Highland Middle School, Toronto, ON, Canada

Highland Middle School - Nearby Homes for Sale

Name: Highland Middle School
Address: 201 Cliffwood Road, Toronto, Ontario, M2H 3B5, Canada
Telephone: +1-416-395-3040

201 Cliffwood Road, Toronto, Ontario, M2H 3B5, Canada

Living Near Highland Middle School

Buyers searching for homes near Highland Middle School usually want two things: access and context. This page is built to make that comparison easier by combining available listings, street-level location details, and nearby amenities in one place. Instead of jumping between different tools, you can review homes and local points of interest side by side, then decide which streets or neighborhoods match your priorities. For Toronto, ON, that means you can quickly compare options around a known destination before spending time on private tours.

Right now, this page shows 20 nearby homes and 20 surrounding points of interest. You can use the listing table to compare address, bed and bath counts, and list price, then use the categories section to understand what types of amenities are clustered around the area. Top nearby category signals include Education. This structure helps you compare convenience, neighborhood activity, and market options without leaving the page.

If you are relocating or narrowing your search, start with the homes shown here, then expand your review to nearby categories and additional location details. This workflow gives a more complete picture than price alone and helps avoid shortlisting homes that do not fit your day-to-day needs. Availability and pricing can change quickly, so checking this page regularly is useful when you are actively searching near Highland Middle School. Once a property looks promising, contact an agent to confirm the latest status and schedule a showing.

Frequently Asked Questions

How many homes are currently listed near Highland Middle School?

There are currently 20 active or coming-soon homes displayed near Highland Middle School on this page.

What information does this page include for homes near Highland Middle School?

This page includes nearby home listings, home prices, bedroom and bathroom counts, and nearby points of interest around Highland Middle School in Toronto.

How can I compare neighborhoods around Highland Middle School?

Use the nearby homes table and points-of-interest sections to compare listing prices, surrounding amenities, and local access points before scheduling a tour.

Homes for sale near Highland Middle School, Toronto, ON, Canada

Address	Bed / Bath	Listing Price
13 Mistflower Road, North York ON M2H 3G8 Welcome to this exceptional four-bedroom, four-bathroom family home located in one of North York’s most sought-after school districts, including A.Y. Jackson Secondary School and Cliffwood Public School. Beautifully maintained and extensively upgraded, this residence is nestled on a quiet, tree-li North York, ON Living Area: 2131 Sqft.	4 Beds, 4 Baths	$1,449,000
148 SEXTON CRESCENT Welcome to this beautifully maintained and recently renovated semi-detached home in the highly sought-after Hillcrest Village community. Set on a quiet, family-friendly street, this move-in-ready property offers the perfect blend of comfort, convenience, flexibility, and income potential. The main h Toronto (Hillcrest Village), ON Living Area: Sqft.	5 Beds, 4 Baths	$1,299,000
227 APACHE TRAIL So much potential in this spacious home, owned by the same family for over 50 years. The interior is dated but very clean, well cared for, and move-in ready, giving you the option to update over time or create your dream home. Flexible layout ideal for a large family, multi-generational living, or a Toronto (Pleasant View), ON Living Area: Sqft.	3 Beds, 2 Baths	$780,000
216 SHAWNEE CIRCLE Exceptional opportunity to own this spacious semi-detached backsplit situated on a premium 30 x 120 ft deep lot in a well-established Toronto neighbourhood. Offering an incredibly functional layout with 6 generously sized bedrooms, 2 kitchens, 3 full bathrooms, and separate entrance, this ho Toronto (Pleasant View), ON Living Area: Sqft.	6 Beds, 3 Baths	$958,800
171 SIMONSTON BOULEVARD Set in the established German Mills neighbourhood, this 4-bedroom detached home offers functional space across every level. The exterior features a landscaped perennial garden, an enclosed front porch entry and a garage with a private driveway that parks up to three cars. The main level includes a p Markham (German Mills), ON Living Area: Sqft.	5 Beds, 3 Baths	$1,125,000
62 ABERFELDY CRESCENT A Rare 4+2 Bedroom Family Home with a Separate High-Ceiling Basement Apartment ( In-Law 2 bedroom suite) On A Wide 60 Ft Lot In Sought-After German Mills! Bright And Spacious With Approx. 2, 000-2, 500 Sq. Ft. Of Living Space Above Grade, This Move-In Ready Home Features A Large Main-Floor Living Ro Markham (German Mills), ON Living Area: Sqft.	6 Beds, 4 Baths	$1,580,000
36 FAIRWAY HEIGHTS DRIVE Stunning custom-built luxury residence showcasing exceptional craftsmanship, premium finishes, and advanced smart home technology throughout. Designed for elegance and functionality, this remarkable home features large-format 5' x 10' Italian porcelain slabs creating a seamless interior, along with Markham (Bayview Fairway-Bayview Country Club Esta, ON Living Area: Sqft.	7 Beds, 9 Baths	$7,988,000
22 THURGATE CRESCENT Welcome to 22 Thurgate, an exceptional open-concept family home on a premium ravine lot in the highly sought-after German Mills community. Freshly painted with a newly installed fence, this beautifully updated home features engineered hardwood flooring throughout the main and upper levels, a built-i Markham (German Mills), ON Living Area: Sqft.	4 Beds, 3 Baths	$1,999,000
27 BEDLE AVENUE Stunning Renovated 2-Storey Freehold Semi-Detached Home Situated On A Premium 30.02 X 120.12 Ft Lot In The Highly Sought-After West Of Don Mills Community. Offering 2, 004 Sqft Of Finished Living Space Across The Main, Upper & Lower Levels. No POTL Or Maintenance Fees. This Bright & Spacious Home Fe Toronto (Hillcrest Village), ON Living Area: Sqft.	4 Beds, 4 Baths	$1,258,000
56 WILLESDEN ROAD Stunning House In The Middle Of A Quiet Street In Most Sought After Hillcrest Village, In North York, Toronto, With No Houses At The Back, Gives You A Feeling Of More Privacy And Peace, Featuring A Beautiful Salt Water Swimming Pool With Waterfall And Slate Interlock Around The Pool And Backyard Mak Toronto (Hillcrest Village), ON Living Area: Sqft.	5 Beds, 4 Baths	$1,688,888
89 PICOLA COURT Bright & spacious 4+2 bdrm family size home. 4 bdrms on main level and 2 bdrms in lower basement with separate entrance. Each level has 1 washroom, ideal for large family. Totally renovated from top to bottom, 2 new kitchens with modern cabinets, breakfast island on main, c-stone countertops, new s/ Toronto (Hillcrest Village), ON Living Area: Sqft.	7 Beds, 4 Baths	$1,230,000
14 CHERRYSTONE DRIVE New kitchen and washroom on the first floor. Steps to Duncan Creek Trail and top-rated schools! Bright, cozy, and well-maintained home in the highly sought-after Hillcrest Village neighbourhood. Located within the boundaries of excellent schools, including Cliffwood Public School, Highland Junior Hi Toronto (Hillcrest Village), ON Living Area: Sqft.	5 Beds, 4 Baths	$1,220,000
10 PARKDENE COURT This raised bungalow, upper main level and lower basement , with a 2-car garage, House Features hardwood flooring in the living/dining area, an ensuite master bedroom, and stainless steel appliances. The property includes a 2-bedroom in-law suite with a separate entrance , Beautiful ground floor apa Toronto (L'Amoreaux), ON Living Area: Sqft.	5 Beds, 4 Baths	$1,090,000
182 MCNICOLL AVENUE Highly Demanded location with a premium lot size of 50' X 154' located in Prime North York neighborhood near the high rank schools: A Y Jackson Secondary School (9 - 12); Hillmount Public School (JK - 5); Highland Middle School. Property is functional backsplit style that is perfect for family home Toronto (Hillcrest Village), ON Living Area: Sqft.	5 Beds, 2 Baths	$1,380,000
32 SADDLETREE DRIVE One of the largest living spaces in the area, offering approximately 3, 500 sq. ft. plus a fully finished basement. Located in a highly desirable neighbourhood with top-ranking school districts ------------ Set on a quiet, tree-lined street in the highly sought-after Bayview Woods community, this ex Toronto (Bayview Woods-Steeles), ON Living Area: Sqft.	7 Beds, 4 Baths	$1,790,000
29 THREADNEEDLE CRESCENT Customer-Built Gorgeous Home. Excellent Layout With 10' Celling On Main. Crown Moldings. Wainscotings. Pot Lights. 2 Skylits. Main Flr Office. family Sized Kitchen With Central Island, Granite Counter. Large Breakfast Area W/O To Deck. 2 Gas Fireplaces.Master Br W/Spa Like 6Pc Ensuite, His/Her W/I C Toronto (Hillcrest Village), ON Living Area: Sqft.	6 Beds, 6 Baths	$3,180,000
22 COBBLESTONE DRIVE Original Owner Wycliffe-built family home on a premium 52 x 125 ft lot in the highly sought-after German Mills neighborhood. Surrounded by mature landscaping, perennial gardens, and gorgeous curb appeal with a newer limestone verandah, walkway, and concrete side path and patio, concrete curbs on dri Markham (German Mills), ON Living Area: Sqft.	4 Beds, 3 Baths	$1,688,888
38 APPLEGATE CRESCENT Deep Lot, Backyard Facing Park, Rarely Found in This Highly Demanded Area. Well Maintained Semi With Walking Distance To Top Ranking Schools, Spacious 3 Bedrooms, And 3 Bathrooms. New Powder Room, New Tile Floor In Dining Room, New Painting Through The Whole House, New Entrance Door, New Range Hood, Toronto (Hillcrest Village), ON Living Area: Sqft.	4 Beds, 3 Baths	$999,900
60 HARNWORTH DRIVE Great Opportunity to Own This Well Maintained Family Home Located In Desired Hillcrest Village, $$ Spent on Renovation, Modern Kitchen & Granite Counter Top, Display Cabinet, Lots of Storage, New Harwood Floor and Stairs, Bright & Spacious Family Room With High Ceiling, Walkout To Large Deck And Pri Toronto, ON Living Area: 0 Sqft.	4 Beds, 3 Baths	$999,800
314 CHESTER LE BOULEVARD Welcome to 314 Chester Le Blvd Toronto! Boasting a *complete renovation & Alteration under City permit* from top to bottom, features a second unit, is a rare find with separate living spaces for two families or the potential for rental income. Currently rented out $6000+ for both units. Each uni Toronto E05, ON Living Area: 0 Sqft.	7 Beds, 4 Baths	$1,248,888