Caledon Real Estate Search

Caledon Properties between $3,000,000 and $4,000,000 for Sale

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Newest Caledon Properties between $3,000,000 and $4,000,000 for Sale

$3,950,000
6 Beds 5 Baths W13761544 MLS
Among the finest homes in Caledon. Set high on a hill across nearly 14 acres, surrounded by mature forest, where wild English gardens meet the clean, sharp lines of a gorgeous modern farmhouse. Private, and entirely its own. Completed in 2022 and built to hold the light and the landscape in equal measure. At the centre of the home, an open-concept kitchen, living and dining space anchored by a statement fireplace and wrapped in floor-to-ceiling corner windows that pull the forest inside from sunrise to last light. The kitchen balances marble, warm wood tones and custom detailing with luxe Fisher & Paykel appliances. A beautiful pantry and custom wine room sit just beyond. Views from nearly every room. The ideal family home. A handsome home office with custom built-in bookcase and rolling ladder, perfect for working from home. Off the kitchen, a mudroom and laundry connect to the two-car garage, with a dedicated dog wash. Upstairs, the primary reads as its own wing. Walk-out balcony, generous walk-in closet, five-piece spa-like ensuite. Designed with the ever-growing family in mind, the floor plan offers 4+2 bedrooms and 5 bathrooms, every bedroom with its own ensuite, and a main floor play room with the flexibility to become a co-primary suite. Below, a full basement with oversized window wells that bring daylight right through the lower level. Newly landscaped with professionally designed gardens and plantings, irrigated throughout. A fully fenced backyard made for dogs, kids and long summer nights. A handcrafted Sip Sauna, built to traditional Finnish standards, sits alongside a wood-burning hot tub overlooking the lush lawn. The ideal weekend escape, without leaving home. A modern farmhouse with the soul of a country house, and the craftsmanship to match.

3045 Highpoint Side Road, Caledon

$3,200,000
4 Beds 3 Baths W13635326 MLS
Welcome to 20341 St. Andrews Road, Caledon-a rare country estate where exceptional outdoor living meets endless possibilities. Set on an impressive 77 acre parcel of beautifully maintained land, this property offers the perfect blend of privacy, space, and functionality. Surrounded by mature trees, manicured lawns, landscaped gardens, and a 2 acre pond the setting is nothing short of spectacular. Whether you're entertaining, enjoying quiet evenings outdoors, or simply taking in the peaceful countryside, every inch of this property has been designed to impress. A standout feature is the massive 64x32 dream garage detached shop-an incredible opportunity for hobbyists, contractors, car enthusiasts, or anyone needing substantial storage and workspace. With room for equipment, recreational vehicles, or a workshop, this versatile building adds tremendous value and flexibility to the property. Located in one of Caledon's most sought-after rural communities, you'll enjoy the best of both worlds: peaceful country living with convenient access to major highways, Orangeville, Brampton, and the Greater Toronto Area. The area is renowned for its rolling hills, scenic drives, conservation areas, golf courses, cycling routes, and extensive trail systems, making it a favourite destination for outdoor enthusiasts. Excellent schools, charming local villages, farmers' markets, and year-round community events further enhance the area's appeal. with 4 bedrooms including a large primary suite, fully finished lower level with walk out, huge windows, massive trail system with hardwood forest, there is something for everyone. This home must be seen to be appreciated.

20341 St Andrews Road, Caledon

$3,999,999
6 Beds 7 Baths W13621500 MLS
Welcome to an extraordinary private estate set on over 38 acres in the rolling countryside of Caledon. This rare offering combines luxury living, natural beauty, and future potential with approximately 1,800 ft of frontage and possible estate residential development potential (buyer to verify). The residence offers over 5,300 sq ft of total living space with breathtaking views of the surrounding landscape, including a serene pond and approximately 12 acres of forest. Expansive windows flood the home with natural light while framing stunning northwest-facing vistas.Featuring 4+2 bedrooms and multiple living areas, the home is ideal for family living and entertaining. Enjoy two wood-burning fireplaces, a walk-out lower level, and seamless indoor-outdoor flow to a large deck overlooking the peaceful setting. The property also includes a detached 6-car, 900 sq ft shop, offering ample space for vehicles, hobbies, or storage.Private trails wind throughout the property, creating a true retreat-like experience with endless outdoor recreation opportunities. Located in one of Caledon's most sought-after rural enclaves, just a short drive to Orangeville, Erin, and major commuter routes, this property delivers the perfect balance of privacy and convenience.Important Disclaimer: Proposed severance/subdivision concepts are preliminary only and subject to approvals from all governing authorities. Seller and Listing Brokerage make no representations or warranties regarding approvals, rezoning, development potential, servicing, or future use. All information, measurements, dimensions, acreage, and development concepts are approximate and subject to change without notice. Buyers must conduct their own independent due diligence regarding zoning, permitted uses, development potential, environmental matters, servicing, taxes, permits, and planning requirements through their own professional advisors. Property being sold "as is, where is."

4175 Beech Grove, Caledon

$3,699,000
5 Beds 7 Baths W13618062 MLS
Welcome to your Dream Home nestled in the picturesque countryside of Palgrave! This recently constructed, estate home sits on over 3 acres of meticulously landscaped grounds, offering unparalleled privacy and tranquility. This home includes custom high-end finishes throughout over 9,400 square feet of luxurious living space, including a fully finished open-concept 3000 square foot basement with 10' high ceiling, lookout windows, and residential elevator. With timeless architectural design and attention to detail, this home has it all; high ceilings, oak stairs and railing with wrought iron pickets, wide plank hardwood flooring, large format porcelain tiles, solid poplar trim and doors, custom cabinetry, interior and exterior potlights, beautiful light fixtures, crown moulding, convenient second floor laundry room, and 20' high open to above great room with gas fireplace. With 4 + 1 bedrooms and 7 bathrooms, including a lavish master ensuite with heated floors, freestanding tub, and spacious shower with spa system, every inch of this residence exudes sophistication and comfort. Gorgeous custom chef's kitchen perfect for entertaining with large island, quartz countertops and backsplash, walk in pantry and coffee/wine bar. Designed specifically for this one-of-a-kind property, the home seamlessly integrates indoor and outdoor living with large windows inviting breathtaking views of the surrounding natural beauty. Close proximity to numerous local and provincial parks, conservation areas, farmers markets, golf courses and walking trails. Schedule your private viewing today.

16158 Mount Pleasant Road, Caledon

$3,299,999
7 Beds 6 Baths W13569080 MLS
Introducing a residence of unrivaled grandeur, where architectural brilliance meets timeless sophistication. Set behind a picturesque winding driveway on 10+ pristine acres of professionally landscaped grounds, this extraordinary custom estate offers over 7500 sqft of exquisitely curated living space, masterfully designed for those who appreciate uncompromising luxury. Every room is a showcase of exceptional craftsmanship, from soaring vaulted ceilings and intricate hand-carved architectural details to bespoke finishes that define elegance at every turn. The spectacular formal dining room comfortably hosts 20+ guests beneath a magnificent hand-carved ceiling, while the chef-inspired gourmet kitchen features illuminated back-lit stone countertops, premium appliances, and a stunning fireplace that creates the perfect gathering space. Designed to impress, the home offers Gated Driveway ,5 luxurious bedrooms, an executive office,2 gourmet kitchens, multiple private parking', and a breathtaking hand-carved oak staircase that serves as the architectural centerpiece of the residence. The spectacular resort-inspired solarium provides the ultimate wellness retreat with a sauna and a hot tub, offering year-round relaxation in complete privacy. An exceptional private in-law suite includes 2 additional bedrooms, a full bathroom, kitchen, and spacious living room, making it ideal for extended family, guests, or multi-generational living. Every window captures breathtaking views of rolling lawns, mature trees, and meticulously landscaped gardens, creating a peaceful sanctuary unlike any other. The expansive grounds provide endless possibilities for entertaining, recreation, or simply enjoying the serenity and exclusivity of country estate living. This remarkable multigenerational property seamlessly blends elite craftsmanship, timeless elegance, and resort-style luxury, creating a residence that is as functional as it is a legacy estate. 3 kitchens.

1 Flaherty Lane, Caledon

$3,490,000
5 Beds 5 Baths W13512124 MLS
Welcome to 16609 Mount Wolfe Rd a Custom-built Luxury Estate Set on 2.92 Private Acres in Caledon, Offering Over 4700 Sq Ft Above Grade (as Per Mpac). From the Moment You Arrive Through the Automated Wrought Iron Gates, You're Greeted by a Serene Water Feature, Setting the Tone for What Lies Ahead. This 2011 Stone Bungalow Features Timeless Craftsmanship, Top-tier Materials, and Space to Live, Work, and Entertain inComfort. The Main Level Boasts 10-ft Ceilings, Radiant Heated Hickory and Marble Floors, and 8-ft Custom-stained Doors Throughout. The Gourmet Kitchen Includes Cherry Cabinetry, Granite Counters, Dual Islands, Sub-zero and Wolf Appliances. Enjoy a Grand Family Room and Formal Dining Area, With Limestone Fireplaces Both Designed for Gatherings and Day-to-day Elegance. The Executive Office/Cigar Room is Fully Appointed With a Fireplace and Professional-grade Ventilation Built For Productivity, Designed for Prestige. Ideal for Work Hard Play Hard. A True Highlight is the Oversized Main-floor Gym, Complete With Its Own Hot Tub, Perfect for Wellness and Recovery. The Luxurious Primary Suite Offers a Limestone Fireplace, Walk-in Closet, Steam Shower, Jacuzzi Tub, and Radiant Flooring. The Fully Finished Walkout Basement Includes a Soundproof Theatre With Reclining Chairs, a 900-bottle Climate-controlled Wine Cellar, and a Separate 2-bedroom Apartment With Private Kitchen, Laundry, and Its Own Entrances. But What Truly Sets This Estate Apart Are the Two Fully Equipped Workshops, Ideal for Contractors, Car Collectors, or Business Owners. Each Shop Offers 2,400sqft, 400 Amps, Separate Metering, and Heating All Accessed via Their Own Private, Fully Paved Driveway and Parking Area, Completely Separate From the Main Home Entrance. Outdoors, Enjoy a Heated Pool, Pool House With Washroom, Hot Tub, Outdoor Kitchen, Bar Area, and Professional Landscaping With Water Features. This Estate is Built for High-performance Living. SEE ATTACHMENTS

16609 Mount Wolfe Road, Caledon

$3,588,000
4 Beds 5 Baths W13466736 MLS
Welcome To 258 Amos Drive-Luxury Estate On a Conservation-Backed Lot. Welcome To This Stunning 4-Bedroom , 5-Bathroom estate nestled on a Premium 183 X 758 Ft Lot with breathtaking , unobstructed views . Perfect for relaxation or entertaining, The backyard is private oasis featuring : Salt Water Pool 18 Feet X 36 Feet ,All-Season Cedar Sauna, All-Season Pool House With Washroom & Steam Shower, professionally landscaped grounds with sprinkler system front and back. Natural stone entrance porch and interlocking pathway .Inside, enjoy over 4800 sq.ft. of refined luxury with 8" Vintage Hardwood Floors Throughout, Pot Lights, and thoughtful, smart design. The gourmet kitchen is a chef's dream, featuring custom cabinetry with soft-close doors, walk-in pantry, Oversized Centre Island , Built-In Thermador appliances And A Breakfast Area With Walkout To A 21' X 24' Deck Overlooking The Backyard .The Family Room Features A Custom Wall TV Unit, Perfect For Cosy Movie Nights Or Entertaining Guests. The Primary Bedroom Serves As A Private Retreat With Sitting Area ,Two Walk-in Closets And A 5-piece Ensuite. All Closets in the Home Feature Professionally Installed Organizers. Additional Bedrooms Offer Ensuite Access And Walk-in Closets.The Home Also Offers 4 Car Garages With 2 Electrical Outlets For EV'S And A Heater In The Main Garage Area, Combining Convenience And Functionality. Whether Enjoying A Sunrise Coffee, Hosting Friends, Or Simply Relaxing In Style, This Property Offers Unparalleled Comfort , Luxury And Lifestyle - Truly-One-Of-A-Kind!

258 Amos Drive, 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

$3,499,999
5 Beds 5 Baths W13162680 MLS
Welcome to this one-of-a-kind raised bungalow estate, situated on a breathtaking 4.5-acre manicured lot & offering approx.7,000 sqft of luxurious living space. Designed for both grand entertaining & comfortable family living, this exceptional home showcases high-end finishes, incredible amenities, & resort-style outdoor features. MAIN LEVEL offers approx.3,480 sqft with 10 ft ceilings & hardwood floors. A grand foyer welcomes you into the spacious Great Room featuring a gas fireplace & skylight. Formal Dining Room impresses with chandelier lighting, pot lights, mood lighting, and a coffered ceiling. Separate Living Room also features elegant coffered ceilings. The gourmet chefs kitchen is truly spectacular, with ceramic flooring, granite countertops & oversized islands, Sub-Zero built-in fridge/freezer, commercial-grade double oven stove, Bosch dishwasher, 3 sinks, wet bar, & walkout to a massive maintenance-free deck installed in 2024. This level also features 4 spacious bedrooms, including a luxurious Primary Retreat with walkout to a private deck, his & her closets, crown moulding & 5-piece ensuite. FULLY FINISHED LOWER LEVEL is an entertainers paradise featuring a huge Recreation Room with fireplace, wet bar, & 2 walkouts to the patio.Games Room with pool table, foosball & air hockey. Media Room with projector, fully equipped Gym with Sauna, second Kitchen with pantry & garage access. Spacious bedroom with 2-piece ensuite, built-in shelving & W/O to patio. Cantina with B/I shelving. Geothermal heating & cooling with dual-zone controls.OUTSIDE: Enjoy your own private resort featuring a Saltwater Pool with new liner, underground plumbing & concrete surround(2023).Tennis court with artificial turf & auto ball machine. Irrigation system & beautifully landscaped grounds. 5-car garages. New epoxy floor in the attached garage. Circular driveway accommodating up to 20 vehicles. Immaculately maintained estate offers luxury, privacy & unparalleled entertainment amenities.

15634 Mountainview 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

$3,454,990
5 Beds 5 Baths W13072312 MLS
Introducing The Somerset Elevation "B" by Carringwood Homes, an exceptional 4,790 sq ft executive residence in the prestigious Hillview Estates on Hunsden. Set on a sprawling 1.21-acre lot, this beautifully designed home offers refined country living with 5 spacious bedrooms, ideal for growing or multi-generational families. A striking 3-car garage enhances the home's grand presence. Inside, thoughtfully curated spaces include a stunning Great Room with a waffle ceiling and gas fireplace, formal living and dining areas, a private den, and a huge chef-inspired kitchen perfect for entertaining. The dining area features a dedicated furniture niche along with a convenient bar/servery, adding both elegance and functionality. A practical mudroom and additional storage room on the main floor provide everyday convenience and organization.Designed for ultimate comfort and privacy, all bedrooms feature their own ensuites and walk-in closets. The luxurious primary suite is a true retreat, complete with a coffered ceiling and a spa-like ensuite featuring a makeup desk.This remarkable property continues the legacy of the original Hillview Estates in Caledon, located at Hillview Place and Highway 50, an address renowned for redefining luxury country living. Surrounded by rolling hills and mature woodlands, it remains one of the most sought-after communities in the region.Now, just minutes north, Hillview Estates on Hunsden carries that tradition forward. With expansive estate lots, timeless architecture, and uncompromising craftsmanship, this is a rare opportunity to experience grand living in a tranquil natural setting-where sophistication meets serenity. As this home is to be built, buyers have the unique opportunity to personalize all interior colours and finishes, working alongside a professional Decor Specialist to create a truly custom dream home.

Lot 2 Hunsden Side 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

$3,495,000
3 Beds 3 Baths W12918200 MLS
Stunning Restored Victorian Farmhouse on 57 Private Acres with Barn & Trails Originally built in 1860 by the McEachern family, this Grand Victorian farmhouse has been beautifully restored, blending timeless craftsmanship with modern comfort. Privately set on 57acres, this rare country retreat features high ceilings, original stonework, hardwood and tile flooring, and countless preserved architectural details including limestone windowsills, gingerbread trim, and a dramatic spiral wood staircase. The spacious 3-bedroom home features an updated open-concept kitchen that flows seamlessly into a large dining area ideal for family gatherings and entertaining. The sun-filled living room is accented with original plaster crown molding and oversized windows that frame views of the garden. The luxurious primary suite offers a spa-like ensuite bath and a huge walk-in closet. Nearly every window offers a postcard-worthy view whether overlooking the historic stone ice house(which could serve as a studio or workshop), the Mennonite-restored bank barn, the fenced paddocks, vegetable gardens, or open meadows. Equestrian-ready, the bank barn features 5 stalls, a wash stall, tack room, and spacious hayloft. There's also a large heated workshop for hobbies or home business use. The land is enrolled in a managed forest program for significant tax savings, and private trails invite riding, hiking, mountain biking, and exploring. Located on a quiet country road just minutes from Caledon amenities, near the GO Train, and within easy commuting distance to the city. Live the country dream with all the comforts of modern living and the beauty of historic charm.

16089 Shaws Creek Road, Caledon

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