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$17,000,000
7 Beds ⋅ 7 Baths ⋅ C13211736 MLS
One of one in North Rosedale. Set on an extraordinary 100' x 150' parcel on one of the neighbourhood's most prestigious streets, this custom stone estate offers something increasingly rare within the city: estate-scale living paired with the proportions, ceiling heights, layout, and modern functionality of a newer custom home. Surrounded by mature trees and manicured grounds, the residence spans more than 10,500 square feet of total living space designed equally for grand entertaining and exceptional day-to-day family living. A heated driveway and stone walkway introduce interiors defined by soaring ceilings, rich hardwood floors, intricate millwork, and beautifully proportioned principal rooms filled with natural light. At the heart of the home, the spectacular great room showcases exposed beam ceilings, a statement stone fireplace, and French doors opening onto the gardens beyond. The open-concept chef's kitchen and adjoining family room are anchored by custom cabinetry, an oversized centre island, and seamless indoor-outdoor flow to the surrounding terraces and grounds. Upstairs, the primary suite offers treetop views, a private terrace, sitting area, and spa-inspired ensuite with heated mosaic floors, while five additional bedrooms and a versatile office provide exceptional flexibility for family living. Designed with recreation and wellness in mind, the lower level features a mirrored fitness studio, expansive playroom with custom performance stage, private nanny suite, and dedicated security/furnace hub. The rear grounds feel more akin to a private country estate than a home within the city, unfolding into a remarkable outdoor setting with a covered loggia, tranquil water fountain, outdoor fireplace, landscaped lawn, and secluded floodlit sports court. A rare expression of permanence, privacy, and place in the heart of Rosedale.

76 Binscarth Road, Toronto
$16,500,000
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
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
$11,995,000
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
$11,995,000
5 Beds ⋅ 7 Baths ⋅ C13092402 MLS
Discreetly positioned on one of Rosedale's most prestigious streets, this exceptional ravine residence offers rare architectural scale, privacy, and contemporary refinement. Set on a remarkable 238-foot deep lot backing onto the Rosedale ravine, the property boasts a resort-like setting with an infinity-edge pool, expansive outdoor living areas, and a covered terrace designed for year-round entertaining. Situated minutes from downtown Toronto, Rosedale is a unique combination of charm and sophistication. It offers upscale dining, designer shopping, top-rated public and private schools, beautiful parks and endless trails for walking, running or cycling. Quick access to the subway system, Yonge Street and Mount Pleasant Road allow for easy access to explore all that Toronto has to offer. 20 Cluny has been thoughtfully renovated to reflect a seamless blend of timeless architecture and modern luxury. This home spans over 6,000 square feet above grade, with a fully finished lower level, providing elegant space for both grand entertaining and comfortable family living. Inside, 11-foot ceilings on the main and third floors enhance light and volume, while expansive principal rooms offer sophisticated living and dining spaces. The main level, exceeding 2,200 square feet, features a functional layout with formal living and dining rooms, a private office, and a kitchen and breakfast area that connect effortlessly to the terrace and gardens. Upper levels include five generously sized bedrooms, each with its own ensuite. The primary suite offers a serene retreat with a dressing room and spa-inspired bathroom. The third floor provides rare additional living space, ideal for guests or multi-generational living. The lower level includes a recreation room, home gym, and wet bar. Complete with a spacious double garage and heated driveways, this elegant home presents a rare opportunity in one of Toronto's most prestigious neighbourhoods.

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

170 Roxborough Drive, Toronto
$10,750,000
C13562128 MLS
Incredible stand alone building in Summerhill with 6 rear gated private parking spaces and patio possibilites. Steps from TTC Subway and boutiques and shops of Summerhill.Three floors of office/retail plus lower level . Two boardrooms and washrooms and kitchenette on each floor .

3 Rowanwood Avenue E, Toronto
$9,890,000
5 Beds ⋅ 5 Baths ⋅ C13641828 MLS
Architecturally Significant South Rosedale Estate Set On Extremely Rare Deep 292' Ravine Lot Featuring An Open Concept, Dramatic Two-Storey Atrium With Floor-to-Ceiling Greenhouse Windows And Stunning Park-Like Vistas. Originally The Residence Of Toronto Architect Edmund Burke And Is Attributed To The Esteemed Firm Of Burke & Horwood. Unmatched Elegance And Exceptional Privacy In The Most Tranquil Setting. Over 5,542 Sq. Ft. Of Refined Living Space Fully Renovated To The Studs With The Highest Degree Of Luxury Appointments. Carefully Restored Brickwork And Exterior Details Complement The Home's Historical Character. With Sun-Drenched Interiors Throughout, Expertly Designed To Preserve The Estate's Classic Heritage Charm Amid Its Modernization. Hardwood Floors, Refined Finishes, And Custom Lighting Across All 3-Storeys Plus The Incredible Lower Level With Its Remarkable Cathedral Ceilings. The Main Floor Features Elegantly Appointed Living And Dining Rooms, And Stunning Gourmet Kitchen Overlooking The Grand Atrium. The 2nd Floor Features A Luxurious Primary Retreat With Lavish 7-Pc Ensuite And His & Hers Walk-In Closets, Two Bedrooms, Plus A Staircase Leading To Two Additional Bedrooms On The Third Floor. Additional Living Spaces Include A Media Room With Wood-Burning Fireplace, Office, And Breakfast Area On The Lower Level Featuring Grade-Level Walkout To The Immaculately Landscaped Rear Gardens. An Expansive Stone Patio Surrounded By Mature Trees And Lush Greenery. Conveniently Located Just Minutes From Yonge St, Upscale Shops, Intimate Dining, Top-Rated Public And Private Schools. This Property Is Truly A Rare Opportunity To Capture Serenity In The Heart Of The City!

23 South Drive, Toronto
$8,990,000
5 Beds ⋅ 7 Baths ⋅ C13024424 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
$8,395,000
5 Beds ⋅ 7 Baths ⋅ C13593480 MLS
Welcome to 155 South Drive, a landmark residence on one of Rosedale's most prestigious crescents, overlooking the gated Craigleigh Gardens & steps to the renowned Branksome Hall. Gracefully positioned on a spectacular south- and west-facing lot, this timeless estate offers nearly 8,000 sq. ft. across four impeccably designed levels, where classic architecture meets modern luxury. Designed for elegant entertaining & exceptional family living, the home features soaring 10-foot ceilings, an elevator servicing every floor, exquisite custom millwork, oversized principal rooms, 3 fireplaces, and walls of windows that fill the home with natural light. The main level showcases formal living and dining rooms, a richly panelled library, inviting family room w/custom built-ins, & a chef's kitchen with centre island, generous breakfast area, & French doors opening to beautifully landscaped gardens. The second floor is anchored by an extraordinary primary retreat with sitting room, gas fireplace, dual walk-in closets, dressing room, & a spa-inspired ensuite. Two additional oversized bedrooms each feature their own ensuite. The sun-filled third level offers a fourth bedroom, sitting room, and an exceptional wraparound sky terrace with sweeping treetop & skyline views. The walk-out lower level includes a spacious recreation/media room, fitness studio or fifth bedroom with ensuite, steam room, mudroom & direct access to a rare underground 3-car garage-an extraordinary offering in Rosedale. Professionally landscaped for complete privacy, the gardens feature expansive stone terraces, mature cedar hedging, and remote-controlled awnings, creating an idyllic outdoor retreat. Surrounded by ravine trails, premier parks & some of Toronto's finest estates, yet minutes to Yorkville, downtown, top-ranked schools & the TTC, 155 South Drive offers an unmatched combination of location, scale, elegance, and convenience. A truly rare opportunity to own one of Rosedale's most distinguished homes.

155 South Drive, Toronto
$8,250,000
2 Beds ⋅ 3 Baths ⋅ C13189226 MLS
Rarely does condominium living offer the scale, privacy, and outdoor experience of a true residence in the heart of the city. Positioned at ground level within South Rosedale, this exceptional two bedroom, three bathroom home was designed to live with the ease and functionality of a bungalow, centred around the largest private backyard space within the building. Principal rooms unfold across a single level with proportions that feel substantial and highly considered, extending directly toward a mature landscaped setting anchored by a striking century old tree canopy that creates both beauty and privacy throughout the seasons. Inside, the material palette is warm and exceptionally well executed. Wide plank double herringbone oak floors, solid core doors, and extensive custom millwork establish a strong architectural foundation throughout the residence. The Molteni kitchen, complete with integrated Gaggenau appliances and sculptural stone surfaces, connects seamlessly to the principal living spaces, while a gas fireplace introduces warmth and presence without interrupting the openness of the home. The primary suite features floor to ceiling windows, direct access to the garden terrace, a fully fitted Molteni&C dressing room, and a spa inspired ensuite finished with heated floors and Waterworks fixtures. Advanced cork soundproofing contributes to a level of quiet rarely achieved in condominium living. Residents benefit from 24 hour concierge service, valet parking, a fitness studio, infrared sauna and steam facilities, and landscaped outdoor spaces connected naturally to the surrounding Rosedale ravine setting. Positioned moments from the core of the city while feeling entirely removed from it, this is a residence designed for those seeking the comfort and permanence of a full home without compromise.

7 Dale Avenue Unit 106, Toronto
$7,900,000
5 Beds ⋅ 6 Baths ⋅ C13123366 MLS
A truly exceptional residence in prestigious Rosedale, this custom-built home is a rare expression of architectural significance, craftsmanship, and timeless design. Created by acclaimed architect Robert Le Blond, recipient of the Governor General's Award in Architecture, the residence reflects remarkable artistry and enduring sophistication. Near Chorley Park, the home offers over 5,000 square feet of beautifully curated living space, clad in rare Manitoba Tyndall stone known for its distinctive fossilized beauty. Inspired by French Art Deco design, every detail has been thoughtfully considered, from extraordinary ironwork imported from Spain to the rich natural materials and elegant proportions throughout. The interiors are both grand and inviting, anchored by a dramatic 17-foot living room with statement lighting, custom millwork, and warm mahogany-stained Jatoba wood finishes. Formal principal rooms are designed for elegant entertaining, while the chef's kitchen, breakfast area, and adjoining family room create a seamless flow for everyday living. Floor-to-ceiling windows open onto a beautifully landscaped garden retreat, offering privacy and tranquility, while heated outdoor spaces, including the front porch and rear veranda, extend comfort through every season. With five bedrooms, two private offices, six bathrooms, five fireplaces, and a wraparound balcony, the home offers exceptional scale for family living. A detached heated garage with skylight, wet bar, shower, and custom storage adds incredible flexibility for a studio, workshop, or private retreat. A gated drive and meticulous design complete this extraordinary offering, where architecture and livability exist in perfect balance.

177 Roxborough Drive, Toronto
$7,750,000
5 Beds ⋅ 5 Baths ⋅ C13479788 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 and Hayley 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
$7,495,000
2 Beds ⋅ 3 Baths ⋅ C12863006 MLS
Welcome to 7 Dale Avenue, where exceptional architecture & refined interiors come together in the heart of prestigious Rosedale. Designed by renowned Hariri Pontarini Architects w/ interiors by Studio Munge, this boutique residence defines sophisticated, understated luxury. Suite 306 offers approximately 2,974 sq.ft. of impeccably designed living space, complemented by a 152 sq.ft. private terrace, delivering the scale & comfort of a home with the convenience of condo living. Soaring 10-foot ceilings, radiant heated floors & Italian white oak flooring create a warm, elegant foundation, enhanced by oversized baseboards, cove detailing & bespoke hardware throughout. A dramatic gallery-style entrance leads to the grand living room, centered around an Art Deco-inspired marble fireplace & framed by floor-to-ceiling Reynaers windows. An adjacent family room w/glass doors provides both openness & intimacy. The custom Studio Munge x Dada kitchen is a true showpiece, featuring travertine titan marble countertops, a large island, full slab backsplash and a premium 9-piece Gaggenau appliance package including dual ovens & wine refrigeration. The formal dining area comfortably accommodates large gatherings and opens seamlessly to the private terrace, complete w/ limestone pavers and gas & water connections, ideal for outdoor entertaining. The suite features 2 spacious bedrooms, each with its own ensuite. The primary retreat offers Molteni closets & a luxurious spa-inspired ensuite finished in Italian marble, a freestanding tub, double vanities, custom wall paneling & a steam shower. Fully integrated Crestron smart home technology controls lighting, climate & audio. Additional highlights incl. EV-equipped parking & outstanding building amenities, including concierge service, an elegant lobby lounge, wellness centre w/ Technogym equipment, yoga studio, steam rooms & sauna. An extraordinary opportunity to own a bespoke residence in one of Toronto's most coveted neighbourhoods.

7 Dale Avenue Unit 306, Toronto
$7,200,000
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
$6,995,000
7 Beds ⋅ 5 Baths ⋅ C13210248 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
$6,950,000
6 Beds ⋅ 8 Baths ⋅ C12936978 MLS
A Rare Offering In Prestigious South Rosedale. This Exceptional 75-Foot Lot Showcases A Stately Georgian/Palladian Brick Façade. Long Admired And Rich In Architectural Presence. Beyond Its Timeless Exterior Lies A Strikingly Modern, Fully Reimagined Interior That Seamlessly Blends Classic Elegance With Bold Contemporary Design. With Over 6,100 Square Feet Of Living Space, This Residence Is Defined By Pale Oak Flooring, Sculptural Open-Riser Stairs, And Expansive Principal Rooms Designed For Effortless Entertaining. A Sleek, Chef-Inspired Kitchen Is Complemented By A Generous Walk-In Pantry, While The Sophisticated Living And Dining Areas Feature A Custom Wet Bar-Perfectly Balancing Style And Function. The Primary Suite Is A Private Retreat, Complete With A Lavish Six-Piece Ensuite And Bespoke Walk-In Closet With Custom Cabinetry. Additional Bedrooms Are Thoughtfully Distributed Across The Second, Third, And Lower Levels, Each Appointed With Its Own Three-Piece Ensuite, Offering Comfort And Privacy. The Lower Level Provides A Versatile And Inviting Space Ideal For Recreation Or Relaxed Family Living. Outdoors, The Expansive Grounds Present An Opportunity To Create A Resort-Style Setting With Room For A Future Pool. A Detached Two-Car Garage With EV Charging Completes This Outstanding Property. An Exceptional Residence Designed For Elevated Modern Living In One Of Toronto's Most Sought-After Neighbourhoods.

62 Maple Avenue, Toronto
$6,890,000
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
$6,749,000
2 Beds ⋅ 3 Baths ⋅ C13632368 MLS ⋅ 7 Dale BLDG.
This is 7 Dale. Just 26 extraordinary residences by Hariri Pontarini & Studio Munge, exemplifying quiet luxury in every flawlessly executed detail. Suite 302 is one of the most impressive and beautifully laid out two bedroom designs at 7 Dale. A generous foyer welcomes you into the residence and opens onto a Great Room where a dramatic bay window frames the quiet, tree-lined streetscape of Rosedale. The two-tone DaDa kitchen overlooks the Dining Area and is equipped with a 10-piece Gaggenau appliance suite, while the elegant Living Area is anchored by a striking stone-clad gas fireplace and extends onto a bronze-picketed balcony with a gas line for outdoor grilling. A centrally positioned Sitting Area creates the perfect setting for intimate conversation, cocktails, before or after dinner, seamlessly connecting the living spaces and enhancing the home's exceptional flow for entertaining. Privately situated at opposite ends of the suite are two luxurious bedroom retreats: a gracious Guest Suite with its own ensuite, and an indulgent Primary Retreat offering a tranquil spa-inspired ensuite, a spacious sitting area, a walk-through dressing room, and a private balcony. Bathed in warm afternoon light, the primary suite also enjoys beautiful golden sunsets, creating a truly serene escape. Sumptuous private spa & fitness club with Pent & Technogym equipment, steam showers, infrared saunas, 24/7 white glove concierge + security services in the serene fireside lobby lounge. 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 302, Toronto
$6,499,000
4 Beds ⋅ 3 Baths ⋅ C13449036 MLS ⋅ 7 Dale BLDG.
This is 7 Dale. An extraordinary collection of just 26 residences by Hariri Pontarini and Studio Munge, exemplifying quiet luxury in every thoughtfully curated element and every flawlessly executed detail. Step from the elevator directly into your private foyer with double glass door enclosure. Just beyond, a fabulous open flow floorplan unfolds, with massive expanses of floor to ceiling glass framing lush green treehouse views of the Rosedale Valley. The DaDa kitchen with its dramatic stone slabs, generously proportioned island and 10-piece Gaggenau appliance suite with both gas and induction cooking options, is as beautiful as it is functional. The living and dining spaces combine for seamless entertaining and open onto a south facing balcony with gas bib for BBQ, all overlooking seasonally landscaped gardens. Back inside, a separate family room offers a more intimate space to tuck in with a great book or movie. The primary retreat enjoys the same serene leafy views, Molteni & C millwork, an elegantly appointed ensuite and bonus flex room with balcony access. Step back into the elevator to arrive at 7 Dale's own sumptuous private spa and fitness club fitted with Pent and Technogym equipment, steam rooms and infrared saunas. You'll enjoy 24/7 white glove concierge and security services in the stunning fireside lobby lounge. This is a home suited for year round enjoyment or lock and leave to travel at a moment's notice for extended periods, with complete security and peace of mind assured. Mere minutes to the city's finest shopping and dining venues in Yorkville and Summerhill, yet feels like a world away from the urban bustle. Effortless lifestyle without compromise lives here in your private nature retreat, nestled the heart of city.

7 Dale Avenue Unit 304, Toronto
$6,395,000
7 Beds ⋅ 5 Baths ⋅ C13243712 MLS
A rare blend of heritage charm and modern sophistication, 150 Douglas Drive is a bespoke residence that perfectly captures the essence of Rosedale living; refined, timeless, and deeply connected to nature. Meticulously redesigned by renowned architect Johnson Chou, this home exudes warmth and intention. Interiors are elevated by sculpted ceilings with ambient lighting, in-floor radiant heating, and fully integrated Control4 smart home technology, including fully automated lighting and irrigation systems. Built-in sound spans most of the home and outdoors, complemented by a home theatre system in the family room. The living room is anchored by a striking quartzite fireplace, while the elegant dining room stuns with a custom wine feature. The Poliform kitchen is a dream for the home chef, complete with a large island, premium appliances and a sunlit breakfast area overlooking the backyard oasis. The adjacent family room offers a relaxed and inviting space to unwind. Outside, a resort-style backyard awaits with a heated Bonavista pool, waterfall feature, and expansive composite deck. A cabana, pergola with built-in television, fire table, and curated lighting create a private outdoor retreat. Upstairs, the primary suite offers vaulted ceilings, dual walk-in closets, and a spa-inspired ensuite. Two additional bedrooms and a stylish family bath complete the second floor. The third floor features a large bedroom and a flexible second room that can serve as either a den or an additional bedroom, along with a full bathroom.The lower level offers excellent ceiling height, a separate entrance, recreation room, office, bedroom, full bath, and bright laundry with pet shower. Additional features include heated front pad and walkways, and a wide mutual drive with backyard access. Beautifully situated on a prime stretch of Douglas Drive, just steps from Chorley Park, ravine trails, and Summerhill shops.

150 Douglas Drive, Toronto
$5,950,000
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
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
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
$5,495,000
2 Beds ⋅ 3 Baths ⋅ C12989688 MLS
Welcome to Suite 104. Beautifully positioned along the Rosedale Valley, this 2,204 sq. ft. split-plan residence offers two bedrooms, three bathrooms, and direct walk-out access to a private terrace and garden with ravine views, providing a seamless connection between indoor and outdoor living.The principal living space is open and inviting, with high ceilings, herringbone hardwood flooring, a marble surround gas fireplace, and floor-to-ceiling windows framing tranquil, tree-filled views. Generous gallery walls provide an exceptional backdrop for an art collection. Crafted by Dada (Molteni&C), the kitchen is equipped with integrated Gaggenau appliances and features a substantial centre island with seating for four. South-facing garden rooms are filled with natural light throughout the day, while evenings offer a peaceful sense of privacy created by the surrounding ravine. An in-suite elevator provides direct access to the parking level. Designed by renowned Hariri Pontarini Architects, with landscape architecture by Janet Rosenberg, No. 7 Dale is an intimate boutique residence of just 26 homes. Quietly tucked into the Rosedale Valley, yet moments from Yorkville and Summerhill, it offers the privacy, security, and ease of a luxury home without compromise.

7 Dale Avenue Unit 104, Toronto
$5,399,000
4 Beds ⋅ 5 Baths ⋅ C13537364 MLS
Set on one of North Rosedale's most established, tree-lined streets, this home is fully finished, meticulously redesigned, and nearly impossible to replicate within a heritage-protected neighbourhood where complete transformations of this calibre are exceptionally rare. With its 128-foot frontage, the property commands an impressive street presence and an estate-like sense of scale. Natural light floods the main level, where the principal rooms overlook a tranquil, green backdrop. The open-concept kitchen and family area connect seamlessly to a private, ravine-like outdoor retreat, perfect for families who travel often or value low-maintenance living. Chefs kitchen with Sub-Zero refrigeration, a Wolf six-burner gas range and microwave drawer, Miele integrated dishwasher, and quartz waterfall countertops anchored by a double-sided porcelain fireplace. Upstairs, four spacious bedrooms offer privacy and flexibility. The primary suite is tucked away, featuring a generous walk-in closet and a spa-inspired en-suite. A secondary suite with its own balcony provides comfort for guests or extended family, while two additional bedrooms share a well-appointed Jack-and-Jill bath. Designer lighting from Union Lighting and wide-plank engineered hardwood flooring add warmth and refinement throughout. The bright, above-grade lower level extends everyday living with a spacious laundry room featuring Electrolux appliances, direct garage access, and a versatile open layout ideal for a home gym, media lounge, or office. Heated driveway and radiant in-floor heating to the NTI high-efficiency boiler, Siemens safety system, and front and rear irrigation for effortless upkeep. A short walk to Chorley Park, Summerhill Market, and the Evergreen Brick Works, and within close proximity to Toronto's top public and private schools, this is a rare turnkey residence that blends Rosedale charm with uncompromising modern luxury.

52 Roxborough Drive, Toronto
$5,295,000
7 Beds ⋅ 5 Baths ⋅ C13542212 MLS
Timeless Rosedale Elegance. This masterfully restored 7-bedroom, 5-bath Arts & Crafts home combines charm and modern comfort. Striking street presence and exquisite period details throughout create a warm, sophisticated atmosphere. Grand principal rooms offer ample space for entertaining and day-to-day family living, with abundant natural light . The primary suite features a south-facing terrace, perfect for morning coffee or relaxing evenings, a spacious change room, and ensuite bath, creating a private retreat.. A large deck off the family room provides the ideal setting for family gatherings and outdoor entertaining. The home also includes a 2-car garage and private drive with additional parking. Located just steps from Summerhill Market, Rosedale Park, and scenic trails, this exceptional property offers the ultimate blend of privacy, luxury, and convenience in one of Toronto's most coveted neighborhoods.. Excellent Location, Short Stroll To Summer Hill Market And Steps To Rosedale Park, Tons Of Family Fun Including, Tennis, Soccer, Ice Skating, Playground W Splash Pad Are Literally At Your Door Step.

63 Highland Avenue, Toronto
$4,999,900
4 Beds ⋅ 3 Baths ⋅ C13135368 MLS
Visit REALTOR website for additional information. Exquisite Georgian Revival Residence on Coveted Nanton Avenue, Rosedale Seldom does an opportunity of this magnitude present itself.Situated on one of Rosedale's most prestigiousstreets,this grand three-storey Georgian Revival residence occupies a rare 50x150-foot lot,offering exceptional privacy and expansive outdoor living.Designed by renowned architectBeaumont Jarvis as his own personal residence, the home is rich in history,elegance,andarchitecturalsignificance. Its timeless beauty has also attracted Hollywood attention,havingbeen featured in acclaimed television productions including Suits and 12Monkeys.Thedistinctive Dutch Gambrel roof and stately façade create an unforgettable first impression.Inside,the home has been meticulously restored to preserve its original charm whileincorporating modern luxury.Extraordinary period details include soaring 4x16-foot beams,leaded and stained-glass windows,intricate mouldings,and grand principal rooms designed forelegant entertaining and comfortable family living.A chef-inspired kitchen features aFrench-imported Lacanche range and premium Gaggenau refrigeration.Two staircases connect the thoughtfully designed three levels, balancing sophistication withpracticality. The rear mudroom opens to breathtaking mature gardens and an oversized backyardoasis with private garage,perfect for entertaining, alfresco dining,or even a private skatingrink beneath the stars in winter.Offering four spacious bedrooms and three beautifully appointed bathrooms,the home provides abundant natural light and refined comfort throughout.One of Toronto's original poured concrete homes,it boasts remarkable durability and structuralintegrity rarely found today.Located steps from the subway, this exceptional residence combinesserene luxury with effortless downtown Toronto access.Surrounded by top-tier schools and acelebrated family-friendly community,this is a rare opportunity to own a landmark property

41 Nanton Avenue, Toronto
$4,850,000
5 Beds ⋅ 6 Baths ⋅ C13002612 MLS
Luxury meets location is South Rosedale! Nestled in one of Torontos most prestigious neighbourhoods, this South Rosedale gem is part of a rare, exclusive enclave developed approximately 25 years ago. A true prize, this home blends timeless craftsmanship with refined elegance, custom mouldings vaulted ceilings, and top-tier construction speak to its luxurious pedigree.Enjoy unparalleled convenience: you're just a 5-minute walk to the Summerhill subway, fine dining, boutique shopping, and more. This is a rare opportunity to own a distinguished home in a location where luxury truly meets lifestyle.

45 Mathersfield Drive, Toronto
$4,245,000
6 Beds ⋅ 5 Baths ⋅ C13622090 MLS
An exceptionally refined, fully renovated five-bedroom residence tucked into one of Summerhill's most peaceful enclaves. Perfectly positioned just steps from the subway, David Balfour Ravine, Yonge & St. Clair, and some of the city's most sought-after schools and private athletic clubs. Stroll to Rosedale's boutiques and Toronto's flagship LCBO, or wander wooded trails leading to the Brickworks Farmers' Market. Every inch of this home reflects thoughtful design and uncompromising quality. Five bedrooms plus a flexible additional space, paired with five beautifully finished baths. Premium windows and doors throughout, custom modern window treatments, and extensive integrated storage one very level. The chef's kitchen is both striking and functional, featuring Sub-Zero and Wolf appliances and generous workspace ideal for entertaining. The lower level is bright and welcoming, finished to main-floor standards with heated floors, a cozy recreation room wrapped in designer wool carpeting, a dedicated home gym, and a beautifully appointed laundry room with built-in cabinetry. A functional mudroom with separate entrance adds everyday ease. The third floor offers a private retreat with a built-in home office or 5th bedroom with walkout to a patio and green roof-an ideal space to work, relax, or recharge. A truly turn-key home where location, craftsmanship, and livability come together seamlessly.

96 Summerhill Avenue, Toronto