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38 Chaplin Crescent

38 Chaplin Crescent

Toronto C03, ON

  • 5 bed
  • 2 bath
  • approx. 2500-3000 sqft
  • Detached
$2,250,000

Step into a magnificent 1920 century home where original architectural splendour will pull at your heart strings. Boasting a gracious setback from the street, this stately residence showcases exceptional period craftsmanship across 2,648 square feet above grade, complemented by 974 square feet of wonderfully finished space in the lower level. Tailored for discerning lovers of period homes with a genuine passion for fine architecture, classic furniture, and art, the character-filled interior is adorned with immaculate original woodwork and leaded/stained glass windows throughout. The main floor foyer opens into an elegant formal living room anchored by a cozy electric fireplace and framed by double bevelled glass French doors. Entertain graciously in the large formal dining room, designed specifically to host and celebrate precious family moments. The light-filled kitchen features brand-new stainless-steel appliances and a bright greenhouse window, while an adjoining breakfast area offers a second greenhouse window and a seamless walk-out to the extra-deep, fully fenced-in back garden surrounded by mature greenery and stone patios. Ascending to the second level, you will be impressed by the scale of the primary bedroom (large enough to easily accommodate a king-sized bed), along with three additional bedrooms and a shared main family bathroom. The third-floor home office (could be a family room) offers pure enchantment, bathed in sunlight and wrapped in continuous open shelves. Adding to its distinct charm, two of the custom bookcases feature concealed secret doors that swing open to reveal hidden access storage space. The lower level exceeds all expectations, providing a quiet library or recreation room, an updated full bathroom, a cozy nanny's room, a large laundry room and utility / storage. Excellent public schools alongside elite private institutions such as Upper Canada College, The Bishop Strachan School, and The York School. Steps to Davisville TTC.

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Listing Details

Taxes (2026)
$11,916
Listed
October 28, 2026

Price History

Listing history

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Property

Style
2 1/2 Storey
Age
100+
Construction
Brick
Roof
Asphalt Shingle
Foundation
Unknown
Interior
Built-In Oven
Lot Size
40 x 140 Feet

Parking

Garage
Detached
Covered Spaces
2
Total Parking
5

Utilities

Sewer
Sewer
Heat Source
Gas

Location & Legal

Cross Street
Yonge / Davisville
Parcel Number
211820122
Possession
Flexible
Occupancy
Owner

Included

Inclusions
See Schedule B
Exclusions
See Schedule B
Rental Items
Hot water tank

Schools

Elementary

  • Spectrum Alternative Senior School0.3 km

    Public · Toronto DSB · 55 students

  • Davisville Junior Public School0.4 km

    Public · Toronto DSB · 590 students

    Grade 3 reading: 84% met the provincial standard · Grade 6 math: 92% met the provincial standard

  • Oriole Park Junior Public School1 km

    Public · Toronto DSB · 220 students

    Grade 3 reading: 100% met the provincial standard

Secondary

  • North Toronto Collegiate Institute1.3 km

    Public · Toronto DSB · 1220 students

    Grade 10 literacy: 95% met the provincial standard

  • Marshall McLuhan Catholic Secondary School1.4 km

    Catholic · Toronto CDSB · 1050 students

    Grade 10 literacy: 89% met the provincial standard

  • Northern Secondary School1.5 km

    Public · Toronto DSB · 2075 students

    Grade 10 literacy: 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 M5P

Population
19,791
Private dwellings
10,417
Median age
43.2
Average household size
2.1
Median household income
$99,000

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 C03 · last 12 months

Median sold price
$1,300,000
Homes sold
496
Median days on market
18
Sale-to-list price
97.8%

Based on 496 recorded sales of residential freehold properties in Toronto C03 over the last 12 months.

Rooms

4-piece on Second, 3-piece on Lower

Third

  • Office20'1" x 14'1"

Second

  • Bathroom
  • Bedroom 213'3" x 9'9"
  • Bedroom 312'1" x 11'4"
  • Bedroom 411'8" x 8'2"
  • Primary Bedroom17'8" x 12'9"

Main

  • Breakfast12'5" x 7'5"
  • Dining Room16'1" x 14'1"
  • Foyer15'11" x 9'5"
  • Kitchen12'8" x 11'8"
  • Living Room20'6" x 15'6"
  • Mud Room5'7" x 5'

Lower

  • Bathroom
  • Laundry9'8" x 7'9"
  • Other10'10" x 9'6"
  • Recreation20'4" x 13'6"

Listed by

SOTHEBY'S INTERNATIONAL REALTY CANADA

Walk Score

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Mortgage Calculator

$450,000

Estimated Monthly Payment

$11,054

Land transfer tax

Estimated land transfer tax$42,725

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: $11,054/mo (20% down, 5.5%)

Taxes: $993/mo · Insurance: $563/mo

Estimates only. Consult a financial advisor.

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