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Last Updated : 10 Hours ago
5258 Winston Churchill Boulevard, Erin, ON, Rural Erin
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5258 Winston Churchill Boulevard, Erin MLS Number: X13648806

Rural Erin, Erin, Wellington, ON, N0B 1T0

$4,599,000

Status: For Sale

  • 4+ Beds
  • 3 Baths
  • Area : 3500-5000 sqft
  • Property Type: Residential Freehold (Detached)
  • Property Taxes : $13679.0 (Tax Year:2026)
  • Listing Courtesy : Royal Lepage Rcr Realty

5258 Winston Churchill Boulevard Property Description

Imagine waking up to peaceful countryside views, spending afternoons by the pool, evenings around the fire and having the space to enjoy the country lifestyle you've worked for. Set on 25 private acres, this remarkable estate offers over 5,800 sq. ft. of living space thoughtfully designed for everyday living, entertaining and pursuing the hobbies you love. Beyond the gated entrance, the property unfolds with an impressive pond, beautifully maintained grounds, mature landscaping, multiple paddocks, a drive shed, vegetable garden, fruit trees, chicken coop with sugar shack, gazebo, cabana with sauna and shower, and a heated saltwater pool surrounded by generous patio space. For those seeking exceptional workspace and versatility, the detached 3-car garage features a finished upper-level office with a propane stove, while the nearly 4,000 sq. ft. three-level barn includes 4 horse stalls, an aviary, workshop, feed room and a self-contained living area with kitchen and 3-piece bath. Inside, warmth and character are found throughout. The cherry kitchen with a large island and wood-burning fireplace creates a natural gathering place, while the conservatory with heated slate floors and the Muskoka room invite you to slow down and enjoy every season. A separate suite with its own entrance offers added flexibility for family or guests. The spacious primary retreat includes a private hot tub walkout, custom cherry wardrobe and a beautifully appointed ensuite. The finished lower level features a temperature-controlled wine cellar, home theatre, billiards room, recreation area and additional kitchen/laundry space. This is a property where country living meets comfort, flexibility and unforgettable moments.

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5258 Winston Churchill Boulevard Property Facts

Property Type :Residential Freehold
MLS Number :X13648806
Listing Type :Sale
Property Age :51-99 Years
Possession Date :
know more link icon
Last Updated :07 Aug, 2026 (10 Hours ago)
Source :Toronto Regional Real Estate Board
Area :Wellington
Postal Code : N0B 1T0

5258 Winston Churchill Boulevard Property Price & Tax Insights

Price : $4,599,000
Property Taxes :$13679.0
Tax Year :2026

5258 Winston Churchill Boulevard, Erin Property Details

Bedrooms :4 +
No. of Rooms :14
Air Conditioning :Central Air
Heating :Forced Air
Cross Street :Winston Churchill Blvd & The Grange Sideroad
Bathrooms :3
Fuel :Propane
Approx Square Footage :3500-5000 sqft
Dimensions 12
Office :3.255 m x 2.894 m
Solarium :6.664 m x 5.348 m
Primary Bedroom :7.132 m x 10.136 m
Bathroom :1.708 m x 3.991 m
Media Room :9.984 m x 5.836 m
Game Room :8.835 m x 6.884 m
Kitchen :6.056 m x 7.438 m
Bedroom 4 :4.239 m x 3.885 m
Bedroom 2 :3.949 m x 3.372 m
Laundry :5.906 m x 3.546 m
Other :3.102 m x 3.227 m
Living Room :6.138 m x 3.166 m

Exterior Information

Exterior Finish :Board & Batten , Stone
Parking Space :15
Basement :Finished
Garage :Detached
Laundry Level :Main Level

5258 Winston Churchill Boulevard, Erin - Price History

2026-08

07 Aug, 2026

TREB #X13648806

Listed

$4599000.0

  • 0
  • 400k
  • 800k
  • 1.2M
  • 1.6M
  • 2M+
  • 0
  • 6
  • 12
  • 18
  • 24
  • 30+
  • 0
  • 6
  • 12
  • 18
  • 24
  • 30+

5258 Winston Churchill Boulevard - Location Map and Landmarks

Last Updated : 29 Days ago
9739 10th Side Road, Wellington, ON
$1349000.0
  • 5 +4 Bd
  • 5 Ba
  • 1500-2000 sq-ft
Distance : 877 metre
Last Updated : 58 Days ago
5263 Tenth Line, Wellington, ON
$2249000.0
  • 4 +2 Bd
  • 4 Ba
  • 3000-3500 sq-ft
Distance : 1307 metre
Last Updated : 10 Hours ago
5211 Tenth Line, Wellington, ON
$7250000.0
  • 4 +1 Bd
  • 6 Ba
  • 3500-5000 sq-ft
Distance : 1613 metre
Last Updated : 14 Days ago
5376 Winston Churchill Boulevard, Wellington, ON
$849000.0
  • 5 Bd
  • 2 Ba
  • 1500-2000 sq-ft
Distance : 1858 metre
Last Updated : 24 Days ago
19 Mccullogh Drive, Wellington, ON
$1299000.0
  • 3 Bd
  • 3 Ba
  • 2000-2500 sq-ft
Distance : 2930 metre
Last Updated : 66 Days ago
4 Pine Ridge Road, Wellington, ON
$1495000.0
  • 4 Bd
  • 4 Ba
  • 2500-3000 sq-ft
Distance : 3086 metre
Last Updated : 16 Days ago
27 Leenders Lane, Wellington, ON
$1988800.0
  • 4 +1 Bd
  • 4 Ba
  • 3000-3500 sq-ft
Distance : 3148 metre
Last Updated : 3 Days ago
5405 Wellington Rd 52 N/A, Wellington, ON
$2349000.0
  • 4 Bd
  • 3 Ba
  • 3000-3500 sq-ft
Distance : 3272 metre
Last Updated : 22 Days ago
49 Waterford Drive, Wellington, ON
$1985000.0
  • 4 Bd
  • 5 Ba
  • 3000-3500 sq-ft
Distance : 3284 metre
Last Updated : 7 Hours ago
87 Brown Street, Wellington, ON
$679900.0
  • 3 Bd
  • 3 Ba
  • 1500-2000 sq-ft
Last Updated : 3 Days ago
109 Molozzi Street, Wellington, ON
$749900.0
  • 4 Bd
  • 3 Ba
  • 1500-2000 sq-ft
Last Updated : 7 Days ago
138 McGill Avenue, Wellington, ON
$719900.0
  • 4 Bd
  • 3 Ba
  • 1500-2000 sq-ft
Last Updated : 7 Days ago
72 Brown Street, Wellington, ON
$739900.0
  • 4 Bd
  • 4 Ba
  • 1500-2000 sq-ft
Last Updated : 8 Days ago
308 Main Street, Wellington, ON
Last Updated : 8 Days ago
10 Conboy Drive, Wellington, ON
$789900.0
  • 3 Bd
  • 4 Ba
  • 1500-2000 sq-ft
Last Updated : 9 Days ago
45 Wellington Road 124 N/A, Wellington, ON
$924111.0
  • 6 Bd
  • 3 Ba
  • 2500-3000 sq-ft
Last Updated : 13 Days ago
153 Sanders Road, Wellington, ON
$669000.0
  • 3 +1 Bd
  • 4 Ba
  • 1500-2000 sq-ft
Last Updated : 13 Days ago
185 Main Street, Wellington, ON
Last Updated : 14 Days ago
48-50 Main Street, Wellington, ON
Last Updated : 16 Days ago
9572 Sideroad 17 Road, Wellington, ON
Last Updated : 16 Days ago
9572 Sideroad 17 Road, Wellington, ON
Last Updated : 16 Days ago
28 Pioneer Drive, Wellington, ON
Last Updated : 19 Days ago
10 Park Boulevard, Wellington, ON
$395000.0
  • 2 Bd
  • 1 Ba
  • 700-1100 sq-ft
Last Updated : 19 Days ago
7 Laurel Lane, Wellington, ON
$432000.0
  • 4 Bd
  • 1 Ba
  • 1100-1500 sq-ft
Last Updated :22 Days ago
59 Trafalgar Road, Erin, ON
$725000.0
  • 2 Bd
  • 3 Ba
  • 2500-3000 sq-ft
Last Updated :443 Days ago
16 Tyler Avenue, Erin, ON
$899000.0
  • 4 Ba
  • 2500-3000 sq-ft
Last Updated :43 Days ago
5858 5th Line, Erin, ON
$998888.0
  • 1 Bd
  • 1 Ba
  • 2500-3000 sq-ft
Last Updated :52 Days ago
9078 Wellington Rd 124 N/A, Erin, ON
$799000.0
  • 2 Bd
  • 2 Ba
  • 2500-3000 sq-ft
Last Updated :479 Days ago
9449 Wellington 22 Road, Erin, ON
$2650000.0
  • 2 Bd
  • 5 Ba
  • 2500-3000 sq-ft
Last Updated :24 Days ago
5609 4th Line, Erin, ON
$1699999.0
  • 2 Bd
  • 3 Ba
  • 2500-3000 sq-ft
Last Updated :23 Days ago
107 Turner Court, Erin, ON
$2779000.0
  • 5 Ba
  • 2500-3000 sq-ft
Last Updated :6 Days ago
5126 Ninth Line, Erin, ON
$1775000.0
  • 3 Ba
  • 2500-3000 sq-ft
Last Updated :115 Days ago
9639 Sideroad 27 Side Road, Erin, ON
$1495000.0
  • 2 Ba
  • 2500-3000 sq-ft
Last Updated :5 Days ago
5224 Third Line, Erin, ON
$499000.0
  • 0 Ba
  • 2500-3000 sq-ft
Last Updated :507 Days ago
5359 Eighth Line, Erin, ON
$1539900.0
  • 2 Bd
  • 5 Ba
  • 2500-3000 sq-ft
Last Updated :297 Days ago
8759 Wellington 124 Road, Erin, ON
$1185000.0
  • 4 Ba
  • 2500-3000 sq-ft
Last Updated :444 Days ago
5732 10 Line N/A, Erin, ON
$1398999.0
  • 6 Ba
  • 2500-3000 sq-ft
Last Updated :95 Days ago
4933 Eramosa Townline N/A N, Erin, ON
$1399999.0
  • 2 Ba
  • 2500-3000 sq-ft
Last Updated :38 Days ago
5647 First Line, Erin, ON
$1799999.0
  • 3 Bd
  • 3 Ba
  • 2500-3000 sq-ft
Recently Viewed

FAQs: 5258 Winston Churchill Boulevard, Erin

  • Q:What is the Area Size of the 5258 Winston Churchill Boulevard In Sq.Ft and it's MLS No.?

    A: The project covers an area of approximately 3500-5000 sq. ft and is strategically located in Wellington. The MLS No of this project is X13648806 and the Project is located in ON, Canada
  • Q: Does this Project 5258 Winston Churchill Boulevard available for Sale ?

    A: The project 5258 Winston Churchill Boulevard is readily available for Sale and can be purchased at competitive prices today. You can schedule a tour or request a call back for knowing further.
  • Q: How far is this property from my workplace?

    A:You can calculate your travel time and see how this property is far from your Office, your spouse's workplace or your kid's school. You just need to tell us which places you commute to frequently and Square Yards will tell you how far they are from this property.
  • Q:What are the Key Features 5258 Winston Churchill Boulevard is Offering?

    A:Square Yards is giving a Cashback of $22,995 if you buy this property from us, however there are several key features offered by the 5258 Winston Churchill Boulevard. You get 4+ Beds with 3 Bath, central air conditioning, parking space and garage along with a heating system, basement, gas fuel system and balcony.
  • Q:How many Parking Space available in this 5258 Winston Churchill Boulevard?

    A: 5258 Winston Churchill Boulevard in Wellington offers a total of 15 parking spaces for residents.
  • Q:How many Beds & Baths available in 5258 Winston Churchill Boulevard, Wellington?

    A: 5258 Winston Churchill Boulevard, Wellington comes with 4+ Beds for maximum convenience and space. There are 3 baths available as well for when you have guests over or if you have a large family!
  • Q:How many Apartments and Condos are available for Sale in Wellington, On?

    A:Wellington, ON is one of the biggest real estate markets in Canada. There are several options available here pertaining to condos and apartments alike. There are approximately apartments and condos available currently for your perusal.
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