Front of 415 Sheppard Avenue
415 Sheppard AvenuePickering (Woodlands)
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Ontario Real Estate › Pickering › Woodlands
Front of 415 Sheppard Avenue
415 Sheppard AvenuePickering (Woodlands)
Terminated
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DetachedMLS E12306018
Last asked:Terminated Jul 24, 2025
$2,849,900
5+2 Bedrooms
6 Bathrooms
2 Garage
5K+ Sq.Ft.
50 x 156.1 ft Lot
$15,888 Tax/yr

Property history

$2,999,000first asked
$2,699,000last asked
▼ 10%since August
AugAprNovJun
TerminatedJun 30, 2026
$2,699,000MLS® E12919796
Listed for saleMar 25, 2026
$2,699,000MLS® E12919796
ExpiredMar 25, 2026
$2,799,000MLS® E12523754
Listed for saleNov 3, 2025
$2,799,000MLS® E12523754
Listed for saleJul 24, 2025
$2,849,900MLS® E12306018
TerminatedJul 24, 2025
$2,849,900MLS® E12306018
ExpiredMay 16, 2025
$2,999,000MLS® E11928140
Listed for saleJan 16, 2025
$2,999,000MLS® E11928140
ExpiredNov 20, 2024
$2,999,000MLS® E9263063
Listed for saleAug 20, 2024
$2,999,000MLS® E9263063

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About this home

415 Sheppard Avenue, Pickering

Welcome to 415 Sheppard Avenue, where architectural excellence and thoughtful design meet luxurious living in one of Pickerings most prestigious family-friendly enclaves. Steps from top-rated schools like E.B. Phin Public School and Dunbarton High School, minutes to Hwy 401, Pickering GO, and surrounded by the Rouge National Urban Park, this estate is perfectly positioned for both connection and retreat. From the moment you arrive, a bold layout sets this nearly 7,500 sq. ft. home apart, designed to flood every level with natural light and provide soaring 15' ceilings in the main living areas and 11' in the bedrooms. Timeless finishes include herringbone hardwood, bookmatched porcelain tiles, plaster crown moulding, wall-to-wall wainscotting, and quartz surfaces throughout. Arched entryways and custom ceiling treatments elevate the dining and office areas, while the family room impresses with a full-height stone fireplace, Napoleon gas insert, and triple walkouts to a two-tiered deck with ravine views. The chefs kitchen boasts a sculptural waterfall island, custom Vent-A-Hood, and a premium Sub-Zero, Wolf, and Miele appliance package.Upstairs, the primary suite offers a peaceful retreat with fireplace, Juliette balcony, spa-like ensuite, and boutique walk-in closet. A dramatic loft leads to a rooftop terrace with hot tub and sunset views.The walkout basement expands your living space with a theatre room, media kitchenette, two bedrooms, and expansive rec space. The backyard becomes your private oasis with a saltwater pool, patio, and lush landscaping surrounded by full stone, copper, and herringbone brick detailing.Additional features include spray foam insulation, 200-amp service, smart automation, and security and vacuum rough-ins, making this a truly exceptional home for the discerning buyer

OtherFenced YardParkSchoolInground

Facts & features

TypeDetached
Style2 1/2 storey
Built0-5
Size5K+ Sq.Ft.
Lot50 x 156.1 ft
Tax$15,888 (2024)
HeatingForced air, gas
CoolingCentral air
BasementFinished with walk-out, separate entrance
Parking6 drive
WaterMunicipal
FireplaceYes

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Rooms

12 rooms · 6 bathrooms
Main floor6 rooms
  • Office9′ × 12′2″110 sq.ft.
  • Living room12′ × 16′4″196 sq.ft.
  • Family room19′8″ × 21′6″424 sq.ft.
  • Kitchen22′7″ × 13′7″307 sq.ft.
  • Breakfast22′7″ × 13′7″307 sq.ft.
  • Dining room12′7″ × 13′2″166 sq.ft.
Second floor5 rooms
  • Primary bedroom22′10″ × 16′1″367 sq.ft.
  • Bedroom 214′7″ × 12′175 sq.ft.
  • Bedroom 314′7″ × 12′175 sq.ft.
  • Bedroom 412′2″ × 13′6″165 sq.ft.
  • Bedroom 512′ × 13′2″158 sq.ft.
Third floor1 room
  • Loft21′ × 22′2″466 sq.ft.
Bathrooms6
5-pc5-pc3-pc3-pc2-pc2-pc
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Around this home

Rosebank/Altona
9Walking

Schools nearby

School rating, out of 10.

Elizabeth B Phinelementary · Public · 0.5 km
8.4/10
St Monicaelementary · Private · 0.6 km
6.8/10
St Elizabeth Setonelementary · Private · 0.9 km
7.7/10

Listing details

MLS® numberE12306018
Listed onJul 24, 2025
Days on market0
UpdatedJul 24, 2025
Listing brokerageBEG BROTHERS REAL ESTATE
Possession2025-08-24 / Flexible

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