323 Winnifred Drive, Georgina, ON
Keswick South, Georgina · MLS® N13817196
About this home
In short
- Prime South Keswick Location.
- Interior; Impressive 10' Main-Floor Ceilings, Engineered Hardwood, Recessed Lighting & Designer Open-Concept Kitchen Featuring Natural Stone Counters, Extensive...
- Second Floor Offers 9' Ceilings, Skylight, Glass-Railed Hardwood Staircase & Laundry.
- Primary Retreat Features Custom Closet & Luxurious 5-Pc Ensuite With Freestanding Tub, Plus 3 Additional Bedrooms & 2 Additional 3-Pc Baths.
- Income ATM: Legal 2-Bedroom Lower-Level Suite With Separate Entrance, Kitchen, 3-Pc Bath, Laundry & Radiant In-Floor Heating.
Prime South Keswick Location! Enjoy The Best Of Lakeside Living With Lake Simcoe. Stunning Custom-Built Contemporary Residence! Distinctive Barn-Inspired Architecture With Approx. 3500 Sq.Ft. Living Space. Exterior: Premium Stucco Exterior, German-Style Metal Roof, Landscaped Backyard, Composite Deck & Composite Fencing. Interior; Impressive 10' Main-Floor Ceilings, Engineered Hardwood, Recessed Lighting & Designer Open-Concept Kitchen Featuring Natural Stone Counters, Extensive Custom Cabinetry, Gas Cooktop, Built-In Fridge/Oven/Microwave, Dishwasher & Wine Cooler. Bright Living Area Overlooks Backyard. Second Floor Offers 9' Ceilings, Skylight, Glass-Railed Hardwood Staircase & Laundry. Primary Retreat Features Custom Closet & Luxurious 5-Pc Ensuite With Freestanding Tub, Plus 3 Additional Bedrooms & 2 Additional 3-Pc Baths. Income ATM: Legal 2-Bedroom Lower-Level Suite With Separate Entrance, Kitchen, 3-Pc Bath, Laundry & Radiant In-Floor Heating. Enhanced Sound/Fire Separation, Spray-Foam Foundation Insulation, Separate HVAC Controls & Security System. Thoughtfully Designed, Beautifully Finished & Built For Modern Living. Waterfront Parks, Beaches & Outdoor Recreation Close By, While Remaining Convenient To Keswick's Shopping, Dining, Schools & Everyday Amenities. Minutes To Woodbine Ave Commercial Corridor, Modern Community Recreation Facilities & Easy Access To Hwy 404 For Commuting South. A Wonderful Combination Of Nature, Recreation, Convenience & Connectivity-Perfect For Today's Family Lifestyle.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- N13817196
- Bedrooms
- 4+2 (6 total)
- Bathrooms
- 5 (1 half)
- Size
- 2000-2500 sq ft
- Lot
- 37.5 × 100 ft
- Cross streets
- Leslie/The Queensway S
- Parking
- 2 garage · 6 parking (attached)
- Basement
- Finished, Separate Entrance
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Stucco (Plaster)
- Foundation
- Concrete
- Roof
- Metal
- Sewer
- Sewer
- Property tax
- $1,653 / 2025
- Days on market
- 2
- Listing brokerage
- NU STREAM REALTY (TORONTO) INC.
Rooms
window · heated floor · closet
hardwood floor · semi ensuite
window · heated floor · closet
combined w/living · hardwood floor · custom counter
stainless steel appl · heated floor · open concept
hardwood floor · 3 pc bath
hardwood floor · semi ensuite
combined w/dining · hardwood floor · overlooks garden
vinyl floor · heated floor · open concept
open concept · b/i appliances · b/i appliances
dropped ceiling · 5 pc ensuite
closet · closet organizers
Listed at $1,338,000. Going by how homes in Keswick South have actually closed against their asking prices (about 97%, 44 local closings in 90 days), the likely sale price is near $1.29M, if it sells. A realistic range is $1.21M to $1.46M.
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 usual reason is something the record cannot show: a rebuild, a second unit, or a lot or setting unlike the homes around it.
Total price vs nearby homes. Likely closing about $1.29M, from 44 recent closings in this pocket.
The market behind the math:
About 0.4 months of inventory: 6 detached homes for sale in the area against 44 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $595/sqft against an area asking average of $400/sqft.
- Separate-entrance basement apartment features. A finished 2 bed basement apartment with a separate entrance. A self-contained space for extended family, guests or potential income. In Keswick South basements rarely rent out (21 of 238 recent detached leases were basement units), so buyers here treat a suite as family or nanny space rather than income. Value it for the living space, not the rent. Second-suite retrofit status is not verified. A buyer intending to rent should confirm requirements with the Town of Georgina.
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 44 most comparable recent sales on their own, adjusted for size, beds, baths and lot, point to about $863K. Condition and finishes remain an in-person call.
What the listing highlights4 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
- Upscale kitchen: a genuine value driver, verify the appliances, stone, and finishes in person. Value driver
- Open-concept layout: modern, sought-after flow. Lifestyle
- Hardwood floors: quality hardwood is durable and broadly desirable. Lifestyle
Schools & getting aroundcatchment and transit
The assigned public school is Lake Simcoe PS. EQAO is only one input, and families here also look at French Immersion, boundary, and private options, the full breakdown is below.
Based on 44 comparable homes that sold in Keswick South over the past two years, from 359 closings there.
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 $1.01M, which is where my estimate comes from.
Per square foot, these ask about $402/sqft; this home lists at $595/sqft. Size is part of the price story, not just the sticker.
The 5 closest of 6 active listings nearby.
See all comparable homesNeighbourhood & location
Keswick South, 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) →
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: 1 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
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 $1,070,400 · 4.49% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $5,918
- Property tax
- $138
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $6,056
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $23,235
- Estimated closing costs
- $23,235
Plus your down payment of $267,600. 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
- $355,106
- Principal paid down
- $130,783
- Interest paid
- $224,322
- Balance remaining
- $939,617
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
About the suite: in Keswick South basements rarely rent out (21 of 238 recent detached leases were basement units), so the figure above does not count it as income. Buyers here use a suite as family or nanny space.
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 70 whole-home leases in Keswick South signed at a median of $3,806 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $3,816. 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 NU STREAM REALTY (TORONTO) INC.. MLS®/PropTx.