Listed for:Listed Jul 17, 2026
$929,000

1286 Winding Woods Trail

Pickering (Rural Pickering), ON L1X 0R9

Semi-Detached House For Sale
Kim Karimi
Kim Karimi

Real Estate Broker

416-838-3031
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Sale & Price History for 1286 Winding Woods Trail, Pickering, Rural Pickering

No listing history available

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*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.

About 1286 Winding Woods Trail, Pickering, Rural Pickering

Summarized Description

  • Spacious 4-bedroom, 2.5-bath home.
  • Open-concept main floor ideal for entertaining.
  • Private primary retreat with luxurious ensuite.
  • Modern kitchen with bright breakfast area.
  • Second-floor laundry for added convenience.
  • Built-in garage enhances functionality.
  • Timeless curb appeal complements the design.

**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.

Key Facts & Features

Property Costs

Annual Property Tax Amount
$1,825
Land Transfer Tax Fee
$15,055

Rental Items

Rental Equipment
Hot Water Tank Rental

Basement Type
Unfinished

Interior Features

Laundry Level
Upper Level
Interior Extras
None
Fireplace/Stove
Yes
Fireplace Features
Electric
Elevator
No

Exterior Features

Pool
None

Building

Building Type
Semi-Detached
Building Style
2 1/2 Storey
Approx Age
New

Construction

Exterior Finish
Brick
Roof
Asphalt Shingle
Foundation Details
Poured Concrete
Special Designation
Unknown

Lot

Lot Front
23.91 ft
Lot Depth
88.00 ft
Lot Shape
Rectangular

Inclusions

Inclusions
S/S Fridge, Stove, Dishwasher, White Washer and Dryer, Air Conditioner

Exclusions

Exclusions
All Staging Items.

Parking & Garages

Garage Type
Attached
Garage Spaces
1
Parking Spaces
1
Total Garage And Parking Spaces
2

Heating & Cooling

Heat Source
Electric
Heat Type
Forced Air
Air Conditioning
Central Air
Water
Municipal
Sewers
Sewer

Bedrooms
4
Washrooms
3
Kitchens
1
Family / bonus room
Yes

Room sizes

  • Living Room—
    Second level

Washrooms

  • 2-piece, Main
  • 4-piece, Upper

Municipality
Pickering
Neighbourhood
Rural Pickering
Main cross streets
Peter Matthews Drive and Talisman Manor
Zoning
Residential
Directions
Peter Matthews Drive and Talisman Manor

MLS® number
E13586462
Data source
Toronto Regional Real Estate Board
Listed on
2026-07-17
Updated on
2026-07-21
Days on market
90 days
Possession date
2026-12-01
Possession type
Other
Co-op commission
3%
Seller
Listed by
ROYAL LEPAGE TERREQUITY REALTY

Home Market Value

Current home valuation for 1286 Winding Woods Trail, Pickering, Rural Pickering, Pickering, ON. Listed for $929,000

HOMEH Estimate

?

$975,450

Estimated Sales Range

?

$826,552 - $1,074,433

HOMEH Estimate for 1286 Winding Woods Trail, Pickering, Rural Pickering

Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.

$975,450Low confidence
Based on 3 comparable properties
− $46,450 (5%) below our estimate — Good deal!
See the full analysisFree Every recent nearby sale behind this number

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Mortgage Payment Calculator

Compare up to 4 down payment scenarios

$
Pickering, ON
Minimum Down Payment Required:7.3%

5% on first $500K + 10% on $429,000 over $500K

Minimum down payment

$67,900

Scenario 1 Scenario 2 Scenario 3 Scenario 4
−Down payment
%
$
%
$
%
$
%
$
+CMHC insurance
$34,410$25,919$22,110$0
=Total mortgage
$894,664$862,019$811,760$743,200
Amortization
Mortgage rate
%
%
%
%
Payment frequency
=Mortgage payment
$4,368monthly$4,209monthly$3,963monthly$3,629monthly
Are you a first time home buyer?

Land Transfer Tax

Provincial

$15,055

Total Land Transfer Tax

$15,055

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