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18 Chestnut Park Road
Rosedale-Moore Park Toronto M4W 1W6

$13,995,000
Residential Freehold beds: 5+1 baths: 7.0

Main Photo: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 1: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 2: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 3: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 4: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 5: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 6: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 7: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 8: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 9: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 10: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 11: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 12: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 13: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 14: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 15: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 16: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 17: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 18: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 19: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 20: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 21: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 22: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 23: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 24: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 25: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 26: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 27: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 28: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 29: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 30: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 31: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 32: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 33: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 34: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 35: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 36: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 37: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 38: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 39: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 40: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Photo 41: 18 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12410500
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C12410500
Bedrooms:
5+1
Bathrooms:
7
Architectural Digest quality with a 2-storey coach house, double car garage, circular drive and parking for 7 cars. This home is both grand and completely maintenance-free with all exterior surfaces heated. The wine cellar with a glass ceiling extends a level below the lower level and there is a rough in for a 3 floor elevator. This home was custom designed by architect John O'Connor with incredible attention to detail including ample storage closets and ensuites with every bedroom. The main floor is centre hall with a large foyer living room and dining room with the back the of main floor comprised of kitchen, family room, with wood burning fireplace and attached pantry. There is a 2-piece and incredible mudroom as well. The 2nd floor primary bedroom is state-of-the-art with ensuite and his and hers walk-in closets. There is an office/den and guest bedroom with ensuite and large laundry room completing this floor. The floating staircase takes you to the 3rd floor which has 3 bedrooms each with their own ensuite . The lower level feels like an elegant New York club with gas fireplace custom golf simulator/movie theatre games area and gym. Outside is a beautiful walled garden and coach house which provides a completely separate 1 bedroom apartment. This home is for the most discerning buyer in the most coveted location.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
3-Storey
Total Approx Floor Area:
5000 +
Depth:
134'
Frontage:
62'8"
Direction Faces:
South
Bedrooms:
5+1
Bathrooms:
7.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
5
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
13
Rooms Below Grade:
3
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
3
Foundation:
Not Applicable
Roof:
Not Applicable
Basement:
Finished
Fireplace/Stove:
Yes
Garage:
Detached
Garage Spaces:
2.0
Parking Features:
Circular Drive, Lane
Parking Spaces:
5
Total Parking Spaces:
7.0
Family Room:
Yes
Possession Details:
TBA
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$47,590.43 / 2025
Assessment:
$- / -
Toronto C09
Rosedale-Moore Park
Toronto
Electric Car Charger, Fenced Yard, Public Transit, Tiled/Drainage
Other
Carbon Monoxide Detectors, Smoke Detector
Hot water tank.
All appliances, all electric light fixtures, electric car charger, golf simulator, generator stainless stove, 2 dishwashers, 2 fridges, icemaker, HVAC and equipment.
Discuss with LA regarding furniture, separate purchase.
Brick
Floor
Type
Size
Other
Main
Living Room
11'2" × 5'10"
Marble Floor, Fireplace, Bay Window
Main
Dining Room
8'2" × 4'1"
Marble Floor
Main
Kitchen
7'4" × 4'9"
Marble Floor, Fireplace, Renovated
Main
Family Room
13'10" × 8'5"
Marble Floor, W/O To Terrace
Second
Primary Bedroom
5'5" × 4'8"
His and Hers Closets, 5 Pc Ensuite, Bay Window
Second
Bedroom 2
11'11" × 5'7"
3 Pc Ensuite, Double Closet
Second
Den
10' × 6'6"
Third
Bedroom 3
9'1" × 4'1"
3 Pc Ensuite
Third
Bedroom 4
8'6" × 5'
3 Pc Ensuite
Third
Bedroom 5
11' × 10'6"
3 Pc Ensuite
Lower
Recreation
10'11" × 10'6"
2 Pc Ensuite
Lower
Family Room
10' × 9'4"
Special Designation:
Heritage
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Ensuite Laundry:
No
Laundry Level:
Upper Level
Date Listed:
Sep 17, 2025
Original Price:
Previous Price:
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Listed by CHESTNUT PARK REAL ESTATE LIMITED
Data was last updated September 18, 2025 at 06:15 AM (UTC)
Area Statistics
Listings on market:
35
Avg list price:
$5,899,000
Min list price:
$1,499,000
Max list price:
$18,500,000
Avg days on market:
23
Min days on market:
1
Max days on market:
177
These statistics are generated based on the current listing's property type and located in Rosedale-Moore Park. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.