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Caledon, King, Toronto, New Tecumseth & Orangeville(437) 228-3434
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MLS® W14105554For SaleDetached

114 Kennedy Rd

Cheltenham, Caledon, Ontario L7C 2A7

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114 Kennedy Rd, Caledon, photo 1
Asking$899,995
Bedrooms
3
Bathrooms
2
Size
1,100–1,500sq ft
Per sq ft
$692at the range’s middle
Lot
86.89 x 424.79 ft
Tax a year
$5,9422026 tax year
Built
51-99
Parking
41 detached
Days on market
Members

The brief

About 114 Kennedy Rd

114 Kennedy Rd is a 3-bedroom, 2-bathroom detached house in Cheltenham, Caledon, listed for sale at an asking price of $899,995 (MLS® W14105554).

OPEN HOUSE SATURDAY OCTOBER 31 1-3PM Now offered well below original purchase price with additional negotiable bonus incentive!!! This beautifully maintained bungalow offering the perfect blend of comfort, convenience, and exceptional outdoor living. Designed for effortless single-level living, this home features 3 bedrooms, 2 bathrooms, and multiple walkouts that create a seamless connection between the interior and the stunning surrounding landscape. Expansive windows fill the home with natural light while showcasing picturesque views of the beautifully landscaped grounds. The delightful kitchen is sure to impress with high-end appliances, granite countertops, and quality finishes. The inviting great room features hardwood flooring, a cozy gas fireplace, and walkouts at both ends, making it ideal for entertaining or simply enjoying the tranquil setting. The spacious primary suite includes a walkout to the deck, custom closet organizers, and built-in shelving. A finished laundry room adds everyday convenience. Step outside to your own private retreat, complete with extensive multi-level decking, lush perennial gardens, a peaceful stream, and mature trees. Unwind in the hot tub, indulge your green thumb, or enjoy hobbies in the detached heated garage with loft. A combination garden shed with dedicated kayak and bike storage provides additional functionality .Notable updates include a commercial-grade steel roof, a new furnace (2025), Garage roof 2026 and an automatic standby generator for added peace of mind. Offering refined interior finishes and spectacular outdoor spaces, this exceptional property is ideal for those looking to downsize without sacrificing quality, privacy, or lifestyle.

Insights

  • Condition Score

    Good

    6 condition-related facts documented

    Source: Listing age, structured features and disclosed update language; not an inspection.

  • Cashflow Quality

    Shortfall

    −$1,751/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Source: Median of 12 detached homes with 3 bedrooms for lease in Caledon right now. Cost of owning counts the mortgage and property tax.

Condition uses listing-record signals, not an inspection.

The home

Key facts

Tax
$5,942 / 2026
MLS® number
W14105554
Board
TRREB MLS®
Property Type
Detached
Building Age
51-99
Days on market
Size
1100-1500 sqft
Lot Size
86.89 x 424.79 ft
Listed on
Parking
1 Detached, 4 Parking
Listing brokerage: Royal LePage RCR RealtyData source: TRREB MLS®Information deemed reliable but not guaranteed. Contained information is subject to errors, omissions, and changes without notice. Information should be independently verified.

Property details

Property

Property Type
Detached
Style
Bungalow
Community
Cheltenham
Municipality
Caledon

Building

Size
1100-1500 sqft
Building Age
51-99
Construction
Board & Batten

Inside

Bedrooms
3
Bathrooms
2
Bathroom Details
1 × 5pc Main, 1 × 3pc Main
Basement Type
Crawl Space
Kitchens
1

Parking

Driveway
Rt-Of-Way
Garage Type
Detached
Garage
1
Additional Parking
3
Total Parking
4

Utilities

Water
Well
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Septic
Frontage
86.89 ft
Depth
424.79 ft
Lot Size
86.89 x 424.79 ft

Additional

Foundation
Concrete Block
Roof
Metal
Fireplace
Yes
Pool
None
Den
No
Family room
No
Extras
Sub-Zero fridge, Gas stove, dishwasher, washer & dryer, generator, Hot Tub, solar light at gate, wicker patio furniture on upper deck, 2 large planters at front door, Planters along driveway, freestanding black cabinet in garage, free standing wood shelf in garage.

Rooms

RoomSizeFeaturesLevel
Foyer8.37 × 6.36 mCeramic Floor, ClosetMain
Great Rm23.36 × 12.99 mhardwood floor, Walk-Out, Gas FireplaceMain
Kitchen10.14 × 10.76 mhardwood floor, Walk-Out, Granite CounterMain
Primary10.79 × 13.88 m5 Pc Ensuite, hardwood floor, Walk-OutMain
2nd Br9.28 × 11.68 mhardwood floor, Double ClosetMain
3rd Br10.3 × 11.91 mHardwood FloorMain
Laundry7.22 × 7.22 m—Main

Listing history

Buy/sell history for 114 Kennedy Rd, Caledon, Ontario

Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.

Date StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$899,995N/AFor SaleW14105554

Members see the full history. Prices are hidden from signed-out visitors.

The numbers

Mortgage Calculator

Plan with the current asking price

20% · $179,999

CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.

Mortgage Details

4.8% · 5-year term · 25-year amortization · 20% down

Total down payment
$179,999
Total mortgage amount
$719,996
Total interest payment
$511,804
Total purchase cost
$1,411,799
Mortgage payment
$4,106/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

54%

Monthly carrying cost

$4,601
−$1,751per month
  • Rent $2,850
  • Shortfall $1,751

Rental income opens at $2,850, the median asking rent of 12 comparable homes for lease in Caledon. Type over it with the rent you expect. This is a planning tool, not advice.

Land transfer tax on this home

Ontario land transfer tax
$14,475
Total land transfer tax
$14,475
First-time buyer rebates (Ontario up to $4,000)
−$4,000
Total for first-time buyers
$10,475
See how this is worked out
0.5% on the first $55,000
$275
1.0% from $55,000 to $250,000
$1,950
1.5% from $250,000 to $400,000
$2,250
2.0% from $400,000 to $899,995
$10,000
Ontario total
$14,475

An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.

Estimate

Estimated value requires sign in

Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.

The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Kassaundra Dobson, Broker of Record for a full comparative market analysis.

Comparable sales

Comparable sales require sign in

Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.

The land

Lot

Lot area
36,910 sq ft3,429 m²
Street frontage
86.89 ft26.5 m
Depth
424.79 ft129.5 m
86.89 × 424.79 ftKENNEDY RD

The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.

Source: the MLS® listing record, measured by MPAC.

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

16 records · 12 on fileRead 2026-10-30
250 m500 m1 km2 kmBeyond · area-wideInside Credit Valley Conservation’s mapped regulated areaNo mapped wetland within 120 m25 water-supply wells recorded within 250 mGroundwater recorded about 5.4 m below ground nearbyBedrock about 7.6 m down nearbyInside the Greenbelt (Niagara Escarpment Plan) and the Niagara Escarpment plan area (Escarpment Rural Area)Nearest airport: 3.4 kmNearest rail line: 510 mA trail on the Ontario trail network within 1 km1 licensed pit or quarry within 2 kmNo recorded oil, gas or salt well within 250 mNo facility within 1 km reports pollutant releases to Environment CanadaNo federal contaminated site within 1 kmElectricity is distributed here by Hydro One Networks Inc.Wired internet 50/10 Mbps or faster is listed at a household 40 m awayAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record Checked, none on record

Water and conservation5

  • Inside Credit Valley Conservation’s mapped regulated areaWork on the property, such as an addition or grading, may need a permit from Credit Valley Conservation. It does not mean the house floods.At the address
  • No mapped wetland within 120 m120 m
  • 25 water-supply wells recorded within 250 mAll were drilled for domestic use. From Ontario’s well records; locations can be approximate. The records do not show how this home gets its water. Wells nearby typically go down about 19.8 m.250 m
  • Groundwater recorded about 5.4 m below ground nearbyThe middle water level in the well records within 500 m (71 records). It changes with the season and from spot to spot.500 m
  • Bedrock about 7.6 m down nearbyThe middle depth to bedrock in the well records within 500 m.500 m

Credit Valley Conservation · Province of Ontario open data

Planning and building activity2

  • Inside the Greenbelt (Niagara Escarpment Plan) and the Niagara Escarpment plan area (Escarpment Rural Area)These provincial plans set policies on new buildings, new lots and some changes to the land; the municipality can say which apply to this property.At the address
  • Nearest airport: 3.4 km3.4 km

Province of Ontario open data

Around the home2

  • Nearest rail line: 510 m510 m
  • A trail on the Ontario trail network within 1 km1 km

Province of Ontario open data

Environmental records4

  • 1 licensed pit or quarry within 2 kmThe nearest is 870 m away, as mapped.2 km
  • No recorded oil, gas or salt well within 250 m250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaOnly facilities above the inventory’s reporting thresholds are listed.1 km
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km

Province of Ontario open data · Government of Canada open data

Power and internet3

  • Electricity is distributed here by Hydro One Networks Inc.At the address
  • Wired internet 50/10 Mbps or faster is listed at a household 40 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (40 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.40 m
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Bell, NFTC. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, Rogers, Routcom, SkyChoice Communications, Standard Broadband, Vianet. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide

Ontario Energy Board · Innovation, Science and Economic Development Canada

Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Credit Valley Conservationor the record’s publisher.

Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information made available under Credit Valley Conservation Open Data Licence v1.0.

The market

Detached homes for sale in Cheltenham right now

For sale now
5
Median asking price
$2.5M

Middle half: $900K to $2.9M

New in 7 days
0

1 in 28 days

Price cuts
0%

0 listings

This home is asking 64% below the median.

See all homes in Cheltenham

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Market area · filters apply to the charts below

The street

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
Herb Campbell Public SchoolPeel DSBPublic · grades JK–8 · French Immersion5.7 km79%Grade 6 average
Tony Pontes (Elementary)Peel DSBPublic · grades JK–87.1 km72%Grade 6 average
St. Evan Catholic Elementary SchoolDufferin-Peel CDSBCatholic · grades JK–88.5 km68%Grade 6 average
ÉÉC Saint-Jean-BoscoConseil scolaire catholique MonAvenirFrench-language Catholic · grades JK–68.8 km72%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Parkholme Secondary SchoolPeel DSBPublic · grades 9–1211 km—
Fletcher's Meadow Secondary SchoolPeel DSBPublic · grades 9–1211 km40%Grade 9 math
St Edmund Campion Secondary SchoolDufferin-Peel CDSBCatholic · grades 9–1211 km70%Grade 9 math
Erin District High SchoolUpper Grand DSBPublic · grades 9–12 · French Immersion12 km61%Grade 9 math

EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.

The verdict

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Sold prices in Cheltenham are shown to signed-in members.

Email Kassaundra Dobson, Broker of Record