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MLS® W14154750For SaleDetached

66 Old Mill Rd

Kingsway South, Toronto, Ontario M8X 1G8

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66 Old Mill Rd, Toronto, photo 1
Asking$5,000,000
Bedrooms
3
Bathrooms
2
Size
1,500–2,000sq ft
Per sq ft
$2,857at the range’s middle
Lot
100 x 125.95 ft
Tax a year
$18,5542026 tax year
Built
51-99
Parking
91 detached
Days on market
Members

The brief

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

    6 condition-related facts documented

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

  • Cashflow Quality

    Shortfall

    −$20,457/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Source: Median of 5 homes with 3 bedrooms for lease in Kingsway South right now. Cost of owning counts the mortgage and property tax.

Condition uses listing-record signals, not an inspection.

The home

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.

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

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.

The numbers

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

92%

Monthly carrying cost

$24,357
−$20,457per month
  • Rent $3,900
  • Shortfall $20,457

Rental income opens at $3,900, the median asking rent of 5 comparable homes for lease in Kingsway South. Type over it with the rent you expect. This is a planning tool, not advice.

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.

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 Yossi Kaplan, MBA, Salesperson for a full comparative market analysis.

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.

The land

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.

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

15 records · 11 on fileRead 2026-11-09
250 m500 m1 km2 kmBeyond · area-wideInside Toronto and Region Conservation Authority’s mapped regulated areaA mapped wetland is within 120 mNo water-supply well recorded within 250 mInside the Greenbelt (Urban River Valley)Mapped parcel: about 6,440 sq ft7 building permits issued within 250 m in the last 2 yearsNearest airport: 7.8 kmA trail on the Ontario trail network within 1 kmNo licensed pit or quarry within 2 kmNo recorded oil, gas or salt well within 250 mNo facility within 1 km reports pollutant releases to Environment Canada1 federal contaminated site within 1 kmElectricity is distributed here by Toronto Hydro-Electric System LimitedWired internet 50/10 Mbps or faster is listed at a household 50 m awayAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record Checked, none on record

Water and conservation3

  • Inside Toronto and Region Conservation Authority’s mapped regulated areaHere the area is drawn from flood hazard, crest of slope, river meander belt, wetland mapping. Work on the property, such as an addition or grading, may need a permit from Toronto and Region Conservation Authority. It does not mean the house floods.At the address
  • A mapped wetland is within 120 mDevelopment close to a wetland can need extra review.120 m
  • No water-supply well recorded within 250 m7 test or monitoring holes also recorded.250 m

Toronto and Region Conservation Authority · Province of Ontario open data

Planning and building activity4

  • Inside the Greenbelt (Urban River Valley)These provincial plans set policies on new buildings, new lots and some changes to the land; the municipality can say which apply to this property.At the address
  • 7 building permits issued within 250 m in the last 2 years250 m
  • Nearest airport: 7.8 km7.8 km
  • Mapped parcel: about 6,440 sq ftMeasured from the municipal parcel map, which can differ from the survey and from the lot size in the listing.At the address

Province of Ontario open data · Municipal building permits · toronto.parcels

Around the home1

  • A trail on the Ontario trail network within 1 km1 km

Province of Ontario open data

Environmental records4

  • No licensed pit or quarry within 2 km2 km
  • No recorded oil, gas or salt well within 250 m250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaThe nearest is Cintas Canada Limited — Cintas Dundas, 1.9 km away. Only facilities above the inventory’s reporting thresholds are listed.1 km
  • 1 federal contaminated site within 1 kmAll of them are closed. The federal inventory covers federal land only, not provincial or private sites.1 km

Province of Ontario open data · Government of Canada open data

Power and internet3

  • Electricity is distributed here by Toronto Hydro-Electric System LimitedAt the address
  • Wired internet 50/10 Mbps or faster is listed at a household 50 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (50 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.50 m
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Beanfield Metroconnect, Bell, FibreStream, Rogers. Cable: Rogers. DSL: Bell. Fixed wireless: Rogers, Routcom, SkyChoice Communications. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide

Ontario Energy Board · Innovation, Science and Economic Development Canada

Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Toronto and Region Conservation Authorityor the record’s publisher.

Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information licensed under the Open Government Licence – Toronto. Contains information made available under the Toronto and Region Conservation Authority Open Data Licence v1.0.

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.

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.

Permit history

No building permits on file at this address.

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 34-storey residential building (120 metres), inclusive of a 5-storey base building. The proposed building would have a total gross floor area of 24,347.7 square metres and a floor space index of 12.85. 325 new residential units are proposed, including 26 rental-replacement units. 82 vehicular parking spaces in 4 levels of underground parking, as well as 244 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.

The market

Detached homes for sale in Kingsway South right now

For sale now
15
Median asking price
$2.69M

Middle half: $2.2M to $3.52M

New in 7 days
1

7 in 28 days

Price cuts
7%

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.

Market area · filters apply to the charts below

The street

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.

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.

The verdict

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Recently sold nearby

Sold prices in Kingsway South are shown to signed-in members.

Email Yossi Kaplan, MBA, Salesperson