Rural Caledon Real Estate

Rural Caledon Real Estate

Welcome to Rural Caledon, a picturesque haven nestled in the heart of Ontario, Canada. Known for its breathtaking landscapes and serene atmosphere, this charming community offers a perfect blend of rural charm and modern conveniences. Imagine waking up to the gentle sounds of nature, surrounded by rolling hills, lush forests, and sprawling farmland, all while being just a short drive from the vibrant urban life of Toronto.

Rural Caledon is a treasure trove for outdoor enthusiasts. With an abundance of parks, hiking trails, and conservation areas, residents can explore the great outdoors year-round. Whether you're biking along scenic routes, horseback riding through verdant trails, or enjoying a leisurely stroll in one of the many parks, there’s no shortage of ways to connect with nature.

The community is also steeped in history, with quaint villages showcasing beautiful heritage buildings and local shops that reflect the area's rich culture. Farmers' markets and local festivals bring neighbors together, fostering a strong sense of community spirit. Families will appreciate the excellent schools and recreational facilities, making it an ideal place to raise children.

In Rural Caledon, you’ll find a variety of real estate options, from charming country homes to spacious estates, all set against a backdrop of stunning natural beauty. With its unique blend of tranquility and accessibility, Rural Caledon is not just a place to live; it's a lifestyle choice that embraces the best of both worlds. Come discover the charm of Rural Caledon, where your dream home awaits!

Newest Listings in Rural Caledon

$1,499,000
4 Beds 3 Baths W13606962 MLS
Set on a half-acre lot (100 x 219 ft) along Mississauga Rd between Mayfield and Old School, this two-storey detached home offers 4,250+ sq ft of total living space, 3,000 of it above grade. The main and upper levels were rebuilt in 2011 (plumbing, electrical and HVAC included) and upgraded steadily since. The heart of the home is a large executive kitchen: premium granite counters, wall-to-wallDon't miss this one.custom cabinetry, ceramic tile backsplash, and a breakfast bar. Stainless appliances include a double fridge (2025), two built-in ovens, built-in microwave, 36" gas cooktop and range hood carpet-free interior pairs hardwood in the living areas and bedrooms with ceramic tile in the foyer, kitchen, baths and basement. Pot lights, a natural oak staircase, upgraded baths with premium vanities, and a large multi-functional basement complete the layout. Outside, a driveway that holds 10+ vehicles, an in-ground saltwater pool, a stamped concrete patio, and a detached garage/workshop with hydro and insulation. Mechanicals are a genuine strength: the home is fully spray-foam insulated and runs on a geothermal furnace and A/C that keeps costs low for its size, plus an owned hot water tank, 200-amp service, drilled well with UV and sediment purification, water softener, and updated pump, pressure tank and sump systems. Space, land and unbeatable quality of life on Caledon's southern edge, minutes from Brampton. Don't miss this one.

12806 Mississauga Road, Caledon

$1,575,000
5 Beds 3 Baths W13606030 MLS
Welcome to your own private Caledon retreat, where nature, tranquility, and exceptional craftsmanship come together. A long, winding driveway leads you through a breathtaking canopy of towering whispering pines and mature hardwood forest, creating a truly unforgettable approach to this custom-built bungalow. Thoughtfully designed for comfortable living, the spacious bungalow features a fully finished walkout basement, abundant storage, and versatile living spaces ideal for family, entertaining, or multi-generational living. A Private Sanctuary in the Hills of Caledon. Welcome to an extraordinary 26-acre estate where nature, privacy, and timeless craftsmanship create a lifestyle that's second to none. Arrive home via a long, winding driveway through a majestic forest of towering whispering pines and mature hardwoods, setting the stage for this exceptional custom-built bungalow nestled in one of Caledon's most picturesque settings. Designed to embrace its spectacular surroundings, this energy-efficient home offers spacious, thoughtfully designed living with a fully finished walkout basement and an abundance of storage. Large windows invite the outdoors in, filling the home with natural light and showcasing peaceful views in every season .Step outside to an expansive multi-level deck, perfect for entertaining, family gatherings, or simply relaxing while immersed in the sights and sounds of nature. Explore your own private walking trails winding throughout the property, offering a true Muskoka-inspired retreat just minutes from the city. Despite its peaceful seclusion, you're only moments from Caledon's renowned restaurants, charming cafés, boutique shopping, golfing. Whether you're looking for a forever home, a peaceful escape, or a place where family and friends naturally gather, this remarkable property delivers. More than just a home, it's a destination you'll be proud to call your own, don't let this one pass you by.

5651 The Grange Side Road, Caledon

$5,499,000
4 Beds 4 Baths W13601824 MLS
Extraordinary Caledon estate where privacy, a tranquil setting, natural beauty, and endless opportunity come together on approximately 86 spectacular acres. Tucked away among the rolling hills, this remarkable property offers an exceptional blend of open pasture, productive hay fields, mature hardwood forest, scenic trails, and breathtaking countryside views in every direction. The beautiful home is designed to embrace its surroundings, featuring soaring ceilings, expansive windows that flood the interior with natural light and an open-concept layout. The fully finished walkout lower level seamlessly extends your living space outdoors, leading to a resort-inspired backyard complete with a saltwater inground pool, spacious patios, and multiple areas to relax while taking in the peaceful landscape. For those seeking space to work, create, or operate a business from home, the impressive approximately 3,000 sq. ft. heated workshop offers exceptional flexibility with dedicated office space, generous storage, and room for countless uses. The property also features a traditional barn and fenced pasture with convenient livestock watering access, making it well suited for hobby farming, equestrian pursuits, or a variety of agricultural ventures. Whether you're dreaming of a family estate, multi-generational living, a home-based business, hobby farm, or simply investing in one of Caledon's most desirable rural settings, this property offers outstanding potential both today and for the future. Minutes from the amenities of Caledon and within easy commuting distance to Pearson International Airport and the GTA. Enjoy nearby golf courses, equestrian facilities, skiing, cycling, hiking trails, charming restaurants, boutique shopping, and excellent schools-all while coming home to a setting that feels worlds away. A truly rare offering where lifestyle, land, and limitless possibilities meet.

18250 Duffy's Lane, Caledon

$4,800,000
W13601720 MLS
Situated at the intersection of King Road and Creditview Road, and neighbouring the highly sought-after and picturesque village of Cheltenham Village, this exceptional approximately 70.5-acre corner property offers a rare opportunity to own a substantial parcel in one of Caledon's most desirable rural communities. The property features a charming 2-bedroom residence along with three existing outbuildings, including a spacious three-section driving shed measuring approximately 24' x 36', 12' x 72', and 40' x 20'.Surrounded by prestigious custom-built estate homes, scenic horse farms, and beautiful countryside landscapes, this property presents the ideal setting to build a dream estate while enjoying privacy, tranquility, and an upscale rural lifestyle. The highly desirable corner location provides excellent frontage, accessibility, and long-term potential.Conveniently located just minutes from urban amenities, the property is approximately 10 minutes to Brampton and 20 minutes to Orangeville, with quick access to Highways 410 and 401 for commuters. The surrounding area is well known for its natural beauty and recreational attractions, including nearby schools, the scenic Forks of the Credit Provincial Park, and the popular Caledon Trail system offering year-round outdoor enjoyment.Golf enthusiasts will appreciate close proximity to the renowned TPC Toronto at Osprey Valley, host of the RBC Canadian Open, as well as the prestigious Devil's Pulpit Golf Association. Winter recreation is equally exceptional with skiing, snowboarding, and family programs available nearby at the Caledon Ski Club.Additional property features include a 100-amp electrical service, wireless internet availability, drilled well, septic system, and the added convenience of municipal water connection availability near the property line. Buyers and cooperating agents are advised to complete their own due diligence regarding future uses, permits, and development potential.

14130 Creditview Road, Caledon

$1,095,000
3 Beds 4 Baths W13598464 MLS
Potential for a Legal Basement Apartment Without Paying Hundreds of Thousands More for a Home That Does Not Comply with By-Laws! Do Not Miss This Opportunity to Use a Fully Finished Basement to Suit Your Family's Needs! Avoid Non-Conforming Properties and Expensive Fines for By-Law Violations with This Unspoiled Home, Loved by Its Original Owners! This gorgeous detached brick home in the heart of Caledon is where modern comfort meets exceptional flexibility and future value. Situated on an oversized, extra-wide lot with outstanding curb appeal, manicured landscaping, and a double-car garage, this move-in-ready home offers an exciting opportunity for families, multi-generational living, or buyers exploring future income potential.One of this home's standout features is its expansive finished lower level, offering incredible versatility with the potential for additional bedrooms, a private in-law suite, or a future secondary basement apartment.A bright, open-concept main floor filled with natural light from its desirable southwest exposure features spacious living and dining areas that flow seamlessly into the modern kitchen with quality finishes, ample cabinetry, and a functional layout for everyday living and entertaining.Upstairs, the generously sized bedrooms provide comfort and privacy, while the lower level offers endless possibilities. Whether you're envisioning extra family living space, guest accommodations, a home office, or future rental income, this flexible layout is ready to grow with you.Step outside to your private backyard oasis featuring mature landscaping and room to relax, entertain, or enjoy family and friends.Located in one of Caledon's most desirable communities, close to parks, schools, shopping, and major commuter routes, this exceptional property offers the perfect combination of lifestyle, flexibility, and long-term investment potential. A rare opportunity to own a premium lot with the space and layout to make your vision a reality.

30 Cedarholme Avenue, Caledon

$1,079,000
4 Beds 4 Baths W13597720 MLS
Beautifully updated and move-in ready family home in Caledon's quiet, safe and highly desirable community of Valleywood. Offering approximately 2,200 sq ft above grade plus a finished basement, this bright and meticulously maintained home is perfect for first-time buyers or growing families. Freshly painted throughout, the functional layout features a combined living and dining room, an upgraded kitchen with stainless steel appliances, and a sunny breakfast area with walk-out to the patio and private backyard. Enjoy exceptional privacy with no neighbours behind, backing onto a large park with mature trees creating a peaceful natural setting. The shed has power and makes a great workshop. A standout feature of the home is the spacious separate family room located between the main and second floor, complete with soaring cathedral ceilings and a cozy gas fireplace, the perfect place for relaxing or family movie nights.Upstairs offers three generously-sized bedrooms including a spacious primary retreat with a large walk-in closet and renovated 4-piece ensuite. A second bedroom also features a walk-in closet, while the third bedroom enjoys access to a 4-piece semi-ensuite.The finished basement adds incredible living space with brand new laminate flooring, a large rec room with built-in bookcases, wet bar, second laundry room, plenty of room for entertaining, games or a home gym, plus an additional bedroom and a 3-piece bathroom. Ideally located within walking distance to parks, trails and the library, and just minutes to shopping, everyday conveniences and Highway 410 for easy commuting. Situated in the sought-after Mayfield Secondary School district, this is the perfect place to start or grow your family!

150 Royal Valley Drive, Caledon

$2,550,000
5 Beds 3 Baths W13597554 MLS
Custom bungalow offering over 5,000 sq ft of finished living space in Bolton. Situated on just over 1/2 an acre. Surrounded by open fields along the rear and north side, this property delivers a rare combination of privacy, and space. The home features a large covered front porch and massive interlocked driveway providing ample private parking, complemented by a double car garage with interior access. Spacious main level highlighted by large windows that flood the home with natural light. The functional layout includes 3 generously sized bedrooms, 2 bathrooms (including a 5-piece ensuite), a private office, and a large living room with a fireplace and walk-out to the backyard patio. The main kitchen features an island, breakfast bar, and separate dining area. An additional front family room and formal dining/entertainment space provide flexibility forgatherings and everyday comfort.The fully finished basement offers a separate entrance, ideal for an in-law suite or potential rental income. Basement includes a 2nd full kitchen & dining area, 2 additional bedrooms, aspacious living room with a cozy wood-burning fireplace, and a large entertainment area complete with a wet bar, coffee/drink station, and pool table setup. A dedicated laundry area,storage, and workshop space complete the lower level.The backyard features a large patio area perfect for entertaining, along with expansive greenspace ideal for families, outdoor activities, or simply enjoying the peaceful surroundings. A rare opportunity to own a sprawling bungalow on a premium lot with multi-generational living potential in a highly sought-after location.

12792 Humber Station Road, Caledon

Start Your Search