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310-3100 Steeles Ave W, Vaughan, ON, L4K 3R1
905-553-8500info@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 72 daysPrice drop · $100,000 off (-11.2%)

    299 Fifth Street

    Midland·Midland, ON·L4R 3W7·Near Fifth Street between Yonge Street & Hugel Avenue

    Midland real estate›S12918704
    • 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

    Have you been dreaming of a character-filled redbrick in one of the most sought-after locations in Midland? Well look no further than this Fifth Street beauty nestled between Yonge and Hugel Avenue, near the shores of sparkling Georgian Bay. This classic 2 1/2-storey home is a short stroll to beautiful Little Lake Park with playgrounds, ball diamond, dog run, frisbee golf, theatre area for summertime music, festivals and the lake, of course - for outdoor fun all year around. And how about this? There are original hardwood floors on 2 levels, 3 spacious bedrooms, plenty of closets and other storage including cedar-lined drawers and cabinet in the second floor sunroom which extends across the back of the home, plus amazing bonus space in the form of a rec room in the finished attic. The principal rooms are generously sized, there's a gas fireplace in the living room, main-floor bathroom and family room, and walkouts to a large wrap-around rear deck for entertaining, barbequing, or just relaxing throughout the warmer months. You also have a double garage, a lovely covered porch at the front, and spacious foyer to welcome family and friends. Enjoy being situated in an established and very desirable neighbourhood with plenty of trees and centrally located with great walk-ability to some of the best schools in town, our many downtown shops, restaurants, the YMCA, rec centre, arena, curling club, close to the waterfront, miles of trails, the marina, the library, the hospital, golf courses and all the other amenities our wonderful shoreline community has to offer you. Commuting distance to Barrie, Wasaga Beach, Orillia, and 90 minutes to the Toronto area. This is the perfect opportunity for couples or families to build memories here! Overall square footage is based on exterior dimensions and includes the heated sunroom. Call today to schedule your personal visit.

    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
    Jun 24, 2026Price reducedCurrentReduced$795,000−$100,000 (11.2%)S12918704This page
    Mar 25, 2026ListedCurrentFor sale$895,000 —S12918704This 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
      Radiant
      Air conditioning
      None
      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.

    📍 299 Fifth Street
    What's nearby

    Points of interest classified by the MLS® feed.

    • Arts Centre
    • Hospital
    • Golf
    • Library
    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
    $3,906
    20% down · 25y · 5.50% — adjust below ↓
    Est. monthly property tax
    $355
    0.54% mill rate · ON
    The market

    How this home sits in the Midland market

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

    The Midland market right now

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

    • Avg sold price
      $569,687
      Last 30 days
    • Median sold price
      $497,500
      Middle of the market
    • Days on market
      37 d
      Avg from list to close
    • Closed last 30d
      58
      MLS® transactions
    Full Midland market report
    Buy with Coldwell Banker Summit Realty

    We'll get you into 299 Fifth Street — 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 299 Fifth Street 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 299 Fifth Street listed for?

      299 Fifth Street is listed at $795,000 on the MLS® (listing S12918704). The price refreshes on Summitly within minutes of any MLS® change.

    • How many bedrooms, bathrooms, and square feet does 299 Fifth Street 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 beds
  2. 2 baths
  3. 2500-3000 sqft
  4. Detached
  5. Asking
    $795,000
    $0 / sqft · MLS® S12918704
    Chat Zara
  6. Zara AI Estimate
    Live · refreshes nightly
    Estimated value
    $569,687
    $524,112Confidence range$615,262
    Asking vs estimate
    ↑↑well-above
    +$225,313
    (+39.6%)
    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 Midland sell in about 37 days — this one has been listed 72 days.

    Avg sold price
    $569,687
    Median sold
    $497,500
    Avg days on market
    37
    Recently sold
    58
    See comparable sales
    Walk through online
    Listing agent has provided two interactive tours
    Open virtual tourWatch video tour
    AI highlights by Zara
    • Have you been dreaming of a character-filled redbrick in one of the most sought-after locations in Midland?
    • Well look no further than this Fifth Street beauty nestled between Yonge and Hugel Avenue, near the shores of sparkling Georgian Bay.
    • You also have a double garage, a lovely covered porch at the front, and spacious foyer to welcome family and friends.
    • Commuting distance to Barrie, Wasaga Beach, Orillia, and 90 minutes to the Toronto area.
    Ask Zara a follow-up
    Municipal
    Sewer
    Sewer
  7. Parking & garage

    4
    Garage
    Detached
    Garage spaces
    2
    Parking spaces
    6
    Driveway
    Private
  8. Interior

    5
    Basement
    Partial Basement
    Family room
    Y
    Kitchens
    1
    Total rooms
    12
    Laundry level
    Upper Level
  9. Exterior & construction

    4
    Exterior
    Brick, Vinyl Siding
    Roof
    Shingles
    Foundation
    Stone
    Pool
    None
  10. Lot & land

    1
    Zoning
    R3
  11. Listing & possession

    3
    Occupancy
    Negotiable
    Property style
    2 1/2 Storey
    Property class
    Detached
  12. Room-by-room · 13 rooms

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

    Room dimensions

    Main level

    6 rooms
    • Bathroom
      4 Pc Bath
      7.5 × 4.9 ft
    • Family Room
      Hardwood Floor
      13.3 × 10.8 ft
    • Kitchen
      w/o to deck · quartz counter · hardwood floor
      10.4 × 10.1 ft
    • Foyer
      closet · hardwood floor
      12.3 × 9.0 ft
    • Living Room
      gas fireplace · french doors · hardwood floor
      17.4 × 15.1 ft
    • Dining Room
      french doors · w/o to deck · hardwood floor
      14.6 × 13.6 ft

    Second level

    6 rooms
    • Bathroom
      3 pc bath · glass doors · tile floor
      8.2 × 8.2 ft
    • Bedroom 3
      closet · hardwood floor
      15.2 × 10.3 ft
    • Primary Bedroom
      walk-in closet(s) · hardwood floor
      12.6 × 12.3 ft
    • Sunroom
      cedar closet(s) · hardwood floor
      15.7 × 10.1 ft
    • Bedroom 2
      closet · hardwood floor
      11.7 × 9.7 ft
    • Laundry
      stainless steel sink · hardwood floor
      10.4 × 8.1 ft

    Third level

    1 room
    • Recreation
      recessed lighting · laminate
      33.7 × 17.6 ft
  13. Park
  14. Place Of Worship
  15. Combined estimate
    $4,261
    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
    $3,906
    /mo
    based on the purchase price of $795,000
    $159,000 cash
    $636,000 financed
    $535,679 total interest
    Monthly payment$3,906/ month
    Principal54%$636,000
    Interest46%$535,679

    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 Midland

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

    • 138 SIXTH Street
      Sold
      Sign in for price
      138 SIXTH Street
      Detached
    • 166 Sixth Street
      Sold
      Sign in for price
      166 Sixth Street
      Detached
    • 325 Aberdeen Boulevard
      Sold
      Sign in for price
      325 Aberdeen Boulevard
      Detached
    • 556 Johnson Street
      Sold
      Sign in for price
      556 Johnson Street
      Detached
    • 683 Ottawa Street
      Sold
      Sign in for price
      683 Ottawa Street
      Detached
    • 481 Islandview Lane
      Sold
      Sign in for price
      481 Islandview Lane
      Detached
    AddressBd / BaSqftSold$/sqft% of askSold
    299 Fifth StreetThis home3 / 225,003,000$795,000ask———
    138 SIXTH Street3 / 11,100—
    166 Sixth Street4 / 31,500—
    Sold prices are hidden under TRREB rules. Sign in to reveal them.

    More detacheds in Midland

    Active listings within ±20% of this asking price.

    • 1005 Dina Crescent
      $739,777
      1005 Dina Crescent
      Detached 3 3
    • 321 Glenbrook Drive
      $899,900
      321 Glenbrook Drive
      Detached 4 3
    • 404 Manly Street
      $699,900
      404 Manly Street
      Detached 4 3
    • 400 Galloway Boulevard
      $689,900
      400 Galloway Boulevard
      Detached 3 2
    • 68 Riverwalk Place
      $899,900
      68 Riverwalk Place
      Detached 4 3
    • 993 Whitney Crescent
      $949,900
      993 Whitney Crescent
      Detached 4 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.

  16. One team, no handoffs

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

  17. Showings on YOUR schedule

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

  18. Mortgage that closes

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

  19. Public listing courtesy of RE/MAX Georgian Bay Realty Ltd · displayed on Summitly per MLS® data-share rules

    299 Fifth Street is a 3-bedroom, 2-bath, 2500-3000 sqft. Full room dimensions and floor breakdown are in the 'Rooms' section of this page.

  20. When was 299 Fifth Street built?

    The year built for 299 Fifth Street isn't published in this MLS® feed — ask a Summitly realtor for the construction year from the seller's disclosure.

  21. What is the property tax for 299 Fifth Street?

    The 'Property tax' tab in the History section shows the most recent annual tax for 299 Fifth Street plus a 5-year breakdown with YoY % change. Monthly equivalent is shown alongside.

  22. How much would the monthly mortgage be on 299 Fifth Street?

    The affordability calculator on this page shows an estimated monthly mortgage for $795,000 at 20% down, 25-year amortization, and 5.5% rate. Adjust the sliders to model your own down payment and rate.

  23. Has 299 Fifth Street been sold before?

    The 'Listing history' tab above lists every previous MLS® listing of 299 Fifth Street with its list date, sold price (when sold), and final status. Each row is colour-coded with price-change arrows.

  24. What neighbourhood is 299 Fifth Street in?

    299 Fifth Street is in Midland, Midland. The 'Neighbourhood' section below links to the live Midland real estate hub with average sold price, days on market, and current inventory.

  25. Is Midland a good place to live?

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

  26. 325 Aberdeen Boulevard
    4 / 4
    1,500
    —
    556 Johnson Street3 / 2700—
    683 Ottawa Street3 / 21,500—
    481 Islandview Lane2 / 31,100—