Detached House for sale at 14294 Winston Churchill Boulevard, Caledon, Ontario, L7C 3E8 - Rural Caledon - MLS: W12591338

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14294 Winston Churchill Boulevard

Caledon, Ontario, L7C 3E8 - Rural Caledon

$2,389,000

Virtual Tour

Neighbourhood

Rural Caledon
Major Intersection

Winston Churchill Boulevard / King Street

Listed Since: 148 day(s)
Last update: today

Virtual Tour

Overview

Property Type

Detached, 2-Storey
Bedrooms

4
Bathrooms

3
Basement

Finished + Full
Kitchen

1
Total Parking

8 (2 Attached Garage)
Lot Size

232.35x416.18 (Feet)
Taxes

$6,607.30 (2024)
Type

Freehold

Property Description

Property description for 14294 Winston Churchill Boulevard, Caledon

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.

Listed by Coldwell Banker Elevate Realty

Property details

MLS #

W12591338
Sq. Ft

3500-5000
Sq. Ft. Source

MLS
Lot Irregularities

n/a
Year Built

31-50
Pool

Inground, Salt
Drive

Pvt Double
Garage

Attached, 2 spaces
Total Parking

8
Family Room

Y
Den

Y
Exterior

Stone
Fireplace

Y
Roof

Shingles
Foundation

Concrete Block
Elevator

n/a
Water View

n/a
Laundry Level

Main
Heat

Forced Air
A/C

Central Air
Water

Well
Water Supply

n/a
Sewers

Septic
Central Vac

Y

MLS #

W12591338
Sq. Ft

3500-5000
Sq. Ft. Source

MLS
Lot Irregularities

n/a
Year Built

31-50
Pool

Inground, Salt
Drive

Pvt Double
Garage

Attached, 2 spaces
Total Parking

8
Family Room

Y
Den

Y
Exterior

Stone
Fireplace

Y
Roof

Shingles
Foundation

Concrete Block
Elevator

n/a
Water View

n/a
Laundry Level

Main
Heat

Forced Air
A/C

Central Air
Water

Well
Water Supply

n/a
Sewers

Septic
Central Vac

Y

Foyer

5.67 x 3.41 ft Main level

hardwood floor, Double Closet, Vaulted Ceiling
Dining

3.89 x 4.04 ft Main level

hardwood floor, French Doors, Crown Moulding
Living

3.89 x 4.78 ft Main level

hardwood floor, 2 Way Fireplace, Vaulted Ceiling
Kitchen

3.67 x 4.6 ft Main level

hardwood floor, Quartz Counter, Centre Island
Breakfast

3.84 x 3.73 ft Main level

hardwood floor, 2 Way Fireplace, Large Window
Family

5.82 x 5.82 ft Main level

Broadloom, Sunken Room, W/O To Pool
Laundry

2.53 x 1.68 ft Main level

Tile Floor, W/O To Yard, Laundry Sink
Primary

6.41 x 5.83 ft 2nd level

Broadloom, Sunken Room, His/Hers Closets
Br

3.99 x 3.63 ft 2nd level

Broadloom, Closet, Window
Br

4.67 x 2.87 ft 2nd level

Broadloom, Closet, Window
Br

4.83 x 2.93 ft 2nd level

Broadloom, Closet, Window
Rec

9.46 x 8.49 ft Bsmt level

Broadloom, Fireplace, Above Grade Window
Exercise

7.71 x 4.09 ft Bsmt level

Broadloom, Above Grade Window, Recessed Lights

Contact Manoj Kukreja

Sales Representative,
Century 21 People’s Choice Realty Inc.,
Brokerage
(647) 576 - 2100

Property History

Property history for 14294 Winston Churchill Boulevard, Caledon

This property has been sold 1 time before. Create your free account to explore sold prices, detailed property history, and more insider data.

Local Real Estate Price Trends for Detached in Rural Caledon

Active listings

163

Average Selling Price of a Detached

March 2026

$1,351,680

Last 3 Months

$1,465,851

Last 12 Months

$1,476,957

March 2025

$1,558,427

Last 3 Months LY

$1,631,182

Last 12 Months LY

$1,645,094

Change

-13%

Change

-10%

Change

-10%

Historical Average Selling Price of a Detached in Rural Caledon

Average Selling Price

3 years ago

$1,720,224

Average Selling Price

5 years ago

$1,804,655

Average Selling Price

10 years ago

$782,367

Change

-21%

Change

-25%

Change

73%

Number of Detached Sold

March 2026

Last 3 Months

Last 12 Months

March 2025

Last 3 Months LY

Last 12 Months LY

Change

-32%

Change

-24%

Change

-23%

How many days Detached takes to sell (DOM)

March 2026

Last 3 Months

Last 12 Months

March 2025

Last 3 Months LY

Last 12 Months LY

Change

97%

Change

55%

Change

17%

Average Selling price

Inventory Graph

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Purchase Price

First time home buyer

Down Payment($)

Down Payment(%)*

Additional information

Provincial Land Transfer Tax

Ontario Land Transfer Tax Rebate

Toronto Land Transfer Tax

Toronto Land Transfer Tax Rebate

PST on CMHC Insurance Premium

Lawyer Fees

$2,825

Government Registration Fee's

$164

Title Insurance

Closing Cost Total

Total Cash flow for purchasing this property

Provincial Land Transfer Tax

Ontario Land Transfer Tax Rebate

Toronto Land Transfer Tax

Toronto Land Transfer Tax Rebate

PST on CMHC Insurance Premium

Lawyer Fees

$2,825

Government Registarion Fee's

$164

Title Insurance

Purchase Price

Down Payment($)

Down Payment(%)*

First time home buyer

* A down payment of less than 20% is permitted only for first-time home buyers purchasing their principal residence. The minimum down payment required is 5% for the portion of the purchase price up to $500,000, and 10% for the portion between $500,000 and $1,500,000. For properties priced over $1,500,000, a minimum down payment of 20% is required.

Contact Manoj Kukreja

Sales Representative, Century 21 People’s Choice Realty Inc., Brokerage
(647) 576 - 2100

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