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20040 Kennedy Road

20040 Kennedy Road

Caledon, ON

  • 7 bed
  • 4 bath
  • approx. 3500-5000 sqft
  • Detached
  • 50 days on market
$1,799,999

Rare 10 acre estate minutes to Orangeville! Custom Built Home offering 4,100 sq ft above grade andover 6,400 sq ft total living space with 6+ bedrooms, 4 bathrooms, including 2 bedrooms on the main level with their own separate entrance, a full bathroom, and a kitchen offering rental potential,and multi-generational potential. Features include a finished basement with separate entrance, 30x40ft steel workshop with office, C-can with electricity, wood shed, private trails, creek, screened sunroom, theatre room, and oversized garages. Basement layout offers potential to be converted into up to 4 additional bedrooms for rental income, making this a unique opportunity to live, work and unwind in a private country setting.

Listing Details

Taxes (2025)
$12,272
Listed
July 19, 2026

Price History

Listing history

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Property

Style
2-Storey
Construction
Brick
Roof
Asphalt Shingle
Foundation
Concrete
Interior
None
Lot Size
500.49 x 877.79 Feet

Parking

Garage
Attached
Covered Spaces
4
Total Parking
24

Utilities

Sewer
Septic
Heat Source
Propane

Location & Legal

Cross Street
Charleston Sdrd/Kennedy Rd
Parcel Number
142820034
Possession
Flexible
Occupancy
Owner

Schools

Elementary

  • ÉÉC Saint-Jean-Bosco0.6 km

    French Catholic · CS catholique MonAvenir · 190 students

    Grade 3 reading: 75% met the provincial standard · Grade 6 math: 60% met the provincial standard

  • St Rita Elementary School1.1 km

    Catholic · Dufferin-Peel CDSB · 395 students

    Grade 3 reading: 56% met the provincial standard · Grade 6 math: 45% met the provincial standard

  • SouthFields Village (Elementary)1.3 km

    Public · Peel DSB · 1045 students

    Grade 3 reading: 61% met the provincial standard · Grade 6 math: 43% met the provincial standard

Secondary

  • St Marguerite d'Youville Secondary School3.4 km

    Catholic · Dufferin-Peel CDSB · 1160 students

    Grade 10 literacy: 90% met the provincial standard

  • Harold M. Brathwaite Secondary School3.8 km

    Public · Peel DSB · 1745 students

    Grade 10 literacy: 93% met the provincial standard

  • Heart Lake Secondary School3.9 km

    Public · Peel DSB · 1185 students

    Grade 10 literacy: 83% 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 L7K

Population
8,486
Private dwellings
3,164
Median age
48.4
Average household size
2.9
Median household income
$134,000

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 Caledon · last 12 months

Median sold price
$1,050,000
Homes sold
755
Median days on market
26
Sale-to-list price
96.4%

Based on 755 recorded sales of residential freehold properties in Caledon over the last 12 months.

Rooms

2-piece on Main, 4-piece on Main, 4-piece on Second, 4-piece on Second

Second

  • Bedroom14'6" x 10'8"
  • Bedroom10'6" x 8'6"
  • Office10'6" x 8'6"
  • Primary Bedroom20' x 12'6"

Main

  • Bedroom13'6" x 9'9"
  • Bedroom13'6" x 7'6"
  • Breakfast16'4" x 7'6"
  • Dining Room15'9" x 12'
  • Family Room23'10" x 14'9"
  • Kitchen13'10" x 11'9"
  • Kitchen10'2" x 11'2"
  • Living Room13'11" x 13'5"

Listed by

RE/MAX REALTY SERVICES INC.

Walk Score

Walk Score is unavailable for this address right now.

Mortgage Calculator

$360,000

Estimated Monthly Payment

$8,843

Land transfer tax

Estimated land transfer tax$32,475

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: $8,843/mo (20% down, 5.5%)

Taxes: $1,023/mo · Insurance: $450/mo

Estimates only. Consult a financial advisor.

R

Reita | Assistant

Online

Reita said:

Reita is an automated assistant, not a licensed real estate agent. This listing mentions Features include a finished basement with separate entrance, 30x40ft steel workshop with office, C-can with electricity, wood shed, private trails, creek, screened sunroom, theatre room, and oversized garages.. I can help you explore neighbourhoods, understand the market, and find our free tools. What are you looking for?

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