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A truly once-in-a-generation offering, this extraordinary penthouse represents the pinnacle of luxury living. Masterfully designed by internationally acclaimed Paolo Ferrari, this bespoke home offers approx. 4,000 sq ft of impeccably crafted interiors and over 6,400 sq ft of private outdoor living, crowned by an unparalleled 5,000 sq ft rooftop sanctuary overlooking the Rosedale Ravine designed by Janet Rosenberg. A private elevator opens directly into an exclusive vestibule, revealing soaring 10-foot ceilings, exquisite Italian white oak floors, and interiors of timeless sophistication. The grand living room is anchored by a sculptural limestone fireplace and dramatic floor-to-ceiling Reynaers of Belgium curtain wall glazing, while a richly appointed library with custom millwork provides an elegant space. Designed for exceptional entertaining, the formal dining room accommodates 16+ guests and is complemented by a chef's kitchen appointed in Breccia Capraia marble with bespoke cabinetry, a custom breakfast bar, Gaggenau appliances, and impeccable craftsmanship. Every south-facing principal room extends to an extraordinary 1,400 sq ft limestone terrace. Three refined bedroom suites each offer walk-in closets and luxurious ensuites, including an exceptional primary retreat of remarkable scale. The private rooftop is without equal, complete with a resistance pool, hot tub, custom sauna, outdoor kitchen, secluded vegetable garden, Belgian pergola with motorized screens and retractable roof, fire feature, outdoor television, and a dedicated three-piece bath. Complete with a Crestron intelligent home automation system, four-zone climate control, and high-efficiency mechanical systems, every detail reflects the finest international craftsmanship. Situated within Toronto's premier full-service luxury residence by Siamak Hariri, this is a home of extraordinary scale, complete privacy, and unparalleled distinction. Truly one of Toronto's most significant private residences.

4 Beds ⋅ 5 Baths ⋅ C13525554 MLS ⋅ No 7 Rosedale BLDG.

A truly once-in-a-generation offering, this extraordinary penthouse represents the pinnacle of luxury living. Masterfully designed by internationally acclaimed Paolo Ferrari, this bespoke home offers approx. 4,000 sq ft of impeccably crafted interiors and over 6,400 sq ft of private outdoor living, crowned by an unparalleled 5,000 sq ft rooftop sanctuary overlooking the Rosedale Ravine designed by Janet Rosenberg. A private elevator opens directly into an exclusive vestibule, revealing soaring 10-foot ceilings, exquisite Italian white oak floors, and interiors of timeless sophistication. The grand living room is anchored by a sculptural limestone fireplace and dramatic floor-to-ceiling Reynaers of Belgium curtain wall glazing, while a richly appointed library with custom millwork provides an elegant space. Designed for exceptional entertaining, the formal dining room accommodates 16+ guests and is complemented by a chef's kitchen appointed in Breccia Capraia marble with bespoke cabinetry, a custom breakfast bar, Gaggenau appliances, and impeccable craftsmanship. Every south-facing principal room extends to an extraordinary 1,400 sq ft limestone terrace. Three refined bedroom suites each offer walk-in closets and luxurious ensuites, including an exceptional primary retreat of remarkable scale. The private rooftop is without equal, complete with a resistance pool, hot tub, custom sauna, outdoor kitchen, secluded vegetable garden, Belgian pergola with motorized screens and retractable roof, fire feature, outdoor television, and a dedicated three-piece bath. Complete with a Crestron intelligent home automation system, four-zone climate control, and high-efficiency mechanical systems, every detail reflects the finest international craftsmanship. Situated within Toronto's premier full-service luxury residence by Siamak Hariri, this is a home of extraordinary scale, complete privacy, and unparalleled distinction. Truly one of Toronto's most significant private residences.

7 Dale Avenue Unit PH1, Toronto

$12,500,000

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!

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

$12,200,000

Thoughtfully rebuilt and beautifully layered, 38 Edgar Avenue brings together heritage architecture, contemporary design, and global influences in a distinctly Rosedale setting. A traditional centre hall plan introduces generous principal rooms, including a living room with wood-burning fireplace and an expansive formal dining room, while the rear of the home opens into a light-filled family room and kitchen overlooking the landscaped garden and deep blue concrete pool. The Scavolini kitchen features all-glass cabinetry, marble counters, maple millwork, and Gaggenau appliances, complemented by a separate catering kitchen. Throughout, refined details create a strong sense of character, from marble-trimmed doorways inspired by the Bulgari Hotel in Rome to microcement fireplaces, custom panelling, and a sculptural wood screen rising through the home. Upstairs, the primary suite feels like a private retreat with garden views, a walk-in closet, and spa-like ensuite, alongside two additional bedrooms with ensuites and a front study opening to a terrace. The third floor offers a charming "treehouse" bedroom, a flexible office or lounge, and second laundry. The lower level extends the living space with a large recreation room, music studio or bedroom, laundry and storage, plus a private two-bedroom caregiver or in-law suite with sitting room, full bath, and rough-in for a future kitchenette. Limestone landscaping connects the front and rear gardens to the detached two-car garage, with additional space beyond, prepared garden suite plans, and further future potential, subject to approvals. A warm, highly considered home where traditional craftsmanship and modern living come together with ease.

8 Beds ⋅ 7 Baths ⋅ C13850836 MLS

Thoughtfully rebuilt and beautifully layered, 38 Edgar Avenue brings together heritage architecture, contemporary design, and global influences in a distinctly Rosedale setting. A traditional centre hall plan introduces generous principal rooms, including a living room with wood-burning fireplace and an expansive formal dining room, while the rear of the home opens into a light-filled family room and kitchen overlooking the landscaped garden and deep blue concrete pool. The Scavolini kitchen features all-glass cabinetry, marble counters, maple millwork, and Gaggenau appliances, complemented by a separate catering kitchen. Throughout, refined details create a strong sense of character, from marble-trimmed doorways inspired by the Bulgari Hotel in Rome to microcement fireplaces, custom panelling, and a sculptural wood screen rising through the home. Upstairs, the primary suite feels like a private retreat with garden views, a walk-in closet, and spa-like ensuite, alongside two additional bedrooms with ensuites and a front study opening to a terrace. The third floor offers a charming "treehouse" bedroom, a flexible office or lounge, and second laundry. The lower level extends the living space with a large recreation room, music studio or bedroom, laundry and storage, plus a private two-bedroom caregiver or in-law suite with sitting room, full bath, and rough-in for a future kitchenette. Limestone landscaping connects the front and rear gardens to the detached two-car garage, with additional space beyond, prepared garden suite plans, and further future potential, subject to approvals. A warm, highly considered home where traditional craftsmanship and modern living come together with ease.

38 Edgar Avenue, Toronto

$11,995,000

Discreetly positioned on one of Rosedale's most prestigious streets, this exceptional ravine residence offers rare architectural scale, privacy, andcontemporary refinement. Set on a remarkable 238-foot deep lot backing onto the Rosedale ravine, the property boasts a resort-like setting withan infinity-edge pool, expansive outdoor living areas, and a covered terrace designed for year-round entertaining. Situated minutes fromdowntown Toronto, Rosedale is a unique combination of charm and sophistication. It offers upscale dining, designer shopping, top-rated publicand private schools, beautiful parks and endless trails for walking, running or cycling. Quick access to the subway system, Yonge Street andMount Pleasant Road allow for easy access to explore all that Toronto has to offer. 20 Cluny has been thoughtfully renovated to reflect aseamless blend of timeless architecture and modern luxury. This home spans over 6,000 square feet above grade, with a fully finished lowerlevel, providing elegant space for both grand entertaining and comfortable family living. Inside, 11-foot ceilings on the main and third floorsenhance light and volume, while expansive principal rooms offer sophisticated living and dining spaces. The main level, exceeding 2,200 squarefeet, features a functional layout with formal living and dining rooms, a private office, and a kitchen and breakfast area that connect effortlesslyto the terrace and gardens. Upper levels include five generously sized bedrooms, each with its own ensuite. The primary suite offers a sereneretreat 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 heateddrive, this elegant home presents a rare opportunity in one of Toronto's most prestigious neighbourhoods.

5 Beds ⋅ 7 Baths ⋅ C13861210 MLS

Discreetly positioned on one of Rosedale's most prestigious streets, this exceptional ravine residence offers rare architectural scale, privacy, andcontemporary refinement. Set on a remarkable 238-foot deep lot backing onto the Rosedale ravine, the property boasts a resort-like setting withan infinity-edge pool, expansive outdoor living areas, and a covered terrace designed for year-round entertaining. Situated minutes fromdowntown Toronto, Rosedale is a unique combination of charm and sophistication. It offers upscale dining, designer shopping, top-rated publicand private schools, beautiful parks and endless trails for walking, running or cycling. Quick access to the subway system, Yonge Street andMount Pleasant Road allow for easy access to explore all that Toronto has to offer. 20 Cluny has been thoughtfully renovated to reflect aseamless blend of timeless architecture and modern luxury. This home spans over 6,000 square feet above grade, with a fully finished lowerlevel, providing elegant space for both grand entertaining and comfortable family living. Inside, 11-foot ceilings on the main and third floorsenhance light and volume, while expansive principal rooms offer sophisticated living and dining spaces. The main level, exceeding 2,200 squarefeet, features a functional layout with formal living and dining rooms, a private office, and a kitchen and breakfast area that connect effortlesslyto the terrace and gardens. Upper levels include five generously sized bedrooms, each with its own ensuite. The primary suite offers a sereneretreat 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 heateddrive, this elegant home presents a rare opportunity in one of Toronto's most prestigious neighbourhoods.

20 Cluny Drive, Toronto

$11,995,000

This Is One Of Rosedale's Prettiest Renovated "Cape Cods" On North Rosedale's Best Street Amongst Estate Homes. The Interior Is Flooded With An Abundance Of Natural Light & Tall 10' Ceilings On The Main Floor. It Has Excellent Flow For Family & Entertaining. The Rooms Are All An Excellent Size. The Family Room Is Combined With The Open Gourmet Kitchen with a Bistro Style Eat-in Banquet. The Master Is So Romantic With Double Doors To A Treetop South Deck, Ensuite & Walk-In Closets. There Are Another 5 Bedrooms. This Is One Of The Coolest Houses To Come To The Market. The Views To The North Are Park-Like And To The South A Verdant Treed Oasis. In Addition The Garage Has Been Created Into An Enchanting Pavilion For Fun And Play. Beautifully Newer Pool & Spa and Gardens designed by Mark Hartley. Located On A Cul-De-Sac For Road Hockey And Hoops. A Gem! Its a truly a versatile house, for a large family or for a couple seeking tranquility in a Country like private setting and low traffic. A great opportunity. This home lends itself to casual and refined & sophisticated entertaining both inside and outside.

7 Beds ⋅ 5 Baths ⋅ C13640040 MLS

This Is One Of Rosedale's Prettiest Renovated "Cape Cods" On North Rosedale's Best Street Amongst Estate Homes. The Interior Is Flooded With An Abundance Of Natural Light & Tall 10' Ceilings On The Main Floor. It Has Excellent Flow For Family & Entertaining. The Rooms Are All An Excellent Size. The Family Room Is Combined With The Open Gourmet Kitchen with a Bistro Style Eat-in Banquet. The Master Is So Romantic With Double Doors To A Treetop South Deck, Ensuite & Walk-In Closets. There Are Another 5 Bedrooms. This Is One Of The Coolest Houses To Come To The Market. The Views To The North Are Park-Like And To The South A Verdant Treed Oasis. In Addition The Garage Has Been Created Into An Enchanting Pavilion For Fun And Play. Beautifully Newer Pool & Spa and Gardens designed by Mark Hartley. Located On A Cul-De-Sac For Road Hockey And Hoops. A Gem! Its a truly a versatile house, for a large family or for a couple seeking tranquility in a Country like private setting and low traffic. A great opportunity. This home lends itself to casual and refined & sophisticated entertaining both inside and outside.

83 Binscarth Road, Toronto

$9,880,000

Nestled in Toronto's prestigious Rosedale neighbourhood, this landmark mansion occupies an expansive 100' x 122' estate-sized lot and offers over 7,500 square feet of impeccably designed living spaces. With 7 + 1 generously proportioned bedrooms, 8 bathrooms, and an exceptional third-floor loft, this grand residence seamlessly blends historic architecture with the scale, elegance, and functionality. Originally built circa 1900 for the distinguished Applegath family, the home has been meticulously restored and thoughtfully maintained to preserve it's architectural heritage including a self portrait stain glass window of Mrs. Applegath herself. Drawing inspiration from the classical traditions of Italian Renaissance architect Andrea Palladiio - most notably his iconic Villa Rotunda in Vicenza, Italy - the home reflects timeless design and exceptional craftmanship. A majestic octagonal central hall, framed by twelve lonic columns, creates an unforgettable first impression and sets the tone for the rest of the residence. Throughout the home, rich period details abound: original oak hardwood floors, finely hand-craved oak mouldings and wainscoting, intricate millwork, and 6 fireplaces with decorative tile and brick hearths. The soaring 10-foot ceilings are adorned with ornate plaster crown mouldings, ceiling medallions, and oak-beamed details that speak to the home's historical significance. Expansive bow windows and beautifully preserved stained glass flood the interior with natural light and highlight the warm, elegant atmosphere. Outside, the property is a private oasis, surrounded by mature trees, lush landscaping, and tranquil gardens that offer rare serenity in the heart of the city. A detached two-car garage and additional parking for three vehicles provide added convenience. This is a once-in-a-generation opportunity to own a truly iconic Rosedale residence - an architectural treasure steeped in history and timeles

8 Beds ⋅ 8 Baths ⋅ C13864318 MLS

Nestled in Toronto's prestigious Rosedale neighbourhood, this landmark mansion occupies an expansive 100' x 122' estate-sized lot and offers over 7,500 square feet of impeccably designed living spaces. With 7 + 1 generously proportioned bedrooms, 8 bathrooms, and an exceptional third-floor loft, this grand residence seamlessly blends historic architecture with the scale, elegance, and functionality. Originally built circa 1900 for the distinguished Applegath family, the home has been meticulously restored and thoughtfully maintained to preserve it's architectural heritage including a self portrait stain glass window of Mrs. Applegath herself. Drawing inspiration from the classical traditions of Italian Renaissance architect Andrea Palladiio - most notably his iconic Villa Rotunda in Vicenza, Italy - the home reflects timeless design and exceptional craftmanship. A majestic octagonal central hall, framed by twelve lonic columns, creates an unforgettable first impression and sets the tone for the rest of the residence. Throughout the home, rich period details abound: original oak hardwood floors, finely hand-craved oak mouldings and wainscoting, intricate millwork, and 6 fireplaces with decorative tile and brick hearths. The soaring 10-foot ceilings are adorned with ornate plaster crown mouldings, ceiling medallions, and oak-beamed details that speak to the home's historical significance. Expansive bow windows and beautifully preserved stained glass flood the interior with natural light and highlight the warm, elegant atmosphere. Outside, the property is a private oasis, surrounded by mature trees, lush landscaping, and tranquil gardens that offer rare serenity in the heart of the city. A detached two-car garage and additional parking for three vehicles provide added convenience. This is a once-in-a-generation opportunity to own a truly iconic Rosedale residence - an architectural treasure steeped in history and timeles

114 Glen Road, Toronto

$8,995,000

Situated in the heart of North Rosedale, Whitney Avenue is a picturesque street of established homes set beneath a leafy canopy. For more than a century, it has held sway as one of Toronto's most established addresses; minutes from the ravine and the shops of Yonge and Summerhill, and within reach of the city's best public and private schools. Number 20 is a centre-hall home in the classical style, taken back to its bones and reimagined by designer Connie Braemer in a contemporary renovation featured in House & Home. The result keeps the formality and proportion of the original architecture while opening the house up to create spaces perfectly-tailored for today's families. A striking foyer in concrete-look slab sets the palette that carries through the home: charcoal and warm rift-cut white oak, ebony-stained millwork, and black-framed glass doors that keep sight lines open while defining each room and setting the tone.The formal living and dining rooms at the front of the house have been reimagined through a modern lens while maintaining a sophisticated edge. Behind them, the wall between kitchen and family room has dissolved, creating an expansive open space for family living and entertaining, a striking kitchen anchored by a La Cornue range, and a rare servery kept within the expanded footprint. Oversized sliding doors open the family room onto the patio with outdoor living, swimming pool, and integrated hot tub. Upstairs, the primary suite has two walk-in closets and a marble-look porcelain ensuite, with a second bedroom and dedicated library on the same floor. The third floor holds three more bedrooms, and the lower level adds a recreation room, a wine cellar, and an additional bedroom. Secluded and private, yet minutes from the amenities those who call Rosedale home enjoy.

7 Beds ⋅ 5 Baths ⋅ C13782178 MLS

Situated in the heart of North Rosedale, Whitney Avenue is a picturesque street of established homes set beneath a leafy canopy. For more than a century, it has held sway as one of Toronto's most established addresses; minutes from the ravine and the shops of Yonge and Summerhill, and within reach of the city's best public and private schools. Number 20 is a centre-hall home in the classical style, taken back to its bones and reimagined by designer Connie Braemer in a contemporary renovation featured in House & Home. The result keeps the formality and proportion of the original architecture while opening the house up to create spaces perfectly-tailored for today's families. A striking foyer in concrete-look slab sets the palette that carries through the home: charcoal and warm rift-cut white oak, ebony-stained millwork, and black-framed glass doors that keep sight lines open while defining each room and setting the tone.The formal living and dining rooms at the front of the house have been reimagined through a modern lens while maintaining a sophisticated edge. Behind them, the wall between kitchen and family room has dissolved, creating an expansive open space for family living and entertaining, a striking kitchen anchored by a La Cornue range, and a rare servery kept within the expanded footprint. Oversized sliding doors open the family room onto the patio with outdoor living, swimming pool, and integrated hot tub. Upstairs, the primary suite has two walk-in closets and a marble-look porcelain ensuite, with a second bedroom and dedicated library on the same floor. The third floor holds three more bedrooms, and the lower level adds a recreation room, a wine cellar, and an additional bedroom. Secluded and private, yet minutes from the amenities those who call Rosedale home enjoy.

20 Whitney Avenue, Toronto

$8,990,000

A rare opportunity to own a beautifully renovated character home in the heart of Rosedale. This elegant residence offers flawless design, luxurious amenities and every comfort imaginable. Set behind lush landscaping, the home offers striking street presence with a quiet confidence that immediately captures attention. This meticulously maintained home features four plus one bedrooms and seven beautifully designed bathrooms that are complemented by a craftsmanship rarely found. The chef's kitchen is both functional and elegant, featuring a Miele cooktop, Sub-Zero refrigeration, an eat-in area, and a walk-out to an expansive patio. A servery adds thoughtful storage and effortless entertaining appeal. A cozy yet connected family room flows seamlessly into the kitchen. spectacular living room has floor to ceiling glass doors that invite an abundance of light while creating seamless connection between indoor and outdoor living space. This wonderful formal entertainment space flows seamlessly between the living and dining room. The grand dining room offers an impressive setting for formal gatherings and special occasions. The expansive primary bedroom is a true retreat, offering generous space and thoughtful design. A private sitting area provides the perfect spot to unwind with a book or morning coffee while the adjoining dressing room adds a touch of luxury with ample storage space and boutique style organization. The second floor has two additional bedrooms and two bathrooms. The third floor suite has an expansive bedroom, desk, three piece bathroom, walk in closet and plenty of extra room for a seating area. The lower level is complete with heated floor, a media room with wet bar, spa bathroom and sauna. An elevator servicing all floors of the home. Detached two car garage, two additional parking spots, heated walkways and a beautifully landscaped yard. Truly a one of kind Rosedale home.

5 Beds ⋅ 7 Baths ⋅ C13813766 MLS

A rare opportunity to own a beautifully renovated character home in the heart of Rosedale. This elegant residence offers flawless design, luxurious amenities and every comfort imaginable. Set behind lush landscaping, the home offers striking street presence with a quiet confidence that immediately captures attention. This meticulously maintained home features four plus one bedrooms and seven beautifully designed bathrooms that are complemented by a craftsmanship rarely found. The chef's kitchen is both functional and elegant, featuring a Miele cooktop, Sub-Zero refrigeration, an eat-in area, and a walk-out to an expansive patio. A servery adds thoughtful storage and effortless entertaining appeal. A cozy yet connected family room flows seamlessly into the kitchen. spectacular living room has floor to ceiling glass doors that invite an abundance of light while creating seamless connection between indoor and outdoor living space. This wonderful formal entertainment space flows seamlessly between the living and dining room. The grand dining room offers an impressive setting for formal gatherings and special occasions. The expansive primary bedroom is a true retreat, offering generous space and thoughtful design. A private sitting area provides the perfect spot to unwind with a book or morning coffee while the adjoining dressing room adds a touch of luxury with ample storage space and boutique style organization. The second floor has two additional bedrooms and two bathrooms. The third floor suite has an expansive bedroom, desk, three piece bathroom, walk in closet and plenty of extra room for a seating area. The lower level is complete with heated floor, a media room with wet bar, spa bathroom and sauna. An elevator servicing all floors of the home. Detached two car garage, two additional parking spots, heated walkways and a beautifully landscaped yard. Truly a one of kind Rosedale home.

92 South Drive, Toronto

$8,895,000

An Extraordinary Offering At One Of Rosedale's Most Prestigious & Iconic Addresses. This Magnificent Penthouse Encompasses Over 5,000 Sq. Ft. Of Uncompromising Luxury Within A Landmark Georgian Residence, Masterfully Converted By J.F. Brennan Into Just Four Exclusive Condominium Residences. A Home Of Remarkable Pedigree, Scale & Architectural Grandeur, Offering A Level Of Privacy Rarely Found In Toronto. Private In-Suite Elevator, Providing Direct Access From The Garage Into The Residence & Creating The Feeling Of A Grand Private Estate With The Effortless Convenience Of Condominium Living. Beyond, A World Of Timeless Elegance Unfolds. Soaring 10 & 11 Ft. Ceilings, A Dramatic Staircase, Elaborate Mouldings & Columns, Gleaming Hardwood Floors, Magnificent Marble Fireplaces & Skylights Pay Homage To A Bygone Era, While Exquisite Renovations & Luxurious Finishes Elevate The Home For Modern Living. Palatial Principal Rooms, Bathed In Natural Light, Provide A Spectacular Setting For Grand Entertaining. Two Private Terraces Capture Breathtaking South-Facing Views Across The Toronto Skyline, While The Gourmet Kitchen Walks Out To A Terrace For Seamless Indoor-Outdoor Living. The Expansive Primary Retreat Is A Sanctuary Unto Itself, With A Sitting Area, Two Walk-In Closets & Sumptuous Ensuite With Steam Shower & Bidet. Underground Parking Completes This Irreplaceable Offering. Hidden Away In The Heart Of Rosedale Yet Steps To Yonge St., Shops, Restaurants & Subway. More Than A Condominium, This Is One Of Toronto's Most Unique Private Residences - A Once-In-A-Generation Opportunity To Call An Iconic Rosedale Landmark Home.

5 Beds ⋅ 4 Baths ⋅ C13781246 MLS

An Extraordinary Offering At One Of Rosedale's Most Prestigious & Iconic Addresses. This Magnificent Penthouse Encompasses Over 5,000 Sq. Ft. Of Uncompromising Luxury Within A Landmark Georgian Residence, Masterfully Converted By J.F. Brennan Into Just Four Exclusive Condominium Residences. A Home Of Remarkable Pedigree, Scale & Architectural Grandeur, Offering A Level Of Privacy Rarely Found In Toronto. Private In-Suite Elevator, Providing Direct Access From The Garage Into The Residence & Creating The Feeling Of A Grand Private Estate With The Effortless Convenience Of Condominium Living. Beyond, A World Of Timeless Elegance Unfolds. Soaring 10 & 11 Ft. Ceilings, A Dramatic Staircase, Elaborate Mouldings & Columns, Gleaming Hardwood Floors, Magnificent Marble Fireplaces & Skylights Pay Homage To A Bygone Era, While Exquisite Renovations & Luxurious Finishes Elevate The Home For Modern Living. Palatial Principal Rooms, Bathed In Natural Light, Provide A Spectacular Setting For Grand Entertaining. Two Private Terraces Capture Breathtaking South-Facing Views Across The Toronto Skyline, While The Gourmet Kitchen Walks Out To A Terrace For Seamless Indoor-Outdoor Living. The Expansive Primary Retreat Is A Sanctuary Unto Itself, With A Sitting Area, Two Walk-In Closets & Sumptuous Ensuite With Steam Shower & Bidet. Underground Parking Completes This Irreplaceable Offering. Hidden Away In The Heart Of Rosedale Yet Steps To Yonge St., Shops, Restaurants & Subway. More Than A Condominium, This Is One Of Toronto's Most Unique Private Residences - A Once-In-A-Generation Opportunity To Call An Iconic Rosedale Landmark Home.

1 Chestnut Park Unit PH, Toronto

$7,950,000

Welcome to 7 Dale, an exquisite boutique residence by Siamak Hariri and Studio Munge, exemplifying quiet luxury in every thoughtful detail. This fabulous one-of-a-kind home offers all the livability, private greenspace and design aesthetic of a bungalow, set in a newly completed condominium in the heart of Rosedale. Collect art and appreciate great design? A gallery style entrance with large art walls creates a dramatic and memorable first impression and leads to an open concept great room with gas fireplace, perfect for hosting family gatherings, holiday entertaining or simply relaxing in. Enjoy cooking? You will fall in love with the sleek DaDa chef's kitchen featuring huge central island and 10-piece Gaggenau appliance package with both gas and induction cooking options. Adore nature? Massive floor to ceiling glass panels with walkouts from every room frame the changing seasons of your own private outdoor space. The generous dining/seating terrace is sheltered from rain by a bronze canopy and surrounded by lush layers of beautifully manicured gardens. Direct elevator entry from parking level and a generous in-suite storage room complete the picture. Enjoy the ease and convenience of main floor accessibility with 24/7 concierge services just down the hall. Downstairs, a sumptuous spa and fitness club await, fitted with Pent, Peleton and Tonal equipment. A home suited for year round enjoyment or lock and leave to travel at a moment's notice with complete security and peace of mind assured. Mere minutes to the city's finest shopping and dining venues, yet feels like an exclusive retreat a world away from the urban bustle. This is a rare opportunity to enjoy a lifestyle without compromise, combining the unique features of a home with all of the benefits of a condominium.

2 Beds ⋅ 3 Baths ⋅ C13841204 MLS

Welcome to 7 Dale, an exquisite boutique residence by Siamak Hariri and Studio Munge, exemplifying quiet luxury in every thoughtful detail. This fabulous one-of-a-kind home offers all the livability, private greenspace and design aesthetic of a bungalow, set in a newly completed condominium in the heart of Rosedale. Collect art and appreciate great design? A gallery style entrance with large art walls creates a dramatic and memorable first impression and leads to an open concept great room with gas fireplace, perfect for hosting family gatherings, holiday entertaining or simply relaxing in. Enjoy cooking? You will fall in love with the sleek DaDa chef's kitchen featuring huge central island and 10-piece Gaggenau appliance package with both gas and induction cooking options. Adore nature? Massive floor to ceiling glass panels with walkouts from every room frame the changing seasons of your own private outdoor space. The generous dining/seating terrace is sheltered from rain by a bronze canopy and surrounded by lush layers of beautifully manicured gardens. Direct elevator entry from parking level and a generous in-suite storage room complete the picture. Enjoy the ease and convenience of main floor accessibility with 24/7 concierge services just down the hall. Downstairs, a sumptuous spa and fitness club await, fitted with Pent, Peleton and Tonal equipment. A home suited for year round enjoyment or lock and leave to travel at a moment's notice with complete security and peace of mind assured. Mere minutes to the city's finest shopping and dining venues, yet feels like an exclusive retreat a world away from the urban bustle. This is a rare opportunity to enjoy a lifestyle without compromise, combining the unique features of a home with all of the benefits of a condominium.

7 Dale Avenue Unit 106, Toronto

$7,895,000

155 South Drive - This is the stunning South Rosedale Home you've been looking for! Commandingly positioned on one of the neighbourhood's most coveted streets, directly overlooking the gated beauty of Craigleigh Gardens, sits an exceptional 4+1 bedroom residence on a spectacular 59' x 149' south & west-facing lot. Almost 7,900 sq. ft. of beautifully finished living space, an Elevator to all 4 levels & that almost impossible-to-find 3-car underground garage! Direct & integrated access from your garage to the house - never think about brushing snow off your car again! Everything is perfectly proportioned: The scale. The light. The incredible Soaring 10' ceilings. A generous & wide hallway w/ rich millwork, beautiful hardwood floors & 3 fireplaces set the stage for grand entertaining without ever feeling overly formal. Fabulous living & dining rooms, a gorgeous panelled library/home office, inviting family room & chef's kitchen w/ lg breakfast area & French doors that spill out to the garden. Upstairs, the primary suite is exactly what you want - sitting room with fireplace, 2 walk-in closets, dressing room & spa-like ensuite. Two additional bedrooms each have ensuites, while the sun-filled 3rd floor is something special: a 4th bedroom, sitting room & incredible wraparound sky terrace with breathtaking treetop & Toronto skyline views that are breath taking. And the garden! Completely private, south & west-facing and beautifully landscaped with huge stone terraces, mature cedar hedging & remote-controlled awnings. Summer dinners, cocktails, kids, dogs - there is room for all of it. The walk-out lower level has a rec/media room, gym or 5th bedroom/nanny suite, steam room & mudroom. Steps to Branksome Hall, Rosedale Jr. P.S, T.T.C., ravine trails & parks and minutes to Yorkville & downtown. Elegant yet incredibly livable. This is a rare gem that you won't want to miss.

5 Beds ⋅ 7 Baths ⋅ C13816450 MLS

155 South Drive - This is the stunning South Rosedale Home you've been looking for! Commandingly positioned on one of the neighbourhood's most coveted streets, directly overlooking the gated beauty of Craigleigh Gardens, sits an exceptional 4+1 bedroom residence on a spectacular 59' x 149' south & west-facing lot. Almost 7,900 sq. ft. of beautifully finished living space, an Elevator to all 4 levels & that almost impossible-to-find 3-car underground garage! Direct & integrated access from your garage to the house - never think about brushing snow off your car again! Everything is perfectly proportioned: The scale. The light. The incredible Soaring 10' ceilings. A generous & wide hallway w/ rich millwork, beautiful hardwood floors & 3 fireplaces set the stage for grand entertaining without ever feeling overly formal. Fabulous living & dining rooms, a gorgeous panelled library/home office, inviting family room & chef's kitchen w/ lg breakfast area & French doors that spill out to the garden. Upstairs, the primary suite is exactly what you want - sitting room with fireplace, 2 walk-in closets, dressing room & spa-like ensuite. Two additional bedrooms each have ensuites, while the sun-filled 3rd floor is something special: a 4th bedroom, sitting room & incredible wraparound sky terrace with breathtaking treetop & Toronto skyline views that are breath taking. And the garden! Completely private, south & west-facing and beautifully landscaped with huge stone terraces, mature cedar hedging & remote-controlled awnings. Summer dinners, cocktails, kids, dogs - there is room for all of it. The walk-out lower level has a rec/media room, gym or 5th bedroom/nanny suite, steam room & mudroom. Steps to Branksome Hall, Rosedale Jr. P.S, T.T.C., ravine trails & parks and minutes to Yorkville & downtown. Elegant yet incredibly livable. This is a rare gem that you won't want to miss.

155 South Drive, Toronto

$7,500,000

Originally a stately classic residence, this exceptional Rosedale home was thoughtfully reimagined in 2021 under the direction of acclaimed interior designers Michelle R. Smith andHayley Bridget Cavagnolo. The result is a rare and seamless blend of timeless character and contemporary luxury-refined, welcoming, and rich in detail. Set behind lush landscaping, the home offers striking street presence with a quiet confidence that immediately captures attention. Inside, five bedrooms and five beautifully designed bathrooms are complemented by craftsmanship rarely found. Hand-painted flooring throughout the main level adds subtle artistry, while three wood-burning fireplaces-one anchoring the kitchen-bring warmth and charm to everyday living.The chef's kitchen is both functional and elegant, featuring a Wolf range, Sub-Zero Pro Series refrigeration, an oversized eat-in area, and a walk-out to an expansive deck that seamlessly extends the living space outdoors. A butler's pantry adds thoughtful storage and effortless entertaining appeal. Designed for hosting and relaxing alike, the home features a built-in Sonos sound system throughout the interior and backyard. Outdoors, a private resort-style setting awaits with a saltwater pool equipped with smart heating and lighting-perfect for year-round enjoyment.The third-floor retreat offers exceptional flexibility, complete with a family lounge, workspace, guest bedroom, full bath, and private rooftop deck. On the lower level, a sauna provides a spa-like escape, completing this truly one-of-a-kind Rosedale residence.

5 Beds ⋅ 5 Baths ⋅ C13824430 MLS

Originally a stately classic residence, this exceptional Rosedale home was thoughtfully reimagined in 2021 under the direction of acclaimed interior designers Michelle R. Smith andHayley Bridget Cavagnolo. The result is a rare and seamless blend of timeless character and contemporary luxury-refined, welcoming, and rich in detail. Set behind lush landscaping, the home offers striking street presence with a quiet confidence that immediately captures attention. Inside, five bedrooms and five beautifully designed bathrooms are complemented by craftsmanship rarely found. Hand-painted flooring throughout the main level adds subtle artistry, while three wood-burning fireplaces-one anchoring the kitchen-bring warmth and charm to everyday living.The chef's kitchen is both functional and elegant, featuring a Wolf range, Sub-Zero Pro Series refrigeration, an oversized eat-in area, and a walk-out to an expansive deck that seamlessly extends the living space outdoors. A butler's pantry adds thoughtful storage and effortless entertaining appeal. Designed for hosting and relaxing alike, the home features a built-in Sonos sound system throughout the interior and backyard. Outdoors, a private resort-style setting awaits with a saltwater pool equipped with smart heating and lighting-perfect for year-round enjoyment.The third-floor retreat offers exceptional flexibility, complete with a family lounge, workspace, guest bedroom, full bath, and private rooftop deck. On the lower level, a sauna provides a spa-like escape, completing this truly one-of-a-kind Rosedale residence.

104 Park Road, Toronto

$7,499,000

Nestled On One Of South Rosedale's Most Sought-After Streets, 11 Pine Hill Road Offers The Quintessential Rosedale Experience: The Quiet Dignity Of A Tree-Lined, Low-Traffic Address Steps From Ravine Trails And Branksome Hall, Yet Moments From The Energy Of Yorkville, Summerhill, And The Downtown Core. In A Neighbourhood Defined By Winding Roads, Mature Canopy, And Heritage Architecture, This Is The Rare Combination Of Seclusion And Urban Convenience That Has Defined Rosedale For More Than A Century. This Striking Red Brick, 5-Bedroom, 10 Bath (5 Are Powder Rooms) Home, Offers Over 4,600 SF Above Grade With An Additional 1,700 Sf On The Lower Level (As Per MPAC) And Is Situated On An Incredibly Private 16,170 Sf (As Per Geo Warehouse), South Facing Ravine Lot. The Home Was Purchased By The Current Owners In 1974. It Underwent Extensive Architectural Work, Both Mechanically And Decoratively, And The Owners Moved Into The Residence In April 1975. In 1979 The Rear Garden Was Transformed With Stone Decking And The Installation Of What Is Believed To Have Been Toronto's First Black-Bottom Swimming Pool, A Feature That Retains A Classic, Timeless Character Today. In 1983 The Owners Undertook Further Updates, Including A Customized Kitchen, The Addition Of A Bedroom On The Second Floor Above The Den, And A Comprehensive Decorative Refresh Throughout. 11 Pine Hill Road Is One Of Rosedale's Finer Gems. Truly A Substantial, Character-Rich Residence On A Rare Private Lot, Offering Both The Established Prestige Of South Rosedale And A Home That Has Been Carefully And Thoughtfully Shaped Over Time. **Note Some Photos Have Been Vitrually Staged**

5 Beds ⋅ 7 Baths ⋅ C14020082 MLS

Nestled On One Of South Rosedale's Most Sought-After Streets, 11 Pine Hill Road Offers The Quintessential Rosedale Experience: The Quiet Dignity Of A Tree-Lined, Low-Traffic Address Steps From Ravine Trails And Branksome Hall, Yet Moments From The Energy Of Yorkville, Summerhill, And The Downtown Core. In A Neighbourhood Defined By Winding Roads, Mature Canopy, And Heritage Architecture, This Is The Rare Combination Of Seclusion And Urban Convenience That Has Defined Rosedale For More Than A Century. This Striking Red Brick, 5-Bedroom, 10 Bath (5 Are Powder Rooms) Home, Offers Over 4,600 SF Above Grade With An Additional 1,700 Sf On The Lower Level (As Per MPAC) And Is Situated On An Incredibly Private 16,170 Sf (As Per Geo Warehouse), South Facing Ravine Lot. The Home Was Purchased By The Current Owners In 1974. It Underwent Extensive Architectural Work, Both Mechanically And Decoratively, And The Owners Moved Into The Residence In April 1975. In 1979 The Rear Garden Was Transformed With Stone Decking And The Installation Of What Is Believed To Have Been Toronto's First Black-Bottom Swimming Pool, A Feature That Retains A Classic, Timeless Character Today. In 1983 The Owners Undertook Further Updates, Including A Customized Kitchen, The Addition Of A Bedroom On The Second Floor Above The Den, And A Comprehensive Decorative Refresh Throughout. 11 Pine Hill Road Is One Of Rosedale's Finer Gems. Truly A Substantial, Character-Rich Residence On A Rare Private Lot, Offering Both The Established Prestige Of South Rosedale And A Home That Has Been Carefully And Thoughtfully Shaped Over Time. **Note Some Photos Have Been Vitrually Staged**

11 Pine Hill Road, Toronto

$7,495,000

This is 7 Dale. Just 26 extraordinary residences by Hariri Pontarini & Studio Munge, exemplifying quiet luxury in every flawlessly executed detail. Nearly 3,000 square feet of interior space, this Two Bedroom plus Family Room AND Office offers a flexible layout. A gracious Gallery Foyer sets the stage for art collectors, while a dramatic bay window is the perfect frame for a Grand Piano or makes a unique Reading Nook. Floor-to-ceiling windows capture serene north views over Rosedale's leafy streets and rooftops, with quiet Dale Avenue just below. A fully integrated DaDa Kitchen with 10 Piece Gaggenau appliance suite (induction and gas cooking!) features a large central island perfect for gatherings extending into the generous Family Room with walk out to a balcony fitted with a gas line that makes outdoor grilling easy. Split Bedrooms ensure maximum privacy with a luxurious Primary Retreat with sitting area, complete with a spa like ensuite and a dressing room fitted with Molteni & C millwork. In the fireside lobby lounge, white glove concierge and security services are provided 24/7. This is a home for year round enjoyment or lock and leave to travel with complete security and peace of mind. Minutes to the city's finest shopping and dining venues in Yorkville & Summerhill, yet feels like a world away from the urban bustle. Effortless lifestyle without compromise lives here at your exclusive retreat, nestled the heart of city.

2 Beds ⋅ 3 Baths ⋅ C13841166 MLS ⋅ 7dale BLDG.

This is 7 Dale. Just 26 extraordinary residences by Hariri Pontarini & Studio Munge, exemplifying quiet luxury in every flawlessly executed detail. Nearly 3,000 square feet of interior space, this Two Bedroom plus Family Room AND Office offers a flexible layout. A gracious Gallery Foyer sets the stage for art collectors, while a dramatic bay window is the perfect frame for a Grand Piano or makes a unique Reading Nook. Floor-to-ceiling windows capture serene north views over Rosedale's leafy streets and rooftops, with quiet Dale Avenue just below. A fully integrated DaDa Kitchen with 10 Piece Gaggenau appliance suite (induction and gas cooking!) features a large central island perfect for gatherings extending into the generous Family Room with walk out to a balcony fitted with a gas line that makes outdoor grilling easy. Split Bedrooms ensure maximum privacy with a luxurious Primary Retreat with sitting area, complete with a spa like ensuite and a dressing room fitted with Molteni & C millwork. In the fireside lobby lounge, white glove concierge and security services are provided 24/7. This is a home for year round enjoyment or lock and leave to travel with complete security and peace of mind. Minutes to the city's finest shopping and dining venues in Yorkville & Summerhill, yet feels like a world away from the urban bustle. Effortless lifestyle without compromise lives here at your exclusive retreat, nestled the heart of city.

7 Dale Avenue Unit 306, Toronto

$7,350,000

An exceptional French Neoclassical residence on one of South Rosedale's most prestigious streets, this architecturally distinctive home offers approximately 4, 633 sq ft. of finished living space, including the lower level and attached two-car garage. Set on a quiet, private, tree-lined street, the residence enjoys remarkable curb appeal, commanding presence, and exceptional privacy. With 3+1 bedrooms, 5 bathrooms, and a unique multi-level design, it is a home of rare character and timeless elegance. Soaring 12-ft ceilings on the main floor, skylights, premium hardwood flooring, 3 fireplaces, arched French doors, private balconies, and a long heated private driveway distinguish the residence. The principal rooms unfold across multiple levels, with the formal living room flowing to the dining room and kitchen with breakfast area, while multiple walkouts connect to the gardens. A private main-floor office/family room offers a sophisticated retreat. Arched French doors open to a covered terrace and a romantic, Zen-inspired garden with cascading rock water feature, lush landscaping, and generous entertaining areas, creating a tranquil setting for al fresco dining, summer gatherings, and quiet mornings. Upstairs, the primary suite features a private balcony, expansive dressing room, and serene skylit five-piece ensuite. Two additional bedrooms are bright and generously proportioned, with abundant storage and access to private terraces. The lower level offers flexible space for guests or a nanny suite with ensuite, a recreation/playroom or home office, laundry, ample storage & direct garage access. Ideally located near Rosedale PS, Branksome Hall, Ramsden Park, the Rosedale Valley trails, steps from the TTC, and the boutique shops and restaurants of Rosedale, Yorkville, Summerhill, and Yonge & Bloor. A rare offering in one of Toronto's most coveted neighbourhoods, where natural beauty, tranquil surroundings, and the city's finest amenities come together.

4 Beds ⋅ 5 Baths ⋅ C13787378 MLS

An exceptional French Neoclassical residence on one of South Rosedale's most prestigious streets, this architecturally distinctive home offers approximately 4, 633 sq ft. of finished living space, including the lower level and attached two-car garage. Set on a quiet, private, tree-lined street, the residence enjoys remarkable curb appeal, commanding presence, and exceptional privacy. With 3+1 bedrooms, 5 bathrooms, and a unique multi-level design, it is a home of rare character and timeless elegance. Soaring 12-ft ceilings on the main floor, skylights, premium hardwood flooring, 3 fireplaces, arched French doors, private balconies, and a long heated private driveway distinguish the residence. The principal rooms unfold across multiple levels, with the formal living room flowing to the dining room and kitchen with breakfast area, while multiple walkouts connect to the gardens. A private main-floor office/family room offers a sophisticated retreat. Arched French doors open to a covered terrace and a romantic, Zen-inspired garden with cascading rock water feature, lush landscaping, and generous entertaining areas, creating a tranquil setting for al fresco dining, summer gatherings, and quiet mornings. Upstairs, the primary suite features a private balcony, expansive dressing room, and serene skylit five-piece ensuite. Two additional bedrooms are bright and generously proportioned, with abundant storage and access to private terraces. The lower level offers flexible space for guests or a nanny suite with ensuite, a recreation/playroom or home office, laundry, ample storage & direct garage access. Ideally located near Rosedale PS, Branksome Hall, Ramsden Park, the Rosedale Valley trails, steps from the TTC, and the boutique shops and restaurants of Rosedale, Yorkville, Summerhill, and Yonge & Bloor. A rare offering in one of Toronto's most coveted neighbourhoods, where natural beauty, tranquil surroundings, and the city's finest amenities come together.

17A Avondale Road, Toronto

$6,890,000

Welcome to Rosedale's premier boutique building, an incredible feat of architectural design and the ultimate in refined living. This 2-bedroom, 3-bathroom suite with a family room offers 2,699 sq ft of impeccable curated interior and the highest craftsmanship finishes. This south-facing suite has floor-to-ceiling windows with two private terraces overlooking the lush ravine and manicured gardens. The soaring 10-ft smooth ceilings with cove detailing and full-height windows welcome natural light throughout the space. The designer kitchen is from Dada Italian kitchens, with top-of-the-line integrated appliances, dramatic stone countertop and wall slab backsplash, and custom millwork. Escape to your own private retreat in the primary suite, with a generously sized walk-in closet with custom organizers. The lavish primary ensuite has a deep freestanding tub, shower, water closet, and custom double sink vanity. The second bedroom suite offers its own luxurious feel with ample natural light and a 3-piece ensuite of similar esteemed finishes. Ample storage throughout, separate laundry rm, direct elevator access, and two-car parking (1 equipped for EV charging). Pre-wired for motorized window coverings and in-suite sound system, programmable lighting and thermostats, keyless entry, terraces with gas line and water hose bib. This ultra-luxury boutique condo has just 26 residences and is a rare fusion of historic legacy and contemporary design in one of Toronto's most esteemed enclaves. The building has an elegant entrance lobby, bicycle storage room with workshop, multi-purpose room, extensive gym including yoga room, equipment from Peloton and Tonal, infrared sauna, and luxury marble change rooms. Equipped with a state-of-the-art home security system and 24 hr concierge service. This is a location that captures both privacy and convenience, with easy access to fine dining, upscale shopping, walking trails, TTC subway, and the DVP for easy commuting.

2 Beds ⋅ 3 Baths ⋅ C13640126 MLS

Welcome to Rosedale's premier boutique building, an incredible feat of architectural design and the ultimate in refined living. This 2-bedroom, 3-bathroom suite with a family room offers 2,699 sq ft of impeccable curated interior and the highest craftsmanship finishes. This south-facing suite has floor-to-ceiling windows with two private terraces overlooking the lush ravine and manicured gardens. The soaring 10-ft smooth ceilings with cove detailing and full-height windows welcome natural light throughout the space. The designer kitchen is from Dada Italian kitchens, with top-of-the-line integrated appliances, dramatic stone countertop and wall slab backsplash, and custom millwork. Escape to your own private retreat in the primary suite, with a generously sized walk-in closet with custom organizers. The lavish primary ensuite has a deep freestanding tub, shower, water closet, and custom double sink vanity. The second bedroom suite offers its own luxurious feel with ample natural light and a 3-piece ensuite of similar esteemed finishes. Ample storage throughout, separate laundry rm, direct elevator access, and two-car parking (1 equipped for EV charging). Pre-wired for motorized window coverings and in-suite sound system, programmable lighting and thermostats, keyless entry, terraces with gas line and water hose bib. This ultra-luxury boutique condo has just 26 residences and is a rare fusion of historic legacy and contemporary design in one of Toronto's most esteemed enclaves. The building has an elegant entrance lobby, bicycle storage room with workshop, multi-purpose room, extensive gym including yoga room, equipment from Peloton and Tonal, infrared sauna, and luxury marble change rooms. Equipped with a state-of-the-art home security system and 24 hr concierge service. This is a location that captures both privacy and convenience, with easy access to fine dining, upscale shopping, walking trails, TTC subway, and the DVP for easy commuting.

7 Dale Avenue Unit 205, Toronto

$6,880,000

Rare opportunity to restore a distinguished historic Rosedale residence to its original architectural integrity & create a bespoke home of exceptional grace & distinction, ideally positioned on one of Rosedale's most admired & private streets. Set on a wooded ravine-adjacent property surrounded by mature trees & prestigious estate homes, this residence offers a tranquil & picturesque setting that seamlessly blends privacy, prestige, & enduring connection to nature. The natural ravine backdrop provides year-round beauty & sense of retreat rarely found so close to the city's core. Classic proportions & refined period details define the home, including original hardwood floors, soaring ceilings, hand-carved mantlepieces, elaborate plaster crown mouldings, & a richly paneled library that reflects timeless craftsmanship. Grand principal rooms & elegant floor plan create exceptional flow & present rare canvas for thoughtful restoration & modern luxury. Location is equally compelling. Chorley Park & Craigleigh Gardens offer scenic hiking, jogging, & cycling trails that lead directly to the Evergreen Brick Works & connect to the extensive Don Valley park system. Nearby Rosedale Park & Ramsden Park provide tennis courts, skating rinks, & wading pools, while Mooredale House is a popular community centre. Summerhill Market, & fine shopping, dining, & upscale boutiques are found along the vibrant Yonge Street corridor. Public transit is readily available Motorists enjoy quick access to the Don Valley & downtown financial district. Some of Toronto's finest public & private schools are within walking distance or easily accessible by transit. Celebrated as one of the city's most prestigious neighbourhoods, Rosedale is renowned for its preserved architectural heritage, natural beauty, & exceptional quality of life. 7 Beaumont Road awaits the discerning buyer with vision-one who values history, artistry, and the enduring beauty of classical architecture. Photos virtually staged.

6 Beds ⋅ 5 Baths ⋅ C13530842 MLS

Rare opportunity to restore a distinguished historic Rosedale residence to its original architectural integrity & create a bespoke home of exceptional grace & distinction, ideally positioned on one of Rosedale's most admired & private streets. Set on a wooded ravine-adjacent property surrounded by mature trees & prestigious estate homes, this residence offers a tranquil & picturesque setting that seamlessly blends privacy, prestige, & enduring connection to nature. The natural ravine backdrop provides year-round beauty & sense of retreat rarely found so close to the city's core. Classic proportions & refined period details define the home, including original hardwood floors, soaring ceilings, hand-carved mantlepieces, elaborate plaster crown mouldings, & a richly paneled library that reflects timeless craftsmanship. Grand principal rooms & elegant floor plan create exceptional flow & present rare canvas for thoughtful restoration & modern luxury. Location is equally compelling. Chorley Park & Craigleigh Gardens offer scenic hiking, jogging, & cycling trails that lead directly to the Evergreen Brick Works & connect to the extensive Don Valley park system. Nearby Rosedale Park & Ramsden Park provide tennis courts, skating rinks, & wading pools, while Mooredale House is a popular community centre. Summerhill Market, & fine shopping, dining, & upscale boutiques are found along the vibrant Yonge Street corridor. Public transit is readily available Motorists enjoy quick access to the Don Valley & downtown financial district. Some of Toronto's finest public & private schools are within walking distance or easily accessible by transit. Celebrated as one of the city's most prestigious neighbourhoods, Rosedale is renowned for its preserved architectural heritage, natural beauty, & exceptional quality of life. 7 Beaumont Road awaits the discerning buyer with vision-one who values history, artistry, and the enduring beauty of classical architecture. Photos virtually staged.

7 Beaumont Road, Toronto

$6,495,000

Welcome to 19 Whitehall Rd ! Stunning backyard with Gib-san swimming pool, B/I BBQ & large B/I fireplace. An amazing cedar clad gym w custom German folding doors opening to the pool. New : Chef's kitchen & appliances, magazine worthy primary ensuite, fireplaces, Sonos sound system, electric blinds, RH light fixtures... the list is long. Lower level rec room with heated floors, new fireplace, built-ins and wet bar opens to south facing garden including gym, pool and exterior fireplace. It is a truly turn key luxury offering.

5 Beds ⋅ 5 Baths ⋅ C13791388 MLS

Welcome to 19 Whitehall Rd ! Stunning backyard with Gib-san swimming pool, B/I BBQ & large B/I fireplace. An amazing cedar clad gym w custom German folding doors opening to the pool. New : Chef's kitchen & appliances, magazine worthy primary ensuite, fireplaces, Sonos sound system, electric blinds, RH light fixtures... the list is long. Lower level rec room with heated floors, new fireplace, built-ins and wet bar opens to south facing garden including gym, pool and exterior fireplace. It is a truly turn key luxury offering.

19 Whitehall Road, Toronto

$6,480,000

A unique opportunity to achieve your great architectural ambition, to create your own dream home on one of the most prestigious blocks in Canada. This iconic Rosedale residence, set on a massive lot (77 ft x 157 ft), is among a select handful of properties of this scale. The stately home has over 4,500 sq ft of above-grade space. The warm environment is a wash with period details that add to the historic charm and allows a vibrant canvas for your family's masterpiece. The 5+ bedroom configuration offers a versatile opportunity to reimagine the perfect family home, just steps from Rosedale Park, the nexus of outdoor enjoyment. The remarkable frontage and a two-car garage establish a feeling of a country estate. The Sissinghurst-inspired gardens welcome you to an oasis of peace and harmony in the center of the city. This home can become the perfect narrative for your fabulous life.

7 Beds ⋅ 5 Baths ⋅ C13761276 MLS

A unique opportunity to achieve your great architectural ambition, to create your own dream home on one of the most prestigious blocks in Canada. This iconic Rosedale residence, set on a massive lot (77 ft x 157 ft), is among a select handful of properties of this scale. The stately home has over 4,500 sq ft of above-grade space. The warm environment is a wash with period details that add to the historic charm and allows a vibrant canvas for your family's masterpiece. The 5+ bedroom configuration offers a versatile opportunity to reimagine the perfect family home, just steps from Rosedale Park, the nexus of outdoor enjoyment. The remarkable frontage and a two-car garage establish a feeling of a country estate. The Sissinghurst-inspired gardens welcome you to an oasis of peace and harmony in the center of the city. This home can become the perfect narrative for your fabulous life.

127 Roxborough Drive, Toronto

$5,950,000

SOUTH ROSEDALE AREA! RARE FIND RAVINE VIEWS! ONE OF KIND CONTEMPORARY DETACHED HOME IN 50.5 X 352.69 FEET PREMIUM LOT, IT OFFERS AMIDST RAVINE WITH MATURE TREE VISTAS. THIS BEAUTIFUL HOUSE HAS A VERY COOL INTERIOR LAYOUT & IS INFUSED WITH AN ABUNDANCE OF NATURAL LIGHTS. SPACIOUS 5 BEDROOMS TOTAL OF 6 WASHROOM, 2 BUILT IN CAR GARAGE, 2 DRIVEWAY PARKING AND ADDITONAL 2 CARPORT PARKING SPOTS. THIS QUIET RESIDENCE IN THE HEART OF DOWNTOWN TORONTO ONLY 7 MIN WALK TO ROSEDALE SUBWAY STATION, EASY WALK TO YONGE BLOOR SHOPS, 25 MIN WALK TO U OF TORONTO, TRANSIT TO METROPOLITAN UNIVERSITY(TMU) ETC. UPON ENTERING THE HOME, THERE IS AN INVITING SUNKEN LIVING ROOM OVERLOOKING SPACES IN DINING ROOM, THESE ROOMS HAVE THE ADVANTAGE OF ENDLESS VIEW OF LUSH GREEN AND BEAUTIFUL RAVINE! KITCHEN HAS BOTH GAS & ELECTRIC STOVES; CENTRAL ISLAND HAS FRUIT SINK, THERE ARE NUMEROUS WALK-OUT TO MULTIPLE DECKS. THE SELF-CONTAINED MASTER ROOM HAS SITTING ROOM; DRESSING ROOMS, THE LOWER LEVEL ENJOY AN INDOOR POOL WITH RAVINE VIEW, EQUIPT WITH SAUNA, WASHROOMS, GREAT ENTERTAINMENT ROOM.

5 Beds ⋅ 5 Baths ⋅ C12977932 MLS

SOUTH ROSEDALE AREA! RARE FIND RAVINE VIEWS! ONE OF KIND CONTEMPORARY DETACHED HOME IN 50.5 X 352.69 FEET PREMIUM LOT, IT OFFERS AMIDST RAVINE WITH MATURE TREE VISTAS. THIS BEAUTIFUL HOUSE HAS A VERY COOL INTERIOR LAYOUT & IS INFUSED WITH AN ABUNDANCE OF NATURAL LIGHTS. SPACIOUS 5 BEDROOMS TOTAL OF 6 WASHROOM, 2 BUILT IN CAR GARAGE, 2 DRIVEWAY PARKING AND ADDITONAL 2 CARPORT PARKING SPOTS. THIS QUIET RESIDENCE IN THE HEART OF DOWNTOWN TORONTO ONLY 7 MIN WALK TO ROSEDALE SUBWAY STATION, EASY WALK TO YONGE BLOOR SHOPS, 25 MIN WALK TO U OF TORONTO, TRANSIT TO METROPOLITAN UNIVERSITY(TMU) ETC. UPON ENTERING THE HOME, THERE IS AN INVITING SUNKEN LIVING ROOM OVERLOOKING SPACES IN DINING ROOM, THESE ROOMS HAVE THE ADVANTAGE OF ENDLESS VIEW OF LUSH GREEN AND BEAUTIFUL RAVINE! KITCHEN HAS BOTH GAS & ELECTRIC STOVES; CENTRAL ISLAND HAS FRUIT SINK, THERE ARE NUMEROUS WALK-OUT TO MULTIPLE DECKS. THE SELF-CONTAINED MASTER ROOM HAS SITTING ROOM; DRESSING ROOMS, THE LOWER LEVEL ENJOY AN INDOOR POOL WITH RAVINE VIEW, EQUIPT WITH SAUNA, WASHROOMS, GREAT ENTERTAINMENT ROOM.

33 Rosedale Road, Toronto

$5,850,000

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

8 Beds ⋅ 6 Baths ⋅ C13080722 MLS

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

17 Elm Avenue, Toronto

$5,795,000

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

5 Beds ⋅ 5 Baths ⋅ C13422080 MLS

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

80 Binscarth Road, Toronto

$5,600,000

Newly renovated from top to bottom, this stately five-bedroom residence is set on one of North Rosedale's most private and established streets, offering the very best of Rosedale living-refined, timeless & beautifully appointed throughout. The main level features luxurious herringbone floors. A timeless kitchen, anchored by a Wolf range & expansive centre island, flows seamlessly into the adjoining family room. Both spaces open to the rear yard & deck through wall-to-wall picture windows, while a gas fireplace warms the heart of the home. A formal dining room suits family gatherings, while a versatile living room-with its own gas fireplace-works equally well as an elegant sitting room, home office or piano room. A side entrance from the driveway adds everyday convenience. Upstairs, the generous primary suite features a sizeable walk-in closet & completely reimagined five-piece ensuite with sophisticated finishes. French doors open to a south-facing balcony overlooking the rear yard. Two well-proportioned secondary bedrooms, a four-piece family bathroom & brand-new hardwood floors complete the second level. The third floor offers two additional bedrooms: a spacious room with a walk-in closet & private south-facing balcony overlooking the treetops, plus a second ideally suited to children or guests. An additional four-piece bathroom completes this level. Heated floors extend throughout the lower level, featuring a sizeable recreation room with gas fireplace, dedicated gym enclosed by a full glass partition wall, sixth bedroom & three-piece bathroom with curbless shower. Outside, a resort-style backyard awaits, with a concrete pool & integrated hot tub, cabana with cedar sauna, pergola & multiple seating areas creating a private oasis for effortless al fresco entertaining. Steps from Chorley & Rosedale Park, the boutique shops of Summerhill Avenue, this newly transformed residence presents a rare opportunity to secure one of North Rosedale's most coveted addresses.

6 Beds ⋅ 5 Baths ⋅ C13799918 MLS

Newly renovated from top to bottom, this stately five-bedroom residence is set on one of North Rosedale's most private and established streets, offering the very best of Rosedale living-refined, timeless & beautifully appointed throughout. The main level features luxurious herringbone floors. A timeless kitchen, anchored by a Wolf range & expansive centre island, flows seamlessly into the adjoining family room. Both spaces open to the rear yard & deck through wall-to-wall picture windows, while a gas fireplace warms the heart of the home. A formal dining room suits family gatherings, while a versatile living room-with its own gas fireplace-works equally well as an elegant sitting room, home office or piano room. A side entrance from the driveway adds everyday convenience. Upstairs, the generous primary suite features a sizeable walk-in closet & completely reimagined five-piece ensuite with sophisticated finishes. French doors open to a south-facing balcony overlooking the rear yard. Two well-proportioned secondary bedrooms, a four-piece family bathroom & brand-new hardwood floors complete the second level. The third floor offers two additional bedrooms: a spacious room with a walk-in closet & private south-facing balcony overlooking the treetops, plus a second ideally suited to children or guests. An additional four-piece bathroom completes this level. Heated floors extend throughout the lower level, featuring a sizeable recreation room with gas fireplace, dedicated gym enclosed by a full glass partition wall, sixth bedroom & three-piece bathroom with curbless shower. Outside, a resort-style backyard awaits, with a concrete pool & integrated hot tub, cabana with cedar sauna, pergola & multiple seating areas creating a private oasis for effortless al fresco entertaining. Steps from Chorley & Rosedale Park, the boutique shops of Summerhill Avenue, this newly transformed residence presents a rare opportunity to secure one of North Rosedale's most coveted addresses.

37 St Andrews Gardens, Toronto

$5,495,000

Welcome to 105 Roxborough Street East - a Grand Dame of South Rosedale and a rare opportunity to own one of the neighbourhood's magnificent early 1900s residences. Set on an exceptional 50' x 145' south-facing lot with sweeping city skyline views, this handsome red-brick home has the scale, presence & proportions of another era - and is absolutely flooded with sunlight throughout the day. From the moment you enter, the grandeur is undeniable. Soaring 10' ceilings on the main floor, 9' on the second & over 8' on the third. Incredible principal rooms. Beautiful original character. A gracious centre hall plan and the width that only a 50' lot can provide. Outside, a private drive leads to an unusually large 2-car garage at the rear - another Rosedale rarity. Move in & enjoy this wonderful home as it is, or reimagine it into an extraordinary residence for the next generation. The bones, scale, lot & location are all here.And the history! 105 Roxborough was once home to Lt.-Col. Arthur Godfrey Peuchen, prominent Toronto businessman, yachtsman & Titanic survivor, who crossed the Atlantic some 40 times and escaped the Titanic by climbing down a rope into Lifeboat No. 6. He spent his final days at this very address. All of this in one of South Rosedale's most coveted pockets - walk to Yonge Street, Rosedale subway, Branksome Hall, Rosedale Jr PS, shops, restaurants & neighbourhood favourites. A magnificent house with a fascinating past, incredible presence & an even more exciting future. This is the kind of Rosedale opportunity that simply cannot be recreated.

6 Beds ⋅ 5 Baths ⋅ C13820618 MLS

Welcome to 105 Roxborough Street East - a Grand Dame of South Rosedale and a rare opportunity to own one of the neighbourhood's magnificent early 1900s residences. Set on an exceptional 50' x 145' south-facing lot with sweeping city skyline views, this handsome red-brick home has the scale, presence & proportions of another era - and is absolutely flooded with sunlight throughout the day. From the moment you enter, the grandeur is undeniable. Soaring 10' ceilings on the main floor, 9' on the second & over 8' on the third. Incredible principal rooms. Beautiful original character. A gracious centre hall plan and the width that only a 50' lot can provide. Outside, a private drive leads to an unusually large 2-car garage at the rear - another Rosedale rarity. Move in & enjoy this wonderful home as it is, or reimagine it into an extraordinary residence for the next generation. The bones, scale, lot & location are all here.And the history! 105 Roxborough was once home to Lt.-Col. Arthur Godfrey Peuchen, prominent Toronto businessman, yachtsman & Titanic survivor, who crossed the Atlantic some 40 times and escaped the Titanic by climbing down a rope into Lifeboat No. 6. He spent his final days at this very address. All of this in one of South Rosedale's most coveted pockets - walk to Yonge Street, Rosedale subway, Branksome Hall, Rosedale Jr PS, shops, restaurants & neighbourhood favourites. A magnificent house with a fascinating past, incredible presence & an even more exciting future. This is the kind of Rosedale opportunity that simply cannot be recreated.

105 Roxborough Street E, Toronto

$5,495,000

Set discreetly behind a wall of mature hedges, this grand Rosedale residence occupies a remarkable bright corner lot, its width and setting allowing for a scale and presence rarely found. Manicured front gardens feel like the pages of a magazine and introduce a home where beautiful proportions, original character and thoughtful renovation come together effortlessly. The expansive main floor retains the elegance of formal living and dining rooms + a grand foyer, while a renovated kitchen opens to a generous family room with coffered ceilings and oversized character windows. A private office like a sun room and substantial mudroom with exceptional floor-to-ceiling storage and a separate side entrance offering a natural connection to the lower level nanny suite. The completely reconfigured and beautifully renovated second floor is devoted to two impressive bedroom suites. The primary is particularly exceptional, with a beautifully scaled ensuite and steam shower and dream walk-in closet. Two additional bedrooms occupy the third floor alongside a second laundry area, and a relaxed family room, an ideal space for children, guests or potential fifth bedroom. Outside, the property becomes its own private world. Lush gardens surround a saltwater pool with waterfall, outdoor kitchen, stone terrace and covered, heated pergola with outdoor fireplace and television, creating a backyard designed to be lived in from spring through fall. A private driveway accommodates 2+ cars, while the garage offers parking for up to 3 with the existing lift. Generous in proportion yet remarkably private, this is a Rosedale home of exceptional space and presence, both inside and out.

6 Beds ⋅ 5 Baths ⋅ C13753998 MLS

Set discreetly behind a wall of mature hedges, this grand Rosedale residence occupies a remarkable bright corner lot, its width and setting allowing for a scale and presence rarely found. Manicured front gardens feel like the pages of a magazine and introduce a home where beautiful proportions, original character and thoughtful renovation come together effortlessly. The expansive main floor retains the elegance of formal living and dining rooms + a grand foyer, while a renovated kitchen opens to a generous family room with coffered ceilings and oversized character windows. A private office like a sun room and substantial mudroom with exceptional floor-to-ceiling storage and a separate side entrance offering a natural connection to the lower level nanny suite. The completely reconfigured and beautifully renovated second floor is devoted to two impressive bedroom suites. The primary is particularly exceptional, with a beautifully scaled ensuite and steam shower and dream walk-in closet. Two additional bedrooms occupy the third floor alongside a second laundry area, and a relaxed family room, an ideal space for children, guests or potential fifth bedroom. Outside, the property becomes its own private world. Lush gardens surround a saltwater pool with waterfall, outdoor kitchen, stone terrace and covered, heated pergola with outdoor fireplace and television, creating a backyard designed to be lived in from spring through fall. A private driveway accommodates 2+ cars, while the garage offers parking for up to 3 with the existing lift. Generous in proportion yet remarkably private, this is a Rosedale home of exceptional space and presence, both inside and out.

43 Maple Avenue, Toronto

$5,295,000

A remarkable opportunity to live in this prime Rosedale location in a space that has been transformed into total perfection. This editorial worthy masterpiece is approx 3,500 sf of bright living space. The grand great room (originally a ballroom) will become the focus of your life with the impressive stone wood-burning fireplace and decorative plaster ceiling. Perfect for entertaining and flows out to the large picturesque terrace. The bright family-sized kitchen is stunning with top-of-the-line appliances and finishes. Relax in the family room with a gas fireplace and custom millwork. Spacious primary suite with walk-in closet and attached dressing room and office, and stunning 5-piece spa-like ensuite. There are multiple walk-outs to a sublime terrace overlooking the trees of Rosedale and the skyline beyond. The lower level has a great multiple purpose room (currently used as a gym) and bedroom with ensuite. The deep history of this Rosedale mansion, which once housed Sir Henry Pellatt (of Casa Loma), can be felt throughout with timeless details and points of interest. Intricate moulding details, arched doorways, stone wood-burning fireplace, and a spectacular grand staircase with a showpiece chandelier. Three car parking: [two surface parking spaces at front of house plus one garage parking]. The location cannot be beat. Walk to Yonge St amenities, Subway, and green spaces. This magnificent, unique, and stylish home is perfect for those looking for modern living in the coveted Rosedale neighbourhood.

3 Beds ⋅ 3 Baths ⋅ C13792396 MLS

A remarkable opportunity to live in this prime Rosedale location in a space that has been transformed into total perfection. This editorial worthy masterpiece is approx 3,500 sf of bright living space. The grand great room (originally a ballroom) will become the focus of your life with the impressive stone wood-burning fireplace and decorative plaster ceiling. Perfect for entertaining and flows out to the large picturesque terrace. The bright family-sized kitchen is stunning with top-of-the-line appliances and finishes. Relax in the family room with a gas fireplace and custom millwork. Spacious primary suite with walk-in closet and attached dressing room and office, and stunning 5-piece spa-like ensuite. There are multiple walk-outs to a sublime terrace overlooking the trees of Rosedale and the skyline beyond. The lower level has a great multiple purpose room (currently used as a gym) and bedroom with ensuite. The deep history of this Rosedale mansion, which once housed Sir Henry Pellatt (of Casa Loma), can be felt throughout with timeless details and points of interest. Intricate moulding details, arched doorways, stone wood-burning fireplace, and a spectacular grand staircase with a showpiece chandelier. Three car parking: [two surface parking spaces at front of house plus one garage parking]. The location cannot be beat. Walk to Yonge St amenities, Subway, and green spaces. This magnificent, unique, and stylish home is perfect for those looking for modern living in the coveted Rosedale neighbourhood.

78 Crescent Road Unit 2, Toronto

$5,295,000

An exceptional residence at Hill & Dale, an esteemed boutique building where Summerhill and Rosedale meet. Quiet, discreet and remarkably private, Hill & Dale is home to just 14 distinctive residences, making this a very rare opportunity. This east-facing 2 bedroom & den home boasts clear 10-foot ceilings and expansive, forever views across the treetops of the neighbourhood through soaring triple-pane windows that protect from the sounds of the city. Designed with refined attention to modern detail, the residence offers a full Bulthaup kitchen with Gaggenau appliances, with an oversized island and expanded pantry; European hardwood throughout; a linear gas fireplace set into a stone feature wall; Deltalight architectural lighting; custom wardrobes and vanities by Trevisana; in-ceiling Triad speakers with 5.1 surround in the living room; and custom window coverings. The primary ensuite is equally considered, with Dornbracht fixtures - found throughout the home - a curbless shower and Claybrook bathtub. Abundant natural light and a beautifully conceived floorplan featuring a split bedroom layout, two-and-a-half bathrooms, a large den, a separate laundry room and a private, open-to-above terrace finished in Thermory wood completed with both a gas and water connections. Beautifully conceived and impeccably built, this is a rare opportunity to live within an intimate, highly private community, mere moments from the shops, restaurants and parks of Summerhill and Rosedale, and minutes from the city core.

3 Beds ⋅ 3 Baths ⋅ C13758324 MLS ⋅ Hill And Dale BLDG.

An exceptional residence at Hill & Dale, an esteemed boutique building where Summerhill and Rosedale meet. Quiet, discreet and remarkably private, Hill & Dale is home to just 14 distinctive residences, making this a very rare opportunity. This east-facing 2 bedroom & den home boasts clear 10-foot ceilings and expansive, forever views across the treetops of the neighbourhood through soaring triple-pane windows that protect from the sounds of the city. Designed with refined attention to modern detail, the residence offers a full Bulthaup kitchen with Gaggenau appliances, with an oversized island and expanded pantry; European hardwood throughout; a linear gas fireplace set into a stone feature wall; Deltalight architectural lighting; custom wardrobes and vanities by Trevisana; in-ceiling Triad speakers with 5.1 surround in the living room; and custom window coverings. The primary ensuite is equally considered, with Dornbracht fixtures - found throughout the home - a curbless shower and Claybrook bathtub. Abundant natural light and a beautifully conceived floorplan featuring a split bedroom layout, two-and-a-half bathrooms, a large den, a separate laundry room and a private, open-to-above terrace finished in Thermory wood completed with both a gas and water connections. Beautifully conceived and impeccably built, this is a rare opportunity to live within an intimate, highly private community, mere moments from the shops, restaurants and parks of Summerhill and Rosedale, and minutes from the city core.

1 Roxborough Street E Unit 501, Toronto

$5,195,000

A turnkey generational fortress in North Rosedale. Inside, the open-concept layout showcases German wide-plank engineered oak flooring, a 3-story custom oak waterfall staircase, & dual primary suites with luxurious dedicated ensuites. The culinary space centers around a floor-to-ceiling kitchen bay window, while a massive backyard lift-&-slide door effortlessly connects the interior to the private rear grounds. This interior luxury is framed by high-performance triple-glazed Danish window & door systems. The Danish wide-plank thermally broken insulated wood front entry door is secured by a premium 5-point deadbolt locking system. This property features a 100% permitted & re-engineered overhaul including a newly underpinned & insulated basement slab, new insulation, air sealing, HVAC re-design, & new plumbing throughout. Off-grid resilience is powered by a high-tech DNM Solar hybrid battery system engineered to run all essential services & appliances for 2 days. The estate is heavily fortified with a custom 100-year storm drainage system, while the front reverse driveway features eco-friendly Techo-Bloc permeable pavers from Quebec for premier drainage management. The exterior facade was painstakingly restored using original bricks, complemented by solid, custom-cut Oklahoma limestone entry steps & walls from an exclusive US historic building supplier. The exterior waterfall limestone steps feature an integrated snow-melting heating system for effortless winter access. A Hydrawise in-ground back garden watering system with Wi-Fi control is included. Ideally situated for an upscale lifestyle, the home is steps to the TTC & city bike racks, Chorley Park, Evergreen Brickworks & Summerhill Market shopping. It also offers excellent proximity to the DVP. Area top schools include Whitney Public Elementary School & Branksome Hall. Many area students attend other leading schools like Upper Canada College, Crescent School, & Toronto French School to name a few.

5 Beds ⋅ 5 Baths ⋅ C13802198 MLS

A turnkey generational fortress in North Rosedale. Inside, the open-concept layout showcases German wide-plank engineered oak flooring, a 3-story custom oak waterfall staircase, & dual primary suites with luxurious dedicated ensuites. The culinary space centers around a floor-to-ceiling kitchen bay window, while a massive backyard lift-&-slide door effortlessly connects the interior to the private rear grounds. This interior luxury is framed by high-performance triple-glazed Danish window & door systems. The Danish wide-plank thermally broken insulated wood front entry door is secured by a premium 5-point deadbolt locking system. This property features a 100% permitted & re-engineered overhaul including a newly underpinned & insulated basement slab, new insulation, air sealing, HVAC re-design, & new plumbing throughout. Off-grid resilience is powered by a high-tech DNM Solar hybrid battery system engineered to run all essential services & appliances for 2 days. The estate is heavily fortified with a custom 100-year storm drainage system, while the front reverse driveway features eco-friendly Techo-Bloc permeable pavers from Quebec for premier drainage management. The exterior facade was painstakingly restored using original bricks, complemented by solid, custom-cut Oklahoma limestone entry steps & walls from an exclusive US historic building supplier. The exterior waterfall limestone steps feature an integrated snow-melting heating system for effortless winter access. A Hydrawise in-ground back garden watering system with Wi-Fi control is included. Ideally situated for an upscale lifestyle, the home is steps to the TTC & city bike racks, Chorley Park, Evergreen Brickworks & Summerhill Market shopping. It also offers excellent proximity to the DVP. Area top schools include Whitney Public Elementary School & Branksome Hall. Many area students attend other leading schools like Upper Canada College, Crescent School, & Toronto French School to name a few.

228 Glen Road, Toronto

$4,995,000

Exceptional Value in Prime Rosedale! this masterfully restored 7-bedroom, 5-bath Arts & Crafts residence presents a rare opportunity to own a timeless Rosedale gem at an attractive Highland Ave. Blending exquisite period details with modern comfort, this distinguished home boasts impressive curb appeal, elegant principal rooms, and abundant natural light throughout. The luxurious primary suite features a south-facing terrace, spacious dressing room, and ensuite bath, creating a private retreat. A generous family room with walkout to a large deck offers the perfect setting for family gatherings and outdoor entertaining. Complete with A 2-car garage with private access from Roxborough Drive complements this exceptional Rosedale residence. Ideally situated steps from Summerhill Market, Rosedale Park, scenic trails, tennis, soccer, ice skating, and a playground with splash pad. Enjoy the ultimate combination of elegance, space, privacy, and convenience in one of Toronto's most coveted neighborhoods. A compelling opportunity to secure exceptional value in Rosedale.

7 Beds ⋅ 5 Baths ⋅ C13801530 MLS

Exceptional Value in Prime Rosedale! this masterfully restored 7-bedroom, 5-bath Arts & Crafts residence presents a rare opportunity to own a timeless Rosedale gem at an attractive Highland Ave. Blending exquisite period details with modern comfort, this distinguished home boasts impressive curb appeal, elegant principal rooms, and abundant natural light throughout. The luxurious primary suite features a south-facing terrace, spacious dressing room, and ensuite bath, creating a private retreat. A generous family room with walkout to a large deck offers the perfect setting for family gatherings and outdoor entertaining. Complete with A 2-car garage with private access from Roxborough Drive complements this exceptional Rosedale residence. Ideally situated steps from Summerhill Market, Rosedale Park, scenic trails, tennis, soccer, ice skating, and a playground with splash pad. Enjoy the ultimate combination of elegance, space, privacy, and convenience in one of Toronto's most coveted neighborhoods. A compelling opportunity to secure exceptional value in Rosedale.

63 Highland Avenue, Toronto

$4,895,000

Rare and remarkably expansive behind its stately Victorian facade, this three-storey South Rosedale residence is a true masterpiece. Parisian elegance meets Manhattan sophistication, offering over 5,300 sq ft of exceptional finished living space across four levels on a 50 x 103 ft lot. Originally built in 1899 and thoughtfully reimagined by William Dewson Architects, the home has been completely renovated and is move-in ready, while preserving its restored plaster mouldings, medallions and soaring 10 ft ceilings. The main level offers grand principal rooms that blend effortlessly, with a chef's kitchen featuring Wolf and Sub-Zero appliances and a waterfall island, all set against lush greenery with no neighbours in view. There are 5+1 bedrooms and 5 bathrooms, including a primary retreat with a spa-inspired ensuite and a massive custom dressing room. The third floor is a private sanctuary of its own, with two bedrooms featuring bespoke built-ins and a Jack and Jill bath. A sun-drenched loft-style family room opens to a balcony, and a versatile playroom or study completes the level, illuminated throughout by skylights and oversized windows.The lower level is made for entertaining, with a multimedia room, hidden bar and temp. controlled wine wall, and two oversized mudrooms connect directly to the integrated garage. A fully fenced, private property with two beautifully landscaped yards, each thoughtfully designed with low-maintenance turf, curated gardens, and ambient lighting, along with a rare double-width private drive offering three-car parking. One block to Branksome Hall and in close proximity to Toronto top private schools, a 15-minute walk to Yorkville, and to the upscale boutiques and acclaimed dining along Yonge Street. The true essence of Rosedale living.

6 Beds ⋅ 5 Baths ⋅ C14024114 MLS

Rare and remarkably expansive behind its stately Victorian facade, this three-storey South Rosedale residence is a true masterpiece. Parisian elegance meets Manhattan sophistication, offering over 5,300 sq ft of exceptional finished living space across four levels on a 50 x 103 ft lot. Originally built in 1899 and thoughtfully reimagined by William Dewson Architects, the home has been completely renovated and is move-in ready, while preserving its restored plaster mouldings, medallions and soaring 10 ft ceilings. The main level offers grand principal rooms that blend effortlessly, with a chef's kitchen featuring Wolf and Sub-Zero appliances and a waterfall island, all set against lush greenery with no neighbours in view. There are 5+1 bedrooms and 5 bathrooms, including a primary retreat with a spa-inspired ensuite and a massive custom dressing room. The third floor is a private sanctuary of its own, with two bedrooms featuring bespoke built-ins and a Jack and Jill bath. A sun-drenched loft-style family room opens to a balcony, and a versatile playroom or study completes the level, illuminated throughout by skylights and oversized windows.The lower level is made for entertaining, with a multimedia room, hidden bar and temp. controlled wine wall, and two oversized mudrooms connect directly to the integrated garage. A fully fenced, private property with two beautifully landscaped yards, each thoughtfully designed with low-maintenance turf, curated gardens, and ambient lighting, along with a rare double-width private drive offering three-car parking. One block to Branksome Hall and in close proximity to Toronto top private schools, a 15-minute walk to Yorkville, and to the upscale boutiques and acclaimed dining along Yonge Street. The true essence of Rosedale living.

9 Sherbourne Street N, Toronto