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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: November 10, 2026

36 Photos

30 Marawa Court, Toronto, ON , MLS #E14133946 , Image - 1

1.46 km from Military Trail and Highcastle Road

30 Marawa Court Morningside, Toronto, ON MLS® E14133946

Residential Freehold (Detached)

$749000.0

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

This classic split-level 3+1-bedroom bungalow located on a quiet cul-de-sac is full of possibility with bright, comfortable living spaces, a finished

30 Photos

30 Meadowglen Place, Toronto, ON , MLS #E14020718 , Image - 1

1.83 km from Military Trail and Highcastle Road

Unit-507, 30 Meadowglen Place Woburn, Toronto, ON MLS® E14020718

Residential Condo & Other (Condo Apartment)

$330000.0

1 Beds
1 Baths
0-499 sq-ft

Enjoy contemporary living in this beautifully designed 1-bedroom condo featuring modern finishes, a full bathroom, a stylish chef-inspired kitchen wit

35 Photos

90 Orchid Place Drive, Toronto, ON , MLS #E13854392 , Image - 1

1.93 km from Military Trail and Highcastle Road

Unit-304, 90 Orchid Place Drive Malvern, Toronto, ON MLS® E13854392

Residential Condo & Other (Condo Townhouse)

$574999.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to TH304 - 90 Orchid Place Drive, offering 1,005 sq ft of sleek, modern living space. The main level features smooth ceilings, granite counter

11 Photos

19 Starlake Drive, Toronto, ON , MLS #E14099658 , Image - 1

0.98 km from Military Trail and Highcastle Road

19 Starlake Drive Morningside, Toronto, ON MLS® E14099658

Residential Freehold (Detached)

$899999.0

4 +2 Beds
3 Baths
1500-2000 sq-ft

Rare Opportunity to own this detach house with 2Bed 1Bath legal Basement unit. Exceptional Opportunity for Large Families, Multi-Generational Living &

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

28 Photos

8 Rosebank Drive, Toronto, ON , MLS #E13811728 , Image - 1

1.95 km from Military Trail and Highcastle Road

Unit-7G, 8 Rosebank Drive Malvern, Toronto, ON MLS® E13811728

Residential Condo & Other (Condo Apartment)

$399000.0

Price drop by 2.7%

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

Experience modern luxury in this meticulously NEWLY renovated 1+1 bedroom suite, perfectly situated for urban convenience. Den has a separation wall &

36 Photos

19 Rosebank Drive, Toronto, ON , MLS #E14081380 , Image - 1

1.89 km from Military Trail and Highcastle Road

Unit-1106, 19 Rosebank Drive Malvern, Toronto, ON MLS® E14081380

Residential Condo & Other (Condo Townhouse)

$615000.0

Price drop by 3.9%

3 Beds
3 Baths
1400-1599 sq-ft

Welcome to this spacious 3-storey condo townhouse offering 3 bedrooms, 3 bathrooms, and a functional layout in a convenient Scarborough location. With

23 Photos

20 Meadowglen Place, Toronto, ON , MLS #E14002448 , Image - 1

1.81 km from Military Trail and Highcastle Road

Unit-2103, 20 Meadowglen Place Woburn, Toronto, ON MLS® E14002448

Residential Condo & Other (Condo Apartment)

$399900.0

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

Welcome To 20 Meadowglen Place! Freshly Painted And Move-In Ready, This Spacious 1+1 Bedroom, 2 Full Bathroom Condo Offers A Functional Layout With Mo

26 Photos

3 Coltman Crescent, Toronto, ON , MLS #E14151140 , Image - 1

1.3 km from Military Trail and Highcastle Road

3 Coltman Crescent Malvern, Toronto, ON MLS® E14151140

Residential Freehold (Detached)

$799000.0

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

Welcome to this beautifully updated 3-bedroom, 1.5-bathroom home nestled in a desirable Scarborough neighborhood! Offering a perfect blend of modern u

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

1.89 km from Military Trail and Highcastle Road

Unit-1003, 19 Rosebank Drive Malvern, Toronto, ON MLS® E14032074

Residential Condo & Other (Condo Townhouse)

$648888.0

7 Beds
3 Baths
2000-2249 sq-ft

Welcome To This Beautifully Renovated Townhome, Where Comfort, Space, And Convenience ComeTogether. Bright And Welcoming, This Three-Bedroom Home Offe

27 Photos

36 United Square, Toronto, ON , MLS #E13824574 , Image - 1

1.46 km from Military Trail and Highcastle Road

36 United Square Malvern, Toronto, ON MLS® E13824574

Residential Freehold (Detached)

$879000.0

Price drop by 2.2%

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

EXCEPTIONAL VALUE & FLEXIBILITY! Welcome to this beautifully updated, fully detached 2-storey home offering 3+2 bedrooms, 5 bathrooms, and two distinc

24 Photos

79 Greenock Avenue, Toronto, ON , MLS #E14158946 , Image - 1

1.23 km from Military Trail and Highcastle Road

79 Greenock Avenue Morningside, Toronto, ON MLS® E14158946

Residential Freehold (Detached)

$750000.0

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

Celebrate the Holidays in Your New Home! An original-owner home, lovingly maintained and ready for its next family to create lasting memories. This in

39 Photos

200 Murison Boulevard, Toronto, ON , MLS #E14118456 , Image - 1

1.89 km from Military Trail and Highcastle Road

Unit-33, 200 Murison Boulevard Malvern, Toronto, ON MLS® E14118456

Residential Condo & Other (Condo Townhouse)

$599900.0

3 Beds
2 Baths
1400-1599 sq-ft

Welcome to this bright and well-appointed end-unit townhome, offering 3 bedrooms, 2 bathrooms and parking for 3 vehicles in a convenient Scarborough l

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

48 Photos

22 Jeffton Crescent, Toronto, ON , MLS #E14032078 , Image - 1

1.86 km from Military Trail and Highcastle Road

22 Jeffton Crescent Woburn, Toronto, ON MLS® E14032078

Residential Freehold (Detached)

$839000.0

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

Welcome to this immaculate 3-bedroom bungalow on a pie shaped lot widening to a 70ft backyard, perfectly combining comfort, privacy, and exceptional p

36 Photos

55 Mammoth Hall Trail, Toronto, ON , MLS #E14158416 , Image - 1

2.01 km from Military Trail and Highcastle Road

55 Mammoth Hall Trail Malvern, Toronto, ON MLS® E14158416

Residential Freehold (Detached)

$799000.0

3 Beds
2 Baths
1100-1500 sq-ft

Location Location!!! Ready to Move-in Condition!!! Don't miss out on the opportunity to own this beautiful and well maintained freshly painted home. S

38 Photos

20 Meadowglen Place, Toronto, ON , MLS #E13862474 , Image - 1

1.8 km from Military Trail and Highcastle Road

Unit-322, 20 Meadowglen Place Woburn, Toronto, ON MLS® E13862474

Residential Condo & Other (Condo Apartment)

$469900.0

2 +1 Beds
2 Baths
700-799 sq-ft

Welcome to 20 Meadowglen Place! This beautifully renovated 2+1 bedroom unit offers exceptional versatility, with the spacious den providing the option

30 Photos

13 Curran Hall Crescent, Toronto, ON , MLS #E14157598 , Image - 1

1.61 km from Military Trail and Highcastle Road

13 Curran Hall Crescent Morningside, Toronto, ON MLS® E14157598

Residential Freehold (Att/Row/Townhouse)

$829999.0

4 Beds
5 Baths
1500-2000 sq-ft

Welcome to this beautifully maintained. Freehold end-unit townhouse in the desirable Morningside community! Offering approximately 1900 sq this impre

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

9 Photos

20 Meadowglen Place, Toronto, ON , MLS #E14118690 , Image - 1

1.84 km from Military Trail and Highcastle Road

Unit-1607, 20 Meadowglen Place Woburn, Toronto, ON MLS® E14118690

Residential Condo & Other (Condo Apartment)

$388000.0

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

Welcome to Meadowglen Place! This beautifully upgraded one-bedroom plus den condo offers 575 square feet of thoughtfully designed living space. The fu

42 Photos

85 Pegasus Trail, Toronto, ON , MLS #E14140710 , Image - 1

0.64 km from Military Trail and Highcastle Road

85 Pegasus Trail Woburn, Toronto, ON MLS® E14140710

Residential Freehold (Detached)

$1299000.0

4 +2 Beds
3 Baths
1500-2000 sq-ft

RAVINE-BACKED, METICULOUSLY RENOVATED BUNGALOW IN PRESTIGIOUS SEVEN OAKS!A rare ravine-side bungalow offering refined modern living, exceptional priva

19 Photos

90 Orchid Place Drive, Toronto, ON , MLS #E14154800 , Image - 1

1.93 km from Military Trail and Highcastle Road

Unit-108, 90 Orchid Place Drive Malvern, Toronto, ON MLS® E14154800

Residential Condo & Other (Condo Townhouse)

$449900.0

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

Well maintained and generously sized, this 1 bed + den provides exceptional value! Walk through the beautifully manicured courtyard right into your pr

7 Photos

3050 Ellesmere Road, Toronto, ON , MLS #E14109570 , Image - 1

1.32 km from Military Trail and Highcastle Road

Unit-1003, 3050 Ellesmere Road Morningside, Toronto, ON MLS® E14109570

Residential Condo & Other (Condo Apartment)

$370000.0

2 Beds
2 Baths
800-899 sq-ft

Situated in the highly reputable and well-managed Mapledale Condos at 3050 Ellesmere Road, this expansive two-bedroom, two-bathroom unit offers the pe

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

48 Photos

83 Pegasus Trail, Toronto, ON , MLS #E14134986 , Image - 1

0.65 km from Military Trail and Highcastle Road

83 Pegasus Trail Woburn, Toronto, ON MLS® E14134986

Residential Freehold (Detached)

$999888.0

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

A Rare Ravine Retreat in Prestigious Seven Oaks, a once-in-a-lifetime opportunity to own a beautifully maintained, one-owner bungalow on a spectacular

36 Photos

71 Sundance Crescent, Toronto, ON , MLS #E13804968 , Image - 1

1.91 km from Military Trail and Highcastle Road

71 Sundance Crescent Woburn, Toronto, ON MLS® E13804968

Residential Freehold (Detached)

$849000.0

Price drop by 4.1%

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

Beautifully Maintained Detached Stucco Home with Basement in the Highly Desirable Woburn Community. This bright and spacious home features 33 bedrooms

25 Photos

5155 Sheppard East Avenue, Toronto, ON , MLS #E13851204 , Image - 1

2.02 km from Military Trail and Highcastle Road

Unit-401, 5155 Sheppard East Avenue Malvern, Toronto, ON MLS® E13851204

Residential Condo & Other (Condo Apartment)

$320000.0

Price drop by 8.3%

1 Baths
0-499 sq-ft

Welcome to your perfect urban living opportunity! This stylish studio condo is ideally situated in a vibrant master-planned community by Daniels Corpo

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

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

35 Photos

5800 Sheppard Avenue E, Toronto, ON , MLS #E13791068 , Image - 1

1.76 km from Military Trail and Highcastle Road

Unit-517, 5800 Sheppard Avenue E Malvern, Toronto, ON MLS® E13791068

Residential Condo & Other (Condo Apartment)

$399900.0

Price drop by 7.0%

2 Beds
3 Baths
1200-1399 sq-ft

Welcome to a home that offers the space and feel of a townhome with the ease of condominium living. This distinctive two-storey residence offers appro

26 Photos

3050 Ellesmere Road, Toronto, ON , MLS #E14147218 , Image - 1

1.32 km from Military Trail and Highcastle Road

Unit-1407, 3050 Ellesmere Road Morningside, Toronto, ON MLS® E14147218

Residential Condo & Other (Condo Apartment)

$389000.0

2 Beds
2 Baths
900-999 sq-ft

Beautiful and Spacious 2-Bedroom Corner Unit Featuring a Bright, Functional Layout! Laminate Flooring Throughout, Ample Closet Space, and Beautiful Ra

1 Photos

0.64 km from Military Trail and Highcastle Road

Unit-19, 10 Livonia Place Morningside, Toronto, ON MLS® E14143670

Residential Condo & Other (Condo Townhouse)

$599000.0

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

Welcome to this stunning, fully upgraded and recently renovated **3+2-bedroom, 3-full-bathroom townhome!** Freshly painted and move-in ready, this spa

27 Photos

10 Meadowglen Place, Toronto, ON , MLS #E14150498 , Image - 1

1.81 km from Military Trail and Highcastle Road

Unit-201, 10 Meadowglen Place Woburn, Toronto, ON MLS® E14150498

Residential Condo & Other (Condo Apartment)

$643000.0

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

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

45 Photos

156 Quantrell Trail, Toronto, ON , MLS #E14121556 , Image - 1

1.93 km from Military Trail and Highcastle Road

156 Quantrell Trail Malvern, Toronto, ON MLS® E14121556

Residential Freehold (Semi-Detached )

$799900.0

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

Welcome to 156 Quantrell Trail, a beautiful, move-in-ready home nestled in the heart of Malvern, Scarborough! Featuring 3+1 bedrooms and 2 bathrooms,

44 Photos

85 Portico Drive, Toronto, ON , MLS #E14149164 , Image - 1

0.57 km from Military Trail and Highcastle Road

85 Portico Drive Woburn, Toronto, ON MLS® E14149164

Residential Freehold (Detached)

$1449000.0

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

Welcome to a property that truly has it all. Luxury, privacy, space, and over $150,000 in recent upgrades. Nestled on an extraordinary 60' x 160' ravi

Shortlisted Properties

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Maximum 4 project can be compared at one go.

Map View

List View

30 Marawa Court

Morningside, Toronto, ON

$749000.0

30 Meadowglen Place

Woburn, Toronto, ON

$330000.0

90 Orchid Place Drive

Malvern, Toronto, ON

$574999.0

19 Starlake Drive

Morningside, Toronto, ON

$899999.0

8 Rosebank Drive

Malvern, Toronto, ON

$399000.0

19 Rosebank Drive

Malvern, Toronto, ON

$615000.0

20 Meadowglen Place

Woburn, Toronto, ON

$399900.0

3 Coltman Crescent

Malvern, Toronto, ON

$799000.0

19 Rosebank Drive

Malvern, Toronto, ON

$648888.0

36 United Square

Malvern, Toronto, ON

$879000.0

79 Greenock Avenue

Morningside, Toronto, ON

$750000.0

200 Murison Boulevard

Malvern, Toronto, ON

$599900.0

22 Jeffton Crescent

Woburn, Toronto, ON

$839000.0

55 Mammoth Hall Trail

Malvern, Toronto, ON

$799000.0

20 Meadowglen Place

Woburn, Toronto, ON

$469900.0

13 Curran Hall Crescent

Morningside, Toronto, ON

$829999.0

20 Meadowglen Place

Woburn, Toronto, ON

$388000.0

85 Pegasus Trail

Woburn, Toronto, ON

$1299000.0

90 Orchid Place Drive

Malvern, Toronto, ON

$449900.0

3050 Ellesmere Road

Morningside, Toronto, ON

$370000.0

83 Pegasus Trail

Woburn, Toronto, ON

$999888.0

71 Sundance Crescent

Woburn, Toronto, ON

$849000.0

5155 Sheppard East Avenue

Malvern, Toronto, ON

$320000.0

109 Portico Drive

Woburn, Toronto, ON

$1759000.0

5800 Sheppard Avenue E

Malvern, Toronto, ON

$399900.0

3050 Ellesmere Road

Morningside, Toronto, ON

$389000.0

10 Livonia Place

Morningside, Toronto, ON

$599000.0

10 Meadowglen Place

Woburn, Toronto, ON

$643000.0

156 Quantrell Trail

Malvern, Toronto, ON

$799900.0

85 Portico Drive

Woburn, Toronto, ON

$1449000.0

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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