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1of10
House for sale: 2 CHIEFTAIN CRESCENT, Toronto
2 Chieftain Crescent
$3,595,000
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. In the elite St. Andrews neighbourhood you could be living in a sanctuary of luxury. Build your dream mansion in the heart of Fifeshire, one of Toronto's most desirable communities. This spectacular showcase corner lot within a coveted Toronto district awaits a new home and a visionary's creation.

This appealing property is a true gem . You will be ideally located close to top-rated schools with easy transportation all while being surrounded by exquisite homes. Some room photos show virtually staged furnishings. There are also renderings of conceptual homes. The proposed concepts labeled with Sharf Architecture Inc. have site plan, floor plans, and area calculations. Also a schematic zoning-ready proposal is done for 3 floors with 8,500+ Sq.Ft. of above ground living space. Now is the time to move on this exceptional opportunity. (id:27476)

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Property Details
MLS® Number
C13768906
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
Kitchen
Basement
2.7 m x 2.3 m
Other
Basement
8.3 m x 4.7 m
Furnace
Basement
6.2 m x 4 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

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Listing provided by: ROYAL LEPAGE TERREQUITY REALTY

$3,595,000 - 2 CHIEFTAIN CRESCENT, Toronto Ontario M2L 2H4, Canada | Real Estate For Sale | HomeAds.ca

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House for sale: 2424 BAYVIEW AVENUE, Toronto
$3,198,888

2424 Bayview Avenue, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

5 bed
6 bath

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

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: 6 THE BRIDLE PATH, Toronto
$15,900,000

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

7 bed
10 bath

The Bridle Path/Bayview An Extraordinary Gated Estate ...

House for sale: 48 THE BRIDLE PATH, Toronto
$6,500,000

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: 23 COUNTRY LANE, Toronto
$11,888,000

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

7 bed
8 bath

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

Apartment for sale: 408 - 3900 YONGE STREET, Toronto
$1,625,000

408 - 3900 Yonge Street, Toronto (Bedford Park-Nortown), Ontario

2 bed
2 bath

Cross Streets: Yonge and York Mills Rd. ** Directions: ...

Apartment for sale: 301 - 3900 YONGE STREET, Toronto
$2,339,000

301 - 3900 Yonge Street, Toronto (Bedford Park-Nortown), Ontario

2 bed
3 bath

Yonge/York Mills Coveted York Mills Place Unit ...

House for sale: 95 BAYVIEW RIDGE, Toronto
$16,999,900

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

7 bed
9 bath

Cross Streets: Bayview Ave and York Mills Rd. ...

House for sale: 22 BROOKFIELD ROAD, Toronto
$11,250,000

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

5 bed
7 bath

Cross Streets: Yonge St. and york Mills Rd. ...

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: 12 YORK VALLEY CRESCENT, Toronto
$7,298,000

12 York Valley Crescent, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

5 bed
4 bath

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

House for sale: 35 BAYVIEW RIDGE, Toronto
$8,900,000

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

6 bed
4 bath

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

House for sale: 1 CAMPBELL CRESCENT, Toronto
$3,499,000

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

5 bed
4 bath

Cross Streets: Hogg's Hollow. ** Directions: York Mills ...

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

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

4 bed
3 bath

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

Row / Townhouse for sale: 2466B BAYVIEW AVENUE, Toronto
$2,188,000

2466b Bayview Avenue, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

4 bed
5 bath

York Mills And Bayview Client RemarksStep into uncompromising ...

House for sale: 6 CARAVAN DRIVE, Toronto
$2,528,000

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

5 bed
4 bath

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

House for sale: 6 PENWOOD CRESCENT, Toronto
$5,498,880

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

6 bed
7 bath

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

House for sale: 154 VALLEY ROAD, Toronto
$3,599,000

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
$9,380,000

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: 70 SYLVAN VALLEY WAY, Toronto
$1,499,000

70 Sylvan Valley Way, Toronto (Bedford Park-Nortown), Ontario

4 bed
3 bath

Cross Streets: AVENUE RD & LAWRENCE. ** Directions: North ...

Row / Townhouse for sale: 212 - 47 YORK MILLS ROAD, Toronto
$2,178,000

212 - 47 York Mills Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

4 bed
3 bath

Cross Streets: Yonge & York Mills Rd. ** Directions: ...

Row / Townhouse for sale: 302 - 51 YORK MILLS ROAD, Toronto
$1,840,000

302 - 51 York Mills Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

4 bed
3 bath

Yonge And York Mills Experience Luxury Living In ...

Apartment for sale: 206 - 10 OLD YORK MILLS ROAD, Toronto
$1,069,000

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

2 bed
2 bath

Cross Streets: Yorkmills. ** Directions: Yonge & Yorkmills. Experience ...

Apartment for sale: 410 - 10 OLD YORK MILLS ROAD, Toronto
$1,288,000

410 - 10 Old York Mills Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

3 bed
2 bath

Yonge/York Mills Luxurious Tridel Condo in Prestigious ...

Row / Townhouse for sale: 313 - 51 YORK MILLS ROAD, Toronto
$1,639,000

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

4 bed
3 bath

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

Row / Townhouse for sale: 309 - 51 YORK MILLS ROAD, Toronto
$1,488,000

309 - 51 York Mills Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

3 bed
3 bath

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

Apartment for sale: 309 - 75 YORK MILLS ROAD, Toronto
$1,349,900

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

3 bed
3 bath

Cross Streets: East of Yonge St/ York Mills ...

House for sale: 48 OLD YONGE STREET, Toronto
$5,980,000

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

5 bed
6 bath

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

House for sale: 7 CEDARWOOD AVENUE, Toronto
$6,795,000

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: 143 HIGHLAND CRESCENT, Toronto
$8,880,000

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

6 bed
7 bath

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

House for sale: 12 TUDOR GATE, Toronto
$8,800,000

12 Tudor Gate, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

5 bed
7 bath

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

House for sale: 38 MISTY CRESCENT, Toronto
$7,180,000

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

6 bed
7 bath

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

House for sale: 33 MUNRO BOULEVARD, Toronto
$4,180,000

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

6 bed
7 bath

Bayview And York Mills Exceptional Fully Renovated Designer ...

House for sale: 155 YORK MILLS ROAD, Toronto
$2,199,000

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

3 bed
1 bath

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

House for sale: 78 YORK ROAD, Toronto
$5,268,000

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

6 bed
6 bath

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

House for sale: 59 MUNRO BOULEVARD, Toronto
$4,950,000

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N.York Mills/E.Yonge/W.Bayview Impeccably ...

House for sale: 176 OLD YONGE STREET, Toronto
$3,295,000

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

5 bed
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Yonge / York Mills Located on one of Toronto's ...

House for sale: 63 GORDON ROAD, Toronto
$4,800,000

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

House for sale: 7 PURLING PLACE, Toronto
$5,880,000

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

4 bed
5 bath

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

House for sale: 100 MUNRO BOULEVARD, Toronto
$4,995,000

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

6 bed
6 bath

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

House for sale: 234 YORK MILLS ROAD, Toronto
$1,800,000

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

4 bed
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Cross Streets: Bayview Ave & York Mills Rd. ** Directions: ...

Apartment for sale: 308 - 11 WILLIAM CARSON CRESCENT, Toronto
$799,000

308 - 11 William Carson Crescent, Toronto (St. Andrew-Windfields), Ontario

2 bed
2 bath

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

Row / Townhouse for sale: 50 - 27 PROUDBANK MILLWAY, Toronto
$1,028,000

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

4 bed
3 bath

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

Apartment for sale: 808 - 18 WILLIAM CARSON CRESCENT, Toronto
$1,899,000

808 - 18 William Carson Crescent, Toronto (St. Andrew-Windfields), Ontario

3 bed
3 bath

Cross Streets: Yonge/York Mills. ** Directions: NORTH-EAST ...

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: 1 VERSAILLES COURT, Toronto
$3,388,888

1 Versailles Court, Toronto (Banbury-Don Mills), Ontario

5 bed
7 bath

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

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

Yonge / York Mills Nestled On Coveted Carnwath Crescent ...

Row / Townhouse for sale: 259 - 45 SUGAR MILL WAY, Toronto
$799,000

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

3 bed
3 bath

Bayview Ave and York Mills Rd Beautiful 3 ...

Updated September 13th 2026 7:09 pm

Book a Showing
Darya Strilyana
Darya Strilyana
Real Estate Expert
Phone
+1 .647 .896 .7668
Email
ds@homeads.ca
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