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Houses for Sale in St. Andrew-Windfields Toronto Under $5 Million - P2

Showing results 31 - 60 of 65

Last Updated: August 08, 2026

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334 Woodsworth Road, Toronto, ON , MLS #C13601348 , Image - 1

334 Woodsworth Road St. Andrew-Windfields, Toronto, ON MLS® C13601348

Residential Freehold (Semi-Detached )

$1248000.0

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

Located in the highly sought-after St. Andrew's neighbourhood of North York, this well-maintained home is nestled within a top-ranked school district

37 Photos

115 Scenic Mill Way, Toronto, ON , MLS #C13604174 , Image - 1

115 Scenic Mill Way St. Andrew-Windfields, Toronto, ON MLS® C13604174

Residential Condo & Other (Condo Townhouse)

$990000.0

3 +1 Beds
3 Baths
1400-1599 sq-ft

One of the community's most desirable and private park-side locations, backing directly onto mature green space. Enjoy the privacy, outdoor space, and

19 Photos

15 Foursome Crescent, Toronto, ON , MLS #C13028612 , Image - 1

15 Foursome Crescent St. Andrew-Windfields, Toronto, ON MLS® C13028612

Residential Freehold (Detached)

$1999999.0

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

Opportunity Knocks in a High-Demand Neighbourhood! This spacious backsplit offers exceptional potential-ideal for investors, renovators, or buyers loo

40 Photos

110 Upper Canada Drive, Toronto, ON , MLS #C13597608 , Image - 1

110 Upper Canada Drive St. Andrew-Windfields, Toronto, ON MLS® C13597608

Residential Freehold (Detached)

$2750000.0

6 Beds
5 Baths
3000-3500 sq-ft

An Incredible Opportunity In North York's Prestigious St. Andrews Enclave! This Expansive 6+1 Bedroom, 5-Bathroom Residence Offers An Exceptional Comb

Pre-Construction

Lily at Crosstown

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

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11 Montressor Drive, Toronto, ON , MLS #C13032356 , Image - 1

11 Montressor Drive St. Andrew-Windfields, Toronto, ON MLS® C13032356

Residential Freehold (Detached)

$3050000.0

Price drop by 3.2%

5 Beds
4 Baths
3000-3500 sq-ft

Rare opportunity to acquire a premium ravine-backed property in the heart of St. Andrew-Windfields. Situated on an approximately 12,800 sq. ft. lot, t

40 Photos

38 Fifeshire Road, Toronto, ON , MLS #C13109790 , Image - 1

38 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C13109790

Residential Freehold (Detached)

$4995000.0

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

A rare legacy estate awaits! Seize the opportunity to build your dream home on one of Toronto's most prestigious streets. Nestled in the heart of the

49 Photos

234 York Mills Road, Toronto, ON , MLS #C13502114 , Image - 1

234 York Mills Road St. Andrew-Windfields, Toronto, ON MLS® C13502114

Residential Freehold (Detached)

$1800000.0

4 Beds
4 Baths
2500-3000 sq-ft

Make it yours! Builders, renovators and dream chasers, York Mills is calling. This is the mid-century detached home on a 50 x 125 foot lot calling for

27 Photos

36 Medalist Road, Toronto, ON , MLS #C13414874 , Image - 1

36 Medalist Road St. Andrew-Windfields, Toronto, ON MLS® C13414874

Residential Freehold (Detached)

$2995000.0

6 +1 Beds
4 Baths
3000-3500 sq-ft

Welcome to Saville Row, a classic red-brick 6+1 bedroom family home on a private ravine lot in coveted, quiet St. Andrews. Exceptionally rare 73 feet

Pre-Construction

The Clove Condos

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

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

38 Photos

57 Yorkminster Road, Toronto, ON , MLS #C13584976 , Image - 1

57 Yorkminster Road St. Andrew-Windfields, Toronto, ON MLS® C13584976

Residential Freehold (Detached)

$3980000.0

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

Rostek Built! Custom Residence Of The Highest Quality And Luxury Appointments. Offering Over 6,500 Sq. Ft. Of Finished Living Space On A Beautifully L

50 Photos

64 Montressor Drive, Toronto, ON , MLS #C13499470 , Image - 1

64 Montressor Drive St. Andrew-Windfields, Toronto, ON MLS® C13499470

Residential Freehold (Detached)

$3680000.0

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

A Beautifully Higgins Designed Teddington Built Luxury Living Home Nestled in The Prestigious St. Andrews/Windfield Community. High Ceilings, Exquisit

49 Photos

26 Danville Drive, Toronto, ON , MLS #C13567586 , Image - 1

26 Danville Drive St. Andrew-Windfields, Toronto, ON MLS® C13567586

Residential Freehold (Detached)

$4790000.0

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

This Stunning Luxury Home Offers a Meticulously Designed Multi-Level Layout, Where No Detail Has Been Overlooked. Situated on a Quiet Street near Top

50 Photos

57 Wimpole Drive, Toronto, ON , MLS #C13536678 , Image - 1

57 Wimpole Drive St. Andrew-Windfields, Toronto, ON MLS® C13536678

Residential Freehold (Detached)

$4599888.0

3 +1 Beds
4 Baths
3000-3500 sq-ft

***A Rare Offering In The Prestigious Bayview And York Mills Enclave***This Beautifully Renovated Ranch-Style Bungalow Sits On An Exceptional South Fa

39 Photos

62 Wimpole Drive, Toronto, ON , MLS #C13517648 , Image - 1

62 Wimpole Drive St. Andrew-Windfields, Toronto, ON MLS® C13517648

Residential Freehold (Detached)

$4750000.0

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

Architecturally Distinct Residence Situated On An Exceptional 128.75 x 159.17 Ft Treed Lot In A Prestigious And Highly Sought-After Enclave. This Rema

27 Photos

18 William Carson Crescent, Toronto, ON , MLS #C13516860 , Image - 1

Unit-211, 18 William Carson Crescent St. Andrew-Windfields, Toronto, ON MLS® C13516860

Residential Condo & Other (Condo Apartment)

$938000.0

2 +1 Beds
2 Baths
1200-1399 sq-ft

***Spacious 2+Den, 2-Bath Condo in Prestigious 18 William Carson Crescent***Discover the perfect blend of comfort, style, and convenience in this brig

50 Photos

75 Yorkminster Road, Toronto, ON , MLS #C13471852 , Image - 1

75 Yorkminster Road St. Andrew-Windfields, Toronto, ON MLS® C13471852

Residential Freehold (Detached)

$3950000.0

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

Custom Builder-Owned French Country Masterpiece with Unrivaled Luxury Finishes, Fully Redesigned 3,793 sq ft of Above Grade Livable Space(Mpac) .Stunn

38 Photos

79 Scenic Mill Way, Toronto, ON , MLS #C13500594 , Image - 1

79 Scenic Mill Way St. Andrew-Windfields, Toronto, ON MLS® C13500594

Residential Condo & Other (Condo Townhouse)

$968800.0

3 +1 Beds
4 Baths
1400-1599 sq-ft

Upgraded and Well-Maintained Townhouse, Conveniently Located Right on Vibrant Bayview / York Mills! Luxury Living in Toronto's Most Prestigious Neighb

48 Photos

176 Old Yonge Street, Toronto, ON , MLS #C13455006 , Image - 1

176 Old Yonge Street St. Andrew-Windfields, Toronto, ON MLS® C13455006

Residential Freehold (Detached)

$3295000.0

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

Located on one of Toronto's most prestigious streets, 176 Old Yonge Street offers a rare opportunity to build a custom estate in the coveted Bayview a

39 Photos

15 Fairmeadow Avenue, Toronto, ON , MLS #C13486394 , Image - 1

15 Fairmeadow Avenue St. Andrew-Windfields, Toronto, ON MLS® C13486394

Residential Freehold (Detached)

$3988000.0

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

A rare offering of luxury and contemporary architectural excellence in the heart of prestigious St Andrews Windfields. Situated on a premium 63' front

50 Photos

300 Upper Highland Crescent, Toronto, ON , MLS #C13468722 , Image - 1

300 Upper Highland Crescent St. Andrew-Windfields, Toronto, ON MLS® C13468722

Residential Freehold (Detached)

$4680000.0

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

Overlooking Tournament Park, offering privacy, space, and an abundance of natural light throughout. 4,645 sq ft above grade plus ~2,000 sq ft of profe

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

1 Photos

67 Truman Road, Toronto, ON

67 Truman Road St. Andrew-Windfields, Toronto, ON MLS® C13464600

Residential Freehold (Detached)

$2848000.0

3 Beds
2 Baths
1100-1500 sq-ft

****Tremendous Location****, Extremely Rare Opportunity****, Convenient Highway Access****, Large Premium Flat Lot (60.10' x 268.19')****. Featuring

50 Photos

135 Scenic Mill Way, Toronto, ON , MLS #C13079152 , Image - 1

Unit-102, 135 Scenic Mill Way St. Andrew-Windfields, Toronto, ON MLS® C13079152

Residential Condo & Other (Condo Townhouse)

$1059999.0

Price drop by 2.6%

3 Beds
3 Baths
1400-1599 sq-ft

Fully Renovated Top To Bottom Is A Rare Turnkey Offering In The Prestigious Bayview Mills Community At Bayview & York Mills. Every Surface Inside This

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

19 Photos

78 Gerald Street, Toronto, ON , MLS #C13433280 , Image - 1

78 Gerald Street St. Andrew-Windfields, Toronto, ON MLS® C13433280

Residential Freehold (Detached)

$3680000.0

4 +1 Beds
6 Baths
5000 + sq-ft

Welcome to 78 Gerald St, a rare opportunity on a quiet, prestigious street in one of Toronto's most coveted neighbourhoods. Set on a private 80X200 pr

50 Photos

11 Mead Court, Toronto, ON , MLS #C13109784 , Image - 1

11 Mead Court St. Andrew-Windfields, Toronto, ON MLS® C13109784

Residential Freehold (Detached)

$4185000.0

Price drop by 10.0%

3 +1 Beds
5 Baths
3000-3500 sq-ft

Tucked away on a quiet cul-de-sac, 11 Mead Court offers the perfect blend of privacy, and convenience, set on a beautifully treed lot that feels like

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

28 Photos

15 Farrington Drive, Toronto, ON , MLS #C13173588 , Image - 1

15 Farrington Drive St. Andrew-Windfields, Toronto, ON MLS® C13173588

Residential Freehold (Duplex)

$3488000.0

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

7 Legacy Court, Toronto, ON , MLS #C13092240 , Image - 1

7 Legacy Court St. Andrew-Windfields, Toronto, ON MLS® C13092240

Residential Freehold (Detached)

$4990000.0

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

This spectacular, custom-crafted, architecturally designed 24-year-new residence is nestled on a quiet cul-de-sac in the prestigious St. Andrew-Windfi

31 Photos

52 Montressor Drive, Toronto, ON , MLS #C13151570 , Image - 1

52 Montressor Drive St. Andrew-Windfields, Toronto, ON MLS® C13151570

Residential Freehold (Detached)

$2488000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to luxury living in the heart of Toronto's prestigious St. Andrew-Windfields community. This freshly painted residence blends classic elegance

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