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Home · Buy · Toronto C12 · 300 Upper Highland Crescent, Toronto, ON M2P 1V5
300 Upper Highland Crescent, Toronto, ON M2P 1V5
300 Upper Highland Crescent, Toronto, ON M2P 1V5
300 Upper Highland Crescent, Toronto, ON M2P 1V5
300 Upper Highland Crescent, Toronto, ON M2P 1V5
300 Upper Highland Crescent, Toronto, ON M2P 1V5+ 24 photos
For Sale · Detached

300 Upper Highland Crescent, Toronto, ON M2P 1V5

Toronto C12 · St. Andrew-Windfields
2-StoreyFinished, Separate Entrance basementAttached garageSouth exposure
5 + 2
Beds
8
Baths
4
Parking
3500-5000
Sq ft
0-5 yrs
Built
The honest picture
List price
$4,680,000
Renavu Estimate
—
Benchmark · 2-Storey Detached
$3,032,000
Listed 54% above the St. Andrew-Windfields benchmark for 2-storey detached homes (TRREB HPI, June 2026). Estimate for guidance only — not an appraisal.

About this home

Overlooking Tournament 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.

Property details

Listed on
June 19, 2026
Days on market
35 days
Property tax
$25,766.31 (2026)
Lot
75 × 110 Feet
Style
2-Storey
Rooms
15
Heating
Forced Air
Cooling
Central Air
MLS®
C13468722

Full details

Parking
GarageAttached
Total parking4
Parking featuresPrivate

Room dimensions

RoomLevelDimensionsFeatures
Primary BedroomSecond4.78 x 8.005 Pc Ensuite, Walk-In Closet(s), Hardwood Floor
Bedroom 2Second4.10 x 3.90Walk-In Closet(s), Window, 4 Pc Bath
Bedroom 3Second3.53 x 3.90Window, 3 Pc Bath, Walk-In Closet(s)
Bedroom 4Second4.64 x 3.60Hardwood Floor, 4 Pc Bath, Closet
Bedroom 5Second5.00 x 4.033 Pc Bath, Double Closet, Hardwood Floor
Family RoomMain4.70 x 4.60B/I Bookcase, Gas Fireplace, Hardwood Floor
KitchenMain7.10 x 2.58B/I Appliances, Hardwood Floor, Breakfast Area
Dining RoomMain4.40 x 4.20Hardwood Floor, Bay Window, Combined w/Living
Living RoomMain5.20 x 4.00Gas Fireplace, Bay Window, Hardwood Floor
OfficeMain3.60 x 3.43B/I Bookcase, Hardwood Floor, Window
RecreationBasement12.00 x 4.60Heated Floor, Porcelain Floor, B/I Appliances
BedroomBasement3.80 x 4.654 Pc Bath, Closet, Heated Floor

Property & sold history

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Run the numbers

True cost to close
What you actually need in cash — land transfer tax, closing costs, and your down payment.
Purchase price
$
Down payment · 20.0%
$
Down:or type any amount above
Homes over $1.5M require a minimum 20% down payment.
Legal fees
$
Title insurance
$
Home inspection
$
Ontario land transfer tax$103,475
Toronto municipal LTT$127,075
Legal · title · inspection$2,800
Closing costs$233,350
Down payment$936,000
Total cash to close$1,169,350
Estimates only, not legal or tax advice. Ontario LTT rates 2025; City of Toronto MLTT applies inside Toronto (incl. Scarborough, North York, Etobicoke, York, East York). Durham and Markham buyers pay no municipal LTT.
$4,680,000
MLS® C13468722 · Listed by ROYAL ELITE JERRY WEN REALTY INC.
Call The Renavu Team
Shan Perinpanathan
Shan Perinpanathan
Real Estate Broker, ABR, SRS
416.655.4040
Pam Thiyagarajah
Pam Thiyagarajah
Sales Representative
416.436.0546
Ragu Rajaguru
Ragu Rajaguru
Real Estate Broker
416.712.2006
One team. No spam. We reach out once — when you ask.

Listing courtesy of ROYAL ELITE JERRY WEN REALTY INC.. Presented by Royal LePage Ignite Realty, Brokerage. Data provided by TRREB — deemed reliable but not guaranteed; for consumers' personal, non-commercial use. Listing information last updated June 19, 2026.

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