64 Highland Ave

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.

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.

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.

Featured by "Architectural Digest", "Elle Decoration" magazine and "House & Home" magazine's video tour! *****Rare ground floor in-law bedroom suite with en-suite bathroom. *****Rare 2 kitchen layout: main kitchen with La Cornue gas range (handcrafted in France) and a butler's kitchen with full appliance set including 48" Wolf gas range top and Miele steam oven. *****Soaring double-storey foyer with skylight. *****Backyard with unobstructed view. ***** Professional landscaping with majestic front and backyard design. *****Meticulous attention to detail and craftsmanship include highest-end marble imported from Italy, European handcrafted crown moulding, custom chandeliers and lighting, specialty glass from Tiffany & Co's coveted supplier, and boutique walk-in closets. *****Conveniences include security and smart home features. *****Close to renowned private schools (including Havergal, TFS, Crescent School & UCC), private clubs (Rosedale G.C., Granite Club) and Botanical Garden (Edwards Garden).

Architectural Masterpiece Of Urban Design On One Of The Most Coveted Streets, In The Heart Of The Annex. Located On A Large 40 x 127 West Facing Kot, On A Premium Block. Retaining Its Turn Of The Century Character This Home Was Rebuilt To Reflect Modern Design And Traditional Warmth. A Spectacular Over 3700 sf New York Style Loft Was Seamlessly Added To A Traditional Annex Home Creating Approximately 7000 sf Living Space. This lightfilled contemporary space with its soaring 3 storey west facing windows brings the outside into the inside of the home, and features fabulous Catwalks Connecting The 3 Levels And Spaces. An Elevator From The Lower Level Garage Connects The 4 Levels. The Space Is Open Yet There Is Privacy In The 4 Bedrooms. A Fabulous 2 Bedroom 2250 sf Separate Unit With a Walkout Lower Level Plus A 2 Bedroom Third Floor Unit Allow For Extra Income Or Extended Family Space. 4 - 5 Car Parking, Private Drive, Built In Garage. Exceptional Urban Living, Just Steps To Yorkville, Subway, Royal St Georges College, Huron Public, Mabin School, Rosedale Day School, UTS, U of T.

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.

Experience the epitome of modern luxury living in this exquisite contemporary masterpiece located in the prestigious St. Andrew neighborhood. Step into a world of sophistication and style with this unique side-split 5+1 bedroom home, each with its own ensuite bath, setting it apart from the ordinary. Boasting approximately 6,200 square feet of living space, this home is perfect for a large family and all their guests. Indulge in the 10-foot high ceilings and large windows throughout, complemented by contemporary fireplaces, a modern and sleek kitchen, in-floor lighting, and a spacious master bedroom featuring a room-sized walk-in closet, balcony, steam shower and a double-sided fireplace. For the golf enthusiasts, this home is a dream come true with a PGA Pros' favorite golf room and simulator, that doubles as a movie room with large screen and projector. After a round of golf, unwind in the sauna located in the lower level massage room, adding a touch of relaxation and luxury to your everyday life. Don't miss this opportunity to live in a home that truly stands out from the rest! ***Seller will accept crypto currency as payment*** **EXTRAS** Sub-Zero Fridge, Wolf Gas Range, Miele Oven, Miele Coffee System, Washer/Dryer, Dishwasher, Built-In Speaker System, Sonos System, Heated Driveway, Heated Walk-Out, Heated Garage Floor, and Heated Basement Floor

Rarely Offered Exquisite Estate In The Prestigious Forest Hill Neighborhood! Traditional And Elegant Designed Home On 60 X 120 Ft Lot! 5,535 + 1,650 Sq.Ft Of Living Space W/ 5 Bedrooms, 8 Washrooms, Library, Exercise, Recreation & Studio Room! Whole House Is Meticulously Built With Top Of The Line Material And Well Maintained By Owner. 3 Furnance + 2 Laundry Rooms, Heated Driveway & Walkways. 3 Marble Fireplaces. Top Schools! Don't Miss This Rare Opportunity!

A Forest Hill treasure, 23 Dewbourne exudes charm and timeless elegance. Stately principal rooms, grand in scale for entertaining. An abundant space with 7 bedrooms and 8 bathrooms, making it an exceptional family home with all the rooms one needs. The gracious home showcases wood-burning fireplaces, leaded glass accents, manicured gardens, and a modern family layout. A desirable sunny corner lot with a mature canopy of trees creates a beautiful setting within the city. The expansive back garden stretches an impressive 128 feet wide, offering an in-ground Betz pool, multiple stone terraces, and a full cabana complete with a wet bar, separate bathroom, and outdoor shower, promising a luxurious oasis of outdoor living at its finest. A unique opportunity on 80-foot frontage in a prized neighbourhood with this glamorous English Tudor manor. Close proximity to the city's best schools and Forest Hill Village. Lovingly preserved by the same family for over 40 years. **EXTRAS** Almost 7800 sq ft total living space (5531 + 2212 in lower level). Attached garage with spacious mudroom. All bedrooms on 2nd floor have ensuite baths. 2nd floor library w terrace. Dug out full lower level with large nanny suite.

Agent OPEN HOUSE Sat 03/15 2-4PM.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.

"True Elegance" Tradition Meets Timeless Beauty. Nestled in the heart of Hoggs Hollow, one of Toronto's most prestigious neighborhoods, this stunning residence is a masterclass in architectural sophistication and luxurious living. Exquisitely maintained and beautifully appointed, the home offers a harmonious blend of traditional design and modern refinement, set against a backdrop of mature, scenic natural beauty. This estate is a testament to craftsmanship at the highest caliber, with every detail meticulously curated to create a sense of grandeur and warmth. Elegant Living Spaces. The Formal Living Areas are designed to impress, featuring numerous spaces for entertaining, including a stately Grand Hall that welcomes guests with a sense of opulence. The Library, adorned with custom paneling, provides a quiet retreat, while the Gourmet Kitchen a chef's dream boasts top-of-the-line appliances and finishes. The Formal Dining Room offers a space for intimate gatherings, while the Expansive Family Room invites comfort and togetherness. The Grand Hall is spacious enough to accommodate a grand piano, serving as the centerpiece for evenings of music and celebration. A Private Oasis Outdoors. Step into the serene rear garden, an enchanting setting for alfresco dining beneath the stars. Surrounded by mature trees and lush landscaping, the space is designed for relaxation and tranquility. A circular motor court enhances the estates grandeur, offering both convenience and elegance. The second level is dedicated to luxurious living, featuring Five opulent Bedroom Suites. The Primary Suite is a private sanctuary, complete with a sitting room, dual walk-in closets, and a spa-like ensuite bathroom. Four additional Junior Suites provide unparalleled comfort for family and guests alike.Positioned just moments from the esteemed Rosedale Golf Club, this home offers a lifestyle of convenience and exclusivity.This is more than a Home, it is a statement of Refined Living.

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.