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House for Sale near Highland Avenue and Glen Road, C09

Showing results 1 - 30 of 30

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

Last Updated: June 29, 2026

20 Photos

15 Maitland Place, Toronto, ON , MLS #C13423918 , Image - 1

1.75 km from Highland Avenue and Glen Road

Unit-204, 15 Maitland Place Cabbagetown-South St. James Town, Toronto, ON MLS® C13423918

Residential Condo & Other (Condo Apartment)

$459000.0

Price drop by 5.4%

1 +1 Beds
1 Baths
800-899 sq-ft

*Motivated Seller* Welcome to The L'Esprit Condominiums: a well-maintained, primarily owner-occupied community with resort-style amenities including a

35 Photos

1 Bloor Street E, Toronto, ON , MLS #C12830640 , Image - 1

1.56 km from Highland Avenue and Glen Road

Unit-1701, 1 Bloor Street E Church-Yonge Corridor, Toronto, ON MLS® C12830640

Residential Condo & Other (Condo Apartment)

$930000.0

Price drop by 1.1%

2 Beds
2 Baths
800-899 sq-ft

Welcome to Unit 1701 at 1 Blood Street East - an elegant 2-bedroom, 2-bathroom residence offering approximately 842 sq. ft. of thoughtfully designed l

17 Photos

65 St. Mary Street, Toronto, ON , MLS #C13491466 , Image - 1

1.94 km from Highland Avenue and Glen Road

Unit-1201, 65 St. Mary Street Bay Street Corridor, Toronto, ON MLS® C13491466

Residential Condo & Other (Condo Apartment)

$460000.0

1 Beds
1 Baths
500-599 sq-ft

Welcome to luxury living at U Condos in the heart of downtown Toronto! This bright and modern suite at 65 St. Mary Street offers an unbeatable Bay & B

32 Photos

31 Rosedale Road, Toronto, ON , MLS #C13492810 , Image - 1

0.95 km from Highland Avenue and Glen Road

Unit-103, 31 Rosedale Road Rosedale-Moore Park, Toronto, ON MLS® C13492810

Residential Condo & Other (Co-op Apartment)

$775000.0

2 Beds
1 Baths
1000-1199 sq-ft

Nestled among the tree tops on a very quiet and private tree lined street. A rare opportunity to own a extensively renovated CO-OP residence in presti

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

21 Photos

585 BLOOR Street E, Toronto, ON , MLS #C13492144 , Image - 1

1.05 km from Highland Avenue and Glen Road

Unit-1118, 585 BLOOR Street E North St. James Town, Toronto, ON MLS® C13492144

Residential Condo & Other (Condo Apartment)

$766369.0

2 Beds
2 Baths
800-899 sq-ft

Signature Luxury at Via Bloor 2 by Tridel. This 2-year-old corner suite offers 800+ sq. ft. of sun-filled living with unobstructed views of the Roseda

21 Photos

60 St Clair Avenue W, Toronto, ON , MLS #C13077320 , Image - 1

2.0 km from Highland Avenue and Glen Road

Unit-202, 60 St Clair Avenue W Yonge-St. Clair, Toronto, ON MLS® C13077320

Residential Condo & Other (Condo Apartment)

$639000.0

2 Beds
1 Baths
700-799 sq-ft

Forget cookie-cutter condos-this charming suite is full of warmth, character, and natural light, offering a home that feels inviting from the moment y

17 Photos

110 Charles Street E, Toronto, ON , MLS #C13473994 , Image - 1

1.33 km from Highland Avenue and Glen Road

Unit-2607, 110 Charles Street E Church-Yonge Corridor, Toronto, ON MLS® C13473994

Residential Condo & Other (Condo Apartment)

$749000.0

2 Beds
2 Baths
800-899 sq-ft

Rarely Available Designer-Enhanced Corner Suite In One Of Downtown Toronto's Most Coveted Neighbourhoods! This Stunning 2-Bedroom, 2 Full Bathroom Res

47 Photos

133 Pears Avenue, Toronto, ON , MLS #C13063170 , Image - 1

2.02 km from Highland Avenue and Glen Road

133 Pears Avenue Annex, Toronto, ON MLS® C13063170

Residential Condo & Other (Condo Townhouse)

$3890000.0

3 Beds
4 Baths
2750-2999 sq-ft

*A B S O L U T E L Y S T U N N I N G * Contemporary City Living Awaits At 133 Pears Avenue, Ideally Positioned Between The Charm Of The Annex An

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

24 Photos

771 Yonge Street, Toronto, ON , MLS #C12993908 , Image - 1

1.53 km from Highland Avenue and Glen Road

Unit-1908, 771 Yonge Street Rosedale-Moore Park, Toronto, ON MLS® C12993908

Residential Condo & Other (Condo Apartment)

$799999.0

Price drop by 6.9%

2 Beds
2 Baths
600-699 sq-ft

Built By Renowned Builder Mekes, Don't Miss Your Chance on this Spacious and Modern 2 Bedroom Unit! Located at the Popular Corner Of Yonge & Bloor, th

48 Photos

32 Davenport Road, Toronto, ON , MLS #C13479222 , Image - 1

1.55 km from Highland Avenue and Glen Road

Unit-416, 32 Davenport Road Annex, Toronto, ON MLS® C13479222

Residential Condo & Other (Condo Apartment)

$599000.0

1 Beds
1 Baths
700-799 sq-ft

Experience luxury living in the heart of Yorkville, one of Toronto's most prestigious addresses. This exceptional residence offers sun-filled southwes

30 Photos

101 Charles Street E, Toronto, ON , MLS #C13482104 , Image - 1

1.37 km from Highland Avenue and Glen Road

Unit-1311, 101 Charles Street E Church-Yonge Corridor, Toronto, ON MLS® C13482104

Residential Condo & Other (Condo Apartment)

$558000.0

1 Beds
1 Baths
500-599 sq-ft

his is the end to your search!! LOCATION Checked, LAYOUT Checked, BUILDING Checked, VIEW Checked, >>>Floor-to-ceiling window for the Kitchen, Dining,

44 Photos

825 Church Street, Toronto, ON , MLS #C13479728 , Image - 1

1.37 km from Highland Avenue and Glen Road

Unit-611, 825 Church Street Rosedale-Moore Park, Toronto, ON MLS® C13479728

Residential Condo & Other (Common Element Condo)

$870000.0

2 Beds
2 Baths
900-999 sq-ft

Stunning, Sun-Filled Corner Suite With Panoramic Views of Rosedale Valley! This Bright and Airy Condo Features Floor-to-Ceiling Windows, Soaring 9-Ft

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

32 Photos

208 Roxborough Drive, Toronto, ON , MLS #C13476730 , Image - 1

0.53 km from Highland Avenue and Glen Road

208 Roxborough Drive Rosedale-Moore Park, Toronto, ON MLS® C13476730

Residential Freehold (Detached)

$8950000.0

5 Beds
5 Baths
5000 + sq-ft

Set on one of Rosedale's most coveted streets, 208 Roxborough Drive is a 1928 Tudor Revival residence of landmark stature, designed by the prize-winni

12 Photos

395 Bloor Street E, Toronto, ON , MLS #C12970998 , Image - 1

1.02 km from Highland Avenue and Glen Road

Unit-4902, 395 Bloor Street E North St. James Town, Toronto, ON MLS® C12970998

Residential Condo & Other (Condo Apartment)

$699000.0

Price drop by 2.8%

2 Beds
2 Baths
700-799 sq-ft

Gorgeous 2 Bedroom 2 Bathroom Corner Unit Located In The Heart of Toronto. This Bright Unit Boasts Laminate Floors, Large Windows With Lots Of Natural

13 Photos

395 Bloor Street E, Toronto, ON , MLS #C13476466 , Image - 1

1.02 km from Highland Avenue and Glen Road

Unit-2601, 395 Bloor Street E North St. James Town, Toronto, ON MLS® C13476466

Residential Condo & Other (Condo Apartment)

$489900.0

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

Experience luxury living at The Rosedale on Blood. This stunning, only 3 years new, South-facing condo is bright and spacious, offering a functional l

37 Photos

48 Shaftesbury Avenue, Toronto, ON , MLS #C13064418 , Image - 1

1.29 km from Highland Avenue and Glen Road

48 Shaftesbury Avenue Rosedale-Moore Park, Toronto, ON MLS® C13064418

Residential Freehold (Semi-Detached )

$2455000.0

Price drop by 3.9%

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

A rare opportunity in Toronto's established Summerhill neighbourhood, this custom-built semi-detached residence offers over 2,700 square feet of thoug

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

16 Photos

57 St Joseph Street, Toronto, ON , MLS #C13238102 , Image - 1

2.07 km from Highland Avenue and Glen Road

Unit-1004, 57 St Joseph Street Bay Street Corridor, Toronto, ON MLS® C13238102

Residential Condo & Other (Condo Apartment)

$299800.0

1 Baths
0-499 sq-ft

Luxury Studio Living In The Heart Of Downtown Toronto. This Bright And Thoughtfully Designed Suite Features A Functional Open-Concept Layout With Floo

48 Photos

8 Cumberland Street, Toronto, ON , MLS #C13147368 , Image - 1

1.57 km from Highland Avenue and Glen Road

Unit-2302, 8 Cumberland Street Annex, Toronto, ON MLS® C13147368

Residential Condo & Other (Condo Apartment)

$999990.0

2 Beds
2 Baths
700-799 sq-ft

Welcome to 8 Cumberland, a stunning address nestled in the heart of the prestigious Yorkville community. This spacious and sunlit 2 Bedroom 2 Bathroom

32 Photos

451 Sackville Street, Toronto, ON , MLS #C13461252 , Image - 1

1.62 km from Highland Avenue and Glen Road

451 Sackville Street Cabbagetown-South St. James Town, Toronto, ON MLS® C13461252

Residential Freehold (Duplex)

$1729000.0

3 +1 Beds
2 Baths
2500-3000 sq-ft

An 1880s Victorian on one of Cabbage town's most coveted streets, thoughtfully configured into two distinct suites. A rare and special offering. The m

50 Photos

170 Roxborough Drive, Toronto, ON , MLS #C13461906 , Image - 1

0.46 km from Highland Avenue and Glen Road

170 Roxborough Drive Rosedale-Moore Park, Toronto, ON MLS® C13461906

Residential Freehold (Detached)

$11500000.0

5 +1 Beds
9 Baths
5000 + sq-ft

Nestled in one of Toronto's most coveted neighbourhoods, 170 Roxborough Drive stands as a testament to timeless elegance and architectural brilliance.

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

16 Photos

155 Yorkville Avenue, Toronto, ON , MLS #C13027996 , Image - 1

2.04 km from Highland Avenue and Glen Road

Unit-1412, 155 Yorkville Avenue Annex, Toronto, ON MLS® C13027996

Residential Condo & Other (Condo Apartment)

$417000.0

Price drop by 14.0%

1 Beds
1 Baths
0-499 sq-ft

Welcome to the heart of Yorkville! This fully furnished 1-bedroom, 1-bath suite is the definition of turnkey. Just bring your suitcase or your next Ai

37 Photos

65 St Mary Street, Toronto, ON , MLS #C13459972 , Image - 1

1.97 km from Highland Avenue and Glen Road

Unit-1401, 65 St Mary Street Bay Street Corridor, Toronto, ON MLS® C13459972

Residential Condo & Other (Condo Apartment)

$639000.0

1 Beds
1 Baths
500-599 sq-ft

Gorgeous Luxury U Condo In The Heart Of Downtown Toronto. The Most Coveted Building At Bay & Bloor. Your Luxury Lifestyle Meets Convenience, Rarely Fi

10 Photos

155 Yorkville Avenue, Toronto, ON , MLS #C13458038 , Image - 1

2.04 km from Highland Avenue and Glen Road

Unit-1920, 155 Yorkville Avenue Annex, Toronto, ON MLS® C13458038

Residential Condo & Other (Condo Apartment)

$499900.0

1 +1 Beds
1 Baths
500-599 sq-ft

Elegant 1+Den Suite In The Prestigious Bloor-Yorkville Neighbourhood! Perched High Above The City, This Bright And Stylish Residence Offers Breathtaki

11 Photos

1 Deer Park Crescent, Toronto, ON , MLS #C12988978 , Image - 1

2.08 km from Highland Avenue and Glen Road

Unit-803, 1 Deer Park Crescent Yonge-St. Clair, Toronto, ON MLS® C12988978

Residential Condo & Other (Condo Apartment)

$900000.0

2 Beds
2 Baths
1000-1199 sq-ft

Suite 803 is a bright and spacious split two bedroom layout with square footage in all the right places. Offering over 1,000 square feet of living spa

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

21 Photos

188 Cumberland Street, Toronto, ON , MLS #C13451412 , Image - 1

2.07 km from Highland Avenue and Glen Road

Unit-1506, 188 Cumberland Street Annex, Toronto, ON MLS® C13451412

Residential Condo & Other (Condo Apartment)

$485000.0

1 Beds
1 Baths
0-499 sq-ft

Great Location, One Bedroom South Facing Unit, Move In And Live, Locker Is Available. Located In The Heart Of Toronto's Most Prestigious & Vibrant Nei

19 Photos

980 Yonge Street, Toronto, ON , MLS #C12919300 , Image - 1

1.39 km from Highland Avenue and Glen Road

Unit-209, 980 Yonge Street Annex, Toronto, ON MLS® C12919300

Residential Condo & Other (Condo Apartment)

$459000.0

Price drop by 8.0%

1 Beds
1 Baths
900-999 sq-ft

Incredible Opportunity! Over 900 sq/ft of Sunlit Space, Boasting Brand New Engineered Wood Floors! Open Concept Living/Dining Combined with the Kitch

34 Photos

1080 Bay Street, Toronto, ON , MLS #C13102678 , Image - 1

1.96 km from Highland Avenue and Glen Road

Unit-4509, 1080 Bay Street Bay Street Corridor, Toronto, ON MLS® C13102678

Residential Condo & Other (Condo Apartment)

$1240000.0

2 Beds
2 Baths
800-899 sq-ft

This iconic luxury condominium is perfectly situated in the heart of Downtown Yorkville. A must-see! Just steps away from the University of Toronto, t

36 Photos

8 Scollard Street, Toronto, ON , MLS #C13452730 , Image - 1

1.51 km from Highland Avenue and Glen Road

Unit-Ph 201, 8 Scollard Street Annex, Toronto, ON MLS® C13452730

Residential Condo & Other (Condo Apartment)

$959000.0

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

Penthouse living on one of Yorkville's most sought-after streets. This 1,080 sq ft suite sits at the top of a boutique building on Scollard Street, tw

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

20 Photos

85 Wood Street, Toronto, ON , MLS #C13452540 , Image - 1

2.07 km from Highland Avenue and Glen Road

Unit-TH5, 85 Wood Street Church-Yonge Corridor, Toronto, ON MLS® C13452540

Residential Condo & Other (Condo Townhouse)

$1095000.0

3 +1 Beds
3 Baths
1000-1199 sq-ft

Skip The Elevator And Live Street Level At This Never-Before-Offered End Unit Townhome At Axis Residences. With Only A Handful Of Ground-Level Townhom

25 Photos

57 St. Joseph Street, Toronto, ON , MLS #C13450496 , Image - 1

2.07 km from Highland Avenue and Glen Road

Unit-203, 57 St. Joseph Street Bay Street Corridor, Toronto, ON MLS® C13450496

Residential Condo & Other (Condo Apartment)

$550000.0

1 +1 Beds
1 Baths
700-799 sq-ft

Discover your ideal home at this beautifully appointed 1-bedroom + Den unit, perfectly situated just steps from the University of Toronto. Enjoy the v

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Map View

List View

15 Maitland Place

Cabbagetown-South St. James Town, Toronto, ON

$459000.0

1 Bloor Street E

Church-Yonge Corridor, Toronto, ON

$930000.0

65 St. Mary Street

Bay Street Corridor, Toronto, ON

$460000.0

31 Rosedale Road

Rosedale-Moore Park, Toronto, ON

$775000.0

585 BLOOR Street E

North St. James Town, Toronto, ON

$766369.0

60 St Clair Avenue W

Yonge-St. Clair, Toronto, ON

$639000.0

110 Charles Street E

Church-Yonge Corridor, Toronto, ON

$749000.0

133 Pears Avenue

Annex, Toronto, ON

$3890000.0

771 Yonge Street

Rosedale-Moore Park, Toronto, ON

$799999.0

32 Davenport Road

Annex, Toronto, ON

$599000.0

101 Charles Street E

Church-Yonge Corridor, Toronto, ON

$558000.0

825 Church Street

Rosedale-Moore Park, Toronto, ON

$870000.0

208 Roxborough Drive

Rosedale-Moore Park, Toronto, ON

$8950000.0

395 Bloor Street E

North St. James Town, Toronto, ON

$699000.0

395 Bloor Street E

North St. James Town, Toronto, ON

$489900.0

48 Shaftesbury Avenue

Rosedale-Moore Park, Toronto, ON

$2455000.0

57 St Joseph Street

Bay Street Corridor, Toronto, ON

$299800.0

8 Cumberland Street

Annex, Toronto, ON

$999990.0

451 Sackville Street

Cabbagetown-South St. James Town, Toronto, ON

$1729000.0

170 Roxborough Drive

Rosedale-Moore Park, Toronto, ON

$11500000.0

155 Yorkville Avenue

Annex, Toronto, ON

$417000.0

65 St Mary Street

Bay Street Corridor, Toronto, ON

$639000.0

155 Yorkville Avenue

Annex, Toronto, ON

$499900.0

1 Deer Park Crescent

Yonge-St. Clair, Toronto, ON

$900000.0

188 Cumberland Street

Annex, Toronto, ON

$485000.0

980 Yonge Street

Annex, Toronto, ON

$459000.0

1080 Bay Street

Bay Street Corridor, Toronto, ON

$1240000.0

8 Scollard Street

Annex, Toronto, ON

$959000.0

85 Wood Street

Church-Yonge Corridor, Toronto, ON

$1095000.0

57 St. Joseph Street

Bay Street Corridor, Toronto, ON

$550000.0

House for Sale near Highland Avenue and Glen Road, C09

1515 Pickering Parkway

Arbor West

Corktown Plaza

Lily at Crosstown

The Clove Condos

The Laurels

The Rebecca Condos

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