Luxury Homes for Sale in Caledon

Luxury living in Caledon, Ontario, is a unique countryside experience. The stunning landscapes provide the perfect backdrop for exquisite homes where luxury meets comfort. From modern to classic designs, the architecture of these homes complements the natural beauty of the land.

For those seeking serenity without sacrificing convenience, Caledon’s proximity to vibrant city centers creates an ideal location.

Whether you are looking for a full-time residence or a seasonal getaway, The Bill Parnaby Team has a range of luxury homes in Caledon. Our top Caledon realtors will work closely with you to find the perfect home. Browse our listings below or reach out for more information on private home tours!

140 results | Page 1 of 12
12 24 48
 
For sale
$1,699,900
91 RASPBERRY RIDGE AVENUE, Caledon, Ontario

91 Raspberry Ridge Avenue

Caledon, Ontario

Welcome to 91 Raspberry Ridge Avenue, an exceptional detached residence situated on a premium lot in desirable Caledon East. This impressive home offers a spacious, functional layout with elegant hardwood flooring and quality finishes throughout. The combined living and dining areas provide an inviting space for entertaining, while the family room features a cozy fireplace and beautiful ravine views. The modern kitchen is finished with porcelain flooring, stainless steel appliances and backsplash, complemented by a bright breakfast area with a walkout to the deck overlooking the ravine. A rare main-floor bedroom features a walk-in closet and private 3-piece ensuite, ideal for guests or multi-generational living. Upstairs, the generously sized bedrooms offer exceptional comfort, including a luxurious primary retreat with walk-in closet and 5-piece ensuite, while the additional bedrooms feature private ensuite access. The unfinished walk-out basement offers excellent potential for future customization and additional living space. Complete with main-floor laundry, central air, attached double garage and parking for up to six vehicles. Conveniently located near schools, public transit, hospital access and everyday amenities, this remarkable home combines space, privacy and modern family living in one of Caledon’s desirable communities. Some of the pictures are virtually staged. (id:53661)

5 Bedroom 6 Bathroom 3,500 – 5,000 ft2
For sale
$2,188,000
38 GENTLE FOX DRIVE, Caledon, Ontario

38 Gentle Fox Drive

Caledon, Ontario

Welcome to 38 Gentle Fox Drive, a luxurious Caledon residence offering over 4,000 sq. ft. of space designed for both everyday comfort and memorable entertaining. With five bedrooms and 4+1 bathrooms, this home offers room for family and guests to gather while enjoying their own space. Pot lights throughout add a warm, polished feel, while the spacious kitchen centers around a large island that invites conversation, casual meals, and effortless hosting. The finished basement extends the living space and features a separate entrance, offering flexibility for extended family, guests, or recreation. Outdoors, a large pool sets the stage for summer gatherings and relaxing days at home. Generous in scale and built for an exceptional lifestyle, 38 Gentle Fox Drive is an opportunity to enjoy luxury living in Caledon. (id:53661)

5 Bedroom 5 Bathroom 3,500 – 5,000 ft2
For sale
$969,800
103 BENADIR AVENUE, Caledon, Ontario

103 Benadir Avenue

Caledon, Ontario

Welcome to this bright and spacious end unit townhouse. Bright kitchen with center island and breakfast bar, stainless steel appliances, quartz counter top and functional layout with open concept living and dining area. This house features many extras throughout the house including high ceilings. Offers 3 bedroom and 3 bathrooms with 2 walking closets in the master suite. Fully landscape front and backyard paved with exposed concrete stone with glow in the dark stones, leading to an oasis custom back yard perfect for outdoor entertainment, and a hot tub available all year for relaxation. This house is a must see. Located minutes away to parks, schools, shopping and close to the major roads and highway. A rare opportunity offering the perfect blend of luxury and comfort. (id:53661)

3 Bedroom 3 Bathroom 1,500 – 2,000 ft2
For sale
$3,399,999
17711 HUMBER STATION ROAD, Caledon, Ontario

17711 Humber Station Road

Caledon, Ontario

THIS SPECTACULAR NEWLY CUSTOM BUILT FAMILY ESTATE HOME OFFERS 4800 SQ FT OF LUXURIOUS ABOVE GRADE LIVING SPACE. DESIGNED FOR BOTH GRAND-SCALE ENTERTAINING & INTIMATE FAMILY LIFE, THE HOMES IMPRESSIVE CURB APPEAL IS MATCHED ONLY BY IT’S BREATHTAKING PICTURESQUE VIEWS OF PALGRAVE FOREST OFFERING TRAILS FOR BIKING/HIKING/HORSEBACK RIDING & 7 MINUTES AWAY FROM GLEN EAGLE GOLF COURSE. A SPACIOUS, SUNLIT FOYER WELCOMES YOU, GRACED BY SOLID CUSTOM MAHOGANY DOUBLE ENTRY DOORS, STUNNING OAK SPIRAL STAIRCASE THAT SETS A TONE OF ELEGANCE. THE HEART OF THE HOME IS THE INCREDIBLE FAMILY ROOM, OPEN TO THE LEVEL ABOVE & ANCHORED BY A FLOOR TO CEILING STONE WALL FIREPLACE WITH LARGE FLOOR TO CEILINGS WINDOWS. THIS FLOWS SEAMLESSLY INTO THE IMPRESSIVE GOURMET KITCHEN WITH MASSIVE 11 FT ISLAND, A DOUBLE WALK-OUT TO L-SHAPED COVERED PORCH OFFERING A PERFECT SPOT FOR OUTDOOR DINING/LIVING WHILE OVERLOOKING THE LUSH TREED LANDSCAPE OF PALGRAVE FOREST. ON THE MAIN FLOOR YOU WILL ALSO FIND A SEPARATE FORMAL LIVING & DINING ROOM & MAIN FLOOR SPACIOUS BEDROOM. THE PRIVATE PRIMARY SUITE IS A TRUE SANCTUARY, FEATURING WALK-IN CLOSET WITH CUSTOM BUILT-INS, 5 PC IMPRESSIVE ENSUITE BATH, JULIET BALCONY OVERLOOKING LOWER FAMILY ROOM & DIRECT WALK-OUT TO YOUR OWN UPPER PRIVATE DECK WITH SERENE FOREST VIEWS. THIS UNIQUE PROPERTY ALSO BOASTS A SELF CONTAINED 2 BEDROOM LOFT WITH KITCHEN, LIVING, DINING & BATHROOM WITH A COMPLETE SEPARATE ENTRANCE OFFERING MULTI-GENERATIONAL LIVING OR RENTAL INCOME. THE EXCEPTIONAL OFFERINGS CONTINUE OUTSIDE WITH AN OVERSIZED 3 CAR GARAGE WITH 100 AMP SERVICE, HIGH CEILINGS, LARGE WINDOWS, OVERSIZED GARAGE DOOR & STORAGE LOFT PERFECT FOR THE HOBBYIST OR CAR ENTHUSIAST OR TRADESPERSON. THE UNFINISHED BASEMENT PRESENTS A BLANK CANVASS FOR FUTURE EXPANSIONS, ALREADY FEATURING 9FT CEILINGS. LARGE ABOVE GRADE WINDOWS, ROUGH IN BATHROOM & A COMPLETELY SEPARATE ENTRANCE TO BASEMENT. (id:53661)

6 Bedroom 4 Bathroom 3,500 – 5,000 ft2
For sale
$1,490,000
4 MADAWASKA ROAD, Caledon, Ontario

4 Madawaska Road

Caledon, Ontario

Luxury Redefined In Prestigious Rural Caledon! Stunning Juniper Model Ele-C Situated On A Premium Ravine Lot, Featuring Soaring 10-Ft Main Floor & 9-Ft Second Floor/Basement Ceilings. Exceptional 5-Bedroom, 3.5-Bath Layout Showcases High-End Finishes, Elegant Hardwood Flooring, Oversized Doors & Windows, And An Exquisite Custom Kitchen With Top-Tier Built-In Appliances & Servery. Breathtaking Ravine Views, Impressive Craftsmanship & Sophisticated Design Throughout. A Truly Exceptional Home Offering Luxury, Privacy & Unparalleled Elegance. (id:53661)

5 Bedroom 5 Bathroom 3,000 – 3,500 ft2
For sale
$1,599,000
50 NORTH RIVERDALE DRIVE, Caledon, Ontario

50 North Riverdale Drive

Caledon, Ontario

Welcome to your private retreat in the charming and peaceful hamlet of Inglewood. Nestled on a spectacular 80′ wide lot backing onto ravine and Caledon Trailway, this beautiful home offers more than 4,000 sq. ft. of finished living space, stunning natural views and exceptional privacy. Located on a quiet, safe street, this is the perfect home for those seeking space, nature and tranquility for their growing family. Beautiful curb appeal welcomes you with a large covered porch and double-car garage. The main floor features rich hardwood floors throughout, an updated kitchen with stainless steel appliances, gas range, pot lights and a spacious breakfast area with walk-out to a large deck overlooking the pool and ravine. The kitchen opens seamlessly to the inviting living room, complete with a gas fireplace and expansive windows framing breathtaking views. A separate dining room provides the perfect setting for entertaining with convenient access to kitchen.The spacious main-floor primary retreat features a walk-in closet and luxurious 5-piece ensuite with soaker tub. Upstairs offers two additional bedrooms, a 4-piece bathroom and a generous den ideal for a home office, playroom or cozy sitting area.The bright, partly above-grade finished basement offers excellent versatility with large windows, a walk-out to the landscaped backyard, second kitchen, living room, large recreation room, office and convenient 3-piece bathroom with easy access to the pool. Step outside to your own backyard slice of heaven! Fully fenced and beautifully landscaped, the yard features an inground salt-water pool, expansive patio and peaceful ravine views – perfect for Summer entertaining and enjoying nature with your family. Just minutes to Highway 10 and Highway 410, surrounded by conservation areas, golf courses, skiing, cycling trails, and all the beauty and tranquility of Caledon. A rare opportunity in one of Caledon’s most desirable communities. (id:53661)

3 Bedroom 4 Bathroom 2,000 – 2,500 ft2
For sale
$1,299,900
70 ROYAL FERN CRESCENT, Caledon, Ontario

70 Royal Fern Crescent

Caledon, Ontario

//3061 Sq Feet – 2022 Built// ** Rare To Find 5 Bedrooms Detached House In Prestigious Southfields Caledon Community! First Time Offered For Sale– 3 Full Washrooms In 2nd Floor** Shows True Pride of Ownership and Is Loaded With Quality Upgrades Inside & Out! Grand Double-Door Main Entrance Welcomes You Into This Beautiful, Sun-Filled Home Featuring Separate Living, Dining & Family Rooms, Plus a Convenient Main-Floor Office** The Family Room Features a Cozy Gas Fireplace. **10 Feet High Ceiling In Main Floor & 9 Feet High Ceiling In Second Floor** Hardwood Flooring Throughout the Main Floor, With Impressive 9-Ft Ceilings on Both Main & Second Levels. Elegant Oak Staircase With Iron Pickets Adds A Touch of Sophistication* The Upgraded Kitchen Features Porcelain Flooring, Quartz Countertops, Stylish Cabinetry, Backsplash & Stainless Steel Appliances. Walk Out From the Dining Area to the Backyard Through Upgraded French Doors* Offering 5 Generously Sized Bedrooms, With Each Bedroom Connected to a Washroom. The Spacious Primary Bedroom Features a Luxurious 5-Piece Ensuite and Massive Walk-In Closet With Organizers. Second-Floor Laundry Adds Extra Convenience!! Located on a Quiet Crescent Within Walking Distance to Etobicoke Creek, Parks, Schools & Playground. Bright, Spacious and Exceptionally Well Maintained – Shows 10/10! (id:53661)

5 Bedroom 4 Bathroom 3,000 – 3,500 ft2
For sale
$679,999
2 COSBURY LANE, Caledon, Ontario

2 Cosbury Lane

Caledon, Ontario

Wow, This Is An Absolute Must-See Showstopper, Priced To Sell Immediately! This Stunning 3-Bedrooms, 2-Washrooms Home Sits On A Premium Corner Lot In Caledon, Offering Unbeatable Value And Convenience! Step Inside And Be Greeted By An Elegant Foyer, Creating A Grand First Impression With Huge Living Room! The 9′ High Ceilings On The Main And Second Floor Enhance The Sense Of Space And Airiness. The Open-Concept Great Room Is Perfect For Relaxing And Entertaining, While The Gleaming Hardwood Floors On The Main And Second Level Add A Touch Of Elegance And Luxury. The Designer Chefs Kitchen Is A True Standout, High-End Stainless Steel Appliances, And Stylish Finishes, Making It Both Functional And Stunning! The Master Bedroom Is A Private Retreat, Offering Walk-In Closets! All Three Bedrooms Are Generously Sized, Offering Ample Space And Comfort For The Whole Family. Premium Laminate Floors Through Out Third Floor! Enjoy The Beautifully Landscaped Sideyard! Central Air Conditioning Ensures Comfort Throughout The Year. With Premium Finishes, Thoughtful Design, And A Prime Lot Location, This Home Offers The Best Of Luxury And Practicality! ! Home With A Small POTL Fees Of $81! Steps To School, Park, And Amenities. Stylish Living Space With Plenty Of Room To Grow! Dont Miss Out On This Incredible Opportunity Schedule Your Viewing Today Before Its Gone! (id:53661)

3 Bedroom 2 Bathroom 1,500 – 2,000 ft2
For sale
$1,285,000
8 LIVINGSTON DRIVE, Caledon, Ontario

8 Livingston Drive

Caledon, Ontario

Welcome to this stunning, beautifully renovated 4/5-bedroom home in the highly desirable Valleywood neighbourhood! Immaculately maintained and thoughtfully updated, this exceptional home offers an abundance of space, modern finishes, and incredible flexibility for a growing or extended family. Featuring two generously sized primary bedrooms, each with a beautifully updated, luxurious ensuite bathroom. The main primary retreat offers three closets, providing an abundance of storage. Enjoy modern lighting throughout, including stylish pot lights on the main level. The spacious, well-appointed kitchen features a walk-in pantry, ample storage, and pot lighting, making it the perfect space for everyday living and entertaining. The main floor also offers a versatile office or additional bedroom, convenient laundry room, and central vacuum system. The finished basement with a 4-piece bathroom provides endless possibilities for recreation, a home gym, office, guest accommodations, or additional family living space. Perfectly designed for modern family living, this impressive home combines space, comfort, functionality, and style in one of Valleywood’s desirable communities. A must-see! (id:53661)

5 Bedroom 4 Bathroom 2,500 – 3,000 ft2
For sale
$1,999,900
50 STRATFORD DRIVE, Caledon, Ontario

50 Stratford Drive

Caledon, Ontario

Welcome To 50 Stratford Drive, Caledon. A Luxury Residence Where Timeless Elegance Meets Modern Sophistication. Offering Approx. 3,713 Sq. Ft. Of Exceptional Living Space Plus A Fully Finished 3-Bedroom Basement, This One-Of-A-Kind Home Features Premium Upgrades Throughout. The Striking Stone & Brick Exterior, High-End Exterior Finishes, Elegant Double-Door Entry, And Distinctive Architectural Appeal Create Unmatched Curb Appeal In The Community. Inside, Soaring11-Ft Ceilings On The Main Floor And 10-Ft Ceilings On The Second Level & Basement Enhance The Grand Scale Of The Home. Rich Hardwood Flooring, Designer Light Fixtures, Smooth Ceilings, Crown Moulding, 7-Inch Baseboards, Coffered Ceilings, And Expansive Windows Showcase Exceptional Attention To Detail. The Gourmet Kitchen Is A True Showpiece, Featuring Upgraded Marble Countertops, Oversized Centre Island, Marble Backsplash, Extensive Cabinetry, And A Spacious Breakfast Area With Walk-Out To The Deck. The Open-Concept Layout Includes A Beautiful Family Room With Fireplace, Perfect For Entertaining And Everyday Living. The Luxurious Primary Retreat Features A Coffered Ceiling, His-And-Her Walk-In Closets, And A Spa-Inspired 5-PieceEnsuite. Additional Bedrooms Offer Generous Space, Walk-In Closets, And Semi-Ensuite Access. The Fully Finished Basement Offers 3 Bedrooms, A Full Kitchen, 2 Full Bathrooms, 10-Ft Ceilings, And A Separate Walk-Up Entrance, Providing Exceptional Flexibility For Extended Family Or Guests. Enjoy Your Private Backyard Oasis, Perfect For Relaxing And Entertaining. Additional Highlights Include Main-Floor Laundry, Garage Access, Separate Side Entrance, 200-AmpElectrical Service, Premium Lighting, And High-End Finishes Throughout. A Rare Opportunity To Own A Truly Exceptional Caledon Residence Combining Luxury, Space, Functionality, And Unmatched Curb Appeal. (id:53661)

8 Bedroom 6 Bathroom 3,500 – 5,000 ft2
For sale
$1,900,000
14451 WINSTON CHURCHILL BOULEVARD, Caledon, Ontario

14451 Winston Churchill Boulevard

Caledon, Ontario

Escape The Ordinary. Discover Your Private Estate In Prestigious South Caledon Where Sophisticated Country Living Meets Modern Luxury. Nestled On A Breathtaking One-Acre Lot (150X300 Ft), This Newly Extended 4-Bedroom, Over 3,600 Sq Ft Masterpiece Backs Onto A Ravine With Terra Cotta Conservation At Your Doorstep, Privacy And Nature Embrace You At Every Turn. Extensively Renovated Top To Bottom In 2024-All With Permits-This Home Features New Plumbing, Electrical With 200 Amp Service, Septic, Furnace, A/C, Generator, Roof, Doors & Windows Throughout. Designed For Both Grand Entertaining And Intimate Family Living, The Open-Concept Kitchen, Dining & Family Rooms Flow Seamlessly Together. The Brand-New Chef’s Kitchen Showcases A Large Island, Stone Counters, Matching Backsplash, And Top-Of-The-Line Stainless Steel Appliances. Large Windows Fill The Home With Natural Light. The Upper-Level Retreat Showcases Two Luxurious Primary Suites. The First Offers A Fireplace, Juliet Balcony Overlooking The Greenspace, Dual Walk-In Closets, And A Spa-Inspired Ensuite Complete With Heated Floors, A Soaker Tub, And An Oversized Glass Shower. The Second Includes Its Own Fireplace, Walk-In Closet, And Heated Ensuite Floors. Ceiling Fans Throughout The Bedrooms And Motorized Blinds Provide Year-Round Comfort, While Convenient Second-Floor Laundry Adds Everyday Ease. Attached Double Garage Plus An Incredible Detached 6-Car Garage/Workshop Offer Endless Possibilities For Car Collectors, Hobbyists, Home Gyms, Or Dream Workspaces. Enjoy A Large Gazebo, Fire Pit Area, And An Unmatched Outdoor Lifestyle. A Rare Opportunity For Families Or Anyone Seeking Space, Privacy, And Refined Country Living Near Town Amenities. (id:53661)

4 Bedroom 4 Bathroom 3,500 – 5,000 ft2
For sale
$1,590,000
19139 HEART LAKE ROAD, Caledon, Ontario

19139 Heart Lake Road

Caledon, Ontario

Welcome to this beautifully renovated detached family home situated on a premium 1+ acre lot with spectacular views. Offering 5 spacious bedrooms and 3 full bathrooms, this bright and elegant home features a large open-concept living and dining area that flows seamlessly into a designer kitchen equipped with stainless steel appliances, quartz countertops, and ample cabinetry.This home boasts hardwood flooring, porcelain tiles, pot lights throughout the interior and exterior, updated windows, and quality finishes throughout. The spacious kitchen walks out to a large double-tier deck, perfect for entertaining and enjoying the peaceful surroundings.Relax in the cozy family room with a fireplace or work comfortably from the private home office. The home is equipped with an energy-efficient geothermal heating system, helping reduce monthly utility costs. Concrete surrounds all four sides of the home, including a spacious patio accessible directly from the family room.Experience the perfect blend of luxury, comfort, privacy, and convenience at 19139 Heart Lake Road, Caledon. (id:53661)

5 Bedroom 3 Bathroom 2,000 – 2,500 ft2

Considering the purchase of a home in Caledon? Call 289-514-2489 to reach your Caledon real estate team. Our team of real estate agents will help you navigate the Open Houses housing market today.

Caledon Luxury Real Estate

Find the best properties for sale in Caledon! Our listings feature a variety of options, including luxury homes, detached homes, townhomes, waterfront homes, acreages, and vacant land lots, making it easy for you to find your dream home.

We have listings of luxury homes that showcase exceptional design features, luxury amenities, and breathtaking landscapes. Our Caledon listings cater to those who value the finer things in life and are looking for nothing less than perfection.

Each of our properties offers a unique opportunity to find your dream home in Caledon.

Browse our website today to explore our current selection of condos, apartments, acreages, townhomes, and waterfront homes for sale!

Caledon Luxury Real Estate Agents

Looking for your dream home in one of Caledon’s communities? Our easy-to-use listings are organized by community, making it simple to find the perfect place to call home.

The Bill Parnaby Team can help homebuyers and sellers alike with expert guidance through the exciting journey of buying or selling a property.

With years of experience and a deep understanding of the market, we’re committed to delivering a personalized approach to each client’s unique situation.

Ready to make your next move or sell your home? Browse our community listings and contact us for a stress-free experience navigating the real estate market!