$12,500,000
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82 Chestnut Park Road, Toronto (rosedale-Moore Park), ON M4W2R3

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5 Beds
6 Baths
- Sq Ft

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 home features stunning multiple terraces for sitting, dining, and entertaining, complete with an outdoor kitchen. Inside, discover serene, curated interiors & an exceptionally sumptuous sky-lit primary suite with lush treetop views, a sitting area with fireplace, his & her separate dressing rooms and spa-inspired ensuite. This trophy property blends timeless grace, 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 exceptional flexibility. Set beneath a treed canopy for total privacy, you are just steps from the subway, top 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! (id:58753)

Listing By: JANET MARLENE LINDSAY - CHESTNUT PARK REAL ESTATE LIMITED cncrea2 Realty.com
  • MLS® C13227720
  • Date Listed06/02/2026
  • Days on Realty 2 Days
  • Bedrooms 5
  • Bathrooms 6 baths
  • Lot Size -
  • Sewer Other
  • Property Type Single Family Residence
  • Water Public

Interior Features

  • Appliances Central Vacuum
  • Flooring Hardwood
  • Cooling Central air conditioning
  • Heating Natural gas

Exterior / Lot Features

  • Roof -
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features -

Directions

Cross Streets: Roxborough/Mount Pleasant. ** Directions: North on Chestnut Park from Roxborough Street East.

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for M4W2R3

Discover key demographics, population statistics, and environmental insights for the Toronto (rosedale-Moore Park), ON area.

Walkability in ON / M4W2R3

Source: Walk Score

98/100

Walker's Paradise

Walk Score ®

87/100

Excellent Transit

Transit Score ®

85/100

Very Bikeable

Bike Score ®

Overview

Daily errands do not require a car. Transit is convenient for most trips. Biking is convenient for most trips.

Transit Summary

15 nearby routes: 12 bus, 3 rail, 0 other

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 79/100, Transit Score: 79/100, Bike Score: 74/100.

Points of Interest near 82 CHESTNUT PARK ROAD, Toronto (Rosedale Moore Park), ON M4W2R3

Frequently Asked Questions for 82 CHESTNUT PARK ROAD

Source: Realty.com

82 CHESTNUT PARK ROAD, Toronto (Rosedale Moore Park), ON M4W2R3 in Toronto (Rosedale-Moore Park), ON M4W2R3 is a single family residence listed at $12,500,000. Highlights include 5 bedrooms, 6 bathrooms. Realty.ca has 31 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 31 photos of 82 CHESTNUT PARK ROAD.

The full address for this home is 82 CHESTNUT PARK ROAD, Toronto (Rosedale Moore Park), ON M4W2R3.

82 CHESTNUT PARK ROAD has been listed on Realty.com since Tue June 02, 2026

Daily errands do not require a car. Transit is convenient for most trips. Biking is convenient for most trips.

The average walkability score in the surrounding area is Walk Score: 79/100, Transit Score: 79/100, Bike Score: 74/100.

Listing provided courtesy of: CHESTNUT PARK REAL ESTATE LIMITED
Listing agent: JANET MARLENE LINDSAY

This content last refreshed on 2026-06-04 06:31:22. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.