43.6801° N · 79.3833° W — Rosedale-Moore Park, Toronto — MLS® #C13227720
82 Chestnut Park Rd
$12,500,000
Rosedale-Moore Park, Toronto, Ontario M4W 2R3
- 4+1
- BedroomsBeds
- 6
- BathroomsBaths
- 5000 + sqft5000 +
- SizeSq ft
- 85.55 x 142.88 ft
- Lot sizeLot
Inquire about this listing
In short · from the listing record
82 Chestnut Park Rd is a 4+1-bedroom, 6-bathroom detached house in Rosedale-Moore Park, Toronto, listed for sale at an asking price of $12,500,000 (MLS® C13227720).
Extremely rare endless summer escape in a poolside paradise with 7-Star resort-style luxury! Experience the ultimate retreat in the most sought-after and prestigious Rosedale neighborhood, west of Mt. Pleasant. Embraced by mature trees and manicured lawns, this extraordinarily expansive 85-foot-wide tableland property sits atop the exclusive Chestnut Park ravine, overlooking serene parkland below and feels like a private country estate. A true garden oasis, the stunning oversized pool is virtually irreplaceable in this area, creating an idyllic opportunity for captivating family living and exceptional entertaining. Spanning nearly 8,000 square feet, this elegant Georgian residence is in a picture-perfect position on this magically lamp-lit street just 2 blocks from Yonge. The garden features sprawling multiple terraces for sitting, dining, and entertaining, complete with an outdoor kitchen. Inside, discover gracefully curated interiors & a truly sumptuous sky-lit primary suite with lush treetop views, a sitting area with fireplace, his & her separate dressing rooms and spa-inspired ensuite. This sleek trophy property blends transitional modernity, alluring charm & unparalleled privacy with modern convenience and spectacular luxury in a truly prized neighborhood. Additional highlights include an ELEVATOR, generator, garage with lift & ensuite bathrooms in all bedrooms for superb flexibility. Set beneath a treed canopy for total privacy, you are just steps from the subway, excellent private & public schools, premier shopping, area parks, tennis, skating & hiking & biking trails extending to the lake with Yorkville & the city center only a 10-minute drive away. For those who value permanence, treasured memories will resonate for all in this enduring and stable investment!
Listing readings
How it measures up
Scores from the listing record and the market around it.
68Good
Condition score
6 condition-related facts documented
Listing age, structured features and disclosed update language; not an inspection.
5Shortfall
Cash flow quality
−$51,477/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
- $52,794 / 2025
- MLS® number
- C13227720
- Board
- TRREB MLS®
- Property Type
- Detached
- Building Age
- 100+
- Time on market
- Size
- 5000 + sqft
- Lot Size
- 85.55 x 142.88 ft
- Listed on
- Parking
- 2 Attached, 4 Parking
Listing history
Listing activity for 82 Chestnut Park Rd, Toronto, Ontario
| Date Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| Date StartN/A | N/A | $12,500,000 | N/A | For Sale | C13227720 |
Inside
Room by room
From the listing.
- Foyer1.7 × 2.31 mhardwood floor, Double Closet, Elevator
- Living4.88 × 5.18 mFireplace, Bay Window, hardwood floor
- Dining4.88 × 5.31 mhardwood floor, Fireplace, Bay Window
- Family4.06 × 7.11 mFireplace, Stone Floor, Walk-Out
- Kitchen3.48 × 5.79 mEat-In Kitchen, Centre Island, B/I Appliances
- Breakfast3.76 × 6.45 mFireplace, French Doors, W/O To Terrace
- 5th Br4.88 × 5.59 mWindow, 3 Pc Bath
- Rec4.88 × 5.18 mWindow
- Primary6.25 × 11.02 mSkylight, His/Hers Closets, 5 Pc Ensuite
- 2nd Br4.27 × 7.62 mFireplace, W/I Closet, 5 Pc Ensuite
- 3rd Br3.58 × 4.11 mhardwood floor, Double Closet, 3 Pc Ensuite
- 4th Br4.88 × 6.5 mBay Window, hardwood floor, 4 Pc Bath
Property
- Property Type
- Detached
- Style
- 3-Storey
- Community
- Rosedale-Moore Park
- Municipality
- Toronto
Building
- Size
- 5000 + sqft
- Building Age
- 100+
- Construction
- Brick
Inside
- Bedrooms
- 4+1
- Bathrooms
- 6
- Bathroom Details
- 2 × 5pc, 1 × 4pc, 2 × 3pc, 1 × 2pc
- Basement Type
- Finished
- Kitchens
- 1
Parking
- Driveway
- Private
- Garage Type
- Attached
- Garage
- 2
- Additional Parking
- 2
- Total Parking
- 4
Utilities
- Water
- Municipal
- Cooling
- Central Air
- Heating Type
- Water
Land
- Sewer
- Sewers
- Frontage
- 85.55 ft
- Depth
- 142.88 ft
- Lot Size
- 85.55 x 142.88 ft
Where it sits
The street and the area
Asking prices on the map.
Map and tour
Transit nearby
| Station | Lines | Distance |
|---|---|---|
| Rosedale Station | TTC subway: Line 1 Yonge-University | 550 m |
| Summerhill Station | TTC subway: Line 1 Yonge-University | 700 m |
| Bloor-Yonge Station | TTC subway: Line 1 Yonge-University, Line 2 Bloor-Danforth | 1 km |
| Eglinton Station | TTC subway: Line 1 Yonge-UniversityTTC light rail: Line 5 Eglinton | 3 km |
| Union Station | TTC subway: Line 1 Yonge-UniversityGO Transit train: Barrie, Kitchener, Lakeshore East, Lakeshore West, Milton, Richmond Hill, StouffvilleUP Express train | 3.9 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.
Around it
Detached in Rosedale-Moore Park
Active listings only, today.
Detached homes for sale in Rosedale-Moore Park right now
- For sale now
- 44
- Median asking price
- $5.07M
- New in 7 days
- 8
- Price cuts
- 7%
Middle half: $2.94M to $7.6M
15 in 28 days
3 listings
This home is asking 146% above the median, higher than three quarters of them.
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.
Site report
What the record says
What the City and the conservation authority have on file for this address.
- Heritage and ravineNone foundNot found on the Heritage Register
- Heritage and ravineAppliesIn the Rosedale South Heritage Conservation District, by-law 115-2003
- Heritage and ravineNone foundNot in the mapped ravine protection area
- ZoningRD (f15.0; d0.6) (x1435)Residential Detached zone (RD) · Chapter 10, section 10.20 of By-law 569-2013 · Exception 900.3.10(1435)
- PermitsNone on fileNo building permits on file at this address.
- Signals nearby6 to note9 PRICE ST, Site plan, 540 m away · 9 PRICE ST, Official plan or zoning amendment, 540 m away · 1087 YONGE ST, Official plan or zoning amendment, 560 m away · 1087 YONGE ST, Site plan, 560 m away · 1091 YONGE ST, Site plan, 570 m away · 1091 YONGE ST, Official plan or zoning amendment, 570 m away
- 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: 430 m
- trailOn recordA trail on the Ontario trail network within 1 km
- permitsOn record30 building permits issued within 250 m in the last 2 years
- airportOn recordNearest airport: 5.1 km
- parcelOn recordMapped parcel: about 9,670 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 4 test or monitoring holes also recorded.
- npriNone in rangeNo facility within 1 km reports pollutant releases to Environment Canada The nearest is The Governing Council of the University of Toronto — St George Campus, 2.4 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 this location Fixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (20 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, Dotto One, FibreStream, Rogers. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, 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
- 85.55 ft26.1 m
- Depth
- 142.88 ft43.5 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
- $298,975
- Toronto municipal land transfer tax
- $578,975
- Total land transfer tax
- $877,950
- First-time buyer rebates (Ontario up to $4,000 + Toronto up to $4,475)
- −$8,475
- Total for first-time buyers
- $869,475
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 $12,500,000
- $262,500
- Ontario total
- $298,975
Toronto’s municipal tax has its own higher brackets at this price, so it adds $578,975.
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 average300 m
- Our Lady of Perpetual Help Catholic SchoolToronto CDSBCatholic · grades JK–892%Grade 6 average750 m
- Whitney Junior Public SchoolToronto DSBPublic · grades JK–696%Grade 6 average900 m
- École élémentaire Gabrielle-RoyConseil scolaire ViamondeFrench-language public · grades JK–696%Grade 6 average2.8 km
SecondaryGrade 9 math 2024–25
- Msgr Fraser College (Isabella Campus)Toronto CDSBCatholic · grades 9–12—1.3 km
- Rosedale Heights School of the ArtsToronto DSBPublic · grades 9–1266%Grade 9 math1.6 km
- Jarvis Collegiate InstituteToronto DSBPublic · grades 9–1234%Grade 9 math1.7 km
- Collège français secondaireConseil scolaire ViamondeFrench-language public · grades 9–1286%Grade 9 math2 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
$61,427
- Mortgage$57,028
- Property tax$4,399
A planning figure, not a quote.
Land transfer tax
$877,950
$869,475 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
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Shemeer AhmadVALERY REAL ESTATE INC.
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