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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: December 05, 2025

39 Photos

32 Truman Road, Toronto, ON , MLS #C12564260 , Image - 1

32 Truman Road St. Andrew-Windfields, Toronto, ON MLS® C12564260

Residential Freehold (Detached)

$6380000.0

7 Beds
11 Baths
5000 + sq-ft

Stunning 3-STOREY Transitional Estate with ELEVATOR in Prestigious St. Andrew-Windfields. Only seven years new, this AMENITY-RICH masterpiece showcase

39 Photos

1 Silvergrove Road, Toronto, ON , MLS #C12481028 , Image - 1

1 Silvergrove Road St. Andrew-Windfields, Toronto, ON MLS® C12481028

Residential Freehold (Detached)

$5998000.0

Price drop by 4.8%

4 +1 Beds
7 Baths
5000 + sq-ft

Exceptional opportunity in the prestigious St. Andrew-Windfields enclave! This newly built masterpiece offers over 6,000 sq.ft. above grade of refined

47 Photos

148 Munro Boulevard, Toronto, ON , MLS #C12381649 , Image - 1

148 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C12381649

Residential Freehold (Detached)

$6488000.0

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

Introducing 148 Munro Blvd an iconic, custom-built residence by Casa Unique Homes, ideally positioned on a quiet, dead-end street in the prestigious Y

37 Photos

113 Lord Seaton Road, Toronto, ON , MLS #C12186620 , Image - 1

113 Lord Seaton Road St. Andrew-Windfields, Toronto, ON MLS® C12186620

Residential Freehold (Detached)

$2899000.0

Price drop by 17.1%

5 Beds
4 Baths
3000-3500 sq-ft

Welcome to this Bright, Spacious & Thoughtfully Designed 5-Bedrm Home. Nestled on a generous 70x110 ft. lot in prestigious St. Andrew-Windfield's (Bay

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

36 Photos

48 Wimpole Drive, Toronto, ON , MLS #C12448840 , Image - 1

48 Wimpole Drive St. Andrew-Windfields, Toronto, ON MLS® C12448840

Residential Freehold (Detached)

$8250000.0

5 +2 Beds
9 Baths
5000 + sq-ft

Welcome Home to 48 Wimpole Drive, a breathtaking, freshly renovated home nestled on a gated, estate-sized lot in the prestigious St. Andrews neighborh

50 Photos

15 Silvergrove Road, Toronto, ON , MLS #C12546776 , Image - 1

15 Silvergrove Road St. Andrew-Windfields, Toronto, ON MLS® C12546776

Residential Freehold (Detached)

$3885000.0

4 +2 Beds
5 Baths
3000-3500 sq-ft

Luxury Living Meets Ravine Serenity in Prestigious St. Andrew-Windfields. A masterfully reimagined residence blending nearly 5,000 sq ft of refined li

27 Photos

71 Gordon Road, Toronto, ON , MLS #C12500386 , Image - 1

71 Gordon Road St. Andrew-Windfields, Toronto, ON MLS® C12500386

Residential Freehold (Detached)

$4388000.0

Price drop by 2.2%

5 +2 Beds
8 Baths
5000 + sq-ft

A rare opportunity to purchase one of the largest and most refined homes in the St. Andrews area. This 5,400 sq ft custom residence, plus a 2,200 sq f

38 Photos

49 Rollscourt Drive, Toronto, ON , MLS #C12310605 , Image - 1

49 Rollscourt Drive St. Andrew-Windfields, Toronto, ON MLS® C12310605

Residential Freehold (Detached)

$8500000.0

5 +2 Beds
8 Baths
5000 + sq-ft

Masterful Custom Residence With Stone Facade Circular Drive In Windfields Boasting Approximately 8,800SqFt Of Living Area. This Magnificantly-Built Fa

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

11 Vernham Avenue, Toronto, ON , MLS #C12536768 , Image - 1

11 Vernham Avenue St. Andrew-Windfields, Toronto, ON MLS® C12536768

Residential Freehold (Detached)

$3498800.0

5 +1 Beds
7 Baths
5000 + sq-ft

Discover an exceptional opportunity at 11 Vernham Avenue, a custom-built estate offering the best value in one of North York's most prestigious neighb

44 Photos

67 Montressor Drive N, Toronto, ON , MLS #C12208553 , Image - 1

67 Montressor Drive N St. Andrew-Windfields, Toronto, ON MLS® C12208553

Residential Freehold (Detached)

$5599000.0

4 +1 Beds
7 Baths
5000 + sq-ft

Feng Shui Certified!! Welcome to 67 Montressor Drive, An Extraordinary Custom-Built French Chateau in St.Andrew-Windfields Toronto's Sought After Enc

50 Photos

72 Gordon Road, Toronto, ON , MLS #C12416780 , Image - 1

72 Gordon Road St. Andrew-Windfields, Toronto, ON MLS® C12416780

Residential Freehold (Detached)

$4188000.0

Price drop by 4.6%

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

Nestled in the prestigious St. Andrew-Windfields community, this impeccably maintained, custom-built family home seamlessly blends luxury with thought

41 Photos

82 Munro Boulevard, Toronto, ON , MLS #C12487880 , Image - 1

82 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C12487880

Residential Freehold (Detached)

$3898000.0

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

Custom-built residence located in prestigious Owen School neighborhood on a quiet and highly sought-after street, this elegant home offers the perfect

50 Photos

77 Bannatyne Drive, Toronto, ON , MLS #C12508654 , Image - 1

77 Bannatyne Drive St. Andrew-Windfields, Toronto, ON MLS® C12508654

Residential Freehold (Detached)

$5150000.0

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

Welcome Home to an Extraordinary Custom-Built Home, where Modern Design meets Timeless Elegance. Spanning approximately 6,550 sq. ft. of Meticulously

38 Photos

32 Mossgrove Trail, Toronto, ON , MLS #C12453532 , Image - 1

32 Mossgrove Trail St. Andrew-Windfields, Toronto, ON MLS® C12453532

Residential Freehold (Detached)

$2488800.0

5 +1 Beds
4 Baths
2500-3000 sq-ft

An elegant executive residence situated on a premium 55' x 120' lot in one of North Yorks most prestigious and mature neighbourhoods. Surrounded by mu

31 Photos

40 Old Colony Road, Toronto, ON , MLS #C12223199 , Image - 1

40 Old Colony Road St. Andrew-Windfields, Toronto, ON MLS® C12223199

Residential Freehold (Detached)

$6995000.0

6 +1 Beds
10 Baths
5000 + sq-ft

Nestled Within Bayview Gardens Most Iconic Street - Old Colony Road. This Magnificent Residence Boasts A 100' Frontage And Over 12,000 SqFt Of Living

42 Photos

103 Old Colony Road, Toronto, ON , MLS #C12180926 , Image - 1

103 Old Colony Road St. Andrew-Windfields, Toronto, ON MLS® C12180926

Residential Freehold (Detached)

$17500000.0

5 +1 Beds
11 Baths
5000 + sq-ft

Architecturally Significant New Build On Outstanding Pie Shaped Tennis Court And Pool Lot. New Residence Spanning An Impressive 21,000 Sf Of The Most

42 Photos

101 Forest Heights Boulevard, Toronto, ON , MLS #C12485067 , Image - 1

101 Forest Heights Boulevard St. Andrew-Windfields, Toronto, ON MLS® C12485067

Residential Freehold (Detached)

$10880000.0

8 +1 Beds
11 Baths
5000 + sq-ft

Welcome To 101 Forest Heights Boulevard, A Majestic Custom-Built Residence Situated On An Extraordinary 100.06 X 286 Ft Lot In One Of Toronto's Most P

39 Photos

4 Fifeshire Road, Toronto, ON , MLS #C12476750 , Image - 1

4 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C12476750

Residential Freehold (Detached)

$9790000.0

5 +1 Beds
7 Baths
5000 + sq-ft

***Magnificent***chateau-inspired***an exclusive-gated entrance & circular driveway lead to the L-U-X-U-R-Y grand residence on a beautiful 100ftx206ft

50 Photos

8 Balding Court, Toronto, ON , MLS #C12399101 , Image - 1

8 Balding Court St. Andrew-Windfields, Toronto, ON MLS® C12399101

Residential Freehold (Detached)

$6950000.0

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

* You Have Arrived! Custom Built Modern Masterpiece In Highly Coveted St. Andrews Neighbourhood * Spanning Approximately 4,700 Square Feet Plus Lower

33 Photos

29 Junewood Crescent, Toronto, ON , MLS #C12487888 , Image - 1

29 Junewood Crescent St. Andrew-Windfields, Toronto, ON MLS® C12487888

Residential Freehold (Detached)

$6180000.0

4 +1 Beds
5 Baths
5000 + sq-ft

Spectacular And Dramatic In Design And Finishes. Prestigious St. Andrew-Windfields Locale. Custom Built And Once Residence To The Famed. Nearly 9,000

31 Photos

26 Farrington Drive, Toronto, ON , MLS #C12376560 , Image - 1

26 Farrington Drive St. Andrew-Windfields, Toronto, ON MLS® C12376560

Residential Freehold (Detached)

$3988000.0

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

Luxury Awaits! Welcome To This Elegant Family Home, Modern, Spacious, Updated & Sun-Filled, Full Of Character & Charm. Over 5300 Square Feet Of Living

50 Photos

8 Elliotwood Court, Toronto, ON , MLS #C12427652 , Image - 1

8 Elliotwood Court St. Andrew-Windfields, Toronto, ON MLS® C12427652

Residential Freehold (Detached)

$2580000.0

6 +2 Beds
5 Baths
3000-3500 sq-ft

A truly rare opportunity in the prestigious St. Andrew-Windfields community! This magnificent executive home sits proudly on an expansive 79.7 ft wide

40 Photos

18 Heathcote Avenue, Toronto, ON , MLS #C12121819 , Image - 1

18 Heathcote Avenue St. Andrew-Windfields, Toronto, ON MLS® C12121819

Residential Freehold (Detached)

$5980000.0

Price drop by 13.1%

5 +1 Beds
8 Baths
5000 + sq-ft

Location! Location! Location! York mills & Bayview area! Welcome home to Fabulous & Elegant Custom build Family residence nestled on Prized Heathcote

33 Photos

19 Vernham Avenue, Toronto, ON , MLS #C12466254 , Image - 1

19 Vernham Avenue St. Andrew-Windfields, Toronto, ON MLS® C12466254

Residential Freehold (Detached)

$4280000.0

4 +1 Beds
6 Baths
5000 + sq-ft

Architecturally Significant Contemporary Residence Nestled In The Prestigious Windfields Neighbourhood. Custom-Built By Its Owner - No Cost Spared. So

39 Photos

15 Fairmeadow Avenue, Toronto, ON , MLS #C12451429 , Image - 1

15 Fairmeadow Avenue St. Andrew-Windfields, Toronto, ON MLS® C12451429

Residential Freehold (Detached)

$4339000.0

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

Welcome To This Exceptional Executive Home In The St Andrew-Windfields Neighbourhood! This Impeccable Over 6,200 Sq Ft Home Impresses From The Moment

28 Photos

15 Farrington Drive, Toronto, ON , MLS #C12434627 , Image - 1

15 Farrington Drive St. Andrew-Windfields, Toronto, ON MLS® C12434627

Residential Freehold (Detached)

$3588000.0

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

Welcome To 15 Farrington Dr A Beautifully Renovated Family Home Situated On A Prime Lot In One Of Toronto's Most Coveted Enclaves. This Spacious Resid

40 Photos

42 Foursome Crescent, Toronto, ON , MLS #C11952601 , Image - 1

42 Foursome Crescent St. Andrew-Windfields, Toronto, ON MLS® C11952601

Residential Freehold (Detached)

$5468000.0

Price drop by 17.0%

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

Spectacular Bayview & Yorkmills Masterful Customized Residence Designed By Famous Architect Richard Wengle. This French Transition Mansion Nestled in

40 Photos

38 Fifeshire Road, Toronto, ON , MLS #C12340461 , Image - 1

38 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C12340461

Residential Freehold (Detached)

$5495000.0

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

Nestled on one of Toronto's most coveted streets, 38 Fifeshire Road offers an unparalleled opportunity to craft a bespoke masterpiece in the heart of

28 Photos

158 Gordon Road, Toronto, ON , MLS #C12432531 , Image - 1

158 Gordon Road St. Andrew-Windfields, Toronto, ON MLS® C12432531

Residential Freehold (Detached)

$8950000.0

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

Welcome to 158 Gordon Rd, nestled in the prestigious York Mills neighborhood. Approved building permit ready property allows for a luxurious 6,000+ sq

50 Photos

72 Lord Seaton Road, Toronto, ON , MLS #C12410177 , Image - 1

72 Lord Seaton Road St. Andrew-Windfields, Toronto, ON MLS® C12410177

Residential Freehold (Detached)

$5689900.0

5 +2 Beds
8 Baths
5000 + sq-ft

Luxurious Newly renovated detached home Nestled in the Sought-after York Mills/St Andrews Area. Step into this meticulously renovated top-to-bottom de

Shortlisted Properties

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St. Andrew-Windfields, Toronto, ON Luxury Homes

Lily at Crosstown

The Clove Condos

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