Semi-DetachedListed today

1292 Winding Woods Trl, Pickering

Name: 1292 Winding Woods Trail
SKU: E14143334
Price: 969990 CAD
Availability: InStock

Pickering, ON · · MLS® E14143334Updated November 3, 2026

$969,990Est. $4,765/mo mortgage

Bedrooms: 4
Bathrooms: 2
Living space: 2000–2500sq ft
Parking spaces: 2

Type Semi-Detached
Garage Yes
Basement Unfinished

What you should know

1292 Winding Woods Trl is a 4-bedroom, 2-bathroom semi-detached home in Pickering, listed for $969,990. It has 2000-2500 sq ft of living space.

Offering 4 Spacious Bedrooms, 3 Stylish Bathrooms And A Single-Car Garage, This Home Is An Ideal Choice For Growing Families And Professionals Alike.
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.

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4 Bed, 2 Bath Semi-Detached Home in Pickering

About 1292 Winding Woods Trail

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.

4 bedrooms, 2 bathrooms, about 2,000 sq ft, works out to roughly $485 per square foot. Chat with Zara if you'd like a deeper read on whether this semi-detached fits your budget and timing.

Inside 1292 Winding Woods Trl

Every detail from the listing, in one place.

Type: Semi-Detached
Style: 2 1/2 Storey
Living space: 2000-2500 sq ftas stated on the listing
Parking: 2 spacesYes garage
Basement: Unfinished

Features & systems

Parking & garage

Garage: Yes
Parking spaces: 2

Interior

Basement: Unfinished

Lot & land

Lot size (sqft): 0

Listing & possession

Property style: 2 1/2 Storey
Property class: Semi-Detached

1292 Winding Woods Trl Price & Sale History

Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.

Nov 3, 2026For saleListedThis listingMLS® E14143334$969,990

Sourced from MLS®. Includes earlier listings of this property on record.

What's it worth?

How 1292 Winding Woods Trl Compares to the Pickering Market

Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.

Zara’s estimate

Excellent Deal· based on 883 recent sales

Value your own home →How accurate are Zara’s estimates?

Summitly estimate, not from TRREB, the MLS® or the listing brokerage. Not an appraisal. How it works

Pickering market, last 90 days

Median sold price: $850,000
Average sold price: $918,710
Average days on market: 30
Homes sold: 471

Closed sales on the TRREB MLS®.

Full Pickering market report

Recently sold nearby in Pickering

Sold prices are shown free to signed-in members, as board rules require.

6 nearby sales vs. this home

Closed sales from MLS®, compared with this home's asking price.

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Home	Sold price	$ / sqft	% of asking	Sold
This home1292 Winding Woods Trail 4 bd · 2 ba · 2,000 sqft	$969,990asking	$485	—	—
1387 Garvolin Avenue 3 bd · 2 ba · 1,100 sqft
2350 Clearside Court 3 bd · 2 ba · 1,500 sqft
851 Moretta Avenue 3 bd · 2 ba · 1,100 sqft
1997 Calvington Drive 3 bd · 3 ba · 1,500 sqft
2120 Erin Gate Boulevard 4 bd · 3 ba · 1,500 sqft
1356 Tatra Drive 3 bd · 2 ba · 1,100 sqft

1387 Garvolin Avenue
3 bd · 2 ba · 1,100 sqft
2350 Clearside Court
3 bd · 2 ba · 1,500 sqft
851 Moretta Avenue
3 bd · 2 ba · 1,100 sqft
1997 Calvington Drive
3 bd · 3 ba · 1,500 sqft
2120 Erin Gate Boulevard
4 bd · 3 ba · 1,500 sqft
1356 Tatra Drive
3 bd · 2 ba · 1,100 sqft

Living in Pickering: Location & Amenities

Transit, schools, parks and everyday places near this home. Select any place to open it on Google Maps.

Costs, Mortgage & Rental Return for 1292 Winding Woods Trl

What it could cost each month, today's rates from our mortgage partner, and what it could return as a rental.

Mortgage: $4,765; 20% down · 25 years · 5.5% assumed
Property tax: $534; 0.66% mill rate · ON
Total per month: $5,299; Before utilities, insurance and fees

Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.

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Monthly cost

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Down payment

Rate (%)

Years

An estimate, not a quote. Utilities and insurance are extra.

Affordability calculator

Estimated monthly payment

$4,765

/mo

based on the purchase price of $969,990

Down payment20%

$193,998 cash

Amortization25 yr

$775,992 financed

Rate5.50%

$653,589 total interest

Principal54%$775,992

Interest46%$653,589

20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.

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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.

Rental income potential

Est. monthly rent

low–high

Gross yield

rent × 12 ÷ price

Cap rate (est.)

net of tax + fees

Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.

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Listing brokerage: RE/MAX PREMIER INC., BrokerageMLS® E14143334 · Listing data last updated November 3, 2026

Listing data comes from the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but not guaranteed. Shown on Summitly by Coldwell Banker Summit Realty, Brokerage, which is not the listing brokerage. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. © 2026 Toronto Regional Real Estate Board. All rights reserved.

Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. 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 Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.

For sale· listed Nov 2· $485/sq ft

Estimated monthly mortgage$4,765/moMortgage only · 20% down · 5.5% assumed

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5.0 · Google rating for Coldwell Banker Summit Realty, Brokerage · as of September 2026

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