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The Rosedale Grand Estate In the prestigious Bridle Path Sunnybrook York Mills neighbourhood, The Rosedale Grand Estate stands as a testament to timeless grandeur and modern sophistication. Positioned on a southwest-facing ravine lot (106.6 x 306), the residence offers panoramic views of the Rosedale Golf Club and a rare conservation backdrop. A full walk-out design extends to expansive terraces and a resort-inspired pool, creating a seamless connection between elegant interiors and the natural outdoors. With approximately 13,280 square feet of living space across three levels, the estate embodies both scale and refinement. Soaring ceilings, rich hardwood floors, and walls of glass bring light and openness throughout. The principal suite serves as a private retreat with a spa-like ensuite, elegant dressing room, and three walk-in closets. At the homes centre, a custom chefs kitchen with walk-in pantry flows into the grand family room, while the sweeping central hall and curved staircase overlook the ravine, offering an architectural statement of distinction. The full walk-out lower level transforms into an entertainers haven, complete with a home theatre, bar, gym, sauna, and nanny's suite. An elevator services all three levels, ensuring accessibility and ease. Beyond the residence, the lifestyle is unmatched. Families benefit from proximity to some of Canadas most celebrated private and public schools. Just minutes away, downtown Toronto awaits with its world-class dining, cultural attractions, theatres, and luxury shopping. With 6+1 bedrooms and 8 bathrooms, The Rosedale Grand Estate is more than a home it is a statement of legacy, offering privacy, prestige, and connection to the best of Toronto living. An extraordinary residence where conservation beauty, refined luxury, and city sophistication meet. A world of magnificence awaits! (id:29237)

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This stunning 1929 Tudor home has been meticulously transformed into a modern masterpiece, seamlessly blending historic charm with contemporary luxury and cutting-edge technology. Set on a sprawling 100' x 277' ravine lot, this $6 million renovation offers an exceptional living experience in one of Toronto's most prestigious neighborhoods. The grand exterior features a restored J.W. Fiske cast iron fountain and a heated cobblestone driveway, accommodating over 10 vehicles. Inside, every detail reflects craftsmanship and sophistication. The chef's kitchen, designed by Scavolini, is equipped with Wolf and Gaggenau appliances, while radiant-heated herringbone oak floors lead to floor-to-ceiling European folding glass doors that open to stunning ravine views. The spa-like bathrooms boast heated marble floors, European wall-mounted toilets, and custom millwork. Hidden HVAC systems, motorized blinds, and recessed lighting create a sleek, minimalist aesthetic. A state-of-the-art audio system, includes over 60 Bowers & Wilkins speakers, powered by Bryston, Sonos, and NAD amps. Four outdoor zones with buried subwoofers ensure exceptional sound across the property. The lower level is designed for entertainment, featuring 10' ceilings, polished concrete floors, a full-size arcade, a professional gym, and an indoor sauna. A walkout leads to a year-round heated pool, hot tub, and an all-season patio with infrared heaters, perfect for outdoor enjoyment in any weather. The home is fully equipped with app controlled automation for lighting, blinds, HVAC, security, audio, access, pool/spa/sauna. Residents enjoy access to the exclusive Baby Point Club, offering tennis, lawn bowling, and community events. A perfect blend of historic charm and modern luxury, this home offers an unmatched living experience. The home features a durable composite cedar roof with a lifespan of up to 60 years, offering long-lasting protection and timeless aesthetic appeal. (id:29237)

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Majestically situated on one of Forest Hills most prestigious streets, this captivating residence masterfully designed by world-renowned architect Gordon Ridgely exemplifies timeless elegance and impeccable craftsmanship. Rooted in classical principles of symmetry, proportion, and balance, the home offers a remarkable blend of grandeur and comfort, ideal for both lavish entertaining and refined everyday living. A wealth of floor-to-ceiling windows, French doors, Juliette balconies, and multiple terraces bathe the interior in natural light, creating an airy, seamless flow throughout the living spaces. Exquisite finishes abound, including wide-plank mahogany hardwood floors and Indiana limestone flooring. The mahogany-paneled library, complete with a wood-burning marble fireplace, offers a warm and sophisticated retreat. A dramatic double staircase leads to the second level, where the serene primary suite features its own fireplace, a spacious walk-in dressing room, and walkout to a private covered terrace. The lower level is a haven for relaxation and recreation, boasting a full spa, entertainment and exercise rooms, and walkouts to beautifully landscaped gardens. Outdoor highlights include a charming gazebo, built-in BBQ, elegant fountain, and a stunning pool all shaded beneath a canopy of mature trees, providing an idyllic and private setting. An incomparable sense of privacy radiates timeless grace and charm, offering a sanctuary in the heart of the city. Perfectly positioned in an enviable location, this distinguished address places you within walking distance of Toronto's finest private and public schools, the boutiques and cafés of Forest Hill Village, premier recreational facilities, and just minutes from downtown and the financial district. (id:29237)

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An extraordinary residence in the heart of Yorkville, Suite 1201 at 155 Cumberland offers just under 4,000 sq. ft. of bespoke living space-a rare half floor home that combines architectural pedigree with modern refinement. With only 15 residences in the building, privacy and discretion are absolute, while the address places you steps from Toronto's finest dining, boutiques, and cultural institutions. This 3-bedroom plus family room residence is defined by its scale and proportion. Ceilings soar to almost 12 feet, while floor-to-ceiling windows frame sweeping city and treetop views. The great room spans the south façade, offering a dramatic yet serene setting for both intimate evenings and grand entertaining. A dedicated dining gallery flows seamlessly into the Downsview-designed chef's kitchen, where top-tier appliances, expansive counters, and custom cabinetry create a space equally suited to culinary artistry and casual gatherings. The primary suite is a private sanctuary, with a spa-inspired ensuite featuring a freestanding soaking tub, walk-in shower, radiant heated floors, and generous dressing areas. Two additional bedrooms, each with an ensuite, provide comfort for family or guests, while the family room offers a second living core-ideal for film, reading, or quiet retreat. Every detail, from wide-plank hardwood to polished stone, has been curated for timeless elegance. Outdoors, a private terrace extends the living space, offering a rare vantage point above Yorkville's storied streets. The building itself is an icon of exclusivity, originally conceived as a modernist penthouse in the 1960s and reimagined in 2010 by KingSett Capital and Quadrangle Architects. Residents enjoy 24-hour concierge, secure underground parking, and discreet entry, ensuring a lifestyle of effortless luxury. Suite 1201 is more than a condominium-it is a trophy residence, offering the scale of a private home with the convenience and prestige of Yorkville's most exclusive address. (id:29237)

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310 Palmerston Blvd is considered to be the finest historical restoration in the City. The genius of JF Brennan Design creates a grand residence of almost 9,000 sq ft of living space on all 4 levels. The brilliance of this distinctive residence is that it blends unique thinking into an architectural achievement of world class taste and esthetics. Originally built in 1889 the structure was reimagined into four luxury freehold townhouses. Throughout the residence, there is a mix of modern, antique, vintage and bespoke lighting & finishes that create a dynamic atmosphere. As you enter the grand entrance, you are overwhelmed by the soaring ceilings and the unforgettable attention to detail. A pair of industrial steel and glass doors introduces the thematic overture of the home. Every room on the main floor is awe-inspiring and on an immense scale, with ceiling heights of up to 14 feet and floors of travertine stone. The open concept family room and kitchen will be the center of your life. The second floor living space has a primary suite unlike any other - a sitting room with double height focal-point windows and a fireplace, then pocket doors to the bedroom, a marble-rich 6p ensuite, and a custom walk-in closet. The two additional bedrooms are equally special, each with an ensuite. The third floor has a captivating metal frame skylight that transmits an incredible amount of daylight into the home. The lower level has a guest suite with a kitchen and a full bathroom. Elevator, two-car garage with EV charger. There is a private expansive courtyard that is the perfect backdrop for dining and entertaining. This home is inconspicuous from the street and then opens up into a neighbourhood rich with culture and conveniences, with the best that Toronto has to offer. Walk to Little Italy, Kensington, UofT, Queen St, and enjoy all the restaurants and independent shops along College St. (id:29237)

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One of the last remaining bungalows on this prestigious street. Award winning builders own home. This home is situated on approximately 3/4 of an acre of land. This sprawling 4+2-bedroom bungalow has 16,000 sq. Ft of total living space. The remarkable garage allows for 5 car parking, including a car lift. The kitchen is a chefs dream, it has custom cabinetry adorned with sub zero fridge/freezer, wok, indoor BBQ, salamander, ice maker, triple oven, drink fridge, wine fridge and more. This custom one-off masterpiece will not disappoint. The main floor features a formal living, dining, and family room. The primary bedroom retreat features it own sitting room, with walk out to a lush, landscaped yard. His and Hers dressings rooms are not to be missed. The basement level dressing room is a private oasis, featuring its own closet space, sitting room, 2 pc bathroom and cedar closet. Each of the three remaining bedrooms feature their own walk-in closets and ensuite washrooms. The lower level has two bedrooms with walk in closets, and ensuite washrooms. They are perfect for a nanny's suite, or in laws quarters. This home features an indoor pool, surrounded by stone deck, shower area, steam room, and washroom. The French doors open to walk out to the backyard for an indoor/outdoor pool experience. The backyard is perfect for entertaining, it features a covered porch with fireplace, a dining area, lounge area, built in BBQ and pizza oven. The back of the property features a full-size sport court. This property is truly magnificent and one of a kind. (id:29237)

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MORE THAN JUST A RESIDENCE...A WORK OF ART. Designed by Bill Mockler and Drawing Room Architect Inc. and constructed by Teddington Homes. A sophisticated contemporary design with breathtaking ravine views. The front facade is adorned with a custom carved stone statue, smooth limestone, majestic white flowering pear trees flank the front walkway to a stainless steel & glass double door entry, marble foyer, and 10 ceilings. Natural light throughout the residence with massive floor-to-ceiling windows, skylights, and a striking two-storey foyer inviting the beauty of the outdoors inside. The Great room is balanced with two fireplaces and ever changing seasonal views of the garden, formal dining room with refined details, fireplace, & opens to private patio. Chefs kitchen with seamless cabinetry, immense marble island, premium appliances, breakfast area, servery, and pantry. Family room with custom millwork, fireplace, walk out to the garden, and an exquisite powder room. Luxurious primary suite, six-piece spa bath, massive dressing room (originally planned as a 4th bedroom), two other bedrooms with ensuites, and full laundry room. Lower level with recreation room, additional bedroom/exercise rm, bathroom, second laundry rm and wine cellar. The fluid design creates spacious rooms that engage the senses at every turn with, generous wall space for the art collector, high-end finishes, negative trim detailing, luxurious marble surfaces, custom millwork, archways that stretch to the ceiling, exquisite wood elements, automated blinds that recess into walls, Control4 system for lights, speakers, and security. Spectacular 75 x 300 extremely private lot with inviting gunite pool, sundeck, sitting area and outdoor dining area - an oasis! Unparalleled opulent living for those seeking elegance, style, and ultimate privacy on one of Toronto's most coveted streets. Steps to Rosedale Golf Club, fine dining & boutique shops on Yonge St in the prestigious Teddington Park neighbourhood. (id:29237)

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Dramatic Curb Appeal. Custom Château-Inspired Residence For The Bespoke Buyer On Secluded Crescent With Breathtaking Ravine Views Overlooking Rosedale Golf Club And Lush Greenery. Natural Stone & Beldon Brick Exterior With A Cedar Shake Roof Accented By Copper Eavestroughs. Enter Through Its Imposing Natural Walnut Slab Entry Door Or Its Triple Car Garage. Over 9,000 Sqft Of Living Area, Inclusive Of Its 3,000 Sqft Lower Level. Oversized Crema Marfil Marble Slab Floors Through Its Expansive Foyer And Hallways. Sun-Drenched. Walnut Panelled Library. Gourmet Kitchen With Waterfall Island And Separate Dinette. Formal Living Room And Oversized Family Room. Elevator. Sweeping Staircase With Limestone Steps. Primary Bedroom Includes Ante Room Entry, Sitting Room, His And Hers Ensuites And Two Large Walk-In Dressing Rooms. Finished Lower Level Features An Exercise Room With Adjacent Sauna And Hot Tub, Wine Cellar, Large Recreation Room, Three-Tiered Home Theatre, Fully Equipped Kitchen, Nanny's Suite With Kitchenette. A Lower Level Walkout To Gardens, Stone Terraces, Pool, Barbeques And More. (id:29237)

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Nestled in Toronto's prestigious Rosedale neighbourhood, this landmark mansion occupies an expansive 100' x 122' estate-sized lot and offers over 7,500 square feet of impeccably designed living spaces. With 7 + 1 generously proportioned bedrooms, 8 bathrooms, and an exceptional third-floor loft, this grand residence seamlessly blends historic architecture with the scale, elegance, and functionality. Originally built circa 1900 for the distinguished Applegate family, the home has been meticulously restored and thoughtfully maintained to preserve it's architectural heritage including a self portrait stain glass window of Mrs. Applegate herself. Drawing inspiration from the classical traditions of Italian Renaissance architect Andrea Palladiio - most notably his iconic Villa Rotunda in Vicenza, Italy - the home reflects timeless design and exceptional craftmanship. A majestic octagonal central hall, framed by twelve lonic columns, creates an unforgettable first impression and sets the tone for the rest of the residence. Throughout the home, rich period details abound: original oak hardwood floors, finely hand-craved oak mouldings and wainscoting, intricate millwork, and 6 fireplaces with decorative tile and brick hearths. The soaring 10-foot ceilings are adorned with ornate plaster crown mouldings, ceiling medallions, and oak-beamed details that speak to the home's historical significance. Expansive bow windows and beautifully preserved stained glass flood the interior with natural light and highlight the warm, elegant atmosphere. Outside, the property is a private oasis, surrounded by mature trees, lush landscaping, and tranquil gardens that offer rare serenity in the heart of the city. A detached two-car garage and additional parking for three vehicles provide added convenience. This is a once-in-a-generation opportunity to own a truly iconic Rosedale residence - an architectural treasure steeped in history and timeless charm. (id:29237)

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Some homes are measured in square footage others by the lifestyle they offer. 23 Bayview Ridge is one of those rare estates that go beyond numbers, delivering a level of luxury and prestige that is truly unmatched. Set on 1.25 acres, (110.38 x 506.04 Feet) this stunning ravine lot offers unobstructed views of a 15-acre golf course, with the city skyline twinkling in the distance. A perfect blend of natural beauty and sophistication, this home is designed for those who appreciate the finer things in life. Spanning 12,000 sq. ft., this architectural masterpiece is built with solid concrete and reinforced zig-zag metal, ensuring both strength and elegance. A grand circular driveway, along with a fourth garage, provides parking for up to 22 vehicles, adding to its impressive presence. Inside, 9 bedrooms and 11 bathrooms offer a refined yet comfortable living experience. Every space is designed with meticulous attention to detail, combining modern style with classic luxury. But the true beauty of this estate lies beyond its wall sits in the lifestyle it offers. Peaceful golf course views, breathtaking sunsets, and the serenity of a private retreat, all within minutes of the city's best amenities.23 Bayview Ridge is more than a home; its a rare opportunity to own a piece of Toronto's finest real estate. Newly redesigned and ready for your personal touch, this estate is waiting to become your dream home. (id:29237)

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Rarely offered contemporary custom crafted home in prime Lawrence Park. Quiet treelined street, sensational curb appeal with limestone, brick exterior, large floor to ceiling windows. Quality finishes throughout, cohesive designing and modern layout. Exceptional Great Room combining casual living space, dining and spectacular eat-in kitchen with clean lines and integrated finishes. Expansive glass windows and doors, all overlooking the incredible backyard pool, cabana and entertainer patio. Perfectly positioned powder room off the mudroom which has side door entry and direct access to the double car garage. Primary suite with a treetop view of the pool, 5 piece ensuite bathroom and unreal dressing room fit with a custom closet system. 3 remaining bedrooms with ensuite bathrooms and walk-in closets. Second floor laundry room for ease and convenience. 10 ft ceilings on the main floor and second floor. Sensational basement (9 foot ceilings) with supersized family room, the generous proportions allow for entertainment area and games room. There is a bonus home gym and an additional bedroom with 3-piece ensuite bathroom. This house boasts incredible natural light, custom paneling, oak hardwood floors and heated porcelain tile floors throughout. The backyard has been designed for entertaining in the city. The covered patio with gas fireplace is perfect for entertaining and the salt water pool and sundeck will keep the kids happy. The rear cabana offers bonus climate controlled space year round. Landscaped with column trees and sleek metal fencing for the ultimate in privacy. No expense spared in the construction of this contemporary masterpiece. (id:29237)

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Welcome to an exceptional residence of unparalleled craftsmanship in the heart of prestigious Lytton Park. Masterfully designed by architect Lorne Rose, 239 Cortleigh Boulevard is a 5 bed, 7 bath home with a seamless blend of artistry and the finest of materials across all 8,285 sq ft of living space. Upon arrival, a heated limestone walkway leads to an opulent entrance framed by a limestone facade, where a grand foyer captivates with heated white marble flooring inlaid with metal accents. Custom stone, velvet paneling, mirrored surfaces, and brass fixtures set a tone of luxury. The formal dining room features a striking marble fireplace and a built-in marble wine wall. The kitchen is a culinary showpiece with a large marble island, matching countertops and backsplash, a Lacanche gas range, Sub-Zero paneled fridge and freezer, Miele appliances and a butlers pantry. The adjoining family room has a custom marble feature wall with gas fireplace and 12-foot sliding glass doors opening to a heated covered terrace with an outdoor kitchen. The backyard is a private oasis featuring a limestone patio, irrigated landscaping, and a custom concrete pool with waterfall and hot tub. The opulent second floor primary retreat features bespoke millwork, marble gas fireplace and a wet bar. The spa-inspired ensuite features a white marble heated floor and a walk-in spa shower. Dual walk-in closets, complete with a backlit onyx stone island, custom cabinetry, and an Onyx makeup station are dazzling. The four additional bedrooms are impeccably appointed featuring ensuite baths, heated floors, and designer finishes. The lower level is an entertainers paradise, boasting a home theatre, a sleek marble bar, and a full-size gym. A cabana-style change room allows for direct pool access, plus a nanny suite and secondary laundry. Every detail in this stunning residence has been meticulously curated to deliver an unparalleled living experience just moments to extraordinary amenities. (id:29237)