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Murat Sahiner, Broker | Home6 Team at RE/MAX Realtron Realty Inc., Brokerage | 88 Konrad Crescent, Markham, ON L3R 8T7

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82 Chestnut Park Road Toronto C09
For SaleRosedale-Moore Park

82 Chestnut Park Road Toronto C09, Detached for Sale

MLS® C13227720

Rosedale-Moore Park, Toronto, ON

158 days on market
$12,500,000
Show on Map
Show on Map
5Beds
6Baths
8,000Sqft
4Parking
Detached

Overview· 82 Chestnut Park Road Toronto

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!

Broker

CHESTNUT PARK REAL ESTATE LIMITED

Neighbourhood

Rosedale-Moore Park

Walk 34Avg $3.64MArea guide

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Walk Score®86Very WalkableVery Walkable
Transit Score®84Excellent TransitExcellent Transit
Bike Score®67BikeableBikeable
Schools8717 schools within 1.5 km · nearest 549 m17 schools within 1.5 km · nearest 549 m
Parks8614 parks within 1 km · nearest 423 m14 parks within 1 km · nearest 423 m
Convenience6120 groceries, cafes and pharmacies within 1 km · nearest 347 m20 groceries, cafes and pharmacies within 1 km · nearest 347 m
Safety13Safer than 13% of Toronto neighbourhoods (2025)Rosedale-Moore Park: 2,209 incidents per 100,000 residents in 2025, across all crime types, ranked against 158 Toronto neighbourhoods. Toronto counts resident population only, so business and entertainment districts rank worse than residents experience. Source: Toronto Police Services.

Highlights & Amenities· 82 Chestnut Park Road Toronto

Source: MLS® listing data
82 Chestnut Park Road Toronto

Detached

82 Chestnut Park Road Toronto

Rosedale-Moore Park

Built

100+

Type

Detached

Basement

Finished

Parking

Attached (4)

Property Tax

~$52,794/yr

Heating

Water

Buying Essentials

Square Feet

8000 sqft

Facing Direction

East

Parking

Attached (4)

Finances

List Price

$12,500,000

Price per SQFT

$1,563/sqft

Property Tax

~$52,794/yr

Property Specs

Property Type

Detached

MLS Size

8000 sqft

Age of Building

100+

Basement

Finished

Living & Amenities

Heating Type

Water

Features

Central Vacuum

Policies & Utilities

Neighbourhood

Rosedale-Moore Park

Listed On

Jun 1, 2026

Public Transit

Park

Place Of Worship

School

Rec./Commun.Centre

Price & Listing History

Days on Market

Current: 158 days

0306090120+

Rooms

Foyer(Main)

Hardwood Floor, Double Closet, Elevator

7.6 x 5.6

42 sqft

Living Room(Main)

Fireplace, Bay Window, Hardwood Floor

17.0 x 16.0

272 sqft

Dining Room(Main)

Hardwood Floor, Fireplace, Bay Window

17.4 x 16.0

279 sqft

Family Room(Main)

Fireplace, Stone Floor, Walk-Out

23.3 x 13.3

311 sqft

Kitchen(Main)

Eat-in Kitchen, Centre Island, B/I Appliances

19.0 x 11.4

217 sqft

Breakfast(Main)

Fireplace, French Doors, W/O To Terrace

21.2 x 12.3

261 sqft

Primary Bedroom(Third)

Skylight, His and Hers Closets, 5 Pc Ensuite

36.2 x 20.5

741 sqft

Bedroom 2(Second)

Fireplace, Walk-In Closet(s), 5 Pc Ensuite

25.0 x 14.0

350 sqft

Bedroom 3(Second)

Hardwood Floor, Double Closet, 3 Pc Ensuite

13.5 x 11.7

158 sqft

Bedroom 4(Second)

Bay Window, Hardwood Floor, 4 Pc Bath

21.3 x 16.0

341 sqft

Bedroom 5(Lower)

Window, 3 Pc Bath

18.3 x 16.0

294 sqft

Recreation(Lower)

Window

17.0 x 16.0

272 sqft

RoomsDimensionsFeaturesSqft
Foyer(Main)7.6 x 5.6Hardwood Floor, Double Closet, Elevator42
Living Room(Main)17.0 x 16.0Fireplace, Bay Window, Hardwood Floor272
Dining Room(Main)17.4 x 16.0Hardwood Floor, Fireplace, Bay Window279
Family Room(Main)23.3 x 13.3Fireplace, Stone Floor, Walk-Out311
Kitchen(Main)19.0 x 11.4Eat-in Kitchen, Centre Island, B/I Appliances217
Breakfast(Main)21.2 x 12.3Fireplace, French Doors, W/O To Terrace261
Primary Bedroom(Third)36.2 x 20.5Skylight, His and Hers Closets, 5 Pc Ensuite741
Bedroom 2(Second)25.0 x 14.0Fireplace, Walk-In Closet(s), 5 Pc Ensuite350
Bedroom 3(Second)13.5 x 11.7Hardwood Floor, Double Closet, 3 Pc Ensuite158
Bedroom 4(Second)21.3 x 16.0Bay Window, Hardwood Floor, 4 Pc Bath341
Bedroom 5(Lower)18.3 x 16.0Window, 3 Pc Bath294
Recreation(Lower)17.0 x 16.0Window272

Rooms

12

Listed Room Area

3,538 sqft

Source

Estimated from MLS room dimensions

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Nearby Schools

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Source: No verified source available.Catchment boundaries and ratings are shown only when available.

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Mortgage Calculator

Mortgage Summary

Mortgage Payment$50,277/mo
Property Tax$4,399/mo
Total Monthly$54,677

Monthly Cash Flow (investors)

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Net Cash FlowN/A

Closing Costs

Estimated closing costs$0
Cash required incl. down payment$0