
444 Highcliffe Drive
Vaughan (Uplands), ON L4J 7M7
- 4+1Bedrooms
- 5Bathrooms
- 2Garage
- 3000–3500Sq Ft
- $8,807Tax
- 45×100 ftLot Size
- Estimated Value:$1,825,000See Free Estimate Report

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Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 444 Highcliffe Drive, Vaughan, Uplands
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| 2025-09-09 | 2025-10-17 | Login to See Prices | Sold | n12390926 |
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*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.
About 444 Highcliffe Drive, Vaughan, Uplands
Stunning Family Home in a Prime Location! Welcome to this exquisite 3,300 sq. ft. residence that combines elegance, comfort, and functionality in one of the most sought-after neighborhoods. With its beautiful street presence, stone walkway, and inviting sitting area, this home makes a striking first impression.Step inside to find soaring 9-foot ceilings on the main floor, crown moldings throughout the living, dining, hallway, and family rooms, and a bright open layout enhanced by a skylight. The chefs kitchen is a true highlight, featuring upgraded maple glazed cabinetry, a large granite island, Wolf gas range, Sub-Zero refrigerator, and a seamless flow to the spacious deck perfect for entertaining.The spiral staircase leads to a luxurious master suite with a spa-inspired ensuite boastingJerusalem stone finishes and a Jacuzzi bathtub. Upstairs also offers a charming balcony off the blue bedroom, ideal for a cozy reading nook.The finished basement provides incredible versatility, complete with a nanny/in-law suite, additional washroom, and separate living space.Additional features include:New roof (2016)Hot water tank (2017, purchased)New eavestroughs (2020)New air conditioner (2022). Located near synagogues, top-rated schools, and excellent transportation, this home offers the perfect blend of luxury and convenience for a growing family.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $8,807
- Land Transfer Tax Fee
- $32,473
- Basement Type
- Finished
Interior Features
- Laundry Level
- Upper Level
- Interior Extras
- Auto Garage Door Remote, In-Law Capability
- Security Features
- Alarm System, Monitored
- Fireplace/Stove
- Yes
- Fireplace Features
- Natural Gas
- Elevator
- No
Exterior Features
- Pool
- None
- Property Features
- School, Place Of Worship, Public Transit
Building
- Building Type
- Detached
- Building Style
- 2-Storey
Construction
- Exterior Finish
- Brick
- Roof
- Shingles
- Foundation Details
- Poured Concrete
- Special Designation
- Unknown
Lot
- Lot Front
- 44.58 ft
- Lot Depth
- 100.42 ft
- Lot Size
- 44.58 x 100.42 Feet
- Lot Size Code
- 44.58 x 100.42 Feet
Exclusions
- Exclusions
- Exclusions: chandeliers in Kitchen, powder room, master bedroom, and blue bedroom.
Parking & Garages
- Garage Type
- Built-In
- Garage Spaces
- 2
- Parking Spaces
- 3
- Total Garage And Parking Spaces
- 5
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Natural Gas
- Yes
- Hydro
- Yes
- Cable
- Yes
- Telephone
- Yes
- Bedrooms
- 4 + 1
- Washrooms
- 5
- Kitchens
- 1
- Family / bonus room
- Yes
Room sizes
- Office3.19 x 2.79Main level, Hardwood Floor
- Primary Bedroom5.12 x 4.09Second level, 4 Pc Ensuite, Broadloom, Walk-In Closet(s)
- Bedroom 24.98 x 4.31Second level, Broadloom, Closet, 4 Pc Bath
- Bedroom 33.90 x 3.32Second level, Broadloom, Closet, 4 Pc Bath
- Bedroom 45.36 x 3.35Second level, Broadloom, Closet
- Recreation10.31 x 4.37Basement level, Broadloom, Pot Lights
- Bedroom 55.10 x 5.00Basement level, Broadloom, Double Closet
- Living Room4.72 x 3.26Main level, Combined w/Dining, Hardwood Floor, Crown Moulding
- Dining Room4.63 x 3.58Main level, Combined w/Living, Hardwood Floor, Crown Moulding
- Kitchen5.71 x 4.11Main level, Ceramic Floor, Centre Island, Granite Counters
- Family Room4.56 x 4.48Main level, Hardwood Floor, Gas Fireplace, Crown Moulding
Washrooms
- 2-piece, Main
- 4-piece, Second
- 4-piece, Basement
- Area
- Vaughan
- Municipality
- Vaughan
- Neighbourhood
- Uplands
- Main cross streets
- Bathurst, Flamingo, Highcliffe
- Directions
- Bathurst, Flamingo, Highcliffe
- MLS® number
- N12390926
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2025-10-17
- Listed on
- 2025-09-09
- Days on market
- 38 days
- Possession type
- Other
- Co-op commission
- 2.5% + HST
- Seller
- Listed by
- eXp Realty
Home Market Value
Current home valuation for 444 Highcliffe Drive, Vaughan, Uplands, Vaughan, ON. Listed for $1,799,900
HOMEH Estimate
$1,825,000
Estimated Sales Range
$1,441,750 - $2,208,250
HOMEH Estimate for 444 Highcliffe Drive, Vaughan, Uplands
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
20% required for homes $1.5M or more
$359,980
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $0 | $0 | $0 | $0 |
=Total mortgage | $1,439,920 | $1,349,925 | $1,259,930 | $1,169,935 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $7,030monthly | $6,591monthly | $6,152monthly | $5,712monthly |
Land Transfer Tax
$32,473
$32,473
Around this home
Data provided by OpenStreetMap & Fraser Institute School Rankings
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