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99 CREIGHTON STREET
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Beds
3
Baths
3 full + 1 half
Sqft
—
Year
—
Type
Single Family
On market
63d
Welcome to 'Four Winds', one of Orillia's most exceptional waterfront properties located on Lake Simcoe. Situated on a rare 206 feet of private shoreline, this 2005-built round log home by Moonstone Timberframe with almost 5000 square feet of finished living space, offers timeless craftsmanship, remarkable design, and panoramic lake views from nearly every room. West-facing exposure delivers unforgettable sunsets, while the setting near the narrows connecting Lake Simcoe and Lake Couchiching offers incredible access to the Trent Severn Waterway and year-round enjoyment. Inside, a 30-ft vaulted great room showcases true log construction and stunning stonework around the gas fireplace. The chefs kitchen is a showpiece with an oversized island, high-end Elmira Heritage appliances, and wraparound views of the lake. The main floor primary suite features a 5-piece ensuite, walk-in closet, in-suite laundry, and private access to the expansive glass-railed deck overlooking the lake. Upstairs, a spacious open loft currently functions as a lounge and home office, originally designed to accommodate 2 additional bedrooms and a full bathroom. The fully finished walkout basement includes in-floor heating throughout, an entertainers bar, media room, two large guest bedrooms, full bathroom with laundry hookup, and access to a screened-in porch and covered patio. At the waters edge, a 458 sq ft finished boathouse bunkie with waterfront deck offers additional guest space. The 1,289 sq ft heated garage/workshop easily stores up to a 38-ft boat plus 2 vehicles. On the water, enjoy a 60ft cantilever dock, large observation deck, boat rail system and additional floating dock. Just 10 minutes to Orillia, under an hour to Muskoka, and only an hour from the GTA, this is lakeside living at its absolute finest. See agent website for info, additional photos and floor plans. (id:65958)
Main level
| Room | Dimensions | Features |
|---|---|---|
| Kitchen | 5.33 × 8.05 meters | |
| Dining room | 2.85 × 7.14 meters | |
| Great room | 6.71 × 8.41 meters | |
| Partial bathroom | 2.74 × 1.7 meters | |
| Primary Bedroom | 5.41 × 4.5 meters | |
| Bathroom | 13.95 × 9.35 meters |
10-item due-diligence checklist. We can pre-flight most of these for you on a CMA call.
Comparable sales
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Property condition
Roof age, furnace age, hot-water tank age, electrical panel size, windows. Cosmetic vs structural.
Zoning
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Suite legality / potential
If suited or being marketed as suited: confirm permits, separate entrance, ceiling height, egress windows.
Monthly carrying cost
Mortgage + property tax + insurance + condo fee (if any) + utilities. Compare to your max budget.
Property taxes
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Insurance estimate
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Commute
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Deposit and financing conditions
Deposit size, financing condition window, condition removal date, possession date — all negotiable.
Inspection considerations
Budget for a home inspector ($500–700) and any specialty inspections (sewer scope, mould, asbestos for pre-1990 builds).
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Cost lines (tax, condo, insurance, utilities) are editable inline above. These two control the mortgage payment math.
Approximation only. CMHC default insurance is included when down payment is under 20%. Property tax and condo fees come from MLS when listed and may not reflect the current billing year. Suite rental income depends on permits, market rent, and vacancy — confirm with a property manager. Always validate your scenario with a mortgage broker and your insurance provider before writing an offer.
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Listing brokerage
Listing brokerage on file
Listing data via CREA DDF®. Information is deemed reliable but not guaranteed accurate by CREA. Last updated May 12, 2026.
Buyer-fit signals
Derived from listing data and nearby-amenity proximity. Verify anything that matters to your decision — distances are approximate.
Nearby school, halal, mosque, grocery, park, and transit layers are still being built for Ramara (Atherley). The listing facts above are live; the neighborhood-intelligence layer needs POI coverage before it can score this address properly.