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310-3100 Steeles Ave W, Vaughan, ON, L4K 3R1
1-333-345-6868info@summitly.ca

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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.

REALTOR® Disclosure▾

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 89 days

    99 Highland Drive

    Horseshoe Valley·Oro-Medonte, ON·L0L 2L0·Near Line 3 N & Highland Drive

    • 3 beds
    Oro-Medonte real estate›S12423713
    • 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

    Turn the page on your next chapter and the lifestyle you've been dreaming of with this stunning two-story home in sought-after Horseshoe Valley. Offering over 2,500 square feet of beautifully finished living space, every detail has been thoughtfully updated, from the renovated kitchen, featuring striking butcher block counters, to the stylishly renovated powder room. The main floor showcases rich hardwood flooring and a convenient laundry room, while updated windows, siding, and new garage doors provide peace of mind and lasting value. Upstairs, you'll find three spacious bedrooms and two fully renovated bathrooms, including a luxurious primary suite with a walk-in closet and private ensuite. A five-piece main bath completes the upper level, offering comfort and convenience for family and guests. The fully finished basement, complete with an egress window, adds versatile living space for recreation or extended family needs. Set on a private third of an acre estate lot with no neighbours behind, this home provides a true sense of retreat. Outdoor living shines with a sparkling pool, relaxing hot tub, cozy fire pit, and plenty of room to entertain or unwind. Prepare to fall in love. Meticulously maintained and move-in ready, this home is perfect for a busy family with discerning taste. No stone has been left unturned, come see for yourself, you won't be disappointed.

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

    AI highlights by Zara
    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
    Jun 9, 2026SoldSold$855,000+$5,000 (0.6%)S13221388View
    Jun 1, 2026Previously listedSld$850,000 —S13221388View
    Mar 16, 2026Previously listedExp$1,050,000 —S12887422View
    Sep 24, 2025ListedCurrentFor sale$1,250,000 —S12423713This 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

      5
      Heating
      Forced Air
      Air conditioning
      Central Air
      Fireplaces
      1
      Water source
    Location & lifestyle

    Getting around, schools & the block

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

    📍 99 Highland Drive
    What's nearby

    Points of interest classified by the MLS® feed.

    • Golf
    • Library
    • Rec./Commun.Centre
    • School
    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
    $6,141
    20% down · 25y · 5.50% — adjust below ↓
    Est. monthly property tax
    $358
    0.34% mill rate · ON
    The market

    How this home sits in the Oro-Medonte market

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

    The Oro-Medonte market right now

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

    • Avg sold price
      $993,389
      Last 30 days
    • Median sold price
      $865,000
      Middle of the market
    • Days on market
      37 d
      Avg from list to close
    • Closed last 30d
      95
      MLS® transactions
    Full Oro-Medonte market report
    Buy with Coldwell Banker Summit Realty

    We'll get you into 99 Highland Drive — 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 99 Highland Drive 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 99 Highland Drive listed for?

      99 Highland Drive is listed at $1,250,000 on the MLS® (listing S12423713). The price refreshes on Summitly within minutes of any MLS® change.

    • How many bedrooms, bathrooms, and square feet does 99 Highland Drive 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. Detached
  4. Built 31-50
  5. < .50 ac lot
  6. Asking
    $1,250,000
    $0 / sqft · MLS® S12423713
    Chat Zara
  7. Zara AI Estimate
    Live · refreshes nightly
    Estimated value
    $993,389
    $913,918Confidence range$1,072,860
    Asking vs estimate
    ↑↑well-above
    +$256,611
    (+25.8%)
    Asking is well above
    Run the affordability numbers

    Based on the city's average sold price, adjusted for 3 bedrooms (no sqft on file).

    Market analytics

    Homes like this in Oro-Medonte sell in about 37 days — this one has been listed 89 days.

    Avg sold price
    $993,389
    Median sold
    $865,000
    Avg days on market
    37
    Recently sold
    95
    See comparable sales
    Walk through online
    Listing agent has provided two interactive tours
    Open virtual tourWatch video tour
    • The main floor showcases rich hardwood flooring and a convenient laundry room, while updated windows, siding, and new garage doors provide peace of mind and lasting value.
    • Upstairs, you'll find three spacious bedrooms and two fully renovated bathrooms, including a luxurious primary suite with a walk-in closet and private ensuite.
    • The fully finished basement, complete with an egress window, adds versatile living space for recreation or extended family needs.
    • Outdoor living shines with a sparkling pool, relaxing hot tub, cozy fire pit, and plenty of room to entertain or unwind.
    Ask Zara a follow-up
    Municipal
    Sewer
    Septic
  8. Parking & garage

    4
    Garage
    Attached
    Garage spaces
    2
    Parking spaces
    12
    Driveway
    Private Double
  9. Interior

    5
    Basement
    Finished, Full
    Family room
    N
    Kitchens
    1
    Total rooms
    10
    Laundry level
    Main Level
  10. Exterior & construction

    5
    Exterior
    Brick, Vinyl Siding
    Roof
    Asphalt Shingle
    Foundation
    Poured Concrete
    View
    Trees/Woods
    Pool
    Above Ground
  11. Lot & land

    2
    Year built
    31-50
    Zoning
    RG
  12. Listing & possession

    3
    Occupancy
    Flexible
    Property style
    2-Storey
    Property class
    Detached
  13. Room-by-room · 13 rooms

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

    Room dimensions

    Main level

    6 rooms
    • Dining Room
      Hardwood Floor
      12.1 × 10.6 ft
    • Kitchen
      hardwood floor · centre island · w/o to deck
      11.6 × 19.2 ft
    • Living Room
      hardwood floor · fireplace
      18.6 × 13.3 ft
    • Bathroom
      2 pc bath · hardwood floor
      4.9 × 7.3 ft
    • Foyer
      12.5 × 9.0 ft
    • Laundry
      W/O To Garage
      7.2 × 7.3 ft

    Second level

    5 rooms
    • Bedroom
      10.6 × 10.1 ft
    • Bathroom
      3 Pc Ensuite
      7.0 × 8.5 ft
    • Bathroom
      5 Pc Bath
      7.0 × 7.7 ft
    • Primary Bedroom
      walk-in closet(s) · ensuite bath
      17.4 × 13.5 ft
    • Bedroom
      12.6 × 10.1 ft

    Basement level

    2 rooms
    • Recreation
      Large Window
      23.3 × 28.9 ft
    • Utility Room
      13.2 × 12.8 ft
  14. School Bus Route
  15. Skiing
  16. Combined estimate
    $6,499
    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
    $6,141
    /mo
    based on the purchase price of $1,250,000
    $250,000 cash
    $1,000,000 financed
    $842,262 total interest
    Monthly payment$6,141/ month
    Principal54%$1,000,000
    Interest46%$842,262

    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 detacheds that just sold in Oro-Medonte

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

    • 6 Hemlock Crescent
      Sold
      Sign in for price
      6 Hemlock Crescent
      Detached
    • 43 Moon Point Road
      Sold
      Sign in for price
      43 Moon Point Road
      Detached
    • 10 Beechwood Road
      Sold
      Sign in for price
      10 Beechwood Road
      Detached
    • 61 Highland Drive
      Sold
      Sign in for price
      61 Highland Drive
      Detached
    • 10 Pine Hill
      Sold
      Sign in for price
      10 Pine Hill
      Detached
    • 1499 15/16 Side Road
      Sold
      Sign in for price
      1499 15/16 Side Road
      Detached
    AddressBd / BaSqftSold$/sqft% of askSold
    99 Highland DriveThis home3 / 315,002,000$1,250,000ask———
    6 Hemlock Crescent3 / 32,000—
    43 Moon Point Road4 / 31,500—
    Sold prices are hidden under TRREB rules. Sign in to reveal them.

    More detacheds in Oro-Medonte

    Active listings within ±20% of this asking price.

    • 29 Northland Court
      $1,379,000
      29 Northland Court
      Detached 3 4
    • 29 Northland Court
      $1,379,000
      29 Northland Court
      Detached 3 4
    • 3 Thoroughbred Drive
      $1,474,500
      3 Thoroughbred Drive
      Detached 3 3
    • 4532 Line 5
      $1,249,000
      4532 Line 5
      Detached 4 5
    • 211 Moon Point Drive
      $1,199,000
      211 Moon Point Drive
      Detached 2 2
    • 5395 Line 8
      $1,399,900
      5395 Line 8
      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.

  17. One team, no handoffs

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

  18. Showings on YOUR schedule

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

  19. Mortgage that closes

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

  20. Public listing courtesy of KELLER WILLIAMS EXPERIENCE REALTY · displayed on Summitly per MLS® data-share rules

    99 Highland Drive is a 3-bedroom, 3-bath, 1500-2000 sqft. Full room dimensions and floor breakdown are in the 'Rooms' section of this page.

  21. When was 99 Highland Drive built?

    99 Highland Drive was built in 31-50. Construction style, foundation, roof material, and EnerGuide rating (when published) are in the 'Features' section above.

  22. What is the property tax for 99 Highland Drive?

    The 'Property tax' tab in the History section shows the most recent annual tax for 99 Highland Drive plus a 5-year breakdown with YoY % change. Monthly equivalent is shown alongside.

  23. How much would the monthly mortgage be on 99 Highland Drive?

    The affordability calculator on this page shows an estimated monthly mortgage for $1,250,000 at 20% down, 25-year amortization, and 5.5% rate. Adjust the sliders to model your own down payment and rate.

  24. Has 99 Highland Drive been sold before?

    The 'Listing history' tab above lists every previous MLS® listing of 99 Highland Drive with its list date, sold price (when sold), and final status. Each row is colour-coded with price-change arrows.

  25. What neighbourhood is 99 Highland Drive in?

    99 Highland Drive is in Horseshoe Valley, Oro-Medonte. The 'Neighbourhood' section below links to the live Oro-Medonte real estate hub with average sold price, days on market, and current inventory.

  26. Is Oro-Medonte a good place to live?

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

  27. 10 Beechwood Road
    4 / 5
    3,000
    —
    61 Highland Drive3 / 43,000—
    10 Pine Hill4 / 32,500—
    1499 15/16 Side Road3 / 21,500—