16927 Winston Churchill Boulevard
Rural Caledon, Caledon, L7K 1H9
FOR SALE
$4,200,000
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4 + 1
BEDROOMS 3
BATHROOMS 1 + 1
KITCHENS 11
ROOMS W13224014
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Property Description
A Victorian reimagined, complete with a secret English garden. Just outside Belfountain, on nearly 15 acres of Caledon countryside, it is steeped in character and completely its own. The main house holds four bedrooms and three bathrooms, anchored by a bright central kitchen with the family room close at hand, cozy with its own fireplace. A breakfast nook looks out over perennial gardens and the pool beyond, with a screened Muskoka room just around the corner. The living room, with a dramatic architectural staircase as its focal point, overlooks the gardens and pond. A home you fall deeper into with every room. Waking up to gardens and pond, the main floor primary wing is a true sanctuary. A spa-like five piece ensuite, marble throughout, with soaker tub and steam shower. Upstairs, three additional bedrooms and a lovely five piece bath. Outside, the property opens into something rare. A 40 foot rectangular pool at the heart of the grounds, with a pool house and al fresco dining zone built for summer entertaining. A spring-fed pond with fountain and trails winding throughout. Heritage barn ruins that carry their own romance. (A family wedding was once held there, and the potential remains.) Once featured on the Caledon Garden Tour, the gardens include a spectacular Rhododendron forest. The outbuildings are exceptional. A detached two-car garage for the everyday and a heated three-bay garage for hobbies, toys, and your car collection, with one bay currently fitted as a sculpture studio. The garden cottage, a gym today complete with bathroom plus kitchen and laundry hookups, converts easily into a private one-bedroom suite for in-laws, older kids, or guests wanting their own world. A garden tea house overlooking the spring-fed pond, perfect for yoga or meditation. Minutes from Belfountain, close to great schools, skiing, hiking trails, golf, equestrian, local shops and restaurants. This is a home that holds everything.
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Sold History
| List Date | Sold Date | Days Listed | List Price | Sold Price |
|---|---|---|---|---|
| 2006-06-06 | 2006-06-28 | 22 | $575,000 | $590,000 |
Property Features
Lake/Pond, Wooded/Treed, In-Law Capability, Primary Bedroom - Main Floor, Guest Accommodations, Water Treatment, Generator - Partial, Private, Propane, Wood
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Property Details
Address
16927 Winston Churchill Boulevard
Community
City
Postal Code
L7K 1H9
Property Type
Detached, Detached
Lot Size
1,006' x 597'
Taxes
$4,145 (2026
Basement
Partially Finished, Partial Basement
Heat Type
Forced Air
Heat Source
Propane
Water
Well
Pool
Inground
Parking Spaces
20
Garage Type
Detached
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Listing contracted with Royal Lepage Rcr Realty
Here is your opportunity to acquire 2 houses on 52 acres in Caledon. AAA location near Bolton and Nobleton. Long views over the majestic Caledon Hills. The main residence has 3 finished levels including a bright lower level walk-out to the pool and patio. The long extended paved driveway leads to the 2nd residence. A barn with office and loads of storage space and even a meeting room and basketball court is just past the 2nd residence. Down by the pond is a sand volleyball court and beach with tiki hut. Miles of walking, ATV trails. Spring-fed pond with dock and beach. Potential for main floor bedroom alongside existing full bathroom. Large main floor office plus a wonderful open floor plan which joins the kitchen, breakfast room, family room and large dining room. The finished lower level could be further developed into a separate suite with existing bedroom, existing bathroom and large existing finished living area and bar. New propane furnace (2026). Value priced for today's market!
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Welcome to an exceptional 10 acre property offering the perfect blend of residential comfort and versatile workspace. This spacious 4 bedroom bungalow offers approximately 2,800 sq. ft. of living space and is ideally suited for families, multi generational living, or a live/work lifestyle. The main floor features a bright kitchen with soaring cathedral ceilings, open to a welcoming family room complete with cathedral ceilings and fireplace. A generous great room provides additional flexibility and could easily serve as an in law suite, home office, studio, or extended family space. The finished walkout basement offers an expansive recreation room with an additional fireplace, providing plenty of space for entertaining, relaxing, or creating a dedicated family retreat. The property also features an impressive commercial style building of over 5,500 sq. ft., offering outstanding potential for a variety of business, storage, workshop, or hobby uses. The building includes one truck height garage door and two drive-in garage doors, providing excellent functionality and accessibility. Set on a substantial 10 acre parcel With large spring fed pond, this property presents a rare opportunity to combine home, land, and substantial workspace in one location. An ideal setting for those seeking a unique live/work arrangement with room to grow, operate a business, or accommodate a variety of lifestyle needs. LIVE/WORK..
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Set on 43+ acres with mature trees, open lawns, perennial and vegetable gardens, flagstone patios, and a large stream-fed pond, this exceptional country estate offers timeless character in a highly desirable setting. The circa-1900 stone residence, with a Napier Simpson addition, offers approximately 4,000 sqft of living space with 4 bedrooms, 2 bathrooms, generous principal rooms, tasteful finishes, and preserved historic details throughout. Additional features include an inground pool, a 2.5 car 2 storey coach house with a 1 bedroom studio suite, bank barn and detached garage/storage building. A rare offering with privacy, history, and true estate property appeal. This wonderful property is just minutes from all things' country and conveniently under an hour to the airport and city.
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Experience luxury country living with this stunning custom-built approximately over 3500 sq.ft. home in desirable community of caledon, located on Mayfield R. Situated on a spacious 1- acre lot, this exceptional residence offers 4 generously sized bedrooms, 4 well appointed bathrooms, and a 3-car garage with ample additional parking for multiple vehicles. Designed with the sought-after area floor plan, the home combines elegant finishes, functional living spaces and modern comfort. Making it ideal for families seeking both privacy and convenience in a prestigious location
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Welcome to this extraordinary custom-built bungalow nestled on 25 clear acres, offering over 5,500 sq. ft. of luxurious living space plus a remarkable 5,000 sq. ft. insulated workshop-perfect for entrepreneurs, hobbyists, or those seeking ultimate versatility. This meticulously designed home features a chef-inspired gourmet kitchen with premium Wolf and Sub-Zero appliances, custom maple cabinetry, and elegant quartz countertops. Soaring 10 ft ceilings, rich maple hardwood floors, and detailed crown molding elevate the main living areas, while the grand living room showcases a striking double-sided fireplace for added warmth and sophistication. The spacious primary bedroom offers a private retreat complete with a lavish ensuite. A fully finished walkout basement provides exceptional additional living space, including a second kitchen and direct access to a covered patio-ideal for entertaining or multi-generational living. Enjoy breathtaking views from the expansive balcony with an outdoor fireplace, overlooking the serene acreage. Additional features include geothermal heating and cooling, central vacuum, multiple propane access points, surround sound wiring, and full video surveillance and alarm systems. The standout 5,000 sq. ft. insulated workshop is built to impress, featuring 18 ft ceilings, two 14 ft drive-in doors, and robust electrical capacity with a 200 amp service plus two 200 amp subpanels. Fully equipped with motion-sensor lighting, electric heaters, and advanced security offering endless possibilities for business or personal use.
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Stunning Restored Victorian Farmhouse on 57 Private Acres with Barn & TrailsOriginally built in 1860 by the McEachern family, this Grand Victorian farmhouse has beenbeautifully restored, blending timeless craftsmanship with modern comfort. Privately set on 57acres, this rare country retreat features high ceilings, original stonework, hardwood and tileflooring, and countless preserved architectural details-including limestone windowsills,gingerbread trim, and a dramatic spiral wood staircase.The spacious 3-bedroom home features an updated open-concept kitchen that flows seamlessly intoa large dining area-ideal for family gatherings and entertaining. The sun-filled living room isaccented with original plaster crown molding and oversized windows that frame views of thegarden.The luxurious primary suite offers a spa-like ensuite bath and a huge walk-in closet. Nearlyevery window offers a postcard-worthy view-whether overlooking the historic stone ice house(which could serve as a studio or workshop), the Mennonite-restored bank barn, the fencedpaddocks, vegetable gardens, or open meadows.Equestrian-ready, the bank barn features 5 stalls, a wash stall, tack room, and spacioushayloft. There's also a large heated workshop for hobbies or home business use. The land isenrolled in a managed forest program for significant tax savings, and private trails inviteriding, hiking, mountain biking, and exploring.Located on a quiet country road just minutes from Caledon amenities, near the GO Train, andwithin easy commuting distance to the city. Live the country dream with all the comforts ofmodern living and the beauty of historic charm.
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