+1 .647 .896 .7668
List
Map
Sort & Filter

  • For Sale

  • For Rent

For Sale

  • Residential

  • Condo/Strata

  • Agriculture

  • Business

  • Hospitality

  • Industrial

  • Institutional

  • Office

  • Other

  • Parking

  • Recreational

  • Retail

  • Vacant Land

Residential

    Price Range

    Minimum Price
    Maximum Price
    Clear
    Apply
Price
Bedrooms
  • 1
  • 2
  • 3
  • 4
  • 5+
Clear
Apply
Bedrooms

Waterfront

Swimming Pool

Toronto

Pet Friendly

View Map

1of10
House for sale: 82 CHESTNUT PARK ROAD, Toronto
82 Chestnut Park Road
$12,500,000
Toronto , Ontario M4W2R3
5 bed
6 bath
About the Property

Cross Streets: Roxborough/Mount Pleasant. ** Directions: North on Chestnut Park from Roxborough Street East. 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! (id:27476)

See More

Schedule Your Tour

Property Details
MLS® Number
C13227720
Type
Single Family
Community Name
Rosedale-Moore Park
Ownership Type
Freehold
Land Size
85.6 x 142.9 FT ; West 56.37'
Parking Space Total
4
Building
Building Type
House
Storeys
3
Square Footage
5000 - 100000 sqft
Bathrooms Total
6
Bedrooms Above Ground
4
Bedrooms Total
5
Amenities
Public Transit, Park, Place of Worship, Schools
Exterior Finish
Brick
Fireplace Present
Yes
Basement Type
N/A (Finished)
Heating Fuel
Natural gas
Building Cooling Type
Central air conditioning
Utilities
Water
Municipal water
Utility Sewer
Sanitary sewer
Room Layout
Bedroom 2
Second level
7.62 m x 4.27 m
Bedroom 3
Second level
4.11 m x 3.58 m
Bedroom 4
Second level
6.5 m x 4.88 m
Primary Bedroom
Third level
11.02 m x 6.25 m
Bedroom 5
Lower level
5.59 m x 4.88 m
Recreational, Games room
Lower level
5.18 m x 4.88 m
Foyer
Main level
2.31 m x 1.7 m
Living room
Main level
5.18 m x 4.88 m
Dining room
Main level
5.31 m x 4.88 m
Family room
Main level
7.11 m x 4.06 m
Kitchen
Main level
5.79 m x 3.48 m
Eating area
Main level
6.45 m x 3.76 m
Monthly Payment Calculator
$
%
3.49%
5.5%
6%
7%
Years
15 Years
20 Years
25 Years
30 Years
Your Monthly Payment
$3,625
Book a Showing
Darya Strilyana
Darya Strilyana
Real Estate Expert
Phone
+1 .647 .896 .7668
Email
ds@homeads.ca

Powered by

Listing provided by: CHESTNUT PARK REAL ESTATE LIMITED

$12,500,000 - 82 CHESTNUT PARK ROAD, Toronto Ontario M4W 2R3, Canada | Real Estate For Sale | HomeAds.ca

Sort by:Newest
  • Newest
  • Price Low to High
  • Price High to Low
  • Oldest
Apartment for sale: 2106 - 15 GRENVILLE STREET, Toronto
$399,000

2106 - 15 Grenville Street, Toronto (Bay Street Corridor), Ontario

0 bed
1 bath

Cross Streets: Yonge & College. ** Directions: Through Main ...

Apartment for sale: 2902 - 15 GRENVILLE STREET, Toronto
$589,000

2902 - 15 Grenville Street, Toronto (Bay Street Corridor), Ontario

2 bed
1 bath

Yonge/College Welcome to this bright and beautifully ...

Apartment for sale: 3706 - 15 GRENVILLE STREET, Toronto
$649,000

3706 - 15 Grenville Street, Toronto (Bay Street Corridor), Ontario

1 bed
1 bath

Yonge & College Prime Location In The Heart Of ...

Apartment for sale: 4708 - 15 GRENVILLE STREET, Toronto
$760,000

4708 - 15 Grenville Street, Toronto (Bay Street Corridor), Ontario

2 bed
2 bath

College and Yonge St Welcome to this beautifully ...

Apartment for sale: 1803 - 308 JARVIS STREET, Toronto
$720,000

1803 - 308 Jarvis Street, Toronto (Church-Yonge Corridor), Ontario

3 bed
2 bath

Cross Streets: Jarvis St & Carlton St. ** Directions: ...

Apartment for sale: 1703 - 308 JARVIS STREET, Toronto
$788,888

1703 - 308 Jarvis Street, Toronto (Church-Yonge Corridor), Ontario

3 bed
2 bath

Cross Streets: Jarvis St & Carlton St. ** Directions: ...

Apartment for sale: 2505 - 308 JARVIS STREET, Toronto
$724,999

2505 - 308 Jarvis Street, Toronto (Church-Yonge Corridor), Ontario

3 bed
2 bath

Jarvis St & Carlton St Step Into The 2-Bedroom ...

Apartment for sale: 1405 - 308 JARVIS STREET, Toronto
$679,900

1405 - 308 Jarvis Street, Toronto (Church-Yonge Corridor), Ontario

3 bed
2 bath

Jarvis & Carlton CN Tower views from your Double ...

Apartment for sale: 204 - 308 JARVIS STREET, Toronto
$743,000

204 - 308 Jarvis Street, Toronto (Waterfront Communities C8), Ontario

3 bed
2 bath

Cross Streets: Jarvis St and Carlton St. ** Directions: ...

Apartment for sale: 3204 - 308 JARVIS STREET, Toronto
$384,000

3204 - 308 Jarvis Street, Toronto (Waterfront Communities C8), Ontario

0 bed
1 bath

Cross Streets: Jarvis and Carlton. ** Directions: per ...

Apartment for sale: 3001 - 308 JARVIS STREET, Toronto
$524,000

3001 - 308 Jarvis Street, Toronto (Waterfront Communities C8), Ontario

2 bed
1 bath

Cross Streets: Jarvis and Carlton. ** Directions: per ...

Apartment for sale: 511 - 308 JARVIS STREET, Toronto
$929,000

511 - 308 Jarvis Street, Toronto (Church-Yonge Corridor), Ontario

4 bed
3 bath

Cross Streets: Jarvis & Carlton. ** Directions: per google ...

Apartment for sale: 813 - 308 JARVIS STREET, Toronto
$899,000

813 - 308 Jarvis Street, Toronto (Church-Yonge Corridor), Ontario

4 bed
3 bath

Jarvis St & Carlton St Welcome To JAC Condos! ...

Apartment for sale: 819 - 308 JARVIS STREET, Toronto
$910,000

819 - 308 Jarvis Street, Toronto (Waterfront Communities C8), Ontario

4 bed
3 bath

Cross Streets: Jarvis and Carlton. ** Directions: per ...

Apartment for sale: 4511 - 7 GRENVILLE STREET, Toronto
$1,249,000

4511 - 7 Grenville Street, Toronto (Bay Street Corridor), Ontario

3 bed
2 bath

Cross Streets: Yonge and Grenville. ** Directions: Kindly ...

Apartment for sale: 5001 - 7 GRENVILLE STREET, Toronto
$799,990

5001 - 7 Grenville Street, Toronto (Bay Street Corridor), Ontario

2 bed
2 bath

Cross Streets: Yonge St & College St. ** Directions: ...

Apartment for sale: 3211 - 7 GRENVILLE STREET, Toronto
$1,138,000

3211 - 7 Grenville Street, Toronto (Bay Street Corridor), Ontario

3 bed
2 bath

Cross Streets: Yonge & College. ** Directions: One block ...

Apartment for sale: 1602 - 7 GRENVILLE STREET, Toronto
$399,990

1602 - 7 Grenville Street, Toronto (Bay Street Corridor), Ontario

0 bed
1 bath

College And Yonge Bright & Spacious unit YC Condo ...

Apartment for sale: 6108 - 7 GRENVILLE STREET, Toronto
$1,249,000

6108 - 7 Grenville Street, Toronto (Bay Street Corridor), Ontario

3 bed
3 bath

Yonge/College High above the city on the ...

Apartment for sale: 2106 - 7 GRENVILLE STREET, Toronto
$618,000

2106 - 7 Grenville Street, Toronto (Bay Street Corridor), Ontario

2 bed
1 bath

Cross Streets: Yonge / College. ** Directions: YONGE/ GRENVILLE. ...

Apartment for sale: 3611 - 7 GRENVILLE STREET, Toronto
$948,000

3611 - 7 Grenville Street, Toronto (Bay Street Corridor), Ontario

3 bed
2 bath

Cross Streets: Yonge/College. ** Directions: Subway. Experience ...

Apartment for sale: 704 - 77 CARLTON STREET, Toronto
$929,000

704 - 77 Carlton Street, Toronto (Church-Yonge Corridor), Ontario

3 bed
2 bath

Cross Streets: Church/Carlton. ** Directions: 77 Carlton ...

Apartment for sale: 202 - 77 CARLTON STREET, Toronto
$760,000

202 - 77 Carlton Street, Toronto (Church-Yonge Corridor), Ontario

3 bed
2 bath

Church St & Carlton St Incredible opportunity in the ...

Apartment for sale: 1018 - 30 DREAMERS WAY STREET, Toronto
$1,277,550

1018 - 30 Dreamers Way Street, Toronto (Regent Park), Ontario

3 bed
2 bath

Cross Streets: Parliament st and Gerrard st. ** Directions: ...

Apartment for sale: 4010 - 832 BAY STREET, Toronto
$1,230,000

4010 - 832 Bay Street, Toronto (Bay Street Corridor), Ontario

4 bed
2 bath

Bay/College Spacious 1264 Sq Ft 3 Bedroom ...

Apartment for sale: 1309 - 832 BAY STREET, Toronto
$459,000

1309 - 832 Bay Street, Toronto (Bay Street Corridor), Ontario

1 bed
1 bath

Bay/College Luxurious Condo At Bay & College! South ...

Apartment for sale: 2601 - 38 GRENVILLE STREET, Toronto
$799,000

2601 - 38 Grenville Street, Toronto (Bay Street Corridor), Ontario

2 bed
2 bath

Bay/College Rare Investment Opportunity in the Heart ...

Apartment for sale: 2303 - 38 GRENVILLE STREET, Toronto
$918,000

2303 - 38 Grenville Street, Toronto (Bay Street Corridor), Ontario

3 bed
2 bath

Cross Streets: Bay/College. ** Directions: East of Bay/ ...

Apartment for sale: 4407 - 38 GRENVILLE STREET, Toronto
$598,000

4407 - 38 Grenville Street, Toronto (Bay Street Corridor), Ontario

2 bed
1 bath

Cross Streets: Bay and Grenville. ** Directions: E of ...

Apartment for sale: 2905 - 38 GRENVILLE STREET, Toronto
$375,000

2905 - 38 Grenville Street, Toronto (Bay Street Corridor), Ontario

0 bed
1 bath

Bay St and College St High-Floor South-Facing ...

Apartment for sale: 3301 - 38 GRENVILLE STREET, Toronto
$799,000

3301 - 38 Grenville Street, Toronto (Bay Street Corridor), Ontario

2 bed
2 bath

Cross Streets: College/ Bay. ** Directions: Bay/College. ...

Apartment for sale: 3102 - 38 GRENVILLE STREET, Toronto
$569,000

3102 - 38 Grenville Street, Toronto (Bay Street Corridor), Ontario

2 bed
1 bath

Bay & College Stunning, sun-drenched, 1+1 corner ...

House for sale: 154 HARBORD STREET, Toronto
$2,960,000

154 Harbord Street, Toronto (Annex), Ontario

0 bed
3 bath

Harbord and Brunswick A rare and remarkable opportunity ...

Apartment for sale: 2904 - 403 CHURCH STREET, Toronto
$475,000

2904 - 403 Church Street, Toronto (Church-Yonge Corridor), Ontario

1 bed
1 bath

Cross Streets: Church Street and Carlton Street. ** Directions: ...

Apartment for sale: 2307 - 403 CHURCH STREET, Toronto
$469,000

2307 - 403 Church Street, Toronto (Church-Yonge Corridor), Ontario

1 bed
1 bath

Church / Carlton Stanley Condo at Prime Location! Spacious ...

Apartment for sale: 1401 - 403 CHURCH STREET, Toronto
$485,000

1401 - 403 Church Street, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Cross Streets: Church/Carlton. ** Directions: Carlton & Church. ...

Apartment for sale: 3609 - 85 WOOD STREET, Toronto
$539,000

3609 - 85 Wood Street, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Church St / Carlton St Stylish 1+Den suite ...

Apartment for sale: 620 - 85 WOOD STREET, Toronto
$625,000

620 - 85 Wood Street, Toronto (Church-Yonge Corridor), Ontario

3 bed
2 bath

Cross Streets: Church St. / Carlton St. ** Directions: ...

Apartment for sale: 1512 - 85 WOOD STREET, Toronto
$599,999

1512 - 85 Wood Street, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Cross Streets: Church/Carlton. ** Directions: Church St. ...

Apartment for sale: 130 CARLTON Street Unit# 602, Toronto
$888,900

130 Carlton Street Unit# 602, Toronto, Ontario

3 bed
2 bath

Welcome to Suite 602 at Carlton on the ...

Apartment for sale: 503 - 130 CARLTON STREET, Toronto
$1,199,000

503 - 130 Carlton Street, Toronto (Cabbagetown-South St. James Town), Ontario

2 bed
2 bath

Carlton St & Jarvis St Welcome to the one ...

Apartment for sale: 602 - 130 CARLTON STREET, Toronto
$888,900

602 - 130 Carlton Street, Toronto (Cabbagetown-South St. James Town), Ontario

3 bed
2 bath

Carlton St and Jarvis St Welcome to Suite ...

Apartment for sale: #708 - 887 BAY STREET, Toronto
$559,000

#708 - 887 Bay Street, Toronto (Bay Street Corridor), Ontario

1 bed
1 bath

Cross Streets: Bay/Wellesley. ** Directions: NE corner ...

Apartment for sale: 1610 - 889 BAY STREET, Toronto
$1,748,000

1610 - 889 Bay Street, Toronto (Bay Street Corridor), Ontario

3 bed
3 bath

Bay/Wellesley/College Step into a truly extraordinary ...

Apartment for sale: 512 - 889 BAY STREET, Toronto
$539,000

512 - 889 Bay Street, Toronto (Bay Street Corridor), Ontario

2 bed
1 bath

Bay & Wellesley Spacious 1+Den East-Facing Condo ...

Apartment for sale: 2402 - 501 YONGE STREET, Toronto
$799,000

2402 - 501 Yonge Street, Toronto (Church-Yonge Corridor), Ontario

3 bed
2 bath

Cross Streets: Yonge / College. ** Directions: Yonge/College. ...

Apartment for sale: 2208 - 501 YONGE STREET, Toronto
$508,000

2208 - 501 Yonge Street, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Yonge St & Wellesley St Client RemarksWonderful Location ...

Apartment for sale: 2001 - 501 YONGE STREET, Toronto
$559,000

2001 - 501 Yonge Street, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Yonge St & Wellesley St Prestige location in downtown ...

Apartment for sale: 3509 - 501 YONGE STREET, Toronto
$846,000

3509 - 501 Yonge Street, Toronto (Church-Yonge Corridor), Ontario

3 bed
2 bath

Yonge Street/Wellesley Street One of the Best ...

Apartment for sale: 5113 - 501 YONGE STREET, Toronto
$588,000

5113 - 501 Yonge Street, Toronto (Church-Yonge Corridor), Ontario

1 bed
1 bath

Cross Streets: Yonge/Carlton. ** Directions: Yonge Street. ...

Updated July 26th 2026 10:06 am

Book a Showing
Darya Strilyana
Darya Strilyana
Real Estate Expert
Phone
+1 .647 .896 .7668
Email
ds@homeads.ca
Indicates required field
Name is required
Name is required
Name is required
Please let us know if you're already working with an agent.
Search Properties

For Sale

For Rent

Sort by

Newest

Price Low to High

Price High to Low

Oldest first

Property Type

Residential

Condo/Strata

Agriculture

Business

Hospitality

Industrial

Institutional

Office

Other

Parking

Recreational

Retail

Vacant Land

Price Range
Minimum Price
Maximum Price
Bedrooms
  • 1
  • 2
  • 3
  • 4
  • 5+
Popular Features

Waterfront

Swimming Pool

Pet Friendly

Location

Toronto

Clear All
Show Results

Saved to Wishlist