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St. Andrew-Windfields, Toronto, ON Luxury Homes

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With Square Yards Canada, you can find your dream luxury homes for sale in St. Andrew-Windfields. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in St. Andrew-Windfields

Last Updated: November 07, 2026

37 Photos

45 Pinnacle Road, Toronto, ON , MLS #C13814398 , Image - 1

45 Pinnacle Road St. Andrew-Windfields, Toronto, ON MLS® C13814398

Residential Freehold (Detached)

$2288000.0

Price drop by 4.6%

4 +2 Beds
4 Baths
2500-3000 sq-ft

Fabulous Family home in Prestigious 'Windfield Estates' area, Beautifully crafted 'Country French' Kitchen for the Gourmet with an abundance of Cabine

40 Photos

24 Tullamore Drive, Toronto, ON , MLS #C14119282 , Image - 1

24 Tullamore Drive St. Andrew-Windfields, Toronto, ON MLS® C14119282

Residential Freehold (Detached)

$2490000.0

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

One of the bigest house and lot in the Quiet Court! *blends classic character with thoughtfully updated spaces. A striking curved staircase welcomes

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

32 Photos

67 Montressor Drive, Toronto, ON , MLS #C14126312 , Image - 1

67 Montressor Drive St. Andrew-Windfields, Toronto, ON MLS® C14126312

Residential Freehold (Detached)

$4990000.0

4 +1 Beds
7 Baths
5000 + sq-ft

An exceptional custom-built French Chateau in coveted St. Andrew-Windfields, offering approximately 7,500 sq. ft. of luxurious living space. Soaring c

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

39 Photos

4 Fifeshire Road, Toronto, ON , MLS #C13838490 , Image - 1

4 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C13838490

Residential Freehold (Detached)

$8800000.0

5 +1 Beds
7 Baths
5000 + sq-ft

A showstopping gated estate offering nearly 10,000 sq. ft. of beautifully designed living space! Soaring ceilings, intricate millwork, marble and hard

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

Pre-Construction

Lily at Crosstown

844 Don Mills Road, North York, Toronto

From $573,990 - $1,358,990

Project Info

2 Buildings
220 Units
Condos

Property Mix

Studio(2)
1 Bed(95)
2 Bed(79)
3 Bed(44)

Developer:Aspen Ridge Homes

30 Photos

88 Yorkminster Road, Toronto, ON , MLS #C14155620 , Image - 1

88 Yorkminster Road St. Andrew-Windfields, Toronto, ON MLS® C14155620

Residential Freehold (Detached)

$3999000.0

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

Sun-Filled, Renovated Custom Residence In A Prestigious Neighbourhood! Soaring 2-Storey Skylight Foyer & 10' Ceilings On Main. Gleaming Hardwood Floor

40 Photos

38 Fifeshire Road, Toronto, ON , MLS #C13784786 , Image - 1

38 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C13784786

Residential Freehold (Detached)

$4549999.0

4 +1 Beds
5 Baths
3000-3500 sq-ft

A rare ravine lot, nearly half an acre in size! Seize the opportunity to build your dream home on one of Toronto's most prestigious streets, in the co

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

49 Photos

2 Colvestone Road, Toronto, ON , MLS #C13847790 , Image - 1

2 Colvestone Road St. Andrew-Windfields, Toronto, ON MLS® C13847790

Residential Freehold (Detached)

$2495000.0

3 +1 Beds
3 Baths
3000-3500 sq-ft

Rarely does a 1/3-acre lot come to market in the prestigious Bayview & York Mills. 2 Colvestone Rd offers a blank canvas: build your dream home or ren

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

44 Photos

13 Legacy Court, Toronto, ON , MLS #C14032204 , Image - 1

13 Legacy Court St. Andrew-Windfields, Toronto, ON MLS® C14032204

Residential Freehold (Detached)

$6390000.0

5 +1 Beds
8 Baths
5000 + sq-ft

Welcome to 13 Legacy Court, a European-inspired estate on a quiet, prestigious cul-de-sac in St. Andrew-Windfields. Offering approximately 5,394 sq. f

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

Pre-Construction

The Clove Condos

2 East Mall Cres, Toronto

From $440,990

Project Info

1 Building
606 Units
Condos

Property Mix

Studio(32)
1 Bed(379)
2 Bed(127)
3 Bed(68)

Developer:Mattamy Homes, QuadReal Property Group

40 Photos

5 Abrams Place, Toronto, ON , MLS #C13662898 , Image - 1

5 Abrams Place St. Andrew-Windfields, Toronto, ON MLS® C13662898

Residential Freehold (Detached)

$4998000.0

4 +1 Beds
9 Baths
5000 + sq-ft

Rare & Architecturally Distinctive Contemporary Residence Set On An Exceptional 0.421-Acre Pie-Shaped Lot, Widening To Approx. 195 Ft At The Rear, On

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

50 Photos

21 Forest Heights Boulevard, Toronto, ON , MLS #C13480112 , Image - 1

21 Forest Heights Boulevard St. Andrew-Windfields, Toronto, ON MLS® C13480112

Residential Freehold (Detached)

$5998000.0

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

Exceptional Red-brick Georgian Estate In A Prestigious Neighbourhood. Welcome To This Timeless Luxury Residence Offering Approximately 6,260 Sq Ft Of

41 Photos

42 Wimpole Drive, Toronto, ON , MLS #C13847788 , Image - 1

42 Wimpole Drive St. Andrew-Windfields, Toronto, ON MLS® C13847788

Residential Freehold (Detached)

$9800000.0

6 +2 Beds
13 Baths
5000 + sq-ft

A Truly One-Of-A-Kind Gated Legacy Residence, Thoughtfully Designed And Built To Be Treasured From Generation To Generation. Accessible Through Three

48 Photos

6 Vernham Avenue, Toronto, ON , MLS #C13874468 , Image - 1

6 Vernham Avenue St. Andrew-Windfields, Toronto, ON MLS® C13874468

Residential Freehold (Detached)

$4950000.0

4 +1 Beds
7 Baths
5000 + sq-ft

Nestled in the prestigious Bayview York Mills neighbourhood, this classic 2-story red brick Georgian-Style home offering approx. 8400 sq ft of total l

29 Photos

4 Abrams Place, Toronto, ON , MLS #C13876718 , Image - 1

4 Abrams Place St. Andrew-Windfields, Toronto, ON MLS® C13876718

Residential Freehold (Detached)

$3499900.0

3 +1 Beds
3 Baths
2500-3000 sq-ft

Set within one of Toronto's most distinguished Bayview and York Mills enclaves, 4 Abrams Place offers a rare opportunity on a quiet, child-friendly cu

Open House : Sun Nov 08, 03:00 PM to 05:00 PM

47 Photos

110 Munro Boulevard, Toronto, ON , MLS #C14093442 , Image - 1

110 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C14093442

Residential Freehold (Detached)

$4099000.0

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

An elegant custom residence in prestigious St. Andrews, offering approximately 5,800 sq. ft. of total living space, including the finished lower level

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

27 Photos

36 Medalist Road, Toronto, ON , MLS #C13794274 , Image - 1

36 Medalist Road St. Andrew-Windfields, Toronto, ON MLS® C13794274

Residential Freehold (Detached)

$2700000.0

Price drop by 6.9%

6 +1 Beds
4 Baths
3000-3500 sq-ft

Exceptionally rare 73 feet of frontage on a deep ravine 137 ft. lot with significant table land featuring a Classic red-brick 6 bedroom family home on

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

40 Photos

110 Upper Canada Drive, Toronto, ON , MLS #C13755708 , Image - 1

110 Upper Canada Drive St. Andrew-Windfields, Toronto, ON MLS® C13755708

Residential Freehold (Detached)

$2500000.0

6 Beds
5 Baths
3000-3500 sq-ft

An Incredible Opportunity In North York's Prestigious St. Andrews Enclave! This Expansive 6+1 Bedroom, 5-Bathroom Residence Offers An Exceptional Comb

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

37 Photos

17 Ealing Drive, Toronto, ON , MLS #C13806918 , Image - 1

17 Ealing Drive St. Andrew-Windfields, Toronto, ON MLS® C13806918

Residential Freehold (Detached)

$2190000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to this stunning family home located in one of North York's most prestigious and sought-after enclave neighborhoods. Situated on a magnificent

90 Photos

3 Vernham Court, Toronto, ON , MLS #C13434592 , Image - 1

3 Vernham Court St. Andrew-Windfields, Toronto, ON MLS® C13434592

Residential Freehold (Detached)

$4950000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Dramatic Curb Appeal - Rich In Architecture, Finest In Luxurious Appointments And Landscaping. Custom Residence - By And For Its Designer Owners. Prem

28 Photos

15 Farrington Drive, Toronto, ON , MLS #C13844186 , Image - 1

15 Farrington Drive St. Andrew-Windfields, Toronto, ON MLS® C13844186

Residential Freehold (Detached)

$2988000.0

3 Beds
4 Baths
2000-2500 sq-ft

15 Farrington Drive Is Set On An Exceptional 75 X 150 Ft Lot Along One Of The Most Desirable, Mature-Treed Streets In Prestigious St. Andrew-Winfield'

50 Photos

72 Lord Seaton Road, Toronto, ON , MLS #C13872970 , Image - 1

72 Lord Seaton Road St. Andrew-Windfields, Toronto, ON MLS® C13872970

Residential Freehold (Detached)

$4998000.0

5 +2 Beds
8 Baths
3500-5000 sq-ft

Set on one of York Mills / St. Andrews' most prestigious streets, this exceptional detached residence offers over 5,000 sq. ft. of beautifully renovat

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

48 Photos

3 Legacy Court, Toronto, ON , MLS #C14142594 , Image - 1

3 Legacy Court St. Andrew-Windfields, Toronto, ON MLS® C14142594

Residential Freehold (Detached)

$4750000.0

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

Stunning Custom Residence, Windermere Homes Built On A Quiet Exclusive Cul-De-Sac In Prestigious Family-Friendly Neighbourhood of St. Andrew-Windfield

50 Photos

21 Heathcote Avenue, Toronto, ON , MLS #C14142064 , Image - 1

21 Heathcote Avenue St. Andrew-Windfields, Toronto, ON MLS® C14142064

Residential Freehold (Detached)

$2999999.0

3 +1 Beds
4 Baths
2000-2500 sq-ft

Exceptional Family Home in Prime St. Andrews-WindfieldsIdeally situated on a premium 100 x 125 ft corner lot in the highly prestigious St. Andrews-Win

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

39 Photos

62 Wimpole Drive, Toronto, ON , MLS #C14114480 , Image - 1

62 Wimpole Drive St. Andrew-Windfields, Toronto, ON MLS® C14114480

Residential Freehold (Detached)

$4498000.0

4 +1 Beds
6 Baths
3000-3500 sq-ft

Architecturally Distinct Residence Situated On An Exceptional 128.75 x 159.17 Ft Treed Lot In A Prestigious And Highly Sought-After Enclave. This Rema

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

50 Photos

33 Munro Boulevard, Toronto, ON , MLS #C13605008 , Image - 1

33 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C13605008

Residential Freehold (Detached)

$4180000.0

Price drop by 2.3%

4 +2 Beds
7 Baths
3500-5000 sq-ft

Exceptional Fully Renovated Designer Residence in Prestigious St. Andrew-Windfields. Situated on a premium south-facing lot, this custom-built home of

Open House : Sat Nov 07, 01:00 PM to 05:00 PM

50 Photos

1B Carluke Crescent, Toronto, ON , MLS #C13809838 , Image - 1

1B Carluke Crescent St. Andrew-Windfields, Toronto, ON MLS® C13809838

Residential Freehold (Detached)

$3890000.0

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

Beautiful renovated York Mills Custom Built Cut Stone Home. Totally updated in 2026. 5bedrooms and nine bathrooms. Gracious and expansive main floor w

42 Photos

158 Owen Boulevard, Toronto, ON , MLS #C14108984 , Image - 1

158 Owen Boulevard St. Andrew-Windfields, Toronto, ON MLS® C14108984

Residential Freehold (Detached)

$3500000.0

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

***PRIDE OF OWNERSHIP ------ 3Cars Garages(1Car Built-in/Front & 2Cars Detached Garages/Back)***Welcome to 158 Owen Blvd. This elegant & owner's own c

1 Photos

171 Old Yonge Street St. Andrew-Windfields, Toronto, ON MLS® C13792826

Residential Freehold (Detached)

$2699000.0

Price drop by 3.6%

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 171 Old Yonge Street, a rare detached two storey residence on a generous 75 x 150 ft lot in the prestigious St. Andrew-Windfields enclave o

50 Photos

21 Don Ridge Drive, Toronto, ON , MLS #C14118410 , Image - 1

21 Don Ridge Drive St. Andrew-Windfields, Toronto, ON MLS® C14118410

Residential Freehold (Detached)

$7495000.0

5 +2 Beds
7 Baths
5000 + sq-ft

Set On A Spectacular Ravine Lot, 21 Don Ridge Is A Remarkable Custom Residence Designed And Built By Renowned Architect Lorne Rose. A Refined Expressi

50 Photos

132 York Mills Road, Toronto, ON , MLS #C13871872 , Image - 1

132 York Mills Road St. Andrew-Windfields, Toronto, ON MLS® C13871872

Residential Freehold (Detached)

$2995000.0

4 +1 Beds
6 Baths
3000-3500 sq-ft

A rare opportunity in prestigious York Mills: a beautifully maintained and extensively upgraded detached home on a generous 50' x 125' lot. Thoughtful

1 Photos

48 Silvergrove Road St. Andrew-Windfields, Toronto, ON MLS® C13867884

Residential Freehold (Detached)

$4988000.0

6 +6 Beds
6 Baths
5000 + sq-ft

ONE EXCEPTIONAL PROPERTY. THREE EXTRAORDINARY POSSIBILITIES.A rare opportunity to create something truly remarkable in prestigious Bayview & York Mill

Shortlisted Properties

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St. Andrew-Windfields, Toronto, ON Luxury Homes

Lily at Crosstown

The Clove Condos

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