16927 Winston Churchill Boulevard

91.139 Acres as per Geo Warehouse, Appx 5000 Square Feet House, Large Principal Rooms, Short Distance to Pearson International Airport, Orangeville and Brampton, 2nd house is Barn, 2nd Floor in excellent condition to use for Office or Guest House or to Rent. Main Floor could be use as Horse Stalls or variety of other uses.

This Parcel is Zoned RMD-705-H49A-H49B and RMD-706-H49A-H49B with 2.365 Acres and is Located Within the Phase 1 Community Area Under the Caledon Official Plan. A Rare Opportunity to Secure Land with neighbors such as Starlane & Meridian Homes. Ideally Situated Along The Mayfield Road Growth Corridor, This Property Falls Within An Area Identified For Future Urban Expansion And Development Planning By the Town of Caledon. The surrounding area is experiencing significant residential, mixed-use, commercial, and infrastructure growth, making this an outstanding opportunity for investors, developers, land bankers, or end users seeking future upside. The proposed planning framework for the area envisions new neighbourhoods, mixed-use communities, parks, schools, employment lands, and supporting infrastructure, further enhancing the long-term value of this strategic holding. A rare chance to acquire a premium parcel in a high-growth location. Property is Serviced By Municipal Water And Natural Gas and features A Beautiful Bungalow That Sits On A Flat, Clean Lot With No Home Behind, A Well-Maintained Residence With Immediate Enjoyment And Long-Term Investment Potential. Vendor Take-Back financing available (up to 50% for qualified buyers), offering flexible acquisition and enhanced leverage.

Welcome to this beautifully maintained, custom-built 5-bedroom side-split home, set on a private 0.95-acre lot in a peaceful countryside setting. From the moment you arrive, the property makes a lasting impression with its custom stone fencing, grand entry gates, mature landscaping, and inviting front verandah with concrete railings. The backyard is designed for relaxing and entertaining, featuring private patio areas, cozy seating spaces and a pool perfect for enjoying warm summer days with family and friends. Offers a spacious and functional layout with generous principal rooms and a true sense of pride of ownership throughout. With its blend of privacy, curb appeal, outdoor living space, and country charm, this is a wonderful opportunity to enjoy the lifestyle you've been waiting for.

Prime 2+ Acre Development Opportunity on Highway 10/410. This rare 2+ acre parcel offers exceptional future development potential, ideally located in a rapidly growing area where surrounding properties are actively being developed. A strategic investment opportunity, this property is situated directly on Highway 10/410, with convenient access to Brampton and the planned Highway 413 corridor.The property includes a 4-bedroom detached home, offered primarily for land value and future development purposes. Please Note:Do not walk the property without a confirmed appointment.The home will not be shown unless an offer is submitted in writing and conditionally accepted.This is a unique chance to secure a valuable piece of land in a high-demand, fast-developing region.

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!

Set in one of Caledon's most sought-after locations, this extraordinary country property offers nearly eight acres of privacy, history, and natural beauty. Meticulously restored and thoughtfully expanded, the home preserves its character while introducing a level of comfort and craftsmanship rarely found today. Original exposed log walls, wide plank hardwood floors, and curated finishes honour the home's heritage, while the newer addition blends seamlessly with the original structure. At the heart of the home, an immaculately designed kitchen anchored by rich soapstone countertops is crafted for both everyday living and entertaining. Open to the dining area and elegant living room beyond, the space feels warm, welcoming, and effortlessly connected. Framed by exposed logs and sweeping views across the rolling hills, the living room is both sophisticated and inviting. Tucked within the newer addition, the office offers a beautiful place to work, complete with custom built-ins and direct access to the patio and gardens. Upstairs, the primary suite feels like a private retreat, complete with a dressing room and beautifully appointed ensuite. Two additional bedrooms complete a functional and inviting second level, each bright and overlooking the grounds. The finished lower level adds exceptional flexibility with a fourth bedroom, gym area, humidity-controlled wine cellar, steam shower, and heated walk-up access to the outdoors. Outside, mature trees, the remnants of a historic stone barn foundation, and a winding river create a setting that feels peaceful and timeless. An elegant outdoor entertaining cabana, complete with a built-in barbecue and television, invites afternoons that turn effortlessly into evenings surrounded by complete privacy. Minutes from The Paintbrush and Pulpit Golf Club, Osprey Valley, Caledon Ski Club, scenic trails, charming cafés, and local restaurants, this is a rare opportunity to own a home with soul in one of Caledon's most coveted settings.

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.

Stunning Restored Victorian Farmhouse on 57 Private Acres with Barn & Trails Originally built in 1860 by the McEachern family, this Grand Victorian farmhouse has been beautifully restored, blending timeless craftsmanship with modern comfort. Privately set on 57acres, this rare country retreat features high ceilings, original stonework, hardwood and tile flooring, 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 into a large dining area ideal for family gatherings and entertaining. The sun-filled living room is accented with original plaster crown molding and oversized windows that frame views of the garden. The luxurious primary suite offers a spa-like ensuite bath and a huge walk-in closet. Nearly every 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 fenced paddocks, vegetable gardens, or open meadows. Equestrian-ready, the bank barn features 5 stalls, a wash stall, tack room, and spacious hayloft. There's also a large heated workshop for hobbies or home business use. The land is enrolled in a managed forest program for significant tax savings, and private trails invite riding, hiking, mountain biking, and exploring. Located on a quiet country road just minutes from Caledon amenities, near the GO Train, and within easy commuting distance to the city. Live the country dream with all the comforts of modern living and the beauty of historic charm.

Prime 10-Acre Parcel In An Expanding Caledon Location Featuring Clear, Level, And Highly Usable Land. Situated At The Corner Of Chinguacousy Road And Old School Road, Just Minutes From Brampton, This Property Offers Excellent Visibility And Access To Major Routes. The Proposed Highway 413 Corridor Is Planned South Of The Property, Further Strengthening The Area's Long-Term Growth Outlook. Surrounded By Ongoing Development And Infrastructure Improvements, This Is A Strong Opportunity For Agricultural Use, Custom Estate Living, Or Strategic Long-Term Investment. An Existing Approx. 1,800 Sq Ft Bungalow Is Currently Tenanted And Is Being Sold In "As Is, Where Is" Condition. Buyer And Buyer's Agent To Conduct Their Own Due Diligence