+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
$4,195,000
Toronto , Ontario M2L2H4
5 bed
5 bath
About the Property

Fifeshire and Bayview 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
C11924338
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

$4,195,000 - 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: 49 ARJAY CRESCENT, Toronto
$9,800,000

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

5 bed
6 bath

Bayview & Post Road A Breathtaking Property! Sited On ...

House for sale: 2 IVOR ROAD, Toronto
$3,388,000

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

5 bed
5 bath

Yonge and York Mills Discover unparalleled luxury in ...

House for sale: 154 YONGE BOULEVARD, Toronto
$6,999,000

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

5 bed
7 bath

Yonge St/ York Mills Rd Welcome to 154 ...

House for sale: 75 ARJAY CRESCENT, Toronto
$10,900,000

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

5 bed
6 bath

Bayview / Post rd. Client RemarksNestled in Toronto's ...

House for sale: 40 DONINO AVENUE, Toronto
$5,088,000

40 Donino Avenue, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

6 bed
7 bath

Yonge/York Mills Prime 100 x 298 Lot ...

House for sale: 48 THE BRIDLE PATH, Toronto
$7,980,000

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

0 bed
0 bath

Bayview / Post Rd One of Toronto's most ...

House for sale: 117 ARJAY CRESCENT, Toronto
$3,390,000

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

3 bed
3 bath

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

House for sale: 44 THE BRIDLE PATH, Toronto
$10,500,000

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

5 bed
5 bath

Post Rd/Bayview Ave Ravine Peninsula Property With ...

House for sale: 23 BAYVIEW RIDGE, Toronto
$10,998,000

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

9 bed
11 bath

Bayview Ave / South Of Arjay Cres Some homes ...

House for sale: 10 CAMPBELL CRESCENT, Toronto
$3,195,000

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

3 bed
2 bath

Yonge Street / York Mills Road Excellent building lot, ...

House for sale: 36 OLD YONGE STREET, Toronto
$8,380,000

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

6 bed
9 bath

Yonge/York Mills Road Experience the epitome of ...

House for sale: 61 HIGHLAND CRESCENT, Toronto
$3,799,000

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

3 bed
2 bath

York Mills And Bayview Outstanding Ravine Lot Build ...

Apartment for sale: 209 - 10 OLD YORK MILLS ROAD, Toronto
$739,900

209 - 10 Old York Mills Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

2 bed
1 bath

Yonge & York Mills Luxury Tridel building nestled in ...

Apartment for sale: 310 - 10 OLD YORK MILLS ROAD, Toronto
$1,337,888

310 - 10 Old York Mills Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

3 bed
2 bath

Yonge / York Mills Rd Prestigious Tridel luxury condo ...

House for sale: 25 BAMBOO GROVE, Toronto
$2,388,000

25 Bamboo Grove, Toronto (Banbury-Don Mills), Ontario

5 bed
4 bath

York Mills Rd & Leslie St A Stunning Home ...

Apartment for sale: 406 - 75 YORK MILLS ROAD, Toronto
$775,000

406 - 75 York Mills Road, Toronto (Bridle Path-Sunnybrook-York Mills), Ontario

3 bed
2 bath

Yonge/York Mills Nestled in the heart of ...

Apartment for sale: 309 - 75 YORK MILLS ROAD, Toronto
$1,499,900

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

3 bed
3 bath

Yonge St/ York Mills Rd. Spacious 2268 sq ...

House for sale: 25 MISTY CRESCENT, Toronto
$7,580,000

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

6 bed
6 bath

York Mills/Bayview West Coast Stylings - Rich In ...

House for sale: 26 WILKET ROAD, Toronto
$6,950,000

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

6 bed
5 bath

Bayview Avenue & York Mills Road Exceptional and picturesque ...

House for sale: 160 BANBURY ROAD, Toronto
$3,298,000

160 Banbury Road, Toronto (Banbury-Don Mills), Ontario

5 bed
6 bath

York Mills / Banbury Welcome to 160 Banbury Road ...

House for sale: 155 YORK MILLS ROAD, Toronto
$2,590,000

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

3 bed
1 bath

Bayview Ave/ York Mills Rd Prime Redevelopment Opportunity ...

House for sale: 162 BANBURY ROAD, Toronto
$2,580,000

162 Banbury Road, Toronto (Banbury-Don Mills), Ontario

6 bed
4 bath

Yorkmills / Bayview Welcome To 162 Banbury Road Your ...

House for sale: 78 YORK ROAD, Toronto
$6,268,000

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

6 bed
6 bath

Bayview Ave/York Mills Custom Built Home On ...

House for sale: 16 WILKET ROAD, Toronto
$6,780,000

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

5 bed
3 bath

York Mills/Bayview Muskoka In The City! York ...

House for sale: 7 PURLING PLACE, Toronto
$6,500,000

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

4 bed
5 bath

Banbury And York Mills Set at the end ...

House for sale: 212 YORK MILLS ROAD, Toronto
$2,280,000

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

3 bed
2 bath

Bayview / York Mills **FRONTING on FENN AVE**Welcome ...

House for sale: 127 MUNRO BOULEVARD, Toronto
$4,599,000

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

6 bed
6 bath

York Mills Rd & Bayview Ave Situated in the ...

House for sale: 236 YORK MILLS ROAD, Toronto
$2,490,000

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

5 bed
4 bath

Bayview/York Mills Urban oasis with quick access ...

House for sale: 72 GORDON ROAD, Toronto
$4,488,000

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

6 bed
6 bath

York Mills/Bayview Nestled in the prestigious St. ...

House for sale: 315 YONGE BOULEVARD, Toronto
$1,995,000

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

4 bed
4 bath

Avenue Rd & Wilson Ave Welcome to 315 Yonge ...

Apartment for sale: 306 - 11 WILLIAM CARSON CRESCENT, Toronto
$1,099,000

306 - 11 William Carson Crescent, Toronto (St. Andrew-Windfields), Ontario

3 bed
2 bath

Yonge/York Mills Ravine views take center stage ...

Row / Townhouse for sale: 53 - 33 PROUDBANK MILLWAY WAY, Toronto
$1,195,000

53 - 33 Proudbank Millway Way, Toronto (St. Andrew-Windfields), Ontario

4 bed
4 bath

Bayview & York Mills The Best Location In Toronto. ...

Row / Townhouse for sale: 187 - 19 SNOWSHOE MILL WAY, Toronto
$979,000

187 - 19 Snowshoe Mill Way, Toronto (St. Andrew-Windfields), Ontario

3 bed
3 bath

Bayview / York Mills Under $1M at Bayview & York ...

House for sale: 263 UPPER HIGHLAND CRESCENT, Toronto
$2,795,000

263 Upper Highland Crescent, Toronto (St. Andrew-Windfields), Ontario

5 bed
5 bath

Yonge and York Mills Prestigious York Mills & Yonge ...

House for sale: 25 HARLINGTON ROAD, Toronto
$2,549,900

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

4 bed
4 bath

Leslie & York Mills Rd Nestled in the prestigious ...

House for sale: 5 AMES GATE, Toronto
$2,200,000

5 Ames Gate, Toronto (Banbury-Don Mills), Ontario

2 bed
2 bath

York Mills and Leslie Meticulously kept Bungalow that ...

Row / Townhouse for sale: 26 ANVIL MILL WAY, Toronto
$1,090,000

26 Anvil Mill Way, Toronto (St. Andrew-Windfields), Ontario

4 bed
3 bath

Bayview/York Mills Nestled Townhouse In The Prestigious ...

House for sale: 15 AMES CIRCLE, Toronto
$4,980,000

15 Ames Circle, Toronto (Banbury-Don Mills), Ontario

6 bed
7 bath

Banbury & York Mills Luxury Redefined in One of ...

House for sale: 225 OLD YONGE STREET, Toronto
$1,988,000

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

4 bed
3 bath

Yonge St & York Mills Rd Attention Custom Home ...

Apartment for sale: 207 - 38 WILLIAM CARSON CRESCENT, Toronto
$659,000

207 - 38 William Carson Crescent, Toronto (St. Andrew-Windfields), Ontario

2 bed
1 bath

Yonge & York Mills Located in a neighborhood with ...

House for sale: 26 DANVILLE DRIVE, Toronto
$4,990,000

26 Danville Drive, Toronto (St. Andrew-Windfields), Ontario

6 bed
7 bath

E.Yonge/N.Yorkmills/N.Owen This Stunning ...

House for sale: 5 SULGRAVE CRESCENT, Toronto
$3,490,000

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

6 bed
5 bath

York Mills And Harrison Road A Rare Opportunity ...

House for sale: 7 SULGRAVE CRESCENT, Toronto
$3,588,000

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

4 bed
6 bath

York Mills/Bayview Exquisite Residence On Spectacular ...

Row / Townhouse for sale: 101 - 138 SCENIC MILL WAY, Toronto
$859,900

101 - 138 Scenic Mill Way, Toronto (St. Andrew-Windfields), Ontario

3 bed
3 bath

Bayview & York Mills Spacious Multi-Level End Unit ...

House for sale: 47 TOURNAMENT DRIVE, Toronto
$5,598,000

47 Tournament Drive, Toronto (St. Andrew-Windfields), Ontario

5 bed
7 bath

Old Yonge/York Mills ONE-OF-A-KIND ...

House for sale: 8 HARRISON ROAD, Toronto
$5,950,000

8 Harrison Road, Toronto (St. Andrew-Windfields), Ontario

5 bed
6 bath

Bayview Ave & York Mills Rd A Private Oasis ...

House for sale: 47 DANVILLE DRIVE S, Toronto
$5,688,000

47 Danville Drive S, Toronto (St. Andrew-Windfields), Ontario

6 bed
6 bath

York Mills/Bayview Welcome to 47 Danville Drive ...

House for sale: 372 OLD YONGE STREET, Toronto
$8,990,000

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

8 bed
8 bath

York Mills & Yonge St One and only. Nestled ...

Row / Townhouse for sale: 85 CRIMSON MILLWAY, Toronto
$999,000

85 Crimson Millway, Toronto (St. Andrew-Windfields), Ontario

3 bed
3 bath

Bayview And York Mills Welcome to Your Urban ...

House for sale: 42 FOURSOME CRESCENT, Toronto
$5,888,000

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

5 bed
7 bath

Bayview & Yorlkmills Spectacular Bayview & Yorkmills Masterful Customized ...

Updated August 24th 2025 9:51 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