299 Fifth Street
MidlandMidland, ONL4R 3W7Near Fifth Street between Yonge Street & Hugel Avenue
3 upcoming open houses
Drop in during an open house, or tour online — no appointment needed.
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What this listing tells us
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.
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.
| Date | Event | Status | Price | Change | MLS® | View |
|---|---|---|---|---|---|---|
| Jun 24, 2026 | Price reducedCurrent | Reduced | $795,000 | −$100,000 (11.2%) | S12918704 | This page |
| Mar 25, 2026 | ListedCurrent | For sale | $895,000 | — | S12918704 | This page |
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
Getting around, schools & the block
Walkability and transit, the nearest schools, an interactive map of the exact spot, and what's nearby.
Points of interest classified by the MLS® feed.
- Arts Centre
- Hospital
- Golf
- Library
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.
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$569,687Last 30 days
- Median sold price$497,500Middle of the market
- Days on market37 dAvg from list to close
- Closed last 30d58MLS® transactions
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.
$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.
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.
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.
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.












