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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

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

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

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

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

/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

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

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

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

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

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

Prime 3.47-acre commercial development parcel strategically positioned on high-traffic Airport Road, just a block north of Mayfield Road. Benefiting from exceptional visibility and rare 3-road frontage, this site provides outstanding access, multi-point ingress/egress, and maximum exposure along a rapidly expanding commercial corridor. The property features versatile Highway Commercial zoning under Zoning By-lawCh-480-H13, permitting a wide array of high-value commercial uses. Ideal development opportunities include a Gas Bar, Hotel or Motel, Motor Vehicle Repair facility, service center, rental location, Motor Vehicle Sales Establishment, Private Club, Restaurant and many more, this versatile, highly accessible parcel presents a prime investment for developers, end-users, or institutional investors seeking to capitalize on strong regional growth and heavy vehicular traffic.

Airport Road, Caledon

4 Beds ⋅ 3 Baths ⋅ W13683146 MLS

This Well Maintained Home Is Located near a Quiet Cul De Sac In A Desirable Neighbourhood. Its extended driveway and all brick gives an Excellent Curb Appeal. The Eat In Kitchen Features Pot Lights, SS appliances, quartz counters, under cabinets lights, Back splash And quartz Island With Breakfast Bar. Patio Doors Lead To A large wooden Deck With Pergola, Gas Bbq Hook Up, oversized back yard And No Neighbours Behind. 2026 S/S Fridge+ SS Stove+ 2026 Rangehood, 2026 SS Dishwasher, Water Softener As Is, 2024 Washer & 2024 Dryer, 2022 Furnace, Garage Door opener + Remote, Electric Car EV Charger inside and outside garage, 200 Amps breaker panel, Ensuite bathroom with heated Floor, Gas Line BBQ Hookup, Garden Shed, Deck, Gazebo. The Finished Basement With Bedroom Gives Plenty Of Extra Space For Your Family To Enjoy. Ideal Location For Commuters, Pond nearby, Close To Schools, Shopping, Parks And Transit Professionally Finished Basement With Rec room and a Bedroom that can be used as an Office.

102 Grapevine Road, Caledon

7 Beds ⋅ 8 Baths ⋅ W13681670 MLS

**Welcome to an extraordinary custom-built luxury estate offering nearly 10,000 sq. ft. of refined living space in one of Caledon's most desirable estate communities** Enjoy the perfect blend of peaceful country living and urban convenience, just minutes from Brampton, Highway 410, and the future 413 corridor**This exceptional residence showcases timeless elegance, superior craftsmanship, and thoughtful design throughout**A striking 9-ft custom main entrance door, elegant 8-ft interior doors Soaring 11 ft ceilings on the main floor and 10 ft ceilings on the second floor and basement create a grand sense of space**The home offers 7 spacious bedrooms and 8 luxurious bathrooms, including a main floor bedroom with a private ensuite and walk-in closet, ideal for multigenerational living**The chef-inspired kitchen features premium Sub-Zero and Wolf appliances, custom cabinetry, an oversized waterfall island, and a full Size spice kitchen With Built In KitchenAid Appliances**Luxury continues with a Control4 smart home automation system, built-in speakers throughout, private theatre, dedicated gym, formal living and dining rooms,Central vacuum system with convenient in-wall retractable hose,"Spectacular 21-ft open-to-above foyer and family room, upgraded trim work with impressive 9.5-inch baseboards throughout, and upgraded triple-glazed windows throughout for enhanced comfort and energy efficiency." and a spacious 4 car garage**Energy efficiency and quality construction shine through with spray foam insulation across all exterior walls on all levels, an insulated basement floor for added comfort, dual high-efficiency furnaces, dual4-ton AC units, a Waterloo biofilter septic system, skylight, and a newer metal roof with a lifetime warranty**Professionally landscaped grounds and expansive interlock outdoor living spaces complete this truly one-of-a-kind estate where luxury, privacy, superior construction, and an outstanding location come together in perfect harmony.

14374 Kennedy Road, Caledon

5 Beds ⋅ 5 Baths ⋅ W13680644 MLS

//4.02 Private Acres - 4105 Sq Ft Above Grade Per Floor Plan// Demanding Palgrave Area// Immaculate Custom Home In Prestigious Stonehart Estates, Nestled On A Child-Safe Cul-De-Sac Street** Outstanding Curb Appeal & Offers Spectacular Views From Each Window* Grand Double Door Main Entry* Comes With Dedicated Work-From-Home Office & A Den! Family Size Kitchen With Elite Appliances & Center Island* Formal Living, Dining, Family Area With Hardwood Flooring & Breakfast Area! Walk-Out To A Large Composite Deck Perfect For Outdoor Gatherings* Hardwood Floors In Main & 2nd Levels* 3 Full Washrooms In 2nd Floor* Each Bedroom Has Direct Access To A Washroom* Rare To Find Over 2200 Sq Ft Finished Walk-Out Basement* Property Has Massive Driveway & Can Accommodate Total 13 Cars Parking* Finished Basement With Family Room & Bedroom! In Addition A Completely Finished Basement [Completed In 2023], Ideal For Multi-Generational Living, Features Two Bedrooms, A Private Entrance To The Backyard & A Separate Entrance From The Garage! Whole House Is Freshly & Professionally Painted* Prime Location: Conveniently Located Near Top-Rated Schools, Scenic Trails, Bolton, Schaumburg, And Paul Grace, This Home Offers A Perfect Blend Of Luxury, Comfort, & Accessibility. Shows 10/10. Must View House!

3 Valley Hill Drive, Caledon

5 Beds ⋅ 6 Baths ⋅ W13680564 MLS

Absolutely Stunning Detached Home In Highly Desirable SouthFields Village, Caledon! This Immaculate 5-Bedroom, 6-Bathroom Residence Offers An Exceptional Blend Of Luxury, Comfort & Modern Living. Featuring A Spacious & Thoughtfully Designed Layout With 10-Ft Ceilings On The Main Floor & No Carpet Throughout, This Home Is Perfect For Families & Entertaining. The Welcoming Foyer Leads To Separate Living, Dining & Family Rooms, Providing Excellent Space For Every Occasion. The Bright Open-Concept Family Room Seamlessly Connects To The Modern Kitchen & Breakfast Area, Creating The Perfect Setting For Family Gatherings. The Kitchen Offers Ample Cabinetry, Generous Counter Space & A Spacious Breakfast Area. A Rare Main-Floor Bedroom Features A 4-Pc Ensuite & W/I Closet, Ideal For Guests, In-Laws Or Extended Family. The Second Floor Features A Luxurious Primary Bedroom Retreat With His & Her W/I Closets & A Spacious 5-Pc Ensuite. Additional Generously Sized Bedrooms Feature W/I Closets & Ensuite/Private Bath Access, Offering Exceptional Comfort & Privacy. Convenient Second-Floor Laundry Adds To The Functional Layout. Direct Garage Access Provides Added Convenience. No Side Walk, Situated In A Family-Friendly SouthFields Village Community, Close To Schools, Parks, Green Spaces, South Fields Community Centre, Library, Recreation, Shopping, Restaurants & Everyday Amenities. Convenient Access To Kennedy Rd, Mayfield Rd & Major Commuter Routes, With Easy Connectivity To Brampton, Bolton & The GTA. A Fantastic Opportunity To Own A Beautiful, Modern & Move-In Ready Home In One Of Caledon's Most Sought-After Communities!

68 Stowmarket Street, Caledon

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