Salehian.com 647-325-5000

82 Chestnut Park Road

Rosedale-Moore Park, Toronto, M4W 2R3

$12,500,000

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  • 4+1 bedrooms
  • 6 bathrooms
  • 4 parking
  • 5000 + sq ft

Listed 140 days ago · MLS® C13227720

About this home

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!

Details

Type
Detached
Style
3-Storey
Age
100+ years
Size
5000 + sq ft
Lot
85.55 × 142.88 ft
Basement
Finished
Garage
Attached
Kitchens
1
Property tax
$52,794 (2025)
Neighbourhood
Rosedale-Moore Park
Municipality
Toronto C09
Price per sq ft
~$2,500 (79% above detached houses in Rosedale-Moore Park, $1,400)

Interior

Bedrooms
4 above ground + 1 below
Bathrooms
2 × 5-piece, 1 × 4-piece, 2 × 3-piece, 1 × 2-piece
Rooms
10 above ground + 2 below
Family room or den
Yes
Fireplace
Yes
Features
Central Vacuum

Heating, cooling and services

Heating
Water, Gas
Air conditioning
Central Air
Water and sewer
Sewer

Building and exterior

Style
3-Storey
Exterior
Brick
Roof
Slate
Age
100+
Faces
East
Pool
Inground

Parking

Garage spaces
2
Total parking
4
Driveway and parking
Private

Lot

Size
85.55 × 142.88 ft

More

Possession
60 days / TBD
Nearby
Public Transit, Park, Place Of Worship, School, Rec./Commun.Centre
Cross street
Roxborough/Mount Pleasant

Rooms

RoomLevelSizeFeatures
FoyerMain2.31 × 1.7 m (7'7" × 5'7")Hardwood Floor, Double Closet, Elevator
Living RoomMain5.18 × 4.88 m (17' × 16')Fireplace, Bay Window, Hardwood Floor
Dining RoomMain5.31 × 4.88 m (17'5" × 16')Hardwood Floor, Fireplace, Bay Window
Family RoomMain7.11 × 4.06 m (23'4" × 13'4")Fireplace, Stone Floor, Walk-Out
KitchenMain5.79 × 3.48 m (19' × 11'5")Eat-in Kitchen, Centre Island, B/I Appliances
BreakfastMain6.45 × 3.76 m (21'2" × 12'4")Fireplace, French Doors, W/O To Terrace
Primary BedroomThird11.02 × 6.25 m (36'2" × 20'6")Skylight, His and Hers Closets, 5 Pc Ensuite
Bedroom 2Second7.62 × 4.27 m (25' × 14')Fireplace, Walk-In Closet(s), 5 Pc Ensuite
Bedroom 3Second4.11 × 3.58 m (13'6" × 11'9")Hardwood Floor, Double Closet, 3 Pc Ensuite
Bedroom 4Second6.5 × 4.88 m (21'4" × 16')Bay Window, Hardwood Floor, 4 Pc Bath
Bedroom 5Lower5.59 × 4.88 m (18'4" × 16')Window, 3 Pc Bath
RecreationLower5.18 × 4.88 m (17' × 16')Window

History of this address

3 earlier listings at this address, with sold and leased prices. Create a free account or sign in to see them.

Location

Location is approximate. See nearby homes on the map

Recent sales nearby

See what similar homes within 1 km sold for in the last year. Create a free account or sign in to see them.

The neighbourhood

Getting around Very walkable

  • 🚇 Rosedale Subway6 min walk
  • 🚇 Summerhill Subway7 min walk
  • 🚆 Toronto Union Station GO3.9 km

Within a 10-minute walk: 4 grocery stores, 55 cafés and restaurants, 25 parks, 6 pharmacies. Nearest grocery: Harvest Wagon (400 m). Nearest park: Alex Murray Parkette (300 m).

Schools nearby

Elementary

  • Rosedale Junior Public School
    EQAO: Gr 6 reading 100%, math 100%    7 min walk
  • Cottingham Junior Public School
    EQAO: Gr 6 reading 100%, math 100%    12 min walk
  • Our Lady of Perpetual Help Catholic School Catholic
    EQAO: Gr 6 reading 100%, math 80%    13 min walk
  • Jesse Ketchum Junior and Senior Public School
    EQAO: Gr 6 reading 96%, math 71%    14 min walk

Secondary

  • De La Salle College "Oaklands" Private16 min walk
  • Msgr Fraser College - Isabella Campus Catholic1.3 km

EQAO: share of students meeting the provincial standard (2024–25). Ontario average: Gr 6 reading 86%, math 51%; Gr 9 math 55%; literacy test 83%.

Closest schools, not school zones. Check which school serves this address with the school board before relying on it.

Who lives here postal area M4W

Owners / renters
56% / 44%
Median household income
$104,000
Average age
45
Children under 15
9%
Homes
18% detached, 63% high-rise
Commute by transit
25%
Population
15,296

Languages spoken most at home besides English: Mandarin 2.8%, Iranian Persian 1%, Spanish 0.9%, Korean 0.8%.

Flood and conservation No mapped hazard

Not inside a mapped flood plain or regulated area.

Screening maps only. Ask the conservation authority for a property inquiry before relying on this.

Safety

Major crime per resident in Rosedale-Moore Park (2025): 43% above the Toronto average, down 10% from the year before.

  • Assault41% above average
  • Break and enter140% above average
  • Auto theftabout average
  • Robberyabout average
  • Theft from vehiclesabout average
  • Shootingsnone reported

Crime Severity Index for Toronto police: 60 vs 57 for Ontario (2025).

Police-reported figures for the whole neighbourhood, not this street. Rates use the area’s resident population.

Development nearby 7 active

  • 44 PRICE ST · 250 m
    Site Plan · NOAC Issued · applied 2025
    Site Plan Approval to permit the demolition, renovation and reconfiguration of the existing Toronto Lawn Tennis Club clubhouse and the semi-detached dwelling…
    Application details
  • 9 PRICE ST · 350 m
    Official Plan / Zoning By-law Amendment · Under Review · applied 2025
    Official Plan and Zoning By-law Amendment application to permit a 35-storey mixed-use building, containing 235 dwelling units and 1,645 square metres of…
    Application details
  • 1088 YONGE ST · 400 m
    Site Plan · NOAC Issued · applied 2024
    Site Plan Approval for 12-storey mixed-use building with retail/commercial uses at grade and on the second floor, with a total of 24 dwelling units above.…
    Application details
  • 135 CRESCENT RD · 400 m
    Plan of Condominium · Draft Plan Approved · applied 2023
    Proposal to divide the lot into a main residence, a coach house and a shared driveway and establish a Standard Condominium Corporation.
    Application details
  • 9 PRICE ST · 350 m
    Site Plan · Under Review · applied 2022
    Site Plan Approval for a 19-storey mixed-use building having a non-residential gross floor area of 1569 square metres, and a residential gross floor area of…
    Application details
  • 1134 YONGE ST · 400 m
    Site Plan · Under Review · applied 2021
    The City has received an application to amend the Official Plan and Zoning By-law to allow a 10-storey (39.95 metres plus a 6 metre mechanical penthouse)…
    Application details

5 more within 500 m.

Rezoning, site plan, subdivision and condominium applications filed with the city.

Distances are approximate. Places © OpenStreetMap contributors. Neighbourhood figures: Statistics Canada, 2021 Census. School results: EQAO via Ontario Data Catalogue (Open Government Licence – Ontario). Neighbourhood crime: Toronto Police Service Public Safety Data Portal (Open Government Licence – Toronto Police Service). Crime Severity Index: Statistics Canada. Planning applications: City of Toronto open data.

Living here

Commute

To Union Station (downtown Toronto): 4 km. Transit times · Driving times

Noise Nothing major nearby

No highway within 500 m, rail line within 300 m, or airport flight path nearby.

Distances from the map, not noise measurements. Visit at rush hour to judge for yourself.

What can be built RD

Residential Detached (with a site-specific exception).

  • ✅ Up to 6 homes on the lot (multiplex): a sixplex ward
  • ✅ Garden suite in the backyard
  • ✅ Laneway suite, if the lot backs onto a lane

From Toronto’s Zoning By-law 569-2013 map. Lot size, setbacks and trees decide what actually fits; check with a planner before you buy.

Full lot check · Run the numbers

Trees

86 City street trees within 100 m, mostly maples. That’s more than the Toronto average of 42.

Trees on City boulevards only, not private yards or parks.

Internet High-speed

50/10 Mbps or faster available here by cable, fibre or DSL (the federal high-speed target).

From the federal broadband map. Check exact speeds and providers for the address.

Short-term rentals

Only in your principal residence (where you live). The entire home can be rented up to 180 nights a year; renting up to 3 bedrooms while you live there has no limit. Hosts register with the City and collect the 6% accommodation tax.

City rules

Zoning, heritage, building permits and street trees: City of Toronto open data (Open Government Licence – Toronto). Roads, rail, airports and planned stations © OpenStreetMap contributors. Internet: Innovation, Science and Economic Development Canada, National Broadband Data.

Listed by CHESTNUT PARK REAL ESTATE LIMITED.

Listing information provided by PropTx Innovations Inc. and TRREB; deemed reliable but not guaranteed accurate by PropTx.

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