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Explore Caledon Homes for Sale

Caledon is the perfect blend of countryside charm and modern living. Known for its breathtaking natural beauty, this town is home to the famous Bruce Trail and the scenic Cheltenham Badlands, attracting nature lovers and adventure enthusiasts. Neighborhoods like Bolton, Southfields Village, and Palgrave offer a mix of contemporary Single-family homes and charming Bungalows surrounded by lush greenery. Explore modern Condos, stylish Townhomes, or undeveloped Land for future development. For business ventures, consider Commercial properties or indulge in luxury with Homes with a pool. Stay updated with Just-listed properties for the latest listings.

Caledon also boasts a thriving local food scene, with farmers' markets and restaurants serving farm-to-table cuisine. For families, the town provides excellent schools, recreational programs, and community centers. Caledon’s tranquil atmosphere, combined with its accessibility to Toronto via major highways, makes it a sought-after destination for those looking to escape city life without compromising on modern conveniences.

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Newest Caledon Homes for Sale

5 Beds ⋅ 5 Baths ⋅ W13743504 MLS

Luxury Redefined In Prestigious Rural Caledon! Stunning Juniper Model Ele-C Situated On A Premium Ravine Lot, Featuring Soaring 10-Ft Main Floor & 9-Ft Second Floor/Basement Ceilings. Exceptional 5-Bedroom, 3.5-Bath Layout Showcases High-End Finishes, Elegant Hardwood Flooring, Oversized Doors & Windows, And An Exquisite Custom Kitchen With Top-Tier Built-In Appliances & Servery. Breathtaking Ravine Views, Impressive Craftsmanship & Sophisticated Design Throughout. A Truly Exceptional Home Offering Luxury, Privacy & Unparalleled Elegance.

4 Madawaska Road, Caledon

8 Beds ⋅ 6 Baths ⋅ W13742038 MLS

Welcome To 50 Stratford Drive, Caledon. A Luxury Residence Where Timeless Elegance Meets Modern Sophistication. Offering Approx. 3,713 Sq. Ft. Of Exceptional Living Space Plus A Fully Finished 3-Bedroom Basement, This One-Of-A-Kind Home Features Premium Upgrades Throughout. The Striking Stone & Brick Exterior, High-End Exterior Finishes, Elegant Double-Door Entry, And Distinctive Architectural Appeal Create Unmatched Curb Appeal In The Community. Inside, Soaring11-Ft Ceilings On The Main Floor And 10-Ft Ceilings On The Second Level & Basement Enhance The Grand Scale Of The Home. Rich Hardwood Flooring, Designer Light Fixtures, Smooth Ceilings, Crown Moulding, 7-Inch Baseboards, Coffered Ceilings, And Expansive Windows Showcase Exceptional Attention To Detail. The Gourmet Kitchen Is A True Showpiece, Featuring Upgraded Marble Countertops, Oversized Centre Island, Marble Backsplash, Extensive Cabinetry, And A Spacious Breakfast Area With Walk-Out To The Deck. The Open-Concept Layout Includes A Beautiful Family Room With Fireplace, Perfect For Entertaining And Everyday Living. The Luxurious Primary Retreat Features A Coffered Ceiling, His-And-Her Walk-In Closets, And A Spa-Inspired 5-PieceEnsuite. Additional Bedrooms Offer Generous Space, Walk-In Closets, And Semi-Ensuite Access. The Fully Finished Basement Offers 3 Bedrooms, A Full Kitchen, 2 Full Bathrooms, 10-Ft Ceilings, And A Separate Walk-Up Entrance, Providing Exceptional Flexibility For Extended Family Or Guests. Enjoy Your Private Backyard Oasis, Perfect For Relaxing And Entertaining. Additional Highlights Include Main-Floor Laundry, Garage Access, Separate Side Entrance, 200-AmpElectrical Service, Premium Lighting, And High-End Finishes Throughout. A Rare Opportunity To Own A Truly Exceptional Caledon Residence Combining Luxury, Space, Functionality, And Unmatched Curb Appeal.

50 Stratford Drive, Caledon

3 Beds ⋅ 4 Baths ⋅ W13741422 MLS

Rare 3 Bedroom, 4 Bath Semi-Detached Home On A Quiet Cul De Sac; With A Separate Walk-Up Entrance. Fabulous Open Concept Design With Eat-In Kitchen With A Walk-Out To Deck. Rare Garage Access From Hallway. Freshly Painted. Master Bedroom Features An Ensuite With Walk-In Shower. Lower Level Is Finished With Walk-Up To Backyard. Don't Miss This Wonderful Home - LOCATION! LOCATION! LOCATION!

8 Richelieu Court, Caledon

4 Beds ⋅ 3 Baths ⋅ W13740894 MLS

Discover a lifestyle that feels worlds away, yet keeps everything close at hand in beautiful Terra Cotta. Set on a private 1-acre lot just minutes from Georgetown and the GO Station, and a short commute to Brampton and the GTA. This inviting 3+1 bedroom bungalow offers the perfect blend of country charm, convenience and versatility. A long driveway leads to the attached 2-car garage and continues to an impressive detached 3-car shop with heat and hydro-a dream setup for car enthusiasts, hobbyists, collectors or anyone needing serious workspace. Inside, a transformative addition created the heart of the home: a spectacular cathedral-ceiling great room filled with natural light, cuddle your loved ones by the warm gas fireplace, and oversized windows bring the beauty of the outdoors into everyday living. The remodeled kitchen features ceramic flooring, granite counters and a gas stove while the beautifully updated full bathrooms add a touch of everyday luxury with heated floors. Convenient main-floor laundry provides exceptional closet and storage space. The finished basement adds even more room to enjoy, with a spacious rec room and games room designed to keep kids young and old entertained. Step outside and the lifestyle really begins. The Caledon Trail is just a minute away, with golf, skiing, conservation lands, tubing down the Credit river and the charming shops of Terra Cotta all close by. High-speed internet and natural gas are a major advantage removing the uncertainty of rural utility costs .Imagine mornings of sun bouncing through soft dew, birds hopping through the apple trees, afternoons surrounded by flowers as you tend the garden, evenings of resting to the sounds of nature...This is more than a home-it's a pace of life that rewards the soul.

14198 Heritage Road, Caledon

3 Beds ⋅ 3 Baths ⋅ W13740848 MLS

Tucked into the rolling hills of Caledon and surrounded by mature trees, 22 Southridge Trail feels less like a home and more like an escape from the pace of everyday life. Set on over 10 acres in the sought-after Forks of the Credit area, this custom bungalow offers privacy, nature, and timeless design in one unforgettable setting. Inside, dramatic vaulted wood ceilings and oversized windows frame peaceful forest views while bringing warmth and character to the entire home. The great room is the showpiece, anchored by a stunning floor-to-ceiling stone fireplace and filled with natural light that shifts beautifully throughout the day. Every room feels connected to the landscape outside. The kitchen and living spaces flow effortlessly toward an expansive deck overlooking the trees, creating the perfect place for morning coffee, evening wine, or quiet weekends surrounded by nature. Here, the soundtrack is wind through the leaves and the occasional crackle from the fireplace. With over 3,100 sq ft above grade, the home offers 3 bedrooms, 3 bathrooms, and a spacious main-floor primary suite designed for comfort and easy everyday living. The unfinished lower level provides endless potential for future living space, a workshop, studio, or customized retreat tailored to your lifestyle. A new Generac generator adds valuable peace of mind, ensuring comfort and reliability year-round. Outside, the beautifully landscaped grounds blend seamlessly into the surrounding countryside, offering a true estate feel just minutes from Belfountain, the Caledon Ski Club, the Caledon Mountain Trout Club, golfing, hiking trails, and the Forks of the Credit. This is the kind of home people leave the city for. Quiet luxury, breathtaking surroundings, and room to finally breathe.

22 Southridge Trail, Caledon

5 Beds ⋅ 3 Baths ⋅ W13740624 MLS

Attention investors! Rare investment opportunity in prime Bolton! Well-maintained bungalow on prime lot 35x150 ft renovated over the years, featuring two self-contained units with tenants willing to stay. Strong rental income of $4,700 monthly rent ($2,400 main floor and $2,300 basement).The bright main floor offers 3 bedrooms and 2 bathrooms with an open-concept living and dining area, a spacious eat-in kitchen with custom cabinetry, built-in appliances, backsplash, pantry, and ample storage. The primary bedroom features a 4-piece ensuite, good size two additional bedrooms share a 3-piece bathroom.Beautifully finished walk-out basement with lower-level apartment features additional separate entrance, 2 bedrooms, an excellent layout, engineered wood floors, pot lights, updated windows and doors, a stylish kitchen with custom cabinetry, granite countertops, stainless steel appliances, and a breakfast area with walk-out to a private interlocked patio. Separate washer and dryer.Ideally located within walking distance to downtown Bolton, parks, the Humber River trails, restaurants, shopping, schools, and everyday amenities.

94 Sackville Street, Caledon

3 Beds ⋅ 2 Baths ⋅ W13740006 MLS

PUBLIC OPEN HOUSE SATURDAY SEPTEMBER 5th 1-4PM. Welcome to this beautifully maintained bungalow offering the perfect blend of comfort, convenience, and exceptional outdoor living. Designed for effortless single-level living, this home features 3 bedrooms, 2 bathrooms, and multiple walkouts that create a seamless connection between the interior and the stunning surrounding landscape. Expansive windows fill the home with natural light while showcasing picturesque views of the beautifully landscaped grounds. The delightful kitchen is sure to impress with high-end appliances, granite countertops, and quality finishes. The inviting great room features hardwood flooring, a cozy gas fireplace, and walkouts at both ends, making it ideal for entertaining or simply enjoying the tranquil setting. The spacious primary suite includes a walkout to the deck, custom closet organizers, and built-in shelving. A finished laundry room adds everyday convenience. Step outside to your own private retreat, complete with extensive multi-level decking, lush perennial gardens, a peaceful stream, and mature trees. Unwind in the hot tub, indulge your green thumb, or enjoy hobbies in the detached heated garage with loft. A combination garden shed with dedicated kayak and bike storage provides additional functionality .Notable updates include a commercial-grade steel roof, a new furnace (2025), Garage roof 2026 and an automatic standby generator for added peace of mind. Offering refined interior finishes and spectacular outdoor spaces, this exceptional property is ideal for those looking to downsize without sacrificing quality, privacy, or lifestyle.

114 Kennedy Road, Caledon

2 Beds ⋅ 2 Baths ⋅ W13739782 MLS

Discover Refined Boutique Condo Living At 50 Ann St! Unit 303 Offers Over 780 Sq. Ft. Of Sun-Drenched Space With A 2-Bedroom, 2-Bathroom Layout And 9 Ft Ceilings. Step Out Onto Your Private Balcony With Ideal Sun Exposure - An Urban Gardener's Dream For Growing Fresh Vegetables And Herbs. This Pet-Friendly, Green Building Features SmartONE Tech And High-Speed Internet. Exceptional Amenities Include A Rooftop Patio With Panoramic Views Of Bolton, Lower Patio, Party Room, Gym, Pet Spa, And An Overnight Guest Suite. Live Steps From Vibrant Downtown Bolton's Year-Round Festivals, Summer/Winter Markets, Ribfest, And Scenic River Trails Right Outside Your Door! (Note: Option To Rent An Additional Parking Space In The Building).

50 Ann Street Unit 303, Caledon

3 Beds ⋅ 3 Baths ⋅ W13737494 MLS

NEWLY RENOVATED FREEHOLD TOWNHOUSE - NO POTL FEES!!Beautifully renovated townhouse (built 2018) in sought-after Southfields Village. Move-in ready with brand-new luxury laminate flooring, new quartz kitchen counters, and fresh paint!Open-concept main floor with 9-ft ceilings and large windows for abundant natural light. Upstairs features 3 spacious bedrooms, convenient laundry, and a generous primary suite with two walk-in closets and ensuite bath.Premium extras: 132-ft deep lot, carpet-free interior, no sidewalk with parking space for 3 cars. Close proximity to schools and all essential amenities.

47 Phyllis Drive, Caledon

5 Beds ⋅ 4 Baths ⋅ W13736464 MLS

Set on an impressive 142-ft-deep lot backing directly onto a park, this spacious Valleywood home offers a rare combination of privacy, mature trees, and an expansive backyard that feels a world away from the typical subdivision setting. Inside, the thoughtful layout offers both connection and separation, with distinct living and dining rooms, a separate family room, and a renovated eat-in kitchen featuring quartz counters, generous cabinetry and ample storage. The bright breakfast area opens directly to the backyard, while the mudroom with laundry provides the everyday convenience of direct interior access to the double garage. A main-floor powder room adds further convenience. Upstairs, four generous bedrooms include an oversized primary retreat with walk-in closet and 5-piece ensuite. The additional 4-piece bathroom features an updated vanity, serving the remaining bedrooms with style and function. The finished lower level adds substantial living space, featuring a large recreation room, exercise room and a private bedroom with semi-ensuite access to the 4-piece bathroom. A den/office is conveniently located on the opposite side of the bathroom, creating a versatile setup for guests, extended family or a dedicated work-from-home space. Whether needed for work, hobbies, guests or family downtime, there is room here to accommodate it all. Conveniently located close to schools, parks, shopping, transit and major highways. *Some photos virtually staged.

24 Royal Valley Drive, Caledon

3 Beds ⋅ 5 Baths ⋅ W13736076 MLS

Welcome to 35 Brawton Drive, an impressive family residence situated in the highly desirable community of Palgrave, Caledon. Offering outstanding curb appeal, this substantial brick home is complemented by a beautifully maintained property, mature surroundings, a large paved driveway, attached double-car garage and an inviting covered front porch. 3 Bedrooms. 5 Washrooms, Large double garage, Step outside and discover your own private backyard oasis, highlighted by a large inground swimming pool with slide, expansive poolside patio, attractive interlocking stonework and beautifully manicured lawns. The thoughtfully designed outdoor space provides an exceptional setting for entertaining family and friends, summer barbecues or simply relaxing poolside in the privacy of your own backyard. The home's impressive exterior, generous proportions and established landscaping create a wonderful combination of traditional character and comfortable family living. Multiple walkouts provide a natural connection between the home and the outdoor entertaining areas, while the spacious yard offers plenty of room beyond the pool for children, pets and recreation. Located in Palgrave, one of Caledon's most sought-after communities, This property offers the peaceful atmosphere and natural beauty the area is known for while remaining conveniently connected to surrounding amenities. A wonderful opportunity to own a spacious palgrave home with excellent curb appeal, a double garage and a spectacular resort-inspired backyard - perfect for families who love to entertain and enjoy outdoor living.

35 Brawton Drive, Caledon

5 Beds ⋅ 5 Baths ⋅ W13694024 MLS

Welcome to Valleywood, one of Caledon's most sought-after communities, ideally located just off Highway 410 and minutes from shopping, parks, and top-rated schools including the coveted Mayfield Secondary School. This elegant family home delivers more than 3,300 sq. ft. plus a beautifully finished basement - perfect for growing or multi-generational families. Step through the grand double-door entry into a bright and inviting main floor designed for both comfort and connection. The combined living and dining rooms offer a seamless space for entertaining, while the updated kitchen boasts a large centre island, custom cabinetry, stainless steel appliances, and Jenn Air induction cooktop, perfect for family gatherings and everyday meals. The spacious family room with its cozy gas fireplace provides the ideal setting for relaxing evenings together. A main-floor den adds valuable versatility and can be used as a home office, study, or even a guest bedroom. Upstairs, you'll find four generous bedrooms and three fully-renovated bathrooms; each bedroom with direct access to a bathroom. Two bedrooms feature their own private ensuites. Solid oak hardwood flooring runs throughout the main and upper levels, adding warmth and timeless elegance. The finished basement expands the living space even further, with a newer full kitchen, large recreation and living areas, a bedroom, and a three-piece bathroom. It offers endless possibilities for an in-law suite, nanny quarters, or potentially legalizing it for rental opportunities with its existing separate entrance via the laundry room. Outside, enjoy a quiet, landscaped backyard with inground sprinklers and a large patio perfect for Summer barbecues and family fun. A double car garage and room for three cars in the driveway complete this impressive property.

124 Royal Valley Drive, Caledon

4 Beds ⋅ 4 Baths ⋅ W13732340 MLS

Welcome to 23 Deer Valley Drive, a beautifully maintained all brick family home set on a premium 142 foot deep lot in one of Bolton's most established family neighbourhoods. Lovingly cared for by its original owners, this home has been the backdrop for years of family memories and is ready to welcome its next chapter. Pride of ownership is evident throughout, thoughtfully updated over the years. The main floor offers a functional layout with a spacious formal living room, separate dining room, and a warm family room with a wood burning fireplace overlooking the backyard. The bright eat in kitchen features a breakfast area with a walkout to the patio. Direct access from the garage into the laundry and mudroom adds everyday convenience. Upstairs you will find four generous bedrooms, including a spacious primary retreat with a large walk in closet, private ensuite, and peaceful views overlooking the backyard and Foundry Park. Two full bathrooms on the upper level provide plenty of space for a growing family. The finished basement offers incredible flexibility with a large recreation room, bar area, additional sitting room with a bio flame fireplace, a bathroom, workshop, cold room, and plenty of storage. The backyard is designed for making memories, complete with a solar heated saltwater in-ground pool, stamped concrete patio, mature landscaping, and open views of the park behind. Whether you are hosting family and friends or enjoying a quiet evening at home, this is a space you will appreciate all summer long. This home has been meticulously maintained and thoughtfully improved over the years. Located close to excellent schools, parks, trails, recreation, shopping, restaurants, and all the amenities that make Bolton such a wonderful place to call home, this is a rare opportunity to own a home that has been truly loved and exceptionally cared for.

23 Deer Valley Drive, Caledon

4 Beds ⋅ 3 Baths ⋅ W13731794 MLS

Beautifully kept bungalow in Bolton's desirable South Hill, showcasing pride of ownership from the moment you arrive. Inviting landscaping and beautiful gardens frame the home, while a patterned concrete walkway beckons you inside. Meticulously maintained, exceptionally clean and thoughtfully laid out, this welcoming home offers a functional floor plan with generous living spaces and exceptional versatility. The spacious foyer with convenient access to the immaculate 2-car garage leads to the lovely formal living room with vaulted ceiling, perfect for entertaining or unwinding. The spacious family-style eat-in kitchen features plenty of cabinetry, a convenient breakfast bar, separate dining area, and walk-out to an expansive deck overlooking the private, fully fenced backyard-ideal for outdoor dining, BBQs and summer entertaining. New, never-used built-in dishwasher adds further convenience. The main level offers a primary bedroom with walk-in closet and 3-piece ensuite featuring a standalone shower, this level also features two additional sizeable bedrooms and a 4-piece main bath. The above-grade lower level provides an abundance of flexible living space, including a spacious family room with fireplace, 4th bedroom, 4-piece bath, large laundry room with front-load washer/dryer, utility room, cold room, and plenty of storage/crawl space. An additional room offers excellent potential for a home office, guest room, playroom or future living space, making this level ideal for adult children, multi-generational living, in-law or nanny accommodations. Located on a family-friendly street in a welcoming neighbourhood, within walking distance to shops, stores and everyday amenities. Close to schools, parks and Highway 50. A wonderful opportunity to own a beautifully maintained home offering comfort, space and flexibility in a great Bolton location.

65 Royalton Drive, Caledon

Fully Equipped Restaurant Opportunity In The Heart Of Caledon! Currently Operating As Pizza Time & Asian Cuisine, This Approximately 1,100 Sq. Ft. Restaurant Is Located At A High-Traffic Intersection With Excellent Visibility, Seating For 25 And Parking For 20 Vehicles. Fully Equipped With A 10-Ft Commercial Hood, Stacked Double Pizza Oven And Efficient Kitchen Layout. Not A Franchise - The New Operator Can Rebrand And Operate Their Own Food Concept, Subject To Applicable Approvals. Suitable For Dine-In, Takeout Or Delivery. Excellent Signage And Ample Parking. Gross Rent Approx. $3,300/Month Including TMI, With 5 + 5 Year Lease In Place. Great Opportunity For An Owner-Operator Looking To Establish Or Expand A Food Business In Caledon.

19834 Airport Road Unit 1, Caledon

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