37 Rippleton Rd

Nestled in the prestigious Bayview & York Mills area, this exquisite luxury home has been fully upgraded to offer the ultimate in elegance and comfort. Sitting on an impressive 84-ft frontage lot backing onto Windfields Park, this residence provides unparalleled tranquility and privacy. A grand entrance welcomes you with stunning marble foyer, setting the stage for the refined details throughout. A striking staircase with built-in lighting and beautiful wrought-iron railings leads you to the upper level, where a skylight bathes the space in natural light.Designed for both entertaining and everyday luxury, this home boasts a breathtaking backyard w inground swimming pool and rare ground-level basement overlooking park. Rich hardwood floors, elegant wainscotting & sophisticated coffered ceilings elevate the interiors. The spacious living room is adorned with pot lights, wainscotting, and hardwood flooring, while the family room exudes warmth and charm with a fireplace, custom-built entertainment unit, and stunning park views. The chefs kitchen is a culinary masterpiece, featuring a center island, built-in stainless steel appliances, and a breakfast area that opens onto a deck with serene park vistas. A formal dining area and a spacious private office complete the main level.Upstairs, four generously sized bedrooms offer comfort and style. The primary retreat is a true sanctuary, w expansive windows framing the lush greenery, walk-in closet, and spa-like ensuite. The ground-level finished basement is an entertainers paradise, featuring a gym/bedroom, rec area w a bay window and designer bench, a stylish bar, a wine cellar, and a relaxing sauna.Step outside to your private backyard retreat, where nature meets luxury. The inground pool, surrounded by a serene and lush setting, is complemented by a spacious deckperfect for hosting or unwinding in complete privacy. This home is a rare gem offering an unparalleled lifestyle in one of Torontos most coveted neighborhoods.

Architecturally Significant Contemporary Estate In York Mills, Ready For Summer 2026This Breathtaking Modern Estate Offers Over 7,200 Sq. Ft. Of Meticulously Designed Luxury Living, Crafted By The Renowned Cando Homes. A True Testament To Architectural Brilliance, The Property Seamlessly Blends Cutting-Edge Design With Exceptional Craftsmanship. Its Striking Facade And Thoughtfully Curated Interiors Set A New Standard For Luxury Living In One Of Toronto's Most Prestigious Neighborhoods.Step Inside To Experience The Grandeur Of Floor-To-Ceiling Windows That Flood The Living Spaces With Natural Light, Showcasing Imported Finishes And Exotic Wood Details Throughout. The Centerpiece Of The Home Is A Handcrafted Gourmet Kitchen, Complemented By A Catering Kitchen With A Pantry And Servery, Perfect For Hosting Gatherings And Events. A Sleek, Custom Wine Display Adds Sophistication, While An Array Of Upscale Amenities Ensures Comfort And Convenience, Including Multiple Skylights, Walkouts To Private Terraces, An Elevator For Seamless Access To All Levels, And A Tranquil Private Library.The Primary Suite Is A Sanctuary Of Indulgence, Featuring Dual His-And-Hers Boudoirs, A Cozy Fireplace, A Lavish 8-Piece Ensuite With Spa-Like Amenities, And A Private Balcony Overlooking The Lush Grounds. Generously Sized Secondary Bedrooms Offer Ensuite Bathrooms And Walk-In Closets, Ensuring Privacy And Luxury For Family Members And Guests Alike. The Outdoor Spaces Are Nothing Short Of Spectacular. The Serene Backyard Oasis Is An Entertainer's Dream, Featuring A Swimming Pool With A Cascading Waterfall Wall, Lush Greenery, And Professionally Landscaped Gardens Surrounded By Mature Trees For Complete Privacy. Multiple Outdoor Lounge And Dining Areas Provide The Perfect Setting For Enjoying Summer Evenings Or Hosting Al Fresco Gatherings. This Extraordinary Estate Offers The Ultimate In Luxury, Comfort, Style And Ideal For Discerning Buyers Seeking An Unparalleled Living Experience.

Unmatched Luxury In Esteemed South Bridle Path. An Exquisite 5+1-Bedroom Family Residence Masterfully Built To The Highest Standards Of Craftsmanship. Outstanding Forested Property In Prestigious Enclave Bordering Sunnybrook Grounds. Interior Design Merges Classic Elegance & Contemporary Style, Sparing No Cost On Premium Finishes. Exemplary Principal Spaces Arranged In Graceful Flow W/ Two Lavish Primary Suites On Main Floor & Many Walk-Out Access Points To The Backyard Retreat. Crown Moulding, Custom Millwork, Oak & Marble Floors Throughout. Stately Entrance Hall W/ Stained Glass Skylight & Marble Floors. Formal Dining Room W/ Custom-Built Display Shelves, Grand Living Room W/ Walk-Outs To Backyard & Gas Fireplace. Gourmet Kitchen Presents High-End Appliances, Vast Breakfast Area, Expanded Central Island W/ Seating & Severy W/ Full-Sized Wine Fridge. Sun-Filled Library Features Walk-Out To Private Courtyard. Graceful Family Room W/ Walk-Out To Yard, Gas Fireplace, Custom Entertainment Center W/ Built-In Shelves. Two Primary Suites Boasting Backyard Access, Wall-To-Wall Windows, Walk-In Closets & Opulent Spa-Like Ensuites. Second Floor Presents 3 Elegantly-Appointed Bedrooms, 3-Piece Ensuite Bathroom & 4-Piece Semi-Ensuite W/ Soaking Tub. Entertainers Basement Features Graciously-Scaled Recreation Room W/ Custom-Built Bookcases & Gas Fireplace, Exercise Room, Nanny Suite W/ Walk-In Closet & Full Bathroom. South-Facing Backyard Oasis W/ Pool, Cabana, Barbecue-Ready Terrace & Meticulous Landscaping. Handsome Street Presence W/ Portico, Sprawling Wooded Lawn, 8-Car Circular Driveway & 2-Car Garage. Coveted Address In Torontos Most Revered Neighborhood, Conveniently Near The Crescent School, TFS International School, Granite Club, Sunnybrook Park, York Glendon Campus, Transit & First-Rate Amenities. **EXTRAS** 2 A/Cs, 2 Furnaces, In-Ceiling Speaker System, Central Vac, Viking Professional F/F, Thermador Professional Range Hood, Monogram Range, 2 KitchenAid Wall Ovens,

Agent OPEN HOUSE Sun 03/09 1-5PM.Lucky #8! Experience unparalleled luxury in the prestigious St. Andrew-Windfields neighborhood. Designed by talented architect Glen Rubinoff, nestled on a tranquil cul-de-sac, this magnificent residence epitomizes architectural refinement, from its sculpted exterior to its grand principal rooms. Boasting over 6,082 square feet of above-ground living space, complemented by an additional 2,950 square feet of finished space below, and situated on an exclusive lot spanning 13,637 square feet with a generous 112-foot frontage, this home offers an expansive and versatile layout ideal for large families.Sophisticated interiors include grand entrance, gracious marble slab, soaring ceilings that enhance the sense of space and grandeur, slate roof known for its longevity and timeless appeal, formal dining room, wood-panelled Library providing a serene space for reading or work, multiple fireplaces throughout the home add warmth and ambiance.Gourmet Kitchen equipped with professional-grade appliances, butler's pantry, custom cabinetry and an oversized island. Family room featured W/ Cathedral Ceiling and upgraded 7 sets of windows and double French doors overlooking garden.The primary bedroom suite offers a tranquil retreat and features spa-like amenities for ultimate relaxation.Five bespoke bedrooms, each with its own unique featuresensure comfort and privacy for all family members.Spacious 4-car tandem garages provide ample parking and storage. Exquisite front door entry welcomes you back with two mature Japanese Maple Trees. The expansive backyard offers beautifully landscaped gardens and ample space for outdoor activities. Close proximity to the Granite Club, Rosedale Golf Club, admired public and private schools, and fine restaurants offers a variety of leisure and dining options. Experience the pinnacle of luxury living in City of Toronto, where every detail has been thoughtfully designed to offer an unparalleled lifestyle.

Nestled Within The Prestigious Quadrant Of Bayview And York Mills. Stunning Renovated 8,000 Sf Of Living Area On Rare 80' Foot Wide South Lot With Circular Driveway. Grand Foyer Welcomes You With 18' Soaring Ceiling, Sun- Filled Kitchen With A Large Quartz Stone Island, Breakfast Area Enjoying Its Private Southern Exposure With Walk-Out To Private Pool Size Rear Yard. Newly Renovated Kitchen, Washrooms, Wide Engineered Hardwood Flooring, And Staircase. Main-Floor Office With A Private Wet Bar. The Expansive Primary Suite Offers A Sitting Area And A Modern 6-Piece Ensuite With A Curbless Shower & Skylight. Large Bedrooms With Ensuites. Beautifully Finished Basement Features A Large Recreation Room, Sauna,Nanny/In-Law Suite With Potential For Second Office For Home Business With Private Bathroom And Separate Entry. Proximity To Top Private And Public Schools, Shops At York Mills, Parks, Ravines, Rosedale Golf Club, Granite Club, And Sunnybrook.

Luxurious Newly renovated detached home Nestled in the Sought-after York Mills/St Andrews Area. Step into this meticulously renovated top-to-bottom detached home, where luxury and functionality blend seamlessly. The grand foyer, adorned with stunning porcelain slab flooring, boasts an impressive25-foot ceiling and a skylight. The spacious living room features a sleek, modern rotating TV wall. The kitchen is a masterpiece, showcasing porcelain slab countertops, stainless steel appliances. Hardwood flooring throughout, new custom built staircase enhances the contemporary aesthetic. second floor offers a total of five spacious ensuite, The master bedroom complete with double doors, a large walk-in closet with custom-built shelving, and 6 piece ensuite. Walkup basement featuring Nanny suit, sauna, wet bar, rec room. This home offering exquisite details ,high end finishes and upgrades throughtout. Close to schools, shops, York mills subway, easy access to Hwy 401. Extras: All Existing Appliances: B/I fridge, stove, oven, Dishwasher, lightings and windows covering, washer and dryer.

Welcome to 16 Montessori Drive! Discover unmatched luxury in this exceptional custom-built residence located in the prestigious St. Andrew-Windfields neighborhood. This home boasts over 8,000 square feet of living space, featuring five spacious bedrooms plus a guest room and eight thoughtfully designed bathrooms. The main floor is crafted for both elegance and functionality, showcasing a sophisticated library and expansive living and dining areas that are filled with natural light. The custom eat-in kitchen seamlessly connects to the family room, creating the perfect gathering space. The outdoor area includes a private resort-style backyard with an inground pool, ideal for relaxation and entertainment. Additionally, an in-law suite on the main floor ensures your guests are comfortably accommodated. On the second floor, you will find a magnificent primary suite with heated ensuite floors, dual walk-in closets, and a tranquil atmosphere. Each additional bedroom is designed with comfort in mind and includes its ensuite bathroom equipped with heated floors. The lower level is an entertainers dream, featuring a spacious recreation room with a custom wet bar, wine racks, heated floors, a guest bedroom, a home theater, and a convenient indoor two-car garage. This home is also equipped with Control4 home automation and an elevator that provides access to all levels, including direct access from the garage, ensuring effortless living. With its exceptional design and attention to detail, this property offers luxury, comfort, and functionality, making it an ideal setting for family living and entertaining. Don't miss this rare opportunity to own a truly distinguished estate!

Introducing A Prime Severable Lot & Development Opportunity in the highly coveted South Hill community within walking distance to Yonge & St. Clair, great shopping and top-rated schools. The Property includes 257 & 261 Poplar Plains Rd, two side by side single family detached homes each purchased in the 1970s. They have merged into one corner parcel with a combined lot size of 11,880 sq. ft., with 90' frontage on Poplar Plains Rd. and 132' frontage on Lynwood Ave. A Buyer has the option to keep it simple and renovate the two existing homes each with approximately 3000 sq. ft., add to them, change their use, apply for a simple severance into 2-3 lots, build garden suites, build new homes, or pursue an even more ambitious development. Whether you're looking for a multi-generational property with endless potential to renovate, invest, redevelop, or simply capitalize on the property's prime location, this is it. Don't miss out on an opportunity to purchase this exceptional property in one of Toronto's most sought-after neighbourhoods. **EXTRAS** Please refer to the floor plans of both #257 & #261 for the number of rooms and measurements. #261 has a private drive and single garage and #257 has a double garage accessed from Lynwood Avenue.

Situated in one of Toronto's most sought-after neighborhoods, this custom-built, three-story home offers over 6,700 sqft of luxurious living space thoughtfully designed for family living. With six bedrooms and seven bathrooms, this residence seamlessly blends timeless elegance with modern functionality. The main floor features a private office with wood paneling, built-in shelving, and a fireplace, alongside a formal living room with a double-sided fireplace leading to a spacious dining area, perfect for large gatherings. The custom eat-in kitchen boasts a large center island, built-in appliances, and serene views of the private tree-filled backyard. An elevator provides easy access to the second floor, which includes four bedrooms. The primary suite houses a private terrace, a walk-in closet, and a five-piece ensuite with a steam shower. The sun-filled third floor offers two additional bedrooms, one with a gorgeous terrace, skylight, a five-piece ensuite, and office space. The finished lower level with a walk-out is ideal for entertainment and relaxation. Located near top schools such as Upper Canada College, Bishop Strachan School, and Forest Hill Collegiate Institute, this home is perfect for families. Enjoy the charm of Forest Hill Village, boutique shopping and dining on St. Clair West, and nearby green spaces like Sir Winston Churchill Park and the Beltline Trail. A rare opportunity to own a classic, functional family home in a prime location.

An exceptionally rare opportunity to build your dream, ultra-luxury home on one of South Rosedale's premier streets. Permits are in place to take the original home down and build a 5,500 square foot above-grade home and separate three-car garage, steps from the heart of midtown Toronto. Collaboration by two of Toronto's top architectural and interior design firms, Contempo Studio & Erica Gelman Design. Exceptional builder will work with you to construct a custom estate on a premium 50 x 146-foot lot in the heart of Rosedale. Exquisite, sophisticated design with attention paid to every detail.Comes with full interior construction package and schedules. Minutes from the shops and restaurants on Yonge Street, Yorkville, the DVP, Summerhill Market, and a short walk to the ravine walking trails. In-district for some of the best private & public schools in Toronto. This new home will bring excitement and elegance to the neighbourhood with a combined sense of classic finishes and modern design. Photos included are renderings of approved designs. Architectural renderings, permits, and plans are available for review. Please book an appointment to walk the lot.

Nestled within an exclusive enclave of estates in the Humber Valley neighbourhood, 55 Valecrest Drive stands as a rare and exquisite residence embodying timeless elegance. This magnificent home, perched above a serene river valley, offers unparalleled privacy and breathtaking views from every room. The main floor is an entertainer's dream, featuring an expansive eat-in kitchen, a regal dining room, and separate living and sunken family rooms radiating off a grand foyer. Upstairs, discover four bedrooms with en-suites, including a luxurious primary retreat, along with a versatile fifth bedroom or play area. The lower level is the ultimate escape for relaxation and recreation, complete with a catering kitchen, a lavish wine cellar, a cigar lounge, a media room, a guest suite, and a walk-out to your private pool, cabana, and tiered gardens. The integrated and heated three-car garage, with extra parking in the driveway and privacy gates, ensures convenience. **EXTRAS** Enjoy quick access to Royal York and Bloor West Village, and a short drive to downtown and Pearson Airport. This residence is also within walking distance to James Gardens and the Humber walking trails.