Luxury Estates & Executive Homes

In the Greater Toronto Area, a luxury estate is a sophisticated alignment of prestige, privacy, and long-term equity. At Gondia Realty Group, we provide exclusive access to the region's most distinguished neighborhoods, specializing in the architectural integrity and land value of the GTA’s premier "Golden Horseshoe" corridors.

From the historic, tree-lined manors of Old Oakville, Eastlake, and Morrison, to the secluded ravine estates of Lorne Park, Mineola, and Doulton Estates in Mississauga, we navigate the nuances of high-value asset acquisition. Our expertise extends to the equestrian acreages of Milton and Halton Hills, the prestigious waterfront reaches of Roseland and Shoreacres in Burlington, and the elite urban pockets of The Bridle Path, Forest Hill, Rosedale, and The Kingsway.

Whether you are targeting a gated custom build in Kleinburg, a modern masterpiece in South West Oakville, or a private sanctuary in Lawrence Park, the luxury market demands more than a search—it requires a fiduciary framework. In an environment where the most coveted properties often trade off-market, our Private Concierge ensures you secure your next signature residence with absolute discretion and market precision.

Map search hidden while editing

CUSTOM SEARCH

Luxury Estates & Executive Homes

Secure a signature residence in the GTA’s most prestigious enclaves, where custom architecture, sprawling private lots, and long-term equity meet unparalleled prestige.
Forgot password Extend Verify Contact
1-12/446
  • 17 Ardwold Gate in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C13737220

    17 Ardwold Gate Casa Loma Toronto M5R 2W1
    Main Photo: 17 Ardwold Gate in Toronto: Casa Loma House for sale (Toronto C02)  : MLS®# C13737220
    $34,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13737220
    Bedrooms:
    8
    Bathrooms:
    11
    Perched Above The City Skyline. One Of The Most Architecturally Significant And Breathtaking Estates In Toronto, Discretely Nestled At The End Of A Cul-De-Sac. This Luxurious Residence Offers Stunning Views At Every Turn And Is Just A Short Walk To The Historical Casa Loma Landmark, Sir Winston Churchill Park, And All Other Amenities. This Estate Boasts Over 15,200 Square Feet Of Meticulously Designed Living Space, Crafted By Its Owner With The Finest Materials And State-Of-The-Art Innovation And Technology. Accommodate Eleven Cars With An Interior Parking Space Complete With Its Very Own Turntable And Car Wash. The Grand Main Level Features Soaring 12-Foot Ceilings, A Private Elevator, And A Chef-Inspired Kitchen With A Walk-In Fridge And Spacious Butlers Pantry. The Sprawling Primary Suite Includes An Impressive Sitting Area And An Opulent 8-Piece Marble Bath Fit For Royalty, While All Family Bedrooms Feature Ensuites. The Third Floor Offers State-Of-The-Art Gym/Spa Amenities With Dry And Wet Saunas, A Terrace, And A Hot Tub. The Lower Level Boasts A Cinematic Home Theatre, Kidzone Playroom, Catering Kitchen, Staff Quarters, And Fully Automated Dual Wine Cellars. The Gated Residence Features An Indiana Limestone Faade, Heated Driveway, Walkways, And Rear Stone Terrace. Meticulously Landscaped Gardens Include Multiple Water Features, An Outdoor Kitchen, Lounging Areas, A Breathtaking Concrete Pool With An Automated Cover, An Outdoor Fire Pit, And A Separate Cabana With A Change Room And 3-Piece Washroom. This Contemporary Opulence Sets A New Standard Of Luxury Living, Offering An Unparalleled Lifestyle For The Discerning Buyer. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
  • 2054 Lakeshore Road E in Oakville: 1006 - FD Ford House for sale : MLS®# W13453124

    2054 Lakeshore Road E 1006 - FD Ford Oakville L6J 1M3
    Main Photo: 2054 Lakeshore Road E in Oakville: 1006 - FD Ford House for sale : MLS®# W13453124
    $33,000,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13453124
    Bedrooms:
    7
    Bathrooms:
    13
    2054 Lakeshore Rd. East is one of Oakville's finest lakefront estates.Situated on 1.6 acres & 166 ft of pristine shoreline, complete with deck & stairway access to the water. Designed by renowned architect Gren Weis & brought to life by the exceptional craftsmanship of Coulson Fine Homes.This magnificent 7-bdrm, 13-bath home spans an impressive 19,210 sq ft living space.Step into the grand formal entrance where limestone cast walls create a dramatic first impression serving as a prelude to the extraordinary spaces beyond.The residence showcases 12 ft ceilings on the main level, Brazilian walnut flooring thru-out & custom cabinetry adorns this remarkable home.The estate features an expansive living & dining rm w/breathtaking water views, perfect for intimate gatherings or grand celebrations.Step outside to the covered terrace where you can relax to the sounds of the "Bellagio" inspired fountains & waterfall.The gourmet open-concept kit.flows effortlessly into the fam.rm where water views & fp create a relaxed & comfortable space.The lower-level transforms into an entertainer's paradise, w/a state-of-the-art home theater, gym w/direct access to the infinity edge pool,steam room, golf simulator, wine cellar, billiards area w/rec room & catering kit.A private 2-bdrm nanny suite w/sep. entrance. Two laundry rooms .An elevator gives you convenient access to all 5 levels of this thoughtfully designed home.The outdoors offers multiple entertaining areas nestled within the manicured landscaped grounds, the lakefront deck & poolside.The power screened sunroom offers 3 season enjoyment.His & Hers double car garages to accommodate 4 vehicles w/additional parking for 20 more on the circular driveway & auxiliary prkng areas-perfect for hosting memorable events.This waterfront estate represents more than just a home it's a lifestyle statement and every detail is curated to create an environment of uncompromising luxury and comfort. LUXURY CERTIFIED. More details
    Listed by RE/MAX Escarpment Realty Inc., Brokerage
  • 68 Old Colony Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C13479304

    68 Old Colony Road St. Andrew-Windfields Toronto M2L 2K1
    Main Photo: 68 Old Colony Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C13479304
    $30,000,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13479304
    Bedrooms:
    9
    Bathrooms:
    17
    A True Architectural Masterpiece Built And Designed By Danieli Development, This Extraordinary Custom Estate Exemplifies The Highest Level Of Craftsmanship, Innovation, Premium Imported European Limestone, And Modern Luxury. Showcasing Exceptional Scale And Impeccable Attention To Detail, This One-Of-A-Kind Residence Features Imported Materials From Europe, Bespoke Millwork, Designer Finishes, And State-Of-The-Art Control4 Smart Home Automation Throughout. A Grand Circular Staircase, Elevator Servicing All Levels, Expansive Principal Rooms, Soaring Ceilings, Heated Stone And Hardwood Floors, And Dramatic Floor-To-Ceiling Windows Create An Unparalleled Living Experience. The Chef-Inspired Gourmet Kitchen Is Appointed With A Dramatic Illuminated Quartzite Island, Premium Gaggenau And Bertazzoni Appliances, And A Fully Equipped Secondary Prep Kitchen. The Spectacular Primary Retreat Offers Boutique-Inspired Dual Dressing Rooms And Lavish His & Her Spa Ensuites. Additional Highlights Include Multiple Family And Entertainment Spaces, A Private Office, A Sophisticated Bar/Lounge, Home Theatre, Professional Gym, Indoor Basketball Court, And A Lower-Level Nanny Suite. Designed For Exceptional Indoor-Outdoor Living, The Residence Features Heated Terraces, A Heated Swimming Pool With Water Feature, Integrated Indoor/Outdoor Audio, Irrigation System, And Front & Rear Snowmelt System Including The Driveway And Deck. A Rare Offering Where Timeless Architecture Meets Contemporary Luxury, Created For The Most Discerning Buyer. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
  • 489 Lakeshore Road E in Oakville: 1011 - MO Morrison House for sale : MLS®# W13030806

    489 Lakeshore Road E 1011 - MO Morrison Oakville L6J 1K4
    Main Photo: 489 Lakeshore Road E in Oakville: 1011 - MO Morrison House for sale : MLS®# W13030806
    $23,980,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13030806
    Bedrooms:
    5
    Bathrooms:
    8
    Welcome to 489 Lakeshore Road East, a truly exceptional estate crafted by the renowned Ferris Rafauli, nestled in the prestigious enclave of southeast Oakville along the serene shores of Lake Ontario. This rare one-acre property boasts a remarkable 18,000+ square foot steel-frame home, meticulously designed to showcase unparalleled craftsmanship and timeless elegance. Every detail of this exquisite residence speaks to a dedication to luxury living, from its concrete structure to its five bedrooms and eight baths, eight fireplaces, three kitchens, and elevator for seamless access to all levels. Indulge in the ultimate relaxation with amenities such as an indoor pool, built-in spa, dry sauna, and cabana with a full kitchen. The property also features a four-car garage, 600-amp electrical service, in-floor heating, and cutting-edge building operation systems, all complemented by award-winning landscaping that surrounds this magnificent estate. For the discerning buyer seeking the epitome of luxury living, 489 Lakeshore Road East offers an unparalleled opportunity to experience a lifestyle of opulence and refinement. More details
    Listed by ENGEL & VOLKERS TORONTO CENTRAL
  • 45 Park Lane Circle in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13786190

    45 Park Lane Circle Bridle Path-Sunnybrook-York Mills Toronto M3C 2N3
    Main Photo: 45 Park Lane Circle in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13786190
    $22,800,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13786190
    Bedrooms:
    6
    Bathrooms:
    9
    Welcome To An Exceptional Private Gated Modern Estate, Extensively And Exquisitely Remodeled And Nestled Within The Iconic Bridle Path Neighbourhood. Sprawling Across 2 Acres And Boasting A 300-Foot Wide Frontage, This LA-Style Estate Offers An Unparalleled Level Of Sophistication With Over 14,000 Square Feet Of Living Space. Designed By Award-Winning Architect Tina Barooti Of Tiarch Architecture, Recipient Of The American Canadian Property Awards. The Renovation Was Executed By HCRA-Approved General Contractor Motif Build. Renovation Included Repair Of Drywalls, Plumbing, Electrical, And Heating & Cooling Systems, Replacement Of The Old Windows And Doors With New High-Quality Windows And Doors, New Custom Cabinetry Throughout, And Significant Exterior Repairs Including The Driveway, Swimming Pool, And Tennis Court. Enjoy An Outdoor Oasis With A Private Tennis Court, A Swimming Pool, And A Jacuzzi. The Ultra-Premium Concrete, Steel, Glass, And Stone Build Is Adorned With Skylights Featuring Shades, Illuminating The Space With Natural Light And Highlighting Magnificent Architectural Embellishments. Additional Amenities Include Glass Elevators, A Theatre Room, A Fully Equipped Gym, A Spa With A Steam Room, A Bar, And A Wine Cellar. The Estate Features Engineered Hardwood Imported From Europe. Practical Luxury Meets Timeless Elegance With A Heated Driveway And Impeccable Finishes Throughout The Property. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
  • 45 Bayview Ridge in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12694680

    45 Bayview Ridge Bridle Path-Sunnybrook-York Mills Toronto M2L 1E3
    Main Photo: 45 Bayview Ridge in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C12694680
    $22,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12694680
    Bedrooms:
    8
    Bathrooms:
    10
    Arguably one of Torontos most iconic estates, this French-style chateau is an extraordinary expression of European grandeur on a 3.12-acre double lot in the prestigious enclave of Bayview Ridge. Designed by renowned architect Gordon Ridgely, the residence commands unobstructed western views over the Rosedale Golf Club. Beyond the stately stone gates and circular drive, manicured gardens by Ron Holbrook frame a breathtaking setting featuring a negative-edge infinity pool, a reflecting pond with a stepped waterfall, tennis court, kitchen gardens, flagstone terraces, and a stone cabana. The striking facade spans nearly 150 feet, clad in Indiana buff limestone and rubble stone with Vermont unfaded green slate shingles and lead-coated copper details. An ivy-clad turret anchors the asymmetrical design, lending the home its signature silhouette. Inside, over 15,000 square feet of living space showcases Brazilian cherry wood floors with African wenge inlay, acid-etched antique Crema Marfil marble, coffered ceilings, Indiana limestone fireplaces, and solid North American cherry doors. Six principal bedrooms and two additional suites are complemented by ten baths and warm, richly detailed interiors. The main floor features an impressive library and office with wood-burning fireplace, a grand dining room with artisan-painted walls and ceilings, a conservatory beside the spacious family room, and a sunlit morning room perfect for coffee. Three staircases, including a hidden passage, lead to the lower level with a Bordeaux-inspired wine cellar, cigar room, gym, nanny suite with two bedrooms, a full kitchen, and a large recreation space. Upstairs, the primary suite offers a six-piece spa bathroom, dual dressing rooms, gas fireplace, and sweeping views. Each bedroom enjoys an ensuite bath and sitting area, blending luxury with practicality. This remarkable estate is a once-in-a-generation offering at once grand, intimate, and built to endure. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA and ROYAL LEPAGE REAL ESTATE SERVICES LTD.
  • 221 Forest Hill Road in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C13475538

    221 Forest Hill Road Forest Hill South Toronto M5P 2N3
    Main Photo: 221 Forest Hill Road in Toronto: Forest Hill South House for sale (Toronto C03)  : MLS®# C13475538
    $21,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13475538
    Bedrooms:
    7
    Bathrooms:
    9
    Welcome to 221 Forest Hill Road, an architectural masterpiece with nearly 13,000 sq ft of living space set on a private 17,000 sq ft lot (nearly half an acre), nestled along the Beltline Trail in the heart of one of Toronto's most exclusive enclaves. This estate represents the pinnacle of bespoke luxury, meticulously brought to life by some of Toronto's finest: Lorne Rose Architect, JTF Homes, Dvira Interiors, and Fitzgerald and Roderick Landscape Design. Clad in hand-selected limestone with slate and copper roofing, this residence evokes the timeless elegance of a Provençal château. The interiors are layered rather than loud, defined by chevron white oak floors, custom crown moulding, imported wallpaper, hand-carved mantels, tailored lighting, and generous rooms designed for real life. The kitchen is warm, detailed, and highly functional, with handmade Portuguese tile, millwork by Emanuele Furniture Design, marble counters, Miele appliances, and a charming breakfast nook. It connects naturally to the family room, where French doors open seamlessly onto the terrace. This is where mornings, after-school play, long dinners, and quiet weekends all make sense. The primary suite is one of the home's most memorable chapters. Vaulted ceilings, a fireside sitting room, arched detailing, and custom drapery create a private retreat. The upper levels unfold with generous bedrooms, thoughtful storage, dormer reading nooks, garden views, and spaces that feel personal rather than generic. The lower level adds another dimension to the home, with a large prep kitchen, recreation room, games area, gym, theatre, cedar infrared sauna, cabana storage complete with a kitchenette and bath, dog washing station, and nanny's quarters. Outside, the grounds are designed for privacy, leisure, and year-round use. The saltwater pool and hot tub, sport court, covered porch, outdoor kitchen, imported stone planters, automated gate, and landscaped gardens create a setting that feels deeply livable. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
  • To access this listing,
    please create a free account

  • To access this listing,
    please create a free account

  • 15 Park Lane Circle in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13070912

    15 Park Lane Circle Bridle Path-Sunnybrook-York Mills Toronto M3B 1Z8
    Main Photo: 15 Park Lane Circle in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C13070912
    $16,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13070912
    Bedrooms:
    5
    Bathrooms:
    7
    Stunning!!! 2024 Renovations. Nestled In Toronto's Most Prestigious Neighbourhoods - The Bridle Path. This Exquisitely Renovated Tudor-Style Mansion Blends Old-World Charm With Modern Sophistication. Set On A Sprawling Gated, Manicured Estate West Facing 2 Acre Lot. This Stately Residence Captures The Essence Of Refined Living With Its Classic Architectural Details And Thoughtfully Updated Interiors. Just Recently Updated By Renowned Greengold Construction With New Kitchen, Servery, Bathrooms, Lighting, Millwork, Reclaimed Solid Hardwood Floors, Complete Lower Level With Theatre Room, Home Automation, Security, Irrigation & More. The Home Exudes Timeless Character And Historic Elegance. Designer Wallpaper, Ornate Crown Moldings, Intricate Wood Paneling, Multiple Fireplaces And Multiple Walkouts To The Sprawling Gardens Make This A One Of A Kind Offering. The Gourmet Kitchen, Reimagined With Bespoke Cabinetry And Top-Of-The-Line Appliances, Is A Perfect Marriage Of Tradition And Innovation. Lavish Formal Principal Rooms Offer Effortless Flow For Both Intimate Gatherings And Grand-Scale Entertaining. Upstairs, The Palatial Primary Suite Boasts A Marble Ensuite And While Additional Guest And Family Suites Offer Refined Comfort Throughout. Luxury Hotel Lobby-Like Lower Level Includes Ample Storage, A Lounge, Bar, Nanny Quarters And A Theatre. Outside, The Estate Unfolds Into A Secluded Retreat, Complete With Formal Gardens, Motor Court, A Terrace And A Refurbished Tennis Court. Offering The Grandeur Of A Bygone Era With All The Amenities Of Modern Luxury, This Rare Bridle Path Masterpiece Is Truly One Of A Kind. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
  • 382 Old Yonge Street in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12945142

    382 Old Yonge Street St. Andrew-Windfields Toronto M2P 1R4
    Main Photo: 382 Old Yonge Street in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12945142
    $16,800,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12945142
    Bedrooms:
    7
    Bathrooms:
    12
    A truly one-of-a-kind estate showcasing an NBA-calibre professional sports court, set on over 1.3 acres of breathtaking ravine vistas. This exceptional residence is clad in timeless limestone and offers an uncompromising standard of luxury, craftsmanship, and design. Boasting over 9,390 square feet above grade, plus an extraordinary 6,042 square foot lower level featuring a full basketball court, this home is the ultimate in grand-scale living and entertaining. No expense has been spared, with soaring ceilings, bespoke finishes, and meticulous attention to detail throughout. State-of-the-art technology enhances every aspect of the home, including a fully integrated Control4 automation system, Alexa connectivity, and a spectacular home theatre with 4K projection and a 152-inch screen. The main level features a private in-law suite, an elegantly panelled library, and a chef-inspired kitchen complete with a wood chopping block, expansive centre island, and built-in refrigeration-designed for both everyday living and elevated entertaining. The primary retreat is a sanctuary of indulgence, highlighted by a lavish 11-piece onyx marble ensuite and a custom-designed dressing room. Outdoors, the estate transforms into a dream resort-style oasis, complete with a stunning pool, private soccer field, outdoor bar and kitchen, granite fire pit, and an expansive stone terrace-perfect for hosting or unwinding in complete privacy. This estate is just minutes to highway access, top public and private schools and boutique shops and eateries nearby. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
  • 2 Bridle Heath Gate in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12339314

    2 Bridle Heath Gate Bridle Path-Sunnybrook-York Mills Toronto M3B 2B4
    Main Photo: 2 Bridle Heath Gate in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C12339314
    $16,800,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12339314
    Bedrooms:
    4
    Bathrooms:
    4
    The Palisades of Bridle Path. Nestled in the heart of North York, The Bridle Path is synonymous with elegance, exclusivity, and ultra-luxury living. Known for its sprawling estates, gated mansions, and lush, tree-lined streets, this iconic neighborhood is home to business moguls, celebrities, and global elites. Boasting some of the most architecturally significant properties in the country, The Bridle Path offers unmatched privacy, world-class amenities, and proximity to prestigious schools, the Granite Club, and the Toronto French School. A rarely offered 2-acre parcel of land nestled among some of the country's most iconic estates.This expansive, ultra-private property presents a blank canvas for a world-class residence, surrounded by mature trees, estate homes, and the unmistakable prestige of Canadas most exclusive neighborhood. Whether you're envisioning a grand architectural masterpiece or a timeless legacy estate, this rare land offering is a chance to create something truly remarkable. The Bridle Path represents the pinnacle of luxury real estate in Canada. A world of magnificence awaits More details
    Listed by HAMMOND INTERNATIONAL PROPERTIES LIMITED
1-12/446
Data was last updated September 20, 2026 at 02:15 PM (UTC)

Searching for a something unique

Private Concierge accesses

If you have a unique vision or a specific neighborhood in mind, let us find it for you. Our Private Concierge service specializes in uncovering off-market opportunities in Lorne Park and Oakville, giving you first-access to the GTA’s most prestigious properties.

This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.