59 High Street, Georgina, ON
Sutton & Jackson's Point, Georgina · MLS® N13814650
About this home
In short
- Welcome to 59 High Street a beautifully maintained 4-bedroom, 3-bathroom home steeped in character and charm.
- Inside, you'll find generously sized rooms, high ceilings, and large windows that fill the home with natural light.
- The main floor offers multiple living areas perfect for families or entertaining, along with a 2-piece bathroom and convenient laundry area.
- With its prime location close to schools, recreation centres, shops, and restaurants, this home offers the best of both convenience and character.
- This home also has the potential to have a 1 bedroom in-law/Apartment with separate entrance, kitchen/dining area and bathroom.
Welcome to 59 High Street a beautifully maintained 4-bedroom, 3-bathroom home steeped in character and charm. This historic gem blends timeless architecture with modern updates, offering space, functionality, and warmth. Inside, you'll find generously sized rooms, high ceilings, and large windows that fill the home with natural light. The main floor offers multiple living areas perfect for families or entertaining, along with a 2-piece bathroom and convenient laundry area. Upstairs, the four spacious bedrooms and two additional bathrooms provide comfortable accommodations for a growing family or visiting guests. Situated on a large in-town lot, there's plenty of outdoor space for gardening, play, or relaxing under mature trees. With its prime location close to schools, recreation centres, shops, and restaurants, this home offers the best of both convenience and character. This home also has the potential to have a 1 bedroom in-law/Apartment with separate entrance, kitchen/dining area and bathroom. Don't miss your chance to own a piece of local history in a walkable, well-connected neighbourhood.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- N13814650
- Bedrooms
- 4
- Bathrooms
- 3 (1 half)
- Size
- 2000-2500 sq ft
- Lot
- 66 × 159 ft
- Cross streets
- High Street/48
- Parking
- 4 parking
- Driveway
- Private
- Basement
- Unfinished
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Vinyl Siding
- Foundation
- Unknown
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Property tax
- $4,786 / 2026
- Days on market
- 28
- Listing brokerage
- EXP REALTY
Rooms
wood trim · overlooks backyard · w/o to yard
hardwood floor · w/o to sunroom · combined w/dining
hardwood floor · double closet
laminate · double closet
laminate · double closet · 4 pc ensuite
laminate · closet
hardwood floor · brick fireplace · w/o to yard
laminate · double closet
B/I Dishwasher
laminate · 2 pc bath · w/o to deck
hardwood floor · large window · open concept
Listed at $679,900. Going by how homes in Sutton & Jackson's Point and the wider GTA have actually closed against their asking prices (about 97%, 29 local closings in 90 days), the likely sale price is near $658K, if it sells. A realistic range is $616K to $741K.
Independent value check: $708K. Without looking at the asking price, our model values the home itself about 4% above the ask (homes like it typically land between $664K and $742K).
Why $708K. The typical detached home sold in Sutton & Jackson's Point over the past year went for about $810K (113 sales). What sets this one apart:
- ▲ Raises it stronglyIt is 2,000 to 2,500 sq ft; the typical home sold here is 1,500 to 2,000.
Total price vs nearby homes. Likely closing about $658K, from 29 recent closings in this pocket.
The market behind the math:
About 2.8 months of inventory: 27 detached homes for sale in the area against 29 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $302/sqft against an area asking average of $432/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 29 most comparable recent sales on their own, adjusted for size, beds, baths and lot, point to about $828K. Condition and finishes remain an in-person call.
What the listing highlights3 points to weigh
Claims from the listing, worth confirming in person. I can book you a private showing.
- Separate entrance / basement suite: rental or in-law income potential, if it is legally registered and retrofit-compliant. Income potential
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room. Worth verifying
- Transit / schools nearby: convenience and resale support, verify the exact distances and school catchment. Value driver
Based on 29 comparable homes that sold in Sutton & Jackson's Point over the past two years, from 221 closings there.
For sale
For sale
For sale
For sale
For sale
For sale
For sale
For saleThe closest active listings by size, beds, and price, so you can see what this home is up against.
Per square foot, these ask about $323/sqft; this home lists at $302/sqft. Size is part of the price story, not just the sticker.
The 5 closest of 8 active listings nearby.
See all comparable homesSold price trend
Median sold price for detached homes in Sutton & Jackson's Point: $815K in September 2026, down 1% from a year ago, on 105 closings in 11 months.
Line: median sold price, each month averaged with its neighbours and weighted by closings. Bars: closings that month.
Month by month
| Month | Median sold | Closings |
|---|---|---|
| October 2025 | $813K | 6 |
| November 2025 | $765K | 11 |
| December 2025 | $835K | 5 |
| February 2026 | $868K | 6 |
| March 2026 | $785K | 7 |
| April 2026 | $822K | 10 |
| May 2026 | $867K | 12 |
| June 2026 | $755K | 17 |
| July 2026 | $832K | 17 |
| August 2026 | $740K | 8 |
| September 2026 | $815K | 6 |
Neighbourhood & 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.
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) →
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
Conventional (20%+ down). Best insured 5-year fixed 4.34% via Ratehub.ca (as of October 20, 2026); conventional rates run a little higher.
Mortgage amount $543,920 · 4.49% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $3,007
- Property tax
- $399
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $3,406
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $10,073
- Estimated closing costs
- $10,073
Plus your down payment of $135,980. 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
- $180,446
- Principal paid down
- $66,457
- Interest paid
- $113,989
- Balance remaining
- $477,463
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 45 whole-home leases in Sutton & Jackson's Point signed at a median of $3,329 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $3,244. 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 EXP REALTY. MLS®/PropTx.