+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: 2 CHIEFTAIN CRESCENT, Toronto
2 Chieftain Crescent
$4,050,000
Toronto , Ontario M2L2H4
5 bed
5 bath
About the Property

Cross Streets: Fifeshire and Bayview. ** Directions: On the corner of Fifeshire Rd. and Chieftain Cres. South end of the Crescent. A Spectacular Showcase Oversized Corner Lot For Your Own Creation, OR, Regenerate This Sprawling Custom-Built 4 Bedroom To Be Once Again A Real Gem. A Majestic Property In The Heart Of Fifeshire. A Prominent Toronto Builder's Family Home Since 1966 With Over 5,000 Sq.Ft.

Of Living Space. The Main Floor Rooms Have Abundant Daylight In An Intelligently Designed Floor Plan. A Central Family Room Features Heritage Wood Moldings Taken From The Old Chorley Park Mansion Of Toronto. Walkout To The Pool. Large Living and Dining Rooms Are Accessed From The Stately Grand Hall Entrance. Upstairs Are 4 Bedrooms. The Corner Lot With Picturesque And Appealing Landscaping Is An Above Average Size Of 107' x 150' **EXTRAS** Extra Carved Wooden Mouldings in the Basement From The Demolition Old Chorley Park Mansion. (id:27476)

See More

Schedule Your Tour

Property Details
MLS® Number
C12812110
Type
Single Family
Community Name
St. Andrew-Windfields
Ownership Type
Freehold
Land Size
107.4 x 150.7 FT|under 1/2 acre
Parking Space Total
4
Building
Building Type
House
Storeys
2
Square Footage
3500 - 5000 sqft
Bathrooms Total
5
Bedrooms Above Ground
4
Bedrooms Total
5
Amenities
Fireplace(s) Place of Worship, Schools
Exterior Finish
Shingles
Fireplace Present
Yes
Basement Type
Full (Finished)
Building Heating Type
Forced air
Heating Fuel
Natural gas
Building Cooling Type
Central air conditioning
Utilities
Water
Municipal water
Utility Sewer
Sanitary sewer
Room Layout
Bedroom
Second level
5 m x 4.7 m
Bedroom 2
Second level
4.8 m x 3.7 m
Bedroom 3
Second level
4.7 m x 3.7 m
Bedroom 4
Second level
3 m x 2.8 m
Recreational, Games room
Basement
9 m x 4.4 m
Bedroom
Basement
6.4 m x 4.1 m
Foyer
Main level
2.6 m x 2.3 m
Living room
Main level
8.5 m x 4.7 m
Dining room
Main level
5.2 m x 3.9 m
Family room
Main level
5.3 m x 4.6 m
Kitchen
Main level
8.4 m x 4.6 m
Laundry room
Main level
2.8 m x 2.4 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: ROYAL LEPAGE TERREQUITY REALTY

$4,050,000 - 2 CHIEFTAIN CRESCENT, Toronto Ontario M2L 2H4, Canada | Real Estate For Sale | HomeAds.ca

Sort by:Newest
  • Newest
  • Price Low to High
  • Price High to Low
  • Oldest
House for sale: 52 POST ROAD, Toronto
$22,980,000

52 Post Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

7 bed
12 bath

Cross Streets: Bridle Path / Post Rd. ** Directions: ...

House for sale: 91 DONWOODS DRIVE, Toronto
$3,888,000

91 Donwoods Drive, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

0 bed
0 bath

Cross Streets: Yonge and Donwoods. ** Directions: HOGG'S ...

House for sale: 1 KNIGHTSWOOD ROAD, Toronto
$7,695,000

1 Knightswood Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

7 bed
6 bath

Donwoods & Knightswood Tucked away on one of the ...

House for sale: 154 YONGE BOULEVARD, Toronto
$6,699,000

154 Yonge Boulevard, Toronto (Bedford Park-Nortown), Ontario

5 bed
7 bath

Cross Streets: Yonge St/ York Mills Rd. ** Directions: ...

House for sale: 76 ARJAY CRESCENT, Toronto
$9,980,000

76 Arjay Crescent, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

6 bed
10 bath

Cross Streets: Bayview & Post Rd. ** Directions: West ...

House for sale: 7 ARTINGER COURT, Toronto
$3,398,888

7 Artinger Court, Toronto (Banbury-Don Mills), Ontario

8 bed
10 bath

Lawrence/Leslie Attention Builders and Developers, Great ...

House for sale: 48 THE BRIDLE PATH, Toronto
$6,950,000

48 The Bridle Path, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

3 bed
2 bath

Cross Streets: Post Rd / Bayview. ** Directions: East ...

House for sale: 117 ARJAY CRESCENT, Toronto
$2,990,000

117 Arjay Crescent, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

3 bed
3 bath

Cross Streets: York Mills Rd/Bayview Ave. ** Directions: ...

House for sale: 107 ESGORE DRIVE, Toronto
$3,845,000

107 Esgore Drive, Toronto (Bedford Park-Nortown), Ontario

4 bed
5 bath

Cross Streets: Esgore Dr. & Yonge Blvd. ** Directions: ...

House for sale: 19 COUNTRY LANE, Toronto
$18,800,000

19 Country Lane, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

7 bed
11 bath

Cross Streets: Post Rd & Bayview. ** Directions: East ...

House for sale: 23 COUNTRY LANE, Toronto
$13,998,000

23 Country Lane, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

7 bed
8 bath

Cross Streets: Bayview/Country Lane. ** Directions: Please, ...

House for sale: 45 BAYVIEW RIDGE, Toronto
$22,500,000

45 Bayview Ridge, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

8 bed
10 bath

Cross Streets: Bayview And York Mills. ** Directions: ...

House for sale: 27 OLD YONGE STREET, Toronto
$5,995,000

27 Old Yonge Street, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

4 bed
3 bath

Cross Streets: Old Yonge St & York Mills Rd. ...

House for sale: 10 CAMPBELL CRESCENT, Toronto
$2,880,000

10 Campbell Crescent, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

3 bed
2 bath

Yonge Street / York Mills Road Great family opportunity! ...

House for sale: 27 PENWOOD CRESCENT, Toronto
$12,350,000

27 Penwood Crescent, Toronto (Banbury-Don Mills), Ontario

8 bed
11 bath

Cross Streets: Post Rd. & Banbury Rd. ** Directions: ...

House for sale: 154 VALLEY ROAD, Toronto
$4,199,000

154 Valley Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

4 bed
3 bath

Cross Streets: SW of Bayview & York Mills. ** Directions: ...

House for sale: 17 BAYVIEW RIDGE, Toronto
$9,995,000

17 Bayview Ridge, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

8 bed
7 bath

Cross Streets: York Mills Rd/Bayview Ave. ** Directions: ...

House for sale: 61 HIGHLAND CRESCENT, Toronto
$3,380,000

61 Highland Crescent, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

3 bed
2 bath

Cross Streets: York Mills And Bayview. ** Directions: ...

Row / Townhouse for sale: 313 - 51 YORK MILLS ROAD, Toronto
$1,788,000

313 - 51 York Mills Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

3 bed
3 bath

Yonge/York Mills Welcome to the Estate Townhomes ...

Apartment for sale: 206 - 10 OLD YORK MILLS ROAD, Toronto
$1,088,000

206 - 10 Old York Mills Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

2 bed
2 bath

Yonge/Yorkmills Experience refined luxury living in the ...

Apartment for sale: 309 - 75 YORK MILLS ROAD, Toronto
$1,399,900

309 - 75 York Mills Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

3 bed
3 bath

Cross Streets: Yonge St/ York Mills Rd. ** Directions: ...

House for sale: 7 CEDARWOOD AVENUE, Toronto
$7,795,000

7 Cedarwood Avenue, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

7 bed
11 bath

York Mills/Yonge/Bayview If you are looking ...

House for sale: 46 CARAVAN DRIVE, Toronto
$2,288,000

46 Caravan Drive, Toronto (Banbury-Don Mills), Ontario

4 bed
3 bath

Cross Streets: Banbury Rd and Denlow Blvd. ** Directions: ...

House for sale: 38 MISTY CRESCENT, Toronto
$7,830,000

38 Misty Crescent, Toronto (Banbury-Don Mills), Ontario

6 bed
7 bath

Cross Streets: Bayview and York Mills. ** Directions: ...

House for sale: 78 YORK ROAD, Toronto
$4,800,000

78 York Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

6 bed
6 bath

Cross Streets: Bayview Ave/York Mills. ** Directions: ...

House for sale: 67 MUNRO BOULEVARD, Toronto
$2,280,000

67 Munro Boulevard, Toronto (St. Andrew-Windfields), Ontario

4 bed
2 bath

Cross Streets: York Mills & Old Yonge Street. ** Directions: ...

House for sale: 5 PURLING PLACE, Toronto
$6,500,000

5 Purling Place, Toronto (Banbury-Don Mills), Ontario

6 bed
6 bath

Cross Streets: York Mills/Bayview. ** Directions: East ...

House for sale: 45 GORDON ROAD, Toronto
$6,880,000

45 Gordon Road, Toronto (St. Andrew-Windfields), Ontario

6 bed
8 bath

York Mills Rd / Bayview Ave Welcome to 45 ...

House for sale: 16 SAGEWOOD DRIVE, Toronto
$4,080,000

16 Sagewood Drive, Toronto (Banbury-Don Mills), Ontario

5 bed
6 bath

Cross Streets: York Mills/ Bayview. ** Directions: South ...

House for sale: 63 GORDON ROAD, Toronto
$4,980,000

63 Gordon Road, Toronto (St. Andrew-Windfields), Ontario

6 bed
7 bath

Cross Streets: York Mills/Bayview. ** Directions: West ...

House for sale: 5 COSMIC DRIVE, Toronto
$3,788,000

5 Cosmic Drive, Toronto (Banbury-Don Mills), Ontario

6 bed
6 bath

Cosmic Dr & Sagewood Dr Welcome to "Urban Treehouse", ...

House for sale: 236 YORK MILLS ROAD, Toronto
$2,390,000

236 York Mills Road, Toronto (St. Andrew-Windfields), Ontario

6 bed
4 bath

Cross Streets: Bayview/York Mills. ** Directions: York ...

House for sale: 148 MUNRO BOULEVARD, Toronto
$6,998,000

148 Munro Boulevard, Toronto (St. Andrew-Windfields), Ontario

5 bed
8 bath

Bayview & York Mills Introducing 148 Munro Blvd, an ...

House for sale: 164 MUNRO BOULEVARD, Toronto
$2,950,000

164 Munro Boulevard, Toronto (St. Andrew-Windfields), Ontario

5 bed
3 bath

Bayview/York Mills Welcome to 164 Munro Blvd, ...

Row / Townhouse for sale: 25 PROUDBANK MILLWAY, Toronto
$650,000

25 Proudbank Millway, Toronto (St. Andrew-Windfields), Ontario

2 bed
2 bath

Cross Streets: Bayview and York Mills. ** Directions: ...

Row / Townhouse for sale: 50 - 27 PROUDBANK MILLWAY, Toronto
$1,088,000

50 - 27 Proudbank Millway, Toronto (St. Andrew-Windfields), Ontario

4 bed
3 bath

Bayview & York Mills Well Maintained and Rarely Offered ...

House for sale: 25 HARLINGTON ROAD, Toronto
$2,250,000

25 Harlington Road, Toronto (Banbury-Don Mills), Ontario

4 bed
3 bath

Cross Streets: York Mills Rd/Leslie St. ** Directions: ...

House for sale: 161 OWEN BOULEVARD, Toronto
$4,288,000

161 Owen Boulevard, Toronto (St. Andrew-Windfields), Ontario

6 bed
4 bath

Cross Streets: E.Fenn Ave/N.York Mills ...

Apartment for sale: 222 - 38 WILLIAM CARSON CRESCENT, Toronto
$599,900

222 - 38 William Carson Crescent, Toronto (St. Andrew-Windfields), Ontario

2 bed
1 bath

Yonge St. & York Mills *** Visit the REALTOR website ...

House for sale: 28 CARNWATH CRESCENT, Toronto
$4,490,000

28 Carnwath Crescent, Toronto (St. Andrew-Windfields), Ontario

5 bed
5 bath

Cross Streets: Yonge / York Mills. ** Directions: North ...

Row / Townhouse for sale: 259 - 45 SUGAR MILL WAY, Toronto
$939,000

259 - 45 Sugar Mill Way, Toronto (St. Andrew-Windfields), Ontario

3 bed
3 bath

Bayview Ave and York Mills Rd Beautiful 3 ...

Apartment for sale: 815 - 28 WILLIAM CARSON CRESCENT, Toronto
$648,998

815 - 28 William Carson Crescent, Toronto (St. Andrew-Windfields), Ontario

2 bed
1 bath

Cross Streets: Yonge/York Mills. ** Directions: E. Of ...

Apartment for sale: 223 - 38 WILLIAM CARSON CRESCENT, Toronto
$699,900

223 - 38 William Carson Crescent, Toronto (St. Andrew-Windfields), Ontario

2 bed
1 bath

Cross Streets: YONGE ST/YORK MILLS RD. ** Directions: ...

House for sale: 7 SULGRAVE CRESCENT, Toronto
$3,188,000

7 Sulgrave Crescent, Toronto (St. Andrew-Windfields), Ontario

4 bed
6 bath

Cross Streets: York Mills/Bayview. ** Directions: york ...

House for sale: 164 OWEN BOULEVARD, Toronto
$4,490,000

164 Owen Boulevard, Toronto (St. Andrew-Windfields), Ontario

5 bed
5 bath

Cross Streets: York Mills & Bayview. ** Directions: Fenn ...

House for sale: 15 FOURSOME CRESCENT, Toronto
$2,150,000

15 Foursome Crescent, Toronto (St. Andrew-Windfields), Ontario

5 bed
3 bath

Cross Streets: York Mills/Bayview. ** Directions: Bayview ...

House for sale: 382 OLD YONGE STREET, Toronto
$16,800,000

382 Old Yonge Street, Toronto (St. Andrew-Windfields), Ontario

7 bed
12 bath

Cross Streets: Yonge/York Mills. ** Directions: East ...

Row / Townhouse for sale: 79 SCENIC MILL WAY, Toronto
$998,800

79 Scenic Mill Way, Toronto (St. Andrew-Windfields), Ontario

4 bed
4 bath

Cross Streets: Bayview Ave / York Mills Rd. ** Directions: ...

House for sale: 38 FOURSOME CRESCENT, Toronto
$2,499,000

38 Foursome Crescent, Toronto (St. Andrew-Windfields), Ontario

8 bed
5 bath

Bayview/York Mills Great Size Nested On A ...

House for sale: 5 ABRAMS PLACE, Toronto
$5,980,000

5 Abrams Place, Toronto (St. Andrew-Windfields), Ontario

5 bed
9 bath

York Mills/ Bayview Exceptional 7,600Sf Arch. Masterpiece ...

Updated May 30th 2026 10:55 pm

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