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$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

$1,495,000
4 Beds 2 Baths C13588016 MLS
On a tucked-away Rosedale street shared by just a dozen homes, this Arts and Crafts-inspired brick residence offers character, substantial interior space, a deep lot, and several compelling possibilities for its next chapter. With no through traffic, the setting feels notably private. Buyers may choose to renovate the existing home, rework and expand its footprint, or explore the creation of a new custom home, subject to the necessary approvals. Nearly 1,800 square feet above grade, together with approximately 850 square feet in the partially unfinished basement, provides substantial interior space for your plans. The house features four bedrooms, generous principal rooms, 9-ft ceilings on the main floor, a fireplace, a renovated kitchen, and original details that provide a foundation for thoughtful restoration or redesign. A walkout from the kitchen opens to a rear deck and a deep yard, creating generous outdoor space for everyday enjoyment and whatever you envision next. A mutual drive forms part of the existing access and may offer additional possibilities, subject to appropriate due diligence. Permit parking is readily available on the street. Enjoy abundant green space, with Chorley Park, ravine trails, and Evergreen Brick Works nearby. Walk to Summerhill Market and local shops, drive downtown in 8 minutes, or catch the TTC at the corner. Families are also well served by leading public and private schools, including Whitney, Branksome Hall and UCC. The value of this property lies in its fundamentals: a well-proportioned brick house, a deep lot, a peaceful residential setting, and the flexibility to pursue your long-term vision - whether that means restoring, reimagining, or rebuilding. For an end user, renovator, builder, or investor, it represents a compelling long-term opportunity in one of Toronto's most established and prestigious neighbourhoods. Property sold "As is/Where is".

4 Jean Street, Toronto

$2,395,000
4 Beds 4 Baths C13563172 MLS
Perfectly positioned on one of Moore Park's most coveted tree-lined streets, this classic red brick semi-detached home offers timeless character, generous proportions, and exceptional family living. Lovingly maintained by the same family for decades, the home enjoys beautiful curb appeal, landscaped gardens, and the rare convenience of two licensed front parking spaces. A gracious foyer with a curved staircase creates a welcoming first impression before opening to beautifully proportioned principal rooms. The formal living room features hardwood floors, decorative ceiling detailing, a wood-burning fireplace, and a bay window overlooking the front gardens. An elegant archway leads to the spacious dining room, while double doors connect to the bright eat-in kitchen with generous cabinetry, ample counter space, and a breakfast area surrounded by windows overlooking the backyard. A walkout to the raised deck creates an effortless connection to outdoor living, while a tucked-away powder room completes the main level. The second floor features a spacious primary suite with a sitting area, walk-in closet with organizers, and a four-piece ensuite with a soaker tub and separate shower. A second bedroom, currently used as a family room, offers a fireplace and bay window. The third level provides two additional bedrooms with spacious walk-in closets, including one with private balcony spot overlooking the gardens, and a skylit four-piece bathroom. The finished lower level includes a recreation room, separate entrance, three-piece bathroom, laundry room, extensive storage, and a cantina ideal for wine storage. Located just steps to the Beltline Trail, Yonge & St. Clair, parks, shops, restaurants, and the subway, and surrounded by exceptional schools including OLPH, Deer Park, UCC, York, and Branksome Hall. This is a rare opportunity to own a beautifully maintained family home in one of Toronto's most established and sought-after neighbourhoods.

9 Inglewood Drive, Toronto

$1,449,000
3 Beds 2 Baths C13551714 MLS
Best Priced Home In Rosedale! Fully Upgraded Luxury Home in the Highly Sought-After Rosedale-Moore Park Community. Originally a 3-Bedroom Semi-Detached, This Home Has Been Converted to 2 Spacious Bedrooms. This Exceptional Residence Features a Brand-New Custom Kitchen With Butcher Block Countertops, Designer Backsplash, Ceramic Tile Flooring, Premium Stainless Steel Appliances, and a Walkout to a Private Deck Perfect for Relaxing or Entertaining. The Renovated Bathrooms Offer Stylish Subway Tile Surrounds and Elegant Ceramic Flooring, While Hardwood Floors, Pot Lights, and Fresh Neutral Paint Create a Bright, Modern Atmosphere Throughout the Home. The Open-Concept Living and Dining Area Is Thoughtfully Designed for Comfortable Everyday Living and Effortless Entertaining. The Entire Third Floor Is Dedicated to a Private Primary Retreat Featuring a Spa-Inspired Ensuite and an Expansive Mirrored Closet. The Fully Finished Basement Offers a Spacious Recreation Room, Additional Space Ideal for a Bedroom, Home Office, or Gym, and a Separate Entrance for Added Flexibility. A Brand-New High-Efficiency Furnace and a Brand-New A/C Unit Has Just Been Installed. Step Outside to a Tranquil, Fully Fenced Backyard Oasis Surrounded by Mature Trees, Offering Exceptional Privacy and a Peaceful, Zen-Like Setting Perfect for Outdoor Living and Entertaining. Ideally Located Just Steps From Chorley Park, Scenic Ravine Trails, Evergreen Brick Works, Top-Rated Schools, Upscale Grocers, Boutique Shops, Cafés, and Convenient TTC Access, This Home Offers the Perfect Blend of Luxury, Nature, and Urban Convenience in One of Toronto's Most Prestigious Neighbourhoods. ***Please Note: The Listing Photos Have Been Enhanced With AI To Show Potential Décor And Layout Ideas. The Property's Structure Is Accurately Shown, But The Interiors Are Virtually Staged. This Is To Help Envision Possibilities, Not To Reflect Actual Furnishings***

337 Glen Road, 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

$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

$2,199,000
4 Beds 2 Baths C13536990 MLS
Imagine coming home every day to your dream house in coveted North Rosedale. Reimagined for modern living & ideally priced at an entry level to one of Toronto's most prestigious neighbourhoods, this detached, fully renovated home offers unbeatable quality and value. Quietly tucked on a dead-end street, 6 Jean St. offers the rare combination of thoughtful design, turnkey condition, & an unbeatable lifestyle w/ amazing neighbours and community that is enduring & welcoming. Taken down to the studs & completely rebuilt in 2014 by Bravehart Building, this home blends timeless character with a clean, contemporary edge. Inside, the main floor is bright, open, & designed for how people live today. A large living rm with bay windows, a Stuv wood-burning fireplace, & custom built-ins flows effortlessly into an oversized dining area & a sleek, fully equipped kitchen w/ Caesarstone counters, marble backsplash, & a full suite of built-in KitchenAid appliances, incl: a gas cooktop & wine fridge. Luxury Pella doors open to a private backyard w/ a cedar deck-perfect for summer nights & easy entertaining. Upstairs has three generously sized bedrooms, including a primary suite w/ custom closets & a spa-inspired ensuite w/heated floors. A versatile third-floor loft creates the ideal fourth bedrm, home office, or creative space. The lower level, renovated in 2022, is bright w/ amazing play space for kids, featuring above-grade windows & flexible options for the entire area! The location truly sets this home apart. Walk to Rosedale & Chorley Park in minutes & down to the Evergreen Brick Works for the farmers market each week or simply stroll to Summerhill Market & all the shops in the stretch. Steps to the city's best public schools of Whitney P.S. or O.L.P.H or minutes to Branksome Hall or the TTC w/ easy access to York, U.C.C, R.S.G.C and more, this turnkey, design-forward home is an incredibly smart entry into Rosedale - truly the perfect move!

6 Jean Street, 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

$1,995,000
6 Beds 4 Baths C13527750 MLS
Rosedale addresses always speak for themselves, but this one also happens to offer exceptional versatility, income potential, and long-term upside. Nestled in coveted North Rosedale, just moments from Chorley Park, the ravine trail system, Summerhill Market, Evergreen Brick Works, prestigious public and private schools, and beautiful tree-lined streets, this detached brick residence presents a rare opportunity in one of Toronto's most sought-after neighbourhoods. Currently configured as three separate living spaces, the property offers incredible versatility. The renovated main floor suite offers two bedrooms, two bathrooms, elegant principal rooms with heated floors, a fireplace, an updated kitchen, and a walkout to a private landscaped rear garden. The second floor offers a bright and well-proportioned three bedroom suite with an additional office/sunroom space, a fireplace, an updated kitchen and bathroom, and excellent natural light throughout. Completing the property is a finished lower-level studio suite, providing an additional income stream. The backyard also features a sweet little shed- great for storage, but also think art studio or quiet retreat. Set on a lush and quiet 25 x 136 foot lot, this is a unique Rosedale offering where prestige, performance, and flexibility come together beautifully.

39 Standish Avenue, Toronto

$2,949,000
3 Beds 4 Baths C13481372 MLS
Set on one of Rosedale's most coveted cul-de-sacs, 30 Edgewood Crescent is a turn-key residence offering timeless elegance and curb appeal. Just steps from Summerhill Market, this meticulously maintained home spans approx. 2,900 square feet across all levels. Elevated above street level for enhanced privacy, the property is framed by a striking stone driveway and pathways, with lush, professionally landscaped gardens that will appeal to any avid gardener. Inside, abundant windows flood the home with natural light, beginning with a beautiful stained-glass window alcove at the entry. The elegant living room features classic crown moulding, a natural gas log fireplace with a marble surround, and French doors opening to a Juliet balcony. It flows seamlessly into the open-concept dining room, where crown moulding, a large picture window, a detailed ceiling medallion, and built-in shelving create a sophisticated entertaining space. The eat-in kitchen features a Wolf gas stove and floor-to-ceiling windows, designed for everyday family gatherings. A convenient walk-out extends the space to the deck, creating an effortless indoor-outdoor connection. The second level offers a spacious den with herringbone floors, bay windows, a second natural gas log fireplace, and a wall-to-wall built-in bookcase, forming a refined retreat. The primary bedroom features a spa-inspired 5-piece ensuite with heated floors, a skylight, custom California Closets, and access to a private terrace with glass railings and a retractable awning. The upper level includes two additional bedrooms, one with cathedral ceilings and beams, along with a 3-piece bathroom. The fully finished lower level includes a cedar room with ample storage. Extremely private backyard oasis, fully fenced with two wrought-iron gates, boasting multiple composite weatherproof decks, a pergola, and a serene ravine backdrop. The mature tree canopy and frequent wildlife sightings create natural privacy rarely found in the city.

30 Edgewood Crescent, 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

$3,295,000
6 Beds 5 Baths C13476194 MLS
This grand three-storey residence occupies a remarkable position within one of Toronto's most cherished residential pockets. Set on an impressive lot measuring approximately 80 feet at the front and 137 feet deep, the property presents a rare opportunity to restore a significant family home of scale and presence.Located on Castle Frank Crescent, a coveted residential enclave tucked just south of Bloor Street, where ownership tends to be measured in decades rather than years, the neighbourhood offers a strong sense of community while remaining exceptionally connected. Castle Frank subway station, Bloor St corridor, Don Valley Pky, University of Toronto, Cabbagetown, Rosedale, the Danforth and Yorkville are all within easy reach.Offering more than 4,400 square feet above grade, the home remains remarkably intact. Grand principal rooms, high ceilings, multiple fireplaces, gracious hallways, a scullery, sun-filled sleeping porch and six bedrooms speak to the quality of an earlier era. Generous proportions, abundant natural light and original architectural details create an exceptional foundation for restoration.Surrounded by mature trees and established gardens, the property enjoys a rare sense of privacy. Many original features and room configurations have been preserved, providing an opportunity to honour the home's architectural heritage while adapting it for contemporary family living.Very few homes of this scale remain available today. Whether restored to its original glory or thoughtfully updated for the next chapter, this is an opportunity to establish your own legacy within one of Toronto's most remarkable family homes

24 Castle Frank Crescent, 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

$2,990,000
5 Beds 4 Baths C13460278 MLS
Welcome To This Surprisingly Spacious & Elegantly Appointed Family Home In Prestigious North Rosedale, Offering Exceptional Comfort In Absolute Move-In Condition. Thoughtfully Designed With A Functional And Inviting Layout, The Home Features 3+2 Bedrooms, A Bright Living Room With Fireplace, Formal Dining Area, And A Sun-Filled Sunroom That Brings In An Abundance Of Natural Light. The Kitchen Is Both Practical And Welcoming, While The Main Floor Family Room Walks Out To A Private Garden, ideal For Everyday Living And Effortless Entertaining. Upstairs, The Spacious Primary Retreat Offers A Walk-In Closet And Ensuite, Complemented By Two Well-Proportioned Bedrooms.The Lower Level Is Exceptionally Bright, Featuring Multiple Above-Grade Windows That Fill The Space With Natural Light. It Offers A Large Recreation Area, Additional Bedrooms, And Flexible Space Ideal For A Private Home Office Or Extended Family Living. With Its Layout, There Is Also Potential To Create A Separate Entrance, Further Enhancing Privacy And Functionality.Just Steps To Rosedale Park, Whitney Junior Public School, And Summerhill Market, This Home Is Surrounded By Top-Tier Schools, Ravine Trails, And Some Of The City's Most Sought-After Amenities. A Rare Opportunity To Own A Turnkey Home In One Of Toronto's Most Established And Desirable Neighbourhoods.

96 Whitehall Road, Toronto

$1,749,000
3 Beds 2 Baths C13426950 MLS
Your gateway into one of Toronto's most prestigious postal codes. This charming, delightful detached dream welcomes you with its abundance of character, warm natural light and a space that says, "Yes, we can stay here for the next 20 years." If top-rated schools are your calling card then look no further - Whitney Junior Public School and Rosedale Heights School For The Arts answer that call. Experience the magic of "Hidden Toronto" - get lost in the city's famous ravine system as you explore its countless trails (you'll become very familiar with the one that leads to Evergreen Brickworks). The area's charming tree-lined streets feel miles from downtown, even though you're minutes from it (an effortless TTC commute confirms that). Inside, you'll find a move-in ready home that's also ready for your personal touch on a timeline that suits you. 3 spacious bedrooms and 2 full bathrooms offer plenty of possibilities to meet you and your family where you are now and take you where you plan to go. A finished basement expands your living space, offering an ideal work, play or family room area. Plenty of storage throughout delivers an optimal space to grow with you, not against you. Morning coffees hit differently on the back sun deck or inside the adjacent sun nook, as afternoon light returns the favour from the front, bathing the living room and beyond in brightness and warmth. Enjoy a peaceful ravine-facing backyard that's big enough for summer evenings and small enough to keep your weekends. The built in garage and rear driveway parking satisfy those deal breaker's on your dreams list with ease. Did I mention the wood-burning fireplace? A rare find in this city and a feature you're sure to fall in love with. Suddenly, a neighbourhood you thought you couldn't afford to get into offers an opportunity you can't afford to miss out on.

167 Welland 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

$1,785,000
5 Beds 3 Baths C13248022 MLS
Rosedale Moore Park Detached Modern with Traditional Elegance - 3+2 bedroom, 3 bathrooms. In Toronto's most coveted neighborhood, this fully renovated approx. 2,500 sq ft home (approx. 1,500 sq ft above ground + finished basement) blends modern and traditional design for buyers seeking prestige, comfort, and convenience. Granite, oak, and bamboo floors with hardwood doors, rich stained wood moldings, and marble fireplaces add refinement. The black-and-white marble powder room and full bathrooms with massaging showers and a Jacuzzi hydrotherapy tub provide luxurious comfort. The open living/dining area flows to a kitchen with granite counters, premium appliances, breakfast area, wine-and-dine space, and French doors opening to a deck with programmable lighting and additional outdoor living space under a new pergola with live vines and integrated fire pit, followed by a stone patio with outdoor dining area and spiral patio heater, and a private retreat behind two storage sheds. Gardens bloom year-round with annuals and perennials. The granite-finished lower level includes decorative columns and fireplace. Curb appeal includes stone-framed blooms, a large driveway, and matching landing. Smart lighting in the primary bedroom, kitchen, bathroom, and deck allows adjustable brightness and color. Surrounded by elite schools Deer Park, North Toronto, Northern Secondary, and Upper Canada College. Minutes to dining, universities, hospitals, transit, and highways. The property's depth allows potential rear expansion for an additional unit, enhancing value and income.

291 St Clair Avenue E, 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

$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

$1,695,000
5 Beds 3 Baths C13224880 MLS
Rarely offered 4 bedroom oversized semi in Whitney School district! City of Toronto Approval for rear Garden Suite! A unique opportunity to build an additional dwelling on the property! This home is beautifully updated throughout, you will be impressed the minute you walk in the door. Greeted by the large foyer, you will notice how bright and spacious the main floor is. Practical features and elegant finishes such as the crown moulding, cozy fireplace, ample lighting, main floor powder room and stunning refinished hardwood floors make this home a fabulous entry to this upscale neighbourhood. With four bedrooms, the second floor layout is conducive to creating a primary suite overlooking the garden. You will notice the new windows throughout this house! Be sure to check the Feature brochure for an extensive schedule of improvements completed. Windows, air conditioning, painting, back deck, roof shingles ... the list goes on. Your fully fenced and landscaped yard is adjacent to the private drive and garage. Garden Suite has City of Toronto approval letter and sample rendering in attachments.

112 Rose Park Drive, Toronto

$2,595,000
4 Beds 5 Baths C13221076 MLS
Nestled in one of Toronto's most coveted neighbourhoods, this beautifully appointed home offers an exceptional lifestyle, backing directly onto Moore Park. It offers incredible privacy, scenic green views, and easy access to outdoor recreation. Thoughtfully designed with generous living spaces, the main floor features a welcoming foyer, elegant living and dining areas, and a well appointed kitchen with ample cabinetry and a breakfast bar for casual dining. The adjoining family room with built-ins provides a warm and inviting space, and opens to a private, low maintenance backyard that is ideal for entertaining. Upstairs, skylights fill the home with natural light, complementing three spacious bedrooms and three full bathrooms. The serene primary retreat offers beautiful park views, a walk in closet, and a private ensuite. A second bedroom with its own ensuite provides the same comfort and privacy as the primary, and a third bedroom is conveniently served by an additional full bathroom. The finished lower level, with a separate side entrance, offers additional living space, a fourth bedroom, and flexibility for families or guests. Ideally located just moments from the shops and restaurants of Yonge and St. Clair, top public schools, parks, and convenient transit, and with close direct access via Heath Street to the ravine system and the Evergreen Brick Works, this home offers a rare opportunity to enjoy timeless character, generous space, and an exceptional midtown lifestyle.

304 Heath Street E, Toronto

$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

$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

$3,495,000
5 Beds 5 Baths C13142766 MLS
A truly luxurious & impeccably crafted detached residence by renowned architect RICHARD WENGLE, gracefully situated within the prestigious enclave of Rosedale. Just 5 yrs new, this exceptional 5+1 bed, 5 bath home blends timeless elegance w/ sophisticated modern design. Complete w/ the rare advantage of an ATTACHED GARAGE & PRIVATE DRIVEWAY, the residence offers an extraordinary lifestyle in one of Toronto's most coveted neighbourhoods. Thoughtfully curated interiors by THEODORE DESIGNS showcase exceptional craftsmanship & detail, featuring a stunning SCAVOLINI kitchen, spa-inspired baths, Spanish oak hardwood flooring, Italian marble surfaces, walnut millwork & statement lighting by Cangini & Tucci. A premium appliance pkg by Sub-Zero, Wolf & Bosch enhances both form & function, skylights & dramatic floor-to-ceiling windows flood the home w/ natural light. Designed for entertaining & refined family living, the home offers 5 generously sized bdrms, incl. 1 currently configured as a sophisticated home office w/ custom built-ins. The serene primary retreat evokes the ambiance of a 5-star hotel, complete w/ a walk-out terraces, expansive walk-in closets & a lavish spa-inspired bathroom. The fully walk-out lower lvl w/ high ceilings extends the living space w/ exceptional versatility, featuring a striking glass-enclosed wine wall, nanny/guest suite or exercise rm & mudrm w/ direct access to the garage. This lower level seamlessly connects to a professionally landscaped backyard oasis, creating an exceptional indoor-outdoor lifestyle. Timeless Indiana limestone, the home's exterior exudes enduring elegance & architectural presence. Perfectly positioned moments from Chorley Park, Evergreen Brick Works & Summerhill Market, and close to Toronto's most esteemed schools, incl. Whitney Public School, Our Lady of Perpetual Help Catholic School & Branksome Hall, this is a rare offering in one of the city's most prestigious residential communities.

305 Glen Road, 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

$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

$1,860,000
4 Beds 2 Baths C13118434 MLS
Welcome to 168 Moore Avenue-where classic charm meets modern sophistication in one of Toronto's most sought-after neighbourhoods, Moore Park. Meticulously renovated from top to bottom, this reimagined residence delivers the perfect balance of character and contemporary comfort. Thoughtfully redesigned to enhance flow while preserving defined living spaces, the home offers warmth, functionality, and timeless appeal rarely found in today's market. At its heart, a fully restored, WETT-certified wood-burning fireplace creates a cozy, authentic focal point-an exceptional feature for city living. Extensive upgrades include all-new electrical (no knob-and-tube), updated plumbing, modern lighting throughout, and beautifully refinished interiors that are completely move-in ready. The stylish kitchen, upgraded bathrooms (fully rebuilt to the studs), and a finished lower level with a custom bath and laundry add both luxury and practicality. Every detail has been carefully curated to elevate everyday living. Step outside to a rare, deep, tree-lined backyard oasis-complete with an expansive deck for entertaining and a versatile garden structure with power, ideal as a studio, gym, cabana or play house. All of this, just minutes to top schools, parks, transit, and downtown-offering the ultimate blend of urban convenience and peaceful retreat. Opportunities like this are rare-book your private showing today and experience Moore Park living at its finest.

168 Moore Avenue, Toronto

$3,795,000
5 Beds 5 Baths C13104898 MLS
Welcome to 106 Highland Ave, a gorgeous Red Brick Home w/ incredible curb appeal, impressively set back on an irreg. wide ~39' & ~150' lot ideally situated in prime North Rosedale on one of the most coveted tree-lined streets in the area. Completely renovated in 2015 by Architect Peter Higgins w/ superior quality construction thru/out & timeless design savvy finishes, this extraordinary home is "move in ready" w/ the quality of the home immediately evident as you enter the inviting entrance w/ heated floors & design savvy fluted wood wall which sets the tone for the rest of the home. The open concept main floor greets you with streaming light from front to back & the front sitting rm/great rm features an open flame gas fireplace - the perfect place to start & end your day. The heart of the main floor is the chef inspired custom kitchen w/ bespoke millwork & an oversized island which seamlessly flows into the lg dining area, ideal for everyday living & hosting parties of 12+. The cozy family rm French Doors open to the back deck o/looking the generous backyard. Bask in the generous Primary retreat on the 2nd fl w/ gas f/pl & incredible built-ins as well as 2 walk-in closets. The primary ensuite is truly an escape w/luxurious designer wallpaper, indulgent soaker tub, & twinkling chandelier floating. A 2nd generously sized bedrm also enjoys the convenience of a private ensuite & walk-in closet. 2 additional bedrms, a well-appointed bathrm, & extra laundry rm make up the spacious 3rd floor. Downstairs the lwr lvl has incredible ceiling height thru/out & heated floors in the coveted mudrm easily accessible via the walk out to the side of the house. The massive rec rm is the perfect place for kids to play, watch TV or simply hang out. The long driveway comfortably parks up to 3 cars. Enjoy your private grg offering ample storage for bikes, strollers & more. Steps to Rosedale & Chorley Parks & ravines, Branksome Hall, Whitney P.S., Summerhill Market, & the TTC.

106 Highland Avenue, 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