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

Airport Road, Caledon
$18,000,000
W14120978 MLS
Potential for future Development Site & A Great Investment! 34.8 Acres. Properties Nearby Being Used For Commercial And Industrial Purposes. Only 5 Minutes From Brampton. Approximately 12 To 14 usable land. Seller is Willing To Provide VTB. A Property Like This One Doesn't Come Around Very Often. Best Location for developments.

Airport Road, Caledon
18101 Shaws Creek Road, Caledon
$4,495,000
6 Beds ⋅ 5 Baths ⋅ W14120446 MLS
A country estate with a story to tell. Welcome to Belain Farm, an extraordinary 96-acre property in the heart of Caledon, where timeless beauty and cinematic history come together. Featured in the acclaimed television series Anne with an E, the estate most recently served as the primary filming location for the upcoming feature film Model Citizen, starring Aaron Eckhart and Emmanuelle Chriqui. Both the historic residence and picturesque grounds feature prominently throughout the production, adding another chapter to the property's remarkable history on screen. Beyond its cinematic appeal, a picturesque maple-lined driveway welcomes you to a beautifully restored century brick residence, thoughtfully updated while preserving its original pine floors, custom millwork, wood-burning fireplaces and inviting character. The surrounding landscape unfolds into sweeping pastoral views, open meadows, mature forests, a tranquil pond and private trails throughout the property. Offering exceptional versatility, the estate features a 10-stall barn with a self-contained apartment, four paddocks with run-ins, a sand riding ring, separate studio, drive shed and approximately 40 workable acres. Whether envisioned as a private family retreat, equestrian estate or peaceful country escape, Belain Farm offers a lifestyle defined by space, privacy and natural beauty. Private trails connect directly to the Cataract Trail and Bruce Trail network. Enjoy nearby Belfountain's charming cafes and local amenities, championship golf at Osprey Valley, skiing at Caledon Ski Club and surrounding conservation areas, all within approximately 45 minutes of Pearson International Airport. A rare opportunity to own a truly distinctive piece of Caledon's countryside.

18101 Shaws Creek Road, Caledon
26 Del Grappa Street, Caledon
$949,900
3 Beds ⋅ 4 Baths ⋅ W14118778 MLS
Welcome to this beautifully maintained, move-in ready detached home in the highly desirable Rural Caledon community! Offering 2,167 sq. ft. of thoughtfully designed living space, this stunning residence features 3 spacious bedrooms and 4 bathrooms, perfect for growing families and professionals alike. The bright and functional layout boasts generously sized principal rooms, an inviting living area, and a modern kitchen ideal for everyday living and entertaining. Pride of ownership is evident throughout with meticulous upkeep and tasteful finishes. The spacious primary retreat offers a private en-suite and ample closet space, while the additional bedrooms provide comfort for the entire family. Situated in a sought-after neighborhood close to parks, schools, trails, and everyday amenities, this exceptional home delivers the perfect blend of comfort, style, and convenience. Simply move in and enjoy!

26 Del Grappa Street, Caledon
4069 Charleston Side Road, Caledon
$999,990
4 Beds ⋅ 4 Baths ⋅ W14118754 MLS
EXCLUSIVE COUNTRY RETREAT ON APPROX. 6.69 ACRES IN SOUGHT-AFTER RURAL CALEDON! An Extraordinary Opportunity To Own A Beautiful Countryside Property Offering Exceptional Privacy, Scenic Surroundings & An Incredible Lifestyle! Tucked Away Along A Long Private Driveway, This Impressive Property Showcases Gently Rolling Landscapes, Towering Mature Trees, Wide-Open Green Spaces & A Stunning Private Pond, Creating Your Own Peaceful Escape From The City! Featuring A Spacious 4-Bedroom, 4-Bathroom Detached Residence With Approx. 2,555 Sq. Ft. Of Total Finished Living Space, Including A Finished Basement Enhanced With Extensive Pot Lighting! Step Outside & Discover An Outdoor Paradise With Endless Room To Explore, Relax, Entertain & Enjoy Nature! The Expansive Grounds, Previously Used For Livestock, Include Fenced Enclosures, A Solid-Wood Chicken Coop & Additional Outbuildings, Offering Wonderful Possibilities For Country Hobbies & Rural Living! Create Unforgettable Memories Hosting Family& Friends In The Charming Wooden Gazebo, Complete With A Custom Stone-Built Wood-Fired Oven Ideal For Authentic Pizza, BBQs & Outdoor Culinary Experiences! With Nearly 7 Acres At Your Doorstep, Explore Exciting Opportunities For Future Home Expansion, A Secondary Dwelling, Workshop Or Other Accessory Buildings, Subject To Applicable Zoning, Permits & Municipal Approvals. LOCATION MEETS LIFESTYLE! Ideally Positioned Just East Of Hurontario Street, Offering Convenient Connectivity To Highway 10, Erin, Orangeville & Brampton While Preserving The Peace & Seclusion Of Country Living! An Exceptional Choice For Families, Nature Enthusiasts & Anyone Dreaming Of More Land, More Freedom & More Possibilities! FLEXIBLECLOSING AVAILABLE! DISCOVER THE BEAUTY OF COUNTRY LIVING, THE LUXURY OF SPACE & THE PRIVILEGEOF OWNING YOUR OWN PRIVATE COUNTRYSIDE HAVEN! A MUST-SEE PROPERTY THAT TRULY STANDS APART!

4069 Charleston Side Road, Caledon
58 Arcadia Road, Caledon
$780,000
3 Beds ⋅ 3 Baths ⋅ W14116052 MLS
Welcome to 58 Arcadia Road, Caledon! Discover the perfect place to call home in this inviting freehold townhouse offering, 3 bedrooms, and 2.5 bathrooms in the desirable SouthFields Village community. Featuring large windows that fill the home with natural light, this property offers a bright and welcoming atmosphere ideal for growing families, first-time buyers, or anyone looking for more space to settle in. Enjoy a family-friendly neighborhood with schools nearby, along with parks, playgrounds, community recreation facilities, and a public library in the surrounding area. Conveniently located in South Caledon, this home offers access to nearby city amenities while providing a quieter suburban setting. The outdoor spaces feature artificial turf in both the front and back yards, installed in 2021 and 2022 respectively, offering an attractive, low-maintenance alternative to traditional grass. Updates: Windows (2013), Roof (2013), Furnace (2013), A/C (2013), Honeywell Humidifier (2024), Front Yard Turf (2021), Backyard Turf (2022)

58 Arcadia Road, Caledon
14294 Winston Churchill Boulevard, Caledon
$1,988,000
4 Beds ⋅ 3 Baths ⋅ W14114964 MLS
Backing onto protected conservation land with no rear neighbours, this 2.43-acre Terra Cotta estate sits steps from the Caledon Trailway and Terra Cotta Conservation Area. Mature forest frames the property, while open lawn and established perennial beds create spaces to play, entertain and unwind. Garden paths wind past the perennials and beneath a charming arbour to quiet seating areas, with fresh blooms from spring through fall and blazing autumn colour in the forest beyond. The fully fenced pool and patio area make your backyard a private resort. The heated saltwater pool is soft and gentle on skin and eyes, with no harsh chlorine smell, and the waterfall adds a soothing soundtrack to long summer afternoons. Heating extends the swim season from late spring into fall. The large patio offers room for dining, lounging and barbecues, all with the forest as your backdrop. Inside are 3,716 sq ft above grade plus a finished lower level, over 4,700 sq ft in all. The two-storey living room has a vaulted ceiling and a two-way wood-burning fireplace shared with the breakfast room. The kitchen features Miele appliances, including an oversized fridge, built-in oven, cooktop and flush-mount hood, and opens to a sunken family room that walks out to the yard. The main floor also has a formal dining room behind French doors, laundry with a walkout, and a 3-pc bath with heated floor and glass shower, steps from the pool. Upstairs, an open loft works as an office or reading nook, and four bedrooms include a primary suite with his-and-hers walk-in closets. The finished basement adds a large rec room plus a bonus room for a gym, guest room or office. Insulated double garage with epoxy floor. Morning coffee under the arbour, an evening swim beneath the trees: this is country living, minutes from town. Offers welcome Sunday, November 8 at 6 PM. Ontario's Conservation Land Tax incentive program reduces taxable property amount by 1.39 acres from the total area of 2.42 acres.

14294 Winston Churchill Boulevard, Caledon
47 Brookwater Crescent, Caledon
$1,249,900
4 Beds ⋅ 4 Baths ⋅ W14114852 MLS
Absolutely Stunning & Beautifully Upgraded 4 Bedroom Detached Home In Prestigious Southfield area in Caledon!!! Situated On A Quiet, Family Friendly Street, This Gorgeous, east facing Home Offers Modern Upgrades, Spacious Living & An Exceptional Location * Impressive Grand Entrance With Soaring Open To Above Staircase * 9 Ft Ceilings On Main Floor * Main Floor den *perfect place to be call home

47 Brookwater Crescent, Caledon
7190 King Street, Caledon
$2,600,000
6 Beds ⋅ 4 Baths ⋅ W14114094 MLS
**Excellent opportunity** to acquire 10.45 acres in a prime location of Caledon offering endless possibilities, located close to King St and The Gore Rd. This spacious raised bungalow features 2146 sq. ft. of well-designed living space with 4 generous bedrooms and 3 bathrooms.The bright main level offers an open-concept layout with a country-style kitchen overlooking the family room, expansive living and dining areas, and spacious bedrooms. The fully finished walk-out basement includes its own kitchen, washroom, 2 additional bedrooms, and a large recreation area, making it ideal for extended family, multi-generational living, or potential income opportunities. Also, 2000 Sq Ft Barn with 2 large drive in doors. Surrounded by picturesque countryside while remaining conveniently close to major roads and everyday amenities, this exceptional property combines privacy, space, and outstanding future potential. Whether you're looking for a family estate or investment opportunity, this unique Caledon property is one you won't want to miss.

7190 King Street, Caledon
19817 Main Street, Caledon
$850,000
4 Beds ⋅ 3 Baths ⋅ W14112750 MLS
Imagine Waking Up To The Gentle Sounds Of The Credit River, Enjoying Your Morning Coffee Surrounded By Nature, & Coming Home Each Day To Your Own Peaceful Riverside Escape. Welcome To 19817 Main Street, A Charming Detached 1.5-Storey Home Nestled In One Of Caledon's Most Desirable Villages, Where Country Cottage Charm Meets The Comfort And Convenience Of Village Living. Offering 4 Bedrooms, 2.5 Bathrooms, A Walk-Out Lower Level, And A 1.5-Car Garage, This One-Of-A-Kind Property Invites You To Slow Down, Unwind, And Embrace A Lifestyle Surrounded By Natural Beauty. Warm And Welcoming Living Spaces Are Filled With Natural Light And Picturesque Views Of The Credit River, Which Gracefully Winds Along The South And East Sides Of The Property. Step Outside And Discover Your Own Private Backyard Oasis. A Spacious Raised Deck Provides The Perfect Setting For Summer Gatherings, Outdoor Dining, Or Simply Relaxing While Taking In The River Views. Wander Through Lush Perennial Gardens, Retreat To The Charming Gazebo, Or Find Your Favourite Spot By The Water To Enjoy The Peaceful Sounds Of Nature. Whether Entertaining Family And Friends Or Savouring Quiet Moments, Every Season Offers Something Special. Discover Everything That Makes Alton Such A Wonderful Place To Call Home. Enjoy Championship Golf At Osprey Valley, Explore Scenic Hiking And Cycling Trails, Visit Local Cafés, Restaurants, Art Galleries, Parks, And The Historic Alton Mill, Or Indulge In A Relaxing Afternoon At The Millcroft Inn & Spa - All Within Walking Distance! Offering The Tranquility Of Cottage-Country Living Without Sacrificing Everyday Conveniences Or Commuter Accessibility, This Rare Riverside Property Is More Than Just A Home - It's An Opportunity To Embrace A Lifestyle Where Nature, Community, And Comfort Come Together Beautifully. Your Riverside Escape Awaits At 19817 Main Street. Come For The Views, Stay For The Lifestyle, And Fall In Love With The Possibilities! Immediate Occupancy!

19817 Main Street, Caledon
1 Cedar Drive, Caledon
$1,849,999
4 Beds ⋅ 4 Baths ⋅ W14112204 MLS
Your golf clubs, ski boots and paddle board called. They'd like to move to Caledon.Work, live and play. All in one pretty spectacular place. There are homes with backyards. And then there are homes with their own spring-fed pond, nearly 3 acres of forest, and a lifestyle that could give your favourite weekend getaway a run for its money. Welcome to 1 Cedar Drive. Tucked into the rolling hills of Caledon, where the golf is good, the ski hills are close, and coming home feels suspiciously like going on vacation. Beautifully renovated with just the right amount of sophistication, this four-bedroom country home knows how to make an entrance. Think gorgeous hardwood floors, a chef-worthy kitchen dressed in quartz and stainless steel, oversized windows framing the surrounding greenery, and a cathedral-ceiling family room with a fireplace that practically begs for a slow Sunday. There's a dedicated main-floor office, a generous mudroom for all the gear that comes with country life, and a primary suite with a five-piece ensuite, walk-in closet, and views worth waking up for. A property that works just as hard as you do. The commercially finished walkout lower level offers an entirely different kind of opportunity. With multiple rooms, two separate entrances, and a layout designed with versatility in mind, there's potential to accommodate multiple businesses, create additional income streams, or simply bring your work a little closer to home. From professional offices and wellness services to creative studios and beyond, it's a space with serious potential. Of course, when you do feel like venturing out, the Caledon Ski Club, Belfountain, Credit River, Hiking trails, and exceptional golf courses are practically in your backyard. Natural gas, Bell Fibe internet, and parking for 10+ vehicles take care of the practical stuff.

1 Cedar Drive, Caledon
152 Newhouse Boulevard, Caledon
$1,449,900
7 Beds ⋅ 7 Baths ⋅ W14110734 MLS
//3365 Sq Feet + Legal Basement Apartment// 4+3 Bedrooms & 7 Washrooms Stone & Brick Elevation Detached House In Prestigious Southfields Village Caledon Community!! **No House In Back** Your Search Ends Here With This Impeccably Maintained & Fully Loaded With Upgrades!! ***3 Bedrooms Legal 2nd Dwelling Basement Apartment*** Grand Double Door Main Entry! Luxury Custom Kitchen With Quartz Counter-Top, Massive Island, Custom Backsplash & High End Stainless Steel Appliances* Walk/Out To Patio From Breakfast Area! 2 Master Bedrooms, 3 Full Bathrooms On 2nd Floor & 4th Washroom In Loft Area [Total 7 Washrooms - 5 Upstairs & 2 In Basement] Primary Bedrooms Comes With 5 Pcs Ensuite & Walk-In Closet* All Bedrooms Are Generous Size!! Main Floor Featuring - Luxury Hardwood Flooring, 9 Ft Ceilings, 8 Ft Doors, Gorgeous Family Room With Fireplace, Upgraded Light Fixtures & Tons Of Natural Light** Bonus Space - Very Rare To Find House With 3rd Floor Loft With Full Washroom** Basement Is Currently Rented At $2400/Month & Tenant Is Willing To Stay* Must View House! Shows 10/10*

152 Newhouse Boulevard, Caledon
17585 Mississauga Road Unit 14, Caledon
$1,399,000
5 Beds ⋅ 3 Baths ⋅ W14110286 MLS
Welcome To The Caledon Ski Club!!! Invite All Of Your Friends To Stay In This Spacious 5 Br, Open Concept Chalet With 2 1/2 Large Floors Of Living Space & Multiple W/O's on the upper and lower levels. Enjoy large lot With Lots Of Sunlight on this Ski-In/Ski-Out property. This lifts are 1 minute away. Take Advantage Of Living On One Of Ontario's Most Exclusive And Thriving Private Ski Clubs, You Will Have The Quiet Enjoyment Of 200 Acres To Walk The Dog, Hike, Mountain Bike, Snow Shoe, Cross Country Ski and swim in the pond. This Stunning ~3000+ Sq Ft of living space has been recently updated with paint inside and out. It is move in Ready!! The Open Concept offers an amazingly bright great room with sunset views of the west and the Vaulted Beams & 20ft ceiling heights reveal the Ski Hills at your finger tips. Walk Out To 2 Decks, and the back yard makes it feel as if the hills are coming into your home. This can be utilized as a year round opportunity or your cottage away from the city. Just a skip & a jump to the many Caledon trails, a cast away from the Credit River and the Caledon Trout Club and a chip and a put from the Devils Pulpit & Osprey. There is something to do in all seasons.

17585 Mississauga Road Unit 14, Caledon
Start Your Search

How much is your home worth?

Get instant property value now!