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43.73° N · 79.40° W — Toronto & nearby · 9,740 homes for sale today43.73° N · 79.40° W — 9,740 homes today(647) 554-7436Saved

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

ToShemeer AhmadVALERY REAL ESTATE INC.
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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 StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$12,500,000N/AFor SaleC13227720

Inside

Room by room

From the listing.

Main6 rooms
  • 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
Lower2 rooms
  • 5th Br4.88 × 5.59 mWindow, 3 Pc Bath
  • Rec4.88 × 5.18 mWindow
3rd1 room
  • Primary6.25 × 11.02 mSkylight, His/Hers Closets, 5 Pc Ensuite
2nd3 rooms
  • 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

StationLinesDistance
Rosedale StationTTC subway: Line 1 Yonge-University550 m
Summerhill StationTTC subway: Line 1 Yonge-University700 m
Bloor-Yonge StationTTC subway: Line 1 Yonge-University, Line 2 Bloor-Danforth1 km
Eglinton StationTTC subway: Line 1 Yonge-UniversityTTC light rail: Line 5 Eglinton3 km
Union StationTTC subway: Line 1 Yonge-UniversityGO Transit train: Barrie, Kitchener, Lakeshore East, Lakeshore West, Milton, Richmond Hill, StouffvilleUP Express train3.9 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

Middle half: $2.94M to $7.6M

New in 7 days
8

15 in 28 days

Price cuts
7%

3 listings

This home is asking 146% above the median, higher than three quarters of them.

See all homes in Rosedale-Moore Park

Asking 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.

Price$12,500,000

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

You might also like

For sale nearby at a similar price.

Shemeer Ahmad

Shemeer AhmadVALERY REAL ESTATE INC.

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Ask me anything about this home, or what fair looks like nearby.

(647) 554-7436

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