300 Upper Highland Crescent, Toronto, ON

Toronto, North York, St. Andrew-Windfields Hood
Yonge/York Mills
5+2 Br | 8 Bath | 3500-5000 Sqft
$4,780,000 For Sale

Property Overview

  • Detached — 2-Storey
  • SqFt: | 3500-5000 Sqft
  • Lot Size: 75.00 x 110.00 Feet
  • Age: 0-5 Years
  • Basement: Finished, Separate Entrance
  • Exterior: Brick, Stone
  • Taxes: 25,322 / 2025
  • Zoning: n/a
  • MLS #: C13050454
  • Sewer: Sewer
  • Heat Source: Gas , Forced Air

Property Description

ament Park, offering privacy, space, and an abundance of natural light throughout. 4,645 sq ft above grade plus ~2,000 sq ft of professionally finished basement, this residence showcases refined craftsmanship and a thoughtfully designed layout ideal for both family living and elegant entertaining. The main level features 10' ceilings, a grand open-concept layout with formal living and dining rooms, a private home office, and a stunning gourmet chef's kitchen seamlessly connected to a sun-filled family room.

A well-appointed mudroom and powder room complete the space. Upstairs offers 9' ceilings and 5 spacious bedrooms, each with access to beautifully designed bathrooms, delivering both comfort and privacy. The bright 9' basement is an entertainer's retreat, featuring a second kitchen/bar, expansive recreation space, 2 bedroom and a sauna, perfect for relaxation and hosting.

Step outside to a professionally upgraded backyard, where hundreds of thousands have been invested to create a private outdoor oasis. Minutes to Rosedale Golf Club, Don Valley Golf Course, and the prestigious Granite Club, Convenient access to major routes, shopping, and amenities. Top-Ranked Schools: Owen Public School, St. Andrew's Middle School, York Mills Collegiate Institute.

Nearby Private Schools: Crescent School - One of Toronto's top all-boys private schools (Grades 3-12), Toronto French School (TFS) - Leading bilingual IB school (Pre-K to Grade 12), The York School- Renowned IB private school with strong academic reputation, Bayview Glen School - Prestigious co-ed private school (JK-Grade 12), A rare opportunity to own a luxury custom home on an oversized lot in one of Toronto's most prestigious communities. Perfect for discerning buyers seeking space, quality, and top-tier education.

fridge, stove, washer, dryers, dishwasher, existing electrical light features, existing window coverings.

Property Details

  • For: For Sale
  • Type: Detached
  • Style: 2-Storey
  • Lot: 75.00 x 110.00 Feet
  • Region: Toronto
  • Hood: St. Andrew-Windfields
  • Zoning: n/a
  • Lot Features: Irregular Lot
  • Lot Irreg: Corner Lot
  • Fronting On: South

Building Details

  • Age: 0-5 Years
  • Exterior: Brick, Stone
  • Heat: Gas , Forced Air
  • A/C: Central Air
  • Interior Features: Ventilation System
  • Pool: None
  • Sewer: Sewer
  • Garage: Attached
  • Total Parking: 4.00
  • Driveway: Private

Property Interior

  • Sqft: 3500-5000 Sqft
  • Bed: 5 +2
  • Bath: 8
  • Kitchen: 1 +1
  • Family Room: No
  • Basement: Finished, Separate Entrance
Rooms Details

Primary Bedroom

Second Level

4.78 x 8

5 Pc Ensuite, Walk-In Closet(s), Hardwood Floor

Bedroom 2

Second Level

4.1 x 3.9

Walk-In Closet(s), Window, 4 Pc Bath

Bedroom 3

Second Level

3.53 x 3.9

Window, 3 Pc Bath, Walk-In Closet(s)

Bedroom 4

Second Level

4.64 x 3.6

Hardwood Floor, 4 Pc Bath, Closet

Bedroom 5

Second Level

5 x 4.03

3 Pc Bath, Double Closet, Hardwood Floor

Family Room

Main Level

4.7 x 4.6

B/I Bookcase, Gas Fireplace, Hardwood Floor

Kitchen

Main Level

7.1 x 2.58

B/I Appliances, Hardwood Floor, Breakfast Area

Dining Room

Main Level

4.4 x 4.2

Hardwood Floor, Bay Window, Combined w/Living

Living Room

Main Level

5.2 x 4

Gas Fireplace, Bay Window, Hardwood Floor

Office

Main Level

3.6 x 3.43

B/I Bookcase, Hardwood Floor, Window

Recreation

Basement Level

12 x 4.6

Heated Floor, Porcelain Floor, B/I Appliances

Bedroom

Basement Level

3.8 x 4.65

4 Pc Bath, Closet, Heated Floor

Property Listed by: ROYAL ELITE JERRY WEN REALTY INC.
Virtual Tour: n/a

Home Valuation Estimate

What is 300 Upper Highland Crescent, Toronto, ON worth in today’s St. Andrew-Windfields, North York market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 5-bedroom Detached with 3500-5000 sq. ft. in St. Andrew-Windfields, North York. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

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Location

  • Address: 300 Upper Highland Crescent
  • Neighborhood: St. Andrew-Windfields
  • Zip/Postal Code: M2P 1V5
  • Nearby Amenities: Park
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About 300 Upper Highland Crescent, Toronto C12, ON M2P 1V5, North York

Located at 300 Upper Highland Crescent, Toronto, ON in North York (St. Andrew-Windfields neighbourhood), near Yonge/York Mills. This freehold home offers Detached, ["2-Storey"], 5 bedrooms, 8 bathrooms, 15 total rooms and 3500-5000 sq.ft. (approx.) in a layout suited to everyday family living. Basement: Finished, Separate Entrance • 4 parking spots • Garage: Attached • Heating: Gas Forced Air • Cooling: Central Air. Property taxes are approximately $25,322 for 2025. ament Park, offering privacy, space, and an abundance of natural light throughout. 4,645 sq ft above grade plus ~2,000 sq ft of professionally finished basement, this residence showcases refined craftsmanship and a thoughtfully designed layout ideal for both family living and elegant entertaining. The main level features 10' ceilings, a grand open-concept layout with formal living and dining rooms, a private home office, and a stunning gourmet chef's kitchen seamlessly connected to a sun-filled family room. A well-appointed mudroom and powder room complete the space. Upstairs offers 9' ceilings and 5 spacious bedrooms, each with access to beautifully designed bathrooms, delivering both comfort and pr.

FAQs for 300 Upper Highland Crescent, Toronto, ON , St. Andrew-Windfields , North York

What are the listing details for 300 Upper Highland Crescent, Toronto, ON?
300 Upper Highland Crescent, Toronto, ON is a Detached for sale in North York, in the St. Andrew-Windfields neighbourhood, Toronto. The current list price is $4,780,000. MLS number: C13050454.
How many bedrooms and bathrooms does this home have?
300 Upper Highland Crescent, Toronto, ON is listed as a Detached with a ["2-Storey"] style, featuring 5+2 bedroom(s) and 8 bathroom(s). The listed interior size range is 3500-5000 sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 75.00 x 110.00 Feet. The basement is listed as: Finished, Separate Entrance. Garage type: Attached. Total parking: 4 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Gas, Forced Air. Cooling is listed as: Central Air. Exterior/construction materials are listed as: Brick, Stone.
Where is this property located?
300 Upper Highland Crescent, Toronto, ON is located in the St. Andrew-Windfields neighbourhood of North York. The listed cross street is Yonge/York Mills.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $25,322 / 2025. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.