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59 Chipstead Road

59 Chipstead Road

Toronto C13, ON

  • 4 bed
  • 4 bath
  • approx. 3000-3500 sqft
  • Detached
$1,998,000

A Grand Dame Ready for Her Next Chapter. This is an opportunity to apply your personal vision. Sitting tall and proud on a 65' x 120' corner lot, this Tudor-inspired residence with a storybook turret marks the entrance to the sought-after Banbury/Denlow neighbourhood. With over 4,800 sq. ft. of living space, including the lower level, and an arched, stone-framed entry, it is one of only a few homes of its kind in Banbury. A grand marble foyer with a circular staircase sets the tone. The living room has a large picture window, hardwood floors, and a fireplace. The formal dining area has easy access to the large kitchen with built-in appliances, island, tons of storage, and counter space. Both the kitchen and family room open to the sun-filled addition with two walkouts to the garden. Two-piece powder room and a laundry room with direct access to the double garage is an added bonus. Four large bedrooms, including a spacious primary with ensuite and walk-in closet. A dedicated nook is ideal for an office or play area. The lower level offers a large recreation room with built-in bar, a three-piece bathroom, and tons of storage. Potential for a +1. On the market for the first time in over 50 years. Improvements include: Sun-filled main floor addition with two walkouts to garden (1991) New hardwood on the second level (2020) Renovated 5-piece bath with jacuzzi (mid 90's) Windows replaced throughout (dining room excepted) (90's) Waterproofing with new weeping tile (2024) New boiler heating system and tankless water heater (2018) New roof (2011). Amazing family community, known for top-rated private schools (Crescent, Toronto French School, Bayview Glen). Public schools (Denlow, Windfields, York Mills Collegiate). Come see the possibilities this home can offer.

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Listing Details

Taxes (2026)
$11,832
Listed
October 14, 2026

Price History

Property

Style
2-Storey
Construction
Brick
Roof
Shingles
Foundation
Concrete
Interior
Built-In Oven, Countertop Range
Lot Size
65 x 120 Feet

Parking

Garage
Attached
Covered Spaces
2
Total Parking
6

Utilities

Sewer
Sewer
Heat Source
Gas

Location & Legal

Cross Street
York Mills and Leslie
Parcel Number
101240212
Possession
Immediate
Occupancy
Vacant

Included

Inclusions
All electrical light fixtures, all built in appliances, washer & dryer, all window covers.
Exclusions
Dining room chandelier

Schools

Secondary

  • École secondaire Étienne-Brûlé0.2 km

    French public · CS Viamonde · 225 students

    Grade 10 literacy: 98% met the provincial standard

  • York Mills Collegiate Institute0.3 km

    Public · Toronto DSB · 1295 students

    Grade 10 literacy: 96% met the provincial standard

  • George S Henry Academy2.8 km

    Public · Toronto DSB · 520 students

    Grade 10 literacy: 70% met the provincial standard

Elementary

  • École élémentaire Étienne-Brûlé0.2 km

    French public · CS Viamonde · 125 students

  • Windfields Middle School0.5 km

    Public · Toronto DSB · 515 students

    Grade 6 math: 80% met the provincial standard

  • Denlow Public School0.8 km

    Public · Toronto DSB · 300 students

    Grade 3 reading: 91% 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
$792,500
Homes sold
610
Median days on market
24
Sale-to-list price
97.3%

Based on 610 recorded sales of residential freehold properties in Toronto C13 over the last 12 months.

Rooms

2-piece on Flat, 4-piece on Second, 3-piece on Lower, 5-piece on Second

Second

  • Bedroom 212' x 14'9"
  • Bedroom 311'8" x 13'
  • Bedroom 413'2" x 13'
  • Office7'9" x 12'8"
  • Primary Bedroom17'7" x 13'

Main

  • Breakfast11'8" x 26'9"
  • Dining Room12' x 18'3"
  • Family Room17' x 12'
  • Foyer14'6" x 13'2"
  • Kitchen13' x 16'
  • Living Room21' x 13'

Lower

  • Other16'6" x 16'2"
  • Recreation

Listed by

CHESTNUT PARK REAL ESTATE LIMITED

Walk Score

Walk Score is unavailable for this address right now.

Mortgage Calculator

$399,600

Estimated Monthly Payment

$9,816

Land transfer tax

Estimated land transfer tax$36,435

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: $9,816/mo (20% down, 5.5%)

Taxes: $986/mo · Insurance: $500/mo

Estimates only. Consult a financial advisor.

R

Reita | Assistant

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Reita said:

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