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1286 Winding Woods Trail

1286 Winding Woods Trail

Pickering, ON

  • 4 bed
  • 3 bath
  • approx. 2000-2500 sqft
  • Semi-Detached
  • 53 days on market
$929,000

**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.

Listing Details

Taxes (2026)
$1,825
Listed
July 17, 2026

Price History

Property

Style
2 1/2 Storey
Age
New
Construction
Brick
Roof
Asphalt Shingle
Foundation
Poured Concrete
Interior
None
Lot Size
23.91 x 88 Feet

Parking

Garage
Attached
Covered Spaces
1
Total Parking
2

Utilities

Sewer
Sewer
Heat Source
Electric

Location & Legal

Cross Street
Peter Matthews Drive and Talisman Manor
Zoning
Residential
Parcel Number
264071537
Possession
Other
Occupancy
Vacant

Included

Inclusions
S/S Fridge, Stove, Dishwasher, White Washer and Dryer, Air Conditioner
Exclusions
All Staging Items.
Rental Items
Hot Water Tank Rental

Schools

Elementary

  • Josiah Henson Public School1.4 km

    Public · Durham DSB

  • St Wilfrid Catholic School3.5 km

    Catholic · Durham CDSB · 565 students

    Grade 3 reading: 78% met the provincial standard · Grade 6 math: 48% met the provincial standard

  • Valley Farm Public School3.7 km

    Public · Durham DSB · 795 students

    Grade 3 reading: 69% met the provincial standard · Grade 6 math: 35% met the provincial standard

Secondary

  • Pine Ridge Secondary School4 km

    Public · Durham DSB · 1150 students

    Grade 10 literacy: 77% met the provincial standard

  • École secondaire Ronald-Marion4 km

    French public · CS Viamonde · 230 students

    Grade 10 literacy: 94% met the provincial standard

Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.

Community

Postal area L1X

Population
24,639
Private dwellings
7,516
Median age
36
Average household size
3.4
Median household income
$129,000

Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.

Local market

Residential Freehold in Pickering · last 12 months

Median sold price
$865,000
Homes sold
1,268
Median days on market
19
Sale-to-list price
99.3%

Based on 1,268 recorded sales of residential freehold properties in Pickering over the last 12 months.

Rooms

2-piece on Main, 2 × 4-piece on Upper

Second

  • Living Room20' x 10'

Listed by

ROYAL LEPAGE TERREQUITY REALTY

Walk Score

0

Walk

28

Transit

11

Bike

Scores by Walk Score®

Mortgage Calculator

$185,800

Estimated Monthly Payment

$4,564

Land transfer tax

Estimated land transfer tax$15,055

Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.

Investment Analysis

No recent nearby lease data. Enter a rent to see the numbers.

Mortgage: $4,564/mo (20% down, 5.5%)

Taxes: $152/mo · Insurance: $232/mo

Estimates only. Consult a financial advisor.

R

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