Ontario Real Estate Search

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

$1,269,000
5 Beds 5 Baths W13603010 MLS
A Rare Family Floor Plan That Simply Doesn't Come Along Often! Situated on a premium corner lot with no neighbours directly across the street and ample parking for family and guests, this extensively renovated 5-bedroom, 5-bathroom home combines exceptional craftsmanship with a layout designed for modern family living.The beautiful and extensively renovated hoem has quality finishes throughout, featuring impressive 24"x48" porcelain tile, engineered hardwood flooring (no carpet), custom trim and millwork, and a stunning eat-in kitchen complete with updated cabinetry, modern countertops, stylish backsplash, and newer stainless steel appliances (2024). Bright, elegant and move-in ready, every detail has been thoughtfully considered.What truly sets this home apart is its hard to find upper-level design, where every bedroom enjoys ensuite bathroom access. The spacious primary suite offers a walk-in closet and spacious 5-piece spa-inspired ensuite, while the remaining bedrooms each benefit from either a private or semi-ensuite bathroom, creating unmatched comfort, privacy and convenience for children, guests, or multi-generational families.The finished basement expands the living space with a large recreation room, fifth bedroom and full 3-piece bathroom, making it ideal for extended family, teenagers, guests or a home office.Additional updates include a new roof (2019), high-efficiency furnace (2023), and luxury zebra blinds (2025). Ideally located close to parks, schools, recreation facilities and the future GO Station expansion, this exceptional home offers a rare combination of premium renovations, thoughtful design and one of the most desirable family-friendly layouts available in the wonderful and family friendly Town of Bolton.

59 Tarquini Crescent, Caledon

$5,499,000
4 Beds 4 Baths W13601824 MLS
Extraordinary Palgrave estate where privacy, a tranquil setting, natural beauty, and endless opportunity come together on approximately 86 spectacular acres. Tucked away among the rolling hills, this remarkable property offers an exceptional blend of open pasture, productive hay fields, mature hardwood forest, scenic trails, and breathtaking countryside views in every direction. The beautiful home is designed to embrace its surroundings, featuring soaring ceilings, expansive windows that flood the interior with natural light and an open-concept layout. The fully finished walkout lower level seamlessly extends your living space outdoors, leading to a resort-inspired backyard complete with a saltwater inground pool, spacious patios, and multiple areas to relax while taking in the peaceful landscape. For those seeking space to work, create, or operate a business from home, the impressive approximately 3,000 sq. ft. heated workshop offers exceptional flexibility with dedicated office space, generous storage, and room for countless uses. The property also features a traditional barn and fenced pasture with convenient livestock watering access, making it well suited for hobby farming, equestrian pursuits, or a variety of agricultural ventures. Whether you're dreaming of a family estate, multi-generational living, a home-based business, hobby farm, or simply investing in one of Palgrave's most desirable rural settings, this property offers outstanding potential both today and for the future. Minutes from the amenities of Caledon and within easy commuting distance to Pearson International Airport and the GTA. Enjoy nearby golf courses, equestrian facilities, skiing, cycling, hiking trails, charming restaurants, boutique shopping, and excellent schools-all while coming home to a setting that feels worlds away. A truly rare offering where lifestyle, land, and limitless possibilities meet.

18250 Duffy's Lane, Caledon

$4,800,000
W13601720 MLS
Situated at the intersection of King Road and Creditview Road, and neighbouring the highly sought-after and picturesque village of Cheltenham Village, this exceptional approximately 70.5-acre corner property offers a rare opportunity to own a substantial parcel in one of Caledon's most desirable rural communities. South of King St is seeing rapid growth in the area with new developments. The property features a charming 2-bedroom residence along with three existing outbuildings, including a spacious three-section driving shed measuring approximately 24' x 36', 12' x 72', and 40' x 20'.Surrounded by prestigious custom-built estate homes, scenic horse farms, and beautiful countryside landscapes, this property presents the ideal setting to build a dream estate while enjoying privacy, tranquility, and an upscale rural lifestyle. The highly desirable corner location provides excellent frontage, accessibility, and long-term potential.Conveniently located just minutes from urban amenities, the property is approximately 10 minutes to Brampton and 20 minutes to Orangeville, with quick access to Highways 410 and 401 for commuters. The surrounding area is well known for its natural beauty and recreational attractions, including nearby schools, the scenic Forks of the Credit Provincial Park, and the popular Caledon Trail system offering year-round outdoor enjoyment.Golf enthusiasts will appreciate close proximity to the renowned TPC Toronto at Osprey Valley, host of the RBC Canadian Open, as well as the prestigious Devil's Pulpit Golf Association. Winter recreation is equally exceptional with skiing, snowboarding, and family programs available nearby at the Caledon Ski Club.Additional property features include a 100-amp electrical service, wireless internet availability, drilled well, septic system, Buyers and cooperating agents are advised to complete their own due diligence regarding future uses, permits, and development potential.

14130 Creditview Road, Caledon

$2,450,000
5 Beds 3 Baths W13597554 MLS
Custom bungalow offering over 5,000 sq ft of finished living space in Bolton. Situated on just over 1/2 an acre. Surrounded by open fields along the rear and north side, this property delivers a rare combination of privacy, and space. The home features a large covered front porch and massive interlocked driveway providing ample private parking, complemented by a double car garage with interior access. Spacious main level highlighted by large windows that flood the home with natural light. The functional layout includes 3 generously sized bedrooms, 2 bathrooms (including a 5-piece ensuite), a private office, and a large living room with a fireplace and walk-out to the backyard patio. The main kitchen features an island, breakfast bar, and separate dining area. An additional front family room and formal dining/entertainment space provide flexibility forgatherings and everyday comfort.The fully finished basement offers a separate entrance, ideal for an in-law suite or potential rental income. Basement includes a 2nd full kitchen & dining area, 2 additional bedrooms, aspacious living room with a cozy wood-burning fireplace, and a large entertainment area complete with a wet bar, coffee/drink station, and pool table setup. A dedicated laundry area,storage, and workshop space complete the lower level.The backyard features a large patio area perfect for entertaining, along with expansive greenspace ideal for families, outdoor activities, or simply enjoying the peaceful surroundings. A rare opportunity to own a sprawling bungalow on a premium lot with multi-generational living potential in a highly sought-after location.

12792 Humber Station Road, Caledon

$10,900,000
7 Beds 5 Baths W13589386 MLS
WOODLANDS is an extraordinary 7-bedroom, 5-bathroom estate offering two distinct residences set on approximately 63 private acres of mature forest, scenic trails, and meticulously landscaped gardens. Perfectly positioned at the prestigious corner of Escarpment Sideroad and St. Andrews Road, surrounded by grand country estates and directly across from Paintbrush Golf Club, while just minutes to Devil's Pulpit Golf Association. The main residence is highlighted by a breathtaking 14-foot floor-to-ceiling great room and an elegant open-concept marble and onyx kitchen. A dramatic two-sided floor-to-ceiling fireplace beautifully separates the principal living and dining rooms, while expansive wraparound terraces provide seamless indoor-outdoor living from every principal space. Two luxurious primary suites each feature walk-in closets and spa-inspired 5-piece ensuites. The walk-out lower level is designed for exceptional entertaining, complete with a spacious family room, wine cellar, recreation area, mirrored fitness studio, two above-grade bedrooms, and a custom 10-person wet bar. The contemporary Pool House offers two additional bedrooms, dramatic floor-to-ceiling windows, a spacious 3-piece wet room, and stunning views over the infinity-edge pool and hot tub. Outdoor entertaining is equally impressive with an expansive dining terrace, championship tennis court, beautifully manicured gardens, woodland walking trails, and a tranquil fire pit setting surrounded by towering pines. Offering approximately 6,000 sq. ft. of total living space, WOODLANDS presents a truly exceptional private estate in one of Caledon's most coveted locations.

4780 Escarpment Side Road, Caledon

$1,179,000
4 Beds 2 Baths W13585778 MLS
Nestled on a picturesque half-acre lot in sought-after Mono Mills, this beautifully maintained bungalow backs directly onto conservation land, offering exceptional privacy, scenic forest views, and a peaceful setting that's becoming increasingly rare to find.Surrounded by nature yet just minutes from Orangeville's shopping, dining, and everyday amenities, with easy access for commuting- this home perfectly balances the tranquility of country living with the convenience of a prime location. Designed for comfortable main-floor living, the bright open-concept layout is ideal for both entertaining and everyday life. The custom kitchen is thoughtfully designed with abundant built-in storage, providing exceptional functionality without compromising style. The main-floor offers the ease and practicality of single-level living with a main floor primary bedroom and convenient main-floor laundry. The finished basement expands the living space with two additional bedrooms, a 3-piece bathroom, a pantry, and a generous recreation room, making it ideal for guests, extended family, a home office, or a variety of lifestyle needs. Step outside to experience what truly makes this property one of a kind. With private trail access to the Bruce Trail and breathtaking Glen Haffy Conservation Area, outdoor adventure begins right in your own backyard. Whether you're hiking the trails, enjoying the peaceful natural surroundings, or entertaining on the expansive deck complete with a natural gas BBQ hookup, this exceptional property offers a lifestyle that's as memorable as the setting itself.

60 Holmes Drive, Caledon

Start Your Search