661 Winona Drive, Toronto, ON

Oakwood Village, Toronto · MLS® C13502128

$1,878,800
For Sale
Listed 24 days ago
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8Bedrooms
8Bathrooms
0Parking
3500-5000Sq Ft

About this home

Stunning legal fourplex in sought-after Oakwood Village! Featuring 8 bedrooms, 8 bathrooms, custom quartz kitchens, hardwood floors, and stainless-steel appliances. Ideal for large families, multi-gen living, or investors. Easily used as a single-family home or live in one unit and rent the others. Fully finished, extra spacious and expansive 2 bdrm unit with large above grade windows and tons of natural light. Extremely well appointed luxury enhanced finishes thru-out with optimum layout at lower level. Rare income property in a high-demand, low-supply pocket. All units are separately metered for gas and hydro, water split at 25% per unit. Unit A $2100, B - $2450, C - $2550 and D - $2650 total gross $9750 per month rent.

Key facts

Property type
Other, 3-Storey
MLS®
C13502128
Bedrooms
8
Bathrooms
8
Size
3500-5000
Lot
35.04 × 61.1 ft
Cross streets
Winona Dr / Eglinton Ave
Parking
0 parking
Basement
None
Heating
Forced Air
A/C
Central Air
Exterior
Brick
Foundation
Not Applicable
Roof
Asphalt Shingle
Sewer
Sewer
Days on market
24
Listing brokerage
RE/MAX WEST REALTY INC.
Our TakeTeam Asgarian · Broker
In line
$1.96Mest. value

Listed at $1,878,800, and my independent estimate is right in line with comparable homes.

In Oakwood Village lately, sellers get about 93% of asking; homes sell in ~30 days · prices up 7% YoY.

List price
$1.77MGreat deal$2.24MOverpriced

Total price vs nearby homes. Fair value about $1.96M, median of 9 comparables.

How this estimate is builtthe short version

I take the 9 most comparable recent sales nearby and adjust each one to this home for the real differences (size, beds, baths, garage, and standout features), then use the median, which is steadier than leaning on any single sale.

It’s grounded in recent closing prices, not asking prices. Lot, condition, and finishes are my in-person call.

What the listing highlights1 point to weigh

Claims from the listing, worth confirming in person. I can book you a private showing.

  • Hardwood floors: quality hardwood is durable and broadly desirable. Lifestyle
Schools & getting aroundcatchment and transit

The assigned public school is J R Wilcox Community School. EQAO is only one input, and families here also look at French Immersion, boundary, and private options, the full breakdown is below.

Read this with carewhy it’s an estimate, not an appraisal

The listing states size as a wide range, so the size adjustment is approximate and this estimate is a rough read. I can confirm exact square footage to tighten it.

There were not many closely comparable homes right in Oakwood Village, so I widened the search to the surrounding area.

Based on 9 comparable homes that recently sold nearby.

Comparable listingsCurrently listed nearby in Oakwood Village · asking prices
$29.50Mavg asking

The closest active listings by size, beds, and price, so you can see what this home is up against.

464-468 Winona Drive$29.50M

The 1 closest active listing nearby.

See all comparable homes
1.88MThis home29.50MThis home vs active comparables
Live market pulseActive comparables in Oakwood Village · median list $1.10M
$442this home / sqft
52active listings nearby
24days on market
13sold nearby · 90 days
$3.08Mmedian sold price
93%of asking, on average
+7%vs a year ago

On the market now.

View comparable listings
This home
Below area avgAbove area avg

Price per square foot vs the area average.

Neighbourhood & location

Oakwood Village, Toronto, ON

CommuteTime from this home to where you spend your day

Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.

Nearby neighbourhoods

How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.

Church-Yonge Corridor
$623K
Niagara
$699K
Waterfront Communities C1
$614K
Moss Park
$1.23M
Stonegate-Queensway
$1.75M

Typical asking price of active listings of the same type, per area (outliers removed). Toronto.

Get the full neighbourhood report (schools, parks, transit & safety) →

Schools & catchmentAssigned attendance-boundary schools, with EQAO results

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.

Street view near J R Wilcox Community School
72%
J R Wilcox Community SchoolPublic · Elementary · 0.1 km awayAround the GTA average · 72% meet the provincial standard

Affordability & Mortgage

Affordability
$8,563/mo
$369KIncome needed
5.1×Price ÷ income
$1,976Weekly cost
20% down4.79%25-yr amortization

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.

88%mortgage
Mortgage $8,563Property tax $1,174Total carry $9,737

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

$
20.0%
$
%

Homes over $1.5M can't be insured, so 20% down or more is required.

4.14%
%
Live rate from Ratehub.ca

Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 24, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$8,021per month

Mortgage amount $1,503,040 · 4.14% over 25 years

$375,760Down payment (20.0%)
$1,503,040Loan before insurance
$0CMHC premium
$9,195Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$8,021
Property tax
$1,174
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$9,195

Add your own property tax, condo fees, and heating on the left for a sharper total.

One-time closing costs

Ontario land transfer tax
$34,051
Toronto municipal land transfer tax
$34,051
Estimated closing costs
$68,102

Plus your down payment of $375,760. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.14%Qualifying rate
$9,742/monthPayment at the qualifying rate

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

$903,194Total interest paid
$2,406,234Total of all payments
Principal $1,503,040 Interest $903,194
YearPrincipalInterestBalance
1$35,211$61,038$1,467,829
2$36,684$59,565$1,431,145
3$38,218$58,031$1,392,927
4$39,817$56,432$1,353,110
5$41,482$54,767$1,311,628
6$43,218$53,032$1,268,410
7$45,025$51,224$1,223,385
8$46,909$49,341$1,176,476
9$48,871$47,379$1,127,605
10$50,915$45,334$1,076,690
11$53,045$43,205$1,023,646
12$55,263$40,986$968,383
13$57,575$38,674$910,808
14$59,983$36,266$850,824
15$62,492$33,757$788,332
16$65,106$31,143$723,226
17$67,829$28,420$655,396
18$70,667$25,583$584,730
19$73,623$22,627$511,107
20$76,702$19,547$434,405
21$79,910$16,339$354,495
22$83,253$12,996$271,242
23$86,735$9,514$184,506
24$90,363$5,886$94,143
25$94,143$2,106$0

At the end of your 5-year term

Total paid over the term
$481,247
Principal paid down
$191,412
Interest paid
$289,834
Balance remaining
$1,311,628

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.

Let's connect

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

Rental yield
Estimate$7,350/mo
$88,200Gross annual rent
3.4%Est. cap rate

Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.

Talk about the numbers

Estimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.

4.7%
Gross yield
− Property tax $13,152− Insurance $1,400− Vacancy & upkeep $9,702Net operating income $63,946

All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of RE/MAX WEST REALTY INC.. MLS®/PropTx.

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