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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.

 

Newest Caledon Homes for Sale

$2,829,000
8 Beds 7 Baths W13496264 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

$1,599,000
4 Beds 5 Baths W13494746 MLS
Meticulously maintained, same owner for 30 years and pride of ownership is absolutely apparent in this stunning 4 bedroom, 5 bathrm Valleywood home. Situated on a rare 70 ft wide ravine lot on one of the best cul de sacs in the neighbourhood, this beauty does not disappoint. The luxurious fiber glass front double door entry system featuring scroll iron encased glass inserts, lead your way into the two storey foyer facing the newly finished oak staircase with iron spindles showing you that you have arrived! The upper floor boasts a spacious Primary with newly renovated 5 pc ens., with heated floors, soaker tub and glass shower. Bedrms 3 and 4 with a jack and jill 4pc bath and the 2nd bedrm with a fully reno'd 3pc cheater ens., completes this level. The main floor with 9ft ceilings,offers a lovely office with a bow window overlooking the landscaped front yard and opens up onto the liv/din room combo with coffered ceiling, that makes hosting all of your family and friends an absolute pleasure. A french door leads you into your very functional kitchen with granite counters and centre island with quartz counters overlooking your sunken family room with gas fireplace and california shutters. The bright breakfast area walks out onto the two-tiered deck where you can relax and enjoy a bbq (with gas hook-up) or venture into the gazebo and watch your favourite show while enjoying the outdoors, the beautiful gardens, which are easily maintained with a seven zone irrigation system, and the ravine with lush foliage giving you the privacy you crave after a long day. The main floor laundryrm, has plenty of storage, access to the garage and a separate entrance from the side yard leading to the separate staircase to the basement. The lower level has a large RecRoom, 2pc powder room and a cold room. This space can easily be converted to an in-law suite or room for extended family, if you so wish. ***This home is in the Mayfield Secondary School District***

3 Cliffcrest Court, Caledon

$22,000,000
W13486634 MLS
A rare and prestigious package offering in the heart of Palgrave, one of Caledon's most sought-after luxury estate communities. This exceptional opportunity consists of ***25 PREMIUM ONE-ACRE LOTS*** including 5 residential properties situated on their own one-acre lots**** creating a substantial land holding within an established enclave of upscale custom homes.The offering includes 20 vacant one-acre lots and 5 homes, of which **3 luxury residences are fully completed and 2 homes are finished to the white-wall stage*** (SEE ATTACHMENT FOR DETAILS) including completed HVAC, septic, electrical, water , drywall installation, and insulated basement slabs beneath the concrete. These two homes provide purchasers with the opportunity to complete the interior finishes according to their own vision and specifications.The completed residences have been crafted with exceptional attention to detail, showcasing superior workmanship, high-end finishes, custom features, and sophisticated design throughout.Spanning Mount Wolfe Road, Ferrara Drive, Logan Road, and Amalfi Court, this unique portfolio offers immediate value alongside significant future development potential. Ideal for builders, developers, and investors, the offering presents numerous opportunities, including completing and selling the existing homes, developing the remaining lots, creating a luxury residential portfolio, or securing a strategic long-term investment in one of the GTA's most exclusive estate communities.Opportunities to acquire a collection of this scale and quality are increasingly rare. This is a remarkable chance to own 25 one-acre estate lots, including 3 completed luxury homes and 2 white-wall homes, within one of Caledon's most prestigious residential enclaves.

15835 Mount Wolfe Road, Caledon

$22,000,000
W13486622 MLS
A rare and prestigious package offering in the heart of Palgrave, one of Caledon's most sought-after luxury estate communities. This exceptional opportunity consists of ***25 PREMIUM ONE-ACRE LOTS*** including 5 residential properties situated on their own one-acre lots**** creating a substantial land holding within an established enclave of upscale custom homes.The offering includes 20 vacant one-acre lots and 5 homes, of which **3 luxury residences are fully completed and 2 homes are finished to the white-wall stage*** (SEE ATTACHMENT FOR DETAILS) including completed HVAC, septic, electrical, water , drywall installation, and insulated basement slabs beneath the concrete. These two homes provide purchasers with the opportunity to complete the interior finishes according to their own vision and specifications.The completed residences have been crafted with exceptional attention to detail, showcasing superior workmanship, high-end finishes, custom features, and sophisticated design throughout.Spanning Mount Wolfe Road, Ferrara Drive, Logan Road, and Amalfi Court, this unique portfolio offers immediate value alongside significant future development potential. Ideal for builders, developers, and investors, the offering presents numerous opportunities, including completing and selling the existing homes, developing the remaining lots, creating a luxury residential portfolio, or securing a strategic long-term investment in one of the GTA's most exclusive estate communities.Opportunities to acquire a collection of this scale and quality are increasingly rare. This is a remarkable chance to own 25 one-acre estate lots, including 3 completed luxury homes and 2 white-wall homes, within one of Caledon's most prestigious residential enclaves.

15835 Mount Wolfe Road, Caledon

$5,199,000
5 Beds 8 Baths W13480840 MLS
This executive-quality estate offers five-star quality and a year-round Muskoka environment without the travel, situated in the finest areas of Caledon for discreet living. A property of this calibre offers a true legacy estate, and Astrion's craftsmanship and construction details are 200% above industry standards. Set on 20 private acres featuring a $500,000 permanent loading walkway connecting you to nature and beyond, a canoe ride to an island, and over $700,000 in landscaping, lighting and irrigation. The residence features a dramatic two-storey great room with a floor-to-ceiling natural stone wood-burning fireplace, expansive windows, wide-plank white oak flooring, custom millwork, and integrated lighting throughout. The chef-inspired kitchen is designed for entertaining, featuring quartz surfaces, an oversized centre island, walk-in pantry, and custom wine display. The primary suite offers a luxurious retreat with custom built-in closets and a spa-inspired ensuite, while all bedrooms feature private ensuite bathrooms. The finished lower level includes a second kitchen, home gym, sauna, cold-plunge tub, radiant heated floors, and direct garage access. Designed for year-round comfort and efficiency, the home is equipped with smart-home technology, spray-foam insulation, whole-home water filtration, 400-amp service, a standby generator, radiant heating, dedicated HVAC systems, and snow-melt systems. Outdoor amenities include professionally landscaped grounds, extensive stonework, a four-season covered porch with an outdoor kitchen, a custom fire pit area, illuminated pathways, a private dock, an attached three-car garage, and a separate heated and air-conditioned three-car garage/workshop. A rare opportunity to own one of Caledon's most exceptional estate properties, thoughtfully designed and built without compromise.

16735 Shaws Creek Road, Caledon

$1,199,999
4 Beds 4 Baths W13476706 MLS
Beautifully updated detached family home in the quiet, sought-after community of Valleywood within a single-entry enclave, close to parks, top-rated schools, walking trails, and everyday amenities. Located in a family-friendly neighbourhood with municipal cameras and nearby emergency services and offering approx. 2,800 sq ft of total finished living space. This fully upgraded home features new engineered hardwood flooring on the main and upper levels, fresh paint throughout, and modern lighting. The renovated kitchen is a standout with custom soft-close cabinetry, quartz countertops and backsplash, a spacious island, and new LG stainless steel appliances including a gas stove and built-in electric oven. The main floor offers seamless flow for family living and entertaining, while upstairs features 3 bright bedrooms, including a primary suite with 5-piece ensuite, and an updated main bathroom. The fully finished basement adds flexibility with an additional bedroom, den, fireplace, and kitchen rough-in - ideal for in-law suite potential or future rental income. Enjoy a private backyard with gazebo, swing set, and a new hot tub (installed October 2025, negotiable with purchase). Additional features include a metal roof, new patio door, parking for up to 6 vehicles, EV charger rough-in in the garage (currently connected to hot tub), central vacuum (as-is), and HVAC serviced Fall 2025. A turnkey, fully upgraded home in one of Calendon's most desirable communities - don't miss this opportunity!

174 Royal Valley Drive, Caledon

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