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For sale · MLS® C13227720

82 Chestnut Park Road, Toronto, ON M4W 2R3

Toronto, ON M4W 2R3

$12,500,000Asking price
MLS entry age: 155 days5 Bedrooms6 Bathrooms— Reported areaDetached TypeVirtual tour ↗
Quick cost estimateKnown monthly subtotal$62,559.97 / monthLand transfer tax $972,700One-time estimate
PLANNING ESTIMATE

Quick cost estimate

$62,559.97 / month

Known monthly subtotal

Mortgage principal & interest
$58,160.50
Property tax / month
$4,399.47
Maintenance / month
Period / amount not reported

Assumes 20% down, 5% annual interest and 25-year amortization. Illustrative rate, not a current quote.

Unknown expenses excluded. Mortgage insurance and closing costs are excluded; add insurance and utilities in the assumptions.

Land transfer tax · one time

Transfer tax total
$972,700

Before rebates, surcharges and fees. Not part of the monthly subtotal.

Tax assumptions & breakdown
Ontario tax
$298,975
Toronto municipal tax
$673,725

Current purchase scenario, before rebates, foreign-buyer taxes and fees. Confirm jurisdiction and residence classification. Not historical tax paid; excluded from the monthly subtotal.

Ontario rates · Toronto rates (April 2026)

Adjust cost assumptions ↓ · Closing-cost tools

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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!

Home details

Days on market
Not reported
Property type
Detached
MLS® number
C13227720
Source status
New
Bedrooms
5
Bathrooms
6
Postal code
M4W 2R3
Kitchens
1
Kitchens above grade
1
Family room / den
Yes
Interior size (reported range)
5000 + (units not reported)
Lot depth
142.88 ft
Garage parking spaces
Not reported
Total parking spaces
4
Occupancy
Owner
Possession type
60-89 days
Garage
Attached
Annual property tax
52793.63
Basement
Finished
Interior features
Central Vacuum
Architectural style
3-Storey
Parking features
Private
Pool features
Inground
Fireplace
Yes
Waterfront
No
Elevator
Yes
Garage available
Yes
Heating system
Water
Heating fuel
Gas
Cooling
Central Air
Sewer
Sewer
Direction facing
East
Construction materials
Brick
Roof
Slate
Foundation
Unknown
MLS entry age (not confirmed DOM)
155 days

These details come from the listing source. Please confirm measurements and fees before making a decision.

Utilities and services

Sewer
Sewer
Heating system
Water
Heating fuel
Gas
Cooling
Central Air

A reported service is not necessarily included in rent or maintenance. Missing information does not mean a service is absent.

Room sizes

Room measurements

Room measurement units

Room measurements will load from this listing’s saved source snapshot.

Measurements are shown only when saved by the listing feed. Converted values are approximate.

Bedrooms above grade
4
Bedrooms below grade
1
Rooms above grade
10
Rooms below grade
2
Den / family room reported
Yes

Room counts and measured room dimensions are separate source fields. No measurements are inferred.

SOURCE-REPORTED RECORD

Price history

Asking amount
$12,500,000
  1. Original MLS entry

    Entry into the source MLS system; distinct from days on market.

This history uses dates and prices supplied by the listing source. Some details may be missing.

Nearby homes sold near 82 Chestnut Park Road, Toronto, ON M4W 2R3, Toronto

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Estimate monthly costs

Adjust the assumptions for your own scenario. Blank expenses are unknown; enter them for a fuller estimate.

Enter assumptions

Planning estimate with Canadian semiannual compounding. Excludes mortgage insurance, closing costs and special assessments. This is not a lender quote or mortgage approval.

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Map and neighbourhood

Region / county
Toronto
Municipality
TORONTO
MLS® community
Rosedale-Moore Park
MLS® district
Toronto C09

A confirmed map location is not available for this home yet.

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PLAN YOUR ROUTE

Plan a trip from this home

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Around this property

Schools, transit & everyday places

Published local sources. Distances are approximate straight-line distances, not walking routes.

Nearby schools

No nearby schools were returned by the current Ontario school dataset for this property. School ratings and attendance boundaries are not included.

Transit near this property

No current nearby stops were returned by the installed TTC, GO Transit and UP Express datasets. Coverage and service dates vary; distances and travel times are not inferred.

Nearby shops & amenities

No nearby places were returned by the current OpenStreetMap snapshot. Coverage is regional and may be incomplete; verify business details before visiting.

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Similar homes for sale in Toronto

Current public IDX listings in the same city and transaction type. These are alternatives to explore, not sold comparables or an appraisal.

Property questions

How do I request a showing?

Choose a date and time preference in the request form. A request is not a confirmed appointment; EnterHome will confirm availability separately.

Are the measurements and features independently verified?

Measurements, lot details and features are displayed as reported by the listing source or a named public dataset. Missing facts are not inferred. Confirm material details with the listing brokerage.

What do nearby school, transit and shop results mean?

They are nearby records from the displayed source datasets. Distances are approximate straight-line distances; school catchment eligibility, ratings, walking routes, hours and live transit service are not inferred.

Can I see sold prices for nearby properties?

Sold and leased comparable records are shown only to approved VOW users where the source permits display. Sign in or request VOW access if prompted.

How should I use the monthly cost estimate?

It is a planning estimate based on the visible assumptions and reported property figures. It is not a lender quote, tax assessment, legal opinion or mortgage approval.

Home and neighbourhood overview

82 Chestnut Park Road, Toronto, ON M4W 2R3, Toronto is listed as for sale — Detached. Reported details include 5 bedrooms, 6 bathrooms, interior size of 5000 + (units not reported). Asking price: $12,500,000. Reported occupancy: Owner. MLS® C13227720.

Local context

Explore the area: Toronto · Rosedale-Moore Park.

This overview uses facts reported by the listing and named local sources. Please confirm details with the listing brokerage.

Listing brokerage: CHESTNUT PARK REAL ESTATE LIMITED. Displayed by EnterHome Realty. Source: authorized IDX record, MLS® C13227720. Information deemed reliable but not guaranteed.

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Property at 82 Chestnut Park Road, Toronto, ON M4W 2R3