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310-3100 Steeles Ave W, Vaughan, ON, L4K 3R1
905-553-8500info@summitly.ca

©2026 Summitly. All rights reserved. Coldwell Banker Summit Realty, Brokerage — RECO Registration #6018570.

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Listing data is provided by the Toronto Regional Real Estate Board (TRREB) via PropTx and is deemed reliable but not guaranteed. Coldwell Banker Summit Realty, Brokerage — an independently owned and operated Coldwell Banker franchise.

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For listings in Canada, 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.

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    For sale On market 10 days

    1284 Winding Woods Trail

    Rural Pickering·Pickering, ON··

    • 4 beds
    Pickering real estate›E13568724
    • Overview
    • History
    • Details
    • Location
    • Mortgage
    • Investment
    • Comparables
    • FAQ
    Open house & tour

    3 upcoming open houses

    Drop in during an open house, or tour online — no appointment needed.

    • Open house
      Date TBD
      Time TBD
    • Open house
      Date TBD
      Time TBD
    • Open house
      Date TBD
      Time TBD
    Overview

    What this listing tells us

    Property description

    Welcome to this exceptional brand-new 2 1/2 storey semi-detached residence in the sought-after Winding Woods community of Pickering. Thoughtfully desgined with modern finishes and functional living in mind, this beautiful home offers 4 spadcious bedrooms, 3 stylish bathrooms, and a single-car garage, making it an ideal choice for grwoing families and professionals alike. Step inside to an inviting open-concept layout highlighted by 9-foot ceilings on both the main and second levels, creating a bright and spacious atmosphere thorughout. The elegant great room features rich hardwod flooring and a contemporary electric fireplace, providing the perfect setting for both everyday living and entertaining. The modern kitchen is complete with stainless steel applainces, ample cabinetry, and generous workspace, seamlessly flowing into the principal living areas. The upper level offers a luxurious primary retreat with a beautifully appointed ensuite bathroom, while the additional bedrooms provide flexibility for family, guest, or a home office. Direct interior access from the garage and a thoughtfully designed floor plan further enhance the home's comfort and convenience. as an added incentive, the purchase will recive a $10,00 Decor Credit, providing the opportunity to personalize finshes and create a space tha truly reflects their style. The purchaser may also be eligible for the 13% New Home Hst Regbate, subject to meeting applicable government elighbility requirements. Perfectly situated just minutes from Highways 401 and 407, the Pickering Go Station, shopping restuaurnts, top-rated schools, parks, and scenic walking trrils, this move-inready home offers an outstanding combination of quality craftsmanship. modern design and unbeatable location.

    Cleaned for readability — original MLS® text was lightly de-abbreviated and decapitalized.

    History

    Listing, price, and tax history

    Every previous listing of this property, every list-price change, and 5 years of estimated annual property tax — switch tabs to drill in.

    DateEventStatusPriceChangeMLS®View
    Jul 15, 2026ListedCurrentFor sale$939,990 —E13568724This page
    Sourced from MLS® · includes all previous listings of this property · tap View to open the archived listing in a new tab
    Property details

    Inside this property

    Systems, finishes, room dimensions, and building information — pulled from the full MLS® feed.

    Features & systems

    Heating, cooling, parking, exterior, lot, possession, and more.

    • Systems

      4
      Heating
      Forced Air
      Air conditioning
      Central Air
      Water source
      Municipal
      Sewer
    Location & lifestyle

    Getting around, schools & the block

    Walkability and transit, the nearest schools, an interactive map of the exact spot, and what's nearby.

    📍 1284 Winding Woods Trail
    Financials

    The money — monthly cost, mortgage & return

    Everything financial in one place: what you'd pay each month, a live mortgage calculator at the asking price, and what it could return as a rental.

    Cost of ownership

    A monthly snapshot at typical assumptions — personalize the mortgage just below.

    Est. monthly mortgage
    $4,618
    20% down · 25y · 5.50% — adjust below ↓
    Est. monthly property tax
    $152
    0.19% mill rate · ON
    The market

    How this home sits in the Pickering market

    Live neighbourhood stats, the closed sales you'd negotiate against, and comparable active listings.

    The Pickering market right now

    Average sold price, days on market, and closed-transaction count for Pickering — sourced from MLS®.

    • Avg sold price
      $917,024
      Last 30 days
    • Median sold price
      $850,000
      Middle of the market
    • Days on market
      25 d
      Avg from list to close
    • Closed last 30d
      364
      MLS® transactions
    Full Pickering market report
    Buy with Coldwell Banker Summit Realty

    We'll get you into 1284 Winding Woods Trail — the seller pays our commission

    On every MLS® listing in Canada, the seller's brokerage pays a cooperating commission to whoever brings the buyer. Buyer representation is free to you.

    Free buyer representation · Coldwell Banker® affiliate

    $0 to you. The seller pays our fee.

    On every MLS® listing in Canada, the seller's brokerage advertises a cooperating commission for the buyer's agent. A Coldwell Banker Summit Realty agent represents you — you owe us nothing.

    Call now
    Due diligence

    Property flags & disclosures

    An automated scan of public records and news for anything a buyer should know about this specific address — liens, outstanding work orders, or stigma-related history. We never invent flags.

    Nothing concerning surfaced — all clear.

    We scanned public records and news for liens, outstanding work orders, and stigma-related history (e.g. a former grow-op or fire) at 1284 Winding Woods Trail and found nothing flagged. We re-check automatically as new records publish.

    Frequently asked

    Common questions about this property

    Tap a question to expand the answer. Short, direct answers tuned for AI search and voice assistants.

    • How much is 1284 Winding Woods Trail listed for?

      1284 Winding Woods Trail is listed at $939,990 on the MLS® (listing E13568724). The price refreshes on Summitly within minutes of any MLS® change.

    • How many bedrooms, bathrooms, and square feet does 1284 Winding Woods Trail have?

    Coldwell Banker Summit Realty is a RECO-licensed Ontario real estate brokerage, independently owned and operated. Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Listing data is sourced from MLS® and is provided for informational purposes only — not guaranteed accurate by the MLS® or its members. 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.

  1. 3 baths
  2. 1500-2000 sqft
  3. Semi-Detached
  4. Asking
    $939,990
    $0 / sqft · MLS® E13568724
    Chat Zara
  5. Zara AI Estimate
    Live · refreshes nightly
    Estimated value
    $1,082,088
    $995,521Confidence range$1,168,655
    Asking vs estimate
    ↓below
    −$142,098
    (-13.1%)
    Asking is below estimate
    Run the affordability numbers

    Based on the city's average sold price, adjusted for 4 bedrooms (no sqft on file).

    Market analytics

    Homes like this in Pickering sell in about 25 days — this one has been listed 10 days.

    Avg sold price
    $917,024
    Median sold
    $850,000
    Avg days on market
    25
    Recently sold
    364
    See comparable sales
    AI highlights by Zara
    • Step inside to an inviting open-concept layout highlighted by 9-foot ceilings on both the main and second levels, creating a bright and spacious atmosphere thorughout.
    • The elegant great room features rich hardwod flooring and a contemporary electric fireplace, providing the perfect setting for both everyday living and entertaining.
    • The modern kitchen is complete with stainless steel applainces, ample cabinetry, and generous workspace, seamlessly flowing into the principal living areas.
    • The upper level offers a luxurious primary retreat with a beautifully appointed ensuite bathroom, while the additional bedrooms provide flexibility for family, guest, or a home office.
    Ask Zara a follow-up
    Sewer
  6. Parking & garage

    4
    Garage
    Attached
    Garage spaces
    1
    Parking spaces
    2
    Driveway
    1
  7. Interior

    4
    Basement
    Unfinished
    Family room
    Y
    Kitchens
    1
    Total rooms
    9
  8. Exterior & construction

    4
    Exterior
    Brick
    Roof
    Asphalt Shingle
    Foundation
    Concrete
    Pool
    None
  9. Listing & possession

    3
    Occupancy
    tbd
    Property style
    2 1/2 Storey
    Property class
    Semi-Detached
  10. Room-by-room · 8 rooms

    Every room with its dimensions, level, and notable features.

    Room dimensions

    Main level

    5 rooms
    • Breakfast
      sliding doors · w/o to yard · open concept
      11.0 × 8.0 ft
    • Family Room
      electric fireplace · open concept · large window
      13.0 × 11.6 ft
    • Kitchen
      breakfast area · stainless steel appl · open concept
      11.6 × 8.0 ft
    • Living Room
      large window · hardwood floor · combined w/dining
      20.0 × 10.0 ft
    • Dining Room
      combined w/living · pot lights · open concept
      20.0 × 10.0 ft

    Second level

    3 rooms
    • Bedroom 2
      closet · large window
      10.8 × 9.0 ft
    • Bedroom 3
      closet · large window
      10.8 × 9.0 ft
    • Primary Bedroom
      4 pc ensuite · walk-in closet(s) · large window
      13.2 × 13.6 ft
    Combined estimate
    $4,770
    Mortgage + tax · before condo / insurance

    Mortgage & affordability

    Today's best Canadian rates from Mortgage Squad, then a live calculator — adjust down payment, amortization, and rate, and email yourself the report.

    Today's rates · Powered by Mortgage Squad
    350+ lender access · Best rate matched in 2 min
    Lock my rate
    • Best
      5-yr Fixed · Insured
      4.09%
      0.40% below banks
    • 5-yr Fixed · Conventional
      4.34%
      APR · OAC
    • 3-yr Fixed · Conventional
      4.49%
      APR · OAC
    • 5-yr Variable · Variable
      4.85%
      APR · OAC
    Rates indicative · Updated today · OAC, subject to underwritingSee all Mortgage Squad rates →
    Affordability calculator
    Estimated monthly payment
    $4,618
    /mo
    based on the purchase price of $939,990
    $187,998 cash
    $751,992 financed
    $633,375 total interest
    Monthly payment$4,618/ month
    Principal54%$751,992
    Interest46%$633,375

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

    Email this mortgage report to yourself

    Save the full affordability breakdown — down payment, monthly, interest paid, and today's Mortgage Squad rate — in your inbox. Create a free Summitly account to save it, get rate-drop alerts, and build a shortlist.

    Create account & email meor send as guest
    Get pre-approved in minutes

    Know exactly what you can afford — a no-obligation pre-approval from Mortgage Squad.

    Get pre-approved

    Rental income & return

    What this home could rent for and the return at the asking price — an AI estimate against real property tax and condo fees.

    Est. monthly rent
    low–high
    Gross yield
    rent × 12 ÷ price
    Cap rate (est.)
    net of tax + fees

    AI estimate for discussion only — not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price and real property tax.

    Comparable semi-detacheds that just sold in Pickering

    Swipe the closed sales, then use the table for a side-by-side $/sqft comparison against this home.

    • 1746 Listowell Crescent
      Sold
      Sign in for price
      1746 Listowell Crescent
      Semi-Detached
    • 1751 Foleyet Crescent
      Sold
      Sign in for price
      1751 Foleyet Crescent
      Semi-Detached
    • 1546 Village Street
      Sold
      Sign in for price
      1546 Village Street
      Semi-Detached
    • 748 Breezy Drive
      Sold
      Sign in for price
      748 Breezy Drive
      Semi-Detached
    • 1102 Pisces Trail
      Sold
      Sign in for price
      1102 Pisces Trail
      Semi-Detached
    • 1761 Foleyet Crescent
      Sold
      Sign in for price
      1761 Foleyet Crescent
      Semi-Detached
    AddressBd / BaSqftSold$/sqft% of askSold
    1284 Winding Woods TrailThis home4 / 315,002,000$939,990ask———
    1746 Listowell Crescent3 / 21,100—
    1751 Foleyet Crescent3 / 31,500—
    Sold prices are hidden under TRREB rules. Sign in to reveal them.

    More semi-detacheds in Pickering

    Active listings within ±20% of this asking price.

    • 2350 Clearside Court
      $849,900
      2350 Clearside Court
      Semi-Detached 3 3
    • 2408 Angora Street
      $880,000
      2408 Angora Street
      Semi-Detached 3 3
    • 1286 Winding Woods Trail
      $929,000
      1286 Winding Woods Trail
      Semi-Detached 4 3
    • 1916 Malden Crescent
      $849,900
      1916 Malden Crescent
      Semi-Detached 3 3
    • 714 Lublin Avenue
      $848,888
      714 Lublin Avenue
      Semi-Detached 3 2
    • 1117 Skyridge Boulevard
      $899,000
      1117 Skyridge Boulevard
      Semi-Detached 3 3
    AI-first listing data

    Zara's valuation, full price history, room insights, and live MLS® refresh — all in one feed. No more comparing 4 sites.

  11. One team, no handoffs

    Your realtor, mortgage broker, and offer-night closing team work side-by-side. One conversation, not three.

  12. Showings on YOUR schedule

    Same-day showings for shortlisted homes, evenings + weekends. Your Coldwell Banker Summit Realty agent coordinates with the listing brokerage.

  13. Mortgage that closes

    Pre-approval, rate hold, and 350+ lender access via Mortgage Squad Advisors — no juggling lender chats yourself.

  14. Public listing courtesy of RE/MAX PREMIER INC. · displayed on Summitly per MLS® data-share rules

    1284 Winding Woods Trail is a 4-bedroom, 3-bath, 1500-2000 sqft. Full room dimensions and floor breakdown are in the 'Rooms' section of this page.

  15. When was 1284 Winding Woods Trail built?

    The year built for 1284 Winding Woods Trail isn't published in this MLS® feed — ask a Summitly realtor for the construction year from the seller's disclosure.

  16. What is the property tax for 1284 Winding Woods Trail?

    The 'Property tax' tab in the History section shows the most recent annual tax for 1284 Winding Woods Trail plus a 5-year breakdown with YoY % change. Monthly equivalent is shown alongside.

  17. How much would the monthly mortgage be on 1284 Winding Woods Trail?

    The affordability calculator on this page shows an estimated monthly mortgage for $939,990 at 20% down, 25-year amortization, and 5.5% rate. Adjust the sliders to model your own down payment and rate.

  18. Has 1284 Winding Woods Trail been sold before?

    The 'Listing history' tab above lists every previous MLS® listing of 1284 Winding Woods Trail with its list date, sold price (when sold), and final status. Each row is colour-coded with price-change arrows.

  19. What neighbourhood is 1284 Winding Woods Trail in?

    1284 Winding Woods Trail is in Rural Pickering, Pickering. The 'Neighbourhood' section below links to the live Pickering real estate hub with average sold price, days on market, and current inventory.

  20. Is Pickering a good place to live?

    Pickering is one of ON's actively-tracked Summitly markets. The full Pickering real estate hub covers live average sold price, days on market, and neighbourhood-level inventory.

  21. 1546 Village Street
    3 / 4
    1,500
    —
    748 Breezy Drive3 / 21,100—
    1102 Pisces Trail3 / 31,500—
    1761 Foleyet Crescent3 / 21,100—