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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: July 18, 2025

49 Photos

33 Owen Boulevard, Toronto, ON , MLS #C12179894 , Image - 1

33 Owen Boulevard St. Andrew-Windfields, Toronto, ON MLS® C12179894

Residential Freehold (Detached)

$5488888.0

5 +1 Beds
9 Baths
5000 + sq-ft

**60'x179' Deep lot**Brand new flooring on main floor* Freshly painted* Custom-Built Luxury Home on Prestigious Owen Blvd in the Heart of St. Andrew W

50 Photos

23 Lauderdale Drive, Toronto, ON , MLS #C12226288 , Image - 1

23 Lauderdale Drive St. Andrew-Windfields, Toronto, ON MLS® C12226288

Residential Freehold (Detached)

$10880000.0

5 +1 Beds
7 Baths
5000 + sq-ft

This Award-Winning Smart Home Is Truly An Architectural & Design Masterpiece W/Dramatic Curb Appeal. Meticulously Designed Set On Quiet & Prestigious

28 Photos

189 Old Yonge Street, Toronto, ON , MLS #C12166897 , Image - 1

189 Old Yonge Street St. Andrew-Windfields, Toronto, ON MLS® C12166897

Residential Freehold (Detached)

$5995000.0

5 +1 Beds
9 Baths
5000 + sq-ft

2023 Custom Built. Dramatic Curb Appeal. Unprecedented Attention To Detail. Absolutely No Detail Overlooked. Unbelievably Rare 101' Frontage. Architec

46 Photos

1 Toba Drive, Toronto, ON , MLS #C12225234 , Image - 1

1 Toba Drive St. Andrew-Windfields, Toronto, ON MLS® C12225234

Residential Freehold (Detached)

$2498000.0

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

Welcome to 1 Toba Drive, a beautifully elegant 2-storey home in one of Toronto's most sought-after neighborhoods! Located on an incredible 75.5 x 163.

38 Photos

32 Mossgrove Trail, Toronto, ON , MLS #C12183891 , Image - 1

32 Mossgrove Trail St. Andrew-Windfields, Toronto, ON MLS® C12183891

Residential Freehold (Detached)

$2780000.0

Price drop by 15.2%

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

Welcome to 32 Mossgrove Trail This meticulously maintained and updated 5-bedroom family home located in one of North Yorks most desirable and prestig

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

40 Photos

52 Berkindale Drive, Toronto, ON , MLS #C12267370 , Image - 1

52 Berkindale Drive St. Andrew-Windfields, Toronto, ON MLS® C12267370

Residential Freehold (Detached)

$4888000.0

5 +1 Beds
6 Baths
3500-5000 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

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)

$3180000.0

Price drop by 9.1%

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

50 Photos

117 Upper Canada Drive, Toronto, ON , MLS #C12152634 , Image - 1

117 Upper Canada Drive St. Andrew-Windfields, Toronto, ON MLS® C12152634

Residential Freehold (Detached)

$3999000.0

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

Elegantly Designed European Transitional Home Nestled in a Coveted Enclave of St. Andrews. Showcasing Impeccable Craftsmanship and Top-Tier Finishes T

26 Photos

59 Mellowood Drive, Toronto, ON , MLS #C12182666 , Image - 1

59 Mellowood Drive St. Andrew-Windfields, Toronto, ON MLS® C12182666

Residential Freehold (Detached)

$2225000.0

5 Beds
4 Baths
2500-3000 sq-ft

Discover an extraordinary opportunity in one of Toronto's most prestigious and sought after neighbourhoods - St. Andrew - Windfields. Situated on a ra

39 Photos

16 Bobwhite Crescent, Toronto, ON , MLS #C12148466 , Image - 1

16 Bobwhite Crescent St. Andrew-Windfields, Toronto, ON MLS® C12148466

Residential Freehold (Detached)

$3398000.0

5 +1 Beds
5 Baths
5000 + sq-ft

This Georgian-style five bedroom home is beautifully situated on a quiet crescent in St Andrew-Windfields. The 60'x134' ravine lot is one of the large

11 Photos

8 Colvestone Road, Toronto, ON , MLS #C12132632 , Image - 1

8 Colvestone Road St. Andrew-Windfields, Toronto, ON MLS® C12132632

Residential Freehold (Detached)

$6288000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Public Open House Sat July 12 2-4pm. Lucky #8! Experience unparalleled luxury in the prestigious St. Andrew-Windfields neighborhood. Designed by talen

50 Photos

8 Elliotwood Court, Toronto, ON , MLS #C12243277 , Image - 1

8 Elliotwood Court St. Andrew-Windfields, Toronto, ON MLS® C12243277

Residential Freehold (Detached)

$3160000.0

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

A truly exceptional opportunity! This beautifully renovated executive home sits on an impressive 79.7 ft wide lot in the heart of St. Andrew-Windfield

35 Photos

163 Woodsworth Road, Toronto, ON , MLS #C12243064 , Image - 1

163 Woodsworth Road St. Andrew-Windfields, Toronto, ON MLS® C12243064

Residential Freehold (Detached)

$1829000.0

5 Beds
3 Baths
2000-2500 sq-ft

Nestled within the prestigious and affluent St. Andrew's community. Rare find original owner! 5 bedroom, 2 story home features a main floor den/office

24 Photos

371 Woodsworth Road, Toronto, ON , MLS #C12226328 , Image - 1

371 Woodsworth Road St. Andrew-Windfields, Toronto, ON MLS® C12226328

Residential Freehold (Detached)

$2180000.0

5 Beds
4 Baths
2500-3000 sq-ft

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

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

40 Photos

179 Old Yonge Street, Toronto, ON , MLS #C11925827 , Image - 1

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

Residential Freehold (Detached)

$5100000.0

Price drop by 8.4%

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

2 Photos

117 Forest Heights Boulevard, Toronto, ON , MLS #C12204348 , Image - 1

117 Forest Heights Boulevard St. Andrew-Windfields, Toronto, ON MLS® C12204348

Residential Freehold (Detached)

$4280000.0

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

Welcome To 117 Forest Heights, A Well-Maintained Upgraded Family Home On One Of The Most Prestigious & Coveted Streets. Spacious 4,856 Sq.Ft Luxuriou

50 Photos

21 Forest Heights Boulevard, Toronto, ON , MLS #C12195599 , Image - 1

21 Forest Heights Boulevard St. Andrew-Windfields, Toronto, ON MLS® C12195599

Residential Freehold (Detached)

$6580000.0

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

35 Photos

9 Montressor Drive, Toronto, ON , MLS #C12147392 , Image - 1

9 Montressor Drive St. Andrew-Windfields, Toronto, ON MLS® C12147392

Residential Freehold (Detached)

$3880000.0

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

Luxury Residence On Forested Lot In Coveted St. Andrews. Beautifully Cared For & Stylishly Updated With Contemporary Finishes & Amenities. Soaring Win

41 Photos

82 Munro Boulevard, Toronto, ON , MLS #C12176230 , Image - 1

82 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C12176230

Residential Freehold (Detached)

$3998000.0

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

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

34 Photos

20 Owen Boulevard, Toronto, ON , MLS #C12116404 , Image - 1

20 Owen Boulevard St. Andrew-Windfields, Toronto, ON MLS® C12116404

Residential Freehold (Detached)

$3299000.0

5 +1 Beds
4 Baths
1500-2000 sq-ft

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+

36 Photos

48 Wimpole Drive, Toronto, ON , MLS #C12127588 , Image - 1

48 Wimpole Drive St. Andrew-Windfields, Toronto, ON MLS® C12127588

Residential Freehold (Detached)

$9388000.0

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

27 Photos

71 Gordon Road, Toronto, ON , MLS #C12172354 , Image - 1

71 Gordon Road St. Andrew-Windfields, Toronto, ON MLS® C12172354

Residential Freehold (Detached)

$5388888.0

5 +2 Beds
8 Baths
5000 + sq-ft

A rare opportunity to own one of the largest and most refined homes in the prestigious St. Andrews area. 71 Gordon Rd is a fully reimagined 5,400 sq f

50 Photos

72 Gordon Road, Toronto, ON , MLS #C12171096 , Image - 1

72 Gordon Road St. Andrew-Windfields, Toronto, ON MLS® C12171096

Residential Freehold (Detached)

$4688000.0

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

19 Photos

84 Bannatyne Drive, Toronto, ON , MLS #C12170283 , Image - 1

84 Bannatyne Drive St. Andrew-Windfields, Toronto, ON MLS® C12170283

Residential Freehold (Detached)

$2180000.0

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

Ravine Building Lot. Expansive Tree-Lined And Backing Onto Picturesque Vyner Greenbelt. Potential To Acquire 7' Of Frontage From The Neighbouring Prop

50 Photos

72 Lord Seaton Road, Toronto, ON , MLS #C12156994 , Image - 1

72 Lord Seaton Road St. Andrew-Windfields, Toronto, ON MLS® C12156994

Residential Freehold (Detached)

$5899900.0

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

43 Photos

8 Orchid Court, Toronto, ON , MLS #C12149678 , Image - 1

8 Orchid Court St. Andrew-Windfields, Toronto, ON MLS® C12149678

Residential Freehold (Detached)

$2980000.0

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

40 Photos

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

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

Residential Freehold (Detached)

$6880000.0

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

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