1421 Military Trail, Toronto, ON

Highland Creek, Toronto · MLS® E12996498

$1,950,000
For Sale
Listed 99 days ago
4Bedrooms
3Bathrooms
1Garage
1500-2000Sq Ft

About this home

Country living in the city! An extraordinary opportunity on a rare 100 x 478 ft ravine lot offering endless possibilities-renovate, rebuild your dream estate, or explore potential severance options (buyer to verify). Nestled in a serene, nature-filled setting with frequent wildlife sightings, this circa 1952 home exudes charm with expansive principal rooms, formal dining, and a sun-filled breakfast/sunroom addition. Walk out to a picturesque flagstone terrace and enjoy ultimate privacy. The upper level features 3 spacious bedrooms, a full bath, and skylight. Separate walk-up entry to a 1-bedroom basement suite-ideal for extended family or income potential. Steps to UTSC, Centennial College, Rouge Valley Hospital, and more. A truly rare offering combining tranquility with urban convenience.

Key facts

Property type
Detached, 1 1/2 Storey
MLS®
E12996498
Bedrooms
4 (3 + 1)
Bathrooms
3
Size
1500-2000
Lot
100 × 478 ft
Cross streets
Military Trail/Old Kingston Rd
Parking
1 garage (detached)
Driveway
Private
Basement
Apartment, Finished with Walk-Out, Separate Entrance, Development Potential, Walk-Up
Kitchens
2 (1 + 1)
Heating
Forced Air
A/C
Central Air
Exterior
Aluminum Siding, Wood
Foundation
Block, Brick
Roof
Asphalt Shingle
Sewer
Sewer
Property tax
$5,595 / 2025
Days on market
99
Listing brokerage
ROYAL LEPAGE SIGNATURE REALTY

Rooms

Dining RoomMain3.95 × 3.65 m

Formal Rm

Bedroom 4Basement3.50 × 3.20 m

broadloom · closet

Bedroom 3Upper3.80 × 2.75 m

broadloom · closet

KitchenBasement2.45 × 2.10 m
Primary BedroomUpper5.40 × 3.80 m

broadloom · his and hers closets

KitchenMain3.65 × 2.75 m

Ceramic Floor

Living RoomMain6.95 × 3.95 m

Fireplace

BreakfastMain3.65 × 3.65 m

hardwood floor · pot lights · overlooks backyard

RecreationBasement6.55 × 3.80 m

pot lights · walk-up

Bedroom 2Upper5.60 × 3.80 m

Broadloom

SunroomMain5.50 × 2.25 m

ceramic floor · w/o to yard

Moe’s TakeTeam Asgarian · Broker
Worth a personal read

Heads up: the asking price here sits well above what comparable listings suggest. That can point to premium finishes, a bigger lot, or simply an ambitious ask, so it is worth a close look before you offer. I would not put an automatic figure on this one. Tell me you are interested and I will pull the most comparable recent sales and give you a straight answer on what it will really take.

The assigned public school is Highland Creek Public School. EQAO is only one input, and families here also look at French Immersion, boundary, and private options, the full breakdown is below.

What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.

  • Ravine lot: privacy and premium value, but confirm the buildable area and any conservation limits. Worth verifying
  • Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled. Value driver
  • Addition / added square footage: more space lifts value when it is permitted and well integrated, verify the permits. Value driver
  • Development potential: upside only if zoning permits, verify with the city before relying on it. Worth verifying
Comparable listingsCurrently listed nearby in Highland Creek · asking prices
$1.29Mavg asking

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

57A Watson Street$1.15M11 Canmore Boulevard$1.20M7 Conlins Road$2.10M70 Halfmoon Square$850k72 Halfmoon Square$1.15M

The 5 closest of 8 active listings nearby.

See all comparable homes
1.95MThis home1.15M1.20M2.10M850k1.15MThis home vs active comparables
Live market pulseActive comparables in Highland Creek · median list $1.25M
$1,114this home / sqft
21active listings nearby
99days on market
94sold nearby · 90 days
$979Kmedian sold price
98%of asking, on average

98 days longer than the Toronto average (1 days).

View comparable listings
This home
Below area avgAbove area avg

Price per square foot vs the area average.

Neighbourhood & location

Highland Creek, 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.

Birchcliffe-Cliffside
$1.69M
L'Amoreaux
$1.54M
Danforth Village-East York
$1000K
Willowdale East
$3.00M
Bedford Park-Nortown
$4.46M

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 Highland Creek Public School
53%
Highland Creek Public SchoolPublic · Elementary · 0.2 km awayBelow the GTA average · 53% meet the provincial standard
West Hill Collegiate InstituteEQAO results not published

Affordability & Mortgage

Affordability
$8,887/mo
$355KIncome needed
5.5×Price ÷ income
$2,051Weekly 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.

95%mortgage
Mortgage $8,887Property tax $466Total carry $9,354

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 22, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$8,325per month

Mortgage amount $1,560,000 · 4.14% over 25 years

$390,000Down payment (20.0%)
$1,560,000Loan before insurance
$0CMHC premium
$8,791Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$8,325
Property tax
$466
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$8,791

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

One-time closing costs

Ontario land transfer tax
$35,475
Toronto municipal land transfer tax
$35,475
Estimated closing costs
$70,950

Plus your down payment of $390,000. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.14%Qualifying rate
$10,111/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

$937,422Total interest paid
$2,497,422Total of all payments
Principal $1,560,000 Interest $937,422
YearPrincipalInterestBalance
1$36,545$63,351$1,523,455
2$38,074$61,823$1,485,381
3$39,667$60,230$1,445,714
4$41,326$58,571$1,404,388
5$43,054$56,842$1,361,334
6$44,855$55,042$1,316,478
7$46,732$53,165$1,269,747
8$48,686$51,211$1,221,060
9$50,723$49,174$1,170,338
10$52,844$47,052$1,117,493
11$55,055$44,842$1,062,439
12$57,358$42,539$1,005,081
13$59,757$40,140$945,324
14$62,256$37,640$883,068
15$64,860$35,036$818,207
16$67,573$32,323$750,634
17$70,400$29,497$680,234
18$73,345$26,552$606,889
19$76,413$23,484$530,476
20$79,609$20,288$450,868
21$82,939$16,958$367,929
22$86,408$13,489$281,521
23$90,022$9,875$191,499
24$93,788$6,109$97,711
25$97,711$2,186$0

At the end of your 5-year term

Total paid over the term
$499,484
Principal paid down
$198,666
Interest paid
$300,818
Balance remaining
$1,361,334

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
1.4%Est. cap rate

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 $5,595− Insurance $1,400− Vacancy & upkeep $4,158Net operating income $26,647

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

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