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Welcome to Prestigious Hoggs Hollow! Gracefully nestled among lush ravines and steps from the iconic Rosedale Golf Club, this elegant residence blends timeless charm with modern sophistication. A stately steel gate and grand entry doors create a striking first impression. The sun-filled open-concept main floor showcases wall-to-wall bay windows overlooking one of the area's deepest private lots-your serene, tree-lined backyard oasis with endless potential. The living room's marble-surround fireplace adds warmth, while a mezzanine overlooking the grand foyer enhances the sense of space and luxury. The sleek chef's kitchen features top-tier appliances, a waterfall island, and an inviting breakfast area. Upstairs, the primary suite offers a private sitting room and Juliet balcony retreat. All bedrooms boast spa-like ensuite baths with in-floor heating. Attached garage and generous storage complete this exceptional home. (id:29237)

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Set on a rare 100-foot frontage along an exclusive, child-safe crescent in Toronto's coveted Bridle Path, this renovated, move-in-ready two-storey blends timeless brick architecture with refined modern interiors. Generously scaled principal rooms feature exotic wood finishes, two fireplaces, and walkouts to sun-filled terraces. The modern centre-island kitchen opens to terrace access, ideal for entertaining, while a main-floor office and breakfast room complete the level. Upstairs, the primary suite offers a five-piece ensuite and walk-in closet, joined by four additional bedrooms, several with private ensuites. The fully finished walk-out lower level is a private retreat with a second kitchen, two bedrooms, a recreation room, a media and billiards room, and a playroom, all brightened by above-grade windows with direct garden access. An ideal in-law or nanny suite. Extensively upgraded approximately one year ago: new roof, two new heating systems, whole-home and kitchen water filtration, exterior security cameras, fresh landscaping with a new front-yard sprinkler system, finished basement with kitchen, new pot lights, new blinds throughout, a new terrace floor, and new terrace lighting. All windows have been replaced across every level, and the full staircase connecting the main, second, and lower levels has been upgraded to hardwood with new railings. A built-in three-car garage with parking for six more completes the offering. Set on beautifully manicured, private grounds, this is Bridle Path living at its finest. (id:29237)

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One of the most charming homes in South Rosedale, this exceptional residence blends timeless elegance with the scale and functionality of modern family living. Offering over 5,000 square feet of living space, along with 6+1 bedrooms and 7 bathrooms, the home is thoughtfully designed with beautifully proportioned principal rooms, refined architectural details, and an effortless flow for both everyday living and grand entertaining. A stunning reception hall sets the tone upon arrival, introducing warm, inviting interiors filled with natural light and classic character. The spacious layout includes generous formal and informal living areas, ideal for family life and hosting, while the primary retreat offers a private sanctuary with exceptional scale and comfort. Gated parking for four cars adds a rare level of convenience in this coveted neighbourhood. Nestled among South Rosedale's iconic tree-lined streets and grand heritage homes, the location is unmatched for those seeking both prestige and convenience. Just moments to top private and public schools, beautiful parks, ravine trails, and the shops and dining of Summerhill and Yorkville, this is a rare opportunity to own a distinguished residence in one of Toronto's most sought-after enclaves. (id:29237)

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Once in a generation opportunity to own in North Drive's most coveted pocket. This Humber River stone estate has been stewarded by just two families since its construction in 1936, and remains a beacon of Olde North Drive. Set back from the street, sheltered by towering oaks, at the end of a meandering drive sits 14 North Drive. The home is instantly charming; the sound of birdsong and the flowing creek greet you on arrival. Step inside to one of the best-kept homes of this vintage: flawless wood paneling, original oak floors beneath the carpet, and leaded glass windows. The layout is formal, yet playful, blending gracious living and dining rooms with a cozy, sun-filled library. The lot is spectacular: 130 feet of frontage, over an acre in size with only the very end of the property line encompassing the creek. At the rear, a screened in gazebo sits at the edge of the table land - it's an oasis within an oasis. Opportunity truly abounds with this property. The opportunity to carry on a the legacy of a true North Drive original, the opportunity expand, and the to build your own legacy home, wrapped up in one very special address. (id:29237)

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Set along one of Rosedale's most established and private streets, 80 Binscarth Rd offers a rare combination of timeless architecture, contemporary refinement and exceptional family functionality. Set on a deep 31 x 150 ft lot within one of Rosedale's most coveted and tightly held pockets, this detached 4+1 bedroom,5 bathroom residence pairs timeless architecture with calm, contemporary interiors. Defined by quiet tree-lined streets, landmark homes, privacy and enduring long-term value, this exceptional enclave is among the finest in the neighbourhood. The home has been meticulously maintained and extensively renovated over the years with significant investment and a careful commitment to preserving its timeless Rosedale character. A refined Bulthaup kitchen with Gaggenau appliances anchors the main floor, complemented by pale oak floors, custom millwork, both gas and wood-burning fireplaces and oversized windows that flood the interiors with natural light. Formal principal rooms balance warmth and sophistication while offering seamless functionality for family living and entertaining. Upstairs, four spacious bedrooms include a serene primary retreat with a generous dressing room/walk-in closet, garden views and a beautifully updated ensuite. Secondary bathrooms have also been thoughtfully renovated with timeless finishes and exceptional attention to detail. The lower level offers excellent flexibility with a recreation/media space, gym area, additional bedroom or office, full bathroom, laundry and extensive storage. Outdoor spaces feel private and immersive, with mature landscaping, layered gardens and multiple seating areas creating a true urban retreat. A rare offering that combines architectural integrity, exceptional livability, and one of the most prestigious residential settings in Toronto. (id:29237)

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Dramatic Curb Appeal. Natural Stone Facade And Circular Drive! Showcases Exceptional Craftsmanship And Refined Finishes. Ideally Situated In The Coveted St. Andrew-Windfields Enclave. This Custom Estate Offers Nearly 9,000 Square Feet Of Sophisticated Living Space Where Modern Style Meets Elevated Comfort. Tucked Away On A Quiet Crescent With An Impressive 90-Foot Rear Lot Width Featuring A Natural Limestone Facade, Intricate Wood Detailing, Soaring Ceiling Heights, And A Heated Three-Car Garage. Appointed With World-Class Features And Thoughtful Amenities, Including A Private Elevator, An Elegant White Oak Library, Integrated Sonos Audio, And A Gourmet Kitchen Equipped With Premium Appliances, Servery, And Walk-In Pantry. The Sumptuous Primary Suite Serves As A Personal Sanctuary With A Private Balcony, Wet Bar, Dual Dressing Rooms, And A Spa-Inspired Marble Seven-Piece Ensuite. Abundant Skylights And Multiple Fireplaces Throughout Enhance The Ambiance And Invite Natural Light. The Walk-Up Lower Level Is Designed For Both Leisure And Entertaining, Offering A Home Theatre, Wine Cellar, Fitness Studio, Spa Area, Recreation Space, And A Separate Nanny's Quarters. Heated Flooring On This Level, Marble Flooring On The Main Floor, And Ensuite Baths For Every Bedroom Provide Consistent Luxury Throughout. The Private Backyard Retreat Rivals A Five-Star Resort, Complete With A Swimming Pool, Hot Tub, Stone Patio, Mature Landscaping, Putting Green, And An Exclusive Cabana. This Exceptional Residence Seamlessly Unites Contemporary Architecture With Timeless Opulence. (id:29237)

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Palmerston Boulevard is one of the city's most storied streets. Gated at the entrance, lined with historic cast-iron lampposts, and canopied by mature trees that have watched this neighbourhood evolve for over a century. There is simply no other street like it in Toronto. Little Italy at your doorstep. Restaurants, cafés, culture, and the subway are all within reach - yet the moment you turn onto Palmerston, the city softens. Equally rare as the location is the expansive 50 by 127 foot lot with a private drive, lane access, and the potential to build a two-storey laneway home with an integrated two-car garage. Options like this don't surface often. Step through the pillared front porch into three self-contained units, each with its own distinct character. From traditional to contemporary. Keep it as the turnkey multi-unit property it already is - an intelligent hold in one of Toronto's most enduring neighbourhoods - or reimagine it entirely as a singular grand residence. For those with the vision to create their dream home, few canvases in this city are more compelling. Some addresses find you. This one was waiting for you all along. (id:29237)

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Set within the prestigious Lake Wilcox community and backing directly onto the water, this custom-built 5+2 bedroom residence offers a rare blend of scale, setting, and architectural detail. A grand foyer introduces the home with an ornate double staircase that makes an immediate statement, complemented by an intricate skylight that draws natural light through the space. The main level is thoughtfully designed for both everyday living and formal entertaining, anchored by a well-appointed kitchen featuring premium Miele appliances and seamless flow into the principal rooms. An in-home elevator provides convenient access to all levels. Upstairs, five spacious bedrooms offer comfort and privacy, while the additional two bedrooms in the lower level create flexibility for extended family or guests. The fully finished basement is designed for entertaining, complete with a bar and a walk-up to the backyard. Positioned in one of Richmond Hill's most sought-after neighbourhoods, just moments to Lake Wilcox, parks, and amenities, this is a home that combines a standout location with timeless design. (id:29237)

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Discover a rare opportunity in the prestigious Don Mills community, just moments from CF Shops at Don Mills, at 39 Hemford Crescent - a premium ravine-style lot backing directly onto lush greenbelt trails and parkland. Nestled on a quiet, tree-lined crescent, this exceptional property offers the perfect setting to renovate, invest, or build your custom dream home. The existing residence features expansive principal rooms, hardwood floors, two fireplaces, two thoughtfully added extensions, and parking for eight vehicles.Enjoy the tranquility of nature while remaining moments from every urban convenience. Ideally located close to major highways, top-rated hospitals, Top Ranking schools, Edwards Gardens, Sunnybrook Park, and other beautiful green spaces, this location offers an exceptional lifestyle for families and nature lovers alike.An extraordinary chance to own a prime property in one of Toronto's most established and family-friendly neighbourhoods, offering the perfect blend of privacy, prestige, and convenience. (id:29237)

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Iconic Forest Hill Home Located on the Most Desired Block of Vesta Drive. Stunning 70 x 202 Lot. Almost 4,000 SF of Maximum Luxury and Privacy. 5 Bedrooms. 4 + 1 Bathrooms. Large Dining Room For Family Gatherings. Modern Living Room For Entertaining. Spacious Family Room with W/0 to Multiple Decks Overlooking Gorgeous Terraced Gardens and In Ground Pool. Pool Cabana. Second Floor Primary Walk out to Terrace. Close to the City's Best Private & Public schools including UCC, BSS & Forest Hill Jr PS. A short walk to Forest Hill Village. Minutes from the subway and the new Eglinton LRT (id:29237)

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Remarkable value in South Hill. A rare offering of architectural brilliance and historic significance, this storybook red-brick estate was originally built in 1908 and is attributed as the early residence of Lawren Harris, celebrated founder of Canada's famed Group of Seven. Painstakingly rebuilt w/a full-scale reconstruction and rear addition in 2018, followed by an elevated design renovation in 2020 by Sherwood Homes and Connie Braemer Design, this property masterfully blends heritage charm w/modern luxury. Behind its romantic facade lies a sophisticated contemporary interior, curated with exceptional attention to detail. The dramatic foyer showcases a Nero Marquina and Oriental White marble checkered floor beneath a mirrored bronze ceiling, with Macassar ebony archways and custom aged-metal French doors. The living room offers a bespoke black metal fireplace with Nero Assoluto stone and custom window seating, while the jewel-like powder room is wrapped in Phillip Jeffries cork wallpaper. The chefs kitchen by Cando Woodworking features rift-cut ebony-stained oak cabinetry w/brass detailing, a custom metal hood, Belvedere quartzite counters, 10 foot sliding glass doors that connect seamlessly to the outdoors. Ebony-stained mahogany millwork and a sleek black metal mantel enrich the adjoining family room. The primary suite is a private retreat w/custom Sapele mahogany furnishings, a Noir St. Laurent marble fireplace, and a boutique-style walk-in closet. The ensuite is clad in Noir St. Laurent marble with a dramatic backlit feature wall, custom vanity, and integrated sinks. Outdoors, a spectacular acrylic and stainless-steel pool by Elite Pools anchors the private garden oasis, complemented by extensive cedar decking, multiple terraces, and retractable awnings. A heated driveway with custom pavers and illuminated walkway complete this world-class residence. This is more than a home, it is a South Hill landmark, where history, design, and luxury converge. (id:29237)

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Nestled in the heart of coveted Rosedale, this beautifully renovated residence blends timeless elegance with modern luxury. Thoughtfully designed with exceptional attention to detail, this home features coffered ceilings, rich hardwood flooring, and a chefs kitchen that will impress the most discerning culinary enthusiast. Offering four spacious above-grade bedrooms and five luxurious bathrooms, the home includes a private nanny or in-law suite and a dedicated home office perfect for todays lifestyle. The large, welcoming foyer opens into a custom mudroom, while convenient laundry rooms are located both upstairs and on the lower level. The spectacular primary bedroom suite is a true retreat, featuring a separate sitting room with a coffee and drink bar, double sided fireplace, a generous walk-in closet, and a lavish 6-piece ensuite complete with double sinks, an oversized steam shower, and a freestanding soaker bathtub.Step outside into your private backyard oasis an entertainers dream. Enjoy a built-in barbecue and drink fridge, a stunning saltwater pool with waterfall, a heated cabana with fireplace, and a stone dining patio, all surrounded by lush landscaping and a fully fenced dog-friendly yard. A rare double garage accommodates up to six vehicles including three cars in the newly constructed garage with built-ins and a convenient car lift, offering exceptional storage and parking solutions. This extraordinary home delivers luxury, comfort, and functionality in one of Toronto's most prestigious neighbourhoods. This is Rosedale living at its finest timeless, elegant, and ready for its next chapter. (id:29237)