Caledon Homes for Sale

Caledon Homes for Sale

Welcome to Caledon, Ontario – a picturesque gem nestled in the heart of Canada! Known for its stunning landscapes and serene rural charm, Caledon offers a perfect blend of small-town warmth and modern conveniences. With lush green spaces, rolling hills, and charming communities, this vibrant town is a haven for nature lovers and families alike.

Caledon boasts a rich history, with its roots dating back to the early 1800s. Today, it continues to thrive, offering a plethora of outdoor activities, from hiking and biking to horseback riding along scenic trails. The town is also home to several conservation areas, including the breathtaking Caledon Trailway and the stunning Forks of the Credit Provincial Park, making it an ideal location for those who appreciate the great outdoors.

As for real estate, Caledon is currently experiencing a surge in homes for sale, catering to a diverse range of buyers. Whether you’re in search of a cozy bungalow, a spacious family home, or an elegant estate, you’ll find a variety of options that suit your lifestyle and budget. The local real estate market is characterized by its charming properties, many of which feature sprawling yards, modern amenities, and breathtaking views of the surrounding countryside.

With its strong sense of community, excellent schools, and easy access to major urban centers, Caledon is not just a place to live; it’s a place to thrive. Explore the homes for sale in this enchanting town and discover the perfect setting for your next chapter. Your dream home in Caledon awaits!

Newest Caledon Homes for Sale

1 Plummer Road, Caledon
$1,089,000
5 Beds ⋅ 3 Baths ⋅ W14115576 MLS
Welcome to 1 Plummer Road, a spacious family home on a premium corner lot in one of Bolton's most sought-after neighbourhoods. Offering more than 2,600 sq. ft. above grade, this 4-bedroom, 3-bathroom home provides the space, privacy and lifestyle growing families have been searching for. With no immediate neighbours behind, enjoy a large, private backyard surrounded by mature trees and an evergreen hedge.The bright eat-in kitchen features a breakfast area with a walkout to a huge covered deck, perfect for outdoor dining, entertaining or relaxing in your own private retreat. Double front doors lead to an elegant combined living and dining room with hardwood floors, while the separate family room impresses with a soaring two-storey ceiling, oversized windows and a cozy gas fireplace. A main floor office with French doors offers an ideal work-from-home space and could easily serve as an additional bedroom. Convenient main floor laundry adds to the home's functionality. Upstairs, all four bedrooms are generously sized, including the spacious primary suite featuring a walk-in closet, 5-piece ensuite and a Juliette balcony with French doors overlooking the family room below. The unspoiled basement offers endless potential to create the additional space your family needs. Enjoy peace of mind with numerous updates, including an owned furnace, A/C, heat pump and on-demand water heater (2024), water softener (2024), fridge (2026), dishwasher (2025), RO water filtration in kitchen, new eavestroughs and downspouts (2026), Wi-Fi-enabled in-ground sprinkler system, 200-amp electrical service, and a 240V EV charging outlet (2026), natural gas hook-up for BBQ, window coverings (2026). A double-car garage and private double driveway provide parking for four vehicles.Ideally located close to parks, excellent schools, shopping and everyday amenities, this is a rare opportunity to enjoy more space, more privacy and a wonderful neighbourhood to call home.

1 Plummer Road, Caledon
4 Woodlot Court, Caledon
$2,729,000
8 Beds ⋅ 7 Baths ⋅ W14115532 MLS
Your search ends in this very cul de sac! Welcome to 4 Woodlot Court...Multigenerational living at it's finest! This majestic property is nothing short of breathtaking! Situated on a 2 acre lot nestled among gorgeous custom built estate homes! Take in the extensively landscaped yard as you make your way up the long drive to approach a beautifully appointed custom built home featuring over 5,000sf of living space + a finished walk out basement! This property has been lovingly cared for and meticulously maintained inside and out! Pride of ownership is evident the moment you enter this 6 + 2 Bed, 8 bath home boasting soaring 13' vaulted ceilings at the main living space, tastefully upgraded finishes throughout, 3 beds including the Primary bedroom on the main floor + 3 additional beds on the upper level, large windows throughout which offer a sun drenched interior, beautifully finished chic and modern walk out basement featuring 9' ceilings a bar, recreation room, games area, home gym, utility room and plenty of additional storage. Enjoy the versatility of this home whether you occupy it as a bungalow or a 2 storey the possibilities are endless!! Featuring a SELF CONTAINED in law suite that offers a 2 bed, 2 bath floor plan featuring approx. 1,200sf with garage and rear yard access which is PERFECT for aging parents, teenage children or to generate additional rental income!. Host your favourite guests while you soak up the rays of summer in the pool surrounded by gorgeous mature trees in the private oasis of a backyard where you will find a pool house with a kitchenette, washroom, changeroom, outdoor BBQ set up and all that you require to throw the most perfect party! Comfortably store all of your toys, cars, boats or belongings in the massive heated garage which contains 4 doors with the ability to park 5 vehicles! A true rare gem that has so much to offer situated in a highly coveted pocket of beautiful Palgrave..this one must be seen!

4 Woodlot Court, Caledon
14294 Winston Churchill Boulevard, Caledon
$1,988,000
4 Beds ⋅ 3 Baths ⋅ W14114964 MLS
Backing onto protected conservation land with no rear neighbours, this 2.43-acre Terra Cotta estate sits steps from the Caledon Trailway and Terra Cotta Conservation Area. Mature forest frames the property, while open lawn and established perennial beds create spaces to play, entertain and unwind. Garden paths wind past the perennials and beneath a charming arbour to quiet seating areas, with fresh blooms from spring through fall and blazing autumn colour in the forest beyond. The fully fenced pool and patio area make your backyard a private resort. The heated saltwater pool is soft and gentle on skin and eyes, with no harsh chlorine smell, and the waterfall adds a soothing soundtrack to long summer afternoons. Heating extends the swim season from late spring into fall. The large patio offers room for dining, lounging and barbecues, all with the forest as your backdrop. Inside are 3,716 sq ft above grade plus a finished lower level, over 4,700 sq ft in all. The two-storey living room has a vaulted ceiling and a two-way wood-burning fireplace shared with the breakfast room. The kitchen features Miele appliances, including an oversized fridge, built-in oven, cooktop and flush-mount hood, and opens to a sunken family room that walks out to the yard. The main floor also has a formal dining room behind French doors, laundry with a walkout, and a 3-pc bath with heated floor and glass shower, steps from the pool. Upstairs, an open loft works as an office or reading nook, and four bedrooms include a primary suite with his-and-hers walk-in closets. The finished basement adds a large rec room plus a bonus room for a gym, guest room or office. Insulated double garage with epoxy floor. Morning coffee under the arbour, an evening swim beneath the trees: this is country living, minutes from town. Offers welcome Sunday, November 8 at 6 PM. Ontario's Conservation Land Tax incentive program reduces taxable property amount by 1.39 acres from the total area of 2.42 acres.

14294 Winston Churchill Boulevard, Caledon
47 Brookwater Crescent, Caledon
$1,249,900
4 Beds ⋅ 4 Baths ⋅ W14114852 MLS
Absolutely Stunning & Beautifully Upgraded 4 Bedroom Detached Home In Prestigious Southfield area in Caledon!!! Situated On A Quiet, Family Friendly Street, This Gorgeous, east facing Home Offers Modern Upgrades, Spacious Living & An Exceptional Location * Impressive Grand Entrance With Soaring Open To Above Staircase * 9 Ft Ceilings On Main Floor * Main Floor den *perfect place to be call home

47 Brookwater Crescent, Caledon
7190 King Street, Caledon
$2,600,000
6 Beds ⋅ 4 Baths ⋅ W14114094 MLS
**Excellent opportunity** to acquire 10.45 acres in a prime location of Caledon offering endless possibilities, located close to King St and The Gore Rd. This spacious raised bungalow features 2146 sq. ft. of well-designed living space with 4 generous bedrooms and 3 bathrooms.The bright main level offers an open-concept layout with a country-style kitchen overlooking the family room, expansive living and dining areas, and spacious bedrooms. The fully finished walk-out basement includes its own kitchen, washroom, 2 additional bedrooms, and a large recreation area, making it ideal for extended family, multi-generational living, or potential income opportunities. Also, 2000 Sq Ft Barn with 2 large drive in doors. Surrounded by picturesque countryside while remaining conveniently close to major roads and everyday amenities, this exceptional property combines privacy, space, and outstanding future potential. Whether you're looking for a family estate or investment opportunity, this unique Caledon property is one you won't want to miss.

7190 King Street, Caledon
40 Walton Drive, Caledon
$2,899,900
4 Beds ⋅ 7 Baths ⋅ W14112872 MLS
Beyond the brick pillar entrance and picturesque birch-lined driveway awaits a captivating custom-built estate, where the glamour, individuality and architectural imagination of a remarkable era live on. Set on almost 3 acres in Caledon, this extraordinary residence celebrates authentic retro luxury with mid-century modern influences, a distinctive flat-roof design, dramatic brick feature walls, sunken living spaces, rich architectural details and wonderfully colourful original finishes, including distinctive Roman-style soaking tubs. Spanning three expansive levels with over 6,600 sq. ft. of interior space, this remarkable residence was designed for gracious living and entertaining, with formal living and dining rooms, an inviting kitchen and breakfast area with walkout to a screened-in porch, and a dramatic staircase and upper gallery. Four spacious bedrooms, each with its own ensuite, offer exceptional accommodation, while multiple walkouts reveal beautiful seasonal views. The expansive lower level continues the home's entertaining legacy with a games room, recreation room, gas fireplace, sunken built-in bar area, built-in aquarium, lush velvet wall treatments and walkout to the rear grounds. Outdoors, discover mature landscaping, woodland, a pond and an in-ground swimming pool. An attached three-car garage and detached two-car garage provide exceptional space for vehicles and hobbies. A rare surviving expression of 1970s custom-estate luxury, filled with unexpected details and delightful discoveries. For the true vintage enthusiast, this remarkable residence celebrates originality, architectural individuality and the art of living beautifully! Nestled within an established enclave of distinctive estate homes, this exceptional setting offers country tranquility with convenient access to scenic trails, conservation areas, equestrian facilities and the shops, restaurants, services and other amenities of nearby Bolton, Palgrave and surrounding communities.

40 Walton Drive, Caledon
19817 Main Street, Caledon
$850,000
4 Beds ⋅ 3 Baths ⋅ W14112750 MLS
Imagine Waking Up To The Gentle Sounds Of The Credit River, Enjoying Your Morning Coffee Surrounded By Nature, & Coming Home Each Day To Your Own Peaceful Riverside Escape. Welcome To 19817 Main Street, A Charming Detached 1.5-Storey Home Nestled In One Of Caledon's Most Desirable Villages, Where Country Cottage Charm Meets The Comfort And Convenience Of Village Living. Offering 4 Bedrooms, 2.5 Bathrooms, A Walk-Out Lower Level, And A 1.5-Car Garage, This One-Of-A-Kind Property Invites You To Slow Down, Unwind, And Embrace A Lifestyle Surrounded By Natural Beauty. Warm And Welcoming Living Spaces Are Filled With Natural Light And Picturesque Views Of The Credit River, Which Gracefully Winds Along The South And East Sides Of The Property. Step Outside And Discover Your Own Private Backyard Oasis. A Spacious Raised Deck Provides The Perfect Setting For Summer Gatherings, Outdoor Dining, Or Simply Relaxing While Taking In The River Views. Wander Through Lush Perennial Gardens, Retreat To The Charming Gazebo, Or Find Your Favourite Spot By The Water To Enjoy The Peaceful Sounds Of Nature. Whether Entertaining Family And Friends Or Savouring Quiet Moments, Every Season Offers Something Special. Discover Everything That Makes Alton Such A Wonderful Place To Call Home. Enjoy Championship Golf At Osprey Valley, Explore Scenic Hiking And Cycling Trails, Visit Local Cafés, Restaurants, Art Galleries, Parks, And The Historic Alton Mill, Or Indulge In A Relaxing Afternoon At The Millcroft Inn & Spa - All Within Walking Distance! Offering The Tranquility Of Cottage-Country Living Without Sacrificing Everyday Conveniences Or Commuter Accessibility, This Rare Riverside Property Is More Than Just A Home - It's An Opportunity To Embrace A Lifestyle Where Nature, Community, And Comfort Come Together Beautifully. Your Riverside Escape Awaits At 19817 Main Street. Come For The Views, Stay For The Lifestyle, And Fall In Love With The Possibilities! Immediate Occupancy!

19817 Main Street, Caledon
142 King Street E, Caledon
$1,499,999
4 Beds ⋅ 4 Baths ⋅ W14112426 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 Cedar Drive, Caledon
$1,849,999
4 Beds ⋅ 4 Baths ⋅ W14112204 MLS
Client RemarksYour golf clubs, ski boots and paddle board called. They'd like to move to Caledon.Work, live and play. All in one pretty spectacular place. There are homes with backyards. And then there are homes with their own spring-fed pond, nearly 3 acres of forest, and a lifestyle that could give your favourite weekend getaway a run for its money. Welcome to 1 Cedar Drive. Tucked into the rolling hills of Caledon, where the golf is good, the ski hills are close, and coming home feels suspiciously like going on vacation. Beautifully renovated with just the right amount of sophistication, this four-bedroom country home knows how to make an entrance. Think gorgeous hardwood floors, a chef-worthy kitchen dressed in quartz and stainless steel, oversized windows framing the surrounding greenery, and a cathedral-ceiling family room with a fireplace that practically begs for a slow Sunday. There's a dedicated main-floor office, a generous mudroom for all the gear that comes with country life, and a primary suite with a five-piece ensuite, walk-in closet, and views worth waking up for. A property that works just as hard as you do. The commercially finished walkout lower level offers an entirely different kind of opportunity. With multiple rooms, two separate entrances, and a layout designed with versatility in mind, there's potential to accommodate multiple businesses, create additional income streams, or simply bring your work a little closer to home. From professional offices and wellness services to creative studios and beyond, it's a space with serious potential. Of course, when you do feel like venturing out, the Caledon Ski Club, Belfountain, Credit River, Hiking trails, and exceptional golf courses are practically in your backyard. Natural gas, Bell Fibe internet, and parking for 10+ vehicles take care of the practical stuff.

1 Cedar Drive, Caledon
17 Autumn Drive, Caledon
$1,877,900
5 Beds ⋅ 3 Baths ⋅ W14111574 MLS
Stripped back, rebuilt & completely transformed into a custom modern farmhouse bungalow on approx 1 acre in Caledon Village. Offering 4+1 bedrooms, 3 full bathrooms, over 4,100 sq. ft. of beautifully finished living space, including a finish bungalow bsmt w/ king-size 1-bedroom in-law bsmt apartment, this is anything but an ordinary bungalow. The striking exterior w/ Hardi cement-fibre board siding, bold black aluminum detailing, windows, oversized front door & white-oak-style garage doors. Inside, a dramatic foyer introduces custom wall mouldings, large-format tile, solid-core shaker doors. 7' interior drs, 7" poplar baseboards, detailing add architectural presence t-out. Spectacular sun-filled XL kitchen, dining, living space designed for both everyday family life and large-scale entertaining. 6 skylights, white oak hardwood flrs oversized 4-panel sliding glass dr flood the space w/ light. Dream custom kitchen, anchored by an extraordinary 8' x 15' quartz waterfall island accommodates serious cooking, effortless entertaining, features 2 sinks, 2 dishwashers, 2 pantries, wall-to-wall custom cabinetry, tiled backsplash, reverse-osmosis drinking water,LG appliances. Custom laundry/mudroom. 4 bdrm layout-The guest bathroom carries the custom aesthetic hexagon flr, oak vanity, Carrera-tiled shower, black fixtures. Mstr bdrm is private escape, custom wall mouldings, spa-inspired ensuite glass shower, black tile flooring, Theodore white oak vanity. White oak staircase 2,000+ sqft Bsmt, King-size 1-bedroom in-law aprtmnt lrg rec area, kids play space, glass-enclosed home gym. 3-piece bath, 2nd custom kitchen w/ island o/l the living area. XL 40' x 20' deck features substantial Douglas fir gazebo beams, cedar plank decking, glass railings. ***Lot Irregularities: 122.87 ft x 36.22 ft x 195.51 ft x 160.13 ft x 247.21 ft

17 Autumn Drive, Caledon
152 Newhouse Boulevard, Caledon
$1,449,900
7 Beds ⋅ 7 Baths ⋅ W14110734 MLS
//3365 Sq Feet + Legal Basement Apartment// 4+3 Bedrooms & 7 Washrooms Stone & Brick Elevation Detached House In Prestigious Southfields Village Caledon Community!! **No House In Back** Your Search Ends Here With This Impeccably Maintained & Fully Loaded With Upgrades!! ***3 Bedrooms Legal 2nd Dwelling Basement Apartment*** Grand Double Door Main Entry! Luxury Custom Kitchen With Quartz Counter-Top, Massive Island, Custom Backsplash & High End Stainless Steel Appliances* Walk/Out To Patio From Breakfast Area! 2 Master Bedrooms, 3 Full Bathrooms On 2nd Floor & 4th Washroom In Loft Area [Total 7 Washrooms - 5 Upstairs & 2 In Basement] Primary Bedrooms Comes With 5 Pcs Ensuite & Walk-In Closet* All Bedrooms Are Generous Size!! Main Floor Featuring - Luxury Hardwood Flooring, 9 Ft Ceilings, 8 Ft Doors, Gorgeous Family Room With Fireplace, Upgraded Light Fixtures & Tons Of Natural Light** Bonus Space - Very Rare To Find House With 3rd Floor Loft With Full Washroom** Basement Is Currently Rented At $2400/Month & Tenant Is Willing To Stay* Must View House! Shows 10/10*

152 Newhouse Boulevard, Caledon
115 Grapevine Road, Caledon
$899,000
5 Beds ⋅ 4 Baths ⋅ W14110550 MLS
Welcome to this 4+1 bedroom, 4-bathroom semi-detached home, ideally situated on a cul-de-sacin one of the area's most desirable family-friendly neighbourhoods. Meticulously maintained and showcasing true pride of ownership, this move-in-ready home offers the perfect combination of style, comfort, and functionality. Designed for modern family living, the bright and open main floor features a large eat-in kitchen with a breakfast area that connects to the living and dining spaces-perfect for everyday living and effortless entertaining. Walk out directly from the kitchen to a private backyard, creating an ideal setting for summer barbecues, family gatherings, or peaceful evenings outdoors. Upstairs, you'll find a generous-sized primary bedroom, while the finished lower level offers a versatile fifth bedroom and additional living space, ideal for guests, a home office, or a recreation room. Located close to schools, parks, shopping, and everyday amenities, this home offers the lifestyle today's buyers are looking for. A great opportunity to own a spacious, turnkey home in a great community-simply move in and enjoy.

115 Grapevine Road, Caledon
Start Your Search

How much is your home worth?

Get instant property value now!