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18 Chipstead Road

18 Chipstead Road

Toronto C13, ON

  • 5 bed
  • 5 bath
  • approx. 3500-5000 sqft
  • Detached
$4,800,000Price reduced 2%

Welcome to 18 Chipstead Road, an entertainer's dream home, conveniently located in the heart of Denlow near Bayview and 401 with great schools and lots of local shopping nearby. This fully renovated 4200 + square foot home is one of the nicest homes in the area. Interior designers Jeffrey Douglas and Chantal Philippe contributed to the designs and furnishing choices. Landscape architect Wendy Berger and her team contributed to the landscape architecture. From the moment you walk in the front door, you know this home is calming and special. Super spacious, yet oh so warm and cozy. New custom stairs and railings. Massive 2-story upper hallway with 4 oversized skylights. The brand new open concept custom kitchen/family room has tons of natural light and a new linear Regency gas fireplace. The almost 45-foot-long lounge/living/dining room combination is great for entertaining. The powder room is stunning. The pantry/mud room is off the main hall and has plenty of cupboards and counter space. It also has a separate full-size fridge, wine fridge and dishwasher. The pantry connects to the garage which has polyaspartic floors. The primary suite is an open concept retreat with a coffered ceiling and plenty of natural light. The Regency 3-sided gas fireplace enhances the bedroom and the primary lounge area. The primary bath has a 2-person shower and a separate soaking tub, overlooking the primary upper deck that overlooks the pool. The primary custom backlit closet is expansive with 2 skylights. All other bedrooms are king-size rooms with 2 additional en-suites and custom finishes. The basement has an open concept media area with a gas fireplace and room for a card table, pool table, and multiple workout areas. The backyard oasis has dining under the primary upper deck as well as a lounge area off the pool.

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Listing Details

Taxes (2026)
$19,866
Originally Listed
$4,888,000
Listed
June 12, 2026

Price History

Property

Style
2-Storey
Construction
Brick, Stucco (Plaster)
Roof
Asphalt Shingle
Foundation
Poured Concrete
Interior
Auto Garage Door Remote, Built-In Oven, Water Purifier, Garburator, Bar Fridge, ERV/HRV, Water Heater Owned
Lot Size
60 x 120 Feet

Parking

Garage
Attached
Covered Spaces
2
Total Parking
6

Utilities

Sewer
Sewer
Heat Source
Gas

Location & Legal

Cross Street
York Mills / Bayview
Parcel Number
101240061
Possession
Flexible
Occupancy
Owner

Included

Inclusions
2 Jennair fridge/freezers, 1 Jennair oven/microwave combo, 1Elica hood fan, 1 Jennair gas cooktop, 1 Jennair dishwasher, 1 Bosch dishwasher, 1 wine fridge, 2 LG washers, 2 LG dryers, central vac system and equipment, pool winter cover, pool pump, pool filter, pool heater, pool salt water generator, all pool poles / nets, gazebo, 2 garage door openers, all existing ELFs, window coverings, light fixtures, EV charging station, irrigation sprinkler system, landscape lighting, Generac backup generator, fire/burglar alarm systems, 2 furnaces, 2 A/C units, Navien tankless water heater with seperate John Wood holding tank, all furnace room shelving, all built-ins, central water filter system, reverse osmosis system in kitchen.

Schools

Secondary

  • York Mills Collegiate Institute0.3 km

    Public · Toronto DSB · 1295 students

    Grade 10 literacy: 96% met the provincial standard

  • École secondaire Étienne-Brûlé0.4 km

    French public · CS Viamonde · 225 students

    Grade 10 literacy: 98% met the provincial standard

  • Don Mills Collegiate Institute3 km

    Public · Toronto DSB · 795 students

    Grade 10 literacy: 81% met the provincial standard

Elementary

  • École élémentaire Étienne-Brûlé0.4 km

    French public · CS Viamonde · 125 students

  • Denlow Public School0.7 km

    Public · Toronto DSB · 300 students

    Grade 3 reading: 91% met the provincial standard

  • Windfields Middle School0.8 km

    Public · Toronto DSB · 515 students

    Grade 6 math: 80% met the provincial standard

Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.

Community

Postal area M3B

Population
12,880
Private dwellings
5,178
Median age
49.2
Average household size
2.6
Median household income
$121,000

Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.

Local market

Residential Freehold in Toronto C13 · last 12 months

Median sold price
$820,000
Homes sold
643
Median days on market
22
Sale-to-list price
97.9%

Based on 643 recorded sales of residential freehold properties in Toronto C13 over the last 12 months.

Rooms

6-piece on Second, 3-piece on Lower, 2 × 4-piece on Second, 2-piece on Main

Second

  • Bedroom 217'5" x 13'5"
  • Bedroom 317'5" x 13'5"
  • Bedroom 417'5" x 12'2"
  • Primary Bedroom29'2" x 21'

Main

  • Breakfast16'5" x 6'3"
  • Dining Room16'5" x 12'2"
  • Family Room18'4" x 18'4"
  • Kitchen13'1" x 11'2"
  • Living Room28'7" x 12'10"

Listed by

THE OTHER GUYS REALTY CORP.

Walk Score

Walk Score is unavailable for this address right now.

Mortgage Calculator

$960,000

Estimated Monthly Payment

$23,581

Land transfer tax

Estimated land transfer tax$106,475

Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.

Investment Analysis

No recent nearby lease data. Enter a rent to see the numbers.

Mortgage: $23,581/mo (20% down, 5.5%)

Taxes: $1,655/mo · Insurance: $1,200/mo

Estimates only. Consult a financial advisor.

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