, Soccer Field, Soccer Field, Soccer Field, Soccer Field, Splash Pad
Nort Johnson District Park / Woodbridge Pool & Memorial Arena
Park 30 mins
2.51 km
Facilities: Arena, Ball Diamond, Ball Diamond, Ball Diamond, Basketball Court, Community Rec. Centre, Indoor Pool, Indoor Rink, Trails
Safety Zones
Police, fire and emergency services nearest to this address.
Vaughan Fire Station 7-9
fire-stations 30 mins
2.49 km
Address: 9601 Islington Ave, Woodbridge, ON L4H 3G7, Canada
Cortellucci Vaughan Hospital
health-care 78 mins
6.51 km
York Regional Police #4 District
police 78 mins
6.53 km
Address: 2700 Rutherford Road, Concord, ON L4K
Transit Stops
Bus, subway and rail stops nearby, ordered by walking distance.
Islington Av / Kiloran Av
Transit Stop 0 mins
0.55 km
Islington Av / Kiloran Av
Transit Stop 0 mins
0.57 km
Islington Av Stop # 3456
Transit Stop 0 mins
0.65 km
Islington Av / Langstaff Rd
Transit Stop 0 mins
0.72 km
Islington Av Stop # 3416
Transit Stop 0 mins
0.72 km
Vaughan Metropolitan Centre Station
Transit Stop 64 mins
5.35 km
Average Sold Price by Property Type
This pie chart visualizes the average market value for different property categories (e.g., Detached, Condo, Townhouse) in this area. Each slice represents a property type, and the size of the slice corresponds to its average sold price relative to the others. Use this to quickly identify which property types command premium prices versus more affordable options. If the chart is dominated by one large slice, it indicates a significant price gap between that luxury property type and the rest of the market.
Total Market Avg: -
Mortgage Calculator
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Your Calculated Payment
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Land Transfer Tax Calculator
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Total Land Transfer Tax
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Rates from Ratehub.ca. Estimate only. Confirm the final amount with your lawyer or notary.List Price Distribution
Comparison of listing prices over time. Each bar represents the average list price for that month. Use this chart to understand how the market's average asking price has trended recently. Each bar represents a price range, and the height indicates how many active listings fall within that range. Use this to see if this property's asking price is competitive, above, or below the market average. A higher concentration of bars around the current property's price suggests it's priced in line with comparable listings.
Total Market Avg: -
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