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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: November 06, 2026

32 Photos

67 Montressor Drive, Toronto, ON , MLS #C14126312 , Image - 1

0.85 km from Fenn Avenue and Medalist Road

67 Montressor Drive St. Andrew-Windfields, Toronto, ON MLS® C14126312

Residential Freehold (Detached)

$4990000.0

4 +1 Beds
7 Baths
5000 + sq-ft

An exceptional custom-built French Chateau in coveted St. Andrew-Windfields, offering approximately 7,500 sq. ft. of luxurious living space. Soaring c

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

39 Photos

4 Fifeshire Road, Toronto, ON , MLS #C13838490 , Image - 1

0.57 km from Fenn Avenue and Medalist Road

4 Fifeshire Road St. Andrew-Windfields, Toronto, ON MLS® C13838490

Residential Freehold (Detached)

$8800000.0

5 +1 Beds
7 Baths
5000 + sq-ft

A showstopping gated estate offering nearly 10,000 sq. ft. of beautifully designed living space! Soaring ceilings, intricate millwork, marble and hard

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

46 Photos

11 York Road, Toronto, ON , MLS #C14122840 , Image - 1

0.79 km from Fenn Avenue and Medalist Road

11 York Road Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C14122840

Residential Freehold (Detached)

$5489900.0

5 +1 Beds
6 Baths
5000 + sq-ft

Set in the Bridle Path, Sunnybrook and York Mills area, this family residence offers approximately 8,470 square feet of finished living space, with 5,

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

35 Photos

120 Harrison Garden Boulevard, Toronto, ON , MLS #C14028846 , Image - 1

1.16 km from Fenn Avenue and Medalist Road

Unit-1406, 120 Harrison Garden Boulevard Willowdale East, Toronto, ON MLS® C14028846

Residential Condo & Other (Condo Apartment)

$599000.0

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

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

35 Photos

27 Proudbank Millway N/A, Toronto, ON , MLS #C13720824 , Image - 1

0.81 km from Fenn Avenue and Medalist Road

Unit-50, 27 Proudbank Millway N/A St. Andrew-Windfields, Toronto, ON MLS® C13720824

Residential Condo & Other (Condo Townhouse)

$948000.0

Price drop by 7.8%

4 Beds
3 Baths
1600-1799 sq-ft

Well Maintained and Rarely Offered 4 Bedroom Townhome in Bayview Mills, Upgraded Kitchen, potlights, paint and floors. South View with Living and Dini

26 Photos

11 William Carson Crescent, Toronto, ON , MLS #C14088918 , Image - 1

1.16 km from Fenn Avenue and Medalist Road

Unit-102, 11 William Carson Crescent St. Andrew-Windfields, Toronto, ON MLS® C14088918

Residential Condo & Other (Condo Apartment)

$1989000.0

2 Beds
3 Baths
2500-2749 sq-ft

Welcome to Suite 102 at 11 William Carson Crescent, The Antiquary. Nestled in a highly sought-after enclave, this beautifully appointed condominium wi

33 Photos

2 Powderhorn Mill Way N/A, Toronto, ON , MLS #C14130094 , Image - 1

0.76 km from Fenn Avenue and Medalist Road

2 Powderhorn Mill Way N/A St. Andrew-Windfields, Toronto, ON MLS® C14130094

Residential Condo & Other (Condo Townhouse)

$799000.0

2 Beds
2 Baths
1600-1799 sq-ft

This beautifully updated red-brick end-unit townhome offers privacy, abundant natural light, and generous living space. Features include a renovated c

Open House : Sun Nov 08, 12:00 PM to 02:00 PM

30 Photos

88 Yorkminster Road, Toronto, ON , MLS #C14155620 , Image - 1

0.71 km from Fenn Avenue and Medalist Road

88 Yorkminster Road St. Andrew-Windfields, Toronto, ON MLS® C14155620

Residential Freehold (Detached)

$3999000.0

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

Sun-Filled, Renovated Custom Residence In A Prestigious Neighbourhood! Soaring 2-Storey Skylight Foyer & 10' Ceilings On Main. Gleaming Hardwood Floor

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

43 Photos

149 Highland Crescent, Toronto, ON , MLS #C13778212 , Image - 1

0.96 km from Fenn Avenue and Medalist Road

149 Highland Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C13778212

Residential Freehold (Detached)

$7998000.0

4 +1 Beds
7 Baths
5000 + sq-ft

149 Highland Cres presents a rare opportunity to acquire a newly built turnkey luxury residence that seamlessly blends modern architectural planning w

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

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

41 Photos

49 York Mills Road, Toronto, ON , MLS #C14118062 , Image - 1

1.2 km from Fenn Avenue and Medalist Road

Unit-Th 513, 49 York Mills Road Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C14118062

Residential Condo & Other (Condo Townhouse)

$2598000.0

3 Beds
5 Baths
3000-3249 sq-ft

Set within a private enclave in prestigious Hogg's Hollow, this elegant three-storey townhouse offers approximately 3,800 square feet of beautifully a

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

25 Photos

120 Harrison Garden Boulevard, Toronto, ON , MLS #C13864090 , Image - 1

1.16 km from Fenn Avenue and Medalist Road

Unit-708, 120 Harrison Garden Boulevard Willowdale East, Toronto, ON MLS® C13864090

Residential Condo & Other (Condo Apartment)

$485000.0

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

**Welcome to 120 Harrison Garden Blvd #708** A Tridel-built condo in the prestigious Willowdale East neighbourhood in the heart of North York. This b

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

44 Photos

13 Legacy Court, Toronto, ON , MLS #C14032204 , Image - 1

0.85 km from Fenn Avenue and Medalist Road

13 Legacy Court St. Andrew-Windfields, Toronto, ON MLS® C14032204

Residential Freehold (Detached)

$6390000.0

5 +1 Beds
8 Baths
5000 + sq-ft

Welcome to 13 Legacy Court, a European-inspired estate on a quiet, prestigious cul-de-sac in St. Andrew-Windfields. Offering approximately 5,394 sq. f

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

50 Photos

21 Forest Heights Boulevard, Toronto, ON , MLS #C13480112 , Image - 1

0.98 km from Fenn Avenue and Medalist Road

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

49 Photos

143 Highland Crescent, Toronto, ON , MLS #C14152642 , Image - 1

0.94 km from Fenn Avenue and Medalist Road

143 Highland Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C14152642

Residential Freehold (Detached)

$8500000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Opulent Elegance Across 9000+SQFT of Interior Living Space In Prestigious Bridle Path-York Mills-Sunnybrook. Nestled Within A Stunning Tree-Lined Prem

50 Photos

31 Anvil Millway N/A, Toronto, ON , MLS #C13849168 , Image - 1

0.72 km from Fenn Avenue and Medalist Road

31 Anvil Millway N/A St. Andrew-Windfields, Toronto, ON MLS® C13849168

Residential Condo & Other (Condo Townhouse)

$899000.0

3 Beds
2 Baths
1200-1399 sq-ft

Welcome to 31 Anvil Millway, a fully renovated, move-in-ready home in sought-after Bayview Mills where every detail has been thoughtfully upgraded. Th

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

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

47 Photos

110 Munro Boulevard, Toronto, ON , MLS #C14093442 , Image - 1

0.42 km from Fenn Avenue and Medalist Road

110 Munro Boulevard St. Andrew-Windfields, Toronto, ON MLS® C14093442

Residential Freehold (Detached)

$4099000.0

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

An elegant custom residence in prestigious St. Andrews, offering approximately 5,800 sq. ft. of total living space, including the finished lower level

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

50 Photos

100 Harrison Garden Boulevard, Toronto, ON , MLS #C14148714 , Image - 1

1.15 km from Fenn Avenue and Medalist Road

Unit-602, 100 Harrison Garden Boulevard Willowdale East, Toronto, ON MLS® C14148714

Residential Condo & Other (Condo Apartment)

$669000.0

2 Beds
2 Baths
800-899 sq-ft

Fantastic Location! Bright and spacious 2-bedroom, 2-bathroom condo offering 887 sq. ft. of thoughtfully designed living space with 9-ft ceilings and

22 Photos

100 Harrison Garden Blvd Boulevard, Toronto, ON , MLS #C14147850 , Image - 1

1.15 km from Fenn Avenue and Medalist Road

Unit-Gph2, 100 Harrison Garden Blvd Boulevard Willowdale East, Toronto, ON MLS® C14147850

Residential Condo & Other (Condo Apartment)

$858000.0

2 Beds
2 Baths
1000-1199 sq-ft

Stunning Avonshire Grand Penthouse offering approx. 1,085 sq. ft. with 2 bedrooms, 2 bathrooms, 9-ft ceilings, crown mouldings and upgraded laminate f

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)

$2700000.0

Price drop by 6.9%

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

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

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

39 Photos

40 Snowshoe Mill Way, Toronto, ON , MLS #C13999076 , Image - 1

0.93 km from Fenn Avenue and Medalist Road

40 Snowshoe Mill Way St. Andrew-Windfields, Toronto, ON MLS® C13999076

Residential Condo & Other (Condo Townhouse)

$988888.0

Price drop by 7.5%

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

Tucked Away In The Exclusive Community Of Bayview Mills, You Will Find This Beauty! An Elegant and Updated 2 Storey, 3 + 1 Bedroom Townhouse Situated

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

40 Photos

110 Upper Canada Drive, Toronto, ON , MLS #C13755708 , Image - 1

0.97 km from Fenn Avenue and Medalist Road

110 Upper Canada Drive St. Andrew-Windfields, Toronto, ON MLS® C13755708

Residential Freehold (Detached)

$2500000.0

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

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

41 Photos

69 Upper Canada Drive, Toronto, ON , MLS #C14029042 , Image - 1

1.03 km from Fenn Avenue and Medalist Road

Unit-3, 69 Upper Canada Drive St. Andrew-Windfields, Toronto, ON MLS® C14029042

Residential Condo & Other (Condo Townhouse)

$728000.0

Price drop by 2.7%

3 +1 Beds
4 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

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

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

50 Photos

72 Lord Seaton Road, Toronto, ON , MLS #C13872970 , Image - 1

0.87 km from Fenn Avenue and Medalist Road

72 Lord Seaton Road St. Andrew-Windfields, Toronto, ON MLS® C13872970

Residential Freehold (Detached)

$4998000.0

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

Set on one of York Mills / St. Andrews' most prestigious streets, this exceptional detached residence offers over 5,000 sq. ft. of beautifully renovat

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

48 Photos

3 Legacy Court, Toronto, ON , MLS #C14142594 , Image - 1

0.73 km from Fenn Avenue and Medalist Road

3 Legacy Court St. Andrew-Windfields, Toronto, ON MLS® C14142594

Residential Freehold (Detached)

$4750000.0

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

30 Photos

45 & 51 Bayview Ridge, Toronto, ON , MLS #C14034752 , Image - 1

1.14 km from Fenn Avenue and Medalist Road

45 & 51 Bayview Ridge Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C14034752

Residential Freehold (Detached)

$20998000.0

6 +2 Beds
11 Baths
5000 + sq-ft

One of Toronto's most distinctive private estates, 45 and 51 Bayview Ridge occupies a rare 3.12-acre double lot in the prestigious enclave of Bayview

50 Photos

21 Heathcote Avenue, Toronto, ON , MLS #C14142064 , Image - 1

0.88 km from Fenn Avenue and Medalist Road

21 Heathcote Avenue St. Andrew-Windfields, Toronto, ON MLS® C14142064

Residential Freehold (Detached)

$2999999.0

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

Exceptional Family Home in Prime St. Andrews-WindfieldsIdeally situated on a premium 100 x 125 ft corner lot in the highly prestigious St. Andrews-Win

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

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

50 Photos

100 Harrison Garden Boulevard, Toronto, ON , MLS #C14110810 , Image - 1

1.15 km from Fenn Avenue and Medalist Road

Unit-1223, 100 Harrison Garden Boulevard Willowdale East, Toronto, ON MLS® C14110810

Residential Condo & Other (Condo Apartment)

$818900.0

2 +1 Beds
2 Baths
1000-1199 sq-ft

PRIME YONGE & SHEPPARD LIVING! Move right into this beautifully renovated luxury suite in Tridel's sought-after Avonshire community in prestigious Wil

10 Photos

61 Highland Crescent, Toronto, ON , MLS #C14140786 , Image - 1

0.89 km from Fenn Avenue and Medalist Road

61 Highland Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C14140786

Residential Freehold (Detached)

$2990000.0

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

Welcome To The Doll House Or Reimagine Your New Build. An Abundance Of Exterior Character. Update Or Enjoy The Outstanding Ravine Lot Build Available

Shortlisted Properties

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Maximum 4 project can be compared at one go.

Map View

List View

67 Montressor Drive

St. Andrew-Windfields, Toronto, ON

$4990000.0

4 Fifeshire Road

St. Andrew-Windfields, Toronto, ON

$8800000.0

11 York Road

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$5489900.0

120 Harrison Garden Boulevard

Willowdale East, Toronto, ON

$599000.0

27 Proudbank Millway N/A

St. Andrew-Windfields, Toronto, ON

$948000.0

11 William Carson Crescent

St. Andrew-Windfields, Toronto, ON

$1989000.0

2 Powderhorn Mill Way N/A

St. Andrew-Windfields, Toronto, ON

$799000.0

88 Yorkminster Road

St. Andrew-Windfields, Toronto, ON

$3999000.0

149 Highland Crescent

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$7998000.0

38 Fifeshire Road

St. Andrew-Windfields, Toronto, ON

$4549999.0

49 York Mills Road

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$2598000.0

120 Harrison Garden Boulevard

Willowdale East, Toronto, ON

$485000.0

13 Legacy Court

St. Andrew-Windfields, Toronto, ON

$6390000.0

21 Forest Heights Boulevard

St. Andrew-Windfields, Toronto, ON

$5998000.0

143 Highland Crescent

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$8500000.0

31 Anvil Millway N/A

St. Andrew-Windfields, Toronto, ON

$899000.0

110 Munro Boulevard

St. Andrew-Windfields, Toronto, ON

$4099000.0

100 Harrison Garden Boulevard

Willowdale East, Toronto, ON

$669000.0

100 Harrison Garden Blvd Boulevard

Willowdale East, Toronto, ON

$858000.0

36 Medalist Road

St. Andrew-Windfields, Toronto, ON

$2700000.0

40 Snowshoe Mill Way

St. Andrew-Windfields, Toronto, ON

$988888.0

110 Upper Canada Drive

St. Andrew-Windfields, Toronto, ON

$2500000.0

69 Upper Canada Drive

St. Andrew-Windfields, Toronto, ON

$728000.0

156 Highland Crescent

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$3495000.0

72 Lord Seaton Road

St. Andrew-Windfields, Toronto, ON

$4998000.0

3 Legacy Court

St. Andrew-Windfields, Toronto, ON

$4750000.0

45 & 51 Bayview Ridge

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$20998000.0

21 Heathcote Avenue

St. Andrew-Windfields, Toronto, ON

$2999999.0

100 Harrison Garden Boulevard

Willowdale East, Toronto, ON

$818900.0

61 Highland Crescent

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$2990000.0

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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