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5 Bedroom Houses for Sale in St. Andrew-Windfields Toronto

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Navigating Canada’s real estate market has never been easier with our platform. Pick from a diverse selection of 5 bedrooms houses for sale in St. Andrew-Windfields, . Filter your search by price, age, and features to find the exact 5 bedrooms for sale in St. Andrew-Windfields, . Choose from a variety of property types, including freehold homes, condos, commercial spaces, and more. Explore top communities and find your dream home by effortlessly browsing through 5 bedrooms house prices in St. Andrew-Windfields, to find options that match your budget.

Last Updated: September 28, 2026

42 Photos

158 Owen Boulevard, Toronto, ON , MLS #C13830874 , Image - 1

158 Owen Boulevard St. Andrew-Windfields, Toronto, ON MLS® C13830874

Residential Freehold (Detached)

$4388000.0

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 cus

31 Photos

63 Gordon Road, Toronto, ON , MLS #C13462122 , Image - 1

63 Gordon Road St. Andrew-Windfields, Toronto, ON MLS® C13462122

Residential Freehold (Detached)

$4800000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Stunningly Renovated '25 Luxe Residence Nestled On A Coveted Corner Lot In One Of St. Andrews Most Desirable Enclaves With A Rare 3 Door Garage. This

1 Photos

81 Upper Canada Drive St. Andrew-Windfields, Toronto, ON MLS® C13026590

Residential Freehold (Detached)

$6500000.0

5 +1 Beds
8 Baths
5000 + sq-ft

This Is More Than A Home, It's An Extraordinary Statement Of Living, Ideally Situated Close To Top-Ranked Schools, Perfect Balance Of Luxury, Convenie

50 Photos

59 Munro Boulevard, Toronto, ON , MLS #C13466864 , Image - 1

59 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C13466864

Residential Freehold (Detached)

$4950000.0

Price drop by 6.2%

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

Impeccably maintained custom-built luxury residence offering exceptional craftsmanship and timeless design. Situated on a premium south-facing lot wit

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

39 Photos

19 Lower Links Road, Toronto, ON , MLS #C13808274 , Image - 1

19 Lower Links Road St. Andrew-Windfields, Toronto, ON MLS® C13808274

Residential Freehold (Detached)

$3190000.0

5 Beds
5 Baths
2500-3000 sq-ft

A Rare Opportunity In Prestigious St. Andrew-Windfields! Set On An Exceptional 80.77 X 170 Ft South-Facing Lot, This Beautifully Maintained And Update

43 Photos

15 Sulgrave Crescent, Toronto, ON , MLS #C13568072 , Image - 1

15 Sulgrave Crescent St. Andrew-Windfields, Toronto, ON MLS® C13568072

Residential Freehold (Detached)

$10200000.0

5 +2 Beds
9 Baths
5000 + sq-ft

A Truly Extraordinary Gated Custom Estate Situated On A Quiet Crescent In One Of York Mills' Most Prestigious Enclaves. Spanning Nearly 9,000 Sqft. Of

50 Photos

64 Yorkminster Road, Toronto, ON , MLS #C13608172 , Image - 1

64 Yorkminster Road St. Andrew-Windfields, Toronto, ON MLS® C13608172

Residential Freehold (Detached)

$5495000.0

5 +1 Beds
8 Baths
5000 + sq-ft

An Exceptional Custom Home Where Timeless Craftsmanship, Refined Design, & Modern Comfort Come Together Beautifully! Beyond The Indiana Limestone Faça

1 Photos

9 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C13612142

Residential Freehold (Detached)

$6998000.0

5 +2 Beds
7 Baths
5000 + sq-ft

Welcome To This Prestigious Executive Residence In The Heart Of York Mills, Offering A Rare Opportunity To Own A Stunning Luxury Home On One Of The Ar

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

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

42 Photos

103 Old Colony Road, Toronto, ON , MLS #C13813742 , Image - 1

103 Old Colony Road St. Andrew-Windfields, Toronto, ON MLS® C13813742

Residential Freehold (Detached)

$18000000.0

5 +1 Beds
11 Baths
5000 + sq-ft

THE LEGACY AT OLD COLONY Inspired by Frank Lloyd Wright's philosophy of organic architecture, this exceptional residence brings together timeless desi

47 Photos

21 Fifeshire Road, Toronto, ON , MLS #C13797004 , Image - 1

21 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C13797004

Residential Freehold (Detached)

$6995000.0

5 +1 Beds
8 Baths
5000 + sq-ft

Bespoke Residence Set On A Stunning 121' Wide Manicured Lot Which Stands Among The Finest In Prestigious Estates On The Much Sought After St. Andrew-W

41 Photos

20 Ealing Drive, Toronto, ON , MLS #C13741672 , Image - 1

20 Ealing Drive St. Andrew-Windfields, Toronto, ON MLS® C13741672

Residential Freehold (Detached)

$3988000.0

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

This home was rebuilt from the ground up, offering soaring nine-foot ceilings and exquisite herringbone hardwood floors, all set on one of Saint Andre

42 Photos

101 Forest Heights Boulevard, Toronto, ON , MLS #C13771198 , Image - 1

101 Forest Heights Boulevard St. Andrew-Windfields, Toronto, ON MLS® C13771198

Residential Freehold (Detached)

$10880000.0

5 +3 Beds
11 Baths
5000 + sq-ft

Designed & Built By Its Owner. Stunning. Designer Palette. Exquisite Custom Residence On A Premium South Lush Ravine-Like Lot W/ Almost 300' Deep. Bui

50 Photos

35 Normandale Crescent, Toronto, ON , MLS #C13752614 , Image - 1

35 Normandale Crescent St. Andrew-Windfields, Toronto, ON MLS® C13752614

Residential Freehold (Detached)

$4180000.0

5 +2 Beds
7 Baths
5000 + sq-ft

Welcome to 35 Normandale Cres- a Chateau-inspired custom estate showcasing the finest luxury finishes and exceptional craftsmanship on a prestigious c

10 Photos

30 Medalist Road, Toronto, ON , MLS #C13708282 , Image - 1

30 Medalist Road St. Andrew-Windfields, Toronto, ON MLS® C13708282

Residential Freehold (Detached)

$3400000.0

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

A Rare Opportunity In One Of St. Andrew-Windfields' Most Desirable And Quiet Pockets. Set On An Impressive Lot Backing Onto A Beautiful Treed Green Sp

39 Photos

130 Upper Canada Drive, Toronto, ON , MLS #C13730586 , Image - 1

130 Upper Canada Drive St. Andrew-Windfields, Toronto, ON MLS® C13730586

Residential Freehold (Detached)

$4198000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Located Toronto's Most Coveted Neighbourhoods--An Exceptional Custom-Built Residence Timeless Curb Appeal, Striking Architectural Presence & Refined L

36 Photos

48 Wimpole Drive, Toronto, ON , MLS #C13735810 , Image - 1

48 Wimpole Drive St. Andrew-Windfields, Toronto, ON MLS® C13735810

Residential Freehold (Detached)

$6995000.0

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

21 Don Ridge Drive, Toronto, ON , MLS #C13708342 , Image - 1

21 Don Ridge Drive St. Andrew-Windfields, Toronto, ON MLS® C13708342

Residential Freehold (Detached)

$7995000.0

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

23 Lauderdale Drive, Toronto, ON , MLS #C13450206 , Image - 1

23 Lauderdale Drive St. Andrew-Windfields, Toronto, ON MLS® C13450206

Residential Freehold (Detached)

$9995000.0

5 +1 Beds
7 Baths
5000 + sq-ft

For The Discerning Buyer W/ An Architectural Eye & An Appreciation For The Finest Luxury Finishes, This Award-Winning Smart Home Is A True Design Mast

40 Photos

18 Heathcote Avenue, Toronto, ON , MLS #C13674474 , Image - 1

18 Heathcote Avenue St. Andrew-Windfields, Toronto, ON MLS® C13674474

Residential Freehold (Detached)

$5500000.0

5 +1 Beds
8 Baths
5000 + sq-ft

Custom-Built, Palatial & Stately Residence in the prestigious York Mills and Bayview Neighbourhood! ----This exceptional south-facing home is situated

36 Photos

100 Munro Boulevard, Toronto, ON , MLS #C13673480 , Image - 1

100 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C13673480

Residential Freehold (Detached)

$4995000.0

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

French Chateau-Inspired Custom Residence In Prestigious St. Andrews Features Unparalleled Craftsmanship And Unrivaled Curb Appeal Approx. 6200 Sq Ft O

28 Photos

73 Lord Seaton Road, Toronto, ON , MLS #C13211234 , Image - 1

73 Lord Seaton Road St. Andrew-Windfields, Toronto, ON MLS® C13211234

Residential Freehold (Detached)

$6399000.0

Price drop by 6.6%

5 +1 Beds
8 Baths
5000 + sq-ft

Step into a world of luxury and sophistication at this extraordinary custom-built estate offering approximately 6,500 sq. ft. of exquisitely finished

50 Photos

25 Vernham Court, Toronto, ON , MLS #C13586588 , Image - 1

25 Vernham Court St. Andrew-Windfields, Toronto, ON MLS® C13586588

Residential Freehold (Detached)

$2950000.0

5 Beds
3 Baths
2500-3000 sq-ft

An Incredibly Rare Offering In St. Andrew-Windfield, Located In One Of The Very Few Courts In The Area, Offering Utmost Privacy And Quietness. This La

35 Photos

19 Fifeshire Road, Toronto, ON , MLS #C13106346 , Image - 1

19 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C13106346

Residential Freehold (Detached)

$9380000.0

Price drop by 13.1%

5 +2 Beds
8 Baths
5000 + sq-ft

Completely Renovated!This Attractive Residence Is Nestled On Tranquil Professionally Landscape Garden Setting In One Of Toronto's Finest Areas. Featur

26 Photos

36 Farrington Drive, Toronto, ON , MLS #C13467438 , Image - 1

36 Farrington Drive St. Andrew-Windfields, Toronto, ON MLS® C13467438

Residential Freehold (Detached)

$7100000.0

5 +2 Beds
8 Baths
5000 + sq-ft

Nestled In Toronto's Prestigious C12 St. Andrew-Windfields Luxury Community, This Custom-Built 7-Year New Masterpiece Showcases Over 8,000 Sq.Ft. Of M

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

47 Photos

108 Yorkminster Road, Toronto, ON , MLS #C13161590 , Image - 1

108 Yorkminster Road St. Andrew-Windfields, Toronto, ON MLS® C13161590

Residential Freehold (Detached)

$4850000.0

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

Stunning Custom-Built Family Home In The Prestigious St. Andrew-Windfields neiboorhood. Offering over 7,200 Sq. Ft. Of Luxury Living Space. Sun Filled

47 Photos

50 Yorkminster Road, Toronto, ON , MLS #C13005614 , Image - 1

50 Yorkminster Road St. Andrew-Windfields, Toronto, ON MLS® C13005614

Residential Freehold (Detached)

$4380000.0

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

Desired St. Andrew's Locale*Fabulous And Spacious Custom Built Home Backing Onto Parkette*Main Floor Office*Entertainment Size Living/Dining Room*Kitc

Shortlisted Properties

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5 Bedroom Houses for Sale in St. Andrew-Windfields Toronto

Lily at Crosstown

The Clove Condos

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