Caledon Real Estate Search

Explore Caledon Properties 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.

Narrow By Price Range

Newest Caledon Properties for Sale

4 Beds ⋅ 5 Baths ⋅ W13762806 MLS

A masterfully designed turnkey estate in prestigious Palgrave, this exceptional residence embodies timeless elegance and uncompromising luxury while offering the perfect balance of peaceful estate living just a short drive from the city. Showcasing thousands invested in premium interior finishes and professional landscaping, this is a true turnkey property where every detail has been thoughtfully curated. From the chef-inspired kitchen appointed with Wolf and Sub-Zero appliances to the soaring 10-foot ceilings, extra-height basement, exquisite coffered ceilings, and custom wainscoting throughout, every space exudes quality and sophistication. Designed to accommodate refined entertaining and multi generational living, the home features two designer kitchens and two full laundry rooms. Outside, a private resort inspired oasis awaits with a saltwater pool, a spectacular glass-enclosed pavilion with folding doors and windows, an outdoor bar and bathroom, elegant interlock walkways, a flagstone front porch, professionally landscaped grounds with a full irrigation system, and an impressive circular driveway that creates a grand arrival. Complete with a whole-home backup generator and water softener, this exceptional estate is truly move in ready simply collect the keys and begin enjoying the luxury lifestyle you've been waiting for. As an added bonus, enjoy peace of mind with a complimentary 1-Year Home Warranty covering all household appliances.**Terms and conditions apply.

13 Doctor Reynar Road, Caledon

4 Beds ⋅ 4 Baths ⋅ W13761862 MLS

Live the waterfront lifestyle year-round-just 30 minutes from the GTA! Set on 2.36 private acres with over 300 ft of shoreline on exclusive Green Lake, this exceptional full-time residence delivers the feel of Muskoka without the long drive. Green Lake is a private, spring-fed lake with crystal-clear water, depths of approx. 60 ft and trout and bass-perfect for swimming, boating, fishing and four-season enjoyment. The impressive post-and-beam log home blends timeless character with everyday comfort, creating a warm and inviting retreat designed for full-time living. A heated and insulated detached garage/workshop, charming guest log bunkie with full foundation and 3-pc bath, plus a backup generator add flexibility and peace of mind. Outside, professionally landscaped grounds and flagstone walkways lead to a spectacular lakeside setting complete with private sandy beach, gazebo, dock and outdoor kitchen-ideal for summer entertaining, quiet mornings by the water and unforgettable evenings under the stars. Just minutes from TPC Toronto at Osprey Valley, The Pulpit Club, Caledon Ski Club and miles of scenic trails, this property offers the rare combination of privacy, recreation and convenient access to the city. More than a weekend escape, 143 Green Lake Rd is a true year-round home where every season brings something to enjoy and generations can gather for years to come.

143 Green Lake Road W, Caledon

6 Beds ⋅ 5 Baths ⋅ W13761544 MLS

Among the finest homes in Caledon. Set high on a hill across nearly 14 acres, surrounded by mature forest, where wild English gardens meet the clean, sharp lines of a gorgeous modern farmhouse. Private, and entirely its own. Completed in 2022 and built to hold the light and the landscape in equal measure. At the centre of the home, an open-concept kitchen, living and dining space anchored by a statement fireplace and wrapped in floor-to-ceiling corner windows that pull the forest inside from sunrise to last light. The kitchen balances marble, warm wood tones and custom detailing with luxe Fisher & Paykel appliances. A beautiful pantry and custom wine room sit just beyond. Views from nearly every room. The ideal family home. A handsome home office with custom built-in bookcase and rolling ladder, perfect for working from home. Off the kitchen, a mudroom and laundry connect to the two-car garage, with a dedicated dog wash. Upstairs, the primary reads as its own wing. Walk-out balcony, generous walk-in closet, five-piece spa-like ensuite. Designed with the ever-growing family in mind, the floor plan offers 4+2 bedrooms and 5 bathrooms, every bedroom with its own ensuite, and a main floor play room with the flexibility to become a co-primary suite. Below, a full basement with oversized window wells that bring daylight right through the lower level. Newly landscaped with professionally designed gardens and plantings, irrigated throughout. A fully fenced backyard made for dogs, kids and long summer nights. A handcrafted Sip Sauna, built to traditional Finnish standards, sits alongside a wood-burning hot tub overlooking the lush lawn. The ideal weekend escape, without leaving home. A modern farmhouse with the soul of a country house, and the craftsmanship to match.

3045 Highpoint Side Road, Caledon

5 Beds ⋅ 4 Baths ⋅ W13761288 MLS

Welcome home to 13 Silvervalley Drive, tucked into a family-friendly street in beautiful Bolton North! This rare 4-bedroom semi-detached beauty sits proudly on a corner lot, filling the home with extra windows and natural light, and offering a fenced yard that's just as inviting outside as it is in. With approximately 1,800+ sq ft on the upper levels plus a fully finished basement suite, there's room here for everyone to spread out and settle in. Step inside to an open-concept main floor made for everyday living and easy entertaining. The family room, warmed by a cozy gas fireplace, flows into the dining room, while the spacious, modern kitchen impresses with stainless steel appliances, a breakfast area, and a walk-out to the patio and yard, perfect for morning coffee or summer barbecues. A main-floor office/den rounds things out, ideal for working from home or as a quiet reading nook. Upstairs, you'll find 4 bedrooms, including a generous primary retreat complete with a walk-in closet and a 4-piece ensuite bath. Stacking laundry on this level means no more hauling baskets up and down stairs. Downstairs offers real flexibility: a fully finished basement suite with its own separate entrance through the garage, featuring a comfortable living area, full kitchen, bedroom, 3-piece bath, and laundry - perfect for extended family, guests, or income potential. Rounding out this functional and clean home is a single-car garage and a wonderful North Hill Bolton location on a welcoming, family-friendly street. A genuinely well-laid-out home that's move-in ready and waiting for you to call it yours!

13 Silvervalley Drive, Caledon

5 Beds ⋅ 4 Baths ⋅ W13747140 MLS

Timeless Character, Exceptional Space & 2 Acres of Privacy. Discover the possibilities in this stately, all-brick residence, thoughtfully designed and built by its original owners. Offering over 5,000 sq. ft. of living space, this substantial home features a spacious, exceptionally well-planned layout with a natural flow that provides an ideal foundation for a seamless modern update. The main level features a welcoming family room with a striking marble fireplace and walkout to the deck, overlooking the expansive backyard. Upstairs, four generously sized bedrooms include a primary retreat with its own marble fireplace and a large ensuite, currently roughed-in and ready for completion to suit your vision. The lower level adds even more versatility, with a walkout to the breathtaking, park-like two-acre property, offering an incredible sense of privacy, serenity, and connection to nature. A fifth bedroom and bathroom on this level provide excellent space for guests, extended family, additional living accommodations. A lovely, updated lower-level kitchen provides the perfect foundation for a potential in-law suite or additional living space. While this home requires renovation and modernization, the underlying quality, generous proportions, thoughtful floor plan, and extraordinary setting present a rare opportunity to create something truly special. And then there's the location. Just minutes from Caledon East, you'll enjoy easy access to local amenities, schools, parks, the recreation centre, arena, swimming pool, shops, and more - all while coming home to your own private two-acre retreat. A remarkable opportunity to transform a solid, spacious family home into your dream estate in one of Caledon East's most desirable settings.

11 Prince Andrew Drive, Caledon

5 Beds ⋅ 4 Baths ⋅ W13760726 MLS

Fully upgraded home on a stunning 3.6-acre lot offering beautifully finished living space throughout. Eat-in kitchen with centre island, stainless steel appliances, wall-to-wall pantry cabinetry, and walk-out to deck with spectacular views. Renovated bathrooms on all floors and a beautiful family room. Enjoy a huge private backyard featuring a sauna, hot tub, gazebo, entertainer's deck, mature trees, and a pond-perfect for relaxing or hosting.Ideally located minutes to Caledon Village and Orangeville, with easy access to Hwy 10 and Hwy 9 for convenient commuting (approx. 45 minutes to Toronto), plus nearby GO bus connections toward Brampton GO/Union. Close to local shops, dining, essential services, and surrounded by Caledon's scenic trails and outdoor recreation. 200-amp service. A rare opportunity to enjoy privacy, space, and convenience in one exceptional property !!

9 Elite Road, Caledon

4 Beds ⋅ 3 Baths ⋅ W13760370 MLS

Tucked away in one of Caledon's most picturesque countryside settings, this enchanting custom built home spans approx4500sqft situated on 7 acres. A fully insulated 1200sqft garage/workshop with loft space provides exceptional flexibility for car enthusiasts, hobbyists, or additional storage. With Orangeville, Erin and Caledon Village a short drive away this property combines rural tranquility with exceptional amenities. The home blends character, architectural significance, and natural beauty into an offering unlike anything else on the market. From the moment you arrive, the home's storybook presence captivates, with a stunning wraparound porch, soaring cedar-clad ceilings, expansive skylights, wood- burning fireplace and an open-concept design. Rich in history, the home showcases beautifully restored beams and posts reclaimed from an 1854 barn in King Township, creating the charm and grandeur of a classic barn interior while offering all the comforts of modern living.Thoughtfully designed layout is ideal for both entertaining and family living. The serene primary retreat offers a magical experience, allowing you to gaze at the stars from the comfort of your bed. Additional bedrooms feature vaulted ceilings, while the versatile third-floor loft is perfect as a guest suite, home office, studio, or children's retreat. Outside, the remarkable grounds offer the perfect balance of open green space and private woodland trails. Ideally situated near TPC Toronto at Osprey Valley, the Caledon Ski Club, premier equestrian facilities, extensive cycling and hiking trails, and local favourites such as GoodLot Farmstead Brewing Co. The new 413 highway will significantly increase the accessibility to the City and beyond. Excellent schools in Belfountain and Alton further enhance its appeal. A rare opportunity to own a truly distinctive estate where history, nature, and modern comfort come together in perfect harmony.

19555 Shaws Creek Road, Caledon

6 Beds ⋅ 4 Baths ⋅ W13759952 MLS

2697 Sq Ft As Per Mpac!! Come & Check Out This Fully Detached Luxurious Home Built On 36 Ft Wide Lot, Showcasing A Premium Stone & Stucco Elevation. Comes With Finished Legal Basement Registered As Second Dwelling With Separate Entrance. Bright Open Concept Layout On The Main Floor Featuring Separate Living & Dining Rooms. Upgraded Modular Kitchen Is Equipped With Quartz Countertop, S/S Appliances & Breakfast Area W/O To Yard. Second Floor Offers 4 Spacious Bedrooms, Including A Primary Bedroom With Ensuite Bath & Walk-In Closet. Finished Legal Basement Features 2 Bedrooms, Kitchen, Full Washroom & Separate Laundry. Ideally Located In A Family-Friendly Neighborhood, Close To Schools, Parks, Public Transit, Shopping & All Essential Amenities.

15 Speckled Alder Street, Caledon

Car Dealership Car Sales space available for lease in Bolton. Can park up to 20-25 Cars.

12393 Regional Rd 50 N/A, Caledon

Truck Parking approximately 1 Acre space available for lease. Can park up to 16-18 tractor trailers.

12393 Regional Rd 50 N/A, Caledon

3 Beds ⋅ 4 Baths ⋅ W13758970 MLS

Welcome to 65 Ironhorse, an exceptional family home nestled on a quiet, tree-lined crescent in one of Bolton's most sought-after neighbourhoods. Offering outstanding curb appeal and a fully finished interior, this meticulously maintained residence showcases true pride of ownership with quality craftsmanship and thoughtful upgrades throughout. The bright, functional floor plan is ideal for growing families and professionals looking for a great investment, this home leaves nothing untouched from basement to attic every inch of this property has been updated and serviced ideal for buyers looking for peace of mind and luxury on a day to day level, and a walkout to an oversized west-facing patio-perfect for entertaining or relaxing in the sunshine. The spacious primary suite offers a walk-in closet and a private four-piece ensuite, while three additional bathrooms provide comfort and convenience for family and guests. Recent improvements include a brand new kitchen, new flooring throughout, an updated staircase with elegant wrought iron pickets, finished basement, and new front steps with railings. Outside, enjoy a fully fenced backyard, interlocking walkway, and easy access to scenic forest walking trails and Adam Wallace Memorial Park. Families will appreciate being just a short walk from St. Nicholas Catholic Elementary School and only minutes from the shops, restaurants, and amenities of downtown Bolton. This move-in-ready home truly has it all-don't miss your opportunity to make it yours. Act now before it's gone!

65 Ironhorse Crescent, Caledon

4 Beds ⋅ 2 Baths ⋅ W13758914 MLS

Welcome to Hilltop Drive. One of Caledon East's most desirable communities. This beautifully updated 4-level side-split offers the ideal blend of modern style, space, and functionality. Featuring four bedrooms and four distinct living levels, this home has been thoughtfully designed to accommodate every stage of family life. At the heart of the home is the stunning renovated kitchen, showcasing an impressive 5' x 9' island, modern cabinetry, stainless appliances, a temperature-controlled wine fridge, abundant storage, and stylish finishes throughout. The adjoining family room is bright and inviting, complete with a walk-out to the patio that seamlessly blends indoor and outdoor living. The upper-level features three spacious bedrooms and a beautifully renovated 4-piece bathroom. On the lower level, you'll find an additional family room with a second walk-out to the yard, a renovated 3-piece bathroom, a fourth bedroom, and a generous laundry room, offering the perfect setup for growing families, multi-generational living, or welcoming overnight guests. The finished fourth lower level provides even more versatile space, with another cozy family room, a beautiful wet bar and seating area, and an abundance of storage space. Summers just got better as you enjoy your own private backyard oasis, surrounded by mature trees, extensive stonework, large garden shed, exceptional privacy, and a beautiful saltwater pool - the perfect setting for entertaining family and friends. Don't miss this incredible opportunity to call this exceptional Caledon East property your forever home!

25 Hilltop Drive, Caledon

3 Beds ⋅ 4 Baths ⋅ W13758850 MLS

Tastefully updated and spacious 3-bedroom, 4-bathroom semi-detached home nestled in the sought-after North Hill community of Bolton! Offering over 2,000 sq. ft. of total living space, including nearly 1,700 sq. ft. above grade plus a beautifully finished basement, this home is sure to impress.Featuring Updated bathrooms, gleaming porcelain tile flooring, a bright and functional newly updated eat-in kitchen with new appliances, ample storage and walk-out to a private backyard, and a cozy living room with hardwood floors and a stunning stone feature wall.The primary bedroom is a true retreat, complete with a 4-piece ensuite, walk-in closet, and bonus sitting area-perfect for a home office, nursery, or dressing space. The second bedroom offers a walk-out to a private balcony with modern glass railings, while the third bedroom is generously sized.The fully finished, newly renovated basement, boasts an open-concept layout with a powder room, pot lights, and durable laminate flooring-ideal for additional living or entertaining space.Additional highlights include a single-car garage, extra-large driveway with parking for up to 4 vehicles, and a newer stone front porch. Conveniently located just minutes to schools, parks, trails, recreation centre, and charming downtown Bolton.

3 Manorwood Court, Caledon

3 Beds ⋅ 3 Baths ⋅ W13758842 MLS

Welcome to 27 Kearny Avenue, a beautiful 3-bedroom, 3-bathroom semi-detached home in the master-planned, family-focused community of SouthFields Village. Offering 2,034 sq. ft. of thoughtfully designed living space, this home combines generous proportions, exceptional functionality and an inviting sense of flow. Step inside through the welcoming foyer and discover an exceptionally well-laid-out main floor, featuring distinct formal living and dining spaces, plus a generously sized family room adjacent to the beautifully upgraded kitchen and breakfast area. Designed for both everyday living and effortless entertaining, the open and versatile layout makes excellent use of every square foot. Upstairs, you'll find three spacious bedrooms, including a truly impressive primary retreat featuring a large walk-in closet and private ensuite. Two additional well-proportioned bedrooms offer plenty of flexibility for family, guests or a home office. A convenient walk-in laundry room on the upper level adds an everyday luxury that makes household routines just a little easier. Outside, the beautifully landscaped backyard offers an expansive deck - the perfect setting for summer dining, morning coffee or relaxing evenings with family and friends. Beyond the property itself, the location is equally compelling. Ideally located just steps from the SouthFields Community Centre, parks, playgrounds and neighbourhood trails, this home puts an incredible range of family-friendly amenities right at your doorstep. Enjoy the best of both worlds with easy access to Highway 410, Mayfield Road and Kennedy Road, making commutes to Brampton, Mississauga and the broader GTA a breeze, while still enjoying the more relaxed, green surroundings of Caledon. Thoughtfully designed, beautifully maintained and perfectly positioned - 27 Kearny Avenue offers the space, comfort and lifestyle you've been looking for.

27 Kearny Avenue, Caledon

5 Beds ⋅ 4 Baths ⋅ W13757264 MLS

Your DREAM home awaits you! Welcome to 59 Paisley Green Avenue, a true masterpiece, nestled on a sought-after, picturesque, street, in the heart of prestigious Caledon East, walking distance to Greer Park, schools, community recreational & sports facilities, trails & downtown core! This breathtaking home,which features 4 large bedrooms has approx.3400 sqft of exquisitely finished living space,and has been recently renovated with over 200K worth of high-end, designer upgrades and finishes, and features the absolute best of style and function! The double door entry leads to a fabulous,sought after bright-open-concept layout! You'll be impressed, with the custom features and attention to detail including:8"x42" porcelain from Spain & 24"x48" porcelain, custom wainscotting, 9Ft ceilings, pot-lights, Hunter Douglas blinds & closet organizers, elegant light fixtures, hardware & large windows! Fall in love with your custom & dreamy Chef's Kitchen, which could easily be featured on any home-design show or magazine! The showstopping kitchen has been meticulously crafted, & features high-end built-in appliances & cabinetry, MSI Quartz counters & back-splash, a stunning 88"x 52" island w/Quartz, modern hardware & fixtures, pot-filler & pot drawers, custom range hood, hidden appliance garage, & coffee bar! Walk-out to a large deck that overlooks the beautifully landscaped backyard, ideal for entertaining! The main floor features a custom laundry room/pantry with entrance to double garage & versatile walk-in coat room w/ B/I organizers! The 2nd level features high-end engineered hardwood floors,4 large bedrooms, w/huge primary bedroom w/2 closets & large luxurious 5Pc ensuite w/quartz counters! The grand upper bathroom with quartz and ample storage. The lower level is spectacular!It boasts 2nd open concept family room w/fireplace, custom kitchen w/quartz counters,a gym/room,full 3Pc bathroom, storage room & cold cellar!A MUST SEE! Turn-key-move-in ready! Book your showing today!

59 Paisley Green Avenue, Caledon

Start Your Search

Prev
1
2
3
...
38
of 38
Next