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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

$1,329,000
4 Beds ⋅ 3 Baths ⋅ W13694910 MLS
Some homes are built. This one was crafted. Set in Caledon Village, this home has been transformed into something truly rare: a craftsman-quality renovation executed by a master cabinet maker, where every finish, every detail, every joint, reflects pride of ownership. The top-to-bottom renovation left nothing untouched. The showpiece kitchen is anchored by multiple slabs of granite, built-in Thermador appliances, bespoke millwork showcasing the owner's design and carpentry expertise, and a built-in seating area overlooking the expansive back yard. Step outside to the rear patio, perfect for sunset dinners on the deck or shaded afternoons under the covered porch. The home sits on a spectacular 114' X 282' lot, backing onto mature woodland. Privacy, birdsong, and green-space are your backyard neighbours. The side-split layout works brilliantly for families, with three large bedrooms with custom built-in storage, and two fully renovated full bathrooms on the top floor. The main floor offers a chef's kitchen, dining area, and formal living room. The lower level features a huge additional family room with large above-grade windows and a gas fireplace, an additional bedroom or office with great views, and a huge guest bathroom with laundry facilities. The basement level provides plenty of storage with high ceilings and potential for use as a 3rd living space or games room. Outside, the oversized three-car heated garage with epoxy floors, hot and cold waterlines, and soaring ceilings is a statement in itself; equally at home for the car enthusiast, the workshop devotee, or anyone who simply refuses to compromise on storage. This is Caledon Village living at its finest: country-scale privacy, a serene and tucked-away setting, and a renovation built with the kind of care and craftsmanship that simply cannot be replicated. 3+1 Bedrooms | 3 Full Baths | Professional Grade Kitchen | 3-Car Heated Garage | 0.74-Acre Lot Backing onto Woodland | Exquisite Renovation

16 Snowberry Court, Caledon
$635,000
3 Beds ⋅ 2 Baths ⋅ W13694818 MLS
Charming 3-Bedroom Home in the Heart of Historic Cheltenham Nestled in the picturesque village of Cheltenham, this inviting 3-bedroom, 2-bath, two-storey home blends small-town charm with the beauty of Caledon's natural surroundings. Set in an old historic mill village along the scenic Credit River, the property offers tranquil views, rolling hilly terrain, and a warm community atmosphere. Enjoy easy access to the Caledon Railway Trail and the renowned Bruce Trail-perfect for hiking, cycling, and year-round outdoor adventures. Explore nearby landmarks like the Cheltenham Badlands and Forks of the Credit, or stroll to the Cheltenham General Store, just a short walkaway for your morning coffee or local goods. Whether you're seeking a serene retreat or a family-friendly home surrounded by nature and history, this property captures the essence of countryside living-only minutes from urban conveniences.

1442 Mill Street, Caledon
$967,000
3 Beds ⋅ 2 Baths ⋅ W13694712 MLS
Welcome to 50 Hilltop Court, tucked away on a quiet cul-de-sac in a sought-after Bolton neighborhood and ideally located next to Foundry Park. This well-maintained raised bungalow offers a fantastic combination of privacy, location and comfortable living, with easy access to the Humber River, Edelweiss Park, HVHT trails and downtown Bolton. The main level features hardwood flooring, three bedrooms and a bright, functional layout, while the lower-level family room offers a warm and inviting space complete with a wood-burning fireplace and custom cabinetry. The home has been exceptionally cared for, with a newer furnace, on-demand hot water and a freshly paved driveway. Outside is where this property really stands apart. The private, fully fenced and beautifully treed backyard feels like your own secluded retreat, surrounded by established, low-maintenance perennial gardens, mature greenery, abundant birdlife and even the occasional visiting deer. With parking for six vehicles, an attached garage and one of the most private settings on the court, this is a rare opportunity to enjoy peaceful living while still being just minutes from everything Bolton has to offer, with convenient access to the GTA.

50 Hilltop Court, Caledon
$1,499,900
3 Beds ⋅ 3 Baths ⋅ W13694682 MLS
Welcome to 8 Evans Ridge - a beautifully maintained true bungalow offering over 1,700 sq ft of thoughtfully designed living space in the heart of Bolton.Step inside to find gleaming hardwood floors throughout the main level, complemented by soaring 9' ceilings and an abundance of pot lighting that gives every room a warm, open feel. The layout is bright, spacious, and easy to live in - exactly what you want in a true bungalow.Downstairs, the fully finished basement is a standout feature. With its own walkout to the patio, above-grade windows, and generous pot lighting, this lower level lives like a true extension of the home - not a basement. It's ideally set up as a separate apartment or in-law suite, offering fantastic flexibility for multi-generational living, a private guest space, or rental income potential.This home is perfectly suited for anyone looking to downsize without compromising on space, comfort, or functionality. Enjoy main-floor living with the bonus of a self-contained lower level for family, guests, or extra income.Location is everything, and this one delivers. You're just minutes from Bolton's shops, restaurants, and everyday conveniences, with easy access to major highways for a stress-free commute in any direction.If you've been searching for a true bungalow with a rare combination of style, function, and flexibility, 8 Evans Ridge checks every box.

8 Evans Ridge, Caledon
$1,329,000
5 Beds ⋅ 4 Baths ⋅ W13693898 MLS
Prime Location!!!!**MOTIVATED SELLERS** Welcome to this exceptional, extensively upgraded bungalow nestled on a spectacular 2.45-acre private estate in the heart of prestigious Rural Caledon. Surrounded by mature trees, a tranquil pond, and picturesque ravine views, this remarkable property offers the perfect balance of luxury, privacy, and versatility, all within easy reach of Caledon's amenities and major commuter routes. Thoughtfully renovated with over $300,000 in quality upgrades, the bright and inviting main level features a spacious living room highlighted by a large bay window, an electric fireplace, and abundant natural light. The formal dining room is enhanced with stylish pot lights, creating the perfect setting for family gatherings and entertaining. The beautifully updated kitchen is equipped with premium stainless steel KitchenAid appliances, porcelain flooring, ample cabinetry, and a sun-filled breakfast area overlooking the scenic grounds. The main floor offers 3 generously sized bedrooms, including a luxurious primary retreat complete with his-and-hers closets and a beautifully appointed 5-piece ensuite bath designed for comfort and relaxation.Adding incredible value and flexibility, the Fully finished walk-out basement apartment with its own separate entrance is ideal for multi-generational living or potential rental income. This self-contained lower level features a spacious great room, a second full kitchen, two beds, baths, and direct access to the backyard. Outside, enjoy the peace and serenity of country living with beautifully maintained grounds, mature trees, a private pond, ravine views, and endless outdoor space for recreation, gardening, or future possibilities. A newly paved asphalt driveway provides parking for 25+ vehicles, with additional parking available at the rear of the property-perfect for large families, contractors, transporters, recreational vehicles, or hosting gatherings. A must see property.

15553 The Gore Road, Caledon
$639,999
2 Beds ⋅ 2 Baths ⋅ W13693714 MLS
Welcome to 50 Ann Condos in the heart of Downtown Bolton! This well-maintained 4-year-old 2-bedroom, 2-bathroom suite features 10-ft ceilings, modern finishes, large windows, 1 parking space, and 1 locker. Enjoy a stylish kitchen with quartz countertops and stainless steel appliances, plus fantastic amenities including a rooftop lounge, BBQ area, gym, yoga studio, and pet spa. Conveniently located near restaurants, shops, trails, and conservation areas.

50 Ann Street Unit 401, Caledon
$888,818
4 Beds ⋅ 3 Baths ⋅ W13692844 MLS
Nestled in one of Bolton's most desirable family neighborhoods. Situated on a quiet, family-friendly Cul-de-sac with no sidewalk directly in front of the property, this well-maintained 3+1-bedroom semi-detached home offers over 2,000 square feet of finished living space. The spacious eat-in kitchen features a center island, walkout to the backyard, and a brick gas fireplace, creating a functional space for everyday living and entertaining. The primary bedroom includes a 5-piece en-suite, while the partially finished basement adds a versatile fourth bedroom, ideal for guests, a home office, or a growing family. Enjoy outdoor living with a covered concrete patio, perfect for entertaining or relaxing. At the front of the home, a private covered porch surrounded by mature trees provides a secluded setting to enjoy your morning coffee or unwind in the evening. Driveway fits 4 cars. Additional features include interior access from the garage and a convenient location within walking distance to schools, parks, and everyday amenities. Windows (2021), Roof (2019), Concrete patio backyard & Side of house (2019). Don't miss your opportunity to own this inviting home in one of Bolton's most sought-after neighborhoods. Schedule your private showing today.

111 Grapevine Road, Caledon
$1,040,000
3 Beds ⋅ 3 Baths ⋅ W13691666 MLS
Lovely, immaculately kept home in prestigious Caledon Village, set on a spectacular lot with a 193-ft frontage widening to 165 ft at the rear. The gorgeous kitchen offers stainless steel appliances, a pantry, glass-door accent cabinetry, pot-and-pan drawers, and beautiful backyard views. Formal dining and separate living rooms feature hardwood floors and large windows, while the main-floor family room with fireplace, wet bar, and garden doors opens onto a large deck overlooking the picturesque, landscaped grounds. The spacious primary bedroom includes a sitting area, walk-in closet, and 2-piece ensuite; all bedrooms have hardwood. Partially finished basement with rec room. Steps to village shops and dining, the 35-km Caledon Trailway, and minutes to Forks of the CreditProvincial Park and Bel fountain Conservation Area - country charm with commuter convenience via Hwy 10.

52 Autumn Drive, Caledon
$1,149,905
4 Beds ⋅ 3 Baths ⋅ W13690932 MLS
Absolutely stunning and spotless 4 bedroom, 3 washroom detached home in Valleywood, Caledon. With no sidewalk at the front, the property comfortably accommodates 4 cars in the driveway and 2 in the double car garage. Inside, the spacious open concept main floor offers 9 foot ceilings, an oak staircase, and hardwood flooring throughout the living, dining, and family rooms. The modern gourmet kitchen features a backsplash, stainless steel appliances, cabinetry, a pantry, and views of the backyard, creating the perfect setting for family meals and entertaining. The family room is warm and inviting with a cozy gas fireplace. For added convenience, the main floor laundry room provides direct access to the double car garage, which is equipped with garage door openers. Upstairs, the elegant primary suite features a large walk in closet and 5 piece ensuite. The remaining bedrooms are also spacious. The 4th bedroom offers a direct walkout to an open wooden deck on the upper level, providing a refreshing outdoor space to relax and enjoy the fresh air.Located just steps from Highways 410 and 10, retail stores, grocery stores, Tim Hortons, Shoppers Drug Mart, and much more. Ideal for growing families, this is an excellent opportunity to own a beautiful home in a growing and vibrant community.

176 Royal Valley Drive, Caledon
$355
W13690842 MLS
/A Airport Road presents a state-of-the-art industrial development strategically located within South Caledon's established industrial hub. Offering 248,824 sq ft of modern industrial space, the facility features best-in-class specifications designed to enhance operational efficiency and accommodate a diverse range of industrial users. Minutes to 400-series highway network. This site is surrounded by world class occupiers and is located in an amenity rich area with access to an abundance of labour. In addition to its superior transportation infrastructure, the location provides access to a robust and highly skilled labour pool, making N/A Airport Road an ideal destination for logistics, manufacturing, warehousing and distribution operations. No glazing installation for single tenant building, potentially available for a two-tenant scenario. SPA in progress.

N/A Airport Road Unit Building A, Caledon
$2,389,000
3 Beds ⋅ 2 Baths ⋅ W13687636 MLS
Acres of Fertile Land & Country Living in Caledon. Escape to your own slice of rural paradise, just south of Orangeville. This 92-acre property offers the perfect blend of income potential, natural beauty, and comfortable country living. The 3-bedroom brick bungalow features a walkout basement complete with its own kitchen - ideal for extended family or in-law living. Start your mornings in the sun-drenched sunroom, with a walkout to the deck, perfect for taking in the peaceful surroundings. Approximately 60 acres of tenanted crop land offer immediate income potential, while the remaining acreage is a magical mixed forest, home to a meandering creek, a small pond, and abundant wildlife - a true haven for nature lovers. A generous stand of maple trees means you can even start your own family sugar bush.

21170 Shaws Creek Road, Caledon
$1,939,900
4 Beds ⋅ 3 Baths ⋅ W13686572 MLS
Set on an impressive 2.5-acre corner lot, 4 Wolf Crescent offers an incredible opportunity in one of Caledon's most sought-after areas. With expansive, usable land and uninterrupted views in every direction, this is a place where nature takes centre stage - designed for active, everyday living. Featuring a saltwater inground pool and a tranquil pond, the outdoor space is built for all seasons - summer days by the pool, room for kids to run and play, and winter skating right in your own backyard. With space to host, gather, and move, this property delivers a lifestyle that's hard to find. Inside, the 4-bedroom home has been well loved and is ready for its next chapter. The sunroom, with exposed brick, features a large dining area ideal for family meals, celebrations, and everyday living, all overlooking the property. A separate living space with a stone fireplace offers a comfortable place to unwind. With room to grow and the opportunity to make it your own, the home offers strong potential to evolve with your needs. Thoughtful updates include a new A/C (2025), repaved driveway (2021), 40-year shingles (2016), and a new sump pump. A gas-powered generator provides added reliability, ensuring power when it matters most. A rare opportunity to put down roots and create something truly special in an unforgettable setting.

4 Wolf Crescent, Caledon
$1,299,000
5 Beds ⋅ 4 Baths ⋅ W13686316 MLS
Pride of ownership shines throughout this beautiful home, offered for sale for the very first time! Ideally situated on a quiet cul-de-sac, this meticulously maintained residence offers 2,450 sq. ft. of elegant living space with 4+1 spacious bedrooms and four bathrooms. Elegant French doors open to the combined living and dining areas, while the inviting family room features a sleek glass fireplace. The main level boasts new hardwood flooring throughout. The bright kitchen offers quartz countertops, pot lights, a separate breakfast area and a walkout to the stunning oversized backyard. Additional highlights include granite bathroom countertops, central vacuum and a beautiful skylight that fills the home with natural light. Roof only two years old as well as front and back irrigation system. The impressive primary bedroom is a true showstopper with space that you do not find very often, featuring a private ensuite and his-and-hers closets. A separate entrance leads to the finished basement, complete with its own kitchen and excellent potential for additional income or extended family living. The basement also includes a gas-line rough-in for a future fireplace. A rare opportunity you will not want to miss!

4 Tomel Court, Caledon
$724,900
4 Beds ⋅ 2 Baths ⋅ W13684128 MLS
LOCATION, STYLE & EXCEPTIONAL VALUE! Welcome to this beautifully appointed 3+1 bedroom home, ideally situated just minutes from Highway 410, Trinity Common Mall, shopping, dining, schools and every amenity you could wish for. Step inside and be greeted by a spacious main floor den-perfect for a home office, study or guest bedroom. Elegant hardwood stairs with wrought-iron spindles lead to the bright and inviting main living area, where thoughtful design meets everyday functionality. The heart of the home is the gourmet kitchen, featuring sleek quartz countertops, a convenient breakfast bar and plenty of space for entertaining and flows seamlessly into your formal dining room. The generously sized family room creates an ideal setting for both relaxed family living and hosting guests. Step outside to enjoy the second-floor deck with a built-in screen, offering a wonderful outdoor retreat for morning coffee, summer dinners or evening entertaining. Upstairs, the spacious king-sized primary bedroom provides a true retreat, complete with a walk-in closet and luxurious 5-piece semi-ensuite. Additional bedrooms offer plenty of space for family or guests. Outside, a brand-new interlock walkway runs alongside the driveway, creating a beautiful finished touch while providing the perfect opportunity for additional parking-a valuable feature for families with multiple vehicles or those who love to entertain.Offering an ideal combination of space, style, location and versatility, this home is an excellent opportunity for first-time buyers, growing families or investors looking for a property with strong appeal and exceptional value. Move-in ready and perfectly positioned close to everything you need-this is one you won't want to miss!

12478 Kennedy Road, Caledon
$1,289,900
4 Beds ⋅ 2 Baths ⋅ W13683548 MLS
Tucked away in the scenic hamlet of Alton, Ontario, just steps from the area's best hiking trails, world-class golf, local artisan shops & fine dining, this charming modern rustic log home is a rare opportunity to own a slice of serenity w/o compromising on convenience. Offering a perfect blend of timeless character & modern comforts, this 3+1 bed, 2 bath home sits on a beautifully private 1-acre lot. As you approach the house, you're immediately struck by the inviting water feature & the warmth of the log/timber construction, which blends seamlessly into the natural surroundings & driveshed w/power ideal for hobbyists, extra storage, or a workshop. Step inside & be greeted by open concept living/dining/kitchen area boasting exposed log beams, wide-plank hdwd floors anchored by a massive wood-burning fireplace crafted from reclaimed brick, spacious kitchen w/breakfast bar, an abundance of counter space & open to the dining area, perfect for hosting or enjoying a quiet night in. Versatile main floor bedroom offers flexible usage as a home office, formal dining room, or den. The great rm is a stunning space featuring soaring ceilings, propane fireplace, oversized windows & a w/o to the back deck, filled with sunshine by day & warm glow by night. Updated 3-pc bath w/walk-in shower, stylish finishes & convenient main flr laundry. Upstairs, you'll find 2 generously sized bedrooms offering ample closet space, warm wood details, peaceful treetop views & updated 4-pc bath w/modern fixtures & a classic clawfoot tub. Primary bedroom is enhanced by a bonus loft space that overlooks the great room below. Use it as private reading retreat, yoga/workout area. The lower-level rec room is perfect for hosting gatherings w/bar, w/o to backyard, & add'l bedroom. In the backyard, soak your cares away in the hot tub, gather w/family & friends around the massive firepit, or enjoy outdoor dining and entertaining under the covered gazebo. Bonus bunkie & pizza oven completes this backyard.

1762 Queen Street, Caledon
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