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

$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
$1,150,000
3 Beds ⋅ 3 Baths ⋅ W13606864 MLS
Rare Bungalow in Valleywood, approx 2000 sq ft, Excellent Lot 60 x124 Feet, Carpet Free Hardwood Throughout, 3 Bedroom, 3 Bath, Master with 4 pc Ensuite and Walk In Closet. Granite Counters. Roof 2020/Furnace February 2022. New Eves 2021 Hook up Gas Line for BBQ

128 Valleywood Boulevard, 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
$1,279,900
6 Beds ⋅ 5 Baths ⋅ W13605496 MLS
**2960 Sq Ft** //Greenpark Built Premium Stone Elevation With Finished Basement// Rare To Find 4+2 Bedrooms & 5 Washrooms// Luxury Stone Elevation Greenpark Built House in Southfields Village Of Caledon! Double Door Entry!! Separate Living, Dining & Family Rooms - Gas Fireplace In Family Room!! Hard Flooring in Main & 2nd Levels* Family Size Kitchen With Porcelain Floor, High-End Quartz Counter-Top, Backsplash & Built-In Appliances! Oak Stairs With Iron Pickets ! 3 Full Washrooms In 2nd Floor!! Master Bedroom Comes With Walk-In Closet & Fully Upgraded 5 Pcs Ensuite with Double Sink! **Carpet Free House** 4 Generous Size Bedrooms! Each Bedroom Is Connected To A Washroom! Freshly & Professionally Painted!! 2 Bedrooms Finished Basement With Full Washroom* Fully Done Driveway With Exposed Concrete! All Washrooms Counters Have Been Upgraded* Closet Organizers* Loaded With Exterior & Interior Pot Lights* Walking Distance To Etobicoke Creek, Parks, Schools, And Playground. Shows 10/10**

77 Deer Ridge Trail, 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
$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
$1,329,000
6 Beds ⋅ 6 Baths ⋅ W13596232 MLS
Experience Luxury Family Living In This Stunning Almost 3,500 Sq. Ft. Detached Home. Ideally Situated On A Premium Oversized Pie-Shaped Lot, Under 4 Years Old And Showcasing Over $250,000 In Builder Upgrades. This Exceptional 6-Bedroom, 6-Bathroom Residence Offers The Perfect Blend Of Style, Space, Privacy, And Functionality. Highlights Include 10-Foot Ceilings On The Main Floor, 9-Foot Ceilings Upstairs, Smooth Ceilings Throughout, Tall Doors And Windows, Upgraded Hardwood Flooring On Both Levels, And A Main-Floor Bedroom With A Private 4-Piece Ensuite. The Spectacular Extended Kitchen Features A 10-Foot Waterfall Island, A Gourmet Jennair Kitchen, And A 48-Inch Refrigerator, Making It Ideal For Entertaining And Everyday Family Living. The Primary Retreat Boasts An Architectural Tray Ceiling, His-And-Hers Closets, And A Spa-Inspired 6-Piece Ensuite, While The Additional Bedrooms Offer Private Ensuite Or Jack-And-Jill Bathroom Access. Complete With Upgraded Quartz Countertops, Modern Finishes, Premium Tile Work, And A Builder-Provided Side Entrance To The Basement, This Remarkable Home Is A Must-See.

62 Royal Fern Crescent, Caledon
$1,099,900
5 Beds ⋅ 3 Baths ⋅ W13593210 MLS
Beautiful well maintained, move-in-ready, very spacious 2,250 sq. ft., 4 + 1 bedroom, 3 bathroom detached Bungalow, situated on a 1 acre lot. Prime location, with peaceful rural ambiance and close to all amenities. Large spacious custom oak kitchen features built-in oven, kitchen island and lots of cupboard space. Walkout from kitchen to a large two tier deck, great for bbq's and entertaining. Huge family room with gas fireplace, wooden beams and walkout to side yard. Beautifully landscaped stone patio front entrance and mature trees, giving you your own private oasis, great for entertaining and relaxation. Garage entry from house and large mud room. 4 spacious bedrooms on main level, great for family and office space. Lower level with separate entrance & Armorstone landscaping, is perfect for guests or in-law suite with its living area, bedroom, recreational space and cedar sauna. Huge room with workbench, allowing for ample storage or future projects. Separate heated workshop with two garage doors and man door. This home combines both comfort and convenience. Minutes to Caledon Village, five (5) minutes south of the quaint town of Orangeville on Hwy. 10, close to parks, schools, recreation centers, shopping, grocery stores, restaurants & all amenities. Located close to major highways.

19290 Hurontario Street, Caledon
$1,249,900
4 Beds ⋅ 4 Baths ⋅ W13593018 MLS
This bungalow offers over 3,300 sq. ft. of finished living space with a separate entrance, making it ideal for multi-generational living or income potential. Located on a quiet cul-de-sac in a family-friendly neighbourhood, the private backyard overlooks a parkette and features a saltwater pool with slide, spa/hot tub, gazebo, mature trees, and wrought iron gate access on both sides.The open-concept main floor features spacious living and dining areas, a large kitchen, a family room with a three-sided fireplace, and a walkout to an expansive deck overlooking the backyard.The spacious primary suite includes a beautifully updated ensuite with heated floors and a walk-in closet. Two additional bedrooms, a full bath, main-floor laundry, and direct garage access complete the main level.The bright above-grade walkout lower level offers a second kitchen, generous living and dining areas, a private bedroom with ensuite, French doors, a separate entrance, and a laundry rough-in.A rare opportunity to own a spacious home with flexible living space, exceptional outdoor amenities, and a prime location in one of Valleywood's most desirable neighbourhoods.

8 Vista View Court, Caledon
$10,900,000
7 Beds ⋅ 5 Baths ⋅ W13589386 MLS
WOODLANDS is an extraordinary 7-bedroom, 5-bathroom estate offering two distinct residences set on approximately 63 private acres of mature forest, scenic trails, and meticulously landscaped gardens. Perfectly positioned at the prestigious corner of Escarpment Sideroad and St. Andrews Road, surrounded by grand country estates and directly across from Paintbrush Golf Club, while just minutes to Devil's Pulpit Golf Association. The main residence is highlighted by a breathtaking 14-foot floor-to-ceiling great room and an elegant open-concept marble and onyx kitchen. A dramatic two-sided floor-to-ceiling fireplace beautifully separates the principal living and dining rooms, while expansive wraparound terraces provide seamless indoor-outdoor living from every principal space. Two luxurious primary suites each feature walk-in closets and spa-inspired 5-piece ensuites. The walk-out lower level is designed for exceptional entertaining, complete with a spacious family room, wine cellar, recreation area, mirrored fitness studio, two above-grade bedrooms, and a custom 10-person wet bar. The contemporary Pool House offers two additional bedrooms, dramatic floor-to-ceiling windows, a spacious 3-piece wet room, and stunning views over the infinity-edge pool and hot tub. Outdoor entertaining is equally impressive with an expansive dining terrace, championship tennis court, beautifully manicured gardens, woodland walking trails, and a tranquil fire pit setting surrounded by towering pines. Offering approximately 6,000 sq. ft. of total living space, WOODLANDS presents a truly exceptional private estate in one of Caledon's most coveted locations.

4780 Escarpment Side Road, Caledon
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