628 Winona Drive, Toronto, ON

Oakwood Village, Toronto · MLS® C14083574

$1,980,000
For Sale
Listed 4 days agoNo offer date stated
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3+1Bedrooms
5Bathrooms
2Parking
1500-2000Sq ft

About this home

In short

  • Contemporary design meets exceptional functionality at 628 Winona Drive, a striking three-storey residence offering sophisticated finishes, thoughtfully designed...
  • With approximately 1,843 square feet above grade, this architecturally distinctive home features soaring 10-foot ceilings on the main floor and an impressive...
  • At the heart of the home, a custom chef's kitchen with a generous centre island flows effortlessly into the dining and living areas, where a gas fireplace adds warmth...
  • The second floor offers two spacious bedrooms, including one with access to a private terrace, while the third-floor primary retreat features a four-piece ensuite and...

Contemporary design meets exceptional functionality at 628 Winona Drive, a striking three-storey residence offering sophisticated finishes, thoughtfully designed living spaces, and seamless indoor-outdoor living. With approximately 1,843 square feet above grade, this architecturally distinctive home features soaring 10-foot ceilings on the main floor and an impressive open-concept layout designed for both everyday living and entertaining. At the heart of the home, a custom chef's kitchen with a generous centre island flows effortlessly into the dining and living areas, where a gas fireplace adds warmth and character. The second floor offers two spacious bedrooms, including one with access to a private terrace, while the third-floor primary retreat features a four-piece ensuite and access to an expansive rooftop terrace. Multiple outdoor spaces provide the perfect setting for morning coffee, summer gatherings, or simply unwinding. The finished lower level adds exceptional versatility, complete with a recreation room, additional bedroom, three-piece bathroom, and separate walk-up entrance, ideal for guests, extended family, or a home office. Ideally situated in the vibrant Oakwood Village neighbourhood, this home offers the perfect balance of urban convenience and residential charm. Enjoy easy access to neighbourhood cafés, restaurants, independent shops, parks, schools, and the lively Eglinton corridor.

Key facts

Property type
Detached, 3-Storey
MLS®
C14083574
Bedrooms
3+1 (4 total)
Bathrooms
5 (1 half)
Size
1500-2000 sq ft
Lot
16 × 93.19 ft
Cross streets
Oakwood/Eglinton
Parking
2 parking
Driveway
Private
Basement
Finished with Walk-Out
Heating
Forced Air
A/C
Central Air
Exterior
Stucco (Plaster)
Foundation
Concrete Block, Concrete
Roof
Flat, Membrane
Sewer
Sewer
Property tax
$8,709 / 2025
Days on market
4
Listing brokerage
ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM

Rooms

Living RoomMain4.90 × 4.10 m

gas fireplace · pot lights · w/o to deck

Primary BedroomThird4.50 × 4.10 m

hardwood floor · walk-in closet(s) · 4 pc ensuite

Dining RoomMain5.70 × 2.80 m

hardwood floor · pot lights · window

KitchenMain4.20 × 2.60 m

quartz counter · stainless steel appl · breakfast bar

Bedroom 3Second4.10 × 3.60 m

hardwood floor · w/w closet · window floor to ceiling

Bedroom 2Second3.90 × 3.60 m

hardwood floor · b/i closet · 3 pc ensuite

FoyerMain2.80 × 1.60 m

hardwood floor · closet · pot lights

RecreationBasement5.90 × 3.40 m

laminate · w/o to yard · above grade window

BedroomBasement3.40 × 3.00 m

laminate · walk-in closet(s) · above grade window

Our TakeTeam Asgarian · Broker
No automatic estimate

No automatic estimate is shown here: there is not a deep enough record of recent sales of homes like this one in this neighbourhood to support one.

Considering this property? Request a written price read

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.

What sellers nearby are askingCurrently listed nearby in Oakwood Village · asking prices
$1.92Mavg asking

Nothing closely matching this home is listed nearby right now, so these are the nearest detached listings on the market.

Per square foot, these ask about $978/sqft; this home lists at $1,131/sqft. Size is part of the price story, not just the sticker.

The 5 closest of 8 active listings nearby.

See all comparable homes
1.98MThis home1.85M1.64M2.20M1.50M2.40MThis home vs active comparables

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.

Dovercourt-Wallace Emerson-Junction
$1.25M
Leaside
$2.15M
St. Andrew-Windfields
$4.10M
Banbury-Don Mills
$5.50M
Stonegate-Queensway
$2.12M

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
Also nearby: 12 more schools within 2.5 km
D'Arcy McGee Catholic School · Catholic elementary0.5 km · 48% at standard
Cedarvale Community School · Public elementary0.6 km · 85% at standard
Fairbank Public School · Public elementary0.9 km · 59% at standard
West Preparatory Junior Public School · Public elementary1.0 km · 77% at standard
Humewood Community School · Public elementary1.2 km · 75% at standard
Rawlinson Community School · Public elementary1.2 km · 63% at standard
St John Bosco Catholic School · Catholic elementary1.2 km · 65% at standard
St Alphonsus Catholic School · Catholic elementary1.4 km · 74% at standard
Sts Cosmas and Damian Catholic School · Catholic elementary1.4 km · 84% at standard
Fairbank Memorial Community School · Public elementary1.4 km · 66% at standard
Forest Hill Collegiate Institute · Public secondary1.6 km · 76% at standard
St Clare Catholic School · Catholic elementary1.7 km · 72% at standard

Not the assigned catchment: schools a family here could reach, with EQAO results where published.

Affordability & Mortgage

Affordability
$9,024/mo
$369KIncome needed
5.4×Price ÷ income
$2,083Weekly cost
$72,150Land transfer tax, one-time (Ontario + Toronto)
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.

93%mortgage
Mortgage $9,024Property tax $726Total carry $9,750

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.

4.49%
%
Live rate from Ratehub.ca

Conventional (20%+ down). Best insured 5-year fixed 4.34% via Ratehub.ca (as of October 20, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$8,758per month

Mortgage amount $1,584,000 · 4.49% over 25 years

$396,000Down payment (20.0%)
$1,584,000Loan before insurance
$0CMHC premium
$9,484Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$8,758
Property tax
$726
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$9,484

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

One-time closing costs

Ontario land transfer tax
$36,075
Toronto municipal land transfer tax
$36,075
Estimated closing costs
$72,150

Plus your down payment of $396,000. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.49%Qualifying rate
$10,600/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

$1,043,462Total interest paid
$2,627,462Total of all payments
Principal $1,584,000 Interest $1,043,462
YearPrincipalInterestBalance
1$35,348$69,750$1,548,652
2$36,953$68,145$1,511,699
3$38,631$66,468$1,473,068
4$40,385$64,714$1,432,683
5$42,219$62,880$1,390,464
6$44,135$60,963$1,346,329
7$46,139$58,959$1,300,190
8$48,234$56,864$1,251,955
9$50,424$54,674$1,201,531
10$52,714$52,385$1,148,817
11$55,107$49,991$1,093,710
12$57,609$47,489$1,036,101
13$60,225$44,874$975,876
14$62,959$42,139$912,917
15$65,818$39,280$847,099
16$68,806$36,292$778,292
17$71,930$33,168$706,362
18$75,196$29,902$631,165
19$78,611$26,488$552,555
20$82,180$22,919$470,375
21$85,911$19,187$384,464
22$89,812$15,287$294,652
23$93,890$11,209$200,762
24$98,153$6,946$102,609
25$102,609$2,489$0

At the end of your 5-year term

Total paid over the term
$525,492
Principal paid down
$193,536
Interest paid
$331,957
Balance remaining
$1,390,464

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$3,150/mo
$37,800Gross annual rent
1.2%Cap rate after taxes and upkeep

Income potential: the basement has a separate entrance, which often supports a rentable in-law or second suite. That can lift real rent well above the figure above and help carry the mortgage. Ask us about permitted use in this area.

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.

1.9%
Gross yield
− Property tax $8,709− Insurance $1,400− Vacancy & upkeep $4,158Net operating income $23,533

All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM. MLS®/PropTx.

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