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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

$1,399,900
4 Beds ⋅ 4 Baths ⋅ W13755670 MLS
Rarely does a property of this calibre become available, where traditional elegance and contemporary design come together so beautifully. Filled with natural light and timeless charm, this impeccably maintained detached brick home is nestled on a quiet cul-de-sac in the highly sought-after Bolton community.Strawberry Hill Court is regarded as one of Bolton's most desirable streets, surrounded by nature, ravines, scenic trails, and an abundance of tranquility. Offering approximately 4,200 sq. ft. of living space, this exceptional family home features four generously sized bedrooms and an inviting, thoughtfully designed layout.The main floor showcases 9-ft ceilings and a bright, open-concept design ideal for both everyday family living and entertaining. Enjoy breathtaking views of the picturesque backyard from the sun deck, complete with mature trees and spectacular sunsets.Step outside to your own private backyard oasis, featuring an inground saltwater pool, outdoor bar, gas fire pit, and beautifully finished patterned concrete. Professional landscaping throughout the exterior enhances the home's exceptional curb appeal and creates a resort-like setting.Conveniently located close to schools, parks, shopping, dining, and entertainment, with the 427 extension approximately 15 minutes away. A rare opportunity to own a beautifully appointed home in one of Bolton's most desirable locations.A truly exceptional family home designed to be enjoyed for years to come. Don't miss this opportunity!

43 Strawberry Hill Court, Caledon
$1,399,000
6 Beds ⋅ 4 Baths ⋅ W13755100 MLS
Welcome to this beautifully upgraded family home, perfectly positioned on a premium corner lot in one of Bolton's most desirable neighbourhoods. Offering an impressive combination of space, style and functionality, this move-in-ready residence features 4 spacious bedrooms above grade plus 2 additional bedrooms in the newly finished basement, providing exceptional flexibility for growing or multi-generational families. The home showcases 4 beautifully renovated bathrooms with elegant marble finishes, hardwood flooring throughout the principal living areas and most bedrooms, and a bright, thoughtfully designed layout filled with natural light. The formal living room is highlighted by a sophisticated coffered ceiling and large picture window, while the separate dining room creates an inviting setting for entertaining. At the heart of the home is the stunning custom-built kitchen, featuring sleek modern cabinetry, porcelain surfaces, an oversized centre island and premium appliances, including an impressive professional-style 8-burner double-oven range. The adjoining family room offers a warm and comfortable gathering space with hardwood flooring, a gas fireplace and large windows. Downstairs, the newly finished basement significantly expands the living space with 2 bedrooms, a modern 3-piece Italian marble bathroom with an oversized shower and versatile space ideal for extended family, guests, recreation or a home office. Additional conveniences include main-floor laundry, direct access to the double-car garage and central vacuum. Outside, enjoy the added privacy and presence of the corner lot along with a spacious backyard and deck, perfect for relaxing or entertaining. Ideally situated close to schools, parks, recreation, shopping, restaurants and everyday amenities, with convenient access to major commuter routes. A beautifully updated Bolton home offering exceptional space, quality and versatility for today's family.

63 Humbershed Crescent, Caledon
$779,900
2 Beds ⋅ 2 Baths ⋅ W13754344 MLS
Nestled in the heart of historic Alton, this charming home blends timeless character w/thoughtful modern updates, steps from the Alton Mill, Millcroft Inn & Spa, Osprey Valley, trails & dining. Set on a private & landscaped lot w/parking spaces for 4, the property features a spacious deck for BBQs & outdoor entertaining, patio w/hot tub, large shed, perfect for outdoor living, relaxing & gardening. Inside, the main level showcases original trim work, rustic hardwood floors, modern upgrades blending the home's historic charm w/elegant & custom updates. Two bright sunrooms offer relaxing spaces filled w/natural light. At the heart of the home lies a beautifully updated kitchen featuring ample cabinetry, quality finishes, & a built-in desk area for added functionality, ideal for both everyday living & entertaining. The walkout provides seamless access to the deck, making dining & hosting effortless. The dining room w/pot lights flows into a dedicated office w/built-in shelving, creating a functional & inviting layout. Cozy living rm w/custom built-in cabinetry adds warmth, style, a perfect retreat at the end of the day. The main level primary bdrm boasts pot lights, custom built-ins for closet space, & a stunning modern 3-pc ensuite w/lg walk-in shower, heated floors, skylight & granite vanity. Main level laundry & 4-pc bath serve the upper level, where a lg private bdrm includes custom closet cabinetry. Whether used as a guest room, primary suite alternative, or a creative studio. This upper-level space is both versatile & inviting. Throughout the home, numerous structural & "big ticket" updates provide peace of mind, ensuring that the property is as sound as it is beautiful. These improvements, combined with the home's preserved architectural charm, create a unique blend of old-world character & modern reliability. Welcome to a rare opportunity to enjoy cozy, historic village living in one of Caledon's most sought-after communities. Historical significance in photos.

1429 Queen Street, Caledon
$2,099,999
5 Beds ⋅ 5 Baths ⋅ W13754322 MLS
Set amidst 25 acres of serene, wooded landscape backing onto conservation land, this exceptional raised bungalow offers over 5,800 sq. ft. of refined living space in an extraordinarily private setting. Surrounded by towering trees and breathtaking natural views, the home seamlessly blends elegance, comfort, and resort style living. Designed for both everyday living and grand entertaining, the main level features a spacious living room with a wood-burning marble fireplace, soaring cathedral ceilings, and an effortless flow into the formal dining room and expansive kitchen complete with centre island, granite flooring, and walkout to an oversized patio and enclosed gazebo pavilion. Thermal windows throughout the home showcase spectacular views of the surrounding property. Hardwood flooring, a grand marble foyer, and generously sized bedrooms further elevate the home's timeless appeal. The fully finished lower level is an entertainer's dream, featuring a stunning flagstone wet bar open to an expansive family room with marble fireplace, dedicated spa room with sauna, hot tub, change rooms with shower. An ideal in-law or multi-generational living setup.

8339 Finnerty Side Road, Caledon
$1,498,000
W13753994 MLS
An exceptional opportunity to acquire approximately 5.63 acres of prime vacant land situated within the highly desirable Reddington Estates community, nestled in the prestigious Legacy Pines Golf Club enclave. This prominent corner parcel offers a unique combination of location, visibility, and future potential. Surrounded by rolling landscapes, mature trees, and executive-style residences, the property provides an ideal setting that blends luxury living with the tranquility of nature. Strategically positioned within an established adult lifestyle and retirement community, the site is complemented by attractive clusters of distinctive semi-detached and detached homes that contribute to the area's character, charm, and sense of community. Residents of Legacy Pines enjoy an exceptional quality of life centered around a renowned golf course while remaining conveniently close to shopping, restaurants, healthcare facilities, major transportation routes, and everyday amenities. The generous size and configuration of this parcel present exciting possibilities for future development, including the potential for custom estate residence, condominium development, boutique residential community, Lowrise retirement building, clusters of executive homes, recreational amenities, landscaped gardens, and other creative uses, subject to all necessary municipal approvals and planning requirements. This is a rare opportunity for developers, builders, investors, and visionary purchasers to secure a significant landholding within one of the area's most sought-after and established communities. Please refer to the accompanying Concept Illustration Image for a visual representation of potential development opportunities. Don't miss this unique chance to create something truly special within the exclusive and highly regarded Legacy Pines Golf Club community. Do not enter property without a appointment.

Zimmerman Drive, Caledon
$2,049,000
6 Beds ⋅ 5 Baths ⋅ W13753596 MLS
Welcome to this private country retreat offering peaceful 2.6 acres of rural living, flexible space, income potential, and convenient access to nearby towns. Set on a quiet road with beautiful valley views and sought-after southwest exposure, this home is filled with natural light throughout the day. Ideally located just minutes to Tottenham, Schomberg, Bolton, Nobleton, Highway 9, the Caledon Rail Trail, scenic walking trails, Vince's Market, and the LCBO. The home features a dedicated main-floor office overlooking the front yard and a spacious lower-level gym with a full bathroom, large window, and walkout to the backyard. The lower level offers excellent flexibility for a guest suite, additional bedroom, recreation room, studio, or workspace. Outdoor living includes a large custom deck (2022), swim spa (2022), brand-new rollaway swim spa cover (2026), infrared sauna, sprinkler system, and shed on a concrete foundation (2022), all designed for relaxing and entertaining with sunset views. A fully self-contained heated floor nanny/in-law suite provides exceptional versatility and is currently generating approximately $2,400/month in rental income. The suite includes its own laundry, updated appliances, and an accessible walk-in shower, ideal for multi-generational living or mortgage support. Additional features include an oversized 4-car tandem garage with an extended bay and direct deck access, plus a large, professionally paved driveway with ample parking. Extensive updates include 19 replacement windows (2019 & 2025), upgraded well water system with new pressure tank and whole-home filtration, reverse osmosis systems in both units, new washers and dryers in both homes, updated appliances, additional spray-foam insulation, roof (2015), driveway (2018), and more. A well-maintained property offering space, flexibility, income potential, and a peaceful country lifestyle just minutes from everyday conveniences.

4 Tranquility Court, Caledon
$899,900
3 Beds ⋅ 3 Baths ⋅ W13753468 MLS
Welcome To 6 Cuddles Court! This Stunning Freehold Townhome Sits On A Quiet Court In The Sought-After Bolton Gateway Located In Bolton East, Offering The Perfect Blend Of Style And Low-Maintenance Living. Featuring 3 Bedrooms And 3 Bathrooms Across. This Home Boasts An Open-Concept Layout With 9Ft Ceilings On The Main Floor, A Bright Kitchen, Gorgeous Hardwood Floors Throughout, And Upgraded Stairs From The Builder. The Primary Bedroom Is A True Retreat With A10ft Deep Walk-In Closet And A Spa-Like 5-Piece Ensuite. The Fully Finished Basement Adds Valuable Living Space With A Washroom Rough-In Ready For Your Future Bathroom. Step Outside To A Fully Hardscaped Backyard With No Grass To Maintain, While The Front Yard Is Beautifully Landscaped With A Walkway And Large Landing. A Large Loft In The Garage Provides Extra Storage, And The Patio Paver Walkway From The Garage To The Backyard Adds Convenient Access. With 1 Car Garage And 2 Cars On Driveway, No Sidewalk, 8Ft Ceilings On The Upper Floor, And Absolutely No Carpet In The Home, This Move-In Ready Gem Is A First-Time Homebuyer's Dream Or Perfect For Up-sizers And Down-sizers! Located Just Minutes From Downtown Bolton, You're Steps Away From Top-Rated Schools, Places Of Worship, Public Transit, And The Caledon Public Library. Enjoy Nearby Parks, The Caledon Centre For Recreation And Wellness, And A Variety Of Restaurants, Cafes, And Shops All Within Close Proximity. Within Minutes Of Hwy 427, Hwy 50 And Major Routes, Commuting Is A Breeze. Don't Miss Your Chance To Call This Incredible Home Yours!

6 Cuddles Court, Caledon
$1,479,000
7 Beds ⋅ 6 Baths ⋅ W13752624 MLS
Absolute gorgeous 5 Bedroom with finished legal basement with separate entrance .Near Mayfield/McLaughlin Rd. 2 Garage Detached House. Double Door Entry. Practical And Spacious Layout And 4 Washrooms. Stainless Steel Appliances in the kitchen with lot of storage.. 9 Ft Ceiling At Main Floor, Hardwood Floor throughout the house. , Eat In Kitchen, Big Pantry, Access From Inside To Garage, Garage Door Opener. Separate living and family room.

58 Petch Avenue, Caledon
$2,174,900
4 Beds ⋅ 3 Baths ⋅ W13749034 MLS
Luxury Meets Nature A Private 29.5-Acre Retreat in Terra Cotta. Experience the perfect fusion of countryside tranquility and modern luxury in this stunning 4-bed, 3-bath estate perched atop one of Terra Cottas most desirable elevations. Situated on 29.5 acres of pristine land in the Niagara Escarpment this one-of-a-kind property offers direct access to the Bruce Trail, Credit Valley River, endless opportunities for hiking, fishing, cross-country skiing, and pond skating. Home Features: Chefs Kitchen Dream: Outfitted with a built-in Dacor double oven, Thermador induction cooktop, B/I dishwasher, wine fridge (75 bottles), fridge, upright freezer, and an instant hot water under-sink dispenser system all grounded by heated bamboo and porcelain flooring. Interior Comforts: 1 wood-burning F/P, formal dining room, sun-filled sunroom with W/O to a sunken hot tub, and a spacious games room . 2 Murphy beds. Premium Utility Systems: Reverse osmosis water filtration, water softener, two sump pumps, owned HWT, C/Vac, C/air, Generac backup generator (wired directly to the home), and a 2000-gallon cistern ensuring year-round reliability. More Highlights: 3 outdoor sheds, new aluminum roof, new energy-eff windows, and modern ELF throughout. Outdoor Experience: Enjoy ultimate privacy with a b/yard waterfall and pond, framed by mature maple trees and rolling woodland. Step onto one of the many walk-outs and immerse yourself in a peaceful setting perfect for morning coffees, family gatherings, or quiet evenings under the stars. Located in the heart of Terra Cotta. This estate offers rare access to natural beauty while remaining within a short drive of city conveniences. This is more than a lifestyle investment. Sch your private showing today and experience the serenity, space and elegance only Terra Cotta can offer. Equipped with Starlink satellite internet

14728 Heritage Road, Caledon
$1,269,000
4 Beds ⋅ 4 Baths ⋅ W13747858 MLS
Welcome to this beautifully maintained detached house, thoughtfully designed to provide comfort & functionality. The home features four generously sized bedrooms, three-and-a-half bathrooms, and a premium lot with no sidewalk.The main level welcomes you through an elegant double-door entrance and offers impressive 9-foot ceilings, hardwood flooring, combined living and dining areas, a private den, and a spacious family room enhanced by a gas fireplace. The open-concept kitchen is appointed with a centre island and breakfast area, along with sliding doors providing direct access to the backyard. 2nd floor offers four spacious bedrooms, three full bathrooms, and the convenience of a second-floor laundry room. The primary suite includes two walk-in closets and a private ensuite bathroom. One of the secondary bedrooms is further distinguished by its own private balcony. Ideally located near schools, parks, shopping, and major highways.This move-in-ready home offers an excellent combination of space, style, and everyday convenience. Unfinished basement provides a clean, open space with excellent potential for a recreation room, home office, or additional living area, allowing the future owner to customize the space to suit their needs and preferences. No Walkway in front of house, provides additional space for car parking.

37 Royal Fern Crescent, Caledon
$5,999,700
3 Baths ⋅ W13747802 MLS
Amazing opportunity to own this freestanding industrial building situated on an impressive 100-foot frontage by 220-foot depth , offering a total lot area of approximately 25,000 sq ft. The building spans approximately 8,600 sq ft., including second-floor office space, with 14-foot clear ceiling heights. Ideally zoned for Service/Industrial and Warehouse/Industrial uses. The asking price also includes the established business, successfully operating for over 31 years.

780 Hardwick Road, Caledon
$2,000,000
3 Baths ⋅ W13747798 MLS
Excellent opportunity to own a profitable and very well established business operating under the same owners for over 30 years. Family business operation in the food industry, primarily supplying parisenne potatoes to a vast clientele. Sellers willing to train new owners, please see list of chattels attached to the listing.

780 Hardwick Road, Caledon
$1,285,000
5 Beds ⋅ 4 Baths ⋅ W13747338 MLS
Welcome to this stunning, beautifully renovated 4/5-bedroom home in the highly desirable Valleywood neighbourhood! Immaculately maintained and thoughtfully updated, this exceptional home offers an abundance of space, modern finishes, and incredible flexibility for a growing or extended family. Featuring two generously sized primary bedrooms, each with a beautifully updated, luxurious ensuite bathroom. The main primary retreat offers three closets, providing an abundance of storage. Enjoy modern lighting throughout, including stylish pot lights on the main level. The spacious, well-appointed kitchen features a walk-in pantry, ample storage, and pot lighting, making it the perfect space for everyday living and entertaining. The main floor also offers a versatile office or additional bedroom, convenient laundry room, and central vacuum system. The finished basement with a 4-piece bathroom provides endless possibilities for recreation, a home gym, office, guest accommodations, or additional family living space. Perfectly designed for modern family living, this impressive home combines space, comfort, functionality, and style in one of Valleywood's desirable communities. A must-see!

8 Livingston Drive, Caledon
$879,000
3 Beds ⋅ 3 Baths ⋅ W13747164 MLS
Introducing 12 Heathrow Lane, a distinguished townhome offering more than 2,000 sq. ft. of well-appointed living space in the heart of Bolton. This thoughtfully designed residence features an open-concept floor plan with expansive living areas, elevated ceilings, abundant natural light, hardwood flooring, stainless steel appliances, quartz countertops in the kitchen and ensuites, and an electric fireplace. The contemporary kitchen is enhanced by premium appliances, refined cabinetry, and a generous island well suited for entertaining. The upper level offers spacious bedrooms, including an elegant primary suite complete with a walk-in closet and spa-inspired ensuite. The private backyard provides an inviting setting for relaxation or hosting, while the quiet, family-oriented neighbourhood offers convenient proximity to parks, schools, shopping, and everyday amenities.

12 Heathrow Lane, Caledon
$2,800,000
4 Beds ⋅ 4 Baths ⋅ W13746004 MLS
Set on ~12.7 acres with a highly desired location, this beautifully maintained country property offers a rare blend of privacy, vista views, natural beauty, and equestrian function. With over 4,000 sqft of living space this board-and-batten, multi-level residence offers 4 bedrooms, 3.5 bathrooms, cathedral ceilings, skylights, large picture windows, and bright, welcoming principal spaces. Outdoors, the property is equally impressive with mature trees, perennial landscaping, stone walkways, multiple decks and a covered gazebo. Equestrian features include an efficient 4-stall barn, heated tack/feed area, wash stall, multiple paddocks with a water hydrant system, all thoughtfully arranged for both everyday function and comfortable country living. At under an hour to the airport and city this property checks all the boxes.

2236 Boston Mills Road, Caledon
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