$929,000 - 1286 Winding Woods Trail, Pickering
Semi-Detached for Sale in Pickering
34 days on marketNeighbourhood: Rural Pickering
- MLS Number
- E13586462
- Property Type
- Semi-Detached
- Status
- active
- Days on Site
- 34
- Bedrooms
- 4
- Bathrooms
- 3
- Square Feet
- 2,000 - 2,499 sqft
- Neighbourhood
- Pickering
- Listing Brokerage
- ROYAL LEPAGE TERREQUITY REALTY
**The Landmark** offers nearly 2,000 sq. ft. of thoughtfully designed living space, perfect for growing families. This 4-bedroom, 2.5-bath home features an open-concept main floor with a spacious family room, bright breakfast area, and modern kitchen-ideal for everyday living and entertaining. Upstairs, the private primary retreat includes a walk-in closet and luxurious ensuite, while three additional bedrooms and second-floor laundry provide exceptional convenience. Complete with a built-in garage and timeless curb appeal, The Landmark combines style, functionality, and comfort in one exceptional home.
Estimate your monthly payments for this property
Estimated Payment
$4,766.25/mo
Includes CMHC insurance ($25,919)
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 Rural Pickering
Rural 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 Rural 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
Rural 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.
1286 Winding Woods Trail, Pickering
Open in Google MapsUse the map controls to zoom, pan, and switch between map and satellite views. Drag to explore the neighbourhood.
Rental income estimator & ROI calculator
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 $465/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 34 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.
Family-Friendly Layout
4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Pickering. Good resale value as demand remains consistent.
Bathroom Count Matters
With 3 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.
About Rural Pickering
I know Rural Pickering well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.