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Semi-Detached  for sale at 1292 Winding Woods Trail, Pickering - 4 bedroom, 3 bathroom - Photo 1 of 50
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$969,990

1292 Winding Woods Trl

Pickering, ON L1X 0R9

1292 Winding Woods Trl, Pickering — Listed at $969,990. 4 bedroom, 3 bathroom 2 1/2 Storey Semi-Detached. MLS® E14143334.

Possession · seller's timeline

Flexible (Immediate)

4Beds
3Baths
2000-2500sqft
Semi-Detached
2 1/2 Storey
2Parking
$2,025Taxes/yr · 2026
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Description

Welcome To The Metropolitan Model, A Thoughtfully Designed 2,140 Sq. Ft. 2-Storey Semi-Detached Home Blending Modern Finishes With Functional Living. Offering 4 Spacious Bedrooms, 3 Stylish Bathrooms And A Single-Car Garage, This Home Is An Ideal Choice For Growing Families And Professionals Alike. Step Inside To An Inviting Open Concept Layout With 9ft Ceilings On Both The Main And Second Levels, Creating A Bright, Airy Feel Throughout. The Welcoming Family Room Features Rich Hardwood Flooring And A Contemporary Electric Fireplace, The Perfect Setting For Everyday Living And Entertaining. The Modern Kitchen Boasts Stainless Steel Appliances, A Breakfast Bar, Ample Cabinetry And Generous Workspace, Flowing Seamlessly Into The Principal Living Areas. Upstairs, The Luxurious Primary Retreat Offers A Beautifully 4 Pcs Appointed Ensuite, While The Additional Bedrooms Provide Flexibility For Family, Guests Or A Home Office. Direct Interior Garage Access And A Well-Planned Floor Plan Add Everyday Comfort And Convenience. Purchaser May Be Eligible For The Enhanced New Home HST Rebate, Subject To Government Eligibility Requirements. Just Minutes To Hwys 401 & 407, Pickering GO Station, Shopping, Restaurants, Top-Rated Schools, Parks And Scenic Walking Trails. A Move-In Ready Home Offering Quality Craftsmanship, Modern Design And An Unbeatable Location.

Property Details

Property TypeSemi-Detached
Style2 1/2 Storey
CommunityRural Pickering
Approximate AgeNew
Rooms9
Kitchens1
Washrooms3
Square Feet2000-2500 sqft
Lot Dimensions24.08 × 93.04 ft
Fronting OnEast
Dir/Cross StTaunton & Peter Matthews
Garage TypeAttached
Garage Parking Spaces1
Parking Drive Spaces1
Total Parking Spaces2
ExteriorBrick
RoofAsphalt Shingle
FoundationConcrete
BasementUnfinished
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2026)$2,025
HSTIncluded In
Listed Date11/3/2026
Days on Market9 days
PossessionImmediate

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Listing Courtesy of: RE/MAX PREMIER INC.

MLS® #E14143334

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

Thinking about living in Pickering?

Explore the neighbourhood guide for Pickering — market trends, popular areas, buyer tips, and more.

HouseIndex Take: 1292 Winding Woods Trail

This semi-detached (2 1/2 Storey) is located in the Rural Pickering neighbourhood of Pickering.

The home offers 4 bedrooms, 3 bathrooms.

Features include a unfinished basement, 2 parking spaces including a 1-car garage, a fireplace.

Additional details: lot dimensions of 24.08 × 93.04 feet.

Listed at $969,990 CAD with annual property taxes of $2,025 (2026).

About Pickering Real Estate

This Semi-Detached is located in the Rural Pickering community in Pickering. Pickering bridges Toronto's east end and Durham Region, offering relatively affordable homes with direct GO Train connectivity. The Pickering Town Centre area is undergoing major intensification, while established neighbourhoods like Rougemount and Liverpool offer mature streetscapes. Rouge National Urban Park is a unique asset for nature enthusiasts. Semi-detached homes in Pickering provide freehold ownership at a more accessible price point, appealing to first-time buyers and young families.

Rouge National Urban ParkPickering GO — 35 min to UnionPickering Town Centre intensificationWaterfront & Frenchman's Bay marina
~40 min commute to downtown TorontoWalkability: Moderate near Town Centre — suburban elsewhere
View full Pickering neighbourhood guide →