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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: April 21, 2025

47 Photos

40 Munro Boulevard, Toronto, ON , MLS #C12089976 , Image - 1

40 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C12089976

Residential Freehold (Detached)

$3598000.0

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

Custom-Built Elegance on Coveted Munro Blvd.Nestled on the most desirable stretch of Munro Boulevard,this elegant & spacious custom-built residence is

26 Photos

59 Mellowood Drive, Toronto, ON , MLS #C12041444 , Image - 1

59 Mellowood Drive St. Andrew-Windfields, Toronto, ON MLS® C12041444

Residential Freehold (Detached)

$2648000.0

5 Beds
4 Baths
2000-2500 sq-ft

Welcome to this spectacular sized property with an expansive 69 foot frontage that impressively widens to close to 97 feet at the rear (north) end as

39 Photos

62 Wimpole Drive, Toronto, ON , MLS #C11196555 , Image - 1

62 Wimpole Drive St. Andrew-Windfields, Toronto, ON MLS® C11196555

Residential Freehold (Detached)

$6588000.0

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

This stunning custom-built residence, designed by renowned designer, boasts a premium lot measuring 128 by 159 feet. Situated in one of the most sough

39 Photos

8 Honeywell Place, Toronto, ON , MLS #C12088721 , Image - 1

8 Honeywell Place St. Andrew-Windfields, Toronto, ON MLS® C12088721

Residential Freehold (Detached)

$3200000.0

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

An enormous and immaculately kept ranch style bungalow with over 2400 sf on the main floor, an exceptional reverse pie shaped lot measuring over 180 f

40 Photos

47 Tournament Drive, Toronto, ON , MLS #C12091526 , Image - 1

47 Tournament Drive St. Andrew-Windfields, Toronto, ON MLS® C12091526

Residential Freehold (Detached)

$5598000.0

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

ONE-OF-A-KIND Spectacular Custom-Built Home with Stunning Layout in Heart of Prestigious St. Andrew-Windfelds Enclave. Panoramic Vistas of Huge Park V

39 Photos

101 Old Colony Road, Toronto, ON , MLS #C11971656 , Image - 1

101 Old Colony Road St. Andrew-Windfields, Toronto, ON MLS® C11971656

Residential Freehold (Detached)

$17500000.0

5 +1 Beds
10 Baths

Architecturally Significant. Surpasses All Thresholds Of Luxury RE. One Of Toronto's Most Sought-After Neighbourhoods. Approximately 15,000+SqFt Of Li

40 Photos

20 Elkpath Avenue, Toronto, ON , MLS #C12088504 , Image - 1

20 Elkpath Avenue St. Andrew-Windfields, Toronto, ON MLS® C12088504

Residential Freehold (Detached)

$2880000.0

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

Nested In One Of The Most Sought After Locations In York Mills Area, Bright and Spacious 4Bdrms /2-Storey detached house w/Finished basement & 2 car g

38 Photos

7 Fairmeadow Avenue, Toronto, ON , MLS #C12070066 , Image - 1

7 Fairmeadow Avenue St. Andrew-Windfields, Toronto, ON MLS® C12070066

Residential Freehold (Detached)

$3588000.0

4 Beds
6 Baths
3500-5000 sq-ft

**Only over 5yrs old**Magnificent--sleek design & fully upgraded interior & upgraded chef's dream culinary-modern experience kit & appl(Spent $$$)----

39 Photos

1 Silvergrove Road, Toronto, ON , MLS #C12002936 , Image - 1

1 Silvergrove Road St. Andrew-Windfields, Toronto, ON MLS® C12002936

Residential Freehold (Detached)

$5999000.0

4 +1 Beds
7 Baths
5000 + sq-ft

This stunning, newly built 6,000+ sf home is the epitome of luxury and sophistication, boasting high-end finishes throughout. Nestled in the heart of

38 Photos

60 Foursome Crescent, Toronto, ON , MLS #C12082706 , Image - 1

60 Foursome Crescent St. Andrew-Windfields, Toronto, ON MLS® C12082706

Residential Freehold (Detached)

$2688000.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

This fabulous home features an impressive layout with a grand entrance, highlighted by an elegant chandelier. It is a raised bungalow design. The spac

43 Photos

8 Orchid Court, Toronto, ON , MLS #C12077177 , Image - 1

8 Orchid Court St. Andrew-Windfields, Toronto, ON MLS® C12077177

Residential Freehold (Detached)

$3398000.0

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

Gorgeous 5-bedroom executive home on a child safe cul-de-sac, conveniently located in the prestigious St. Andrew-Windfields community, just minutes fr

31 Photos

134 Yorkminster Road, Toronto, ON , MLS #C12082150 , Image - 1

134 Yorkminster Road St. Andrew-Windfields, Toronto, ON MLS® C12082150

Residential Freehold (Detached)

$3649000.0

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

Here's your chance to live on coveted Yorkminster Rd. in Prestigious St. Andrew's! Meticulously kept 4 Bedroom 7 Bath home with 2 Bedrooms on lower le

40 Photos

148 Munro Boulevard, Toronto, ON , MLS #C11941855 , Image - 1

148 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C11941855

Residential Freehold (Detached)

$6880000.0

4 +1 Beds
7 Baths

Welcome to this breathtaking architectural masterpiece crafted by Casa Unique Homes, nestled in the prestigious York Mills neighbourhood! This custom-

40 Photos

67 Montressor Drive, Toronto, ON , MLS #C12015454 , Image - 1

67 Montressor Drive St. Andrew-Windfields, Toronto, ON MLS® C12015454

Residential Freehold (Detached)

$5998800.0

5 +1 Beds
7 Baths
5000 + sq-ft

Brand New, Never-Lived In Modern French Chateau In One Of The Most Coveted Neighbourhoods Of Toronto. Exceptional Architectural Design With Rare, High

47 Photos

17 Foursome Crescent, Toronto, ON , MLS #C12048430 , Image - 1

17 Foursome Crescent St. Andrew-Windfields, Toronto, ON MLS® C12048430

Residential Freehold (Detached)

$2498000.0

4 +2 Beds
3 Baths
2000-2500 sq-ft

A Spacious, True Family Home Situated On One Of The Quietest, Child Friendly Streets In St. Andrews Highly Desirable Neighborhood. Well Maintained And

40 Photos

56 Magpie Crescent, Toronto, ON , MLS #C12075832 , Image - 1

56 Magpie Crescent St. Andrew-Windfields, Toronto, ON MLS® C12075832

Residential Freehold (Detached)

$2890000.0

5 Beds
10 Baths
2000-2500 sq-ft

Discover this exquisite residence featuring a beautifully designed open-concept kitchen, a spacious dining room, living room and a cozy family room. T

33 Photos

29 Junewood Crescent, Toronto, ON , MLS #C12075890 , Image - 1

29 Junewood Crescent St. Andrew-Windfields, Toronto, ON MLS® C12075890

Residential Freehold (Detached)

$6880000.0

4 +1 Beds
7 Baths
5000 + sq-ft

Architecturally spectacular and luxuriously appointed, this custom-built residence is nestled on a coveted, private crescent in the prestigious St. An

40 Photos

15 Old Colony Road, Toronto, ON , MLS #C12020134 , Image - 1

15 Old Colony Road St. Andrew-Windfields, Toronto, ON MLS® C12020134

Residential Freehold (Detached)

$4250000.0

Price drop by 5.5%

4 +1 Beds
6 Baths
5000 + sq-ft

Tree-lined street, this exquisite home combines luxury with the beauty of a resort-like setting. Imagine coming home to the tranquil oasis of an indoo

1 Photos

81 Upper Canada Drive St. Andrew-Windfields, Toronto, ON MLS® C12063475

Residential Freehold (Detached)

$6888000.0

5 +1 Beds
9 Baths
5000 + sq-ft

****Magnificent---SPECTACULAR****Custom-built 1year old home in prestigious St Andrew Neighbourhood------Apx 10,000Sf Luxurious Living Space(inc lower

43 Photos

292 Upper Highland Crescent, Toronto, ON , MLS #C12067207 , Image - 1

292 Upper Highland Crescent St. Andrew-Windfields, Toronto, ON MLS® C12067207

Residential Freehold (Detached)

$2150000.0

4 Beds
3 Baths
1500-2000 sq-ft

Large pie shaped lot, widens to 69.17' at rear. First time on the market in over 60 years! One of the few special properties backing on to the park. A

40 Photos

8 Colvestone Road, Toronto, ON , MLS #C11990371 , Image - 1

8 Colvestone Road St. Andrew-Windfields, Toronto, ON MLS® C11990371

Residential Freehold (Detached)

$6500000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Public OPEN HOUSE Sun April 13th 2-4PM.Lucky #8! Experience unparalleled luxury in the prestigious St. Andrew-Windfields neighborhood. Designed by tal

40 Photos

37 Rollscourt Drive, Toronto, ON , MLS #C11932421 , Image - 1

37 Rollscourt Drive St. Andrew-Windfields, Toronto, ON MLS® C11932421

Residential Freehold (Detached)

$4998800.0

Price drop by 13.6%

5 +1 Beds
8 Baths
5000 + sq-ft

**Elegant Custom Residence on Quiet Rollscourt Drive**Discover ultimate privacy and tranquility in this beautiful, serene garden oasis, meticulously c

15 Photos

37 Danville Drive, Toronto, ON , MLS #C11967546 , Image - 1

37 Danville Drive St. Andrew-Windfields, Toronto, ON MLS® C11967546

Residential Freehold (Detached)

$2588000.0

4 Beds
2 Baths
2000-2500 sq-ft

An Opportunity To Build A Spectacular Home On This Beautiful Approximately 62 x136 Foot Lot. Situated In Prime St-Andrews On a Quiet Tree-Lined Family

50 Photos

77 Bannatyne Drive, Toronto, ON , MLS #C12063288 , Image - 1

77 Bannatyne Drive St. Andrew-Windfields, Toronto, ON MLS® C12063288

Residential Freehold (Detached)

$5999900.0

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

36 Photos

6 Stubbs Drive, Toronto, ON , MLS #C12068528 , Image - 1

6 Stubbs Drive St. Andrew-Windfields, Toronto, ON MLS® C12068528

Residential Freehold (Detached)

$5380000.0

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

Dramatic Design & Innovative Style Throughout. Architecturally Significant. 7,100+ Sq. Ft. Of Living Area Of Remarkably Curated Exterior & Interior Dc

24 Photos

54 Berkindale Drive, Toronto, ON , MLS #C9512480 , Image - 1

54 Berkindale Drive St. Andrew-Windfields, Toronto, ON MLS® C9512480

Residential Freehold (Detached)

$4480000.0

4 Beds
5 Baths
3500-5000 sq-ft

Prestigious Neighbourhood. 4bedrooms 4.5 washrooms. well maintained. Stone and stucco facade. Hardwood thru, gourmet kitchen with top line appliances,

40 Photos

237 Old Yonge Street, Toronto, ON , MLS #C12043121 , Image - 1

237 Old Yonge Street St. Andrew-Windfields, Toronto, ON MLS® C12043121

Residential Freehold (Detached)

$2280000.0

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

**Location! Location! Location! **Perfect MOVE-IN condition**SOLID WELL MAINTAINED 4+1 BEDROOM HOUSE WITH TONS OF POTENTIALS**KITCHEN DESIGN & RENOVAT

50 Photos

32 Bobwhite Crescent, Toronto, ON , MLS #C12043209 , Image - 1

32 Bobwhite Crescent St. Andrew-Windfields, Toronto, ON MLS® C12043209

Residential Freehold (Detached)

$3488800.0

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

Muskoka in the city! Nestled in the prestigious St. Andrew-Windfields neighbourhood, this rare gem backs onto the lush Vyner Greenbelt, offering unmat

39 Photos

4 Fifeshire Road, Toronto, ON , MLS #C11980316 , Image - 1

4 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C11980316

Residential Freehold (Detached)

$9990000.0

Price drop by 9.2%

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 Elliotwood Court, Toronto, ON , MLS #C12057915 , Image - 1

8 Elliotwood Court St. Andrew-Windfields, Toronto, ON MLS® C12057915

Residential Freehold (Detached)

$3180000.0

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

Rear Find Out the Gem, Super Spacious Marster Bedroom, Almost Half Size of the 2nd floor, This Master Bedroom Retreat a 7 Pc Ensuite with Heated Floor

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