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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: December 05, 2025

16 Photos

2 Dearbourne Avenue, Toronto, ON , MLS #E12601156 , Image - 1

1.43 km from Highland Avenue and Glen Road

2 Dearbourne Avenue North Riverdale, Toronto, ON MLS® E12601156

Residential Freehold (Semi-Detached )

$1398000.0

4 Beds
3 Baths
< 700 sq-ft

Charming Brick Home in the Heart of North Riverdale 1 Block to Broadview Subway. Close to Development. Containing 3 Apartments - Upper Apartment Rente

50 Photos

243 Rose Park Drive, Toronto, ON , MLS #C12483621 , Image - 1

1.31 km from Highland Avenue and Glen Road

243 Rose Park Drive Rosedale-Moore Park, Toronto, ON MLS® C12483621

Residential Freehold (Detached)

$5495000.0

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

This exquisite residence is a study in refined elegance, where French-inspired interiors meet modern luxury. A home of rare beauty ideally situated in

29 Photos

15 McMurrich Street, Toronto, ON , MLS #C12591128 , Image - 1

1.49 km from Highland Avenue and Glen Road

Unit-201, 15 McMurrich Street Annex, Toronto, ON MLS® C12591128

Residential Condo & Other (Condo Apartment)

$799900.0

2 Beds
2 Baths
1400-1599 sq-ft

Welcome to Suite 201 at 15 McMurrich Street, an exquisite condominium resident nestled in a boutique building in one of Toronto's most desirable neigh

40 Photos

74 Dale Avenue, Toronto, ON , MLS #C12594564 , Image - 1

0.74 km from Highland Avenue and Glen Road

74 Dale Avenue Rosedale-Moore Park, Toronto, ON MLS® C12594564

Residential Freehold (Detached)

$2988888.0

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

Absolutely Stunning Rare South Rosedale 5+1 Bed 4.5 Bath Fully Freehold Detached Home With Garage & With Permit for Secondary Unit Applied with City f

Pre-Construction

Rosehaven Ivy Rouge

Burnhamthorpe Road West & Sixth Line, Oakville

From $1,099,990 to $2,079,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

26 Photos

500 Sherbourne Street, Toronto, ON , MLS #C12593814 , Image - 1

1.46 km from Highland Avenue and Glen Road

Unit-2604, 500 Sherbourne Street North St. James Town, Toronto, ON MLS® C12593814

Residential Condo & Other (Condo Apartment)

$629000.0

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

Welcome to The 500 Sherbourne Street Condo-your stylish retreat in the vibrant St. James Town neighborhood! This bright 1-bedroom + den suite offers m

26 Photos

1 Yorkville Avenue, Toronto, ON , MLS #C12168245 , Image - 1

1.53 km from Highland Avenue and Glen Road

Unit-3903, 1 Yorkville Avenue Annex, Toronto, ON MLS® C12168245

Residential Condo & Other (Condo Apartment)

$759800.0

Price drop by 5.0%

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

AMAZING, famous, coveted 1 Yorkville Condo situated in the core of Toronto's most designated Yorkville neighborhood withworldwide shopping boutiques,

20 Photos

77 McMurrich Street, Toronto, ON , MLS #C12507394 , Image - 1

1.45 km from Highland Avenue and Glen Road

Unit-302, 77 McMurrich Street Annex, Toronto, ON MLS® C12507394

Residential Condo & Other (Condo Apartment)

$1140000.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to 77 McMurrich Street - where Yorkville meets Rosedale in one of Toronto's most coveted enclaves. This 1,180 sq ft northwest corner suite is

40 Photos

101 Charles Street E, Toronto, ON , MLS #C12437269 , Image - 1

1.37 km from Highland Avenue and Glen Road

Unit-801, 101 Charles Street E Church-Yonge Corridor, Toronto, ON MLS® C12437269

Residential Condo & Other (Condo Apartment)

$1149000.0

2 +2 Beds
3 Baths
1400-1599 sq-ft

Sleek & Chic 2-Storey Suite With Over 17.5 Ft Ceilings! Spectacular & Rare 2+2 Bed Layout Offers The Ultimate in Vibe, Comfort & Functionality. Huge F

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

50 Photos

37 St Andrews Gardens, Toronto, ON , MLS #C12324369 , Image - 1

0.52 km from Highland Avenue and Glen Road

37 St Andrews Gardens Rosedale-Moore Park, Toronto, ON MLS® C12324369

Residential Freehold (Detached)

$5988000.0

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

Timeless Elegance Meets Family Luxury in North Rosedale - Welcome to an extraordinary residence in the heart of prestigious North Rosedale, where refi

24 Photos

771 Yonge Street, Toronto, ON , MLS #C12477466 , Image - 1

1.53 km from Highland Avenue and Glen Road

Unit-1908, 771 Yonge Street Rosedale-Moore Park, Toronto, ON MLS® C12477466

Residential Condo & Other (Condo Apartment)

$959900.0

Price drop by 4.0%

2 Beds
2 Baths
600-699 sq-ft

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

36 Photos

585 Bloor Street E, Toronto, ON , MLS #C12582044 , Image - 1

1.05 km from Highland Avenue and Glen Road

Unit-415, 585 Bloor Street E North St. James Town, Toronto, ON MLS® C12582044

Residential Condo & Other (Condo Apartment)

$479000.0

1 Beds
1 Baths
0-499 sq-ft

Welcome to Via Bloor 2, a prime location in Toronto at Bloor and Parliament. Unit 415 is an efficient one-bedroom unit with an unobstructed north view

47 Photos

52 Rosedale Road, Toronto, ON , MLS #C12478804 , Image - 1

1.02 km from Highland Avenue and Glen Road

52 Rosedale Road Rosedale-Moore Park, Toronto, ON MLS® C12478804

Residential Freehold (Detached)

$9389000.0

5 +1 Beds
7 Baths
5000 + sq-ft

This majestic Neo-Georgian home sits proudly on the best block in all of the coveted south west Rosedale. This serene & peaceful pocket is ironically

Pre-Construction

Angus Glen South Village

4134 16th Avenue, Markham

From From $2,130,000 to $5,820,000

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Kylemore Communities

34 Photos

360 Bloor Street E, Toronto, ON , MLS #C12571124 , Image - 1

1.03 km from Highland Avenue and Glen Road

Unit-1107, 360 Bloor Street E Rosedale-Moore Park, Toronto, ON MLS® C12571124

Residential Condo & Other (Condo Apartment)

$959000.0

2 +1 Beds
2 Baths
1400-1599 sq-ft

Luxury 2+1 Bdrm, two 4pc baths with a sunny south eastern exposure on prime Bloor Street location. A sprawling 1,510 sg.ft, 5 stainless steel applianc

34 Photos

35 Hayden Street, Toronto, ON , MLS #C12569530 , Image - 1

1.55 km from Highland Avenue and Glen Road

Unit-207, 35 Hayden Street Church-Yonge Corridor, Toronto, ON MLS® C12569530

Residential Condo & Other (Condo Apartment)

$449900.0

1 Beds
1 Baths
0-499 sq-ft

Don't Miss This Rare Opportunity In Yorkville! This Move-In Ready 1-Bedroom Condo Is Perfectly Located Just Steps From Yonge & Bloor In One Of Toronto

35 Photos

55 Scollard Street, Toronto, ON , MLS #C12412359 , Image - 1

1.59 km from Highland Avenue and Glen Road

Unit-207, 55 Scollard Street Annex, Toronto, ON MLS® C12412359

Residential Condo & Other (Condo Apartment)

$1250000.0

Price drop by 7.4%

1 Beds
2 Baths
900-999 sq-ft

Experience world-class living in the heart of Yorkville at an incredible price point. This spacious 1-bedroom, 2-bathroom residence delivers approxim

50 Photos

121 Davenport Road, Toronto, ON , MLS #C12559040 , Image - 1

1.69 km from Highland Avenue and Glen Road

121 Davenport Road Annex, Toronto, ON MLS® C12559040

Residential Freehold (Att/Row/Townhouse)

$3680000.0

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

Experience exceptional value in the heart of Yorkville with this executive freehold brownstone offering over 3,300 sq ft of impeccably upgraded living

Pre-Construction

The Platform at Station Park

35 Wellington St S, Kitchener

From $524,900 to $779900

Project Info

Units
Condos

Property Mix

Floorplans coming soon

Developer:VanMar Developments

36 Photos

50 Rose Avenue, Toronto, ON , MLS #C12419723 , Image - 1

1.57 km from Highland Avenue and Glen Road

50 Rose Avenue Cabbagetown-South St. James Town, Toronto, ON MLS® C12419723

Residential Freehold (Triplex)

$2595000.0

4 Beds
4 Baths
3500-5000 sq-ft

An exceptional and versatile triplex in the heart of Cabbagetown, offering the perfect blend of character, generous space, and outstanding investment

31 Photos

278 Bloor Street E, Toronto, ON , MLS #C12550068 , Image - 1

1.13 km from Highland Avenue and Glen Road

Unit-1501, 278 Bloor Street E Rosedale-Moore Park, Toronto, ON MLS® C12550068

Residential Condo & Other (Condo Apartment)

$1688000.0

2 +1 Beds
2 Baths
1600-1799 sq-ft

Rarely Available! Absolutely Gorgeous, Fully Renovated 2+1-Bedroom, 2-Bathroom Unit With High-End Finishes and Stunning Panoramic South Views In One O

50 Photos

30 Whitney Avenue, Toronto, ON , MLS #C12166017 , Image - 1

0.47 km from Highland Avenue and Glen Road

30 Whitney Avenue Rosedale-Moore Park, Toronto, ON MLS® C12166017

Residential Freehold (Detached)

$17300000.0

6 +1 Beds
9 Baths
5000 + sq-ft

Rosedale - Toronto's Most Prestigious And Storied Neighbourhoods. Awe-Inspiring 2017 Renovation Of The Highest Standards, This Three-Storey Estate Of

37 Photos

48 Shaftesbury Avenue, Toronto, ON , MLS #C12553360 , Image - 1

1.29 km from Highland Avenue and Glen Road

48 Shaftesbury Avenue Rosedale-Moore Park, Toronto, ON MLS® C12553360

Residential Freehold (Semi-Detached )

$2995000.0

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

Nestled in one of Toronto's most coveted neighbourhoods, this custom-built residence in Summerhill is a rare fusion of architectural integrity and ref

Pre-Construction

Menkes South Lake

193 Nautical Blvd, Oakville

From $2,309,900 to $2,609,900

Project Info

37 Units

Property Mix

Floorplans coming soon

Developer:Menkes Developments Ltd

28 Photos

179 Bleecker Street, Toronto, ON , MLS #C12480983 , Image - 1

1.56 km from Highland Avenue and Glen Road

Unit-237, 179 Bleecker Street Cabbagetown-South St. James Town, Toronto, ON MLS® C12480983

Residential Condo & Other (Condo Townhouse)

$449960.0

1 Beds
1 Baths
500-599 sq-ft

Rarely offered GATED condo townhouse in the heart of Toronto! Condo Townhouse Upper level with very low maintenance fee!!! Discover this hidden gem, a

12 Photos

45 Charles Street E, Toronto, ON , MLS #C12199057 , Image - 1

1.57 km from Highland Avenue and Glen Road

Unit-1902, 45 Charles Street E Church-Yonge Corridor, Toronto, ON MLS® C12199057

Residential Condo & Other (Condo Apartment)

$823000.0

Price drop by 3.7%

2 Beds
2 Baths
700-799 sq-ft

South West Facing 2 Bedroom. With 9Ft Ceilings And A Nice Size Balcony. Floor To Ceiling Windows, Modern Kitchen, Modern Lobby, 24 Hr. Concierge, Fitn

36 Photos

62 Maple Avenue, Toronto, ON , MLS #C12472876 , Image - 1

0.71 km from Highland Avenue and Glen Road

62 Maple Avenue Rosedale-Moore Park, Toronto, ON MLS® C12472876

Residential Freehold (Detached)

$7450000.0

Price drop by 0.7%

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

Discover a truly remarkable opportunity in South Rosedale, a coveted 75-foot lot graced by an elegant Georgian/Palladian brick façade that has long be

49 Photos

225 Wellesley Street E, Toronto, ON , MLS #C12353574 , Image - 1

1.5 km from Highland Avenue and Glen Road

Unit-208, 225 Wellesley Street E Cabbagetown-South St. James Town, Toronto, ON MLS® C12353574

Residential Condo & Other (Condo Apartment)

$549000.0

2 Beds
1 Baths
700-799 sq-ft

Welcome to this bright and spacious 2-bedroom, 1-bathroom suite in one of Downtowns most coveted locations. Boasting approximately 700 sq. ft. of thou

Pre-Construction

Aquanova Condos

Lakefront Promenade & Lakeshore Road East, Mississauga

Project Info

Units
Condos

Property Mix

Floorplans coming soon

Developer:Greenpark Group

31 Photos

32 Davenport Road, Toronto, ON , MLS #C12208366 , Image - 1

1.55 km from Highland Avenue and Glen Road

Unit-901, 32 Davenport Road Annex, Toronto, ON MLS® C12208366

Residential Condo & Other (Condo Apartment)

$380000.0

Price drop by 19.0%

1 Baths
0-499 sq-ft

The Yorkville Condos A Sleek Studio Unit In The Yorkville/Bloor Neighbourhood. Luxury Laminate Floors Throughout. Clear, Unobstructed View Overlooki

25 Photos

8 Cumberland Street, Toronto, ON , MLS #C11964571 , Image - 1

1.57 km from Highland Avenue and Glen Road

8 Cumberland Street

Unit-2006, 8 Cumberland Street Annex, Toronto, ON MLS® C11964571

Residential Condo & Other (Condo Apartment)

$958000.0

Price drop by 18.7%

2 Beds
2 Baths
700-799 sq-ft

Welcome Home To This Modern Condo On Cumberland Street In The Heart Of Yorkville! 798 Square Feet! Occupied By The Owner And Close At Any Time! Corn

47 Photos

18 Yorkville Avenue, Toronto, ON , MLS #C12526788 , Image - 1

1.51 km from Highland Avenue and Glen Road

Unit-315, 18 Yorkville Avenue Annex, Toronto, ON MLS® C12526788

Residential Condo & Other (Condo Apartment)

$580000.0

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

Prestige Street and Luxury Yorkville Location, Beautiful 1 Bedroom + Den(Can Be 2nd Bedroom)Condo, with Locker, 9' High Ceilings, Open Concept Kitchen

21 Photos

55 Charles Street E, Toronto, ON , MLS #C12522074 , Image - 1

1.56 km from Highland Avenue and Glen Road

Unit-4511, 55 Charles Street E Church-Yonge Corridor, Toronto, ON MLS® C12522074

Residential Condo & Other (Condo Apartment)

$695000.0

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

55C Bloor Yorkville Residences. Developed by award winning MOD Developments and Designed by architects Alliance. Rare Opportunity To Live on Charles S

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

25 Photos

120 Homewood Avenue, Toronto, ON , MLS #C12464655 , Image - 1

1.58 km from Highland Avenue and Glen Road

Unit-3302, 120 Homewood Avenue North St. James Town, Toronto, ON MLS® C12464655

Residential Condo & Other (Condo Apartment)

$575000.0

Price drop by 2.5%

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

Prime Location Meets Elevated Living! *** Step into this stunning 1+1 bedroom suite and 1 parking at The Verve Condos-a signature Tridel development n

49 Photos

40 Castle Frank Crescent, Toronto, ON , MLS #C12376693 , Image - 1

1.03 km from Highland Avenue and Glen Road

40 Castle Frank Crescent Rosedale-Moore Park, Toronto, ON MLS® C12376693

Residential Freehold (Detached)

$4659000.0

5 Beds
5 Baths
3500-5000 sq-ft

Nestled in prestigious Rosedale. This exceptional property offers a perfect blend of elegance and comfort. With grandeur and space it presents a rare

Shortlisted Properties

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Maximum 4 project can be compared at one go.

Map View

List View

2 Dearbourne Avenue

North Riverdale, Toronto, ON

$1398000.0

243 Rose Park Drive

Rosedale-Moore Park, Toronto, ON

$5495000.0

15 McMurrich Street

Annex, Toronto, ON

$799900.0

74 Dale Avenue

Rosedale-Moore Park, Toronto, ON

$2988888.0

500 Sherbourne Street

North St. James Town, Toronto, ON

$629000.0

1 Yorkville Avenue

Annex, Toronto, ON

$759800.0

77 McMurrich Street

Annex, Toronto, ON

$1140000.0

101 Charles Street E

Church-Yonge Corridor, Toronto, ON

$1149000.0

37 St Andrews Gardens

Rosedale-Moore Park, Toronto, ON

$5988000.0

771 Yonge Street

Rosedale-Moore Park, Toronto, ON

$959900.0

585 Bloor Street E

North St. James Town, Toronto, ON

$479000.0

52 Rosedale Road

Rosedale-Moore Park, Toronto, ON

$9389000.0

360 Bloor Street E

Rosedale-Moore Park, Toronto, ON

$959000.0

35 Hayden Street

Church-Yonge Corridor, Toronto, ON

$449900.0

55 Scollard Street

Annex, Toronto, ON

$1250000.0

121 Davenport Road

Annex, Toronto, ON

$3680000.0

50 Rose Avenue

Cabbagetown-South St. James Town, Toronto, ON

$2595000.0

278 Bloor Street E

Rosedale-Moore Park, Toronto, ON

$1688000.0

30 Whitney Avenue

Rosedale-Moore Park, Toronto, ON

$17300000.0

48 Shaftesbury Avenue

Rosedale-Moore Park, Toronto, ON

$2995000.0

179 Bleecker Street

Cabbagetown-South St. James Town, Toronto, ON

$449960.0

45 Charles Street E

Church-Yonge Corridor, Toronto, ON

$823000.0

62 Maple Avenue

Rosedale-Moore Park, Toronto, ON

$7450000.0

225 Wellesley Street E

Cabbagetown-South St. James Town, Toronto, ON

$549000.0

32 Davenport Road

Annex, Toronto, ON

$380000.0

8 Cumberland Street

Annex, Toronto, ON

$958000.0

18 Yorkville Avenue

Annex, Toronto, ON

$580000.0

55 Charles Street E

Church-Yonge Corridor, Toronto, ON

$695000.0

120 Homewood Avenue

North St. James Town, Toronto, ON

$575000.0

40 Castle Frank Crescent

Rosedale-Moore Park, Toronto, ON

$4659000.0

House for Sale near Highland Avenue and Glen Road, C09

Rosehaven Ivy Rouge

Rosehaven Simcoe Woods

Angus Glen South Village

The Platform at Station Park

Menkes South Lake

Aquanova Condos

1515 Pickering Parkway

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