Refine Search
Sort by
$2,500,000
4 Beds 6 Baths W13505786 MLS
Experience the perfect balance of luxury, nature, and convenience. This property will appeal to the discerning buyer seeking something truly special. Inside 6,500 square feet of thoughtfully blends open-concept living with cozy private retreats. Nestled on a unique, secluded 1.88-acre lot, this is not just another estate - it's an exclusive haven waiting to be yours. Bask in natural light in the stunning 2-story great room flowing seamlessly into the well appointed kitchen that offers space for multiple cooks and seamless entertaining. The 2nd story primary suite is a private retreat, complete with a luxurious five-piece ensuite and a massive walk-in closet. Two additional bedrooms on this floor each feature their own ensuite baths and walk-in closets, ensuring comfort and privacy for family or guests. A fourth bedroom, conveniently located on the main floor, offers its own adjacent 3-piece bath. Need more flexibility? Two main-floor offices provide ideal work-from-home setups or creative spaces. The fully finished walk-up basement is a world of possibilities. With a second kitchen, exercise room, media room, 2-piece bath, and ample storage, it's ready to be transformed into the ultimate entertainment space or in-law suite. Outside is your private paradise, where the lush yard and pool are surrounded by mature trees, offering complete tranquility. A sweeping drive and 3-car garage in the front. An outdoor living space tailored for unforgettable gatherings, featuring an inground pool, a cabana with a 2-piece bath, expansive patios, and deck areas for dining, lounging, and family fun in the back. Beyond the property, the Caledon Trailway, Credit River and the quaint village of Cheltenham are nearby, or explore local gems like Terra Cotta and Belfountain. With Pearson Airport only 30 minutes and downtown Toronto an hour's drive, this property offers countryside living without compromise.

57 Kennedy Road, Caledon

$4,999,999
6 Beds 6 Baths W13504950 MLS
Welcome to 3722 The Grange Side Road, an exceptional 84-acre country estate offering a rare blend of privacy, natural beauty, and outstanding versatility. A long, tree-lined driveway winds through picturesque farmland, leading to an impressive natural stone bungalow perfectly positioned to capture sweeping rural views. The property comprises approximately 84 acres, including about 55 workable acres of gently rolling land, complemented by a tranquil pond near the entrance. This setting is ideal for agriculture, a home-based business, or multigenerational living. The main residence showcases quality craftsmanship with spacious, well-appointed interiors and a flexible layout offering three potential living areas, making it well suited for extended family arrangements or adaptable use. A standout feature is the detached stone-fronted, steel-clad workshop/garage, complete with three oversized 12-foot bay doors, a full four-piece bathroom, and an expansive 2,200 sq ft upper-level loft featuring three additional bedrooms and two bathrooms. An additional steel garage with four oversized doors and a secondary workshop/shed further enhance the property's functionality. Whether you are an entrepreneur seeking space for a business, a hobbyist requiring ample storage, or a family looking for room to grow, this estate offers unmatched flexibility. The land presents endless opportunities for farming, recreation, or future expansion. Set in a peaceful rural location while remaining within a convenient drive to nearby towns and amenities, this is a truly signature property that seamlessly combines natural beauty with practical, adaptable living.

3722 The Grange Side Road, Caledon

$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

$2,999,000
5 Beds 6 Baths W13490940 MLS
Discover a truly unique and breathtaking country estate where nature, privacy, and exceptional design come together in perfect harmony. Set on a picturesque 2.71 acres and ideally positioned between the Pulpit Club, Caledon Mountain Trout Club, Caledon Ski Club, Brampton Flying Club, and along the Bruce Trail, this magnificent property offers an unmatched lifestyle within close proximity to the city. A resort-like sanctuary awaits, designed for both grand entertaining and quiet, restorative living. An inground saltwater pool, outdoor shower, and cold plunge offer spa-like relaxation, while the wood-fired pizza oven, outdoor bar, and firepit create exceptional gathering spaces. Extensive, thoughtfully constructed walking trails wind throughout the grounds, complemented by aromatic and carefully curated gardens. A charming children's playhouse/bunkie, pool cabana, and 3 decks further enhance this one-of-a-kind outdoor setting. Inside, expansive windows fill the home with natural light and bring the outdoors in. The modern kitchen features marble countertops, stainless steel appliances, and a striking backsplash, flowing into the dining area. The living room is anchored by a stunning brick accent wall and wood-burning fireplace, while a home office with built-in desk and outdoor access provides a serene workspace. The main floor primary suite is a tranquil escape with a luxurious 4-pc ensuite and walk-in shower. Upstairs, 3 spacious bedrooms and 2 well-appointed baths provide comfort for family and guests. The 3rd floor loft serves as a wellness sanctuary with an infrared sauna and custom built-in sauna. Additional highlights include heated marble bathroom floors, new hardwood flooring, and a custom floor-to-ceiling glass wine cellar. Designed for peace of mind, the home features a backup generator, air quality systems, water treatment, and major electrical upgrades. Elegant, modern and immersed in nature - 2814 Forks of the Credit Road leaves nothing to be desired.

2814 Forks Of The Credit 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

$1,799,000
5 Beds 6 Baths W13468142 MLS
Welcome to 91 Raspberry Ridge Ave., a luxury home by Country Wide Homes offering approx. 3,802 sq. ft. above grade on a premium 50' ravine lot. This elegant 4 + 1 bedroom, 6 bathroom residence features a stone and stucco exterior, double door entry, hardwood flooring throughout main and second floors, 10' ceilings on the main level, and 9' ceilings above and in the basement. It includes a main floor bedroom/den with ensuite, spacious open-concept living with a fireplace, and a chef's kitchen with quartz countertops, high-end appliances, large island, and breakfast area with walkout to a deck overlooking stunning sunset and ravine views. All bedrooms have walk-in closets, including a luxurious primary suite with a 6-piece ensuite. A walkout basement and prime location near trails, schools, and recreation complete this exceptional home.

91 Raspberry Ridge Avenue, Caledon

$1,999,999
8 Beds 9 Baths W13448742 MLS
Show Stopper !! Perfect Multi-Generational Home P.L.U.S. Income Property $2,500 / month. P.L.U.S. In-Law Suite. This NEW home has it all. Bedrooms - 6 + 2 in bsmt. Washrooms - 7 + 2 in bsmt. ALL 6 bedrooms have an ensuite bath. 2 Bedroom Legal Basement Apartment Sep Entrance and Laundry. No Side Walk, 6 Car Parking. Wooded Lot. 7 Walk-In Closets, Custom Walk-In Pantry, Large Linen Closet and many other storage closets. High ceilings - Main Floor - 10' & 12' Ceilings, 2nd Floor and Basement - 9' Ceilings. Hardscape Around Entire Property Exposed Aggregate. Custom Roller Shades and Window Coverings Throughout. ALL Work in this Home has been Professionally Done, Including the Festive Outdoor Lights, NO Expenses Spared. Way Too Many Upgrades to Mention, and a Steal at Under $2 Million. **EXTRAS** 3 Fridge, 2 Stoves, 1 Dishwasher, 2 Clothes Washers, 2 Dryers, Water Softener, Pot Filler, All Window Coverings, Custom Roller Shades, Stair Runner, Closet Organizers, Pull Out Pantry Shelves, Biometric Lock, 6 Ceiling Fans, Upgraded ELF

35 Arthur Griffin Crescent, Caledon

$1,549,000
8 Beds 6 Baths W13440696 MLS
Welcome!! to this Beautifully maintained Home,Nestled on a Sprawling 72x197 Feet * Premium Corner Lot* where your creative vision can flourish for present Living & future development opportunity. Nestled in the heart of charming Caledon East - Vibrant Community that perfectly blends Rural charm with Tranquility & modern Convenience. This Spacious recently painted Home offers 5+3 Bedrooms, 6 Washrooms, with Walk-out Basement. The inviting Main Floor showcases a Office Room with 3 Pc- Ensuite, Separate Warm Family Room , Formal Dinning Room and Bright Living Room with all over New Portlights, W/O to Balcony picturesqueing inviting Big Backyard, ideal for comfortable Family living and Effortless entertaining. This home is steps from Caledon Community Center, Local Good rating Schools, School bus route, Many Parks, Restaurants, and the Scenic Caledon Trails. With its combination of modern Amenities, Spacious design, and Excellent Location, this Home provides the perfect balance of Comfort, and Convenience for todays Lifestyle!!

28 Walker Road E, Caledon

$2,999,000
5 Beds 6 Baths W13242242 MLS
Custom-Built Estate Home offering 8,586 sq. ft. of luxury living space as per MPAC, set on 24+ acres of complete privacy in the prestigiousVillage of Terra Cotta. Built with no expense spared, this one-of-a-kind residence showcases imported stone, Brazilian hardwood floors, marblefinishes, heated flooring, German-engineered windows, custom millwork, and a lifetime metal roof (2024). The main level features 3 bedroomswith ensuite privileges including a primary retreat with walk-through closet, spa-inspired ensuite, and Juliette balcony. A gourmet kitchenoverlooks the family room and flows seamlessly into a sun-filled sunroom walkout, perfect for year-round enjoyment. The fully finished walkoutbasement boasts soaring 10 ft ceilings, heated floors throughout, a second kitchen, wine cellar, recreation room, 2 additional bedrooms, and a 3-car underground garage, in addition to a 4-car ground-level garage (7-car total). Designed for entertaining and multi-generational living, thisestate offers 3+2 bedrooms, 2 kitchens, and expansive space across 3 levels. Outdoors, enjoy professionally landscaped grounds withmanicured gardens, lush forests, extensive stonework, 2 private ponds connected by a bridge, hot tub, outdoor pizza oven, and multipleentertaining areas, creating the ultimate private retreat. A rare opportunity for the discerning buyer to own a magnificent estate property thatcombines luxury, serenity, and unmatched craftsmanship.

14180 Heritage Road, Caledon

$3,799,000
6 Beds 7 Baths W13210558 MLS
Exquisite Custom-Built Luxury Estate Situated On A Private 2-Acre Lot In Prestigious Palgrave, Offering Breathtaking Views And Unmatched Privacy. Built In 2021, This Remarkable Residence Features 6,332 Sq Ft Above Grade Plus A Fully Finished 2,311 Sq Ft Walk-Up Basement And An Additional 250 Sq Ft Sunroom, Totaling Approximately 8,893 Sq Ft Of Refined Living Space. Showcasing A Striking Modern Stone And Stucco Exterior With A Rare 4-Car Garage, The Home Is Designed With Exceptional Attention To Detail, Blending Elegance With Everyday Functionality. The Main Level Features A Spacious Foyer, Living And Dining Areas, And A Private Office Highlighted By Soaring 20-Ft Ceilings. 11-Ft Ceilings On The Main Floor, 10-Ft Ceilings On The Second Level, And 9-Ft Ceilings In The Basement. The Second Floor Features 5 Spacious Bedrooms, Each With Its Own Full Washroom And Walk-In Closets. Approximately $400K In Recent Upgrades Elevate The Property, Including Professional Landscaping, Upgraded Stonework, Full Perimeter Fencing, An Extended Wrap-Around Driveway, Elegant Gated Entry, And A Water Softener System. The Grand Double-Height Foyer Leads To Elegant Living And Dining Spaces With Designer Lighting, A Sunroom, And A Sophisticated Family Room With Custom Stone Feature Wall And Linear Fireplace. The Chef-Inspired Kitchen Boasts An Oversized Island, Quartz Countertops, Custom Backsplash, And Premium Built-In Appliances. The Fully Finished Walk-Up Basement Offers A Large Recreation Area, Full Kitchen, Bedroom, And Bathroom With A Separate Entrance, Ideal For Extended Family Living. Hardwood Throughout Including Basement. Full Tarion Warranty Including Basement. A True Statement Of Luxury, Craftsmanship, And Estate Living In One Of Caledon's Most Sought-After Communities.

20 Stinson Street, Caledon

$1,797,000
6 Beds 6 Baths W13137658 MLS
Caledon/King border. NATURAL GAS, TOWN WATER, FIBRE OPTIC! Multigenerational or home business with PRIVATE spaces and ++ views. Maybe you want the possibility to earn additional income !! 3 kitchens, 6 bath, private entrances to outside and/or in home. Windows surround the main floor of this beautiful home with lots of privacy, great for entertaining, multi-gen living, separate home business space, gym space, yoga studio or growing family. This home has a flagstone walkway leading to a covered porch, natural log walls in main living area creating that warm cozy feeling upon entering, tons of windows, skylight, dining/family area overlooking a games billiard room, entire back of home has multiple walkouts to a large patio area. The additional units within the almost 6000 sq ft of living space are versatile and theres plenty of parking. Lower kitchen so handy for outdoor entertaining and party room snacks. Easy access to airport, highways, Equestrian centre and views of the city and neighbouring ponds while enjoying privacy. Close to Local Farm markets, walking trails, towns while still enjoying the luxury of Natural gas heating, town water and fibre optic internet. The property has many beautiful trees, perennials, birds and areas for backyard bon fires, vegetable gardens, chickens, pets and children. The original Caledon log home was built around 1998 and then a large addition was completed in 2005. Many of the high ticket items have been replaced in the past few years such as roof(2019),furnaces & air conditioners(2022-23), upper apt kitchen(2020), bathrms, upper windows & lower sliding doors (2022-23), flagstone walkway (2024), eaves&fascia 2024, garage seals 2024, Septic pumped June 2026, hook up to town water 2023 ($50k++), fibre optic internet etc. If you are looking for a beautiful home this could be the property for you. Look at floor plans (regarding two sep apt units which could be used for home office bus, potential income, family or adult kids spaces

15481 Mount Wolfe Road, Caledon

$1,549,000
4 Beds 7 Baths W13104412 MLS
Discover the perfect blend of luxury and tranquility in this stunning detached home backing onto a serene ravine. Situated on a premium corner lot with no side neighbors and no sidewalk, this home offers unparalleled privacy and curb appeal. Step inside to soaring 10-foot ceilings on the main floor, 9-foot ceilings on both the second floor and the basement, creating an open and airy ambiance throughout. The custom-designed kitchen is a chef's dream, featuring exquisite granite countertops, sleek pot lights, and a seamless flow into the sunlit breakfast area. It features 4 bedroom, 4 washroom, a spacious den on the main floor provides the perfect space for a home office or library. Surrounded by breathtaking nature trails, this home offers the perfect escape while being just moments away from modern conveniences.

60 Deer Ridge Trail, Caledon

$4,400,000
6 Beds 7 Baths W13099056 MLS
Stunning Custom-Built Estate in Caledon Village!Only 2 years new, this luxurious, fully custom-built home sits on a premium over half acre lot in a quiet, family-friendly neighborhood. Featuring 6 spacious bedrooms and 7 washrooms, every bedroom offers its own private ensuite and walk-in closet-perfect for large or multi-generational families.This home is fully upgraded throughout, showcasing an elegant all-stone and precast exterior, 11 ft. ceilings on both main and second floors, and a 10 ft. ceiling walk-out basement ready for your finishing touches. Enjoy the warmth of 2 indoor fireplaces and 1 outdoor fireplace, creating a cozy and inviting atmosphere year-round.The heart of the home features a huge painted solid wood luxury kitchen, complemented by a separate spice kitchen-ideal for everyday cooking and entertaining. Bright and airy with 2 large skylights, Every room is enhanced with crown molding and LED lighting, adding a touch of modern elegance throughout. The main level also offers heated floors for added comfort.Designed for ultimate convenience, the home includes a 3-storey elevator for easy access between levels, 400-amp electrical service, and an EV charger in the garage. Additional highlights include a heated 4-car garage, extended driveway with parking for up to 15 vehicles, and two separate laundry rooms Enjoy seamless indoor-outdoor living with walk-out balconies from every bedroom, plus built-in speakers on both levels for a premium entertainment experience. Premium finishes and grand chandeliers A truly standout feature is the second-floor glass walk/bridge, offering a dramatic open view below-creating a unique experience reminiscent of the CN Tower glass floor. A rare architectural element that adds both style and conversation value. Ideally located within a 5-minute walk to transit and everyday amenities, including Tim Hortons and McDonald's, along with pharmacy, post office, and GO Bus access. View the virtual tour for more photos and detail

2874 Charleston Side Rd Side Road, Caledon

$3,764,990
5 Beds 6 Baths W13085210 MLS
Presenting the Ellesmere Elevation "A" by Carringwood Homes, a distinguished 5,535 sqft estate residence located within the coveted Hillview Estates on Hunsden. Positioned on an expansive 1.21-acre property, this home blends elegant country charm with modern luxury, offering five generously sized bedrooms, each complete with its own private ensuite, perfectly suited for growing families or multi-generational living. The exterior makes an immediate impression with its stately three-car garage, while inside, the thoughtfully designed layout features a grand Great Room, formal living and dining areas, a private den, and an expansive chef-inspired kitchen ideal for both daily living and entertaining. Enhancing functionality and flow, a walk-in pantry with a convenient servery is perfectly placed between the kitchen and dining room, allowing for effortless hosting. Every element of the home reflects careful planning and elevated craftsmanship. This exceptional residence continues the legacy of the original Hillview Estates in Caledon, located at Hillview Place and Highway 50-an enclave celebrated for redefining luxury country living. Known for its collection of elegant homes set among rolling hills and mature woodlands, it remains one of the region's most desirable communities. Now, just minutes north, Hillview Estates on Hunsden carries that tradition forward. Featuring expansive estate lots, timeless architectural design, and uncompromising attention to detail, this is a rare opportunity to enjoy refined living in a serene, natural setting where sophistication and tranquility coexist. The home isn't built yet, as the buyer you can choose all interior and finishes, you will have the opportunity to work with our Decor Specialist to select all interior colours and finishes to make this home your own.

Lot 2B Hunsden Side Road, Caledon

$16,800,000
7 Beds 9 Baths W13078716 MLS
15466 & 15430 Gore Road Stonebridge Estate. An Extraordinary, Fully Renovated Estate By Award-Winning Chatsworth Fine Homes With Interiors By Jane Lockhart Designs. Set In East Caledon, This Private 52.5-Acre Retreat Features Forested Grounds, Three Ponds, A Cascading Stream, A Protected Spring-Fed Lake, And A 2-Km Nature Trail. The Main Residence Offers A Grand Great Room, Formal Dining Area, Two-Way Fireplace, Custom Champagne Bar, And Walk-Out To A Stunning Terrace. The Gourmet Kitchen Includes An Attached Morning Kitchen And Premium Appliances. The Luxurious Primary Suite Features Dual Ensuites, Steam Showers, And A Bespoke Dressing Room. Upstairs, Find Three Ensuite Bedrooms, A Private Library, And An Entertainment Lounge With Walk-Out To The Resort-Style Pool. The Home Also Includes 2 Wet Bars, Custom Ice Cream Parlour, Salon And Spa, Gym With Cushioned Flooring, Trackman Golf Simulator, And A Striking Glass-Domed Conservatory. Outdoor Living Features A Covered Lounge With Automated Screens And Fireplace, Hot Tub With Waterfall, Professional Landscaping, Golf Green, Scenic Lookout, And Curated Gardens. Additional Residences Include A One-Bedroom Coach House, A Three-Bedroom Guest House With Basement And Fireplaces, And A Beach House With A Private Swimmable Pond And White Sand. Two Heated Garages With EV Chargers Complete This Exceptional Offering. Stonebridge Is A Rare Blend Of Natural Beauty, Refined Design, And Resort-Style Living.

15466 The Gore Road, Caledon

$3,999,000
7 Beds 6 Baths W13020788 MLS
This breathtaking custom-built luxury estate sits on a private 3.6-acre lot (165 Ft * 288 ft) and offers over 18,000 Sqft of total living space. Completed in 2021 with top-tier finishes throughout, this home features approx. 11,700 sqft above grade and an additional 7,000 sqft walk-out basement with panoramic windows - framed and partially finished with space for a theatre, gym, kitchen, bedroom, bath, and more. The great foyer welcomes you with soaring 22-ft ceilings. To the left is a formal living room; to the right , a private office. A stunning 19-foot ceiling family room with an upgraded fireplace flows into a designer kitchen with an 8' * 5' island, frigidaire & Monogram Appliances, walk-in pantry, and an incredible 27' & 16' sunroom featuring a skylight and floor-to ceiling views. The main floor also features a stylish laundry room with built-in sink and dog wash station. Upstairs, you'll find 6-bedrooms. The primary suite (18' * 23') includes a spa-like 5-piece ensuite, huge walk-in closet, and a private balcony. A second primary (20'*20') offers his & hers closets, ensuite, and a balcony access. All bedrooms feature walk-in closets and ensuite or semi-private baths, plus a 12' * 12' loft/ lounge area overlooking the family room below. Outside, enjoy 7 garage spots and parking for 35+ cars. Mechanically upgraded with 2 furnaces, 2 sub panels 400 amp service, 2 central vac systems, new chlorine system, new septic system, water softeners , purifiers, reverse osmosis, mood lighting throughout, and smart home ready with high internet. A rare opportunity to own a true dream home built for entertaining, family living, and total comfort - all within easy reach to Orangeville, Brampton, Mississauga, Vaughan, and Toronto. Some photos are virtually staged.

20 Glassford Court, Caledon