104 Hedge Road, Georgina, ON
Sutton & Jackson's Point, Georgina · MLS® N13576996
About this home
In short
- Winter Wind Cottage sits on an extra-wide waterfront lot on Hedge Road, one of Jacksons Point's most sought-after streets.
- A newly built stairway winds down through the hedges to two tiers of dockside deck at the water's edge, where the rock shelf gives way to sand - the kind of entry...
- The kitchen, lit by a skylight beneath a cathedral ceiling, opens directly into a dining room walled in glass toward Lake Simcoe, with the great room set right...
Winter Wind Cottage sits on an extra-wide waterfront lot on Hedge Road, one of Jacksons Point's most sought-after streets. Private and green, the property offers flat, usable table land that opens the door to sitting areas, family gatherings, and room for kids to play. A newly built stairway winds down through the hedges to two tiers of dockside deck at the water's edge, where the rock shelf gives way to sand - the kind of entry that makes a lake worth owning. Inside, the cottage unfolds around that same water. The kitchen, lit by a skylight beneath a cathedral ceiling, opens directly into a dining room walled in glass toward Lake Simcoe, with the great room set right alongside - beamed ceilings, a floor-to-ceiling fireplace, and windows that turn the lake into a permanent backdrop. Four bedrooms and three bathrooms give the layout real breathing room, and because the cottage runs wide rather than deep, that water view follows you through nearly every room. Live in it while you plan what comes next, or start reimagining now - this lot supports either path, and gives you the luxury of time to decide. This is Jacksons Point, a village that has held onto its identity as Toronto's original cottage country: a short walk to the Briars, an easy stroll for ice cream in the village, and a community with roots that go back generations. Lake Simcoe anchors it all - a four-season lake for boating and swimming through summer, skating and ice fishing once it freezes. Winter Wind Cottage is a chance to own a piece of it. NOTE: Some AI-generated photos, not real.
Key facts
- Property type
- Detached, Bungalow
- MLS®
- N13576996
- Bedrooms
- 4
- Bathrooms
- 3 (1 half)
- Size
- 1500-2000 sq ft
- Lot
- 138 × 122.78 ft
- Cross streets
- Lake Dr. East and Hedge Rd
- Parking
- 4 parking
- Driveway
- Private
- Basement
- Crawl Space
- Heating
- Baseboard
- A/C
- None
- Exterior
- Wood
- Foundation
- Poured Concrete
- Roof
- Asphalt Shingle
- Sewer
- Septic
- Property tax
- $8,692 / 2026
- Days on market
- 70
- Listing brokerage
- SOTHEBY'S INTERNATIONAL REALTY CANADA
Rooms
2 pc bath · combined w/primary · large window
large window · broadloom · overlooks frontyard
hardwood floor · cathedral ceiling(s) · picture window
4 pc bath · soaking tub · large window
panelled · hardwood floor · large closet
stone fireplace · beamed ceilings · bay window
overlook water · skylight · walk-out
walk-out · overlook water
2 pc ensuite · overlook water · walk-out
walk-in closet(s) · large window · broadloom
4 pc bath · crown moulding · tile floor
Listed at $1,995,000. Going by how homes in Sutton & Jackson's Point and the wider GTA have actually closed against their asking prices (about 97%, 28 local closings in 90 days), the likely sale price is near $1.93M, if it sells. A realistic range is $1.81M to $2.17M.
Independent value check: no figure for this home. Going only by the sales record, our model lands more than 25% below the ask. At that distance an automated figure has rarely been close to the eventual sale price, so we are not printing one. The listing describes a new or newly built home, and the public record (tax bill, size) can still describe what stood on the lot before.
Total price vs nearby homes. Likely closing about $1.93M, from 28 recent closings in this pocket.
The market behind the math:
About 1.6 months of inventory: 15 detached homes for sale in the area against 28 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $1,140/sqft against an area asking average of $504/sqft.
How this estimate is builtthe short version
This figure comes from a model built on about 44,000 recent GTA sales. It weighs this home’s tax assessment, size, age, location and features against what homes like it actually sold for, including sales in this neighbourhood.
It never sees the asking price. The 28 most comparable recent sales on their own, adjusted for size, beds, baths and lot, point to about $985K. Condition and finishes remain an in-person call.
What the listing highlights2 points to weigh
Claims from the listing, worth confirming in person. I can book you a private showing.
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled. Value driver
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room. Worth verifying
Schools & getting aroundcatchment and transit
The assigned public school is Sutton PS. EQAO is only one input, and families here also look at French Immersion, boundary, and private options, the full breakdown is below.
On location, this is a more car-dependent spot, so buyers here typically drive. Dalton Road / Roanoak Road is about a 13-minute walk away. Worth weighing if transit access matters to you.
Based on 28 comparable homes that sold in Sutton & Jackson's Point over the past two years, from 218 closings there.
For sale
For sale
For sale
For sale
For sale
For sale
For saleNothing closely matching this home is listed nearby right now, so these are the nearest detached listings on the market. Homes like this one have recently closed around $1.15M, which is where my estimate comes from.
Per square foot, these ask about $541/sqft; this home lists at $1,140/sqft. Size is part of the price story, not just the sticker.
The 5 closest of 7 active listings nearby.
See all comparable homesNeighbourhood & location
Sutton & Jackson's Point, Georgina, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
Getting around
Car-DependentA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from OpenStreetMap contributors.
Almost all errands require a car — groceries and transit are a drive away.
🚉 Nearest transit: Dalton Road / Roanoak Road, about 1.0 km away
Within a 15-minute (1.5 km) walk.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). Georgina.
Get the full neighbourhood report (schools, parks, transit & safety) →
The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).
School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.
Also nearby: 2 more schools within 2.5 km
Not the assigned catchment: schools a family here could reach, with EQAO results where published.
Affordability & Mortgage
Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.
Calculate and customize your mortgage and other expenses
Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.
Your numbers
Homes over $1.5M can't be insured, so 20% down or more is required.
Conventional (20%+ down). Best insured 5-year fixed 4.34% via Ratehub.ca (as of September 25, 2026); conventional rates run a little higher.
Mortgage amount $1,596,000 · 4.49% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $8,825
- Property tax
- $724
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $9,549
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $36,375
- Estimated closing costs
- $36,375
Plus your down payment of $399,000. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.
Over the full 25 years
At the end of your 5-year term
- Total paid over the term
- $529,473
- Principal paid down
- $195,002
- Interest paid
- $334,472
- Balance remaining
- $1,400,998
Talk to Team Asgarian about your options
Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.
Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.
Investor snapshot
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersThe last 34 whole-home leases in Sutton & Jackson's Point signed at a median of $3,109 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $3,054. The gross yield above is on the asking price, before taxes and upkeep; the cap rate is after them. A finished basement or second suite can push real rent above it. Taxes, fees, and vacancy vary by property, and cap rate is before financing.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA. MLS®/PropTx.