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Detached Houses for Sale in St. Andrew-Windfields, Toronto

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Choose from a detailed list of Detached Houses for sale in St. Andrew-Windfields, 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 St. Andrew-Windfields, 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 St. Andrew-Windfields, 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 St. Andrew-Windfields, Toronto.

Last Updated: March 25, 2025

40 Photos

47 Tournament Drive, Toronto, ON , MLS #C10414827 , Image - 1

47 Tournament Drive St. Andrew-Windfields, Toronto, ON MLS® C10414827

Residential Freehold (Detached)

$5,880,000

Price drop by 4.9%

4 +1 Beds
7 Baths

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

40 Photos

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

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

Residential Freehold (Detached)

$5,998,800

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, Luxu

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225 Old Yonge Street, Toronto, ON , MLS #C12037727 , Image - 1

225 Old Yonge Street St. Andrew-Windfields, Toronto, ON MLS® C12037727

Residential Freehold (Detached)

$1,788,888

4 Beds
3 Baths

A rare find in the prestigious St. Andrew-Windfields enclave! A great opportunity to build your dream home on this incredible 60.84 x 125 Ft lot, one

40 Photos

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

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

Residential Freehold (Detached)

$6,500,000

5 +1 Beds
7 Baths

Agent OPEN HOUSE Sat 03/29 2-4PM.Lucky #8! Experience unparalleled luxury in the prestigious St. Andrew-Windfields neighborhood. Designed by talented

39 Photos

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

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

Residential Freehold (Detached)

$6,588,000

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

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

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

Residential Freehold (Detached)

$6,880,000

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-

38 Photos

49 Rollscourt Drive, Toronto, ON , MLS #C12034564 , Image - 1

49 Rollscourt Drive St. Andrew-Windfields, Toronto, ON MLS® C12034564

Residential Freehold (Detached)

$8,995,000

5 +2 Beds
8 Baths

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

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14 Foursome Crescent, Toronto, ON , MLS #C12034554 , Image - 1

14 Foursome Crescent St. Andrew-Windfields, Toronto, ON MLS® C12034554

Residential Freehold (Detached)

$2,390,000

3 +1 Beds
3 Baths

Renovated Pie Shape Bungalow Perfectly Situated On An Amazing Street with Move In Condition Nestled in the Prestigious St. Andrews neighborhood. Surro

40 Photos

52 Berkindale Drive, Toronto, ON , MLS #C12034493 , Image - 1

52 Berkindale Drive St. Andrew-Windfields, Toronto, ON MLS® C12034493

Residential Freehold (Detached)

$5,150,000

5 +1 Beds
6 Baths
5000 + sq-ft

Welcome Home to 52 Berkindale Dr. An incredibly appointed 5+1 Bedroom home on 75x150 foot lot. Meticulously maintained, and great flow for entertainin

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

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

Residential Freehold (Detached)

$4,250,000

Price drop by 5.5%

4 +1 Beds
6 Baths

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

39 Photos

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

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

Residential Freehold (Detached)

$5,999,000

4 +1 Beds
7 Baths

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

8 Mead Court, Toronto, ON , MLS #C11974949 , Image - 1

8 Mead Court St. Andrew-Windfields, Toronto, ON MLS® C11974949

Residential Freehold (Detached)

$4,300,000

7 +2 Beds
7 Baths
5000 + sq-ft

Unique Elegance & Immaculate home Nestled on Quiet Cul-De-Sac. Premium Pie Lot (0.264 Acre)! Truly A Rare opportunity! The Interior Features distincti

40 Photos

11 Vernham Avenue, Toronto, ON , MLS #C12024653 , Image - 1

11 Vernham Avenue St. Andrew-Windfields, Toronto, ON MLS® C12024653

Residential Freehold (Detached)

$4,480,000

5 +1 Beds
7 Baths
5000 + sq-ft

Welcome to this custom-built residence located in the prestigious St. Andrews-Windfields, Toronto. Inside, you'll find soaring ceilings, a grand foye

39 Photos

236 York Mills Road, Toronto, ON , MLS #C12015790 , Image - 1

236 York Mills Road St. Andrew-Windfields, Toronto, ON MLS® C12015790

Residential Freehold (Detached)

$2,680,000

4 +1 Beds
4 Baths

Urban oasis with quick access to shopping; over 3000 sqft of living space including more than 900 sqft of walkout basement. Exquisite ravine/garden/ba

29 Photos

40 Munro Boulevard, Toronto, ON , MLS #C10441822 , Image - 1

40 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C10441822

Residential Freehold (Detached)

$3,980,000

4 +1 Beds
6 Baths

Elegant Residence In The Heart Of Upscale St. Andrews. Custom-Built With An Exceptional Commitment To Quality, Discerning Taste & Masterful Workmanshi

28 Photos

371 Woodsworth Road, Toronto, ON , MLS #C12001325 , Image - 1

371 Woodsworth Road St. Andrew-Windfields, Toronto, ON MLS® C12001325

Residential Freehold (Detached)

$2,380,000

5 Beds
4 Baths

Fabulous Family Residence With Many Updates. Move Right In And Enjoy! Most Impressive Foliage And Private Backyard. A Great Layout. Large Proportioned

40 Photos

7 Fairmeadow Ave, Toronto, Ontario , MLS #C11962022 , Image - 1

7 Fairmeadow Ave St. Andrew-Windfields, Toronto, ON MLS® C11962022

Residential (Detached)

$4,658,000

4 Beds
6 Baths

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

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19 Mossgrove Tr, Toronto, Ontario , MLS #C11935217 , Image - 1

19 Mossgrove Tr St. Andrew-Windfields, Toronto, ON MLS® C11935217

Residential (Detached)

$2,680,000

4 +3 Beds
5 Baths
3000-3500 sq-ft

Beautifully Renovated Detached Home in the Prestigious St. Andrew-Windfields Community. Features a spacious entry foyer and an elegant curved wood sta

40 Photos

179 Old Yonge St, Toronto, Ontario , MLS #C11925827 , Image - 1

179 Old Yonge St St. Andrew-Windfields, Toronto, ON MLS® C11925827

Residential (Detached)

$5,565,000

5 +1 Beds
8 Baths
5000+ sq-ft

Experience the epitome of modern luxury living in this exquisite contemporary masterpiece located in the prestigious St. Andrew neighborhood. Step int

30 Photos

10 Mellowood Dr, Toronto, Ontario , MLS #C12015957 , Image - 1

10 Mellowood Dr St. Andrew-Windfields, Toronto, ON MLS® C12015957

Residential (Detached)

$2,599,000

4 Beds
3 Baths
2000-2500 sq-ft

4-Bedroom, 3-Bathroom Detached Home with Double Garage for sale at $2.599M, an incredible opportunity for buyers seeking a high-end neighborhood with

40 Photos

61 Foursome Cres, Toronto, Ontario , MLS #C12014112 , Image - 1

61 Foursome Cres St. Andrew-Windfields, Toronto, ON MLS® C12014112

Residential (Detached)

$2,988,000

4 +1 Beds
4 Baths

Welcome to this exquisite 4+1 bedroom home, nestled in the prestigious St. Andrews neighborhood. From the moment you step inside, you'll be captivated

15 Photos

37 Danville Dr, Toronto, Ontario , MLS #C11967546 , Image - 1

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

Residential (Detached)

$2,588,000

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

20 Photos

20 Owen Blvd, Toronto, Ontario , MLS #C12011458 , Image - 1

20 Owen Blvd St. Andrew-Windfields, Toronto, ON MLS® C12011458

Residential (Detached)

$3,490,000

5 +1 Beds
4 Baths

Fabulous Opportunity To Build Your Dream Home, or renovate, On one of the Most desirable lots in Toronto. Permits are Ready For a two Story, 6000 S.F+

34 Photos

117 Upper Canada Dr, Toronto, Ontario , MLS #C11980426 , Image - 1

117 Upper Canada Dr St. Andrew-Windfields, Toronto, ON MLS® C11980426

Residential (Detached)

$4,280,000

5 +1 Beds
7 Baths

Unmatched Luxury In Exclusive St. Andrews. Custom Built 5-Bedroom Family Residence Showcasing Over 4,500+ Sq. Ft. Of Elegant Above-Grade Living Space.

23 Photos

57 Rollscourt Dr, Toronto, Ontario , MLS #C11976522 , Image - 1

57 Rollscourt Dr St. Andrew-Windfields, Toronto, ON MLS® C11976522

Residential (Detached)

$3,688,000

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

**Welcome To Classic---Timeless Luxury/Executive-Solid Built Family Hm,Situated In The Prestigious St Andrew's Neighbourhood--Apx 4200Sf(1st & 2nd Flr

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48 Bannatyne Dr, Toronto, Ontario , MLS #C11997728 , Image - 1

48 Bannatyne Dr St. Andrew-Windfields, Toronto, ON MLS® C11997728

Residential (Detached)

$2,650,000

3 +1 Beds
3 Baths

Solid brick bungalow on a prime ravine lot in the St. Andrew neighborhood with multi-million dollar homes on the street. The dining room and family ro

40 Photos

36 Chieftain Cres, Toronto, Ontario , MLS #C11996605 , Image - 1

36 Chieftain Cres St. Andrew-Windfields, Toronto, ON MLS® C11996605

Residential (Detached)

$4,500,000

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

An exciting opportunity awaits renovators, builders, and visionaries at 36 Chieftain Crescent. Located in the sought-after St. Andrew-Windfields neigh

39 Photos

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

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

Residential Freehold (Detached)

$10,999,000

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

40 Photos

37 Rollscourt Dr, Toronto, Ontario , MLS #C11932421 , Image - 1

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

Residential (Detached)

$5,288,800

Price drop by 8.6%

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

40 Photos

90 Upper Canada Dr, Toronto, Ontario , MLS #C11949490 , Image - 1

90 Upper Canada Dr St. Andrew-Windfields, Toronto, ON MLS® C11949490

Residential (Detached)

$3,300,000

Price drop by 5.7%

5 +1 Beds
8 Baths
5000+ sq-ft

Stunning executive custom-built home located in the prestigious St. Andrew-Windfields area, nestled on a 60'X150' lot! This gorgeous property features

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Rishi Raj Tiwari

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