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Toronto Homes for Sale

Toronto is Canada’s largest city and a world leader in such areas as business, finance, technology, entertainment and culture. Its large population of immigrants from all over the globe has also made Toronto one of the most multicultural cities in the world.

$12,880,000
5 Beds 7 Baths C13764668 MLS® #
Welcome To "Donwoods Abbey" In Prestigious Hoggs Hollow, Set Beside The Renowned Rosedale Golf Club. This Exceptional Estate Residence Offers Timeless Craftsmanship, Privacy, And Refined Living On A Beautifully Landscaped Lot Just Minutes To The City's Finest Amenities.A Grand Foyer With Skylight And Sweeping Staircase Sets The Tone For Elegant Interiors Designed For Both Entertaining And Everyday Living. The Formal Living Room Extends Seamlessly To Stone Terraces And A Private, South-Facing Garden, While The Dining Room Is Elegantly Secluded, Creating An Ideal Setting For Formal Entertaining.The Chef's Kitchen Features Custom Cabinetry, Granite Counters, A Large Centre Island, And Premium Appliances, Flowing Into A Warm And Inviting Family Space.A True Showpiece Of The Home, The Magnificent Two-Storey Walnut Library Is Nothing Short Of Extraordinary-Featuring Rich Custom Paneling, A Dramatic Coffered Ceiling, A Statement Fireplace, And Floor-To-Ceiling Bespoke Bookcases. A Mezzanine-Level Gallery And Private Study Overlook The Space, Creating A Rare And Inspiring Setting That Blends Architectural Grandeur With Intimate Sophistication.Main Level Also Includes A Private Office, Three-Season Room With Stone Fireplace, Full Bath, Mudroom, And Elevator Access.The Primary Suite Offers Fireplace, Balcony, Spa-Inspired Marble Ensuite, And Custom Dressing Room. Additional Bedrooms Are Spacious With Well-Appointed Baths.The Lower Level Is Designed For Elevated Lifestyle Living, Featuring A Spacious Recreation Room, A Dedicated Home Theatre, A Stylish Bar And Lounge, Wine Cellar, Fitness Studio, And A Private Guest Suite.Outdoors, The Property Transforms Into A Resort-Inspired Sanctuary-Where A Natural-Style Pool With Twin Rock Waterfalls, A Hot Tub, And Expansive Stone Terraces Are Framed By Mature Trees And Lush Gardens, Creating An Atmosphere Of Complete Privacy, Tranquility, And Effortless Luxury. A Rare Offering In One Of Toronto's Finest Enclaves.

113 Donwoods Drive, Toronto

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC..

$12,800,000
6 Beds 10 Baths C13527176 MLS® #
Under Construction. A Newly Completed Architectural Masterpiece In Prestigious Forest Hill, Expertly Crafted By Renowned Danieli Development Group, Celebrated For Exceptional Quality, Enduring Design, & Meticulous Attention To Detail. Encompassing Approximately 10,000 Sq. Ft. Of Luxurious Living Space, This Extraordinary Residence Seamlessly Blends Timeless Architecture With Sophisticated Contemporary Interiors. An Impressive Natural Stone Facade, Elegant Landscaping, & Stately Curb Appeal Introduce Interiors Defined By 12-Foot Main Floor Ceilings, Rich Herringbone Hardwood Flooring, Four Fireplaces, & A Private Elevator Connecting Every Level. The Designer Kitchen Is Paired With A Fully Equipped Butler's Kitchen, Both Outfitted With Premium Miele Appliances, Custom Cabinetry, & Exquisite Natural Stone Finishes. Designed For Exceptional Entertaining, The Home Showcases A Remarkable Custom Wine Cellar Featuring Leather Detailing, Wine Peg Displays, Glass & Mirrored Elements, & Warm Wood Veneers. The Second Level Is Enhanced By Dramatic Mirrored Hallways That Amplify Light & Space. A Lavish Primary Retreat Offers A Private Fireplace, Separate His-And-Hers Walk-In Closets, &Two Spa-Inspired Ensuites Complete With Steam Showers & Bespoke Finishes. Two Additional Bedroom Suites Complete The Second Floor, While The Third Level Offers Two More Spacious Bedrooms. The Resort-Calibre Lower Level Is Dedicated To Luxury & Wellness, Featuring A Private Home Theatre, Nanny Suite With Ensuite, Fully Equipped Gym, Steam Room, Heated Floors, Bar, & A Spectacular Indoor Sicis Saltwater Pool Finished With Iridescent Mosaic Tile & Anchored By A Stunning Double-Sided Fireplace. Completing This Exceptional Offering Is A Rare Five-Car Garage, Along With A Heated Two-Car Driveway, Front Walkway, & Rear Porch. Nearing Completion, This Is A Rare Opportunity To Personalize Select Finishes & Final Design Details While Securing One Of Forest Hill's Most Significant New Luxury Residences.

123 Glenayr Road, Toronto

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC..

$12,500,000
7 Beds 11 Baths C13753488 MLS® #
Masterfully Designed Palatial Custom Estate Situated On An Exceptionally Private, Double-Gated, Tree-Lined Lot With 100' Lush Frontage & A Circular Heated Driveway In The Prestigious & Highly Coveted York Mills South Locale. This Extraordinary Gated Residence Captivates With Its Wraparound Premium Indiana Limestone Facade & Offers 13,286 Sqft. Of Luxurious Living Space, Featuring 6+1 Expansive Suites, An Elegant Upper-Level Lounge, A 5-Car Indoor Garage Spaces, And Driveway Parking For Up To 8 Additional Vehicles. Exquisite Craftsmanship Is Showcased Throughout With Coffered Ceilings, Recessed Paneling, Control 4 Home Automation, Designer Lighting, And Bespoke Fixtures. A Dramatic Cathedral Leaded-Glass Skylight W/ Integrated Custom Lighting Illuminates The Interior, Complemented By Oak Hardwood Flooring With Wenge Inlays & Impressive 5' X 10' Italian Slabs In The Heated Foyer.The Gourmet Chef's Kitchen Seamlessly Connects To The Family Room With Walkout Access To The Covered Outdoor Living Pavilion, Creating An Exceptional Indoor-Outdoor Entertaining Experience. The Grand Primary Retreat Features A Private Sitting Room, Wet Bar, Lavish 7Pcs Spa-Inspired Ensuite, & A Walkout Terrace Overlooking The Meticulously Landscaped Grounds. The Walk-Up Lower Level Rivals An Exclusive Private Members' Club, Offering A Showstopping Wine Cellar, Games Room Overlooking The Subterranean Garage, Fitness Centre, Expansive Recreation Room With A Full Bar & Striking Fireplace, Covered Walkway To The Private Salon & Spa, A Separate Nanny Quarters. A Resort-Inspired Rear Gardens Showcase A Spectacular Concrete Inground Pool Built By Renowned Betz Pool Company Featuring Built-In Jacuzzi and Waterfall And An Expansive Entertaining Spaces, Covered Stone Terrace, And A Fully Fenced, Tree-Lined Rear Garden. A Rare Offering That Exemplifies Refined Luxury, Timeless Sophistication, And Unparalleled Craftsmanship In One Of Toronto's Most Distinguished Neighborhood.

23 Sandfield Road, Toronto

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC..

$12,500,000
5 Beds 6 Baths C13227720 MLS® #
Extremely rare endless summer escape in a poolside paradise with 7-Star resort-style luxury! Experience the ultimate retreat in the most sought-after and prestigious Rosedale neighborhood, west of Mt. Pleasant. Embraced by mature trees and manicured lawns, this extraordinarily expansive 85-foot-wide tableland property sits atop the exclusive Chestnut Park ravine, overlooking serene parkland below and feels like a private country estate. A true garden oasis, the stunning oversized pool is virtually irreplaceable in this area, creating an idyllic opportunity for captivating family living and exceptional entertaining. Spanning nearly 8,000 square feet, this elegant Georgian residence is in a picture-perfect position on this magically lamp-lit street just 2 blocks from Yonge. The garden features sprawling multiple terraces for sitting, dining, and entertaining, complete with an outdoor kitchen. Inside, discover gracefully curated interiors & a truly sumptuous sky-lit primary suite with lush treetop views, a sitting area with fireplace, his & her separate dressing rooms and spa-inspired ensuite. This sleek trophy property blends transitional modernity, alluring charm & unparalleled privacy with modern convenience and spectacular luxury in a truly prized neighborhood. Additional highlights include an ELEVATOR, generator, garage with lift & ensuite bathrooms in all bedrooms for superb flexibility. Set beneath a treed canopy for total privacy, you are just steps from the subway, excellent private & public schools, premier shopping, area parks, tennis, skating & hiking & biking trails extending to the lake with Yorkville & the city center only a 10-minute drive away. For those who value permanence, treasured memories will resonate for all in this enduring and stable investment!

82 Chestnut Park Road, Toronto

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED.

$12,450,000
5 Beds 7 Baths W13728250 MLS® #
Welcome to 23 Riverside Crescent, An Extraordinary Private Estate on The Humber River. This Magnificent Stone, and Tudor Residence Overlooks The Humber River And Is Located On One Of Toronto's Most Private And Coveted Streets. Set On A Rare South- And West-Facing Pie-Shaped Lot (Approx. 100 x 230 Ft) The Property Offers Exceptional Table Land And Approximately 150 Feet Of Direct River Access. Built Between 2016-2018 With Top-Tier Materials, The Residence Offers ~10,000 Sq Ft Of Luxurious Living Space Surrounded By Nature. Expansive West-Facing Windows and Cathedral Ceilings Fill The Main Floor With Natural Light And Capture Breathtaking Views. The Upper Level Features Five Spacious Bedrooms, Each With Its Own Ensuite, Including A Serene Primary Retreat With a Walk-In Closet, Fireplace And Spa-Like Bath. The Walk-Out Lower Level Is Designed For Recreation, With a Large Entertainment Area, Gym, Sauna, Indoor Hockey Rink, And Access To Terraces, Pool, And Pool House With Bath And Mini Kitchen Area. Spectacular Landscaped Grounds Include A Pool, Multiple Terraces, Fire Pit, And Pool House With Bath And Mini Kitchen. Enjoy Sunsets, River Access, Nearby Trails, And Walkability To Bloor West Village And Subway. Minutes To Downtown And The Airport. An Exceptional Property Offering Rare Privacy, Extraordinary Natural Beauty, And Unparalleled Convenience Just Minutes From The City. Perfect For Family Living And Spectacular Entertaining. Truly A Once-In-A-Lifetime Opportunity.

23 Riverside Crescent, Toronto

Listing courtesy of RE/MAX PROFESSIONALS INC..

$11,995,000
5 Beds 7 Baths C13092402 MLS® #
Discreetly positioned on one of Rosedale's most prestigious streets, this exceptional ravine residence offers rare architectural scale, privacy, and contemporary refinement. Set on a remarkable 238-foot deep lot backing onto the Rosedale ravine, the property boasts a resort-like setting with an infinity-edge pool, expansive outdoor living areas, and a covered terrace designed for year-round entertaining. Situated minutes from downtown Toronto, Rosedale is a unique combination of charm and sophistication. It offers upscale dining, designer shopping, top-rated public and private schools, beautiful parks and endless trails for walking, running or cycling. Quick access to the subway system, Yonge Street and Mount Pleasant Road allow for easy access to explore all that Toronto has to offer. 20 Cluny has been thoughtfully renovated to reflect a seamless blend of timeless architecture and modern luxury. This home spans over 6,000 square feet above grade, with a fully finished lower level, providing elegant space for both grand entertaining and comfortable family living. Inside, 11-foot ceilings on the main and third floors enhance light and volume, while expansive principal rooms offer sophisticated living and dining spaces. The main level, exceeding 2,200 square feet, features a functional layout with formal living and dining rooms, a private office, and a kitchen and breakfast area that connect effortlessly to the terrace and gardens. Upper levels include five generously sized bedrooms, each with its own ensuite. The primary suite offers a serene retreat with a dressing room and spa-inspired bathroom. The third floor provides rare additional living space, ideal for guests or multi-generational living. The lower level includes a recreation room, home gym, and wet bar. Complete with a spacious double garage and heated driveways, this elegant home presents a rare opportunity in one of Toronto's most prestigious neighbourhoods.

20 Cluny Drive, Toronto

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES PHINNEY REAL ESTATE.

$11,895,000
6 Beds 8 Baths C13599294 MLS® #
An exceptional custom-built residence on a prominent Forest Hill corner lot, offering nearly 9,000 sq. ft. of impeccably designed living space across four levels connected by elevator. Surrounded by mature trees and enhanced by expansive windows throughout, this remarkable home is filled with natural light and showcases a rare combination of scale, craftsmanship, and thoughtful design.The main level is designed for both elegant entertaining and everyday family living, featuring sophisticated principal rooms, exquisite millwork, heated stone flooring, and a stunning chef's kitchen appointed with premium Miele appliances, custom cabinetry, and an oversized island. Interiors curated by acclaimed designer Carrie Mudford of CMID create a timeless yet contemporary atmosphere throughout the home.The second level offers four generous bedroom suites, each with its own ensuite. The primary retreat is truly extraordinary, featuring an oversized custom dressing room with extensive built-in cabinetry and a luxurious marble-clad ensuite complete with steam shower, freestanding soaker tub, and private water closet. The third floor provides exceptional flexibility with a fifth bedroom, full bath, private office, built-in bar, and spacious lounge area.Designed with wellness and entertainment in mind, the lower level rivals a private resort, featuring a state-of-the-art fitness centre, steam sauna, dry sauna, expansive recreation room, custom wine cellar, and a spectacular wet bar. A dedicated theatre room with seven premium reclining theatre chairs, serving counter, bar fridge, and microwave creates the ultimate cinematic experience.Radiant heated floors extend throughout all stone-finished areas and the entire lower level. A heated snow-melt driveway accommodates four vehicles with ease, while the exceptional garage configuration offers space for four additional vehicles, including a triple garage with lift access and a separate private bay ideal for a collector automobile.

201 Rosemary Road, Toronto

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$11,888,000
7 Beds 8 Baths C13704922 MLS® #
Nestled on one of the Bridle Path's most private and coveted streets, this magnificent south facing estate on Country Lane epitomizes refined luxury and timeless elegance. Set on a spectacular 3/4 acre park-like lot, the residence is surrounded by breathtaking landscaped gardens with mature trees and vibrant plantings that create a setting of serene natural beauty. A grand entrance opens to an impressive, light filled Great Room with soaring ceilings, skylights, and a dramatic water feature. The sun drenched chef's kitchen-featuring top of the line appliances and an oversized centre island flows seamlessly into the family and breakfast rooms, all overlooking the exquisite gardens, pool, hot tub, and gazebo. Walkouts lead to a stunning pergola covered porch, ideal for outdoor dining and entertaining. The luxurious main floor primary suite offers a private retreat with a sitting area, double sided fireplace, and direct garden access. Designed for both family living and formal entertaining, the home includes gracious living and dining rooms, a distinguished office with custom built ins, and five additional bedrooms each with its own ensuite. The open concept layout, hardwood floors throughout, abundant windows, and natural light enhance the home's warm and inviting atmosphere. The fully finished lower level is an entertainer's delight, complete with a bar, wine cellar, steam shower, heated floors, and an in ground sprinkler system servicing the grounds. Additional highlights include a new cedar roof (2019), three car garage with parking for six more on the driveway, heated exterior floors, and professional landscape lighting. This is a rare opportunity to own a landmark Bridle Path residence that seamlessly blends grand architecture, modern comfort, and the unparalleled beauty of one of Toronto's most prestigious settings.

23 Country Lane, Toronto

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$11,880,000
7 Beds 9 Baths C13613444 MLS® #
The Rosedale Grand Estate In the prestigious Bridle Path Sunnybrook York Mills neighbourhood, The Rosedale Grand Estate stands as a testament to timeless grandeur and modern sophistication. Positioned on a southwest-facing ravine lot 106.6x306, the residence offers panoramic views of the Rosedale Golf Club and a rare conservation backdrop. A full walk-out design extends to expansive terraces and a resort-inspired pool, creating a seamless connection between elegant interiors and the natural outdoors. With approximately 13,280 square feet of living space across three levels, the estate embodies both scale and refinement. Soaring ceilings, rich hardwood floors, and walls of glass bring light and openness throughout. Complementing the home's exceptional quality and meticulous upkeep is a brand-new roof, providing both peace of mind and lasting value. The principal suite serves as a private retreat with a spa-like ensuite, elegant dressing room, and three walk-in closets. At the homes center, a custom chefs kitchen with walk-in pantry flows into the grand family room, while the sweeping central hall and curved staircase overlook the ravine, offering an architectural statement of distinction. The full walk-out lower level transforms into an entertainers haven, complete with a home theatre, bar, gym, sauna, and nanny's suite. An elevator services all three levels, ensuring accessibility and ease. Beyond the residence, the lifestyle is unmatched. Families benefit from proximity to some of Canadas most celebrated private and public schools. Just minutes away, downtown Toronto awaits with its world-class dining, cultural attractions, theatres, and luxury shopping. With 6+1 bedrooms and 8 bathrooms, The Rosedale Grand Estate is more than a home it is a statement of legacy, offering privacy, prestige, and connection to the best of Toronto living. An extraordinary residence where conservation beauty, refined luxury, and city sophistication meet. A world of magnificence awaits!

32 Arjay Crescent, Toronto

Listing courtesy of HAMMOND INTERNATIONAL PROPERTIES LIMITED.

$11,800,000
7 Beds 10 Baths C13556120 MLS® #
Architecturally Significant - Builder's Own On Lush One Acre Ravine Lot. Timeless Transitional Architecture. A Rare Custom Estate In The Highly-Coveted Neighbourhood Of Banbury-Bridle Path. Pool, Tennis Court & Overlooks Lush Ravine. Exceptional Luxury Appointments & Interior Amenities. Surrounded By Mature Trees, Natural Beauty, & Exclusive Privacy W/ Over 13,060 SF Of Luxurious Living Space And Resort-Like Rear Garden. Timeless Stucco & Brick Exterior Combined W/Frank Lloyd-Wright Style Cedar Overhangs Plus Copper Flashings & Eaves Throughout. A Long Snow Melting Private Drive & 4-Car Garage. Soaring Ceilings, Refined Millwork, Top-Tier Appliances, Custom Lighting, Control 4 Automation, Rich Hardwood, Abundant Natural Light, & Luxury Finishes Throughout. A Gourmet Kitchen Equipped W/ Premium Appliances, Centre Island, Large Breakfast Area W/ Walkout To Covered BBQ Balcony, Spacious Family Room All Overlooking The Serene Wooded Setting. Charming Wood-Paneled Library W/ Box Ceiling & Concealed Wet Bar. The Primary Retreat Features A Generous W/I Dressing Room & A Spa-Like 7-Piece Ensuite, Plus Sun-Drenched Sitting Room & Extraordinary Box Bay Window Overlooking The Rear Garden. Five Other Generously Sized Bedrooms Complete The Upper Level. The Lower Level Features A Sprawling Rec Room, Temperature Controlled Wine Room W/ Custom Storage For 800+ Bottles, Expansive Billiards Room, State-Of-The-Art Gym W/ Ensuite Sauna & Change Rooms, & Private Nanny Suite. A Grade-Level Walkout From The L/L To The Rear Garden Oasis Gives Access To A Spacious Covered Terrace, In-ground Heated Pool Plus Cabana, Majestic Lawns, Multiple Entertaining Areas, Lighted Sports Court Fit For Basketball And Tennis Plus Pickleball, & Outdoor BBQ Area. Located Minutes From Top Public & Private Schools, Top-Rated Golf Courses, Easy Access To The 401 & 404. This Is Truly a Rare Offering Combining Luxury, Comfort, & Convenience In One Of Toronto's Most Prestigious Enclaves!

17 Alderbrook Drive, Toronto

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC..

$11,800,000
6 Beds 8 Baths C13115584 MLS® #
Perfectly positioned on a tranquil cul-de-sac, 92 Arjay Cres. is a masterful expression of contemporary estate living, offering 7,500 sqft above grade of exquisitely designed interiors. Conceived by acclaimed architect Richard Wengle and curated by Coe Mudford, this remarkable residence is defined by grand scale, curated vistas, and seamless flow throughout. A striking limestone façade framed by manicured landscaping creates a commanding first impression, while a heated driveway ensures effortless year-round living. Inside, soaring 11-foot ceilings, aluminum European tilt-and-turn windows, and a refined palette of marble, quartzite, and custom millwork establish a sophisticated yet inviting ambiance. The marble-clad foyer introduces elegant principal rooms designed for both everyday living and exceptional entertaining. Formal living and dining areas are complemented by a sculptural wine display, while the showpiece kitchen serves as the heart of the home, anchored by a dramatic 12-foot quartzite island, premium appliances, and a fully equipped prep kitchen. Expansive family and breakfast rooms open seamlessly to the outdoors, while a sophisticated bar lounge with a double-sided fireplace enhances the home's entertaining appeal. A refined powder room and well-appointed mudroom add thoughtful functionality. Upstairs, the 1500 sq.ft primary suite plus a 500 sq.ft private balcony offers dual dressing rooms w/ islands, and a spa-inspired ensuite with steam shower, soaking tub and dual toilets. Four additional bedrooms, each w/ its own ensuite, are thoughtfully arranged for privacy and comfort. The lower level w/ heated floors throughout is a destination unto itself, featuring a soundproof theatre, fitness studio, wet/dry sauna, nanny or in-law suite, change room w/ steam shower and expansive recreation space with walkout to garden. A heated ramp to the underground garage for nine vehicles provides a rare opportunity for collectors and enthusiasts alike.

92 Arjay Crescent, Toronto

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM.

$11,500,000
5 Beds 5 Baths E13567700 MLS® #
A once-in-a-lifetime opportunity, 220 Greyabbey Trail is one of Toronto's most extraordinary private waterfront estates. Beyond elegant wrought-iron gates, nearly 6 acres of breathtaking park-like grounds unfold, framed by mature trees and 11 magnificent Blaze Maples lining the 660-foot street frontage create an unforgettable arrival. With approximately 770 feet of unobstructed Lake Ontario frontage, one of the longest privately owned waterfronts within the City of Toronto, and your own private beach, this is an offering of exceptional scale, privacy and natural beauty that is impossible to replicate. Lovingly held by the same family since 1967, the home has evolved into an exceptional residence offering over 5,500 sq. ft. of living space with 5 bedrooms + den and 4.5 bathrooms. The heart of the home is a spacious family kitchen with a grand centre island, premium appliances and generous dining area, flowing into a spectacular glass-enclosed solarium with floor-to-ceiling folding doors that create seamless indoor-outdoor living. A formal living room with gas fireplace, private office with custom built-ins, family room and sunfilled breezeway/foyer complete the main level. Upstairs, four well appointed bedrooms include three with private balconies, while the primary suite offers rooftop access and a spa-inspired ensuite with lake views. A three-car garage is complemented by a self-contained guest or nanny suite above. Whether entertaining on a grand scale or enjoying the luxury of your private waterfront, this is more than a home-it's a legacy.

220 Greyabbey Trail, Toronto

Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY.

$11,500,000
6 Beds 9 Baths C13461906 MLS® #
Nestled in one of Toronto's most coveted neighbourhoods, 170 Roxborough Drive stands as a testament to timeless elegance and architectural brilliance. This landmark heritage house in North Rosedale offers an unparalleled blend of history, luxury, and modern living, seamlessly woven together to create a residence that is both sophisticated and welcoming. With its impressive stone walls and meticulously designed interiors by Robert Noakes, this home is a true gem in the heart of the city, offering the utmost privacy and exclusivity. Located just moments away from Chorley Park and the vibrant Summerhill Market this home enjoys the perfect balance of quiet residential living. The expansive property boasts 120 feet of frontage, surrounded by mature trees and landscaping, ensuring complete privacy while remaining close to the pulse of the city. The substantial stonework of this landmark house reflects the craftsmanship and care that has gone into preserving its historic charm, while modern updates ensure that the home is not only beautiful but also highly functional for contemporary living. The main floor of this remarkable home offers an array of grand principal rooms that are perfect for both intimate gatherings and large-scale entertaining. With 5 generously sized bedrooms, each complemented with its own ensuite bathroom ensuring privacy, the primary bedroom is a sanctuary with 2 full bathrooms. The third level living room is a private retreat flanked by two bedrooms. Step outside into the beautifully landscaped garden where a stunning in-ground pool takes centre stage. Surrounded by flagstone terraces and greenery this outdoor oasis with a built-in BBQ, is a peaceful and luxurious retreat. The focal point of the lower level is the temperature controlled wine cellar along with a media room, billiard room, and recreation room. A direct entrance from the two car garage and a walk out to the pool storage area and garden from this level are an added benefit.

170 Roxborough Drive, Toronto

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED.

$11,499,000
8 Beds 11 Baths C13753420 MLS® #
Architecturally Significant Iconic Estate , On 100' Lush Frontage Situated In Toronto's Most Exclusive, Private & Prestigious York Mills South With Walking Distance To Bridle Path Trail. 11,230 Sqft. Luxurious Living Space, Includes A Finished & Walkout Basement. Clad in I-N-D-I-A-N-A- -L-I-M-E-S-T-O-N-E Front Elevation Wrapped W/An Architectural Brick Accents, Enhanced by Lush Landscaping, A Heated Driveway, Pathway & Dramatic Exterior Lighting. Exceptional Craftsmanship is Showcased Throughout W/Custom Walnut & White Oak Millwork, Imported European Slabs, 12' Ceilings, Elegant Wall Paneling, Detailed Moldings, Heated Floors & Custom Wood Accent Walls. Floor-to-Ceiling Tilt & Turn R-E-Y-N-A-E-R-S Aluminum Windows & Sliding Doors, Flood The Home W/Natural Light. The Grand Foyer Features Imported Italian Slabs, a Striking Staircase & An Oversized Skylight, Setting a Refined & Elegant Tone. Expansive Principal Rooms Highlighted C-H-E-V-R-O-N Hardwood Floor, Gas Fireplaces & Book-Matched Italian Slab Feature Walls.The Chef-s Kitchen Offers Dual Islands, B/I Miele Appliances, a Butlers Pantry W/Servery Access to the Formal Dining Room & Custom Cabinetry. The Breakfast Area & Oversized Family Rm. Include Large-Scale Aluminum Sliding Doors Leading to an Expansive Deck & Concrete B-E-T-Z Swimming Pool. A 4-Stop E-L-E-V-A-T-O-R Services All 3 Levels, Plus an Additional Private Lift W/Direct Garage Access Fully Accessibility-Friendly. The Primary Retreat Boasts Coffered Ceilings, a Wet Bar, Fireplace, Boutique-Style Hers Dressing Boudoir, His Closet, And a Lavish 7 Pcs Ensuite Designed to Impress. The Entertainment-Ready Basement Boasts an Oversized Recreation Area W/ 2 Double Aluminum Sliding Doors Offering Garden-Level Views And Abundant Natural Light, a Large Gym W/Dry Sauna & Full Bath, a Home Theatre, Additional Washer/Dryer & Direct Access From the Garage Completed W/A Dog Wash Station & Elevator Access & Two Nanny & Guest Rooms.

27 Penwood Crescent, Toronto

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC..

$11,299,000
5 Beds 6 Baths C13701124 MLS® #
Introducing an extraordinary newly built custom residence in prestigious Forest Hill, showcasing an exceptional level of craftsmanship, design and attention to detail. Designed by renowned architect Richard Wengle , interiors by Wise Nadel, this sophisticated residence is a masterclass in modern luxury and timeless elegance. A striking architectural presence gives way to beautifully proportioned, light-filled interiors where soaring ceilings, expansive windows, custom millwork and exquisite finishes create an atmosphere that is both refined and inviting. Every element has been thoughtfully considered, from the dramatic principal rooms and designer kitchen to the seamless flow between formal entertaining spaces and comfortable everyday family living. The home offers generously scaled bedrooms and beautifully appointed bathrooms, complemented by a spectacular lower level designed for recreation, entertaining and relaxation. The exceptional craftsmanship and bespoke detailing throughout reflect the quality expected of a home built by a builder for their own family. Ideally situated on one of Forest Hill's coveted residential streets, moments from the Village, top private and public schools, parks, shops and restaurants. A rare opportunity to own a newly built architectural residence where celebrated design, uncompromising construction and sophisticated family living come together in one of Toronto's most prestigious neighbourhoods.

106 Richview Avenue, Toronto

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$11,250,000
5 Beds 7 Baths C13480288 MLS® #
Designed by renowned architect Stan Makow & Associates, 22 Brookfield Road offers approximately 9,882 sq. ft. of total living space on an exceptional ravine lot in prestigious Hoggs Hollow.Thoughtfully designed for both formal entertaining and comfortable family living, the residence combines timeless architecture, generous proportions, and a rare connection to nature in the heart of Toronto.The limestone and brick exterior opens to a resort inspired outdoor setting with a pool, pool house, covered terrace, and views into the surrounding valley landscape. The backyard feels private and protected, with mature trees creating a natural backdrop that is difficult to replicate in the city. Inside, expansive principal rooms, soaring ceilings, an elevator, five fireplaces, and beautifully proportioned living spaces create a refined and livable atmosphere. The residence features 4+1 bedrooms, 7 washrooms, generous family and recreation areas, and a layout that supports both everyday comfort and larger scale entertaining. Hoggs Hollow is one of Toronto's most distinctive residential enclaves, known for its winding streets, estate properties, ravine setting, and quiet country like character within the central part of the city. The neighbourhood offers a rare balance of privacy, land, and access.Ideally located an eight-minute walk from York Mills Subway Station, close to Highway 401, Yonge Street, private clubs, shopping, dining, and everyday amenities. Near many of Toronto's most respected schools, including Crescent School, Havergal College, Toronto French School, and highly regarded public schools. A rare opportunity to own a substantial custom residence in one of Toronto's most established and naturally beautiful neighbourhoods.

22 Brookfield Road, Toronto

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$10,800,000
6 Beds 9 Baths C13636384 MLS® #
An Architectural Masterpiece Of Distinction, Elegance & Enduring Luxury, Gracefully Positioned Within Toronto's Most Prestigious Bridle Path Enclave. Designed Without Compromise, This Magnificent Estate Showcases Grand-Scale Living, Extraordinary Craftsmanship & Bespoke Finishes Throughout. A Breathtaking 21ft. Cathedral Foyer, Elevator Servicing All Levels, Exquisite Quarter-Sawn White Oak Herringbone Floors, Heated Marble Flooring, Intricate Custom Millwork & Designer-Appointed Interiors Create An Unforgettable First Impression. The Spectacular Chef's Custom Made Kitchen Is A Culinary Showpiece, Beautifully Appointed W/A La Canche Gas Range, Premium Miele, Wolf & Sub-Zero Appliances, Custom Cabinetry & An Expansive Entertainer's Island.The Lavish Primary Sanctuary Is The Epitome Of Sophisticated Living, Offering Separate Boutique-Style His & Hers Dressing Rooms & An Opulent Spa-Inspired 9-pcs Marble Ensuite. Each Additional Bedroom Enjoys Its Own Luxurious Ensuite, Ensuring The Ultimate Comfort & Privacy For Family & Guests. The Exceptional Lower Level Rivals The Finest Private Clubs, Featuring A State-Of-The-Art Home Theatre, Elegant Recreation Lounge, Designer Wet Bar, Climate-Controlled Glass Wine Cellar, Fitness Studio, Guest Suite & Walk-Up Access To The Grounds. Beyond The Interior Lies A Truly Resort-Inspired Outdoor Sanctuary. Impeccably Landscaped & Designed For World-Class Entertaining, The Private Backyard Features A Spectacular Inground Swimming Pool, Spa Jacuzzi, Elegant Poolside Cabana, Fully Appointed Outdoor Kitchen, Dedicated 3-pcs Pool Washroom & Private Change Room, Delivering An Unparalleled Lifestyle Of Leisure, Luxury & Sophisticated Outdoor Living.

39 Arjay Crescent, Toronto

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC..

$10,800,000
6 Beds 9 Baths C13020262 MLS® #
Classic residence sited on an estate-sized 0.54-acre lot on one of the most prestigious streets in Teddington Park, adjacent to Rosedale Golf Club. The home was completely taken back to the studs and restored by Joe Brennan with interior design by Lori Morris, showcasing superb craftsmanship, impeccable finishes, and meticulous attention to the finest materials. Grand principal rooms are ideal for entertaining, complemented by an epicurean kitchen, while the sunroom and family room with walk-out to terraces provide more relaxed living spaces. A richly panelled library offers a quiet retreat. Luxurious primary suite boasts a dressing room with centre island and custom built-in shelves. The third level features a spacious loft with two additional bedrooms and two baths. The lower level includes a wine cellar and a large room suitable for a home theatre. The lovely grounds enchant and delight, framed by a canopy of mature trees, exquisite gardens, a sparkling pool, hot tub, fountain, and an eat-in area shaded by a pergola. At the heart of the garden stands a graceful tiered fountain, where water cascades in delicate streams, creating a tranquil focal point. The charming coach house blends elegance and functionality, featuring a kitchen with an aluminum blind that opens to reveal an outdoor bar, complemented by a retractable awning for shade. Inside , there is an exercise room with walk-out to a basketball court, a loft with vaulted ceiling, a bedroom, and a three-piece bath, ideal for guests. Close to Toronto's top private and public schools, clubs, shopping, transit, and a short drive downtown. This exceptional property offers a rare combination of architectural refinement, expansive outdoor living, and thoughtful design, creating an ideal setting for both grand entertaining and comfortable family living in one of the city's most coveted neighbourhoods. A distinguished offering that seamlessly blends timeless elegance with modern luxury and convenience.

175 Teddington Park Avenue, Toronto

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$10,380,000
5 Beds 8 Baths C13599654 MLS® #
A Landmark Residence In The Heart Of Lawrence Park South. Set on an exceptional 50' x 134' lot, 258 Cortleigh Boulevard is a rare offering that masterfully blends timeless architecture, uncompromising craftsmanship, and sophisticated contemporary luxury. Offering approximately 6500 sq. ft. of impeccably finished living space across three levels, this custom-built residence has been thoughtfully designed for exceptional family living and grand-scale entertaining. The spectacular main level features soaring ceilings and a dramatic family room that flows seamlessly into a chef-inspired gourmet kitchen appointed with premium appliances, a stunning marble island, and a fully equipped service kitchen. Every space has been curated with bespoke millwork and meticulous attention to detail. The luxurious primary retreat offers custom walk-in closets and a breathtaking spa-inspired ensuite, while the masterpiece provides generously proportioned bedrooms and an office, and versatile family spaces designed for modern living. The exceptional lower level rivals the finest private clubs, featuring a sophisticated recreation lounge, fitness centre, and private guest or nanny suite. Designed for seamless indoor/outdoor living, the beautifully landscaped backyard is a true private oasis with a resort-inspired concrete swimming pool. Luxury extends to every detail with a private elevator servicing all levels, garage car lift for two cars, radiant heated floors, Control4 smart home automation, premium mechanical systems, and uncompromising quality throughout. Ideally located in one of Toronto's most prestigious neighbourhoods, just moments from the city's finest public and private schools, parks, boutique shopping, dining, and transit, 258Cortleigh represents an extraordinary opportunity to acquire one of Lawrence Park South's finest custom residences, offering exceptional value, timeless design, and an unparalleled lifestyle.

258 Cortleigh Boulevard, Toronto

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED.

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