43.6514° N · 79.4963° W — Kingsway South, Toronto — MLS® #W14154750
66 Old Mill Rd
$5,000,000
Kingsway South, Toronto, Ontario M8X 1G8
- 3
- BedroomsBeds
- 2
- BathroomsBaths
- 1500-2000 sqft1500-2000
- SizeSq ft
- 100 x 125.98 ft
- Lot sizeLot
Inquire about this listing
In short · from the listing record
66 Old Mill Rd is a 3-bedroom, 2-bathroom detached house in Kingsway South, Toronto, listed for sale at an asking price of $5,000,000 (MLS® W14154750).
Nestled within Robert Home Smith's master-planned "Bridge End" and "Old Mill" subdivisions of the Humber Valley Surveys, 66 Old Mill Road is a rare piece of architectural history. Built in 1946, this original 3-bedroom, 2-bathroom stone home exemplifies Home Smith's strict design principles, showcasing iconic elements including striking stone accents, prominent gables, and classic leaded glass windows. Set on an exceptional plot featuring 100 feet of frontage directly on Old Mill Road, the property boasts abundant tableland overlooking breathtaking views of the Humber River. Inside, the home retains its rich character and original craftsmanship. Highlights include a bright primary bedroom with a separate dressing room and a walkout to a private balcony overlooking the river, as well as a finished lower-level family room with a seamless walkout to the grounds. A blank canvas with incredible original and charming details, ready for your unique touch! Complete with two private driveways and detached garage, this prime address offers an unmatched setting just steps from the Old Mill Subway Station, the historic Old Mill, and the scenic trails of Humber River Parkland.
Listing readings
How it measures up
Scores from the listing record and the market around it.
68Good
Condition score
6 condition-related facts documented
Listing age, structured features and disclosed update language; not an inspection.
5Shortfall
Cash flow quality
−$21,557/mo against the cost of owning (20% down, 4.8%, 25 yrs)
Median of 403 detached homes with 3 bedrooms for lease in Toronto right now. Cost of owning counts the mortgage and property tax.
Condition uses listing-record signals, not an inspection.
The data table
Every fact
Everything the board publishes for this home.
- Tax
- $18,554 / 2026
- MLS® number
- W14154750
- Board
- TRREB MLS®
- Property Type
- Detached
- Building Age
- 51-99
- Time on market
- Size
- 1500-2000 sqft
- Lot Size
- 100 x 125.98 ft
- Listed on
- Parking
- 1 Detached, 9 Parking
Listing history
Listing activity for 66 Old Mill Rd, Toronto, Ontario
| Date Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| Date StartN/A | N/A | $5,000,000 | N/A | For Sale | W14154750 |
Inside
Room by room
From the listing.
- Foyer2.34 × 3.3 mTile Floor, Closet
- Living4.27 × 6.76 mFireplace, Picture Window, Broadloom
- Dining3.58 × 4.57 mhardwood floor, Bay Window, Formal Rm
- Kitchen2.51 × 3.58 mTile Floor, Window, Pantry
- Family4.22 × 6.55 mStone Fireplace, Above Grade Window, Ceramic Floor
- Laundry3.58 × 7.92 mDouble Sink
- Den3.3 × 3.58 mhardwood floor, Closed Fireplace, Leaded Glass
- Primary3.94 × 4.72 mW/O To Balcony, Closet, O/Looks Backyard
- Other1.88 × 2.59 mW/I Closet, Double Closet, Broadloom
- Br2.82 × 3.61 mB/I Bookcase, Large Closet, Broadloom
- Br2.97 × 3.61 mO/Looks Backyard, Closet, Broadloom
Property
- Property Type
- Detached
- Style
- 2-Storey
- Community
- Kingsway South
- Municipality
- Toronto
Building
- Size
- 1500-2000 sqft
- Building Age
- 51-99
- Construction
- Stone
Inside
- Bedrooms
- 3
- Bathrooms
- 2
- Bathroom Details
- 1 × 4pc 2nd, 1 × 3pc Lower
- Basement Type
- Finished
- Kitchens
- 1
Parking
- Driveway
- Private, Pvt Double
- Garage Type
- Detached
- Garage
- 1
- Additional Parking
- 8
- Total Parking
- 9
Utilities
- Water
- Municipal
- Cooling
- None
- Heating Type
- Water
Land
- Sewer
- Sewers
- Frontage
- 100 ft
- Depth
- 125.98 ft
- Lot Size
- 100 x 125.98 ft
Where it sits
The street and the area
Asking prices on the map.
Map and tour
Transit nearby
| Station | Lines | Distance |
|---|---|---|
| Old Mill Station | TTC subway: Line 2 Bloor-Danforth | 150 m |
| Jane Station | TTC subway: Line 2 Bloor-Danforth | 1 km |
| Royal York Station | TTC subway: Line 2 Bloor-Danforth | 1.2 km |
| Kipling Station | TTC subway: Line 2 Bloor-DanforthGO Transit train: Milton | 3.6 km |
| Mount Dennis Station | TTC light rail: Line 5 EglintonGO Transit train: KitchenerUP Express train | 4.2 km |
The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: TTC schedule data (GTFS) from the Toronto Transit Commission under the Open Government Licence – Toronto; GO Transit and UP Express schedule data (GTFS) from Metrolinx under the Open Government Licence – Ontario – Metrolinx, downloaded October 18, 2026. Contains information licensed under the Open Government Licence – Toronto. Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service. Contains information licensed under the Open Government Licence – Ontario – Metrolinx.
Around it
Detached in Kingsway South
Active listings only, today.
Detached homes for sale in Kingsway South right now
- For sale now
- 20
- Median asking price
- $2.94M
- New in 7 days
- 4
- Price cuts
- 10%
Middle half: $2.3M to $3.56M
10 in 28 days
2 listings
This home is asking 70% above the median, higher than three quarters of them.
See all homes in Kingsway SouthAsking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.
Site report
What the record says
What the City and the conservation authority have on file for this address.
- Heritage and ravineNone foundNot found on the Heritage Register
- Heritage and ravineNone foundNot in a mapped Heritage Conservation District
- Heritage and ravineAppliesIn the mapped Ravine and Natural Feature Protection area
- ZoningRD (f22.5; a1670; d0.45) (x35)Residential Detached zone (RD) · Chapter 10, section 10.20 of By-law 569-2013 · Exception 900.3.10(35)
- PermitsNone on fileNo building permits on file at this address.
- Signals nearby2 to note69 OLD MILL TER, Site plan, 270 m away · 69 OLD MILL TER, Official plan or zoning amendment, 270 m away
Changes outside the house, and tree removal, may need the City’s review on top of the usual permits. Ask the City before you plan work.
City of Toronto Open Data and zoning map, read at this address. Contains information licensed under the Open Government Licence – Toronto. City of Toronto Open Data — Development Applications and Building Permits (cleared permits since 2017). An application is a proposal: it may change, be refused or never be built. Contains information licensed under the Open Government Licence – Toronto.
Lot
- Street frontage
- 100 ft30.5 m
- Depth
- 125.98 ft38.4 m
The record marks this lot irregular, so its area is not the frontage multiplied by the depth. It is not given here. Confirm with a survey before you buy.
Source: the MLS® listing record, measured by Survey.
Land transfer tax on this home
- Ontario land transfer tax
- $111,475
- Toronto municipal land transfer tax
- $141,475
- Total land transfer tax
- $252,950
- First-time buyer rebates (Ontario up to $4,000 + Toronto up to $4,475)
- −$8,475
- Total for first-time buyers
- $244,475
See how this is worked out
- 0.5% on the first $55,000
- $275
- 1.0% from $55,000 to $250,000
- $1,950
- 1.5% from $250,000 to $400,000
- $2,250
- 2.0% from $400,000 to $2,000,000
- $32,000
- 2.5% from $2,000,000 to $5,000,000
- $75,000
- Ontario total
- $111,475
Toronto’s municipal tax has its own higher brackets at this price, so it adds $141,475.
An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.
Schools
Nearest schools
Straight-line distances. Check catchments with the board.
ElementaryEQAO average 2024–25
- St Pius X Catholic SchoolToronto CDSBCatholic · grades JK–887%Grade 6 average900 m
- Humbercrest Public SchoolToronto DSBPublic · grades JK–8 · French Immersion88%Grade 6 average1.1 km
- Warren Park Junior Public SchoolToronto DSBPublic · grades JK–676%Grade 6 average1.3 km
- ÉÉC Sainte-Marguerite-d'YouvilleConseil scolaire catholique MonAvenirFrench-language Catholic · grades JK–887%Grade 6 average1.9 km
SecondaryGrade 9 math 2024–25
- Runnymede Collegiate InstituteToronto DSBPublic · grades 9–12 · French Immersion15%Grade 9 math1.4 km
- Western Technical & Commercial SchoolToronto DSBPublic · grades 9–1253%Grade 9 math1.9 km
- Bishop Allen Academy Catholic Secondary SchoolToronto CDSBCatholic · grades 9–12 · French Immersion81%Grade 9 math2.1 km
- École secondaire Toronto OuestConseil scolaire ViamondeFrench-language public · grades 9–1282%Grade 9 math4.5 km
EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.
Searches this home is in
Keep looking
The ledger
What it costs to own
Worked out for this home. Change any number.
A month, all in
$24,357
- Mortgage$22,811
- Property tax$1,546
A planning figure, not a quote.
Land transfer tax
$252,950
$244,475 for first-time buyers; Toronto adds its own tax.
Rent, similar homes
$2,800
a month, median asking rent of 403 similar homes in Toronto.
Community
Who lives around it
Similar homes
You might also like
For sale nearby at a similar price.
Shemeer AhmadVALERY REAL ESTATE INC.
Want to see it this week?
Ask me anything about this home, or what fair looks like nearby.