Rural Caledon Homes for Sale

Rural Caledon Homes for Sale

Welcome to Rural Caledon, Ontario, a picturesque and tranquil haven that perfectly blends the charm of country living with the convenience of city access. Nestled in the heart of the Peel Region, Caledon is renowned for its stunning landscapes, rolling hills, and lush greenery, making it an idyllic retreat for those seeking a serene lifestyle away from the hustle and bustle of urban life.

Rural Caledon boasts a rich tapestry of nature, with an abundance of parks, trails, and conservation areas. Residents can indulge in outdoor activities such as hiking, cycling, and horseback riding, all while soaking in the breathtaking views of the surrounding countryside. The area is also home to a vibrant community, featuring local farmers' markets, charming boutiques, and delightful eateries that celebrate the region's agricultural heritage.

For those considering a move to this enchanting area, there is an array of homes for sale that cater to diverse lifestyles and preferences. From sprawling estates with breathtaking views to cozy cottages surrounded by nature, Rural Caledon offers a variety of properties that embody the essence of country living. Many homes are situated on generous lots, providing ample space for gardens, outdoor entertaining, and family gatherings.

Whether you are looking for a peaceful retreat or a place to grow your family, Rural Caledon is a community that promises a fulfilling lifestyle. Embrace the tranquility and charm of this beautiful region, and discover the perfect home that awaits you in Rural Caledon, Ontario. Your dream home is just a visit away!

Newest Rural Caledon Homes for Sale

$3,450,000
6 Beds ⋅ 5 Baths ⋅ W13767138 MLS
The Beech House stands well back on 2.55 wooded acres, screened from the road. A modern house of more than 4,000 square feet, rebuilt from the studs out to the tree line - over a million dollars of renovation since 2020. A planted courtyard leads to an entry walled in glass. Inside, an open staircase climbs beneath an atrium that pours daylight into the centre of the house. The kitchen anchors the main floor with a long centre island, wall ovens and a sunlit breakfast area. The living room lies beyond, opening to a screened-in covered porch with a pizza oven. A few steps down, the sunken family room. Set on its own, a formal dining room with bar. Three bedrooms occupy the main level, one with a private ensuite - a full life on one floor, should it suit. Above, the primary suite: banks of closets, a spa ensuite with double vanities, freestanding soaking tub and separate shower, and a private balcony in the treetops. A fifth bedroom completes the level. Engineered hardwood and tile throughout; two baths heated underfoot. The grounds are the revelation. A stone terrace runs along the back of the house, with a pergola for long dinners at one end and a hot tub, cold plunge and barrel sauna tucked into the trees. Stepping stones cross the lawn to a circular fire pit terrace. Past the gardens, at the far edge of the lawn, a pond with a fountain sits against the woods. Above the detached garage, a self-contained guest suite with its own entrance: bedroom, bath, living room, dining area and kitchen. It can be sold turn-key and furnished, and most of the main house is available the same way. The essentials are handled - furnace 2025, house A/C 2021, guest suite A/C 2026, Culligan UV, softener and reverse osmosis, insulated crawl space, EV charger compatible outlet, Lorex cameras, driveway 2024, culvert 2026. Minutes from Orangeville and the Caledon trails, and quiet the moment you turn in off the road.

3285 Beech Grove Side 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
$1,499,000
4 Beds ⋅ 3 Baths ⋅ W13766052 MLS
Welcome To Your Forever Home! Discover The Perfect Blend Of Country Charm, Modern Luxury And Tranquility In This Beautifully Renovated 3+1 Bedroom Ranch-Style Bungalow, Set On Approximately 1.85 Acres With A Private Pond And Directly Backing Onto The Caledon Trailway. Surrounded By Nature And Offering Exceptional Privacy, This Rare Property Is Truly One Of A Kind.Step Inside To A Bright, Spacious And Thoughtfully Updated Interior Featuring Stylish Finishes, Pot Lights And Large Windows Throughout, Allowing An Abundance Of Natural Light To Fill The Entire Home. The Gorgeous Kitchen Is Designed For Both Everyday Living And Entertaining, Featuring Quartz Countertops, A Centre Island, Stainless Steel Appliances, Pot Lights And A Convenient Combined Breakfast Area. The Separate Living Room Is Bright And Inviting, While Spacious Bedrooms With Custom Closets Offer Comfortable And Functional Retreats For The Entire Family.The Finished Basement Provides Valuable Additional Living Space And Features Laminate Flooring And Pot Lights, Making It Perfect For A Family Room, Recreation Area, Home Office, Gym Or Entertainment Space.Extensively Updated With Numerous Recent Improvements, Including Iron Filter And Heat Exchanger (2026), Well Water Pump (2025), Sump Pump (2024), Water Softener (2020), Septic Bed (2021), Paved Driveway (2021), Interlocking At The Front Of The Home, Patio (2021), Gutters, Soffits & Fascia (2021), All Doors & Windows (2021) And Garage Doors (2021).Enjoy Outdoor Living At Its Finest With Expansive Grounds, A Private Pond, A Beautiful Backyard Gazebo And Direct Access To The Caledon Trailway. A Truly Exceptional Property Offering Space, Privacy, Modern Updates And An Unparalleled Natural Setting. Move In, Unwind And Enjoy The Peaceful Country Lifestyle You've Been Waiting For!

16072 The Gore Road, Caledon
$2,498,000
5 Beds ⋅ 3 Baths ⋅ W13764100 MLS
Private 24.9 acres across from the Paintbrush Golf Course, positioned high on Caledon's Escarpment, this custom, architect-designed 4+1 bed, 2.5 bath has beautiful curb appeal on a park-like, idyllic setting and features country views from every window, sun all day in the south-facing backyard & in-ground pool, rolling hiking trails w/ nature in abundance (turkey, deer, songbirds), and Toronto city skyline views beyond the mature trees. The main level features oak-pegged flooring & crown moulding. Living w/ French doors & wood-burning fireplace framed w/ a pine hearth & surround. Bright & spacious two-toned Kitchen is warm & inviting, w/ granite c-tops, travertine b/splash, center island w/ b-bar is open to the Family w/ a propane gas fireplace, south-facing views, and a sliding-door walk-out to the pro-landscaped pool & patio area. The Primary features an elegant 5-piece ensuite w/ pocket door, skylights, in-floor heating, a glass shower, bidet, soaker tub & long country views. If you look closely, you may even spot the CN Tower through the trees in the distance! Bedrooms 2, 3 and 4 have closets, enjoy beautiful views & share a 4-piece bathroom w/ skylights. Bedroom 5 is in the partially fin bsmt. A Breezeway/Mud rm offers additional access to the home & backyard. It leads to an unfin/uninsulated rm w/ garage access, with potential for workshop, gym, storage or bonus rm! Daikin Heat pump (2020). Enjoy local quaint restaurants, arts centers, craft breweries, farmer's markets, coffee shops, nearby conservation areas, the Caledon Trailway, the Bruce Trail (across the street!), and the Caledon Ski Club. For golf enthusiasts, this property is steps to the Paintbrush, 10 mins to the Pulpit Club, and is 20 minutes to the TPC Toronto at Osprey Valley. There is paved road access to major arteries for ease in commuting to the city or to the north. Enjoy being a 5-min drive to Caledon East, 20 mins to Orangeville & a 1-hour drive to TO. A wonderful central location!

4845 Escarpment Side Road, Caledon
$1,799,000
4 Beds ⋅ 4 Baths ⋅ W13761862 MLS
Live the waterfront lifestyle year-round-just 30 minutes from the GTA! Set on 2.36 private acres with over 300 ft of shoreline on exclusive Green Lake, this exceptional full-time residence delivers the feel of Muskoka without the long drive. Green Lake is a private, spring-fed lake with crystal-clear water, depths of approx. 60 ft and trout and bass-perfect for swimming, boating, fishing and four-season enjoyment. The impressive post-and-beam log home blends timeless character with everyday comfort, creating a warm and inviting retreat designed for full-time living. A heated and insulated detached garage/workshop, charming guest log bunkie with full foundation and 3-pc bath, plus a backup generator add flexibility and peace of mind. Outside, professionally landscaped grounds and flagstone walkways lead to a spectacular lakeside setting complete with private sandy beach, gazebo, dock and outdoor kitchen-ideal for summer entertaining, quiet mornings by the water and unforgettable evenings under the stars. Just minutes from TPC Toronto at Osprey Valley, The Pulpit Club, Caledon Ski Club and miles of scenic trails, this property offers the rare combination of privacy, recreation and convenient access to the city. More than a weekend escape, 143 Green Lake Rd is a true year-round home where every season brings something to enjoy and generations can gather for years to come.

143 Green Lake Road W, Caledon
$3,950,000
6 Beds ⋅ 5 Baths ⋅ W13761544 MLS
Among the finest homes in Caledon. Set high on a hill across nearly 14 acres, surrounded by mature forest, where wild English gardens meet the clean, sharp lines of a gorgeous modern farmhouse. Private, and entirely its own. Completed in 2022 and built to hold the light and the landscape in equal measure. At the centre of the home, an open-concept kitchen, living and dining space anchored by a statement fireplace and wrapped in floor-to-ceiling corner windows that pull the forest inside from sunrise to last light. The kitchen balances marble, warm wood tones and custom detailing with luxe Fisher & Paykel appliances. A beautiful pantry and custom wine room sit just beyond. Views from nearly every room. The ideal family home. A handsome home office with custom built-in bookcase and rolling ladder, perfect for working from home. Off the kitchen, a mudroom and laundry connect to the two-car garage, with a dedicated dog wash. Upstairs, the primary reads as its own wing. Walk-out balcony, generous walk-in closet, five-piece spa-like ensuite. Designed with the ever-growing family in mind, the floor plan offers 4+2 bedrooms and 5 bathrooms, every bedroom with its own ensuite, and a main floor play room with the flexibility to become a co-primary suite. Below, a full basement with oversized window wells that bring daylight right through the lower level. Newly landscaped with professionally designed gardens and plantings, irrigated throughout. A fully fenced backyard made for dogs, kids and long summer nights. A handcrafted Sip Sauna, built to traditional Finnish standards, sits alongside a wood-burning hot tub overlooking the lush lawn. The ideal weekend escape, without leaving home. A modern farmhouse with the soul of a country house, and the craftsmanship to match.

3045 Highpoint Side Road, Caledon
$2,144,000
5 Beds ⋅ 4 Baths ⋅ W13747140 MLS
Timeless Character, Exceptional Space & 2 Acres of Privacy. Discover the possibilities in this stately, all-brick residence, thoughtfully designed and built by its original owners. Offering over 5,000 sq. ft. of living space, this substantial home features a spacious, exceptionally well-planned layout with a natural flow that provides an ideal foundation for a seamless modern update. The main level features a welcoming family room with a striking marble fireplace and walkout to the deck, overlooking the expansive backyard. Upstairs, four generously sized bedrooms include a primary retreat with its own marble fireplace and a large ensuite, currently roughed-in and ready for completion to suit your vision. The lower level adds even more versatility, with a walkout to the breathtaking, park-like two-acre property, offering an incredible sense of privacy, serenity, and connection to nature. A fifth bedroom and bathroom on this level provide excellent space for guests, extended family, additional living accommodations. A lovely, updated lower-level kitchen provides the perfect foundation for a potential in-law suite or additional living space. While this home requires renovation and modernization, the underlying quality, generous proportions, thoughtful floor plan, and extraordinary setting present a rare opportunity to create something truly special. And then there's the location. Just minutes from Caledon East, you'll enjoy easy access to local amenities, schools, parks, the recreation centre, arena, swimming pool, shops, and more - all while coming home to your own private two-acre retreat. A remarkable opportunity to transform a solid, spacious family home into your dream estate in one of Caledon East's most desirable settings.

11 Prince Andrew Drive, Caledon
$1,769,000
5 Beds ⋅ 4 Baths ⋅ W13760726 MLS
Fully upgraded home on a stunning 3.6-acre lot offering beautifully finished living space throughout. Eat-in kitchen with centre island, stainless steel appliances, wall-to-wall pantry cabinetry, and walk-out to deck with spectacular views. Renovated bathrooms on all floors and a beautiful family room. Enjoy a huge private backyard featuring a sauna, hot tub, gazebo, entertainer's deck, mature trees, and a pond-perfect for relaxing or hosting.Ideally located minutes to Caledon Village and Orangeville, with easy access to Hwy 10 and Hwy 9 for convenient commuting (approx. 45 minutes to Toronto), plus nearby GO bus connections toward Brampton GO/Union. Close to local shops, dining, essential services, and surrounded by Caledon's scenic trails and outdoor recreation. 200-amp service. A rare opportunity to enjoy privacy, space, and convenience in one exceptional property !!

9 Elite Road, Caledon
$1,849,000
4 Beds ⋅ 3 Baths ⋅ W13760370 MLS
Tucked away in one of Caledon's most picturesque countryside settings, this enchanting custom built home spans approx4500sqft situated on 7 acres. A fully insulated 1200sqft garage/workshop with loft space provides exceptional flexibility for car enthusiasts, hobbyists, or additional storage. With Orangeville, Erin and Caledon Village a short drive away this property combines rural tranquility with exceptional amenities. The home blends character, architectural significance, and natural beauty into an offering unlike anything else on the market. From the moment you arrive, the home's storybook presence captivates, with a stunning wraparound porch, soaring cedar-clad ceilings, expansive skylights, wood- burning fireplace and an open-concept design. Rich in history, the home showcases beautifully restored beams and posts reclaimed from an 1854 barn in King Township, creating the charm and grandeur of a classic barn interior while offering all the comforts of modern living.Thoughtfully designed layout is ideal for both entertaining and family living. The serene primary retreat offers a magical experience, allowing you to gaze at the stars from the comfort of your bed. Additional bedrooms feature vaulted ceilings, while the versatile third-floor loft is perfect as a guest suite, home office, studio, or children's retreat. Outside, the remarkable grounds offer the perfect balance of open green space and private woodland trails. Ideally situated near TPC Toronto at Osprey Valley, the Caledon Ski Club, premier equestrian facilities, extensive cycling and hiking trails, and local favourites such as GoodLot Farmstead Brewing Co. The new 413 highway will significantly increase the accessibility to the City and beyond. Excellent schools in Belfountain and Alton further enhance its appeal. A rare opportunity to own a truly distinctive estate where history, nature, and modern comfort come together in perfect harmony.

19555 Shaws Creek Road, Caledon
$1,299,900
6 Beds ⋅ 4 Baths ⋅ W13759952 MLS
2697 Sq Ft As Per Mpac!! Come & Check Out This Fully Detached Luxurious Home Built On 36 Ft Wide Lot, Showcasing A Premium Stone & Stucco Elevation. Comes With Finished Legal Basement Registered As Second Dwelling With Separate Entrance. Bright Open Concept Layout On The Main Floor Featuring Separate Living & Dining Rooms. Upgraded Modular Kitchen Is Equipped With Quartz Countertop, S/S Appliances & Breakfast Area W/O To Yard. Second Floor Offers 4 Spacious Bedrooms, Including A Primary Bedroom With Ensuite Bath & Walk-In Closet. Finished Legal Basement Features 2 Bedrooms, Kitchen, Full Washroom & Separate Laundry. Ideally Located In A Family-Friendly Neighborhood, Close To Schools, Parks, Public Transit, Shopping & All Essential Amenities.

15 Speckled Alder Street, Caledon
$899,900
3 Beds ⋅ 3 Baths ⋅ W13758842 MLS
Welcome to 27 Kearny Avenue, a beautiful 3-bedroom, 3-bathroom semi-detached home in the master-planned, family-focused community of SouthFields Village. Offering 2,034 sq. ft. of thoughtfully designed living space, this home combines generous proportions, exceptional functionality and an inviting sense of flow. Step inside through the welcoming foyer and discover an exceptionally well-laid-out main floor, featuring distinct formal living and dining spaces, plus a generously sized family room adjacent to the beautifully upgraded kitchen and breakfast area. Designed for both everyday living and effortless entertaining, the open and versatile layout makes excellent use of every square foot. Upstairs, you'll find three spacious bedrooms, including a truly impressive primary retreat featuring a large walk-in closet and private ensuite. Two additional well-proportioned bedrooms offer plenty of flexibility for family, guests or a home office. A convenient walk-in laundry room on the upper level adds an everyday luxury that makes household routines just a little easier. Outside, the beautifully landscaped backyard offers an expansive deck - the perfect setting for summer dining, morning coffee or relaxing evenings with family and friends. Beyond the property itself, the location is equally compelling. Ideally located just steps from the SouthFields Community Centre, parks, playgrounds and neighbourhood trails, this home puts an incredible range of family-friendly amenities right at your doorstep. Enjoy the best of both worlds with easy access to Highway 410, Mayfield Road and Kennedy Road, making commutes to Brampton, Mississauga and the broader GTA a breeze, while still enjoying the more relaxed, green surroundings of Caledon. Thoughtfully designed, beautifully maintained and perfectly positioned - 27 Kearny Avenue offers the space, comfort and lifestyle you've been looking for.

27 Kearny Avenue, Caledon
$5,995,000
5 Beds ⋅ 5 Baths ⋅ W13756116 MLS
Discover That Form A Private Paradise, This Stunning Property Boasts Over 10,000 Square Feet Of Gorgeous Living Space On Almost 25 Acres Of Prime Land. Lovingly Cared For And Kept in Perfect Shape, This One-Of-A-Kind Home Mixes Classic Charm With Timeless Beauty. Step Inside To Enjoy Top-Notch Woodwork, Warm Solid Walnut And Cherry, And High Ceilings That Make Every Moment Feel Magical. Huge Floor-To-Ceiling Windows Fill The Rooms With Sunshine, Smoothly Leading Out To A Massive Terrace From The Main Bedroom, Living Area, Dining Space, And Prep Kitchen. Treat Yourself To The Pro Chef's Kitchen, Complete With A Classic Pizza Oven Ready To Impress Your Friends And Fire Up Amazing Meals. A Whole Floor Built For Fun And Games, Flowing Right Into A Backyard Oasis Like Your Own Private Resort, Full Of Endless Chill Vibes And Joy. The Smart Design Keeps Everything Flowing Easily, Plus There's A Separate Workshop And Lush Garden. Drive Through The Grand Gates, And Those Tall Trees Welcome You With A Peaceful Hug That You'll Never Forget. This Isn't Just A House It's A Smart Investment And The Ultimate Blend Of Cozy Indoor Luxury And Dreamy Outdoor Living. Grab This Once-in-A-Lifetime Chance To Dive Into Pure Bliss Book Your Private Showing Today And Walk Into A World Of Total Wow!

18387 The Gore Road, Caledon
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