43.6813° N · 79.3741° W — Rosedale-Moore Park, Toronto — MLS® #C14107036
106 Highland Ave
$3,629,000
Rosedale-Moore Park, Toronto, Ontario M4W 2A6
- 4+1
- BedroomsBeds
- 5
- BathroomsBaths
- 2500-3000 sqft2500-3000
- SizeSq ft
- 38.18 x 148.49 ft
- Lot sizeLot
Inquire about this listing
In short · from the listing record
106 Highland Ave is a 4+1-bedroom, 5-bathroom semi-detached house in Rosedale-Moore Park, Toronto, listed for sale at an asking price of $3,629,000 (MLS® C14107036).
There's a certain kind of house that feels made for family life, and 106 Highland Avenue is exactly that. Set well back from the street on an exceptional 39' x 150' lot in prime North Rosedale, this handsome red-brick semi offers privacy, space and permanence. Approximately 4,000 sf (total). Completely renovated in 2015 by architect Peter Higgins, it pairs remarkable craftsmanship with thoughtful, enduring design. Step into the foyer, where heated floors & a fluted wood feature wall offer the first glimpse of the detail found throughout. The main floor features a chef's kitchen with Wolf & Miele appliances and generous island seating, opening to a large dining area. Beyond, the family room overlooks the expansive rear garden, while the elegant living room features a gas fireplace & stone mantel. Upstairs, the private primary suite offers 2 walk-in closets, its own gas fireplace, & a beautifully appointed ensuite with deep soaker tub. A 2nd spacious bedroom includes a 4-piece ensuite & walk-in closet. The 3rd floor features 2 oversized, light-filled bedrooms with custom built-ins, a shared 3-piece bath and an additional laundry room. The L/L is exceptionally functional, with high ceilings & a walkout. A heated-floor mudroom provides plenty of storage, while the expansive rec room offers space to play & work, including a dedicated office area. An additional bedroom or gym, 3-piece bath & laundry room complete the level. Outside, the rear garden is beautifully centred around an elegant fountain, creating a tranquil setting for entertaining. A long private driveway & the home's generous setback create an added sense of privacy, while a covered side storage area keeps bikes, & all the equipment of family life neatly out of the way. Walk to Summerhill Market for Saturday-morning groceries, wander the nearby ravine trails, & enjoy close proximity to Branksome Hall & Whitney Junior P.S.- all while coming home to a quiet, established North Rosedale street.
Listing readings
How it measures up
Scores from the listing record and the market around it.
73Good
Condition score
1 documented update signal
Listing age, structured features and disclosed update language; not an inspection.
15Shortfall
Cash flow quality
−$7,979/mo against the cost of owning (20% down, 4.8%, 25 yrs)
Median of 5 homes with 5 bedrooms for lease in Rosedale-Moore Park 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
- $16,458 / 2026
- MLS® number
- C14107036
- Board
- TRREB MLS®
- Property Type
- Semi-Detached
- Building Age
- 100+
- Time on market
- Size
- 2500-3000 sqft
- Lot Size
- 38.18 x 148.49 ft
- Listed on
- Parking
- None, 2 Parking
Listing history
Listing activity for 106 Highland Ave, Toronto, Ontario
| Date Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| Date StartN/A | N/A | $3,629,000 | N/A | For Sale | C14107036 |
Inside
Room by room
From the listing.
- Living4.14 × 5.08 mhardwood floor, Gas Fireplace, O/Looks Frontyard
- Dining3.78 × 4.78 mhardwood floor, Open Concept, O/Looks Family
- Kitchen8.99 × 15.75 mhardwood floor, Centre Island, Breakfast Bar
- Family3.25 × 3.45 mhardwood floor, French Doors, W/O To Garden
- Rec4.78 × 5.11 mhardwood floor, Above Grade Window, Pot Lights
- 5th Br2.95 × 4.27 mhardwood floor, Above Grade Window, Closet
- Primary3.66 × 4.04 mGas Fireplace, W/I Closet, 5 Pc Ensuite
- Room 63.28 × 5.61 mhardwood floor, W/I Closet, 4 Pc Ensuite
- 3rd Br3.86 × 5.23 mhardwood floor, B/I Closet, Skylight
- 4th Br3.35 × 4.98 mhardwood floor, Large Closet, Closet Organizers
Property
- Property Type
- Semi-Detached
- Style
- 2 1/2 Storey
- Community
- Rosedale-Moore Park
- Municipality
- Toronto
Building
- Size
- 2500-3000 sqft
- Building Age
- 100+
- Construction
- Brick
Inside
- Bedrooms
- 4+1
- Bathrooms
- 5
- Bathroom Details
- 1 × 2pc Main, 1 × 4pc 2nd, 1 × 5pc 2nd, 1 × 3pc 3rd, 1 × 3pc Bsmt
- Basement Type
- Finished
- Kitchens
- 1
Parking
- Driveway
- Private
- Garage Type
- None
- Additional Parking
- 2
- Total Parking
- 2
Utilities
- Water
- Municipal
- Cooling
- Central Air
- Heating Type
- Forced Air
Land
- Sewer
- Sewers
- Frontage
- 38.18 ft
- Depth
- 148.49 ft
- Lot Size
- 38.18 x 148.49 ft
Where it sits
The street and the area
Asking prices on the map.
Map and tour
Transit nearby
| Station | Lines | Distance |
|---|---|---|
| Castle Frank Station | TTC subway: Line 2 Bloor-Danforth | 950 m |
| Sherbourne Station | TTC subway: Line 2 Bloor-Danforth | 1 km |
| Rosedale Station | TTC subway: Line 1 Yonge-University | 1.3 km |
| Mount Pleasant Station | TTC light rail: Line 5 Eglinton | 3.3 km |
| Union Station | TTC subway: Line 1 Yonge-UniversityGO Transit train: Barrie, Kitchener, Lakeshore East, Lakeshore West, Milton, Richmond Hill, StouffvilleUP Express train | 4 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.
Site report
What the record says
What the City and the conservation authority have on file for this address.
- Heritage and ravineAppliesOn the Heritage Register — Part V, by-law 749-2004
- Heritage and ravineAppliesIn the Rosedale North Heritage Conservation District, by-law 749-2004
- Heritage and ravineNone foundNot in the mapped ravine protection area
- ZoningRD (f12.0; d0.6) (x1281)Residential Detached zone (RD) · Chapter 10, section 10.20 of By-law 569-2013 · Exception 900.3.10(1281)
- Permits1 clearedPorch Issued September 22, 2025
- Signals nearbyNone openNo open development applications within 800 m of this home.
- ca regulatedNone in rangeNot in Toronto and Region Conservation Authority’s mapped regulated area
- provincial plansNone in rangeOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areas
- wetlandNone in rangeNo mapped wetland within 120 m
- aggregateNone in rangeNo licensed pit or quarry within 2 km
- wellsNone in rangeNo recorded oil, gas or salt well within 250 m
- railOn recordNearest rail line: 530 m
- trailOn recordA trail on the Ontario trail network within 1 km
- permitsOn record29 building permits issued within 250 m in the last 2 years
- airportOn recordNearest airport: 5.4 km
- parcelOn recordMapped parcel: about 3,910 sq ft Measured from the municipal parcel map, which can differ from the survey and from the lot size in the listing.
- water wellsNone in rangeNo water-supply well recorded within 250 m 8 test or monitoring holes also recorded.
- npriNone in rangeNo facility within 1 km reports pollutant releases to Environment Canada The nearest is City of Toronto — North Toronto Treatment Plant, 2.5 km away. Only facilities above the inventory’s reporting thresholds are listed.
- fcsiNone in rangeNo federal contaminated site within 1 km The federal inventory covers federal land only; it says nothing about provincial or private sites.
- electricityOn recordElectricity is distributed here by Toronto Hydro-Electric System Limited
- internet speedOn recordWired internet 50/10 Mbps or faster is listed at a household 50 m away Fixed 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.
- broadbandOn recordAcross the surrounding area: fibre to the home, cable, DSL internet listed Fibre to the home: Beanfield Metroconnect, Bell, CIK Telecom, Dotto One, FibreStream, Rally, 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.
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.
Each record is the map at the home’s location, not an inspection. Confirm anything that matters with the municipality, Toronto and Region Conservation Authority or the record’s publisher.
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. 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.
Lot
- Street frontage
- 38.18 ft11.6 m
- Depth
- 148.49 ft45.3 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.
Land transfer tax on this home
- Ontario land transfer tax
- $77,200
- Toronto municipal land transfer tax
- $83,490
- Total land transfer tax
- $160,690
- First-time buyer rebates (Ontario up to $4,000 + Toronto up to $4,475)
- −$8,475
- Total for first-time buyers
- $152,215
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 $3,629,000
- $40,725
- Ontario total
- $77,200
Toronto’s municipal tax has its own higher brackets at this price, so it adds $83,490.
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
- Rosedale Junior Public SchoolToronto DSBPublic · grades JK–6100%Grade 6 average750 m
- Whitney Junior Public SchoolToronto DSBPublic · grades JK–696%Grade 6 average750 m
- Our Lady of Perpetual Help Catholic SchoolToronto CDSBCatholic · grades JK–892%Grade 6 average1 km
- École élémentaire Gabrielle-RoyConseil scolaire ViamondeFrench-language public · grades JK–696%Grade 6 average2.8 km
SecondaryGrade 9 math 2024–25
- Rosedale Heights School of the ArtsToronto DSBPublic · grades 9–1266%Grade 9 math1 km
- Msgr Fraser College (Isabella Campus)Toronto CDSBCatholic · grades 9–12—1.3 km
- CALC Secondary SchoolToronto DSBPublic · grades 9–12—1.3 km
- Collège français secondaireConseil scolaire ViamondeFrench-language public · grades 9–1286%Grade 9 math2.1 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
$17,929
- Mortgage$16,557
- Property tax$1,372
A planning figure, not a quote.
Land transfer tax
$160,690
$152,215 for first-time buyers; Toronto adds its own tax.
Rent, similar homes
$9,950
a month, median asking rent of 5 similar homes in Rosedale-Moore Park.
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.