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

20429 Willoughby Road, Caledon
$1,200,000
3 Beds ⋅ 2 Baths ⋅ W13825520 MLS
Behind a dreamy white picket fence and a canopy of towering trees, lies this piece of local history in the hamlet of Melville. Steps from your next tee time at Orangeville Golf Club, this over 2 acre property includes owned frontage on both sides of the serene Credit River. A freshly paved driveway, multiple sheds and generous space between neighbours complete the setting. The Town of Caledon heritage research identifies this circa-1850s home as the earliest surviving residence in Melville, a hamlet that grew around early mills on the Credit River. A complete renovation in recent years makes the kitchen the centrepiece, with shaker cabinetry, stone surfaces, a full-height backsplash, wide-plank flooring and new stainless steel appliances. Beamed ceilings, bright new windows throughout and flexible living spaces pair original character with fresh finishes. The layout offers 3 bedrooms and 2 fully updated bathrooms across approximately 1,800 sq ft. Ample storage is found in multiple spaces throughout the home. Sliding doors lead to a private flagstone patio, rear deck and gazebo overlooking the lawn, with room to gather and entertain. Additional updates include roof, windows and doors, eavestroughs, driveway, paint, electrical, insulation and flooring. Move in & enjoy, or explore building a custom home on this exceptional parcel. A distinctive Caledon country home with history, space and a remarkable setting!

20429 Willoughby Road, Caledon
1380 Queen Street W, Caledon
$1,098,000
3 Beds ⋅ 2 Baths ⋅ W13821972 MLS
Elegantly perched on the hill, overlooking the lower Mill Pond, is this charming 3-bed, 1.5 bath, stone residence, known as the Algie Family House, with steep gable roofs, in the Victorian Gothic Style. Entrenched in area history, this home was once home to the parents of William Algie, known for constructing the Algie Family home, the neighboring red brick, William Algie House, and the stone mill complex, which operated as, The Beaver Knitting Mill, in 1881, where the Alton Mill currently stands, revitalized today. Comprised of the same local limestone as the Alton Mill, this home exudes warmth and character, sides, & backs to the forest, and sits on a mature .63 acre lot with southerly views. A covered side porch leads to a large Mud rm. Eat-in country Kitchen enjoys views over the b/yard & forest, home to many deer, turkeys, birds and wildlife. Intimate Family rm has forest views & a wood-burning fireplace. Dining open to the Sunroom w/ walkout to the yard. Large formal Living w/ hdwd flooring & large picture window as a focal point. 2nd level has a large walk-in linen. Primary w/ large walk-in closet. Bed #2 could also be used as a Primary w/ hdwd flring, a vaulted ceiling, a walk-in closet with built-in organizers & overlooks the pond. Bed #3 has laminate flring & o/looks the pond and grounds. Come and experience nature in abundance with peepers peeping, ducks, geese, red-winged blackbirds, swans, deer, and wildlife! Enjoy quaint restaurants, craft breweries, farmers markets, coffee shops, walking to neighbourhood parks, the bike pump track, the Alton Public School, the Caledon library, and nearby hiking trails and conservation areas with streams & waterfalls. Alton is a small village in Caledon, home to the Millcroft Inn & Spa, the Alton Mill Arts Centre, Hill Academy, TPC Toronto Golf course at Osprey Valley & more! All major shopping amenities in nearby Orangeville.1-hr to TO.

1380 Queen Street W, Caledon
15668 Shaws Creek Road, Caledon
$3,200,000
4 Beds ⋅ 3 Baths ⋅ W13766840 MLS
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.

15668 Shaws Creek Road, Caledon
14877 The Gore Road, Caledon
$1,388,000
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
13708 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
16927 Winston Churchill Boulevard, Caledon
$4,200,000
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
20364 St. Andrews Road, 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
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