108 Cheltenham Ave
Bridle Path-Sunnybrook-York Mills, Toronto, Ontario M4N 1P9
- Bedrooms
- 4+1
- Bathrooms
- 7
- Size
- 3,500–5,000sq ft
- Per sq ft
- $1,353at the range’s middle
- Lot
- 50 x 150 ft
- Tax a year
- $28,5352025 tax year
- Built
- 16-30
- Parking
- 63 built-in
- Days on market
- Members
The brief
About 108 Cheltenham Ave
108 Cheltenham Ave is a 4+1-bedroom, 7-bathroom detached house in Bridle Path-Sunnybrook-York Mills, Toronto, listed for sale at an asking price of $5,750,000 (MLS® C13810464).
This exceptional residence embodies refined contemporary luxury, seamlessly blending sophisticated design with impeccable craftsmanship. Situated on one of Lawrence Park's premier streets, the home captivates immediately with its striking curb appeal & timeless architectural presence. A distinctive custom-built home by Den Bosch & Finchley, the grand foyer opens to expansive principal rooms, including an elegant formal living room with fireplace & Juliette balcony & a spectacular dining room designed for sophisticated entertaining.The Bellini chef's kitchen is both functional & beautifully appointed, featuring an oversized island w/seating, spacious eat-in dining area overlooking the rear gardens, separate servery & a walkout to the upper flagstone terrace. The adjoining family room, complete w/fireplace & custom built-ins, offers the perfect setting for relaxed everyday living. A private office, two powder rooms, a storage closet plus a "rough-in" for elevator complete this level. The serene primary suite is a private sanctuary with his-and-hers walk-in closets & a sumptuous 5-pc ensuite. Three additional bedrooms each feature beautifully appointed ensuite baths, custom walk-in closets, built-ins & integrated desks. A well-appointed second-floor laundry room provides exceptional convenience & functionality for modern family living. The naturally bright, above-grade lower level w/heated floors throughout further expands the living space & is designed for relaxation & entertaining. A spacious media room overlooks the rear gardens & features a fireplace, wet bar w/sink & a fridge, large games room w/walkout to the spectacular private fenced-in yard, a versatile 5th bdrm or gym, a 4-pc washroom & a mudroom w/direct access to a rare heated 3-car garage complete this space. Exceptional storage solutions are thoughtfully incorporated thruout. Set on an exquisitely landscaped 50' x 150' lot in coveted Lawrence Park, this home totals 6,125 sq ft of exceptional living space.
Insights
Condition Score
Good68/1006 condition-related facts documented
Source: Listing age, structured features and disclosed update language; not an inspection.
Cashflow Quality
Shortfall5/100−$23,611/mo against the cost of owning (20% down, 4.8%, 25 yrs)
Source: Median of 127 detached homes with 5 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 home
Key facts
- Tax
- $28,535 / 2025
- MLS® number
- C13810464
- Board
- TRREB MLS®
- Property Type
- Detached
- Building Age
- 16-30
- Days on market
- Size
- 3500-5000 sqft
- Lot Size
- 50 x 150 ft
- Listed on
- Parking
- 3 Built-In, 6 Parking
Property details
Property
- Property Type
- Detached
- Style
- 2-Storey
- Community
- Bridle Path-Sunnybrook-York Mills
- Municipality
- Toronto
Building
- Size
- 3500-5000 sqft
- Building Age
- 16-30
- Construction
- Stucco/Plaster
Inside
- Bedrooms
- 4+1
- Bathrooms
- 7
- Bathroom Details
- 2 × 2pc Main, 2 × 4pc 2nd, 1 × 5pc 2nd, 1 × 3pc 2nd, 1 × 4pc Lower
- Basement Type
- Walk-Out
- Kitchens
- 1
Parking
- Garage Type
- Built-In
- Garage
- 3
- Additional Parking
- 3
- Total Parking
- 6
Utilities
- Water
- Municipal
- Cooling
- Central Air
- Heating Type
- Forced Air
Land
- Sewer
- Sewers
- Frontage
- 50 ft
- Depth
- 150 ft
- Lot Size
- 50 x 150 ft
Additional
- Foundation
- Concrete
- Roof
- Cedar
- Fireplace
- Yes
- Pool
- None
- Den
- Yes
- Family room
- Yes
Rooms
| Room | Size | Features | Level |
|---|---|---|---|
| Foyer | 2.01 × 8.15 m | Heated Floor, Curved Stairs, Limestone Flooring | Main |
| Living | 4.72 × 5.94 m | Fireplace, French Doors, Juliette Balcony | Main |
| Dining | 4.27 × 4.8 m | hardwood floor, Moulded Ceiling, Pantry | Main |
| Office | 4.06 × 4.27 m | B/I Bookcase, hardwood floor, O/Looks Frontyard | Main |
| Kitchen | 4.55 × 6.25 m | Eat-In Kitchen, Breakfast Bar, Centre Island | Main |
| Breakfast | 3.53 × 4.55 m | W/O To Terrace, French Doors, hardwood floor | Main |
| Family | 4.44 × 4.55 m | Fireplace, B/I Shelves, hardwood floor | Main |
| Primary | 4.98 × 5.72 m | 5 Pc Ensuite, His/Hers Closets, hardwood floor | 2nd |
| 2nd Br | 3.89 × 4.11 m | 3 Pc Ensuite, B/I Shelves, hardwood floor | 2nd |
| 3rd Br | 4.11 × 4.67 m | 4 Pc Ensuite, W/I Closet, B/I Desk | 2nd |
| 4th Br | 3.96 × 4.27 m | 4 Pc Ensuite, W/I Closet, B/I Desk | 2nd |
| Laundry | 2.79 × 3.58 m | Laundry Sink, B/I Shelves, Pot Lights | 2nd |
| Media/Ent | 4.47 × 6.88 m | Fireplace, Heated Floor, Bar Sink | Lower |
| Games | 5.05 × 5.87 m | W/O To Patio, Large Window, Heated Floor | Lower |
| Exercise | 4.22 × 4.39 m | 4 Pc Bath, Closet, Heated Floor | Lower |
| Mudroom | 2.16 × 2.79 m | Access To Garage, B/I Shelves, Heated Floor | Lower |
Listing history
Buy/sell history for 108 Cheltenham 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 | $5,750,000 | N/A | For Sale | C13810464 |
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
- $1,150,000
- Total mortgage amount
- $4,600,000
- Total interest payment
- $3,269,900
- Total purchase cost
- $9,019,900
- Mortgage payment
- $26,233/mo
Cash Flow Analysis
If you rented this home out at 20% down
Break-even down payment
92%Monthly carrying cost
$28,611- Rent $5,000
- Shortfall $23,611
Rental income opens at $5,000, the median asking rent of 127 comparable homes for lease in Toronto. 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
- $130,225
- Toronto municipal land transfer tax
- $182,725
- Total land transfer tax
- $312,950
- First-time buyer rebates (Ontario up to $4,000 + Toronto up to $4,475)
- −$8,475
- Total for first-time buyers
- $304,475
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 $5,750,000
- $93,750
- Ontario total
- $130,225
Toronto’s municipal tax has its own higher brackets at this price, so it adds $182,725.
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 Kassaundra Dobson, Broker of Record 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
- Lot area
- 7,500 sq ft697 m²
- Street frontage
- 50 ft15.2 m
- Depth
- 150 ft45.7 m
The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.
Source: the MLS® listing record, measured by MPAC.
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 m1 test or monitoring hole 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
- 46 building permits issued within 250 m in the last 2 years250 m
- Nearest airport: 5.1 km5.1 km
- Mapped parcel: about 7,520 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 CanadaOnly 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 80 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (80 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.80 m
- Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Beanfield Metroconnect, Bell, CIK Telecom, FibreStream. 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
- Not in the mapped ravine protection area
What this means: None of these City records was found at this address. That does not rule out other approvals, such as a conservation authority permit, so check 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 (f18.0; a690)By-law
569-2013Municipality
Toronto1 f18.0
Frontage: at least 18.0 m.
2 a690
Lot area: at least 690 m² per dwelling unit.
3 Where this is written
Chapter 10, section 10.20 of By-law 569-2013
4 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.
New BuildingClosed - Dormant
New sfd detached & demo 1500'
Issued November 12, 1999
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
Changing nearby. 1 open development application within 800 m of this home.
2 VALLEYANNA DROfficial plan or zoning amendmentOMB Appeal
Zoning By-law Amendment Application to permit a three storey (9.6 metre) residential building containing five 3-bed units on the north and east portions of the property. The existing two-storey heritage building on the site would be retained in its entirety. The proposed development includes 10 resident and 2 visitor parking spaces, with vehicular access from Valleyanna Drive.
770 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 Bridle Path-Sunnybrook-York Mills right now
- For sale now
- 70
- Median asking price
- $7.99M
- New in 7 days
- 8
- Price cuts
- 10%
Middle half: $5.12M to $11.4M
15 in 28 days
7 listings
This home is asking 28% below the median.
See all homes in Bridle Path-Sunnybrook-York MillsAsking 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 |
|---|---|---|
| Lawrence Station | TTC subway: Line 1 Yonge-University | 1.1 km |
| Leaside Station | TTC light rail: Line 5 Eglinton | 1.9 km |
| Mount Pleasant Station | TTC light rail: Line 5 Eglinton | 2 km |
| Laird Station | TTC light rail: Line 5 Eglinton | 2.4 km |
| Oriole GO | GO Transit train: Richmond Hill | 4.8 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 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 |
|---|---|---|---|
| Blythwood Junior Public SchoolToronto DSB | Public · grades JK–6 | 700 m | 83%Grade 6 average |
| Sunny View Junior and Senior Public SchoolToronto DSB | Public · grades JK–8 | 700 m | — |
| Blessed Sacrament Catholic SchoolToronto CDSB | Catholic · grades JK–8 · French Immersion | 1.2 km | 82%Grade 6 average |
| École élémentaire Jeanne-LajoieConseil scolaire Viamonde | French-language public · grades JK–6 | 5.5 km | 91%Grade 6 average |
| Secondary | Type | Distance | Grade 9 math 2024–25 |
|---|---|---|---|
| Northern Secondary SchoolToronto DSB | Public · grades 9–12 | 1.7 km | 72%Grade 9 math |
| Lawrence Park Collegiate InstituteToronto DSB | Public · grades 9–12 · French Immersion | 1.8 km | 88%Grade 9 math |
| Loretto Abbey Catholic Secondary SchoolToronto CDSB | Catholic · grades 9–12 | 2.4 km | 64%Grade 9 math |
| École secondaire Étienne-BrûléConseil scolaire Viamonde | French-language public · grades 9–12 | 3.3 km | 77%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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Sold prices in Bridle Path-Sunnybrook-York Mills are shown to signed-in members.