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Megson Real Estate
Ryan Megson - Real Estate Agent based in Orillia, Ontario.
21 Matchedash St S Unit #110, Orillia, ON L3V 5S3
705-790-7001
[email protected]

08/28/2026

Congratulations to all my recent buyers and sellers 🎉
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Every sold sign, every set of keys, every closing represents someone taking a real step in their life. First-time buyers making the leap out of renting. Sellers moving on to a new chapter. Investors adding to their portfolio. Families finding the right fit. Getting to be part of these moments is what makes this job the best in the world.
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Thank you all for the trust with something this big. If you’re thinking about a move - whether it’s next month or next year - I’d love to be part of your story too.
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FirstTimeBuyer RealBrokerOntario TheKiwiRealtor

08/12/2026

‘𝙍𝙤𝙤𝙢 𝙏𝙤 𝘽𝙧𝙚𝙖𝙩𝙝𝙚’ | 2200 Wainman Line, Severn
💰 Now offered at $1,399,000
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💥 PRICE IMPROVED · $200,000 REDUCTION
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🌳 A private 2.5 acre country retreat with a full 1,500 sq ft heated shop
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🏠 3+1 Bed | 3 Bath | Bungalow
🛠️ 30 x 50 ft insulated & heated workshop | 16 x 12 ft bay door
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🔥 Two propane fireplaces
🚿 Primary ensuite with double walk-in shower & jetted tub
🎶 Wired surround sound on both levels
🪟 California shutters throughout
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🚪 Separate entrance to the basement | kitchenette
🏡 Sets up cleanly as a future in-law suite
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🌿 Composite deck | in-ground sprinkler system | perennial gardens
⚡ Generlink generator hookup | Starlink hardwired | sump pump w/ battery backup
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📍 Quick drive to Orillia amenities, HWY 11 & Coldwater
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07/10/2026

206 feet of west-facing shoreline on Lake Simcoe.

That's the kind of frontage that comes up once every few years - and today I'm walking through the log home built to sit on it.

Four Winds is a custom round-log home in Orillia by Moonstone Timberframe. Almost 5,000 square feet, panoramic Lake Simcoe views from nearly every room, and a boathouse bunkie steps from the water.

Full walkthrough below. 8 minutes and worth every second - the great room, the chef's kitchen, the primary suite, the lower level, the boathouse, and the shoreline.

Have you ever walked a property with this much frontage? Would you want to?

06/11/2026

𝙎𝙊𝙇𝘿 | 📍 Orillia North Ward
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🥂 Huge congratulations to my wonderful clients!
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This striking Victorian replica home in the sought-after north ward of Orillia is now theirs. 2,700+ sq ft of timeless character, a private inground pool and steps to everything downtown Orillia has to offer.
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So pleased to have helped you find this beautiful home. Cheers to many happy memories ahead.
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06/01/2026

Just listed in downtown Orillia.

'𝙏𝙝𝙚 𝘾𝙤𝙧𝙣𝙚𝙧𝙨𝙩𝙤𝙣𝙚' - a freestanding mixed-use commercial building on the corner of Mississaga Street East and Matchedash Street South, offered at $2,195,000.

Approximately 6,908 finished square feet across seven units, fully tenanted with a diversified mix that includes a cafe, a clothing boutique, a pilates studio, a jewelry store, and an interior design firm, plus two long-tenured residential units. Stabilized income, no single-sector concentration, no vacancy to manage at acquisition.

The building occupies one of downtown Orillia's most active commercial corners, with frontage on two streets. Within walking distance of Lake Couchiching, Couchiching Beach Park, and residential developments at Matchedash Lofts, Sunshine Harbour, Orillia Fresh Towns, and Elgin Bay Club - all part of a city projected to grow 26 percent by 2031.

Suits an income investor, an owner-occupier looking to operate one unit while collecting income from the others, or a long-term holder positioning for appreciation as the downtown core continues to grow.

Full financial package and offering memorandum available to qualified buyers under a standard confidentiality agreement.

Message me for the offering package, or visit www.ryanmegson.com/161-165-mississaga-st

05/29/2026

‘𝙏𝙝𝙚 𝙎𝙪𝙣𝙙𝙚𝙘𝙠’
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📍 204-21 Matchedash Street S, Orillia
💰 Offered at $629,000
☀️ 540 SQ FT SOUTHWEST-FACING TERRACE
🏙️ A bright, light-filled loft in the heart of downtown Orillia
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🏠 1,015 sq ft | 1 Bed + Den | 2 Bath
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✨ A bright main-living layout
🍳 Modern kitchen, quartz countertops & island with stainless appliances
🪵 Luxury Flooring throughout
🪟 Oversized industrial windows
🧺 In-suite laundry
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🚗 Underground parking
📦 Storage locker
🚲 Bicycle storage room
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🏢 Building amenities:
🌇 Rooftop terrace
🎉 Party room
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📍 Steps to Lake Couchiching, the waterfront, restaurants, shops & downtown events
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OrilliaLiving

05/26/2026

𝙎𝙊𝙇𝘿 | ‘𝙏𝙝𝙚 𝙀𝙖𝙨𝙮 𝙔𝙚𝙨’
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This one didn’t last long! Such a beautifully finished home in a fantastic location. Congratulations to both the buyers and sellers on this one for being fantastic to work with.
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05/07/2026

‘𝙏𝙝𝙚 𝙀𝙖𝙨𝙮 𝙔𝙚𝙨’ | 319 Brewery Lane, Orillia
💰 Offered at $699,000
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✨ A RARE OPENING ON ONE OF ORILLIA’S MOST WELL-LOVED STREETS
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🪟 Open and bright main floor with walkout to a private deck
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🏠 ~ 2183 sq ft | 2+1 Bed | 2 Bath | Detached Backsplit
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🍳 Updated kitchen with granite & stainless appliances
🪵 Engineered hardwood throughout
🛏️ Spacious primary with flexible layout
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🔥 Walkout lower level with gas fireplace
🚿 Second full bath
🌿 Walkout to a private back garden
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🚗 Double attached garage with inside entry
🅿️ Paved driveway parking for 4
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📍 Steps to Tudhope Park, the Lightfoot Trail & Lake Couchiching
🏥 Short drive to downtown Orillia, Soldiers’ Memorial Hospital & central amenities
VIEW FULL LISTING: http://www.ryanmegson.com/319-brewery-lane
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OrilliaLiving

05/06/2026

‘𝙏𝙝𝙚 𝙎𝙪𝙣𝙨𝙚𝙩 𝙎𝙪𝙞𝙩𝙚’
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💰 Now offered at $390,000
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💡 UTILITIES INCLUDED IN CONDO FEES
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🌅 South-west exposure with views of Kempenfelt Bay, the marina & downtown Barrie
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🏡 775 sq ft | 1 Bed + Den | 1 Bath
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✨ Recently Updated
🛁 Newly renovated bathroom
💻 Den perfect for a home office
🧺 In-suite laundry
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🚗 Underground parking
📦 Storage locker
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🏢 Amenities:
🏊 Indoor pool
♨️ Hot tub & sauna
💪 Gym
🎉 Party/games room
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📍 Steps to waterfront trails, restaurants, shopping & transit
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Address

21 Matchedash Street South #110
Orillia, ON
L3V5S3

Telephone

+17057907001

Website

http://www.ryanmegson.com/

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