106 Highland Ave
Rosedale-Moore Park, Toronto, Ontario M4W 2A6
- Bedrooms
- 4+1
- Bathrooms
- 5
- Size
- 2,500–3,000sq ft
- Per sq ft
- $1,320at the range’s middle
- Lot
- 38.18 x 148.49 ft
- Tax a year
- $16,4582026 tax year
- Built
- 100+
- Parking
- 2none
- Days on market
- Members
The brief
About 106 Highland Ave
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.
Insights
Condition Score
Good73/1001 documented update signal
Source: Listing age, structured features and disclosed update language; not an inspection.
Cashflow Quality
Shortfall15/100−$7,979/mo against the cost of owning (20% down, 4.8%, 25 yrs)
Source: 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 home
Key facts
- Tax
- $16,458 / 2026
- MLS® number
- C14107036
- Board
- TRREB MLS®
- Property Type
- Semi-Detached
- Building Age
- 100+
- Days on market
- Size
- 2500-3000 sqft
- Lot Size
- 38.18 x 148.49 ft
- Listed on
- Parking
- None, 2 Parking
Property details
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
Additional
- Foundation
- Concrete
- Roof
- Asphalt Shingle
- Fireplace
- Yes
- Pool
- None
- Den
- Yes
- Family room
- Yes
- Extras
- Wolf 6 Burner Gas Stove; Fisher & Paykel Fridge; Miele: paneled dishwasher, built-in coffee machine, wall oven/microwave; Whirlpool front load washer & dryer; stackable Miele Washer & Dryer; Perlick wine fridge; All electrical light fixtures; All window coverings; Alarm system with 4 outdoor cameras (monitoring extra); wired ceiling speakers with Sonos System; Backyard irrigation system + wired Bose speakers.
Rooms
| Room | Size | Features | Level |
|---|---|---|---|
| Living | 4.14 × 5.08 m | hardwood floor, Gas Fireplace, O/Looks Frontyard | Main |
| Dining | 3.78 × 4.78 m | hardwood floor, Open Concept, O/Looks Family | Main |
| Kitchen | 8.99 × 15.75 m | hardwood floor, Centre Island, Breakfast Bar | Main |
| Family | 3.25 × 3.45 m | hardwood floor, French Doors, W/O To Garden | Main |
| Primary | 3.66 × 4.04 m | Gas Fireplace, W/I Closet, 5 Pc Ensuite | 2nd |
| Room 6 | 3.28 × 5.61 m | hardwood floor, W/I Closet, 4 Pc Ensuite | 2nd |
| 3rd Br | 3.86 × 5.23 m | hardwood floor, B/I Closet, Skylight | 3rd |
| 4th Br | 3.35 × 4.98 m | hardwood floor, Large Closet, Closet Organizers | 3rd |
| Rec | 4.78 × 5.11 m | hardwood floor, Above Grade Window, Pot Lights | Lower |
| 5th Br | 2.95 × 4.27 m | hardwood floor, Above Grade Window, Closet | Lower |
Listing history
Buy/sell history for 106 Highland Ave, Toronto, Ontario
Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.
| Date Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| Date StartN/A | N/A | $3,629,000 | N/A | For Sale | C14107036 |
Members see the full history. Prices are hidden from signed-out visitors.
The numbers
Mortgage Calculator
Plan with the current asking price
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
- $725,800
- Total mortgage amount
- $2,903,200
- Total interest payment
- $2,063,900
- Total purchase cost
- $5,692,900
- Mortgage payment
- $16,557/mo
Cash Flow Analysis
If you rented this home out at 20% down
Break-even down payment
59%Monthly carrying cost
$17,929- Rent $9,950
- Shortfall $7,979
Rental income opens at $9,950, the median asking rent of 5 comparable homes for lease in Rosedale-Moore Park. 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
- $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.
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
- 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 and environment
Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.
Water and conservation3
- Not in Toronto and Region Conservation Authority’s mapped regulated areaAt the address
- No mapped wetland within 120 m120 m
- No water-supply well recorded within 250 m8 test or monitoring holes also recorded.250 m
Toronto and Region Conservation Authority · Province of Ontario open data
Planning and building activity4
- Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasAt the address
- 29 building permits issued within 250 m in the last 2 years250 m
- Nearest airport: 5.4 km5.4 km
- Mapped parcel: about 3,910 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 home2
- Nearest rail line: 530 m530 m
- 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 City of Toronto — North Toronto Treatment Plant, 2.5 km away. Only facilities above the inventory’s reporting thresholds are listed.1 km
- No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about 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, 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.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
- On the Heritage Register — Part V, by-law 749-2004
- In the Rosedale North Heritage Conservation District, by-law 749-2004
- Not in the mapped ravine 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 (f12.0; d0.6) (x1281)By-law
569-2013Municipality
Toronto1 f12.0
Frontage: at least 12.0 m.
2 d0.6
Density: floor area is capped at 0.6 times the lot area.
3 x1281
Site-specific exception 1281: this site has rules of its own, written in the by-law.
4 Where this is written
Chapter 10, section 10.20 of By-law 569-2013 · Exception 900.3.10(1281)
5 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
1 building permit cleared at this address in the City’s file.
PorchClosed
Proposal to reconstruct the porch at the front of an existing SFD-semi dwelling.
Issued September 22, 2025
City of Toronto Open Data — cleared building permits, which begin in 2017. Contains information licensed under the Open Government Licence – Toronto.
Signals around this home
No open development applications within 800 m of this home.
The market
Semi-detached homes for sale in Rosedale-Moore Park right now
- For sale now
- 5
- Median asking price
- $3.15M
- New in 7 days
- 2
- Price cuts
- 0%
Middle half: $3M to $3.63M
4 in 28 days
0 listings
This home is asking 15% above the median.
See all homes in Rosedale-Moore ParkAsking 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
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.
Schools nearby
| Elementary | Type | Distance | EQAO average 2024–25 |
|---|---|---|---|
| Rosedale Junior Public SchoolToronto DSB | Public · grades JK–6 | 750 m | 100%Grade 6 average |
| Whitney Junior Public SchoolToronto DSB | Public · grades JK–6 | 750 m | 96%Grade 6 average |
| Our Lady of Perpetual Help Catholic SchoolToronto CDSB | Catholic · grades JK–8 | 1 km | 92%Grade 6 average |
| École élémentaire Gabrielle-RoyConseil scolaire Viamonde | French-language public · grades JK–6 | 2.8 km | 96%Grade 6 average |
| Secondary | Type | Distance | Grade 9 math 2024–25 |
|---|---|---|---|
| Rosedale Heights School of the ArtsToronto DSB | Public · grades 9–12 | 1 km | 66%Grade 9 math |
| Msgr Fraser College (Isabella Campus)Toronto CDSB | Catholic · grades 9–12 | 1.3 km | — |
| CALC Secondary SchoolToronto DSB | Public · grades 9–12 | 1.3 km | — |
| Collège français secondaireConseil scolaire Viamonde | French-language public · grades 9–12 | 2.1 km | 86%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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