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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 ⋅ 7 Baths ⋅ W13570924 MLS

Welcome to 7 Dolan Drive, an exceptional executive estate in the heart of picturesque Palgrave. Offering nearly 5,000 sq. ft. of luxurious living space, this impressive residence features 5 bedrooms, 7 bathrooms, and sits on a premium 78 x 196 ft. lot surrounded by the natural beauty and tranquility of one of Caledon's most sought-after communities.The elegant interior showcases 10-ft. ceilings on the main floor, custom millwork, and white oak hand-scraped hardwood flooring throughout. Designed for both family living and entertaining, the main level features a formal dining room, private office, two powder rooms, and a stunning chef-inspired kitchen with premium finishes, oversized island, and butler's pantry overlooking the spacious family room.Step outside to a covered loggia complete with a fireplace, built-in BBQ, and hot tub, creating the perfect year-round outdoor entertaining space.The upper level offers five generously sized bedrooms, each with its own private ensuite. The luxurious primary suite features a gas fireplace, custom built-ins, and a spa-inspired 5-piece ensuite with heated floors.The expansive lower level boasts 9-ft. ceilings and rough-ins for heated flooring, kitchen, bathroom, and laundry, providing endless possibilities for future customization, extended family living, or recreation.Ideally located just minutes from scenic trails, equestrian facilities, golf courses, top-rated schools, and major highways, this remarkable property offers the perfect blend of elegant country living and modern convenience. A rare opportunity to own a distinguished estate in one of Palgrave's most prestigious neighbourhoods. 2 Hrs notice required for showings

7 Dolan Drive, Caledon

6 Beds ⋅ 4 Baths ⋅ W13570778 MLS

Pride of ownership shines throughout this updated, custom-built Grand Brook home offering ~2,400 sq.ft. above grade. Situated on a premium, landscaped oversized pie-shaped lot with an impressive 100-ft frontage, this property features a extra wide driveway with 7 car parking space. Over $100k has been invested in a spectacular private backyard oasis with professional landscaping; a swimming pool ;a custom cabana complete with a TV & wet bar; a large retractable awning-perfect for outdoor entertaining/family gatherings. The interior is recently renovated with quality and tasteful upgrades. The chef's kitchen features quartz countertops, solid hardwood cabinetry, a designer pantry, porcelain flooring, and a spacious eat-in area overlooking the pool through new patio doors. The adjoining family room overlooks the kitchen and offers a cozy fireplace, hardwood flooring, automated power blinds, and an inviting atmosphere. The impressive 17-ft grand foyer welcomes guests with a grand, wainscoted wall staircase, stunning light fixture, extensive pot lighting, and an oversized front hall guest closet. The combined living/dining room features a beautiful new double door entry and gleaming new hardwood floors. The main floor features an upgraded 2-piece powder room and a laundry room with a window, closet, and convenient access to a heated oversized double garage. California shutters throughout add elegance and privacy. The second floor offers 4 generously sized bedrooms with large closets and parquet flooring. The spacious primary bedroom features a walk-in closet and a luxurious, fully updated ensuite complete with a soaker tub and heated floors. The finished basement provides exceptional versatility and can serve as an in-law suite, featuring a full kitchen, full bathroom, 2 additional rooms, and a cantina. This meticulously maintained home combines exceptional craftsmanship, quality upgrades, and outstanding indoor/outdoor living in a highly sought-after neighbourhood.

22 Ashbury Crescent, Caledon

5 Beds ⋅ 4 Baths ⋅ W13570472 MLS

Welcome to this beautifully maintained home nestled on a cul-de-sac in a family-friendly neighbourhood. Showcasing true pride of ownership, this rare semi-detached gem offers 4+1 bedrooms and 4 bathrooms, providing the perfect blend of comfort and functionality. The bright main floor is designed for modern living and effortless entertaining, featuring a famaily-sized kitchen with a breakfast area that flows into the inviting living and dining room. Step directly from the kitchen into the private backyard - ideal for summer gatherings and everyday enjoyment. Well-kept bathrooms offer stylish comfort, while the thoughtfully designed layout provides plenty of space for growing families. Ideally located close to schools, parks, and everyday amenities. This is an exceptional opportunity to own a move-in-ready home in a great community.

115 Grapevine Road, Caledon

6 Beds ⋅ 3 Baths ⋅ W13569692 MLS

Beautifully Updated South Hill Family Home Offering Over 3,800 sq. ft. of Living Space on a Spectacular Pie-Shaped Lot. With Approximately 2,543 sq. ft. Above Grade plus a 1,272 sq. ft. Lower Level Waiting for Your Finishing Touches with 2 Bedrooms Completed. This Home Combines Generous Living Space with Exceptional Outdoor Potential. Set on an Impressive Lot Measuring 18.07' x 179.57' x 30.16' x 211.60' x 74.16', the Expansive Backyard is a Rare Find, Offering Outstanding Privacy and Endless Possibilities, Including Plenty of Room for a Pool, Play Area, or Future Outdoor Retreat or all Three. Designed for Both Everyday Family Living and Entertaining, the Backyard Features a Beautiful 12' x 16' Deck with an 11' Retractable Awning, Creating the Perfect Outdoor Gathering Space. Inside, the Updated Kitchen Serves as the Heart of the Home, Featuring Granite Countertops, Stainless Steel Appliances, and a Spacious Breakfast Area Located Beside the Dining Room with Built in Custom Buffet.The Thoughtfully Designed Floor Plan Offers Four Generously Sized Bedrooms, Including a Spacious Primary Suite with a New Walk in Closet. Additional Highlights include a Welcoming Front Foyer, Patterned Concrete Front Walkway and Porch, and a Convenient Lower-Level Laundry Room. Major Updates Include Updated Kitchen, Front Door (2022), All Windows (2021), Eaves and Eavestroughs (2022), Furnace (2022), Garage Door (2022), Deckboards and Stairs (2026). Move-in Ready and Ideally Located in the Sought-After South Hill Neighbourhood of Bolton, this Exceptional Home Offers the Perfect Combination of Space, Quality Updates, and an Incredible Backyard for Today's Growing Family.

32 Coolspring Crescent, Caledon

7 Beds ⋅ 6 Baths ⋅ W13569080 MLS

Introducing a residence of unrivaled grandeur, where architectural brilliance meets timeless sophistication. Set behind a picturesque winding driveway on 10+ pristine acres of professionally landscaped grounds, this extraordinary custom estate offers over 7500 sqft of exquisitely curated living space, masterfully designed for those who appreciate uncompromising luxury. Every room is a showcase of exceptional craftsmanship, from soaring vaulted ceilings and intricate hand-carved architectural details to bespoke finishes that define elegance at every turn. The spectacular formal dining room comfortably hosts 20+ guests beneath a magnificent hand-carved ceiling, while the chef-inspired gourmet kitchen features illuminated back-lit stone countertops, premium appliances, and a stunning fireplace that creates the perfect gathering space. Designed to impress, the home offers Gated Driveway ,5 luxurious bedrooms, an executive office,2 gourmet kitchens, multiple private parking', and a breathtaking hand-carved oak staircase that serves as the architectural centerpiece of the residence. The spectacular resort-inspired solarium provides the ultimate wellness retreat with a sauna and a hot tub, offering year-round relaxation in complete privacy. An exceptional private in-law suite includes 2 additional bedrooms, a full bathroom, kitchen, and spacious living room, making it ideal for extended family, guests, or multi-generational living. Every window captures breathtaking views of rolling lawns, mature trees, and meticulously landscaped gardens, creating a peaceful sanctuary unlike any other. The expansive grounds provide endless possibilities for entertaining, recreation, or simply enjoying the serenity and exclusivity of country estate living. This remarkable multigenerational property seamlessly blends elite craftsmanship, timeless elegance, and resort-style luxury, creating a residence that is as functional as it is a legacy estate. 3 kitchens.

1 Flaherty Lane, Caledon

4 Beds ⋅ 4 Baths ⋅ W13568652 MLS

Completely Renovated 2+2 Bedroom, 4 Bathroom Riverfront Bungalow with Dual Basement Apartments! Welcome to this fully renovated detached bungalow nestled on a massive riverfront lot, offering the ultimate combination of residential comfort, income potential, and business opportunity. This exceptional property features two self-contained basement apartments, each with its own separate entrance and private laundry, making it ideal for multi-generational living or strong rental income.The main level offers 2 spacious bedrooms and 2 modern bathrooms, showcasing high-end finishes and a functional open layout that's perfect for everyday living. The two lower-level apartments each feature 1 bedroom, 1 bathroom, and a full kitchen, providing independent living spaces for tenants or extended family.Outdoors, you'll find an impressive detached 7-car heated garage/workshop, complete with a professional paint booth - perfect for automotive use, trades, or creative business ventures. The expansive driveway fits up to 20 vehicles, while the wide frontage allows for maximum signage and exposure for entrepreneurs looking to operate from home. Located just 2 minutes from Bolton's city centre and within walking distance to the Royal Courtyard Shopping Centre at Queen & King, you'll enjoy easy access to shops, restaurants, and amenities. With Highway 427 only 15 minutes away, convenience and connectivity are unmatched. A rare, fully upgraded property offering versatility, income potential, and riverfront serenity - all in one incredible package!

142 King Street E, Caledon

1 Baths ⋅ W13568650 MLS

Completely Renovated 2+2 Bedroom, 4 Bathroom Riverfront Bungalow with Dual Basement Apartments!Welcome to this fully renovated detached bungalow nestled on a massive riverfront lot, offering the ultimate combination of residential comfort, income potential, and business opportunity. This exceptional property features two self-contained basement apartments, each with its own separate entrance and private laundry, making it ideal for multi-generational living or strong rental income.The main level offers 2 spacious bedrooms and 2 modern bathrooms, showcasing high-end finishes and a functional open layout that's perfect for everyday living. The two lower-level apartments each feature 1 bedroom, 1 bathroom, and a full kitchen, providing independent living spaces for tenants or extended family.Outdoors, you'll find an impressive detached 7-car heated garage/workshop, complete with a professional paint booth - perfect for automotive use, trades, or creative business ventures. The expansive driveway fits up to 20 vehicles, while the wide frontage allows for maximum signage and exposure for entrepreneurs looking to operate from home.Located just 2 minutes from Bolton's city centre and within walking distance to the Royal Courtyard Shopping Centre at Queen & King, you'll enjoy easy access to shops, restaurants, and amenities. With Highway 427 only 15 minutes away, convenience and connectivity are unmatched. A rare, fully upgraded property offering versatility, income potential, and riverfront serenity - all in one incredible package!

142 King Street E, Caledon

awesome opportunity in Alton Village to build your own home. 89 ft frontage x 165 ft deep walkout basement. Municipal water, gas, hydro, cable are all available to the lot. Buyer to bring in servicing from the road. Fully severed, lot certificate has been issued. Find your plan and build your house the way you want. Driveway culvert and access has been installed by the town. Take advantage of reduced development charges by the town of Caledon

Part 1, 19904 Main Street, Caledon

6 Beds ⋅ 10 Baths ⋅ W13565682 MLS

Welcome to 9 Flaherty Lane, a breathtaking custom estate nestled on over 10.6 acres in one of Caledon's prestigious enclaves and backing onto 50 acres of conservation land. Spanning over 13,500 square feet above grade and over 20,000 square feet total, this residence offers homeowners unmatched luxury, privacy, and scale. Inside, 5 prodigious bedrooms reside, each with its own ensuites, including a mesmerizing Owners' suite with his and her ensuites and a private guest bedroom in the lower level. Soaring ceiling heights are found across all 3 levels and range from 10 ft to 21ft, with 3 open to the above living areas. Both warm and inviting, this home attracts an abundance of natural light via the bespoke solarium and sunroom. As you make your way through this lovely home, signature features are found, including a 2-level mahogany library with an enchanting spiral staircase, a home theatre, a retro 50's inspired diner, a 5-car garage, multiple fireplaces, 9 geothermal heating and cooling systems, and a gourmet kitchen with a 60" Wolf gas cooktop and oven. Winning "North America's Best Pool" award in 1997, the indoor pool is truly a space where loved ones can gather and enjoy all year round. The serene outdoors offers just as much as the inside, with a spring fed 1 acre pond, a gazebo, a large designer patio with custom railing overlooking the water, and ample green space to host large social gatherings. This home is an absolute must see and offers a rare high-capacity well pumping 120 liters of water per minute, as well as an oversized septic tank and a new roof completed in 2024. With 16 interior and exterior cameras operated through Telus, security here is top-tier! Built to the highest standards using custom-made materials, this estate offers a rare blend of elegance and resort-style living. Whether hosting on a grand scale or seeking a private retreat, 9 Flaherty Lane delivers an extraordinary lifestyle!

9 Flaherty Lane, Caledon

6 Beds ⋅ 7 Baths ⋅ W13565596 MLS

Now Offered at $4,750,000. A rare opportunity in Caledon's prestigious luxury estate market, this exceptional custom residence has been strategically repositioned to $4,750,000, presenting outstanding value for a property of this calibre. Set on 9.3 private acres and backing onto a protected greenbelt, this magnificent estate offers unparalleled privacy, breathtaking natural surroundings, and the tranquillity of an exclusive country retreat. Designed for grand-scale living and sophisticated entertaining, the home boasts nearly 7,000 sq.ft. above grade, complemented by an additional 3,500 sq. ft. of beautifully finished walk-outlower-level living space. Expansive principal rooms, elegant finishes, and a seamless layout create the perfect balance of luxury and everyday comfort. This is a remarkable opportunity to own a signature estate in one of Caledon's most coveted locations at an exceptional new price. For more information, please see the attached Feature Sheet. Private viewings are available by appointment. Experience this extraordinary estate firsthand-book your private tour today.

18785 The Gore Road, Caledon

4 Beds ⋅ 4 Baths ⋅ W13563894 MLS

Welcome to 44 Gibson Lake Drive, a rare opportunity to own in one of Palgrave's most prestigious estate communities. Nestled on an exceptionally private, maturely treed lot and surrounded by beautiful custom homes, this spacious 2,200 sq. ft. residence offers the perfect blend of luxury, functionality, and convenience. Unlike many country properties, this home is serviced by municipal water and natural gas, providing comfort, reliability, and lower operating costs. The well-maintained home features 3+1 bedrooms and a bright, fully self-contained above-grade walkout in-law suite with a separate entrance, making it ideal for multigenerational living, extended family, guests, or potential income opportunities. Car enthusiasts, tradespeople, and hobbyists will appreciate the heated attached double garage with epoxy floors, as well as the additional heated detached 1.5-car garage offering valuable extra storage and workspace. The expansive 15,000 sq. ft. paved driveway provides ample parking for vehicles, trailers, and recreational equipment. Extensively landscaped grounds create a private outdoor retreat, while the large deck with elegant glass railings overlooks peaceful forest views. Additional features include two furnaces, central vacuum system, natural gas heating, municipal water service, multiple outbuildings, and recently updated gutters, fascia, and soffits. Ideally located just minutes to Bolton's shopping, restaurants, recreation facilities, schools, parks, and trails, with convenient access to major commuter routes and the GTA. Offering privacy, versatility, and exceptional value in one of Caledon's most sought-after communities, this is estate living at its finest.

44 Gibson Lake Drive, Caledon

5 Beds ⋅ 5 Baths ⋅ W13563592 MLS

An extraordinary custom built residence situated on one of Caledon's most prestigious and sought-after streets. This home showcases superior craftsmanship, timeless finishes, and extensive high-end upgrades throughout. The grand family room features an impressive 18-foot cathedral ceiling, creating a stunning focal point filled with natural light. Elegant waffle and coffered ceilings enhance the main living areas, including the family room, dining room, office, kitchen, and bedrooms. Solid wood poplar interior doors and trim extend throughout the entire home, including the finished basement. The primary ensuite features Hansgrohe shower fixtures. Every bedroom includes a walk-in closet with professionally designed built-in organizers & ensuite. Professional window treatments, including motorized blinds in the family room and kitchen, as well as motorized drapery in the primary bedroom. The laundry room and mudroom include extensive custom cabinetry. The fully finished Walk-out basement offers versatility with two separate French-door-style exterior entrances and dedicated spaces including a private office, gym, recreation room, craft room, and workshop. Comfort is enhanced by an in-floor radiant heating system, supported by a boiler heating system with instant hot water capability.

1 Edgewild Drive, Caledon

5 Beds ⋅ 5 Baths ⋅ W13561618 MLS

2867 Sq Ft Detached Home 4+1 Bed Room 5 Washrooms ** 1 Acre Lot** Basement Finished , Modern Finished Living Room Open Concept , Den, 3 Bedrooms with Ensuite , Approximately 500 meters Bird Eye distance from Hwy 413 boundry ,Less than A kilometer from Projected 413 Ramp , Buyer or Buyer's agent do their own due diligence. Hardwood Laminate Floor on main ,Granite Top Centre Island ,S/S Appls, Gas Fireplace ,Inlaw Suite W/ 3Pc +W/O To Deck/Beautiful Garden. 2nd Flr Ft. Majestic Staircase & W/ 4Pc Whirlpool Ensuite & 3 Large Bdrms/Large Closets. Extras: Furnace 2010, New Roof 2015, Sump Pump 2017, Dbl Wall Roth Oil Tank 2013 , lot of parkings

12775 Heritage Road, Caledon

5 Beds ⋅ 4 Baths ⋅ W13561386 MLS

This brand-new, never-lived-in detached home is situated in the sought-after Caledon East community, built by Mosaik Homes. The home is the Edinburgh model, Elevation B, offering a spacious 3,675 sq ft. The main floor features separate living, dining, and family rooms, providing plenty of room for relaxation and entertaining. Additionally, there is a den, perfect for a home office or study. Throughout the home, high-quality hardwood flooring adds a touch of elegance and warmth to the living spaces. The bright and airy family room boasts a cozy gas fireplace, perfect for relaxing during the colder months. The expansive kitchen is designed for both functionality and style, equipped with stainless steel appliances, including a built-in oven, built-in microwave, and a large center island, ideal for preparing meals or gathering around. On the second floor, the primary bedroom serves as a true retreat, offering a luxurious 5-piece ensuite bathroom and a spacious walk-in closet, providing ample storage. The additional bedrooms are generously sized, bright, and comfortable, making them perfect for family members or guests. The home is designed to cater to modern needs, with ample space for growing families. This home is conveniently located near schools, shopping centers, restaurants, and the Caledon Community Centre, ensuring that you have everything you need within reach. For nature lovers, the nearby Caledon Trailway offers scenic walking and biking paths. With its combination of modern amenities, spacious design, and excellent location, this home provides the perfect balance of comfort, style, and convenience for todays lifestyle.

42 James Walker Avenue, Caledon

3 Beds ⋅ 3 Baths ⋅ W13560700 MLS

P-O-W-E-R O-F S-A-L-E! POWER OF SALE!, 1468 SQ.', 3 BEDROOMS, 3 BATHS,SERVICE ENTRANCE FROM MAIN FLOOR TO GARAGE.ON LARGE LOT, DESIRABLE LOCATION.

28 Emeline Street, Caledon

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