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Detached for Sale in Pickering
- MLS Number
- E12919796
- Property Type
- Detached
- Status
- active
- Days on Site
- 24
- Bedrooms
- 7
- Bathrooms
- 6
- Square Feet
- 5,000+ sqft
- Neighbourhood
- Pickering
- Listing Brokerage
- BEG BROTHERS REAL ESTATE
Welcome To 415 Sheppard Ave Located In Prestigious Woodlands. This Custom 5+2 Bedroom, 6 Bathroom Home Boasts Over 7,500 Sqft Of Above Ground Living Space. Step Into The Californian Open Concept Grand Main Floor, Backsplit To Soaring 15 Ft Ceilings In Family Room and Designer Kitchen, With 3 Elevated South Facing Garden Doors With Transoms For A Sun Filled Home. Chefs Kitchen With Top of The Line Sub Zero Fridge and Wolf Range, Custom Venta Hood, 12 X 8 Island Accented By Suspended Waffle and Floor To Ceiling Cabinets. The Main Floor Also Includes A Formal Dining Room, Office, And 2 Elevated Living Rooms Finished With Large Bookmatch Tile and Herringbone Hardwood Throughout. Spacious Master Bedroom With Juliette Balcony Has A Spa Oasis W/ 5 X 7 Shower and Soaker Tub, Accessible to W/I Closet With Centre Island. Additional Spacious Bedrooms Surround A Central Study Nook With Large Skylight Open To 3rd Floor Loft Retreat With A Large 22 X 22 Room Plus Covered Balcony Overlooking The Rouge Forest. An Entertainers Dream! Basement Features A Theatre Room, 2 Bedrooms and 2 Bathrooms W/ Rough-In For Kitchen For Separate Apartment, With Open Rec Area With Walkout To Backyard. Backyard Bliss With South Facing 16 X 32 Saltwater Pool And Two Large Sports Pads For Trampoline, Basketball, Etc. Accented By Mature Willow Tree, Dozens Of Cedar Trees And Turf So No Grass Avoiding Excess Lawn Maintenance. Perfect For Families, In Top Ranked EB Phin School District and Steps To Dunbarton and St. Mary's Highschools. No Expenses Spared - Over 200 Potlights, 200 Amp Service, Fully Spray Foamed, Wood Interior Doors, 9 1/4 Baseboard and Crown Mouldings, And More. Must See For Yourself!
Estimate your monthly payments for this property
Estimated Payment
$11,938.59/mo
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover Pickering
Pickering is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in Pickering
- •Convenient location in Pickering
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
Pickering offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
415 Sheppard Avenue, Pickering
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Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Competitive Pricing
At $540/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.
Market Position
At 24 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.
Detached Home Advantages
Detached homes in Pickering are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Larger Home Realities
At 5,000 sqft, this is a substantial home. Budget approximately $400-600/month more for utilities compared to an average-sized home. Maintenance costs scale with size too - roof, HVAC, and cleaning all cost more. That said, space is a luxury that's hard to add later, and larger homes often have better resale in family-oriented neighbourhoods.
Excellent Flexibility
With 7 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Pickering.
Bathroom Count Matters
With 6 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.