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Detached Houses for Sale in Bridle Path-Sunnybrook-York Mills, Toronto

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Choose from a detailed list of Detached Houses for sale in Bridle Path-Sunnybrook-York Mills, Toronto, ideal for those seeking privacy and a spacious living environment. Our listings feature everything from stunning house design, budget-friendly houses to expansive, luxurious detached properties in Bridle Path-Sunnybrook-York Mills, Toronto. Each listing is detailed with essential information to assist you in finding the perfect home. Explore our diverse collection to buy Detached Houses in Bridle Path-Sunnybrook-York Mills, Toronto From cosy family houses to grand residences, listings on Square Yards Canada cater to all preferences and budgets with a range of Detached Houses prices in Bridle Path-Sunnybrook-York Mills, Toronto.

Last Updated: March 25, 2025

40 Photos

24 York Valley Crescent, Toronto, ON , MLS #C10874824 , Image - 1

24 York Valley Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C10874824

Residential Freehold (Detached)

$6,300,000

Price drop by 15.9%

5 +1 Beds
9 Baths
5000 + sq-ft

True Elegance Tradition Meets Timeless Beauty. Nestled in the heart of Hoggs Hollow, one of Toronto's most prestigious neighborhoods, this stunning re

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61 Arjay Crescent, Toronto, ON , MLS #C9383843 , Image - 1

61 Arjay Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C9383843

Residential Freehold (Detached)

$5,199,888

price drop icon

Price drop by 1.0%

4 +2 Beds
6 Baths
5000 + sq-ft

5540 Sf of Lovely Sun-Filled Spacious Home On The Prestigious Arjay Cres. In The Richest Neighborhood in Canada Awaits Your Personal Touch. Invite You

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269 St Leonard's Avenue, Toronto, ON , MLS #C11987385 , Image - 1

269 St Leonard's Avenue Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11987385

Residential Freehold (Detached)

$6,098,888

5 +1 Beds
5 Baths

Exquisite custom built family residence designed by architect Loren Rose and interiors by Carey Mudford. This beautifully landscaped, chateau inspired

38 Photos

87 Highland Crescent, Toronto, ON , MLS #C12038270 , Image - 1

87 Highland Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12038270

Residential Freehold (Detached)

$13,995,000

4 Beds
6 Baths

Welcome to the Weathering Steel House, an architectural masterpiece by Shim-Sutcliffe, overlooking the Rosedale Golf Club. This award-winning home, ce

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6 St Margarets Drive, Toronto, ON , MLS #C11949542 , Image - 1

6 St Margarets Drive Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11949542

Residential Freehold (Detached)

$15,000,000

4 +1 Beds
8 Baths
5000 + sq-ft

Situated in exclusive Hoggs Hollow, this stunning French Chateau nestles on nearly 1 acre backing on to the river; offering complete serenity. It has

40 Photos

32 Arjay Crescent, Toronto, ON , MLS #C12022763 , Image - 1

32 Arjay Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12022763

Residential Freehold (Detached)

$10,980,000

6 +1 Beds
9 Baths
5000 + sq-ft

This stunning mansion in the prestigious Bridle Path area epitomizes luxury living, combining scale & sophistication with practical elegance. Nestled

40 Photos

113 Donwoods Drive, Toronto, ON , MLS #C11949548 , Image - 1

113 Donwoods Drive Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11949548

Residential Freehold (Detached)

$13,588,000

4 +1 Beds
7 Baths

Reflecting the grandeur and craftsmanship of times past, with all modern conveniences, this most admired Hoggs Hollow residence enjoys the ultimate pr

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23 Rothmere Drive, Toronto, ON , MLS #C12037584 , Image - 1

23 Rothmere Drive Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12037584

Residential Freehold (Detached)

$3,149,000

3 +2 Beds
3 Baths

Situated where Wanless Park meets Lawrence Park, 23 Rothmere Drive offers an exceptional opportunity on a premium 75' x94' south-facing lot. This well

40 Photos

151 Highland Crescent, Toronto, ON , MLS #C11965985 , Image - 1

151 Highland Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11965985

Residential Freehold (Detached)

$5,880,000

5 +1 Beds
7 Baths

Nestled Within The Prestigious Quadrant Of Bayview And York Mills. Stunning Renovated 8,000 Sf Of Living Area On Rare 80' Foot Wide South Lot With Cir

13 Photos

28 Bayview Ridge, Toronto, ON , MLS #C11960591 , Image - 1

28 Bayview Ridge Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11960591

Residential Freehold (Detached)

$11,888,000

5 Beds
10 Baths

An architectural triumph of unparalleled elegance, setting a new benchmark for ultra-luxury living. Nestled in one of Toronto's most prestigious encla

18 Photos

26 Wilket Road, Toronto, ON , MLS #C12031481 , Image - 1

26 Wilket Road Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12031481

Residential Freehold (Detached)

$6,950,000

5 +1 Beds
5 Baths

Exceptional and picturesque property located in one of Toronto's most prestigious neighbourhoods. A vast and impressive lot situated on Wilket Road in

19 Photos

131 York Mills Road, Toronto, ON , MLS #C12028979 , Image - 1

131 York Mills Road Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12028979

Residential Freehold (Detached)

$1,998,000

3 +1 Beds
3 Baths

Well-maintained, solid side-split in prestigious York Mills! Move-in ready with potential for expansion/renovation or a new build. Features a beautifu

40 Photos

52 Sunnydene Crescent, Toronto, ON , MLS #C12015162 , Image - 1

52 Sunnydene Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12015162

Residential Freehold (Detached)

$5,680,000

2 +2 Beds
5 Baths

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49 Arjay Crescent, Toronto, ON , MLS #C11948301 , Image - 1

49 Arjay Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11948301

Residential Freehold (Detached)

$9,800,000

5 Beds
6 Baths
5000 + sq-ft

A Breathtaking Property! Sited On One Of The Most Highly Sought After Crescents In The Bridle Path Enclave Of Prestigious Homes. 6700+ SF Of Living S

25 Photos

90 Arjay Crescent, Toronto, ON , MLS #C11965960 , Image - 1

90 Arjay Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11965960

Residential Freehold (Detached)

$15,000,000

5 +1 Beds
8 Baths
5000 + sq-ft

Set on a quiet cul-de-sac in the prestigious Bridle Path Neighbourhood, 90 Arjay Crescent is a masterclass in luxury design by renowned architect Rich

36 Photos

128 Rochester Avenue, Toronto, ON , MLS #C12022730 , Image - 1

128 Rochester Avenue Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12022730

Residential Freehold (Detached)

$5,995,000

5 +1 Beds
5 Baths
3500-5000 sq-ft

Exquisite Custom Built Lawrence Park South Residence, Builder: J.T.F & Architect: Richard Wengle, Fabulous Plan with 5+1 Bedrooms, Main Floor Library,

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238 St Leonards Avenue, Toronto, ON , MLS #C9385334 , Image - 1

238 St Leonards Avenue Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C9385334

Residential Freehold (Detached)

$7,288,000

4 +1 Beds
6 Baths

Sophisticated Palace In The Heart Of Upscale Lawrence Park Area! This Grand Castle Built In 2016 With ~ 6,000 Sq.Ft Of Living Space, Features 10 Feet

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31 Arjay Cres, Toronto, Ontario , MLS #C11920658 , Image - 1

31 Arjay Cres Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11920658

Residential (Detached)

$5,980,000

5 +2 Beds
6 Baths
5000+ sq-ft

116' X 198' irregular Lot in One of the Prestigious Homes in the Bridle Path - Bayview / Post Rd Enclave. Double Car Detached surrounding by Mature Tr

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53 York Rd, Toronto, Ontario , MLS #C12011312 , Image - 1

53 York Rd Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12011312

Residential (Detached)

$4,995,000

4 +1 Beds
7 Baths
3500-5000 sq-ft

Stately Owen Sound stone and pre-cast front elevation quickly draws you towards and into this beautiful residence. Exquisite finishes throughout 6,935

26 Photos

31 Saintfield Ave, Toronto, Ontario , MLS #C11947628 , Image - 1

31 Saintfield Ave Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11947628

Residential (Detached)

$4,280,000

4 Beds
3 Baths

Situated In Prestigious, The Bridle Path Neighbourhood, This Residence Has Been Masterfully Refreshed For The Modern Lifestyle. Offering Absolute Pri

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54 Plymbridge Rd, Toronto, Ontario , MLS #C11882136 , Image - 1

54 Plymbridge Rd Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11882136

Residential (Detached)

$5,200,000

price drop icon

Price drop by 9.2%

4 +1 Beds
4 Baths

Welcome home! Perfectly situated in the esteemed and scenic enclave of Hoggs Hollow, this pristine building lot offers an unparalleled opportunity. Ne

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139 Beechwood Ave, Toronto, Ontario , MLS #C11999529 , Image - 1

139 Beechwood Ave Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11999529

Residential (Detached)

$4,588,000

4 +1 Beds
6 Baths
3500-5000 sq-ft

****Pride Of Ownership****Enjoy Upscale Lifestyle****Spectacular/L-U-X-U-R-I-O-U-S Custom-Built Hm with Lavish Features**Architectural Details-Eleganc

16 Photos

27 Old Yonge St, Toronto, Ontario , MLS #C11996880 , Image - 1

27 Old Yonge St Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11996880

Residential (Detached)

$7,250,000

4 Beds
3 Baths

In a city where land is scarce and one-acre parcels are unheard of, this exceptional property offers a unique opportunity to create your dream home on

38 Photos

23 Bayview Rdge, Toronto, Ontario , MLS #C11997297 , Image - 1

23 Bayview Rdge Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11997297

Residential (Detached)

$10,998,000

7 +2 Beds
11 Baths
5000+ sq-ft

Some homes are measured in square footage others by the lifestyle they offer. 23 Bayview Ridge is one of those rare estates that go beyond numbers, de

30 Photos

30 High Point Road, Toronto, ON , MLS #C11995168 , Image - 1

30 High Point Road Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11995168

Residential Freehold (Detached)

$23,980,000

8 Beds
13 Baths

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28 Glenorchy Rd, Toronto, Ontario , MLS #C11994878 , Image - 1

28 Glenorchy Rd Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11994878

Residential (Detached)

$10,980,000

4 +2 Beds
5 Baths

Prestigious Bridle Path Ravine Mansion on Exclusive Enclaves of Glenorchy. Modern French Chateauesque with Renaissance Design. Renowned Hovan-Homes Ma

23 Photos

4 Royal Oak Dr, Toronto, Ontario , MLS #C11994609 , Image - 1

4 Royal Oak Dr Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11994609

Residential (Detached)

$10,980,000

4 +2 Beds
9 Baths
5000+ sq-ft

Unparalleled Luxury and Architectural Brilliance by Stan Makow on the Prestigious Bridle Path, A Stunning Contemporary Masterpiece Custom Built by SKR

7 Photos

2527 Bayview Avenue, Toronto, ON , MLS #C11940800 , Image - 1

2527 Bayview Avenue Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11940800

Residential Freehold (Detached)

$4,900,000

5 +1 Beds
8 Baths

Welcome To Your Dream Home In Torontos Exclusive Bridle Path Community (C12).Surrounded By Luxurious Multi-million-dollar Estates, This Stunning New B

40 Photos

7 Valleyanna Dr, Toronto, Ontario , MLS #C11943338 , Image - 1

7 Valleyanna Dr Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11943338

Residential (Detached)

$6,680,000

5 +1 Beds
7 Baths

Unmatched Luxury In Esteemed South Bridle Path. An Exquisite 5+1-Bedroom Family Residence Masterfully Built To The Highest Standards Of Craftsmanship.

5 Photos

48 The Bridle Path, Toronto, Ontario , MLS #C11984545 , Image - 1

48 The Bridle Path Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C11984545

Residential (Detached)

$7,980,000

One of Toronto's most affluent and exclusive neighborhoods, known as "Millionaire's Row". This prestigious property boasts 103-foot frontage and a 26

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