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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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Prestigious Bridle Path Ravine Mansion on Exclusive Enclaves of Glenorchy. Modern French Chateauesque with Renaissance Design. Renowned Hovan-Homes Masterpiece. Soaring 25 Ft Ceiling Anchors Grandeur Foyer and Symmetrical Layout. Upscale Finishes Acclaims Both Contemporary Living & Timeless Elegance. Total Appx 7,366 Sf Luxurious Interior. Above 5,564 sf. Walkout Lower Level 1,802 Plus 3-Car Garage. Upper Four Ensuite Bedrooms, Downstair Guestroom & Nanny's Quarter. Lavish Walk-in & Walk-through Wardrobes. Culinary Maple Kitchen. Hand-painted Royal Library. Salon Style Gallery Hallways. Segmental Arches, Detailed Dormers, Curved Staircase, Cast Iron Accents, and Silk Fabric Walls Consistently Honouring the Homeowner's Fine Taste. Sitting atop of Acres of Lush Glendon Forest & Sunnybrook Park to Enjoy Panoramic Greenery & Private Oasis. Perfect Proximity to Granite Club, Golf Courses, Crescent, Harvergal, T.F.S., U.C.C., Crestwood & Wealth Choice of Top Ranking Public & Private Schools.**EXTRAS** Enhanced Outdoor Living Adored Professionally Crafted Front & Back Gardens, Grotto Patio & Natural Stone Paths, Circular Driveway Extending Long Inner Drive, and unparalleled ravine (id:29237)

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Tucked Away On A Quiet Cul De Sac In Hoggs Hollow And Backing Onto The Serene Grounds Of Rosedale Golf Club, 12 Winton Road Is A Striking Modern Residence By Arriz + Co Design, Set On A Rare Pie Shaped Lot That Blends Bold Architectural Expression With Refined, Livable Luxury. From The Moment You Arrive, A Fireplace Set Into The Front Window Creates An Unforgettable Introduction And Offers A Glimpse Into The Home's Design. Inside, A Dramatic Concrete Wall Anchors The Staircase, While Skylights And A Suspended Upper Hallway Draw Natural Light Deep Into The Space, Creating A Sense Of Openness Throughout. The Principal Rooms Are Connected And Defined, With The Living And Dining Areas Separated By A Sculptural Three Sided Fireplace, While The Office Is Set Apart By A Built In Aquarium That Adds Calm Without Breaking Flow. The Kitchen Is A True Statement, Outfitted With Top Of The Line Appliances And Wrapped In Marble Slab Surfaces, Seamlessly Connecting To The Family Room And A Rounded Breakfast Bay Overlooking The Private, Tree Lined Backyard. Upstairs, The Primary Suite Features Two Beautifully Designed Dressing Rooms With Custom Millwork And A Spa Like Ensuite, While Three Additional Bedrooms Offer Generous Scale And Their Own Ensuites. A Standout Indoor Outdoor Solarium With Skylights Includes A Hot Tub, Heaters, And A Fridge, Creating A Year Round Retreat. The Lower Level Is Bright And Designed For Entertaining With A Wine Cellar, Full Kitchen, Bar With Built In Marble Island, Gym, And An Additional Bedroom With Ensuite. Outdoors, Heated Steps And Driveway, Curated Landscaping, And A Secluded Backyard With A Custom Gib San Pool And Fire Table Complete This Private Setting. A Rare Offering Where Architecture And Setting Come Together Seamlessly, This Is Escapism In The City. (id:29237)

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A rare chance to own a prestigious corner freestanding, 3-storey building featuring six self-contained rental units. Ideally located in the centre of downtown. Only two-minute walk to the University of Toronto. Six apartment units. 25 bedrooms, 6 kitchens. 16 parking spots. Coin laundry system for tenants. 6,862 sq ft above grade. Full basement with an opportunity to add additional living space. Just steps from Chinatown, Kensington Market, OCAD University, and Entertainment District. Easy access to public transit and major hospitals. Enjoy unbeatable convenience with restaurants, grocery stores, and cafes just around the corner. A truly prime location offering consistent rental demand and long-term value. Perfect for strong and steady income. Fire code compliant building. Fire escape for each unit. Fire sprinklers in whole building. New owner can build one more 3-storey building at the back. Drawings are available. Zoning permits apartment building, townhouse, short-term rental, etc. (id:29237)

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Welcome to an exceptional residence of unparalleled craftsmanship in the heart of prestigiousLytton 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 sqft 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 in laid 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 suite 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)

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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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Nestled on a quiet, tree-lined street in Lytton Park, 207 Strathallan Blvd is a bespoke 5+ bedroom residence offering over 6,500 sq.ft. of elegantly crafted total living space. Built in 2019 by Teddington Homes & realized with uncompromising craftsmanship & a refined palette of luxury materials, the home was conceived under the architectural direction of Limor Benmor-Mizrahi (formerly of Peter Higgins Architect) & finished with interiors by Debra Salmoni, embodying a balance of modern sophistication & enduring comfort. A monumental front door opens into a refined foyer with a custom marble-inlay floor. A powder room is conveniently located off the foyer, across from the executive office. White oak & heated stone flooring, soaring ceilings & abundant natural light create an atmosphere of calm refinement. At the front, the executive office is anchored by a sleek see-through gas fireplace that also serves the open-concept formal living & dining areas, where French doors walk out to a flagstone terrace. The centre hall leads into the sun-filled family room with floor-to-ceiling windows & oversized sliders extending the space to the backyard. The south-facing breakfast area enjoys another walk-out. The kitchen, both a design statement & a culinary workspace, features integrated pro-grade appliances, custom Bellini cabinetry, marble countertops & backsplash, an oversized limestone island with seating, extended-height cabinetry & a fully outfitted butler's pantry with access to the mudroom & garage. Upstairs, the primary suite is a private retreat with a gas fireplace, balcony, soaring ceiling & spa-inspired 5pc ensuite. Three additional bedrooms each offer a private ensuite & custom walk-in closet. The 3rd level provides a flexible 5th bedroom suite with a 3pc ensuite & balcony. The lower level features a large entertainment room with kitchenette & walkup, a glass-enclosed fitness studio, a 6th bedroom with 3pc ensuite, the main laundry room, a 2pc bath & a cold room. (id:29237)

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Signature French Country Estate, Dramatic Facade With Exquisite Stone Accents On With A Spectacular Premium Corner Locale On Ravine With Panoramic City Views And The Rosedale Golf Club. Located Within On One Of The Most Sought After Enclaves Of The Exclusive Bridle Path-Sunnybrook-York Mills neighborhood. A Tranquil Oasis Of Classic Luxury. This Estate Features A Main Floor Primary Retreat Complete With Spa-Like 5-Piece Ensuite and Walk-In His/Hers Dressing Room Plus Gym, A Separate In-Law Or Guest Suite Complete With Kitchen And Living Room, Bedroom & Ensuite, Five Additional Bedrooms Suites On It's Upper Level. Rich In Hardwood Floors, Elegant Custom Mouldings, Numerous Walk Outs, And The Finest Luxury Appointments Throughout. The Main Floor Boasts A Gourmet Kitchen With Breakfast Area Plus Servery, Formal Dining Room and Living Room With Fireplace Featuring Custom Stone Surround, Library With Masterful Millwork, Sunken Great Room With 24' Vaulted Ceiling and Walkout To The Rear Garden With Towering Windows With Private Views To It's Lush Ravine. A Sprawling Lower Level Completes The Residence With Rec Room, Games Room, Craft Room, Gift Wrapping Room, Nanny Suite With Kitchenette, and Ample Space For Your Customization. The Exterior Features Are Rich In Resort-Like Amenities Such As An In- ground Paradise Pool, Hot Tub, Stone Walkways, Cabana, Integrated Lighting, Irrigation, Private Sport Court, Cabana With Full Bathroom Plus Wet Bar, Multiple Lounge Areas, Majestic Lawns, All Surrounded By Lush Greenery And Mature Trees, And Wood Deck Overlooking The Ravine. The True Pinnacle Of Elegance, Privacy, And Luxury, All Near To Renowned Public And Private Schools, York Mills Shopping Centre, Trendy Eateries, Granite Club And Rosedale Golf Club. (id:29237)

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Compelling opportunity to acquire a well located multi-residential investment asset in one of Toronto's most established and supply constrained neighbourhoods. The building comprises 17 self-contained suites, providing diversified in place income supported by functional unit layouts, good natural light, and consistent rental appeal, resulting in stable occupancy and predictable cash flow. The asset presents multiple value creation pathways for investors, including income optimization through turnover and rent resets, operational efficiencies, targeted capital improvements, and longer term repositioning potential, all subject to applicable municipal approvals. Generous lot size and favourable residential zoning characteristics contribute to future optionality while preserving the existing income profile. Location underpins the investment thesis, with close proximity to transit, major employment nodes, parks, schools, and everyday amenities, driving durable rental demand and limiting downside risk. The surrounding neighbourhood is characterized by strong owner occupancy, limited new rental supply, and continued capital investment, supporting long term rent growth and asset appreciation. Well suited for private investors, family offices, and owner operators seeking a stabilized Toronto rental asset with embedded upside and strategic flexibility. (id:29237)

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Tucked within one of South Hill's most exclusive and private enclaves. This is the last great lot on Glen Edyth Pl. This exceptional residence offers a rare opportunity to own a true family home in an unparalleled setting. Situated on a coveted cul-de-sac, the property combines the serenity of a secluded retreat with effortless access to the city's core. Designed with both scale and comfort in mind, the home features over 7000sqft of living space, with four well-appointed bedrooms and beautifully proportioned principal rooms that lend themselves to both everyday living and elegant entertaining. Soaring ceilings and expansive windows fill the interiors with natural light, creating a warm yet sophisticated atmosphere throughout. At the heart of the home, the kitchen and adjoining family room offer a seamless space for gathering, while the primary suite provides a quiet, private retreat. The lower level includes a large recreation room for entertaining and an additional bedroom, perfect for in-laws or guests. Every element has been thoughtfully considered to balance function with refined design. Set on an extraordinary lot, the outdoor space feels worlds away from the city, with mature landscaping, complete privacy, and a stunning pool that transforms the backyard into a true oasis. The lower level further enhances the home's livability, offering additional space for relaxation, recreation, or extended family use. A rare offering in South Hill for those seeking privacy, scale, and an address defined by both prestige and quiet exclusivity. (id:29237)

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Set On A Quiet, Secluded Crescent, This Exceptional Château-Inspired Estate Offers A Rare Combination Of Privacy, Scale, And Breathtaking Ravine Views Overlooking Rosedale Golf Club And Its Lush, Tree-Lined Surroundings. The Home's Striking Façade Showcases A Timeless Blend Of Natural Stone And Beldon Brick, Complemented By A Cedar Shake Roof And Elegant Copper Eavestroughs. A Grand Natural Walnut Slab Front Door Welcomes You Inside, Alongside The Convenience Of A Triple-Car Garage. Spanning Over 9,000 Sq Ft Of Refined Living Space, Including A 3,000 Sq Ft Fully Finished Lower Level.. Crema Marfil Marble Slab Flooring Flows Through The Impressive Foyer And Hallways, While Abundant Natural Light Enhances The Home's Warm And Inviting Atmosphere. Thoughtfully Designed For Both Entertaining And Everyday Living, The Main Level Features A Walnut-Panelled Library, A Formal Living Room, And An Oversized Family Room. The Gourmet Kitchen Is Beautifully Appointed With A Waterfall Island And A Separate Dinette, Perfect For Casual Gatherings.An Elevator And A Sweeping Limestone Staircase Connect All Levels With Ease. The Primary Suite Is A Private Retreat, Introduced Through An Ante Room And Complete With A Sitting Area, Dual Ensuites, And Two Generous Walk-In Dressing Rooms. The Lower Level Elevates The Home's Lifestyle Appeal With A Large Recreation Space, Fully Equipped Kitchen, And A Three-Tiered Home Theatre. Wellness Amenities Include An Exercise Room With An Adjoining Sauna And Hot Tub, While A Nanny's Suite With Kitchenette Offers Added Flexibility. A Walkout Leads To The Professionally Landscaped Grounds, Where Stone Terraces, A Pool, And Outdoor Entertaining Areas Create A Tranquil, Resort-Like Escape Framed By Stunning Natural Vistas. (id:29237)

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Unrivalled With The Exquisite Luxury Finishes. Breathtaking Limestone Facade, Slate Roof and Heated Driveway.Sits On A South-Facing Parcel With Almost 70 Ft Of Frontage, Showcasing Almost 6400 Sqft Above Grade with parking & Almost 3500 Sqft below Grdae " As Builders Plans " -With The Best Of Finishes And Fixtures, Timeless Elegance In The Heart Of Highly Desirable Lawrence Park. Designed by Renowned Architect Richard Wengle. Chef-Inspired Dream Kitchen With Custom Built-ins and Top of the Line Appliances W/ Walkthru Pantry & Breakfast Area, Open To Large Entertainers Family Room W/ Addt'l Private Office W/Walkout to Private Backyard Terrace and Professionally Landscaped Yard with swimming pool, Mudroom with a Separate Side Entrance, Take Elevator To Second Floor Offering 5 Spacious Bedrooms, Primary Featuring Spectacular Primary Ensuite Complete With His/Her Walkin Closets, + Sumptuous Ensuites For All Bedrooms, + Sundrenched Work/Lounge Area! Lower Level Has Radiant Flooring Throughout W/ Rec Room, Kitchenette/Wet Car, Gym, Theatre, Wine Cellar, Plus Guest Suite (Nanny) And Walk Up To Patio & Lush Rear yard Oasis Featuring Swimming Pool and Waterfall.! Enjoy Heated Driveway And Front Steps and Crestron Home Automation (id:29237)