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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

8 Beds ⋅ 9 Baths ⋅ W13448742 MLS

Show Stopper !! Perfect Multi-Generational Home P.L.U.S. Income Property $2,500 / month. P.L.U.S. In-Law Suite. This NEW home has it all. Bedrooms - 6 + 2 in bsmt. Washrooms - 7 + 2 in bsmt. ALL 6 bedrooms have an ensuite bath. 2 Bedroom Legal Basement Apartment Sep Entrance and Laundry. No Side Walk, 6 Car Parking. Wooded Lot. 7 Walk-In Closets, Custom Walk-In Pantry, Large Linen Closet and many other storage closets. High ceilings - Main Floor - 10' & 12' Ceilings, 2nd Floor and Basement - 9' Ceilings. Hardscape Around Entire Property Exposed Aggregate. Custom Roller Shades and Window Coverings Throughout. ALL Work in this Home has been Professionally Done, Including the Festive Outdoor Lights, NO Expenses Spared. Way Too Many Upgrades to Mention, and a Steal at Under $2 Million. **EXTRAS** 3 Fridge, 2 Stoves, 1 Dishwasher, 2 Clothes Washers, 2 Dryers, Water Softener, Pot Filler, All Window Coverings, Custom Roller Shades, Stair Runner, Closet Organizers, Pull Out Pantry Shelves, Biometric Lock, 6 Ceiling Fans, Upgraded ELF

35 Arthur Griffin Crescent, Caledon

7 Beds ⋅ 5 Baths ⋅ W13448626 MLS

Stunning Builders Custom Designed Unique Grand Estate on a Scenic lot Boasting over 8000 sq ft of finished spaced ! 5189 sq ft (3789sqft main floor,1400sqft upper loft) + 3000Sqft of finished livable space. Built with steel beams and Concrete Floors Beneath Cherry Hardwood & Stone Tiles gives you noise free comfort and strength. Gorgeous views from every corner! Plenty of space and privacy ! Built for Entertaining and for family ! open concept family and kitchen, (this kitchen has a Massive walk in pantry With rough in for a 2nd kitchen and has a walkout to the deck) separate living & dining, powder room, 2 beds and another 3 pce bath plus the master all on the main floor. The Mater Suite is STUNNING it has an Ensuite bath fit for a royalty with gorgeous views, plus a sitting area and walkout to the massive deck! Walk in closet has a MAKE UP CENTRE & LAUNDRY. A 2nd story Loft that's over 1400 sq ft and has 2nd great room/family room with impressive views & 2 beds and a bath ! Fin W/O Bsmt with multiple walkouts and a 2nd laundry thats almost 3000m sq ft, Then, there's a Tennis Court, a circular drive, views of the pond next door, Wooded 5.08 Acres, 2 furnaces 3 car garage, way too much to list ! This home is an amazing combination of custom design & Luxury. sellers are downsizing and are willing to assist in updated the home to your taste prior to closing !! this home has the potential for multi generational living, or for a 2nd basement apartment

19 Tanglewood Drive, Caledon

4 Beds ⋅ 4 Baths ⋅ W13448324 MLS

Stop searching for your dream home-this is the one! Situated on a premium 1+ acre lot, this stunning custom-built bungalow showcases exceptional craftsmanship and luxury upgrades throughout. A grand foyer with over 12-foot ceilings and double-door entry welcomes you into elegant living and dining spaces featuring coffered ceilings and recessed lighting. The impressive family room boasts soaring 14-foot ceilings with cove lighting, while the chef-inspired kitchen is equipped with premium appliances, a gas range, oversized panel-ready fridge and dishwasher, servery, full pantry, oversized island, and abundant cabinetry. Large windows with custom blinds flood the home with natural light. The luxurious primary suite offers a custom walk-in closet and spa-like ensuite with a designer tub, towel warmer, and glass shower, while a second primary bedroom includes its own private ensuite. The thoughtfully designed mudroom features custom cabinetry, shoe storage, and a built-in bench. The walk-out basement provides an incredible opportunity to add approximately 3000 sq. ft. of additional living space and is already partially completed with drywall, electrical, plumbing, and heated floor rough-ins. Planned for 9-foot ceilings, a full kitchen, living area, two bedrooms, theatre room, gym, sauna, and two bathrooms, this remarkable home is built far above standard code requirements and offers the perfect blend of luxury, comfort, and future potential.

19769 Willoughby Road, Caledon

2 Baths ⋅ W13448106 MLS

Rare Opportunity To Acquire A Fully Operational Licensed Truck Repair Facility On A Fenced 0.98-Acre Lot Zoned CHV (Village Highway Commercial). Ideally Located With 258 Feet Of Frontage Along Highway 10, Just South Of Boston Mills Road, Offering Excellent Exposure And Accessibility. The Property Features Three Buildings Including A 1,680 Sq. Ft. Repair Shop Equipped With Two 14' x 14' Drive-In Doors, A Spacious Storage Dome With Two Additional 14' x 14' Drive-In Doors, And A 2,450 Sq. Ft. Office Building. Additional Highlights Include Radiant Heating, An Oil Interceptor System, Ample Truck Parking And Storage Space, And A Functional Layout Designed To Support A Variety Of Commercial And Transportation-Related Uses. An Exceptional Investment Or Owner-Operator Opportunity In A High Visibility Location.

14940 Hurontario Street, Caledon

4 Beds ⋅ 5 Baths ⋅ W13445982 MLS

This newly custom-built home at 86 Willow Street in Bolton showcases exceptional quality and stunning design that set a new standard for luxury living in Bolton East. Every element reflects meticulous craftsmanship, thoughtful planning, and premium finishes. Soaring ceilings, expansive windows, and a seamless open-concept layout create a bright, grand, and inviting atmosphere throughout. The gourmet kitchen is a true masterpiece, featuring exquisite book-matched countertops and backsplash with dramatic veining. This stunning stonework is perfectly echoed in the matching fireplace mantle, creating a cohesive and luxurious focal point. Custom-built-in millwork and high-end lighting add refined elegance and warmth to every room. A rare Cambridge elevator offers effortless access between all levels. The dining room features a sophisticated custom temperature-controlled wine cellar, perfect for the discerning collector. The primary retreat is an unparalleled private sanctuary, highlighted by a double-sided fireplace with a dramatic custom feature wall, a convenient wet bar with beverage fridges, a massive walk-in closet with organizers, and a stunning 6-piece ensuite with heated flooring and roughed in steam shower, that offers true spa-like indulgence. The lower level remains unfinished, providing a blank canvas for your personal vision and future customization. This is custom construction at its finest - where exceptional quality meets stunning design in perfect harmony. Located in a sought-after Bolton neighbourhood, 86 Willow Street is a rare opportunity to own a truly exceptional home.

86 Willow Street, Caledon

4 Beds ⋅ 4 Baths ⋅ W13445462 MLS

Escape The Ordinary. Discover Your Private Estate In Prestigious South Caledon Where Sophisticated Country Living Meets Modern Luxury. Nestled On A Breathtaking One-Acre Lot (150X300 Ft), This Newly Extended 4-Bedroom, Over 3,600 Sq Ft Masterpiece Backs Onto A Ravine With Terra Cotta Conservation At Your Doorstep, Privacy And Nature Embrace You At Every Turn. Extensively Renovated Top To Bottom In 2024-All With Permits-This Home Features New Plumbing, Electrical With 200 Amp Service, Septic, Furnace, A/C, Generator, Roof, Doors & Windows Throughout. Designed For Both Grand Entertaining And Intimate Family Living, The Open-Concept Kitchen, Dining & Family Rooms Flow Seamlessly Together. The Brand-New Chef's Kitchen Showcases A Large Island, Stone Counters, Matching Backsplash, And Top-Of-The-Line Stainless Steel Appliances. Large Windows Fill The Home With Natural Light. The Upper-Level Retreat Showcases Two Luxurious Primary Suites. The First Offers A Fireplace, Juliet Balcony Overlooking The Greenspace, Dual Walk-In Closets, And A Spa-Inspired Ensuite Complete With Heated Floors, A Soaker Tub, And An Oversized Glass Shower. The Second Includes Its Own Fireplace, Walk-In Closet, And Heated Ensuite Floors. Ceiling Fans Throughout The Bedrooms And Motorized Blinds Provide Year-Round Comfort, While Convenient Second-Floor Laundry Adds Everyday Ease. Attached Double Garage Plus An Incredible Detached 6-Car Garage/Workshop Offer Endless Possibilities For Car Collectors, Hobbyists, Home Gyms, Or Dream Workspaces. Enjoy A Large Gazebo, Fire Pit Area, And An Unmatched Outdoor Lifestyle. A Rare Opportunity For Families Or Anyone Seeking Space, Privacy, And Refined Country Living Near Town Amenities.

14451 Winston Churchill Boulevard, Caledon

3 Beds ⋅ 1 Baths ⋅ W13443814 MLS

Welcome to your own private sanctuary nestled behind a treed ravine, opening up into farm fields currently being farmed. This 98.6 acre parcel is designated white belt along with some greenbelt acreage.This property is adjacent to the current Bolton West Urban expansion area with potential future development possibilities.Come build your dream home - or make a land investment with great potential!!Buildings are being sold on "as is" basis.No access to barn interior due to livestock present.No access to house on first showing.

13708 The Gore Road, Caledon

Build Your Dream in the Caledon Hills. Discover the perfect blend of privacy, nature, and convenience on this picturesque 5-acre property nestled in the rolling hills of Caledon. Featuring scenic Caledon Creek flowing through the land, this unique offering provides an exceptional opportunity to build your dream home or create the ultimate country retreat. The property previously supported a residence and includes valuable existing infrastructure, including a long private driveway, well, and partial septic system. A 53' x 12' trailer currently on-site is equipped with hydro, water, and a holding tank, making it suitable for year-round use while you plan your future build or enjoy weekend escapes from the city. Surrounded by nature yet conveniently located just minutes from Orangeville and Caledon East for shopping, dining, and everyday amenities, this property offers the tranquility of country living without sacrificing accessibility. With downtown Toronto approximately one hour away, you can enjoy the best of both worlds-peaceful rural surroundings and an easy commute to the city. Whether you're envisioning a custom estate home, a recreational getaway, or a private sanctuary in the countryside, this rare Caledon property is ready to bring your vision to life.

18023 Horseshoe Hill Road, Caledon

8 Beds ⋅ 6 Baths ⋅ W13440696 MLS

Welcome!! to this Beautifully maintained Home,Nestled on a Sprawling 72x197 Feet * Premium Corner Lot* where your creative vision can flourish for present Living & future development opportunity. Nestled in the heart of charming Caledon East - Vibrant Community that perfectly blends Rural charm with Tranquility & modern Convenience. This Spacious recently painted Home offers 5+3 Bedrooms, 6 Washrooms, with Walk-out Basement. The inviting Main Floor showcases a Office Room with 3 Pc- Ensuite, Separate Warm Family Room , Formal Dinning Room and Bright Living Room with all over New Portlights, W/O to Balcony picturesqueing inviting Big Backyard, ideal for comfortable Family living and Effortless entertaining. This home is steps from Caledon Community Center, Local Good rating Schools, School bus route, Many Parks, Restaurants, and the Scenic Caledon Trails. With its combination of modern Amenities, Spacious design, and Excellent Location, this Home provides the perfect balance of Comfort, and Convenience for todays Lifestyle!!

28 Walker Road E, Caledon

3 Beds ⋅ 3 Baths ⋅ W13434522 MLS

1 Year New, Modern Townhome in Caledon's Sought-After Ellis Lane Community! Welcome to 48 Elmer Moss Avenuea beautifully designed 3-bedroom, 3-bathroom townhome offering contemporary living in a serene setting. This spacious home features an open-concept layout with 9-foot ceilings, large windows that flood the space with natural light, and two private balconies perfect for relaxation or entertaining.The gourmet kitchen boasts quartz countertops, stainless steel appliances, and ample cabinetry, seamlessly flowing into the dining and living areas. Upstairs, the primary suite offers a luxurious retreat with a spa-inspired ensuite bathroom. Two additional well-sized bedrooms provide comfort and versatility for family or guests.Located in the vibrant Ellis Lane community, this home is just minutes from Highways 410, 50, and 9, offering easy access to Toronto and Mississauga in under 30 minutes. Enjoy proximity to top-rated schools, shopping centers, dining options, and the scenic Caledon Trailway Path for outdoor enthusiasts.Experience the perfect blend of modern design and convenient livingyour new home awaits at 48 Elmer Moss Ave!

48 Elmer Moss Avenue, Caledon

6 Beds ⋅ 5 Baths ⋅ W13435052 MLS

Beautifully crafted custom-built bungalow nestled on a spectacular 1.4-acre estate lot, thoughtfully designed with an open-concept layout and a setting that feels as though it was sculpted into the surrounding rolling hills. This exceptional property showcases meticulous landscaping, breathtaking views from every window, and an outdoor retreat featuring an in-ground pool, cabana, pond, fire pit, custom-built playhouse, expansive decks, and elegant flagstone pathways. A fully paved 15-car driveway leads to a heated and insulated detached workshop/garage, offering the perfect space for motor enthusiasts, hobbyists, crafting, or additional storage. Ideally located just 8 minutes to Hwy 400, 5 minutes to Orangeville, and approximately 25 minutes to Brampton, this stunning home offers approximately 3,500 sq. ft. of beautifully finished living space. The open-concept interior features a gourmet kitchen with granite countertops, hardwood flooring, and luxurious finishes throughout. The living room boasts a stunning marble ceiling detail and a two-sided stone fireplace shared with the formal dining room. A spacious great room with custom built-ins creates the perfect gathering space. The impressive primary retreat features a fireplace, spa-inspired ensuite, walk-in closet, baby room/office and walk-outs leading to the deck and pool area. The family room with fireplace overlooks the backyard paradise, creating a seamless connection between indoor and outdoor living. The newly finished basement offers a second kitchen, recreation/living space, full bathroom, and powder room - ideal for entertaining or extended family. Additional features include: New septic system (2023).New furnace & air conditioning (2024).New exterior stucco finish. Four wood-burning fireplaces with built-in air circulation. No carpet throughout. New porcelain tile in foyer A truly remarkable home and property located just north of historic Alton, offering privacy, luxury, and an unmatched lifestyle

20511 Main Street, Caledon

4 Beds ⋅ 4 Baths ⋅ W13434948 MLS

Welcome To 15252 Chinguacousy Rd, Caledon-An Exceptional Estate Home Extensively Rebuilt In 2008, Including The Finished Basement, Heated Saltwater Pool, And Stunning Professional Landscaping. Situated On A Private, Beautifully Treed 1.01-Acre Lot Just Minutes From Caledon Country Club, This Impressive Home Offers Nearly 3,700 Sq. Ft. Of Finished Living Space.Features Include Maple Hardwood & Heated Tile Flooring Throughout Both Levels, 2 Gas Fireplaces, Premium Finishes, And An Upgraded Family-Sized Kitchen With Quartz Counters & Centre Island. Spacious Living, Dining & Family Rooms. Large Primary Bedroom With Walk-In Closet & 4-Piece Ensuite, Plus 2 Additional Generous Bedrooms And 2.5 Bathrooms On The Main Level.The Finished Basement Offers A Large Recreation Room With Pool Table, Additional Bedroom, Bathroom, And Separate Access From The Rear Of The Heated & Insulated 3-Car Garage. Direct Interior Access Through The Mudroom, Laundry & Powder Room.Step Outside To Your Private Resort-Style Backyard Featuring A Heated Saltwater Pool, Hot Tub, Fire Pit, Treehouse, And Spectacular Landscaping. Parking For Up To 14 Vehicles. Offering The Perfect Blend Of Luxury, Privacy, Comfort & Countryside Charm-All Within Easy Reach Of City Conveniences.

15252 Chinguacousy Road, Caledon

5 Beds ⋅ 4 Baths ⋅ W13432546 MLS

Welcome to a rare 10-acre luxury estate opportunity on the Niagara Escarpment, where a 3+2 bedroom raised bungalow sits on a beautifully manicured, south-facing lot that has been in the same family for over 50+ years. Perfectly positioned at the top of the escarpment between Kennedy Road and Heart Lake Road-steps to Devil's Pulpit Golf Course, close to the Caledon Flying Club, renowned cycling routes, the Bruce Trail, and a short drive to grocery stores, amenities, and Headwaters Hospital-this highly desirable property is surrounded by some of Caledon's most prestigious multimillion-dollar estate homes, making it an exceptional chance to build a custom luxury residence that fully leverages the rare topography, escarpment setting, and sweeping views. The existing home requires extensive rehabilitation, offering flexibility for those looking to renovate or rebuild in one of Ontario's most sought-after rural communities, with the breathtaking Niagara Escarpment as your backdrop.

3574 Escarpment Side Road, Caledon

ClearBlu Water Solutions Inc. is a highly reputable and established turnkey water treatment business serving the GTA for over 12 years. The company holds an exclusive subcontract with a major industry brand, providing consistent, year round installation and service to a loyal client base of over 500 residential and commercial customers. ClearBlu specializes in top-tier systems such as Kinetico and Clack, with work performed by a mix of in-house technicians and subcontracted professionals, offering both scalability and operational flexibility. The sale also includes a retail e-commerce platform catering to trade professionals at wholesale pricing- currently underutilized and primed for growth, as well as, $25,000 worth of stock. With a strong foundation, proven revenue, and significant potential for expansion into new markets and online sales, this is a rare opportunity for industry professionals, investors, or companies looking to grow within the water treatment sector.

3 Knollridge Street, Caledon

Beautiful mature treed 10-acre parcel. Potential for multiple strategies - whether it be future development or a stately residence. Current zoning allows a single residence to be built on a designated 1-acre portion of the lot which fronts on Humber Station Road. Located on the corner of Humber Station Road and Finnerty Side Road in a wonderful area that has the privacy of the countryside yet conveniently close to amenities.

Humber Station Road, Caledon

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