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House for Sale near Upper Highland Crescent and Tournament Drive, C12

Showing results 1 - 30 of 30

Explore over 30 houses for sale near Upper Highland Crescent and Tournament Drive 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 Upper Highland Crescent and Tournament Drive. Browse through detailed listings with HD images and comprehensive guides. Square Yards Canada makes it easy to find houses for sale near Upper Highland Crescent and Tournament Drive that are perfect for you.

Last Updated: May 10, 2026

21 Photos

18 Hillcrest Avenue, Toronto, ON , MLS #C13106432 , Image - 1

2.15 km from Upper Highland Crescent and Tournament Drive

Unit-1708, 18 Hillcrest Avenue Willowdale East, Toronto, ON MLS® C13106432

Residential Condo & Other (Condo Apartment)

$588888.0

2 Beds
2 Baths
800-899 sq-ft

One Of The Best Locations In The Heart Of North York, Amazing 2 Bedrooms 2 Washrooms Unit, Ideal And Functional Layout, West View, 1 Parking, With Dir

36 Photos

18 Kenaston Gardens, Toronto, ON , MLS #C12993262 , Image - 1

1.87 km from Upper Highland Crescent and Tournament Drive

Unit-704, 18 Kenaston Gardens Bayview Village, Toronto, ON MLS® C12993262

Residential Condo & Other (Condo Apartment)

$858000.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to effortless, elegant living in the heart of Bayview Village. This rare corner-unit (with no unit on top!) offers over 1,200 sq ft of beautif

41 Photos

86 Princess Avenue, Toronto, ON , MLS #C12966558 , Image - 1

2.23 km from Upper Highland Crescent and Tournament Drive

86 Princess Avenue Willowdale East, Toronto, ON MLS® C12966558

Residential Freehold (Detached)

$3688000.0

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

Welcome to 86 PRINCESS AVENUE >>> Stylish Contemporary Designed Custom Home with 6,545 Sq.Ft of Prime Land! This Beauty with Having about 6,000 Sq.Ft

Open House : Sun May 10, 01:30 PM to 03:30 PM

31 Photos

40 Old Colony Road, Toronto, ON , MLS #C12223199 , Image - 1

1.54 km from Upper Highland Crescent and Tournament Drive

40 Old Colony Road St. Andrew-Windfields, Toronto, ON MLS® C12223199

Residential Freehold (Detached)

$6995000.0

6 +1 Beds
10 Baths
5000 + sq-ft

Nestled Within Bayview Gardens Most Iconic Street - Old Colony Road. This Magnificent Residence Boasts A 100' Frontage And Over 12,000 SqFt Of Living

Pre-Construction

1515 Pickering Parkway

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

39 Photos

32 Truman Road, Toronto, ON , MLS #C12940614 , Image - 1

1.64 km from Upper Highland Crescent and Tournament Drive

32 Truman Road St. Andrew-Windfields, Toronto, ON MLS® C12940614

Residential Freehold (Detached)

$5490000.0

7 Beds
11 Baths
5000 + sq-ft

Stunning 3-STOREY Transitional Estate with ELEVATOR in Prestigious St. Andrew-Windfields. Only seven years new, this AMENITY-RICH masterpiece showcase

24 Photos

35 Bales Avenue, Toronto, ON , MLS #C13071404 , Image - 1

1.3 km from Upper Highland Crescent and Tournament Drive

Unit-916, 35 Bales Avenue Willowdale East, Toronto, ON MLS® C13071404

Residential Condo & Other (Condo Apartment)

$649000.0

2 +1 Beds
2 Baths
900-999 sq-ft

Experience refined living at Cosmo Condos by Menkes, ideally located in the vibrant heart of North York. This bright and well-appointed 2-bedroom suit

26 Photos

23 Hollywood Avenue, Toronto, ON , MLS #C13102824 , Image - 1

1.92 km from Upper Highland Crescent and Tournament Drive

Unit-2803, 23 Hollywood Avenue Willowdale East, Toronto, ON MLS® C13102824

Residential Condo & Other (Condo Apartment)

$580000.0

2 Beds
1 Baths
700-799 sq-ft

Excellent Heart Of North York Location! Situated In Platinum Towers, This Condo Offers A Spacious, Practical Layout Available In Both 2-Bedroom And 1-

23 Photos

3900 Yonge Street, Toronto, ON , MLS #C12886540 , Image - 1

1.29 km from Upper Highland Crescent and Tournament Drive

Unit-903, 3900 Yonge Street Bedford Park-Nortown, Toronto, ON MLS® C12886540

Residential Condo & Other (Condo Apartment)

$2499000.0

Price drop by 2.0%

2 Beds
3 Baths
2000-2249 sq-ft

This is the one! A spacious condo that has been completely and meticulously renovated with the highest quality materials and finishes, situated in a

Pre-Construction

Arbor West

Arbor West

10024 Mississauga Road, Brampton

From $559,990

Project Info

88 Buildings
204 Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Caivan

49 Photos

170 Spring Garden Avenue, Toronto, ON , MLS #C13099150 , Image - 1

1.73 km from Upper Highland Crescent and Tournament Drive

170 Spring Garden Avenue Willowdale East, Toronto, ON MLS® C13099150

Residential Freehold (Detached)

$3699900.0

5 +3 Beds
6 Baths
3500-5000 sq-ft

An exceptional custom-built luxury residence in the prestigious Willowdale East community, Finished in 2022 ,an impeccably designed home . Situated on

37 Photos

35 Hollywood Avenue, Toronto, ON , MLS #C12975548 , Image - 1

1.92 km from Upper Highland Crescent and Tournament Drive

Unit-211, 35 Hollywood Avenue Willowdale East, Toronto, ON MLS® C12975548

Residential Condo & Other (Condo Apartment)

$698000.0

2 Beds
2 Baths
700-799 sq-ft

Welcome to #211-35 Hollywood Ave, offering comfortable condo living in the heart of North York. This beautifully updated 2-bedroom, 2-bathroom suite f

27 Photos

88 Old Colony Road, Toronto, ON , MLS #C13100728 , Image - 1

1.87 km from Upper Highland Crescent and Tournament Drive

88 Old Colony Road St. Andrew-Windfields, Toronto, ON MLS® C13100728

Residential Freehold (Detached)

$4980000.0

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

Rare opportunity to secure a premier footprint within Toronto's most esteemed residential corridor, where the prestige of Bayview and York Mills meets

11 Photos

78 Harrison Garden Boulevard, Toronto, ON , MLS #C12734434 , Image - 1

0.86 km from Upper Highland Crescent and Tournament Drive

Unit-1001, 78 Harrison Garden Boulevard Willowdale East, Toronto, ON MLS® C12734434

Residential Condo & Other (Condo Apartment)

$509900.0

Price drop by 1.0%

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

Lovely Family Size One Bedroom + Den with Open Balcony Located in the heart of North York, Functionable Layout Bright and Spacious Room Sizes. Modern

Pre-Construction

Corktown Plaza

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

36 Photos

16 Harrison Garden Boulevard, Toronto, ON , MLS #C13098794 , Image - 1

1.16 km from Upper Highland Crescent and Tournament Drive

Unit-1011, 16 Harrison Garden Boulevard Willowdale East, Toronto, ON MLS® C13098794

Residential Condo & Other (Condo Apartment)

$459000.0

1 Beds
1 Baths
500-599 sq-ft

Bright and spacious 1-bedroom, 1-bath condo in the heart of North York. This freshly painted unit features an open-concept living and dining area with

29 Photos

14 Anvil Millway N/A, Toronto, ON , MLS #C13013018 , Image - 1

1.23 km from Upper Highland Crescent and Tournament Drive

14 Anvil Millway N/A St. Andrew-Windfields, Toronto, ON MLS® C13013018

Residential Condo & Other (Condo Townhouse)

$1259000.0

4 +1 Beds
3 Baths
2000-2249 sq-ft

Gorgeous Extensively Renovated 4 Bedroom townhome in Prestigious Bayview Mills....Bayview/York Mills Neighbourhood. This Home is One of the Largest in

38 Photos

2 Teagarden Court, Toronto, ON , MLS #C12215472 , Image - 1

2.08 km from Upper Highland Crescent and Tournament Drive

Unit-1202, 2 Teagarden Court Willowdale East, Toronto, ON MLS® C12215472

Residential Condo & Other (Condo Apartment)

$788400.0

Price drop by 25.0%

2 Beds
2 Baths
900-999 sq-ft

If Bayview and Sheppard is your neighbourhood, it does not get better than 2 Teagarden. Spacious 2-Bedroom Suite with Clear Views! Experience elevated

39 Photos

15 Fairmeadow Avenue, Toronto, ON , MLS #C12908050 , Image - 1

0.38 km from Upper Highland Crescent and Tournament Drive

15 Fairmeadow Avenue St. Andrew-Windfields, Toronto, ON MLS® C12908050

Residential Freehold (Detached)

$3988000.0

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

Welcome To This Exceptional Executive Home In The St Andrew-Windfields Neighbourhood! This Impeccable Over 6,200 Sq Ft Home Impresses From The Moment

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

11 Photos

16 Harrison Garden Boulevard, Toronto, ON , MLS #C12945190 , Image - 1

1.15 km from Upper Highland Crescent and Tournament Drive

Unit-LPH12, 16 Harrison Garden Boulevard Willowdale East, Toronto, ON MLS® C12945190

Residential Condo & Other (Condo Apartment)

$530000.0

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

Located in the heart of North York, this stylish 1+1 bedroom lower penthouse is situated in the prestigious Residence of Avondale by Shane Baghai. The

50 Photos

149 Ronan Avenue, Toronto, ON , MLS #C12916262 , Image - 1

2.26 km from Upper Highland Crescent and Tournament Drive

149 Ronan Avenue Lawrence Park North, Toronto, ON MLS® C12916262

Residential Freehold (Detached)

$3350000.0

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

This thoughtfully designed 3-storey detached home offers over 4,000 sq. ft. of luxurious living space in Wanless Park, one of Toronto's most sought-af

Open House : Sun May 10, 01:00 PM to 03:00 PM

19 Photos

69 Haddington Avenue, Toronto, ON , MLS #C13039532 , Image - 1

2.34 km from Upper Highland Crescent and Tournament Drive

69 Haddington Avenue Bedford Park-Nortown, Toronto, ON MLS® C13039532

Residential Freehold (Detached)

$1545000.0

2 Beds
2 Baths
700-1100 sq-ft

Opportunity to own or rebuild in the heart of Cricket Club. Walking distance to heart of avenue road shops and restaurants, transit, Armour Heights P.

50 Photos

42 Brookfield Road, Toronto, ON , MLS #C13048280 , Image - 1

1.03 km from Upper Highland Crescent and Tournament Drive

42 Brookfield Road Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C13048280

Residential Freehold (Detached)

$3399900.0

5 Beds
4 Baths
3000-3500 sq-ft

Live in the forest! BlogTO's fairytale house (BlogTO May 2025) Tucked away on a cul-de-sac, this RAVINE lot with a forest-like setting, has 5 bedrooms

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

17 Photos

340 Spring Garden Avenue, Toronto, ON , MLS #C12929590 , Image - 1

1.94 km from Upper Highland Crescent and Tournament Drive

340 Spring Garden Avenue Willowdale East, Toronto, ON MLS® C12929590

Residential Freehold (Detached)

$4688000.0

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

Rare 82 x 241 Ft Lot in the Heart of Willowdale. This expansive and versatile property offers endless possibilities, and it's move-in ready. Featuring

28 Photos

98 Poyntz Avenue, Toronto, ON , MLS #C13072860 , Image - 1

1.64 km from Upper Highland Crescent and Tournament Drive

98 Poyntz Avenue Lansing-Westgate, Toronto, ON MLS® C13072860

Residential Freehold (Detached)

$1998888.0

3 Beds
5 Baths
2000-2500 sq-ft

Beautifully designed house, perfectly situated on a DOUBLE LOT(50 by 110)located at 98 Poyntz in the heart of West Lansing. Step into luxury living in

29 Photos

9 Greenbriar Road, Toronto, ON , MLS #C12852514 , Image - 1

2.39 km from Upper Highland Crescent and Tournament Drive

Unit-306, 9 Greenbriar Road Bayview Village, Toronto, ON MLS® C12852514

Residential Condo & Other (Condo Apartment)

$899000.0

3 Beds
3 Baths
1400-1599 sq-ft

*Bayview Village Beauty!* *Spectacular Open Concept Two Storey condo with 3 bedrooms, 2 1/2 washrooms (main flr. Powder Room), upgraded Kitchen and ba

37 Photos

113 Lord Seaton Road, Toronto, ON , MLS #C12186620 , Image - 1

0.21 km from Upper Highland Crescent and Tournament Drive

113 Lord Seaton Road St. Andrew-Windfields, Toronto, ON MLS® C12186620

Residential Freehold (Detached)

$2250000.0

Price drop by 35.7%

5 Beds
4 Baths
3000-3500 sq-ft

Situated on a 70 x 110 ft. (7,700 sq ft) flat, premium lot in the prestigious St. Andrew-Windfields' enclave (Bayview/Yonge & York Mills), this except

Pre-Construction

The Laurels

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

40 Photos

32 Arjay Crescent, Toronto, ON , MLS #C12449015 , Image - 1

1.98 km from Upper Highland Crescent and Tournament Drive

32 Arjay Crescent Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C12449015

Residential Freehold (Detached)

$12880000.0

6 +1 Beds
9 Baths
5000 + sq-ft

The Rosedale Grand Estate In the prestigious Bridle Path Sunnybrook York Mills neighbourhood, The Rosedale Grand Estate stands as a testament to timel

40 Photos

136 Denlow Boulevard, Toronto, ON , MLS #C12838402 , Image - 1

2.2 km from Upper Highland Crescent and Tournament Drive

136 Denlow Boulevard Banbury-Don Mills, Toronto, ON MLS® C12838402

Residential Freehold (Detached)

$3988000.0

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

Welcome To 136 Denlow Blvd , Nestled In A Wonderful Community With Mature Trees And Charm, Exceptionally Fabulous With Something For Everyone! A Fanta

Open House : Sun May 10, 01:00 PM to 03:00 PM

50 Photos

54 Plymbridge Road, Toronto, ON , MLS #C13076360 , Image - 1

1.14 km from Upper Highland Crescent and Tournament Drive

54 Plymbridge Road Bridle Path-Sunnybrook-York Mills, Toronto, ON MLS® C13076360

Residential Freehold (Detached)

$5190000.0

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

Nestled in the prestigious enclave of Hogg's Hollow, this rare offering sits on an extraordinary extra-deep lot, presenting a prime opportunity to bui

38 Photos

188 Doris Avenue, Toronto, ON , MLS #C12760568 , Image - 1

2.1 km from Upper Highland Crescent and Tournament Drive

Unit-802, 188 Doris Avenue Willowdale East, Toronto, ON MLS® C12760568

Residential Condo & Other (Condo Apartment)

$639900.0

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

Stylish & Spacious 1+1 Bedroom Condo in Prime North York Ideal for First-Time Buyers or Investors! Freshly updated in 2025 with new engineered hardwoo

Pre-Construction

The Rebecca Condos

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

13 Photos

28 Glen Echo Road, Toronto, ON , MLS #C13066228 , Image - 1

1.91 km from Upper Highland Crescent and Tournament Drive

28 Glen Echo Road Lawrence Park North, Toronto, ON MLS® C13066228

Residential Freehold (Detached)

$1549000.0

2 +1 Beds
2 Baths
700-1100 sq-ft

Amazing location! Bright sunny corner lot on Glen Echo, steps to Yonge street and all amenities. Surrounded by luxury homes in a can't be beat area. O

33 Photos

19 Vernham Avenue, Toronto, ON , MLS #C13034268 , Image - 1

1.99 km from Upper Highland Crescent and Tournament Drive

19 Vernham Avenue St. Andrew-Windfields, Toronto, ON MLS® C13034268

Residential Freehold (Detached)

$3998000.0

4 +1 Beds
6 Baths
5000 + sq-ft

Architecturally Significant Contemporary Residence Nestled In The Prestigious Windfields Neighbourhood. Custom-Built By Its Owner - No Cost Spared. So

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Map View

List View

18 Hillcrest Avenue, Toronto, ON , MLS #C13106432 , Image - 1

18 Hillcrest Avenue

Willowdale East, Toronto, ON

$588888.0

18 Kenaston Gardens, Toronto, ON , MLS #C12993262 , Image - 1

18 Kenaston Gardens

Bayview Village, Toronto, ON

$858000.0

86 Princess Avenue, Toronto, ON , MLS #C12966558 , Image - 1

86 Princess Avenue

Willowdale East, Toronto, ON

$3688000.0

40 Old Colony Road, Toronto, ON , MLS #C12223199 , Image - 1

40 Old Colony Road

St. Andrew-Windfields, Toronto, ON

$6995000.0

32 Truman Road, Toronto, ON , MLS #C12940614 , Image - 1

32 Truman Road

St. Andrew-Windfields, Toronto, ON

$5490000.0

35 Bales Avenue, Toronto, ON , MLS #C13071404 , Image - 1

35 Bales Avenue

Willowdale East, Toronto, ON

$649000.0

23 Hollywood Avenue, Toronto, ON , MLS #C13102824 , Image - 1

23 Hollywood Avenue

Willowdale East, Toronto, ON

$580000.0

3900 Yonge Street, Toronto, ON , MLS #C12886540 , Image - 1

3900 Yonge Street

Bedford Park-Nortown, Toronto, ON

$2499000.0

170 Spring Garden Avenue, Toronto, ON , MLS #C13099150 , Image - 1

170 Spring Garden Avenue

Willowdale East, Toronto, ON

$3699900.0

35 Hollywood Avenue, Toronto, ON , MLS #C12975548 , Image - 1

35 Hollywood Avenue

Willowdale East, Toronto, ON

$698000.0

88 Old Colony Road, Toronto, ON , MLS #C13100728 , Image - 1

88 Old Colony Road

St. Andrew-Windfields, Toronto, ON

$4980000.0

78 Harrison Garden Boulevard, Toronto, ON , MLS #C12734434 , Image - 1

78 Harrison Garden Boulevard

Willowdale East, Toronto, ON

$509900.0

16 Harrison Garden Boulevard, Toronto, ON , MLS #C13098794 , Image - 1

16 Harrison Garden Boulevard

Willowdale East, Toronto, ON

$459000.0

14 Anvil Millway N/A, Toronto, ON , MLS #C13013018 , Image - 1

14 Anvil Millway N/A

St. Andrew-Windfields, Toronto, ON

$1259000.0

2 Teagarden Court, Toronto, ON , MLS #C12215472 , Image - 1

2 Teagarden Court

Willowdale East, Toronto, ON

$788400.0

15 Fairmeadow Avenue, Toronto, ON , MLS #C12908050 , Image - 1

15 Fairmeadow Avenue

St. Andrew-Windfields, Toronto, ON

$3988000.0

16 Harrison Garden Boulevard, Toronto, ON , MLS #C12945190 , Image - 1

16 Harrison Garden Boulevard

Willowdale East, Toronto, ON

$530000.0

149 Ronan Avenue, Toronto, ON , MLS #C12916262 , Image - 1

149 Ronan Avenue

Lawrence Park North, Toronto, ON

$3350000.0

69 Haddington Avenue, Toronto, ON , MLS #C13039532 , Image - 1

69 Haddington Avenue

Bedford Park-Nortown, Toronto, ON

$1545000.0

42 Brookfield Road, Toronto, ON , MLS #C13048280 , Image - 1

42 Brookfield Road

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$3399900.0

340 Spring Garden Avenue, Toronto, ON , MLS #C12929590 , Image - 1

340 Spring Garden Avenue

Willowdale East, Toronto, ON

$4688000.0

98 Poyntz Avenue, Toronto, ON , MLS #C13072860 , Image - 1

98 Poyntz Avenue

Lansing-Westgate, Toronto, ON

$1998888.0

9 Greenbriar Road, Toronto, ON , MLS #C12852514 , Image - 1

9 Greenbriar Road

Bayview Village, Toronto, ON

$899000.0

113 Lord Seaton Road, Toronto, ON , MLS #C12186620 , Image - 1

113 Lord Seaton Road

St. Andrew-Windfields, Toronto, ON

$2250000.0

32 Arjay Crescent, Toronto, ON , MLS #C12449015 , Image - 1

32 Arjay Crescent

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$12880000.0

136 Denlow Boulevard, Toronto, ON , MLS #C12838402 , Image - 1

136 Denlow Boulevard

Banbury-Don Mills, Toronto, ON

$3988000.0

54 Plymbridge Road, Toronto, ON , MLS #C13076360 , Image - 1

54 Plymbridge Road

Bridle Path-Sunnybrook-York Mills, Toronto, ON

$5190000.0

188 Doris Avenue, Toronto, ON , MLS #C12760568 , Image - 1

188 Doris Avenue

Willowdale East, Toronto, ON

$639900.0

28 Glen Echo Road, Toronto, ON , MLS #C13066228 , Image - 1

28 Glen Echo Road

Lawrence Park North, Toronto, ON

$1549000.0

19 Vernham Avenue, Toronto, ON , MLS #C13034268 , Image - 1

19 Vernham Avenue

St. Andrew-Windfields, Toronto, ON

$3998000.0

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