185 Glenholme Avenue, Toronto, ON

Oakwood Village, Toronto · MLS® C13867018

$2,245,000
For Sale
Listed 13 days agoNo offer date stated
Request a showing
◎ Directions
5+2Bedrooms
4Bathrooms
2.5Garage
2500-3000Sq ft

About this home

In short

  • Why choose between a premium family home and an income property when you can have both?
  • Live in a house-sized owner's residence while generating meaningful income from a separate legal suite.
  • This rare, fully renovated legal duplex offers the scale, character, parking, outdoor living and flexibility of a substantial single-family home, with built-in rental...
  • The separate 2-bedroom ground floor unit is currently leased at $2,950/month, providing immediate income from quality tenants already in place.
  • The lower level is currently enjoyed as a substantial extension of the owner's residence, featuring impressive 8-ft ceiling heights, exposed structural steel beams...

Why choose between a premium family home and an income property when you can have both? Live in a house-sized owner's residence while generating meaningful income from a separate legal suite. This rare, fully renovated legal duplex offers the scale, character, parking, outdoor living and flexibility of a substantial single-family home, with built-in rental income. The expansive owner's suite spans nearly 3,000 sq ft across the upper and lower levels, creating an impressive private home with multiple living zones, generous principal rooms, exposed brick, a striking spiral staircase, and a spectacular third-floor primary retreat with walk-out to an oversized private terrace. Ideal for buyers who want elevated everyday living, room to grow, and the ability to offset carrying costs without compromising their own space. The separate 2-bedroom ground floor unit is currently leased at $2,950/month, providing immediate income from quality tenants already in place. The lower level is currently enjoyed as a substantial extension of the owner's residence, featuring impressive 8-ft ceiling heights, exposed structural steel beams and hydronic in-floor radiant heating. Steps from St. Clair Ave W, TTC, parks, shops & cafés, the property offers two separate entrances, rare dead-end street access, and 2.5 detached garages (Glenholme & Glenhurst Access). Outdoors, enjoy a private landscaped backyard designed for lounging, dining and entertaining. A rare opportunity to own a beautifully upgraded, character-filled home with the scale and comfort of a premium primary residence, the security of rental income, private outdoor space, excellent parking, and multiple ways to live, work and invest in a walkable, transit-connected Toronto neighborhood.

Key facts

Property type
Other, 2 1/2 Storey
MLS®
C13867018
Bedrooms
5+2 (7 total)
Bathrooms
4
Size
2500-3000 sq ft
Lot
36.5 × 124.28 ft
Cross streets
St. Clair/Oakwood/Dufferin
Parking
2.5 garage (detached)
Basement
Separate Entrance
Heating
Forced Air
A/C
Central Air
Exterior
Brick
Foundation
Concrete
Roof
Flat
Sewer
Sewer
Property tax
$10,704 / 2026
Days on market
13
Listing brokerage
ORION REALTY CORPORATION

Rooms

Primary BedroomThird4.45 × 4.75 m

his and hers closets · open concept

BedroomBasement3.04 × 3.08 m

Above Grade Window

Dining RoomGround3.15 × 4.11 m

Large Window

PlaySecond6.49 × 2.38 m

Large Window

Living RoomSecond4.33 × 3.73 m

fireplace · hardwood floor

Family RoomSecond3.17 × 9.08 m

Spiral Stairs

KitchenSecond3.17 × 4.58 m

stone counters · large window

DenThird4.57 × 4.06 m

wet bar · spiral stairs · w/o to terrace

Bedroom 2Ground3.22 × 4.06 m

window · double closet

BedroomGround2.97 × 2.47 m

Double Closet

BedroomSecond3.23 × 3.16 m

closet · window

Exercise RoomBasement6.19 × 4.39 m

Above Grade Window

RecreationBasement6.18 × 3.70 m

large closet · above grade window · access to garage

Dining RoomSecond3.32 × 4.44 m

B/I Closet

Living RoomGround4.14 × 3.65 m

large window · open concept · fireplace

KitchenGround3.42 × 3.14 m

large window · breakfast area

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 Oakwood Collegiate Institute. 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
$2.13Mavg asking

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

Per square foot, these ask about $831/sqft; this home lists at $816/sqft. Size is part of the price story, not just the sticker.

The 4 closest active listings nearby.

See all comparable homes
2.25MThis home2.49M2.25M2.20M1.57MThis home vs active comparables

Sold price trend

Median sold price for homes in Oakwood Village: $1.12M in September 2026, up 6% from a year ago, on 160 closings in 12 months.

Oct 25Sep 26

Line: median sold price, each month averaged with its neighbours and weighted by closings. Bars: closings that month.

Month by month
MonthMedian soldClosings
October 2025$1.00M20
November 2025$1.02M13
December 2025$1.02M6
January 2026$1.15M10
February 2026$944K10
March 2026$1.07M12
April 2026$1.37M16
May 2026$1.17M16
June 2026$1.13M15
July 2026$1.10M12
August 2026$1.05M13
September 2026$1.12M17

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.

Wychwood
$1.28M
Dovercourt-Wallace Emerson-Junction
$903K
Waterfront Communities C1
$652K
Church-Yonge Corridor
$549K
Leaside
$2.80M

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 Rawlinson Community School
63%
Rawlinson Community SchoolPublic · Elementary · 0.3 km awayBelow the GTA average · 63% meet the provincial standard
Also nearby: 12 more schools within 2.5 km
Stella Maris Catholic School · Catholic elementary0.5 km · 76% at standard
St Alphonsus Catholic School · Catholic elementary0.6 km · 74% at standard
McMurrich Junior Public School · Public elementary0.8 km · 81% at standard
Winona Drive Senior Public School · Public elementary0.8 km
Regal Road Junior Public School · Public elementary0.8 km · 73% at standard
St Mary of the Angels Catholic School · Catholic elementary1.0 km · 76% at standard
Humewood Community School · Public elementary1.1 km · 75% at standard
St John Bosco Catholic School · Catholic elementary1.2 km · 65% at standard
D'Arcy McGee Catholic School · Catholic elementary1.2 km · 48% at standard
St Bruno/St. Raymond Catholic School · Catholic elementary1.3 km · 56% at standard
J R Wilcox Community School · Public elementary1.5 km · 72% at standard
F H Miller Junior Public School · Public elementary1.6 km · 78% at standard

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

Affordability & Mortgage

Affordability
$10,232/mo
$421KIncome needed
5.3×Price ÷ income
$2,361Weekly cost
$85,200Land 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.

92%mortgage
Mortgage $10,232Property tax $892Total carry $11,124

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 19, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$9,930per month

Mortgage amount $1,796,000 · 4.49% over 25 years

$449,000Down payment (20.0%)
$1,796,000Loan before insurance
$0CMHC premium
$10,822Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$9,930
Property tax
$892
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$10,822

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

One-time closing costs

Ontario land transfer tax
$42,600
Toronto municipal land transfer tax
$42,600
Estimated closing costs
$85,200

Plus your down payment of $449,000. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.49%Qualifying rate
$12,019/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

$1,183,118Total interest paid
$2,979,118Total of all payments
Principal $1,796,000 Interest $1,183,118
YearPrincipalInterestBalance
1$40,079$79,086$1,755,921
2$41,899$77,266$1,714,022
3$43,801$75,364$1,670,221
4$45,790$73,375$1,624,431
5$47,869$71,296$1,576,562
6$50,042$69,122$1,526,520
7$52,315$66,850$1,474,205
8$54,690$64,475$1,419,515
9$57,173$61,992$1,362,342
10$59,769$59,396$1,302,573
11$62,483$56,682$1,240,091
12$65,320$53,845$1,174,771
13$68,285$50,879$1,106,486
14$71,386$47,779$1,035,100
15$74,627$44,538$960,473
16$78,015$41,149$882,458
17$81,558$37,607$800,900
18$85,261$33,904$715,639
19$89,132$30,033$626,508
20$93,179$25,986$533,329
21$97,409$21,755$435,919
22$101,832$17,333$334,087
23$106,456$12,709$227,632
24$111,289$7,875$116,342
25$116,342$2,822$0

At the end of your 5-year term

Total paid over the term
$595,824
Principal paid down
$219,438
Interest paid
$376,385
Balance remaining
$1,576,562

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$5,250/mo
$63,000Gross annual rent
2.0%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.

2.8%
Gross yield
− Property tax $10,704− Insurance $1,400− Vacancy & upkeep $6,930Net operating income $43,966

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

CallRequest a showing