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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: May 12, 2026

37 Photos

107 Milford Haven Drive, Toronto, ON , MLS #E12879650 , Image - 1

1.03 km from Military Trail and Highcastle Road

107 Milford Haven Drive Morningside, Toronto, ON MLS® E12879650

Residential Freehold (Detached)

$929900.0

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

Stunning & Sunfilled Bungalow On A Quiet Street In The Heart Of Scarborough! This Well Maintained Home Offers Very Spacious Liv/Din Rooms and Three Be

40 Photos

24 Lalton Place, Toronto, ON , MLS #E13119210 , Image - 1

4.13 km from Military Trail and Highcastle Road

24 Lalton Place Guildwood, Toronto, ON MLS® E13119210

Residential Freehold (Detached)

$1138000.0

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

Welcome to 24 Lalton Place, a stunning 4+1 bedroom home situated in the sought-after Guildwood community. This home presents a unique opportunity to i

32 Photos

3650 Kingston Road, Toronto, ON , MLS #E13118590 , Image - 1

4.84 km from Military Trail and Highcastle Road

Unit-203, 3650 Kingston Road Scarborough Village, Toronto, ON MLS® E13118590

Residential Condo & Other (Condo Apartment)

$399900.0

1 Beds
1 Baths
700-799 sq-ft

LOCATION! Newer condo in the area! Welcome to The Village at Guildwood, where comfort, convenience, and lifestyle come together. This immaculate and s

47 Photos

2 Dailing Gate, Toronto, ON , MLS #E13031854 , Image - 1

1.46 km from Military Trail and Highcastle Road

2 Dailing Gate

Unit-56, 2 Dailing Gate Malvern, Toronto, ON MLS® E13031854

Residential Condo & Other (Condo Townhouse)

$499000.0

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

Beautiful end-unit townhouse located in a meticulously maintained community, offering 3 spacious bedrooms and a finished basement with separate access

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

27 Photos

68 Grangeway Avenue, Toronto, ON , MLS #E12960818 , Image - 1

3.17 km from Military Trail and Highcastle Road

Unit-210, 68 Grangeway Avenue Woburn, Toronto, ON MLS® E12960818

Residential Condo & Other (Condo Apartment)

$569000.0

Price drop by 1.7%

2 Beds
2 Baths
900-999 sq-ft

MOTIVATED SELLER ! Bright & Spacious 2 Bedroom Condo! Rarely Offered Corner Suite Unit-Almost 1000 Sq Ft Of Living Space+Balcony+160Sq Ft. Terrace. Up

19 Photos

7 White Avenue, Toronto, ON , MLS #E13041388 , Image - 1

4.22 km from Military Trail and Highcastle Road

7 White Avenue Highland Creek, Toronto, ON MLS® E13041388

Residential Freehold (Detached)

$1689900.0

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

Don't Miss This Opportunity To Own This Beautiful Home in Highland Creek!!! Spectacular Home In Prestigious/Exclusive Pocket Of Highland Creek. A soar

13 Photos

68 Grangeway Avenue, Toronto, ON , MLS #E13087008 , Image - 1

3.17 km from Military Trail and Highcastle Road

Unit-1109, 68 Grangeway Avenue Woburn, Toronto, ON MLS® E13087008

Residential Condo & Other (Condo Apartment)

$569000.0

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

Time to Move-In to your New place. Condo Situated In Heart of Scarborough. This Well Maintained2 Br + Den is Newly Painted, Bright And Spacious, with

32 Photos

3 Valia Road, Toronto, ON , MLS #E12891128 , Image - 1

3.9 km from Military Trail and Highcastle Road

3 Valia Road West Hill, Toronto, ON MLS® E12891128

Residential Freehold (Detached)

$814900.0

Price drop by 5.2%

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

Spacious bungalow featuring 3 generously sized bedrooms and modern finishes, located in the highly sought-after West Hill community. The finished base

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

39 Photos

105 Catalina Drive, Toronto, ON , MLS #E13089244 , Image - 1

5.26 km from Military Trail and Highcastle Road

105 Catalina Drive Guildwood, Toronto, ON MLS® E13089244

Residential Freehold (Detached)

$1229000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 105 Catalina Drive, where comfort meets style and every day feels like a getaway!Step into this beautiful, sun-filled home, an entertainer'

Open House : Sun May 17, 01:00 PM to 03:00 PM

32 Photos

1 Goodland Gate, Toronto, ON , MLS #E13110750 , Image - 1

4.96 km from Military Trail and Highcastle Road

1 Goodland Gate Agincourt South-Malvern West, Toronto, ON MLS® E13110750

Residential Freehold (Detached)

$1399900.0

5 Beds
2 Baths
2000-2500 sq-ft

Welcome to 1 Goodland Gate, a custom sidesplit is nestled on an expansive 50' x 150' corner lot. With 5 spacious bedrooms and 2 bathrooms, this reside

41 Photos

1 Kencliff Crescent, Toronto, ON , MLS #E12965752 , Image - 1

3.95 km from Military Trail and Highcastle Road

1 Kencliff Crescent Bendale, Toronto, ON MLS® E12965752

Residential Freehold (Detached)

$999000.0

4 Beds
3 Baths
1500-2000 sq-ft

Nestled on prestigious historic Old St Andrews Road, this beautifully maintained sidesplit offers a rare opportunity to own a home on an oversized, pr

45 Photos

242 Braymore Boulevard, Toronto, ON , MLS #E12742402 , Image - 1

4.18 km from Military Trail and Highcastle Road

242 Braymore Boulevard Rouge E11, Toronto, ON MLS® E12742402

Residential Freehold (Semi-Detached )

$899900.0

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

Very Well Maintained Semi-Detached Sitting On A 30'X127' Lot With Plenty Of Privacy. Main Floor Boasts An Eat-In Kitchen With A Separate Breakfast Are

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

26 Photos

5225 Finch Avenue E, Toronto, ON , MLS #E13049426 , Image - 1

4.25 km from Military Trail and Highcastle Road

Unit-201, 5225 Finch Avenue E Agincourt North, Toronto, ON MLS® E13049426

Residential Condo & Other (Condo Apartment)

$439000.0

Price drop by 1.3%

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

* Contemporary Design * 2 + Den (Can Be Used As 3rd Bedroom) * West Views * Bright & Spacious * Open Concept Functional Layout * Den Is A Versatile Sp

40 Photos

3650 Kingston Road, Toronto, ON , MLS #E13106830 , Image - 1

4.84 km from Military Trail and Highcastle Road

Unit-PH01, 3650 Kingston Road Scarborough Village, Toronto, ON MLS® E13106830

Residential Condo & Other (Condo Apartment)

$549000.0

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

Live above it all in this exceptional Tridel-built penthouse where luxury meets lifestyle. Soaring 9-ft ceilings, Top floor so no noise or neighbors a

28 Photos

125 Omni Drive, Toronto, ON , MLS #E13106628 , Image - 1

4.06 km from Military Trail and Highcastle Road

Unit-2133, 125 Omni Drive Bendale, Toronto, ON MLS® E13106628

Residential Condo & Other (Condo Apartment)

$576888.0

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

Experience affordable luxury in this highly sought after building perfectly positioned in the heart of the city. This spacious 2 bed + den, 2 bath con

40 Photos

3 Wythenshawe Wood, Toronto, ON , MLS #E13039732 , Image - 1

4.08 km from Military Trail and Highcastle Road

3 Wythenshawe Wood Guildwood, Toronto, ON MLS® E13039732

Residential Freehold (Detached)

$1849900.0

Price drop by 1.6%

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

Welcome To This Beautiful 4+1 Bedroom, 3-Bathroom Side-Split Home, Offering An Incredible 3,129 Sq Ft of Total Living Space, Comfort, And Versatility

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

28 Photos

42 Pinery Trail, Toronto, ON , MLS #E13101170 , Image - 1

2.59 km from Military Trail and Highcastle Road

Unit-74, 42 Pinery Trail Malvern, Toronto, ON MLS® E13101170

Residential Condo & Other (Condo Townhouse)

$399999.0

2 Beds
1 Baths
600-699 sq-ft

Welcome to 42 Pinery Trail #74 - stacked townhouse offering the perfect blend of comfort, style, and convenience. Ideal for first-time buyers or anyon

1 Photos

1.56 km from Military Trail and Highcastle Road

18 Gemshaw Crescent Malvern, Toronto, ON MLS® E13030468

Residential Freehold (Detached)

$799000.0

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

Attention investors, renovators, and buyers looking for value. Power of Sale opportunity in a desirable Scarborough neighbourhood. Welcome to 18 Gemsh

8 Photos

4725 Sheppard Avenue E, Toronto, ON , MLS #E13085698 , Image - 1

3.29 km from Military Trail and Highcastle Road

Unit-1217, 4725 Sheppard Avenue E Agincourt South-Malvern West, Toronto, ON MLS® E13085698

Residential Condo & Other (Condo Apartment)

$399500.0

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

Welcome To Unit 1217 At The Riviera Club II By Tridel In Toronto. Spacious, Sun-Filled, 1 Bedroom + Sunroom With Southeast Views. Good size Sunroom Ca

32 Photos

10 Guildwood Parkway, Toronto, ON , MLS #E12938094 , Image - 1

4.07 km from Military Trail and Highcastle Road

Unit-926, 10 Guildwood Parkway Guildwood, Toronto, ON MLS® E12938094

Residential Condo & Other (Condo Apartment)

$710000.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome !!! To this Tridel built, well managed combination of Elegance and Pride location. An Opportunity to live at the Prestigious, Resort Style at

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

1 Photos

4.36 km from Military Trail and Highcastle Road

110 Manse Road West Hill, Toronto, ON MLS® E13022866

Residential Freehold (Detached)

$799000.0

4 Beds
1 Baths
700-1100 sq-ft

An exceptional and rare offering, this premium land has been thoughtfully severed into two distinct parcels, presenting outstanding potential for disc

38 Photos

50 Scarborough Golf Club Road, Toronto, ON , MLS #E13082274 , Image - 1

4.65 km from Military Trail and Highcastle Road

Unit-190, 50 Scarborough Golf Club Road Scarborough Village, Toronto, ON MLS® E13082274

Residential Condo & Other (Condo Townhouse)

$619900.0

3 +2 Beds
3 Baths
1800-1999 sq-ft

Discover exceptional space and comfort in this beautifully upgraded 3+2 bedroom condo townhouse in the heart of Scarborough Village, offering over 1,9

20 Photos

61 Wiggens Court, Toronto, ON , MLS #E12918266 , Image - 1

2.01 km from Military Trail and Highcastle Road

61 Wiggens Court Malvern, Toronto, ON MLS® E12918266

Residential Freehold (Att/Row/Townhouse)

$659900.0

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

Spacious 5 Bedroom Freehold Townhome with No Maintenance Fees! Ideal for investors or first time buyers, this well kept home is nestled on a quiet cul

2 Photos

19 Rosebank Drive, Toronto, ON , MLS #E13086712 , Image - 1

1.89 km from Military Trail and Highcastle Road

Unit-106, 19 Rosebank Drive Malvern, Toronto, ON MLS® E13086712

Residential Condo & Other (Condo Townhouse)

$634900.0

4 +1 Beds
3 Baths
1800-1999 sq-ft

Amazing Opportunity in a Prime Location. This Sun Filled Town-Home Is Perfect for investors or first home buyers ready to move in. Modern Kitchen with

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

41 Photos

134 Manse Road, Toronto, ON , MLS #E13047974 , Image - 1

4.24 km from Military Trail and Highcastle Road

134 Manse Road West Hill, Toronto, ON MLS® E13047974

Residential Freehold (Detached)

$1699000.0

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

Welcome to 134 Manse Road, a stunning custom-built home redesigned from the ground up with exceptional craftsmanship, energy-efficient systems, and up

19 Photos

20 Guildwood Parkway, Toronto, ON , MLS #E12809918 , Image - 1

4.0 km from Military Trail and Highcastle Road

Unit-PH14, 20 Guildwood Parkway Guildwood, Toronto, ON MLS® E12809918

Residential Condo & Other (Condo Apartment)

$1088000.0

Price drop by 12.9%

2 Beds
2 Baths
2000-2249 sq-ft

Welcome To This Extraordinary, Rarely Available Luxurious Penthouse, Offering The Best Of Elevated Living With Unobstructed Panoramic Views Of The Gol

2 Photos

70B Dunstall Crescent, Toronto, ON , MLS #E13083834 , Image - 1

4.42 km from Military Trail and Highcastle Road

70B Dunstall Crescent West Hill, Toronto, ON MLS® E13083834

Residential Freehold (Vacant Land)

$589000.0

Low-priced per square foot lot in Toronto! Land parcel now fully registered with its own separate PIN. Adjacent parcel 70A Dunstall also available for

2 Photos

70A Dunstall Crescent, Toronto, ON , MLS #E13083782 , Image - 1

4.41 km from Military Trail and Highcastle Road

70A Dunstall Crescent West Hill, Toronto, ON MLS® E13083782

Residential Freehold (Vacant Land)

$589000.0

Most competitively priced building lot in Toronto. Land parcel now fully registered with its own separate PIN. Located in West Hill, an area character

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

40 Photos

12 Euclid Avenue, Toronto, ON , MLS #E13081162 , Image - 1

3.35 km from Military Trail and Highcastle Road

12 Euclid Avenue Highland Creek, Toronto, ON MLS® E13081162

Residential Freehold (Detached)

$1999990.0

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

One Of A Kind Masterpiece! This Gorgeous Custom Built Home, This Home Sits On a 50.67 x 147.99 Feet Lot Over 5400 Sq feet Living Space Elegance & Stri

34 Photos

88 Grangeway Avenue, Toronto, ON , MLS #E13030292 , Image - 1

3.19 km from Military Trail and Highcastle Road

Unit-2003, 88 Grangeway Avenue Woburn, Toronto, ON MLS® E13030292

Residential Condo & Other (Condo Apartment)

$540000.0

Price drop by 3.6%

2 Beds
2 Baths
800-899 sq-ft

Beautiful Bright 2 Bedroom Corner Unit, Located In Beloved & Expanding Neighbourhood. Open Concept Living, With Upgraded Feature Wall W/ Wainscoting P

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Map View

List View

107 Milford Haven Drive

Morningside, Toronto, ON

$929900.0

24 Lalton Place

Guildwood, Toronto, ON

$1138000.0

3650 Kingston Road

Scarborough Village, Toronto, ON

$399900.0

2 Dailing Gate

Malvern, Toronto, ON

$499000.0

68 Grangeway Avenue

Woburn, Toronto, ON

$569000.0

7 White Avenue

Highland Creek, Toronto, ON

$1689900.0

68 Grangeway Avenue

Woburn, Toronto, ON

$569000.0

3 Valia Road

West Hill, Toronto, ON

$814900.0

105 Catalina Drive

Guildwood, Toronto, ON

$1229000.0

1 Goodland Gate

Agincourt South-Malvern West, Toronto, ON

$1399900.0

1 Kencliff Crescent

Bendale, Toronto, ON

$999000.0

242 Braymore Boulevard

Rouge E11, Toronto, ON

$899900.0

5225 Finch Avenue E

Agincourt North, Toronto, ON

$439000.0

3650 Kingston Road

Scarborough Village, Toronto, ON

$549000.0

125 Omni Drive

Bendale, Toronto, ON

$576888.0

3 Wythenshawe Wood

Guildwood, Toronto, ON

$1849900.0

42 Pinery Trail

Malvern, Toronto, ON

$399999.0

18 Gemshaw Crescent

Malvern, Toronto, ON

$799000.0

4725 Sheppard Avenue E

Agincourt South-Malvern West, Toronto, ON

$399500.0

10 Guildwood Parkway

Guildwood, Toronto, ON

$710000.0

110 Manse Road

West Hill, Toronto, ON

$799000.0

50 Scarborough Golf Club Road

Scarborough Village, Toronto, ON

$619900.0

61 Wiggens Court

Malvern, Toronto, ON

$659900.0

19 Rosebank Drive

Malvern, Toronto, ON

$634900.0

134 Manse Road

West Hill, Toronto, ON

$1699000.0

20 Guildwood Parkway

Guildwood, Toronto, ON

$1088000.0

70B Dunstall Crescent

West Hill, Toronto, ON

$589000.0

70A Dunstall Crescent

West Hill, Toronto, ON

$589000.0

12 Euclid Avenue

Highland Creek, Toronto, ON

$1999990.0

88 Grangeway Avenue

Woburn, Toronto, ON

$540000.0

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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