Rural Caledon Homes with 100+ Approx Age

Rural Caledon Homes with 100+ Approx Age

Welcome to Rural Caledon, a picturesque gem nestled in the heart of Ontario. This enchanting neighborhood offers a unique blend of serene countryside living and vibrant community spirit, making it the perfect place to call home for those seeking tranquility while remaining connected to urban conveniences.

Rural Caledon is characterized by its rolling hills, lush forests, and sprawling farms, creating a stunning backdrop for outdoor enthusiasts. With an abundance of hiking trails, cycling routes, and serene parks, residents can immerse themselves in nature and enjoy the fresh air that this idyllic region offers. The area is also home to several conservation areas, providing opportunities for wildlife spotting and peaceful picnics.

One of the most alluring aspects of Rural Caledon is its rich architectural heritage. Many homes here boast an impressive age of over 100 years, showcasing beautiful period details and unique craftsmanship. These charming residences often feature expansive lots, mature trees, and stunning gardens, providing a sense of history and character that modern homes simply cannot replicate. Whether you’re looking for a quaint farmhouse or a stately Victorian, the diverse selection of homes in this area caters to various tastes and lifestyles.

Community spirit thrives in Rural Caledon, with local farmers' markets, seasonal festivals, and friendly neighborhood gatherings fostering a warm and welcoming atmosphere. Residents enjoy a slower pace of life, where neighbors know each other by name, and the simple joys of rural living are celebrated.

If you're searching for a place where history meets natural beauty, look no further than Rural Caledon—a community that truly feels like home.

Newest Rural Caledon Homes with 100+ Approx Age

$1,588,000
4 Beds ⋅ 2 Baths ⋅ W13509642 MLS
Visit the REALTOR website for further information about this Listing. Charming Century Home on 13.24 Acres - A Hobby Farmer's Dream. Escape to the countryside and discover this charming century home nestled amongst mature trees on a picturesque 13.24-acre property. Offering the perfect blend of rural tranquility and practical acreage, approximately 60% of the land is workable while the remaining 40% features beautiful wooded areas and a peaceful pond, creating a private natural retreat. Set on a generous 250'x 2,160' lot, this property is ideal for hobby farmers, outdoor enthusiasts, or anyone seeking space to grow and explore. Outbuildings include a 24'x 16' workshop for projects and storage, as well as a 12' x 30' chicken coop ready for your feathered friends. Inside, the home offers 3+1 bedrooms and a functional layout designed for family living. The spacious kitchen and dining area provide plenty of room for gathering and entertaining, while the convenient main-floor laundry adds everyday practicality. Relax in the inviting family room featuring a cozy propane fireplace, or unwind in the living room warmed by a charming wood-burning stove. Located just a 5-minute drive from the local elementary school, this property offers the best of country living with amenities close at hand. Whether you're dreaming of hobby farming, raising animals, gardening, or simply enjoying the beauty of nature, this unique property offers endless possibilities. Don't miss your opportunity to own this exceptional rural retreat.

14877 The Gore Road, Caledon
$11,900,000
3 Beds ⋅ 1 Baths ⋅ W13443814 MLS
Welcome to your own private sanctuary nestled behind a treed ravine, opening up into farm fields currently being farmed. This 98.6 acre parcel is designated white belt along with some greenbelt acreage.This property is adjacent to the current Bolton West Urban expansion area with potential future development possibilities.Come build your dream home - or make a land investment with great potential!!Buildings are being sold on "as is" basis.No access to barn interior due to livestock present.No access to house on first showing.

13708 The Gore Road, Caledon
$4,500,000
5 Beds ⋅ 3 Baths ⋅ W13224014 MLS
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.

16927 Winston Churchill Boulevard, Caledon
$1,699,000
3 Baths ⋅ W13065306 MLS
8-10 Acre Farm With 2-Storey House, Less Than 1 Hour Escape From Toronto. Estate Homes In The Vicinity. An Oasis Of Tranquility And Peace. Use It As A Farm, Your Home Or Even As A Contractor's Yard. The Existing House Has 3 Bedrooms, And 3 Bathrooms. It Features A Large Inter looking Patio, Some New Windows, A New Bathroom, New Shed (All In 2018). The Property Features A Large Barn (In As Is Condition) With Water Service And Electricity.

20364 St. Andrews Road, Caledon
$948,000
4 Beds ⋅ 3 Baths ⋅ W12922180 MLS
!! DECEPTIVELY SPACIOUS MASTERPIECE !! Family-friendly living meets luxury in this detached home, masterfully rebuilt "to-the-studs" (2025). Perfect for parents, the school bus stops right at your front door, with top-tier schools just minutes away! Quick closing available! The sun-drenched level features an open flow, anchored by a renovated chef's kitchen with a center island & coffee station. The expansive main floor stretches back to a private Primary Wing Retreat with a spa-calibre ensuite & sliding doors to the yard. Upstairs finds 3 bright bedrooms. A "fortress of quality" with all-new HVAC, roof, windows, plumbing, electrical, waterproofed exterior, and serviced septic (2026). Oversized garage features rare dual drive-through doors to a massive 49x180ft deep lot featuring an outdoor firepit-a premium canvas ready for your custom landscaping, pool, or workshop. Why buy a tight semi or townhouse when your family can enjoy turn-key detached luxury on a massive lot? Can be sold furnished. Exceptional value under $950K! This is a premier value in the 2026 market.

19772 Airport Road, Caledon
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