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House for Sale near Military Trail and Highcastle Road, E09

Showing results 1 - 30 of 30

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

Last Updated: August 12, 2026

39 Photos

30 Meadowglen Place, Toronto, ON , MLS #E13664790 , Image - 1

1.83 km from Military Trail and Highcastle Road

Unit-1110, 30 Meadowglen Place Woburn, Toronto, ON MLS® E13664790

Residential Condo & Other (Condo Apartment)

$749900.0

2 +1 Beds
2 Baths
800-899 sq-ft

Spacious 2 bedroom + den condo in a prime Scarborough location, just south of Highway 401 and close to Markham & Ellesmere. Features 2 full bathrooms,

50 Photos

19 portico Drive, Toronto, ON , MLS #E13652994 , Image - 1

1.05 km from Military Trail and Highcastle Road

19 portico Drive Woburn, Toronto, ON MLS® E13652994

Residential Freehold (Detached)

$899990.0

4 Beds
3 Baths
1100-1500 sq-ft

OFFER DATE: AUGUST 12 , WEDNESDAY , PLSE REGISTER OFFERS BY 4 PM & OFFER PRESENTATION TO TAKE PLACE AT 5PM AT LISTING OFFICE AT 5071 HIGHWAY 7 EAST, U

43 Photos

49 Clementine Square, Toronto, ON , MLS #E13631472 , Image - 1

1.53 km from Military Trail and Highcastle Road

49 Clementine Square Woburn, Toronto, ON MLS® E13631472

Residential Freehold (Detached)

$899900.0

3 +2 Beds
3 Baths
1100-1500 sq-ft

Welcome to 49 Clementine Square, a beautifully renovated bungalow that perfectly blends modern comfort with outstanding income potential in the heart

36 Photos

137 Merkley Square, Toronto, ON , MLS #E13656576 , Image - 1

1.26 km from Military Trail and Highcastle Road

137 Merkley Square Morningside, Toronto, ON MLS® E13656576

Residential Freehold (Detached)

$1250000.0

5 +2 Beds
4 Baths
2500-3000 sq-ft

Absolute Elegance in a Stunning 5+2 Bedroom, 4-Bath Detached HomeWelcome to this beautifully maintained freehold detached home, offering 5+2 bedrooms

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

36 Photos

20 Meadowglen Place, Toronto, ON , MLS #E13653432 , Image - 1

1.8 km from Military Trail and Highcastle Road

Unit-2209, 20 Meadowglen Place Woburn, Toronto, ON MLS® E13653432

Residential Condo & Other (Condo Apartment)

$562000.0

2 +1 Beds
2 Baths
800-899 sq-ft

An Immaculate 22nd Floor Corner Unit With Over 900 Square Feet Of Usable Space Plus Lots Of Upgrades. This Stylish Sun-soaked 2-bedroom + Large Den St

2 Photos

104 Pegasus Trail, Toronto, ON , MLS #E13661946 , Image - 1

0.81 km from Military Trail and Highcastle Road

104 Pegasus Trail Woburn, Toronto, ON MLS® E13661946

Residential Freehold (Detached)

$1021000.0

4 +1 Beds
3 Baths
1500-2000 sq-ft

WELCOME TO RENOVATED 4 Bdrm home on an Amazing Woburn (Seven Oaks) Neighbourhood. Located on a Sunny South Lot, within A Quit Lovely Street. MAIN FLOO

50 Photos

802 Brimorton Drive, Toronto, ON , MLS #E13660214 , Image - 1

1.66 km from Military Trail and Highcastle Road

802 Brimorton Drive Woburn, Toronto, ON MLS® E13660214

Residential Freehold (Detached)

$1099000.0

3 +3 Beds
3 Baths
700-1100 sq-ft

Welcome to this beautifully maintained 3+3 bedroom bungalow in the highly desirable Woburn neighborhood! Freshly painted in timeless neutral tones and

1 Photos

0.73 km from Military Trail and Highcastle Road

109 Portico Drive Woburn, Toronto, ON MLS® E13463916

Residential Freehold (Detached)

$1759000.0

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

Welcome to Seven Oaks, one of Scarborough's most prestigious and sought-after communities. Nestled on an oversized premium lot backing onto a pictures

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

1 Photos

1.8 km from Military Trail and Highcastle Road

Unit-1206, 20 Meadow Glen Place Woburn, Toronto, ON MLS® E13659510

Residential Condo & Other (Condo Apartment)

$495000.0

2 +1 Beds
2 Baths
800-899 sq-ft

This spacious 2-bedroom + den, 2-bathroom suite offers over 850 sq.ft. of thoughtfully designed living space with a bright open-conceptlayout and mode

33 Photos

10 Livonia Place, Toronto, ON , MLS #E13660886 , Image - 1

0.64 km from Military Trail and Highcastle Road

Unit-105, 10 Livonia Place Morningside, Toronto, ON MLS® E13660886

Residential Condo & Other (Condo Townhouse)

$519000.0

4 Beds
3 Baths
1200-1399 sq-ft

Welcome To 10 Livonia Place, Townhouse 105. Situated In The Best Part Of The Complex, It Features Garage + Driveway Parking With Visitor Parking Just

23 Photos

431 Military Trail, Toronto, ON , MLS #E13501628 , Image - 1

0.56 km from Military Trail and Highcastle Road

Unit-4, 431 Military Trail Morningside, Toronto, ON MLS® E13501628

Residential Condo & Other (Condo Townhouse)

$525000.0

3 Beds
2 Baths
1200-1399 sq-ft

Great Price! Ideally situated in a highly convenient Scarborough neighbourhood, this 3-bedroom town home at 431 Military Trail offers exceptional acce

50 Photos

65 Merkley Square, Toronto, ON , MLS #E13638342 , Image - 1

1.45 km from Military Trail and Highcastle Road

65 Merkley Square Morningside, Toronto, ON MLS® E13638342

Residential Freehold (Detached)

$799000.0

3 +1 Beds
2 Baths
700-1100 sq-ft

The perfect place to put down roots. Nestled on a quiet street in the heart of Morningside, this detached bungalow offers the space, comfort, and valu

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

50 Photos

96 Quantrell Trail, Toronto, ON , MLS #E13602920 , Image - 1

1.95 km from Military Trail and Highcastle Road

96 Quantrell Trail Malvern, Toronto, ON MLS® E13602920

Residential Freehold (Att/Row/Townhouse)

$686500.0

4 +1 Beds
2 Baths
1100-1500 sq-ft

Welcome to 96 Quantrell Trail, a spacious and well-maintained freehold townhouse in a convenient Malvern location. This home offers a functional layou

22 Photos

20 Meadowglen Place, Toronto, ON , MLS #E13410418 , Image - 1

1.8 km from Military Trail and Highcastle Road

Unit-2808, 20 Meadowglen Place Woburn, Toronto, ON MLS® E13410418

Residential Condo & Other (Condo Apartment)

$599000.0

Price drop by 7.7%

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

**Luxury Penthouse Living with Unmatched Views** Experience elevated penthouse living in this stunning corner suite, featuring breathtaking panoramic

9 Photos

20 Meadowglen Place, Toronto, ON , MLS #E13616546 , Image - 1

1.8 km from Military Trail and Highcastle Road

Unit-429, 20 Meadowglen Place Woburn, Toronto, ON MLS® E13616546

Residential Condo & Other (Common Element Condo)

$379000.0

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

Welcome to Unit 429 at ME2 Condos, a bright and functional 554 sq ft residence ready for its next owner. This unit features freshly painted interiors

24 Photos

6 Dartmoor Drive, Toronto, ON , MLS #E13656070 , Image - 1

0.88 km from Military Trail and Highcastle Road

6 Dartmoor Drive Morningside, Toronto, ON MLS® E13656070

Residential Freehold (Detached)

$1099999.0

4 +3 Beds
5 Baths
2500-3000 sq-ft

Welcome To 6 Dartmoor Dr, A Beautifully Updated Detached Home Nestled In The Sought-After Seven Oaks Area Of Morningside! Backing Directly Onto Brooks

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

27 Photos

10 Meadowglen Place, Toronto, ON , MLS #E13655964 , Image - 1

1.81 km from Military Trail and Highcastle Road

Unit-201, 10 Meadowglen Place Woburn, Toronto, ON MLS® E13655964

Residential Condo & Other (Condo Apartment)

$648673.0

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

Luxurious BRAND-NEW 3-bedroom + den suite. This Suite has 3 generously sized bedrooms and a den that could be used as a fourth. This Spacious Condo ha

40 Photos

913 Brimorton Drive, Toronto, ON , MLS #E13604860 , Image - 1

1.68 km from Military Trail and Highcastle Road

913 Brimorton Drive Woburn, Toronto, ON MLS® E13604860

Residential Freehold (Detached)

$889000.0

3 +1 Beds
2 Baths
1100-1500 sq-ft

Exceptional Opportunity! Spacious 3+1 bedroom Back Split with Rear Room Addition, 2 bathroom well maintained home offering outstanding lifestyle and

38 Photos

20 Meadowglen Place, Toronto, ON , MLS #E13454468 , Image - 1

1.8 km from Military Trail and Highcastle Road

Unit-1901, 20 Meadowglen Place Woburn, Toronto, ON MLS® E13454468

Residential Condo & Other (Condo Apartment)

$529990.0

Price drop by 5.4%

2 +1 Beds
2 Baths
800-899 sq-ft

9-Foot Ceilings!! ~ Rarely Offered Corner End Unit with 9-Foot Ceilings! Bright, private, and exceptionally well maintained, this beautiful suite feat

30 Photos

100 Mornelle Court, Toronto, ON , MLS #E13531368 , Image - 1

1.56 km from Military Trail and Highcastle Road

Unit-2056, 100 Mornelle Court Morningside, Toronto, ON MLS® E13531368

Residential Condo & Other (Condo Townhouse)

$399000.0

Price drop by 4.8%

4 Beds
2 Baths
1200-1399 sq-ft

Rarely Offered! Welcome To This Spacious 4-Bedroom, 2-Bathroom Two-Level Condo Townhome In The Highly Convenient Morningside Community. Offering A Uni

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

15 Photos

3050 Ellesmere Road E, Toronto, ON , MLS #E13475666 , Image - 1

1.31 km from Military Trail and Highcastle Road

Unit-602, 3050 Ellesmere Road E Morningside, Toronto, ON MLS® E13475666

Residential Condo & Other (Condo Apartment)

$348000.0

2 Beds
2 Baths
800-899 sq-ft

Excellent Location, Steps To Centennial College & University Of Toronto Scarborough Campus. 2 Bedroom 2 full bathroom, Living room is converted into 3

26 Photos

10 Meadowglen Pl. N/A, Toronto, ON , MLS #E13620640 , Image - 1

1.81 km from Military Trail and Highcastle Road

Unit-508, 10 Meadowglen Pl. N/A Woburn, Toronto, ON MLS® E13620640

Residential Condo & Other (Common Element Condo)

$679000.0

3 Beds
2 Baths
900-999 sq-ft

Welcome to this beautifully appointed 3-bedroom, 2-bathroom condo with 9' ceilings offering a bright, functional layout with desirable south-facing ex

38 Photos

11 Livonia Place, Toronto, ON , MLS #E13572446 , Image - 1

0.67 km from Military Trail and Highcastle Road

Unit-18, 11 Livonia Place Morningside, Toronto, ON MLS® E13572446

Residential Condo & Other (Condo Townhouse)

$549900.0

3 +1 Beds
4 Baths
1200-1399 sq-ft

This spacious, recently renovated and freshly painted two-story townhome offers generous room sizes and a comfortable layout perfect for family living

35 Photos

773 Military Trail, Toronto, ON , MLS #E13213198 , Image - 1

1.56 km from Military Trail and Highcastle Road

Unit-30, 773 Military Trail Morningside, Toronto, ON MLS® E13213198

Residential Condo & Other (Condo Townhouse)

$649900.0

3 Beds
2 Baths
1200-1399 sq-ft

Your First Home Shouldn't Be a Compromise - This One Proves It! Stop scrolling through condos. This is the real thing - a bright, spacious 3-bedroom h

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

26 Photos

1070 Progress Avenue, Toronto, ON , MLS #E13640884 , Image - 1

1.94 km from Military Trail and Highcastle Road

Unit-311, 1070 Progress Avenue Malvern, Toronto, ON MLS® E13640884

Residential Condo & Other (Condo Townhouse)

$528000.0

2 Beds
2 Baths
1000-1199 sq-ft

Sun Filled Corner Town Home at Orchid Place. Spotless and Bright, Welcome to Suite 311! This Spacious and Functional Floor Plan Features Two Well Size

38 Photos

53 Milford Haven Drive N, Toronto, ON , MLS #E13649084 , Image - 1

1.34 km from Military Trail and Highcastle Road

53 Milford Haven Drive N Morningside, Toronto, ON MLS® E13649084

Residential Freehold (Detached)

$1079990.0

3 +3 Beds
4 Baths
700-1100 sq-ft

A smart financial move for buyers! Live upstairs while the two self-contained basement suiteshave the potential to generate up to $3,500/month in rent

33 Photos

48 Curran Hall Crescent, Toronto, ON , MLS #E13603822 , Image - 1

1.56 km from Military Trail and Highcastle Road

48 Curran Hall Crescent Morningside, Toronto, ON MLS® E13603822

Residential Freehold (Att/Row/Townhouse)

$699000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully updated FREEHOLD Townhome with No Maintenance Fees!!! This spacious 3-bedroom + den home offers the perfect blend of comfo

26 Photos

3050 Ellesmere Road, Toronto, ON , MLS #E13558900 , Image - 1

1.31 km from Military Trail and Highcastle Road

Unit-906, 3050 Ellesmere Road Morningside, Toronto, ON MLS® E13558900

Residential Condo & Other (Condo Apartment)

$399900.0

2 +1 Beds
2 Baths
1200-1399 sq-ft

Welcome to this beautifully renovated and exceptionally spacious 1,246 sq. ft. condo offering outstanding comfort, functionality, and value in one of

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

5 Mid Pines Road, Toronto, ON , MLS #E13639184 , Image - 1

1.88 km from Military Trail and Highcastle Road

5 Mid Pines Road Woburn, Toronto, ON MLS® E13639184

Residential Freehold (Detached)

$899000.0

3 +2 Beds
3 Baths
1100-1500 sq-ft

Welcome to 5 Mid Pines Rd, a beautifully maintained detached bungalow situated on a premium 40 x 122 ft lot, widening to approximately 55 ft at the re

43 Photos

73 Thornbeck Drive, Toronto, ON , MLS #E13622570 , Image - 1

1.94 km from Military Trail and Highcastle Road

73 Thornbeck Drive Woburn, Toronto, ON MLS® E13622570

Residential Freehold (Detached)

$899888.0

3 +2 Beds
2 Baths
700-1100 sq-ft

Beautifully updated 3+2 bedroom home situated on a premium ravine lot backing onto Curran Hall Park in a desirable family-friendly neighbourhood. The

Shortlisted Properties

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Maximum 4 project can be compared at one go.

Map View

List View

30 Meadowglen Place

Woburn, Toronto, ON

$749900.0

19 portico Drive

Woburn, Toronto, ON

$899990.0

49 Clementine Square

Woburn, Toronto, ON

$899900.0

137 Merkley Square

Morningside, Toronto, ON

$1250000.0

20 Meadowglen Place

Woburn, Toronto, ON

$562000.0

104 Pegasus Trail

Woburn, Toronto, ON

$1021000.0

802 Brimorton Drive

Woburn, Toronto, ON

$1099000.0

109 Portico Drive

Woburn, Toronto, ON

$1759000.0

20 Meadow Glen Place

Woburn, Toronto, ON

$495000.0

10 Livonia Place

Morningside, Toronto, ON

$519000.0

431 Military Trail

Morningside, Toronto, ON

$525000.0

65 Merkley Square

Morningside, Toronto, ON

$799000.0

96 Quantrell Trail

Malvern, Toronto, ON

$686500.0

20 Meadowglen Place

Woburn, Toronto, ON

$599000.0

20 Meadowglen Place

Woburn, Toronto, ON

$379000.0

6 Dartmoor Drive

Morningside, Toronto, ON

$1099999.0

10 Meadowglen Place

Woburn, Toronto, ON

$648673.0

913 Brimorton Drive

Woburn, Toronto, ON

$889000.0

20 Meadowglen Place

Woburn, Toronto, ON

$529990.0

100 Mornelle Court

Morningside, Toronto, ON

$399000.0

3050 Ellesmere Road E

Morningside, Toronto, ON

$348000.0

10 Meadowglen Pl. N/A

Woburn, Toronto, ON

$679000.0

11 Livonia Place

Morningside, Toronto, ON

$549900.0

773 Military Trail

Morningside, Toronto, ON

$649900.0

1070 Progress Avenue

Malvern, Toronto, ON

$528000.0

53 Milford Haven Drive N

Morningside, Toronto, ON

$1079990.0

48 Curran Hall Crescent

Morningside, Toronto, ON

$699000.0

3050 Ellesmere Road

Morningside, Toronto, ON

$399900.0

5 Mid Pines Road

Woburn, Toronto, ON

$899000.0

73 Thornbeck Drive

Woburn, Toronto, ON

$899888.0

House for Sale near Military Trail and Highcastle Road, E09

1515 Pickering Parkway

Arbor West

Corktown Plaza

Lily at Crosstown

The Clove Condos

The Laurels

The Rebecca Condos

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