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House for Sale near Fenn Avenue and Medalist Road, C12

Showing results 1 - 30 of 30

Explore over 30 houses for sale near Fenn Avenue and Medalist Road with Square Yards Canada. Our listings include numerous property types, such as freehold homes, condos, and commercial properties. You can filter through listings by price range to find options that match your budget and refine your search based on the number of bedrooms, bathrooms, and surface areas. Choose from properties with specific amenities, ensuring you find affordable and luxury houses for sale near Fenn Avenue and Medalist Road. Browse through detailed listings with HD images and comprehensive guides. Square Yards Canada makes it easy to find houses for sale near Fenn Avenue and Medalist Road that are perfect for you.

Last Updated: September 22, 2026

1 Photos

1.16 km from Fenn Avenue and Medalist Road

Unit-1805, 120 Harrison Garden Boulevard Willowdale East, Toronto, ON MLS® C13767286

Residential Condo & Other (Condo Apartment)

$499900.0

1 +1 Beds
1 Baths
600-699 sq-ft

Breathtaking Unobstructed View! Welcome to Luxury Aristo Condos By Tridel, Ideally Located In The Highly Sought After Willowdale East Community. Beaut

35 Photos

120 Harrison Garden Boulevard, Toronto, ON , MLS #C13662542 , Image - 1

1.16 km from Fenn Avenue and Medalist Road

Unit-1406, 120 Harrison Garden Boulevard Willowdale East, Toronto, ON MLS® C13662542

Residential Condo & Other (Condo Apartment)

$620000.0

2 Beds
2 Baths
700-799 sq-ft

** Incredible value** Welcome to this upgraded luxury Tridel corner suite at 120 Harrison Garden Blvd, featuring unobstructed southeast views, abundan

1 Photos

0.9 km from Fenn Avenue and Medalist Road

171 Old Yonge Street St. Andrew-Windfields, Toronto, ON MLS® C13792826

Residential Freehold (Detached)

$2799000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 171 Old Yonge Street, a rare detached two storey residence on a generous 75 x 150 ft lot in the prestigious St. Andrew-Windfields enclave o

39 Photos

51 York Mills Road, Toronto, ON , MLS #C13813486 , Image - 1

1.18 km from Fenn Avenue and Medalist Road

Unit-313, 51 York Mills Road Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C13813486

Residential Condo & Other (Condo Townhouse)

$1550000.0

3 +1 Beds
3 Baths
2000-2249 sq-ft

Welcome to the Estate Townhomes of Hoggs Hollow - an exclusive enclave in one of Toronto's most sought-after neighborhoods. This elegant 3-bedroom, 3-

Pre-Construction

1515 Pickering Parkway

1497-1525 Pickering Parkway, Pickering

From $399,990 - $706,990

Project Info

1 Building
571 Units
Condos

Property Mix

Studio(36)
1 Bed(451)
2 Bed(80)
3 Bed(2)

Developer:Sevoy Developments

50 Photos

28 Carnwath Crescent, Toronto, ON , MLS #C13734748 , Image - 1

0.65 km from Fenn Avenue and Medalist Road

28 Carnwath Crescent St. Andrew-Windfields, Toronto, ON MLS® C13734748

Residential Freehold (Detached)

$4290000.0

Price drop by 4.5%

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

Nestled On Coveted Carnwath Crescent In Prestigious St. Andrews-Windfields, Custom Home Delivers 4,001 Sq.Ft. Of Thoughtfully Designed Living On A Qui

31 Photos

20 Fashion Roseway N/A, Toronto, ON , MLS #C13659352 , Image - 1

1.22 km from Fenn Avenue and Medalist Road

Unit-408, 20 Fashion Roseway N/A Willowdale East, Toronto, ON MLS® C13659352

Residential Condo & Other (Condo Apartment)

$549999.0

Price drop by 2.7%

3 Beds
2 Baths
1000-1199 sq-ft

Renovated in 2025, this updated 3-bedroom, 2-bathroom suite offers over 1,000 sqft of efficient, well-planned living in the highly connected Willowdal

50 Photos

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

0.83 km from Fenn Avenue and Medalist Road

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

47 Photos

148 Munro Boulevard, Toronto, ON , MLS #C13714370 , Image - 1

0.46 km from Fenn Avenue and Medalist Road

148 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C13714370

Residential Freehold (Detached)

$5998000.0

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

An Exceptional Recently Built Custom Residence By Casa Unique Homes, Set On A Quiet Dead-End Street In Prestigious York Mills. Offering Approximately

Pre-Construction

Arbor West

10024 Mississauga Road, Brampton

From $559,990

Project Info

88 Buildings
204 Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Caivan

50 Photos

1B Carluke Crescent, Toronto, ON , MLS #C13809838 , Image - 1

0.99 km from Fenn Avenue and Medalist Road

1B Carluke Crescent St. Andrew-Windfields, Toronto, ON MLS® C13809838

Residential Freehold (Detached)

$3890000.0

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

Beautiful renovated York Mills Custom Built Cut Stone Home. Totally updated in 2026. 5bedrooms and nine bathrooms. Gracious and expansive main floor w

50 Photos

15 Aldershot Crescent, Toronto, ON , MLS #C13791646 , Image - 1

0.93 km from Fenn Avenue and Medalist Road

15 Aldershot Crescent St. Andrew-Windfields, Toronto, ON MLS® C13791646

Residential Freehold (Detached)

$4499000.0

Price drop by 9.8%

4 +1 Beds
7 Baths
5000 + sq-ft

Brand-New Custom-Built Luxury Residence In Prestigious St. Andrew-Windfields, One Of Toronto's Most Sought-After Executive Neighbourhoods. Offering Ap

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

39 Photos

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

0.76 km from Fenn Avenue and Medalist Road

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

48 Photos

3 Legacy Court, Toronto, ON , MLS #C13575934 , Image - 1

0.73 km from Fenn Avenue and Medalist Road

3 Legacy Court St. Andrew-Windfields, Toronto, ON MLS® C13575934

Residential Freehold (Detached)

$4998000.0

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

Stunning Custom Residence, Windermere Homes Built On A Quiet Exclusive Cul-De-Sac In Prestigious Family-Friendly Neighbourhood of St. Andrew-Windfield

Pre-Construction

Corktown Plaza

221 John Street South, Hamilton

From $329,900

Project Info

2 Buildings
786 Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Slate Asset Management

10 Photos

61 Highland Crescent, Toronto, ON , MLS #C12646596 , Image - 1

0.89 km from Fenn Avenue and Medalist Road

61 Highland Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12646596

Residential Freehold (Detached)

$3380000.0

2 +1 Beds
2 Baths
2000-2500 sq-ft

The Doll House. An Abundance Of Exterior Character. Update Or Enjoy The Outstanding Ravine Lot Build Available On Breathtaking And Private 545 Foot De

42 Photos

158 Owen Boulevard, Toronto, ON , MLS #C13677682 , Image - 1

0.2 km from Fenn Avenue and Medalist Road

158 Owen Boulevard St. Andrew-Windfields, Toronto, ON MLS® C13677682

Residential Freehold (Detached)

$4888000.0

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

41 Photos

69 Upper Canada Drive, Toronto, ON , MLS #C13806756 , Image - 1

1.03 km from Fenn Avenue and Medalist Road

Unit-3, 69 Upper Canada Drive St. Andrew-Windfields, Toronto, ON MLS® C13806756

Residential Condo & Other (Condo Townhouse)

$688000.0

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

Extensively Updated 3+1 Bed 4 Bath Townhome in the Prestigious St. Andrews Neighbourhood! This Spacious and Highly Functional Home Offers 3 Beds & 2 F

40 Photos

122 Fenn Avenue, Toronto, ON , MLS #C13787376 , Image - 1

0.16 km from Fenn Avenue and Medalist Road

122 Fenn Avenue St. Andrew-Windfields, Toronto, ON MLS® C13787376

Residential Freehold (Detached)

$2125000.0

4 Beds
4 Baths
3000-3500 sq-ft

Welcome to this beautifully maintained and lovingly cared-for family home in the heart of the prestigious St. Andrew's neighbourhood. From its warm an

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

48 Photos

176 Old Yonge Street, Toronto, ON , MLS #C13779070 , Image - 1

0.97 km from Fenn Avenue and Medalist Road

176 Old Yonge Street St. Andrew-Windfields, Toronto, ON MLS® C13779070

Residential Freehold (Detached)

$2995000.0

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

40 Photos

38 Fifeshire Road, Toronto, ON , MLS #C13784786 , Image - 1

0.35 km from Fenn Avenue and Medalist Road

38 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C13784786

Residential Freehold (Detached)

$4549999.0

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

A rare ravine lot, nearly half an acre in size! Seize the opportunity to build your dream home on one of Toronto's most prestigious streets, in the co

31 Photos

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

0.62 km from Fenn Avenue and Medalist Road

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

45 Photos

12 York Valley Crescent, Toronto, ON , MLS #C13659642 , Image - 1

1.06 km from Fenn Avenue and Medalist Road

12 York Valley Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C13659642

Residential Freehold (Detached)

$7298000.0

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

Valley House, designed by acclaimed architecture studio Superkül and built by Derek Nicholson Construction, is a striking expression of minimalist con

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

11 Mead Court, Toronto, ON , MLS #C13790060 , Image - 1

0.78 km from Fenn Avenue and Medalist Road

11 Mead Court St. Andrew-Windfields, Toronto, ON MLS® C13790060

Residential Freehold (Detached)

$3895000.0

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

50 Photos

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

0.65 km from Fenn Avenue and Medalist Road

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

47 Photos

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

0.35 km from Fenn Avenue and Medalist Road

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

27 Photos

36 Medalist Road, Toronto, ON , MLS #C13794274 , Image - 1

0.23 km from Fenn Avenue and Medalist Road

36 Medalist Road St. Andrew-Windfields, Toronto, ON MLS® C13794274

Residential Freehold (Detached)

$2899000.0

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

Exceptionally rare 73 feet of frontage on a deep ravine 137 ft. lot with significant table land featuring a Classic red-brick 6 bedroom family home on

Pre-Construction

The Laurels

6100 Regional Road 25, Milton

From $506,990 - $795,990

Project Info

7 Buildings
1768 Units
Condos

Property Mix

1 Bed(1425)
2 Bed(343)

Developer:Mattamy Homes

34 Photos

96 Fifeshire Road, Toronto, ON , MLS #C13791894 , Image - 1

1.13 km from Fenn Avenue and Medalist Road

Unit-501, 96 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C13791894

Residential Condo & Other (Condo Apartment)

$785000.0

2 Beds
2 Baths
1400-1599 sq-ft

Discover 96 Fifeshire Gardens, an exceptional 1,560-square-foot suite with a spacious 120-square-foot balcony in the prestigious Bayview Village area.

49 Photos

2706 Bayview Avenue, Toronto, ON , MLS #C13751792 , Image - 1

0.94 km from Fenn Avenue and Medalist Road

2706 Bayview Avenue St. Andrew-Windfields, Toronto, ON MLS® C13751792

Residential Freehold (Detached)

$4298000.0

6 +2 Beds
9 Baths
5000 + sq-ft

A landmark residence of exceptional scale, The Bayview Estate stands behind private gates on an extraordinary 100 by 220-foot property in prestigious

26 Photos

120 Harrison Garden Blvd Boulevard, Toronto, ON , MLS #C13772492 , Image - 1

1.15 km from Fenn Avenue and Medalist Road

Unit-521, 120 Harrison Garden Blvd Boulevard Willowdale East, Toronto, ON MLS® C13772492

Residential Condo & Other (Condo Apartment)

$545000.0

2 Beds
2 Baths
600-699 sq-ft

Your perfect stylish North York condo is here! Low-maintenance, beat value 2 Beds + 2 Bath condo living at 120 Harrison Garden Blvd. A comfortable 2nd

43 Photos

17 Heathcote Avenue, Toronto, ON , MLS #C13789330 , Image - 1

0.81 km from Fenn Avenue and Medalist Road

17 Heathcote Avenue St. Andrew-Windfields, Toronto, ON MLS® C13789330

Residential Freehold (Detached)

$5199000.0

8 +2 Beds
9 Baths
5000 + sq-ft

Luxurious 8+2 bedroom with 5 bedrooms on second floor and 3 additional rooms on a private third floor. Stone front, located in prestigious Bayview and

Pre-Construction

The Rebecca Condos

71 Rebecca Street, Hamilton

From $528,990 - $709,990

Project Info

1 Building
477 Units
Condos

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes, Melrose Investments

4 Photos

156 Highland Crescent, Toronto, ON , MLS #C12808024 , Image - 1

0.96 km from Fenn Avenue and Medalist Road

156 Highland Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12808024

Residential Freehold (Vacant Land)

$3495000.0

Price drop by 22.3%

* V A C A N T L A N D * First Lot West Of Bayview Avenue. Possible Development Location As Townhomes Have Been Approved Along Bayview - Lots Of Poten

1 Photos

0.51 km from Fenn Avenue and Medalist Road

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

Shortlisted Properties

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120 Harrison Garden Boulevard

Willowdale East, Toronto, ON

$499900.0

120 Harrison Garden Boulevard

Willowdale East, Toronto, ON

$620000.0

171 Old Yonge Street

St. Andrew-Windfields, Toronto, ON

$2799000.0

51 York Mills Road

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$1550000.0

28 Carnwath Crescent

St. Andrew-Windfields, Toronto, ON

$4290000.0

20 Fashion Roseway N/A

Willowdale East, Toronto, ON

$549999.0

64 Yorkminster Road

St. Andrew-Windfields, Toronto, ON

$5495000.0

148 Munro Boulevard

St. Andrew-Windfields, Toronto, ON

$5998000.0

1B Carluke Crescent

St. Andrew-Windfields, Toronto, ON

$3890000.0

15 Aldershot Crescent

St. Andrew-Windfields, Toronto, ON

$4499000.0

19 Lower Links Road

St. Andrew-Windfields, Toronto, ON

$3190000.0

3 Legacy Court

St. Andrew-Windfields, Toronto, ON

$4998000.0

61 Highland Crescent

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$3380000.0

158 Owen Boulevard

St. Andrew-Windfields, Toronto, ON

$4888000.0

69 Upper Canada Drive

St. Andrew-Windfields, Toronto, ON

$688000.0

122 Fenn Avenue

St. Andrew-Windfields, Toronto, ON

$2125000.0

176 Old Yonge Street

St. Andrew-Windfields, Toronto, ON

$2995000.0

38 Fifeshire Road

St. Andrew-Windfields, Toronto, ON

$4549999.0

63 Gordon Road

St. Andrew-Windfields, Toronto, ON

$4800000.0

12 York Valley Crescent

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$7298000.0

11 Mead Court

St. Andrew-Windfields, Toronto, ON

$3895000.0

59 Munro Boulevard

St. Andrew-Windfields, Toronto, ON

$4950000.0

21 Fifeshire Road

St. Andrew-Windfields, Toronto, ON

$6995000.0

36 Medalist Road

St. Andrew-Windfields, Toronto, ON

$2899000.0

96 Fifeshire Road

St. Andrew-Windfields, Toronto, ON

$785000.0

2706 Bayview Avenue

St. Andrew-Windfields, Toronto, ON

$4298000.0

120 Harrison Garden Blvd Boulevard

Willowdale East, Toronto, ON

$545000.0

17 Heathcote Avenue

St. Andrew-Windfields, Toronto, ON

$5199000.0

156 Highland Crescent

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$3495000.0

9 Fifeshire Road

St. Andrew-Windfields, Toronto, ON

$6998000.0

House for Sale near Fenn Avenue and Medalist Road, C12

1515 Pickering Parkway

Arbor West

Corktown Plaza

Lily at Crosstown

The Clove Condos

The Laurels

The Rebecca Condos

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