$7,250,000 An exceptional opportunity to purchase a brand new, custom-built luxury home in the prestigious St. Andrew-Windfields neighbourhood, situated on a rare ravine-backed lot of approximately 12,800 sq. ft. This offering allows a buyer to acquire the property as a fully designed and approved new build, with all architectural plans, engineering, and approvals already completed and a reputable builder prepared to deliver the home. The approved design features over 7,600 sq. ft. of living space, thoughtfully planned to maximize scale, natural light, and the ravine setting. All major pre-construction work has been completed, including architectural design by Contempo Studio, HVAC and grading design, and building permit submission-providing a streamlined path from purchase to construction. Buyers benefit from significantly reduced timelines and risk compared to starting a custom build from scratch. The home design includes grand principal rooms, high ceilings, elevator provision, expansive outdoor terraces, and a backyard concept ideal for entertaining and enjoying the natural surroundings. Finishes may be customized within the builder's specifications, offering a balance of personalization and certainty. A rare chance to secure a brand new luxury residence without the typical delays associated with design, approvals, and permitting. Full drawings, specifications, and build details available . This lot is shovel ready and waiting for you! 7 Beds ⋅ 10 Baths ⋅ C13032314 MLS An exceptional opportunity to purchase a brand new, custom-built luxury home in the prestigious St. Andrew-Windfields neighbourhood, situated on a rare ravine-backed lot of approximately 12,800 sq. ft. This offering allows a buyer to acquire the property as a fully designed and approved new build, with all architectural plans, engineering, and approvals already completed and a reputable builder prepared to deliver the home. The approved design features over 7,600 sq. ft. of living space, thoughtfully planned to maximize scale, natural light, and the ravine setting. All major pre-construction work has been completed, including architectural design by Contempo Studio, HVAC and grading design, and building permit submission-providing a streamlined path from purchase to construction. Buyers benefit from significantly reduced timelines and risk compared to starting a custom build from scratch. The home design includes grand principal rooms, high ceilings, elevator provision, expansive outdoor terraces, and a backyard concept ideal for entertaining and enjoying the natural surroundings. Finishes may be customized within the builder's specifications, offering a balance of personalization and certainty. A rare chance to secure a brand new luxury residence without the typical delays associated with design, approvals, and permitting. Full drawings, specifications, and build details available . This lot is shovel ready and waiting for you! 11 Montressor Drive, Toronto
$3,050,000 Rare opportunity to acquire a premium ravine-backed property in the heart of St. Andrew-Windfields. Situated on an approximately 12,800 sq. ft. lot, this property offers exceptional privacy, a deep rear yard, and a natural ravine setting rarely available in this pocket. The existing home can be renovated to create a comfortable move-in-ready residence, or the property can be redeveloped to suit the buyer's vision. Ideal for end-users, builders, or investors seeking a prime lot with long-term upside. Surrounded by custom homes and mature landscaping, with easy access to top-rated schools, Bayview amenities, York Mills, and major transit routes. Opportunities to secure large ravine lots in this neighbourhood are extremely limited. Property being sold as is, where is. No representations or warranties. 5 Beds ⋅ 4 Baths ⋅ C13032356 MLS Rare opportunity to acquire a premium ravine-backed property in the heart of St. Andrew-Windfields. Situated on an approximately 12,800 sq. ft. lot, this property offers exceptional privacy, a deep rear yard, and a natural ravine setting rarely available in this pocket. The existing home can be renovated to create a comfortable move-in-ready residence, or the property can be redeveloped to suit the buyer's vision. Ideal for end-users, builders, or investors seeking a prime lot with long-term upside. Surrounded by custom homes and mature landscaping, with easy access to top-rated schools, Bayview amenities, York Mills, and major transit routes. Opportunities to secure large ravine lots in this neighbourhood are extremely limited. Property being sold as is, where is. No representations or warranties. 11 Montressor Drive, Toronto
$2,200,000 Welcome to 63 Hopperton Dr, A Rarely Offered 4+1 Bedroom Backsplit House In The Prestigious St. Andrew-Windfields Community Of North York. This Bright Family Home Sits on a Generous Lot, Surrounded by Multi-million Dollar Residences, Offering Exceptional Potential for End-users, Investors, Builders, or Renovators Alike. House Provides Comfortable Living With the Option to Move in as-is, Renovate to Suit Your Taste, or Build Your Dream Home in ONE of Toronto's Most Sought-after Neighbourhoods.***Newly Renovated Kitchen & Washrooms**Ideally Located Within Top-ranking School Boundaries Including Dunlace P.S. (French Immersion), Windfields J.H.S., and York Mills Collegiate Institute. Enjoy The Convenience of Being Just Steps to Parks, Tennis Clubs, and Transit, With a Short Drive to Highway 401, Bayview Village, and Premier Amenities Such as the Granite Club and Toronto French School.a Rare Opportunity to Secure a Premium Property in an Established, Family-friendly Enclave With Endless Future Potential. 5 Beds ⋅ 2 Baths ⋅ C13029244 MLS Welcome to 63 Hopperton Dr, A Rarely Offered 4+1 Bedroom Backsplit House In The Prestigious St. Andrew-Windfields Community Of North York. This Bright Family Home Sits on a Generous Lot, Surrounded by Multi-million Dollar Residences, Offering Exceptional Potential for End-users, Investors, Builders, or Renovators Alike. House Provides Comfortable Living With the Option to Move in as-is, Renovate to Suit Your Taste, or Build Your Dream Home in ONE of Toronto's Most Sought-after Neighbourhoods.***Newly Renovated Kitchen & Washrooms**Ideally Located Within Top-ranking School Boundaries Including Dunlace P.S. (French Immersion), Windfields J.H.S., and York Mills Collegiate Institute. Enjoy The Convenience of Being Just Steps to Parks, Tennis Clubs, and Transit, With a Short Drive to Highway 401, Bayview Village, and Premier Amenities Such as the Granite Club and Toronto French School.a Rare Opportunity to Secure a Premium Property in an Established, Family-friendly Enclave With Endless Future Potential. 63 Hopperton Drive, Toronto
$1,999,999 Opportunity Knocks in a High-Demand Neighbourhood! This spacious backsplit offers exceptional potential-ideal for investors, renovators, or buyers looking to personalize and add value. Featuring 4 bedrooms and 3 bathrooms, the home provides a versatile layout with multiple living areas designed for both comfort and functionality. The main level showcases a bright, open-concept living and dining area with a large window that fills the space with natural light, along with a functional eat-in kitchen complete with stainless steel appliances. The upper level offers three well-sized bedrooms, including a primary bedroom with a convenient ensuite powder room, plus a full bathroom. The ground level (walkout) features a spacious family room with direct access to the backyard, an additional bedroom or office, and a dedicated laundry area-ideal. The finished lower level adds even more usable space with a large recreation room, separate games room, an additional bedroom, utility room, and cold cellar. With solid fundamentals and a layout that lends itself well to modern updates, this home presents a fantastic opportunity for long-term value. Prime location close to top-rated schools, parks, transit, Highway 401, and the amenities of York Mills. Recent Updates: Windows (2024), Basement Flooring (2024), Electrical Light Fixtures (2024), Paint (2025), Porch & Stairs (2025), Dishwasher (2024), Fridge (2026), Kitchen Cabinets (2018), Washer & Dryer (2018). 5 Beds ⋅ 3 Baths ⋅ C13028612 MLS Opportunity Knocks in a High-Demand Neighbourhood! This spacious backsplit offers exceptional potential-ideal for investors, renovators, or buyers looking to personalize and add value. Featuring 4 bedrooms and 3 bathrooms, the home provides a versatile layout with multiple living areas designed for both comfort and functionality. The main level showcases a bright, open-concept living and dining area with a large window that fills the space with natural light, along with a functional eat-in kitchen complete with stainless steel appliances. The upper level offers three well-sized bedrooms, including a primary bedroom with a convenient ensuite powder room, plus a full bathroom. The ground level (walkout) features a spacious family room with direct access to the backyard, an additional bedroom or office, and a dedicated laundry area-ideal. The finished lower level adds even more usable space with a large recreation room, separate games room, an additional bedroom, utility room, and cold cellar. With solid fundamentals and a layout that lends itself well to modern updates, this home presents a fantastic opportunity for long-term value. Prime location close to top-rated schools, parks, transit, Highway 401, and the amenities of York Mills. Recent Updates: Windows (2024), Basement Flooring (2024), Electrical Light Fixtures (2024), Paint (2025), Porch & Stairs (2025), Dishwasher (2024), Fridge (2026), Kitchen Cabinets (2018), Washer & Dryer (2018). 15 Foursome Crescent, Toronto
$6,500,000 This Is More Than A Home, It's An Extraordinary Statement Of Living, Ideally Situated Close To Top-Ranked Schools, Perfect Balance Of Luxury, Convenience, And Prestige. Experience Truly Spectacular Living In This Custom-Built, Masterpiece Nestled In The Prestigious St. Andrew Neighbourhood. Offering Approximately 10,000 Sq. Ft. Of Refined Luxury, This Residence Showcases Impeccable Craftsmanship, Grand Proportions, And An Effortless Blend Of Elegance And Modern Design. From The Moment You Enter, You Are Greeted By Soaring Ceilings And An Abundance Of Natural Light Streaming Through Oversized Windows, Enhancing The Home's Open-Concept Layout And Expansive Principal Rooms. Designed For Both Grand Entertaining And Comfortable Everyday Living, Every Space Exudes Sophistication And Scale. The Chef-Inspired Kitchen Is Appointed With Premium Sub-Zero And Wolf Appliances, Complemented By A Fully Equipped Butler's Kitchen For Seamless Hosting. The Adjoining Family Room Is A Showpiece, Featuring A Fireplace And Dramatic Floor-To-Ceiling Windows That Create A Warm Yet Impressive Gathering Space. This Home Offers 5 Luxurious Bedrooms, Each With Its Own Private Ensuite And Generous Closet Space. The Primary Retreat Is A Sanctuary Of Comfort, Complete With A Spa-Like Ensuite, Elegant Fireplace, Juliette Balcony, And A Meticulously Designed Walk-In Closet. The Lower Level Is Thoughtfully Designed For Lifestyle And Entertainment, Featuring A Spacious Recreation Area, A Private Gym With Full Shower, And A Functional Mudroom With Direct Garage Access. Include A 4-Car Garage, Heated Driveway And Walkway, And Seamless Indoor-Outdoor Living. 6 Beds ⋅ 8 Baths ⋅ C13026590 MLS This Is More Than A Home, It's An Extraordinary Statement Of Living, Ideally Situated Close To Top-Ranked Schools, Perfect Balance Of Luxury, Convenience, And Prestige. Experience Truly Spectacular Living In This Custom-Built, Masterpiece Nestled In The Prestigious St. Andrew Neighbourhood. Offering Approximately 10,000 Sq. Ft. Of Refined Luxury, This Residence Showcases Impeccable Craftsmanship, Grand Proportions, And An Effortless Blend Of Elegance And Modern Design. From The Moment You Enter, You Are Greeted By Soaring Ceilings And An Abundance Of Natural Light Streaming Through Oversized Windows, Enhancing The Home's Open-Concept Layout And Expansive Principal Rooms. Designed For Both Grand Entertaining And Comfortable Everyday Living, Every Space Exudes Sophistication And Scale. The Chef-Inspired Kitchen Is Appointed With Premium Sub-Zero And Wolf Appliances, Complemented By A Fully Equipped Butler's Kitchen For Seamless Hosting. The Adjoining Family Room Is A Showpiece, Featuring A Fireplace And Dramatic Floor-To-Ceiling Windows That Create A Warm Yet Impressive Gathering Space. This Home Offers 5 Luxurious Bedrooms, Each With Its Own Private Ensuite And Generous Closet Space. The Primary Retreat Is A Sanctuary Of Comfort, Complete With A Spa-Like Ensuite, Elegant Fireplace, Juliette Balcony, And A Meticulously Designed Walk-In Closet. The Lower Level Is Thoughtfully Designed For Lifestyle And Entertainment, Featuring A Spacious Recreation Area, A Private Gym With Full Shower, And A Functional Mudroom With Direct Garage Access. Include A 4-Car Garage, Heated Driveway And Walkway, And Seamless Indoor-Outdoor Living. 81 Upper Canada Drive, Toronto
$4,380,000 Desired St. Andrew's Locale*Fabulous And Spacious Custom Built Home Backing Onto Parkette*Main Floor Office*Entertainment Size Living/Dining Room*Kitchen O/L Private Yard/Waterfall & Bbq Bar* Open Staircase With Rod Iron Pickets*3 Skylights*5 Spacious Bedrooms*5 Ensuite Baths*Triple Car Garage*Fin. Bsmt With 2 Bedrooms/2 Baths/Sauna*Walk Up To Yard*L.E.D. Lights In/Out*$$$ Spent On Interlock Drive/Walkways/Landscaping*Great School District* 7 Beds ⋅ 8 Baths ⋅ C13005614 MLS Desired St. Andrew's Locale*Fabulous And Spacious Custom Built Home Backing Onto Parkette*Main Floor Office*Entertainment Size Living/Dining Room*Kitchen O/L Private Yard/Waterfall & Bbq Bar* Open Staircase With Rod Iron Pickets*3 Skylights*5 Spacious Bedrooms*5 Ensuite Baths*Triple Car Garage*Fin. Bsmt With 2 Bedrooms/2 Baths/Sauna*Walk Up To Yard*L.E.D. Lights In/Out*$$$ Spent On Interlock Drive/Walkways/Landscaping*Great School District* 50 Yorkminster Road, Toronto
$5,290,000 Feng Shui Certified!! Welcome to 67 Montressor Drive, An Extraordinary Custom-Built French Chateau in St.Andrew-Windfields Toronto's Sought After Enclave. This Well Designed Home Offers Approx 7500sf of Living Space. Invite the Warmth With a Heated Driveway, Heated Garage, Heated Entrance Steps and Heated Foyer. Step Into the Grand Main Floor With Soaring 11' Ceilings And An Abundance of Natural Light with Large Triple Pane Windows. The state-of-the-Art Kitchen Is A Show-Stopper w/Custom Luxury Cabinetry, Built-In Appliances, 43" La Cornue Gas Stove, JennAir Built-In Coffee Maker, Plus a Discrete And Fully Equipped Spice Kitchen for the Passionate Chef. The Appointed Office Includes A Built-In Glass Wine Celler, Combining Sophistication and Function. Integrated Smart Home Automation & Security System Installed For The Peace Of Mind. Second Floor Offers 4 oversized Sky Lights and 4 Bedrooms all W/ensuites. Primary Bedroom is equipped With His and Her W/I Closets and Luxurious Ensuite featuring Designer Tub, Smart Toilet, Double Showers, Heated Floors and Full Stone Slabs Throughout. Relax Or Entertain In The Fully Finished Walkout Basement With Heated Floors And 10.5' Ceilings, A Modern Glass-enclosed Gym, Home Theatre, Modern Wet Bar, And A Private Nanny/in-law Suite. With Every Comfort Considered And No Detail Overlooked, This Home Defines Luxury In One Of Toronto's Most Prestigious Neighbourhoods Close To Top Private Schools, Premier Golf Courses, Fine Dining, And All The Conveniences Of City Living. 5 Beds ⋅ 7 Baths ⋅ C12965526 MLS Feng Shui Certified!! Welcome to 67 Montressor Drive, An Extraordinary Custom-Built French Chateau in St.Andrew-Windfields Toronto's Sought After Enclave. This Well Designed Home Offers Approx 7500sf of Living Space. Invite the Warmth With a Heated Driveway, Heated Garage, Heated Entrance Steps and Heated Foyer. Step Into the Grand Main Floor With Soaring 11' Ceilings And An Abundance of Natural Light with Large Triple Pane Windows. The state-of-the-Art Kitchen Is A Show-Stopper w/Custom Luxury Cabinetry, Built-In Appliances, 43" La Cornue Gas Stove, JennAir Built-In Coffee Maker, Plus a Discrete And Fully Equipped Spice Kitchen for the Passionate Chef. The Appointed Office Includes A Built-In Glass Wine Celler, Combining Sophistication and Function. Integrated Smart Home Automation & Security System Installed For The Peace Of Mind. Second Floor Offers 4 oversized Sky Lights and 4 Bedrooms all W/ensuites. Primary Bedroom is equipped With His and Her W/I Closets and Luxurious Ensuite featuring Designer Tub, Smart Toilet, Double Showers, Heated Floors and Full Stone Slabs Throughout. Relax Or Entertain In The Fully Finished Walkout Basement With Heated Floors And 10.5' Ceilings, A Modern Glass-enclosed Gym, Home Theatre, Modern Wet Bar, And A Private Nanny/in-law Suite. With Every Comfort Considered And No Detail Overlooked, This Home Defines Luxury In One Of Toronto's Most Prestigious Neighbourhoods Close To Top Private Schools, Premier Golf Courses, Fine Dining, And All The Conveniences Of City Living. 67 Montressor Drive N, Toronto
$16,800,000 A truly one-of-a-kind estate showcasing an NBA-calibre professional sports court, set on over 1.3 acres of breathtaking ravine vistas. This exceptional residence is clad in timeless limestone and offers an uncompromising standard of luxury, craftsmanship, and design. Boasting over 9,390 square feet above grade, plus an extraordinary 6,042 square foot lower level featuring a full basketball court, this home is the ultimate in grand-scale living and entertaining. No expense has been spared, with soaring ceilings, bespoke finishes, and meticulous attention to detail throughout. State-of-the-art technology enhances every aspect of the home, including a fully integrated Control4 automation system, Alexa connectivity, and a spectacular home theatre with 4K projection and a 152-inch screen. The main level features a private in-law suite, an elegantly panelled library, and a chef-inspired kitchen complete with a wood chopping block, expansive centre island, and built-in refrigeration-designed for both everyday living and elevated entertaining. The primary retreat is a sanctuary of indulgence, highlighted by a lavish 11-piece onyx marble ensuite and a custom-designed dressing room. Outdoors, the estate transforms into a dream resort-style oasis, complete with a stunning pool, private soccer field, outdoor bar and kitchen, granite fire pit, and an expansive stone terrace-perfect for hosting or unwinding in complete privacy. This estate is just minutes to highway access, top public and private schools and boutique shops and eateries nearby. 7 Beds ⋅ 12 Baths ⋅ C12945142 MLS A truly one-of-a-kind estate showcasing an NBA-calibre professional sports court, set on over 1.3 acres of breathtaking ravine vistas. This exceptional residence is clad in timeless limestone and offers an uncompromising standard of luxury, craftsmanship, and design. Boasting over 9,390 square feet above grade, plus an extraordinary 6,042 square foot lower level featuring a full basketball court, this home is the ultimate in grand-scale living and entertaining. No expense has been spared, with soaring ceilings, bespoke finishes, and meticulous attention to detail throughout. State-of-the-art technology enhances every aspect of the home, including a fully integrated Control4 automation system, Alexa connectivity, and a spectacular home theatre with 4K projection and a 152-inch screen. The main level features a private in-law suite, an elegantly panelled library, and a chef-inspired kitchen complete with a wood chopping block, expansive centre island, and built-in refrigeration-designed for both everyday living and elevated entertaining. The primary retreat is a sanctuary of indulgence, highlighted by a lavish 11-piece onyx marble ensuite and a custom-designed dressing room. Outdoors, the estate transforms into a dream resort-style oasis, complete with a stunning pool, private soccer field, outdoor bar and kitchen, granite fire pit, and an expansive stone terrace-perfect for hosting or unwinding in complete privacy. This estate is just minutes to highway access, top public and private schools and boutique shops and eateries nearby. 382 Old Yonge Street, Toronto