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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

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

2 Beds ⋅ 1 Baths ⋅ W13756816 MLS

Stunning 1+1 bedroom condo in the heart of downtown Bolton. Stylish unit offers the perfect blend of comfort, luxury & lifestyle. Featuring 10ft ceilings, floor to ceiling windows and laminate flooring throughout. Open concept layout with modern kitchen, full size stainless steel appliances, and centre island with quartz countertop & back splash. Condo has great amenities including concierge, rooftop patio, guest suites, gym and a pet spa. Steps to cafes, shops, banks, restaurants, parks, etc. This is a Green Friendly building with smart one technology with Bell internet included in the maintenance.

50 Ann Street Unit 212, Caledon

3 Beds ⋅ 3 Baths ⋅ W13756790 MLS

**Purchase Price is Net of HST Price. Elevated living in Bolton Built by Zancor Homes, Welcome to the Sophisticated 1824 SF Freehold Townhome Salita Design, in a beautiful community within the growing town, surrounded by beautiful greenery and the Humber River. This home provides modern luxury within serenity. Boasting 3 bedrooms, 2.5 bathrooms. Hardwood Floors throughout, Stone Counter, 9ft Main and 2nd Floor Ceilings, Smooth Ceilings Throughout, Oak Stairs, Stainless Steel Kitchen appliance plus washer and Dryer. Spacious and Well designed property to call your future home.

604 Glasgow Road Unit 18-90, Caledon

3 Beds ⋅ 3 Baths ⋅ W13756786 MLS

**Purchase Price is Net of HST Price. Elevated living in Bolton Built by Zancor Homes, Welcome to the Sophisticated 2054 SF Freehold Townhome in a beautiful community within the growing town, surrounded by beautiful greenery and the Humber River. This home provides modern luxury within serenity. Boasting 3 bedrooms, 2.5 bathrooms. Hardwood Floors throughout, Stone Counter, 9ft Main and 2nd Floor Ceilings, Smooth Ceilings Throughout, Oak Stairs, Stainless Steel Kitchen appliance plus washer and Dryer. Spacious and Well designed property to call your future home.

624 Glasgow Road Unit 19-100, Caledon

4 Beds ⋅ 3 Baths ⋅ W13756774 MLS

**Purchase Price is Net of HST Price. Elevated living in Bolton Built by Zancor Homes, Welcome to the Sophisticated 2102 SF Freehold Townhome-- 4 bedroom END UNIT, in a beautiful community within the growing town, surrounded by beautiful greenery and the Humber River. This home provides modern luxury within serenity. 2.5 bathrooms. Hardwood Floors throughout, Stone Counter, 9ft Main and 2nd Floor Ceilings, Smooth Ceilings Throughout, Oak Stairs, Stainless Steel Kitchen appliance plus washer and Dryer. Spacious and Well designed property to call your future home.

630 Glasgow Road Unit 19-103, Caledon

3 Beds ⋅ 3 Baths ⋅ W13756766 MLS

**Purchase Price is Net of HST Price. Elevated living in Bolton Built by Zancor Homes, Welcome to the Sophisticated 2292 SF Freehold Townhome Fresca CORNER Design, in a beautiful community within the growing town, surrounded by beautiful greenery and the Humber River. This home provides modern luxury within serenity. Boasting 3 bedrooms, 2.5 bathrooms. Hardwood Floors throughout, Stone Counter, 9ft Main and 2nd Floor Ceilings, Smooth Ceilings Throughout, Oak Stairs, Stainless Steel Kitchen appliance plus washer and Dryer. Spacious and Well designed property to call your future home.

13969 Chickadee Lane Unit 20-104, Caledon

5 Beds ⋅ 5 Baths ⋅ W13756116 MLS

Discover That Form A Private Paradise, This Stunning Property Boasts Over 10,000 Square Feet Of Gorgeous Living Space On Almost 25 Acres Of Prime Land. Lovingly Cared For And Kept in Perfect Shape, This One-Of-A-Kind Home Mixes Classic Charm With Timeless Beauty. Step Inside To Enjoy Top-Notch Woodwork, Warm Solid Walnut And Cherry, And High Ceilings That Make Every Moment Feel Magical. Huge Floor-To-Ceiling Windows Fill The Rooms With Sunshine, Smoothly Leading Out To A Massive Terrace From The Main Bedroom, Living Area, Dining Space, And Prep Kitchen. Treat Yourself To The Pro Chef's Kitchen, Complete With A Classic Pizza Oven Ready To Impress Your Friends And Fire Up Amazing Meals. A Whole Floor Built For Fun And Games, Flowing Right Into A Backyard Oasis Like Your Own Private Resort, Full Of Endless Chill Vibes And Joy. The Smart Design Keeps Everything Flowing Easily, Plus There's A Separate Workshop And Lush Garden. Drive Through The Grand Gates, And Those Tall Trees Welcome You With A Peaceful Hug That You'll Never Forget. This Isn't Just A House It's A Smart Investment And The Ultimate Blend Of Cozy Indoor Luxury And Dreamy Outdoor Living. Grab This Once-in-A-Lifetime Chance To Dive Into Pure Bliss Book Your Private Showing Today And Walk Into A World Of Total Wow!

18387 The Gore Road, Caledon

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

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

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

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

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

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

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

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