82 Chestnut Park Road, Toronto, ON M4W 2R3
Rosedale-Moore Park, Toronto · Near Roxborough/Mount Pleasant · View map
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!
The home
- Type
- 3-storey detached home
- Style
- 3-Storey
- Square footage
- 5000 + sq ft
- Bedrooms
- 4
- Basement bedrooms
- 1
- Bathrooms
- 6
- Kitchens
- 1
- Rooms
- 10
- Basement
- Finished
- Lot size
- 85.6 x 142.9 ft
- Faces
- East
- Approximate age
- 100+ years
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Exterior
- Brick
Heating & cooling
- Heating fuel
- Gas
- Heating type
- Water
- Air conditioning
- Central Air
- Fireplace
- Yes
- Central vacuum
- Yes
Garage & parking
- Garage
- Attached
- Garage spaces
- 2
- Driveway spaces
- 3
- Total parking
- 4
- Parking features
- Private
Taxes & other
- Property taxes
- $52,794/yr
- Tax year
- 2025
- Occupancy
- Owner
- Possession
- 60 days / TBD
- Cross street
- Roxborough/Mount Pleasant
- Neighbourhood
- Rosedale-Moore Park
More
- MLS® number
- C13227720
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The home and its surroundings
- Central Vacuum
- Public Transit
- Park
- Place Of Worship
- School
- Rec./Commun.Centre
- Mortgage
- Property tax
- Maintenance fee
Cash needed to close
Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax and Toronto municipal land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.
82 Chestnut Park Road, Toronto, ON M4W 2R3
Rosedale-Moore Park, Toronto · Near Roxborough/Mount Pleasant
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Listing history for 82 Chestnut Park Road
See what this home and others at the same address were listed for, what they sold for, and how long it took.
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Frequently asked questions about 82 Chestnut Park Road
Answers come straight from this home’s MLS® listing.
How much is 82 Chestnut Park Road listed for, and what would it cost each month?
82 Chestnut Park Road is listed for $12,500,000. With 20% down ($2,500,000), the mortgage payment would be roughly $50,422 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $54,821 a month, all in. That figure is an illustration, not a quote.
Is 82 Chestnut Park Road freehold or a condo, and is there a monthly fee?
82 Chestnut Park Road is a 3-storey detached home in Rosedale-Moore Park, Toronto. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.
How many bedrooms and bathrooms does 82 Chestnut Park Road have?
82 Chestnut Park Road has 4 bedrooms, plus 1 more bedroom in the basement, and 6 bathrooms.
Does 82 Chestnut Park Road have a garage and parking?
Yes. The listing shows the garage as attached, with room for 2 cars. The driveway adds 3 spaces. In total the listing counts 4 parking spaces.
Does 82 Chestnut Park Road have a finished basement?
The listing describes the basement as finished. It counts 1 bedroom on that level. Finished basement space is usually not counted in the square footage shown.
What style of home is 82 Chestnut Park Road?
82 Chestnut Park Road is a 3-storey detached home. A 3-storey detached house spreads its rooms over three floors, often on a narrower city lot.
Does 82 Chestnut Park Road have a pool?
Yes. The listing shows inground for the pool. Ask about its age, liner and equipment before you offer, since those are the costly parts to replace.
How big is 82 Chestnut Park Road, and what is the lot size?
The lot is listed as 85.6 x 142.9 ft.
How is 82 Chestnut Park Road heated and cooled?
Heating is water (gas). Cooling is central air.
What are the property taxes for 82 Chestnut Park Road?
Property taxes are $52,794 a year (2025), or about $4,399 a month.
Where is 82 Chestnut Park Road?
82 Chestnut Park Road is in the Rosedale-Moore Park community of Toronto. The nearest main intersection is Roxborough/Mount Pleasant. The postal code is M4W 2R3.
Is 82 Chestnut Park Road still for sale?
Yes. It is an active listing (MLS® C13227720). Listings here update from the board through the day and come down once a home sells.
What are similar detached homes near 82 Chestnut Park Road asking?
Similar detached homes for sale nearby right now include 20 Cluny Drive at $11,995,000 (5 bed), 83 Binscarth Road at $11,995,000 (6+1 bed) and 114 Glen Road at $9,880,000 (7+1 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 82 Chestnut Park Road sold for?
Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.
How do I book a showing at 82 Chestnut Park Road?
Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-931-3923.
Have a different question? Ask about this home and get an answer, usually within the hour.
Similar detached homes nearby
More detached homes for sale near Rosedale-Moore Park, picked by style, size and price.
3-storey detached home$11,995,00020 Cluny Drive, Toronto5 bed · 7 bath · Rosedale-Moore ParkCourtesy of: ROYAL LEPAGE REAL ESTATE SERVICES PHINNEY REAL ESTView home →
3-storey detached home$11,995,00083 Binscarth Road, Toronto6+1 bed · 5 bath · Rosedale-Moore ParkCourtesy of: CHESTNUT PARK REAL ESTATE LIMITEDView home →
3-storey detached home$9,880,000114 Glen Road, Toronto7+1 bed · 8 bath · Rosedale-Moore ParkCourtesy of: HARVEY KALLES REAL ESTATE LTD.View home →Courtesy of: CHESTNUT PARK REAL ESTATE LIMITED
Listing information comes from the Toronto Regional Real Estate Board through PropTx and is deemed reliable but is not guaranteed accurate. It is provided for consumers' personal, non-commercial use. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.