5258 Winston Churchill Boulevard
Rural Erin Wellington N0B 1T0

$4,795,000
Residential Freehold beds: 4 baths: 3.0

Main Photo: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 1: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 2: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 3: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 4: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 5: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 6: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 7: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 8: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 9: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 10: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 11: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 12: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 13: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 14: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 15: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 16: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 17: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 18: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 19: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 20: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 21: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 22: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 23: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 24: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 25: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 26: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 27: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 28: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 29: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 30: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 31: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 32: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 33: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 34: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 35: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 36: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 37: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 38: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Photo 39: 5258 Winston Churchill Boulevard in Wellington: Rural Erin House for sale (Erin)  : MLS®# X8185966
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
X8185966
Bedrooms:
4
Bathrooms:
3
Marvellous multi-gen home spans over 5,800 sqft of living space & is brimming with exceptional amenities, set on 25 acres of lush countryside. The 25-acre property is truly breathtaking with secure entry gate, winding driveway leads passed expansive pond to circular drive & 3-car garage that features 2nd floor with 2-piece bath, large closet & spacious office with propane stove. Incredible nearly 4000 sqft 3-level barn with 4 stalls & 5th stall converted to aviary, feed room with sink, spacious living area with kitchen, 3-piece bath, plus generous workshop with propane heater and wood stove. Around the property you find exquisite landscaping & lush gardens, large drive shed, multiple paddocks, vegetable garden & fruit trees, water hydrants, chicken coop with sugar shack, cabana with shower & sauna, gazebo, fire pit, ample patio space surrounding the in-ground heated saltwater pool plus deck with access to the conservatory. Extended covered front porch welcome you into the foyer where you will find a 2-piece bath & stunning office. Extraordinary eat-in kitchen features cherry cabinetry and spacious island, plus wood fireplace & large bay window. Expansive open-concept conservatory boasts incredible ceiling mural & heated slate flooring that flows into the dining room. Remarkable Muskoka room as well as a secondary foyer with access to in-law suite & 3-piece bath. Upstairs, 2 bright bedrooms plus the magnificent primary bedroom, complimented by a circular bank of windows, a sliding door walkout to the hot tub, generous closet with custom built cherry wardrobe & central island, plus stunning ensuite with soaking tub, custom dual sink vanity, walk-in shower with heat lamp & towel rack, plus water closet with toilet & bidet. Down the steps you find the home's temperature controlled wine cellar, an expansive home theatre & billiards room, a spacious laundry/kitchen space, a recreation space with built-in media unit & additional cabinetry, plus so much more.
Under Contract:
Propane Tank
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
Sidesplit 5
Approx. Age:
51-99
Lot Size:
25-49.99
Depth:
0'
Frontage:
352'6"
Direction Faces:
West
Bedrooms:
4
Bathrooms:
3.0
Water supply:
Well
Kitchens:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
14
Ensuite Laundry:
No
Heating type:
Forced Air
Heating Fuel:
Propane
Foundation:
Concrete Block
Roof:
Cedar, Shake
Basement:
Finished, Full
Fireplace/Stove:
Yes
Garage:
Detached
Garage Spaces:
3.0
Other Structures:
Barn, Drive Shed
Parking Features:
Circular Drive, Private
Parking Spaces:
10
Total Parking Spaces:
13.0
Family Room:
Yes
Possession Details:
TBD
Lot Irregularities:
25.04 Acres
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
No
Taxes:
$12,480.27 / 2023
Assessment:
$- / -
Erin
Rural Erin
Wellington
Lake/Pond, Rolling, School Bus Route, Wooded/Treed
Auto Garage Door Remote, Built-In Oven, Carpet Free, Central Vacuum, Countertop Range, Garburator, In-Law Capability, Sauna, Water Heater Owned, Water Purifier, Water Softener, In-Law Suite
Security Gate, Private Pond, Privacy, Lawn Sprinkler System, Hot Tub, Deck
3 Propane Tanks
57Cbr Visit This Home's Custom Web Page For a Video Narrated 3D Animated Online Showing, Floor Plans, Pro Photos, and More!
Board & Batten, Stone
No
No
Floor
Type
Size
Other
Main
Office
10'8" × 9'5¾"
French Doors, Hardwood Floor, Stained Glass
Main
Kitchen
23'2" × 18'3"
Eat-in Kitchen, Centre Island, Fireplace
Main
Living Room
16'6" × 16'5"
W/O To Deck, Stained Glass, Window Floor to Ceiling
Main
Dining Room
21'7" × 14'2"
B/I Shelves, Fireplace, Skylight
Main
Bedroom 4
13'9" × 12'8"
Double Closet, Hardwood Floor, Overlooks Frontyard
Main
Sunroom
19'¾" × 17'9¾"
Sliding Doors, Window Floor to Ceiling, Beamed Ceilings
Upper
Primary Bedroom
19'8" × 18'7"
6 Pc Ensuite, Bow Window, Walk-In Closet(s)
Upper
Bedroom 2
17'6" × 11'1"
French Doors, Hardwood Floor, Double Closet
Upper
Bedroom 3
13'6" × 9'5¾"
French Doors, Closet, Hardwood Floor
Lower
Den
22' × 10'5"
B/I Closet, B/I Fridge
Lower
Sitting
19'8" × 19'4"
B/I Shelves, Bow Window
Lower
Recreation
23'3" × 22'7"
B/I Shelves, Fireplace
UFFI:
No
Utilities Gas:
No
Utilities Hydro:
Yes
Utilities Water:
No
Water Supply Types:
Drilled Well
Sewers:
No
Energy Certification:
No
Special Designation:
Unknown
Sewers:
Septic
Air Conditioning:
Central Air
Central Vacuum:
Yes
Seller Property Info Statement:
Yes
Physically Handicapped-Equipped:
No
Laundry Level:
Main Level
Date Listed:
Apr 01, 2024
Original Price:
$5,395,000
Previous Price:
$5,995,000
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Listed by EXP REALTY
Data was last updated April 24, 2025 at 04:15 AM (UTC)
Area Statistics
Listings on market:
64
Avg list price:
$1,937,000
Min list price:
$598,000
Max list price:
$4,999,000
Avg days on market:
75
Min days on market:
1
Max days on market:
388
These statistics are generated based on the current listing's property type and located in Rural Erin. Average values are derived using median calculations.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.