Residentiae.
For Sale · Toronto

14294 WINSTON CHURCHILL BOULEVARD

Toronto · L7C3E8

$2,389,000

4Bedrooms
3Bathrooms
8Parking
3,500Sq Ft
2Storeys

About this residence

In the storybook hamlet of Terra Cotta, Caledon, just steps from the Cataract Trailway and Terra Cotta Conservation Area, this exceptional property offers elegance and a deep connection to nature. Nearly 2.5 acres back onto protected conservation land with no rear neighbours - only forest, fresh air, and birdsong. The lot blends cleared lawn and woodland, with sunny spaces for entertaining and shaded spots for quiet reflection. Your fenced backyard oasis is anchored by a heated saltwater pool with a waterfall, an expansive patio for barbecues and lounging, and the ultimate privacy of your own forest. Inside, vaulted ceilings and large windows flood the main living areas with natural light. The formal dining room sits off the foyer behind French doors, while the grand two-storey living room features a two-way wood-burning fireplace shared with the breakfast room. The chefs kitchen boasts top-of-the-line Miele appliances, including an oversized fridge, built-in oven, sleek cooktop, and flush-mount range hood. A spacious sunken family room off the breakfast and kitchen opens to the backyard. The main floor also offers a laundry room with a walkout and a spa-inspired 3-pc bath with heated floors and a glass shower, perfect after a swim. Upstairs, the open loft hallway provides space for an office, hangout space, or reading nook. Four bedrooms include a sprawling primary suite with his-and-hers walk-in closets. The finished basement offers a huge rec/games room plus a bonus room - ideal as a gym, extra bedroom, or office. An insulated double-car garage with epoxy flooring completes this property. From sunrise coffee on the patio to starlit swims beneath the trees, this Terra Cotta retreat is more than a home - its a lifestyle. (id:61366)

Property details

Property type
Single Family
Style
House
Ownership
Freehold
Bedrooms
4 (4 above)
Bathrooms
3 (1 half)
Storeys
2
Living area
3,500–5,000 sq ft
Lot size
232.4 x 416.2 FT
Frontage
232.4 feet
Parking
8 spaces
Fireplace
2
Annual tax
$6,607
MLS®
W12591338
Board
Toronto
Status
Inactive
Listed
Dec 1, 2025
Updated
Dec 18, 2025

Room dimensions

RoomLevelDimensions
FoyerMain level5.67 × 3.41 m
BedroomSecond level4.83 × 2.93 m
Recreational, Games roomBasement9.46 × 8.49 m
Exercise roomBasement7.71 × 4.09 m
Dining roomMain level3.89 × 4.04 m
Living roomMain level3.89 × 4.78 m
KitchenMain level3.67 × 4.6 m
Eating areaMain level3.84 × 3.73 m
Family roomMain level5.82 × 5.82 m
Laundry roomMain level2.53 × 1.68 m
Primary BedroomSecond level6.41 × 5.83 m
BedroomSecond level3.99 × 3.63 m
BedroomSecond level4.67 × 2.87 m

Features & finishes

Appliances

  • Washer
  • Refrigerator
  • Dishwasher
  • Dryer
  • Water softener
  • Oven
  • Microwave
  • Hood Fan
  • Window Coverings
  • Garage door opener
  • Garage door opener remote(s)
  • Central Vacuum
  • Water Heater
  • Water Treatment
  • Cooktop
  • Satellite Dish

Flooring

  • Carpeted
  • Hardwood
  • Tile

Heating

  • Forced air
  • Propane

Cooling

  • Central air conditioning

Basement

  • Full
  • Finished

Exterior

  • Stone
  • Vinyl siding

Foundation

  • Block

Parking

  • Attached Garage
  • Garage

Lot

  • Wooded area
  • Sump Pump
  • Conservation/green belt
  • Backs on greenbelt

Sewer & Utilities

  • Septic System

Pool

  • Salt Water Pool
  • Inground pool

Financing

Mortgage calculator

Estimated monthly payment

$11,173/mo

Amortization

Loan amount

$1,911,200

Down payment

$477,800

Estimate only. Rates and terms vary by lender and qualification.

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Location & area

Toronto

About the area

Census · L7C
33,846
Population
38
Median age
$134,000
Median income
$1,200,000
Median home value
88%
Home ownership
34 min
Avg. commute

Age distribution

0–14
20%
15–24
14%
25–44
27%
45–64
26%
65+
14%

Tenure

88% owners12% renters

Neighbourhood statistics for the property’s forward sortation area. Figures are census-derived estimates.

Powered by Neighbourly.io
Good to know

Frequently asked questions

What is the asking price for 14294 WINSTON CHURCHILL BOULEVARD?

14294 WINSTON CHURCHILL BOULEVARD is listed for $2,389,000, in Toronto.

How many bedrooms and bathrooms does 14294 WINSTON CHURCHILL BOULEVARD have?

It offers 4 bedrooms and 3 bathrooms (including 1 half-bath).

What type of home is 14294 WINSTON CHURCHILL BOULEVARD?

14294 WINSTON CHURCHILL BOULEVARD is a Single Family, House set over 2 storeys.

How large is 14294 WINSTON CHURCHILL BOULEVARD?

The home offers approximately 3,500–5,000 sq ft of living space on a lot measuring 232.4 x 416.2 FT.

What would the monthly mortgage payment be?

With a 20% down payment at a 5.0% interest rate over a 25-year amortization, the estimated monthly payment is about $11,173. Use the mortgage calculator above to model your own scenario.

What are the annual property taxes?

Property taxes are approximately $6,607 per year.

Is there parking?

Yes — 14294 WINSTON CHURCHILL BOULEVARD includes 8 parking spaces.

What is the Toronto area like?

Toronto has a population of about 33,846, a median age of 38, a 88% home-ownership rate, with an average commute of about 34 minutes.

What is the average home value in Toronto?

The median dwelling value in this area is approximately $1,200,000, based on census data via Neighbourly.

What is the median household income in Toronto?

The median household income in this area is approximately $134,000.

Private viewings

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