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For SaleDetached · 2-StoreyMLS® #W14154750 · TRREB MLS®

66 Old Mill Rd, Toronto, Ontario

Kingsway South, Toronto, Ontario M8X 1G8

Bedrooms
3
Lot Size
100 x 125.95 ft
Bathrooms
2
Type
Detached
Basement
Finished

$5,000,000

Estimated market value

About 66 Old Mill Rd

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.

Insights

  • Condition Score

    Good
    68out of 100

    6 condition-related facts documented

    Source: Listing age, structured features and disclosed update language; not an inspection.

  • Cashflow Quality

    Shortfall
    5out of 100

    −$21,507/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Source: Median of 405 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.

Key facts

Tax
$18,554 / 2026
MLS® number
W14154750
Board
TRREB MLS®
Property Type
Detached
Building Age
51-99
Days on market
Size
1500-2000 sqft
Lot Size
100 x 125.95 ft
Listed on
Parking
1 Detached, 9 Parking
Listing brokerage: ROYAL LEPAGE REAL ESTATE SERVICES LTD.Data source: TRREB MLS®Information deemed reliable but not guaranteed. Contained information is subject to errors, omissions, and changes without notice. Information should be independently verified.

Listing history

Buy/sell history for 66 Old Mill Rd, Toronto, Ontario

Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.

Date StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$5,000,000N/AFor SaleW14154750

Members see the full history. Prices are hidden from signed-out visitors.

Estimate

Estimated value requires sign in

Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.

The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Domin Kurian for a full comparative market analysis.

Property details

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
125.95 ft
Lot Size
100 x 125.95 ft

Additional

Foundation
Block
Roof
Asphalt Shingle
Fireplace
Yes
Pool
None
Den
Yes
Family room
Yes
Extras
Existing stainless steel appliances: LG fridge, Frigidaire stove, Samsung dishwasher; Samsung washer and Samsung dryer; existing electric light fixtures, existing window coverings, broadloom where laid, gas boiler and equipment (2026), inground sprinkler system, exterior mounted camera.

Rooms

RoomSizeFeaturesLevel
Foyer2.34 × 3.3 mTile Floor, ClosetMain
Living4.27 × 6.76 mFireplace, Picture Window, BroadloomMain
Dining3.58 × 4.57 mhardwood floor, Bay Window, Formal RmMain
Den3.3 × 3.58 mhardwood floor, Closed Fireplace, Leaded GlassFlat
Kitchen2.51 × 3.58 mTile Floor, Window, PantryMain
Primary3.94 × 4.72 mW/O To Balcony, Closet, O/Looks Backyard2nd
Other1.88 × 2.59 mW/I Closet, Double Closet, Broadloom2nd
Br2.82 × 3.61 mB/I Bookcase, Large Closet, Broadloom2nd
Br2.97 × 3.61 mO/Looks Backyard, Closet, Broadloom2nd
Family4.22 × 6.55 mStone Fireplace, Above Grade Window, Ceramic FloorLower
Laundry3.58 × 7.92 mDouble SinkLower

Map and tour

Detached homes for sale in Kingsway South right now

For sale now
17
Median asking price
$2.69M

Middle half: $2M to $3.3M

New in 7 days
3

9 in 28 days

Price cuts
6%

1 listing

This home is asking 86% above the median, higher than three quarters of them.

See all homes in Kingsway South

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Signals around this home

Changing nearby

Changing nearby. 2 open development applications within 800 m of this home.

  • 69 OLD MILL TEROfficial plan or zoning amendmentUnder Review

    Proposed 39-storey residential building (135.4 metres), inclusive of a 5-storey base building. The proposed building would have a total gross floor area of 27,713.46 square metres and a floor space index of 14.63. 345 new residential units are proposed, as well as 26 rental-replacement units. 82 vehicular parking spaces in 4 levels of underground parking, as well as 279 bike parking spaces and one Type G loading space are also proposed.


    270 m away

  • 69 OLD MILL TERSite planUnder Review

    Proposed 39-storey residential building (135.4 metres), inclusive of a 5-storey base building. The proposed building would have a total gross floor area of 27,713.46 square metres and a floor space index of 14.63. 345 new residential units are proposed, as well as 26 rental-replacement units. 82 vehicular parking spaces in 4 levels of underground parking, as well as 279 bike parking spaces and one Type G loading space are also proposed.


    270 m away

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.

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.

Heritage and ravine protection

  • Not found on the Heritage Register
  • Not in a mapped Heritage Conservation District
  • In the mapped Ravine and Natural Feature Protection area

What this means: 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 Heritage Register, Heritage Conservation Districts and the Ravine and Natural Feature Protection by-law, read at this address from the City’s maps. Contains information licensed under the Open Government Licence – Toronto.

Permit history

No building permits on file at this address.

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
St Pius X Catholic SchoolToronto CDSBCatholic · grades JK–8900 m87%Grade 6 average
Humbercrest Public SchoolToronto DSBPublic · grades JK–8 · French Immersion1.1 km88%Grade 6 average
Warren Park Junior Public SchoolToronto DSBPublic · grades JK–61.3 km76%Grade 6 average
ÉÉC Sainte-Marguerite-d'YouvilleConseil scolaire catholique MonAvenirFrench-language Catholic · grades JK–81.9 km87%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Runnymede Collegiate InstituteToronto DSBPublic · grades 9–12 · French Immersion1.4 km15%Grade 9 math
Western Technical & Commercial SchoolToronto DSBPublic · grades 9–121.9 km53%Grade 9 math
Bishop Allen Academy Catholic Secondary SchoolToronto CDSBCatholic · grades 9–12 · French Immersion2.1 km81%Grade 9 math
École secondaire Toronto OuestConseil scolaire ViamondeFrench-language public · grades 9–124.5 km82%Grade 9 math

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.

Transit nearby

StationLinesDistance
Old Mill StationTTC subway: Line 2 Bloor-Danforth150 m
Jane StationTTC subway: Line 2 Bloor-Danforth1 km
Royal York StationTTC subway: Line 2 Bloor-Danforth1.2 km
Kipling StationTTC subway: Line 2 Bloor-DanforthGO Transit train: Milton3.6 km
Mount Dennis StationTTC light rail: Line 5 EglintonGO Transit train: KitchenerUP Express train4.2 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.

Zoning

Zone

RD (f22.5; a1670; d0.45) (x35)

By-law

569-2013

Municipality

Toronto
Residential Detached zone (RD)
  1. 1 f22.5

    Frontage: at least 22.5 m.

  2. 2 a1670

    Lot area: at least 1670 m² per dwelling unit.

  3. 3 d0.45

    Density: floor area is capped at 0.45 times the lot area.

  4. 4 x35

    Site-specific exception 35: this site has rules of its own, written in the by-law.

  5. 5 Where this is written

    Chapter 10, section 10.20 of By-law 569-2013 · Exception 900.3.10(35)

  6. 6 What that means in practice

    These are the zone’s rules, not permission for this lot. What can be built also depends on the exceptions, overlays and setbacks that apply here. Confirm with the City before you plan.

City of Toronto Zoning By-law 569-2013, read at this address from the City’s zoning map. Open the City’s zoning map. Contains information licensed under the Open Government Licence – Toronto.

Lot

Street frontage
100 ft30.5 m
Depth
125.95 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.

Comparable sales

Comparable sales require sign in

Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.

Mortgage Calculator

Plan with the current asking price

20% · $1,000,000

CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.

Mortgage Details

4.8% · 5-year term · 25-year amortization · 20% down

Total down payment
$1,000,000
Total mortgage amount
$4,000,000
Total interest payment
$2,843,300
Total purchase cost
$7,843,300
Mortgage payment
$22,811/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

95%

Monthly carrying cost

$24,357
−$21,507per month
  • Rent $2,850
  • Shortfall $21,507

Rental income opens at $2,850, the median asking rent of 405 comparable homes for lease in Toronto. Type over it with the rent you expect. This is a planning tool, not advice.

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