Find Homes for Sale in Rosedale, Toronto, Canada
Welcome to the premier resource for finding homes in Rosedale, one of Toronto’s most prestigious neighborhoods. Our exclusive listings feature a variety of luxurious properties, perfect for those seeking an upscale and elegant living experience. Discover the charm and sophistication of Rosedale and find your ideal home with our curated selection, detailed information, and expert guidance.
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10 Mckenzie Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13427448
10 Mckenzie Avenue Toronto M4W 1J9 
$12,200,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13427448
- Bedrooms:
- 5
- Bathrooms:
- 6
Standing as one of the most significant contemporary homes ever offered in South Rosedale, this architectural masterpiece seamlessly blends historic heritage with visionary modern design. Originally designed in 1908 by renowned architect William Alexander Langton, the residence underwent a meticulous, multi-year transformation under the oversight of Wilson Project Management. The original façade was carefully preserved, maintaining the home's commanding street presence. Inside, acclaimed architect Pat Hanson of gh3 reimagined the interior that has been featured in Azure Magazine and Canadian Architect. Rather than creating a conventional open-concept layout, the traditional Edwardian centre hall plan was thoughtfully retained, with formal living and dining rooms flanking a grand central gallery-like hall. Created for serious contemporary art collectors, the home embraces a monochromatic material palette, emphasizing light, proportion, and simplicity. Floor-to-ceiling white aluminum fins frame the original openings, heightening the contrast between historic architecture and modern minimalism. Throughout, exceptional sound insulation and cohesive design create an atmosphere of calm and quiet sophistication. The sculptural central staircase serves as the home's defining focal point, custom-crafted by master artisans and illuminated by a perforated screen that filters natural light. At the rear, a dramatic glass-clad addition wraps around the garden, an exceptionally rare design for Toronto. Dropped floor levels allow for soaring 12ft ceilings, while the expansive kitchen, prep kitchen, and family room extend toward the oversized double car garage (350 sq ft). A 30-foot wall of glass opens to a raw concrete terrace, flooding the space with natural light and creating a striking dialogue between preserved heritage elements and contemporary design. Offering 5574 sqft above grade, this is a truly exceptional family residence and a rare architectural offering. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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80 Binscarth Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13422080
80 Binscarth Road Toronto M4W 1Y4
$5,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13422080
- Bedrooms:
- 5
- Bathrooms:
- 5
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. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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86 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13422390
86 Glen Road Toronto M4W 2V6
$2,527,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13422390
- Bedrooms:
- 2
- Bathrooms:
- 4
South Rosedale at its finest. This residence offers the rare combination of privacy, forever green views, and an exceptional, secure living space with 3-car parking, including a built-in garage. The main floor is comprised of a living room and a dining room with a rare wood-burning fireplace, a family room with built-ins, and a kitchen with an island and a walkout to a BBQ terrace. The second floor has 2 incredible suites; in fact, the front bedroom could easily be changed to 2. Each suite has an ensuite and walk-in closets. The lower level has an incredible second family area with a second wood-burning fireplace, a 3-piece bath, and a laundry room/mudroom entrance across from the garage. The incredible and tranquil 187 ft deep lot feels like a park. Set back from the street with a long, gracious driveway for 2 cars plus 1 car garage, steps to parks, ravines, Branksome Hall, and exceptional public schools, shops, TTC, and more. This is an exceptional opportunity in South Rosedale, where homes with this setting are seldom available More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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150 Douglas Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13243712
150 Douglas Drive Toronto M4W 2B7 OPEN HOUSE: Jun 13, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, June 13, 2026 2:00PM - 4:00PM
$6,395,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13243712
- Bedrooms:
- 7
- Bathrooms:
- 5
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. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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111 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13228742
111 Roxborough Drive Toronto M4W 1X5
$3,898,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13228742
- Bedrooms:
- 5
- Bathrooms:
- 4
A rare opportunity to enter coveted North Rosedale at an exceptional price point. Set on one of the neighbourhood's most admired streets, this fully reimagined five-bedroom, four-bath detached home blends timeless architecture with thoughtful modern upgrades.Recent improvements include a new roof, restored red brick exterior, custom south-facing windows, full exterior waterproofing, fresh landscaping, and elegant herringbone hardwood flooring throughout the main level.The main floor offers a bright, flowing layout ideal for both everyday living and entertaining. A well-appointed chef's kitchen anchors the space, opening to generous living and dining areas filled with natural light.The upper levels provide excellent flexibility for family living or work-from-home space. The private third-floor primary suite offers a peaceful retreat with a spa-inspired ensuite and dedicated climate control, while the second level features three spacious bedrooms.A sun-filled south-facing backyard creates a quiet outdoor setting, complemented by a detached garage accessed via a mutual drive.Located within walking distance to Whitney Public School, Branksome Hall, Rosedale Heights School of the Arts, Chorley Park, Summerhill Market, and Yonge Street amenities, with convenient access to the DVP and downtown.*Seller financing available for qualified buyers.* An exceptional opportunity to secure a beautifully updated home and an accessible entry point into one of Toronto's most prestigious neighbourhoods. More detailsListed by R.J.L. Realty Ltd.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13227720
82 Chestnut Park Road Toronto M4W 2R3
$12,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13227720
- Bedrooms:
- 5
- Bathrooms:
- 6
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! More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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80 Douglas Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13223544
80 Douglas Drive Toronto M4W 2B4
$5,300,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13223544
- Bedrooms:
- 5
- Bathrooms:
- 5
Experience a distinguished offering in the heart of Toronto's prestigious North Rosedale enclave. Defined by its elegant facade and prominent roofline, this residence blends enduring architectural character with thoughtful modern enhancements, creating a warm and refined living environment. Encompassing approximately 3,648 sq ft above grade plus an additional 1,525 sq ft on the lower level, the home is positioned on a picturesque, tree-lined street within close proximity to highly regarded schools including Branksome Hall, Whitney, and OLPH. Respectfully updated to honour its 1920s heritage, the main level presents expansive principal rooms ideal for entertaining, a sun-filled family room overlooking the beautifully landscaped 46.67 x 140 ft lot, and an updated kitchen with a welcoming breakfast area. The upper level features a serene primary retreat with a spa-inspired ensuite and generous storage, along with a stunning home office framed by oversized windows. A fully finished lower level provides versatile space for recreation, play, and a wine cellar, while the private backyard offers a tranquil urban oasis for relaxed summer evenings. **Some Virtually staged images are provided for illustrative purposes only. Furniture, decor, and finishes shown may not reflect the property's current condition.** More detailsListed by FIRST CLASS REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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337 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13211666
337 Glen Road Toronto M4W 2X4
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13211666
- Bedrooms:
- 4
- Bathrooms:
- 2
Sold under Power of Sale. Property sold "as is, where is." Move-in ready. Fully upgraded luxury home in the highly sought-after Rosedale-Moore Park community. 3 Bedroom Semi-Detached was converted to 2 bedrooms ( seller willing to install the wall back). This exceptional residence features a brand-new custom kitchen with butcher block countertops, designer backsplash, ceramic tile flooring, and premium stainless steel appliances, with a walkout to a private deck perfect for relaxing or entertaining. Renovated bathrooms showcase subway tile surrounds and elegant ceramic floors, while hardwood flooring and pot lights flow seamlessly throughout. Freshly painted and thoughtfully designed, the bright open-concept living and dining area offers effortless modern living. A premier full-floor primary retreat occupies its own private level, complete with a spa-inspired ensuite and expansive mirrored closet. The fully finished basement includes a spacious recreation area, and additional space for a bedroom or office, a separate entrance for added flexibility. Brand New High Efficient Furnace Just Got Installed. Step outside to a tranquil, fully fenced backyard oasis surrounded by mature trees, offering exceptional privacy and a serene, zen-like setting ideal for entertaining. Enjoy the best of urban living just steps from Chorley Park, scenic ravine trails, Evergreen Brick Works, top-rated schools, upscale grocers, and convenient TTC access - combining timeless elegance with a vibrant, walkable community that defines sophisticated Rosedale living. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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76 Binscarth Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13211736
76 Binscarth Road Toronto M4W 1Y4
$17,000,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13211736
- Bedrooms:
- 7
- Bathrooms:
- 7
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. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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127 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13210248
127 Roxborough Drive Toronto M4W 1X5
$6,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13210248
- Bedrooms:
- 7
- Bathrooms:
- 5
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. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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30 Edgewood Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13211110
30 Edgewood Crescent Toronto M4W 3A9
$3,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13211110
- Bedrooms:
- 3
- Bathrooms:
- 4
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. The backyard is a true private 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. More detailsListed by RE/MAX ALL-STARS REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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64 Nesbitt Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13165326
64 Nesbitt Drive Toronto M4W 2G3
$1,449,900Residential Freehold- Status:
- Active
- MLS® Num:
- C13165326
- Bedrooms:
- 4
- Bathrooms:
- 2
Nestled in one of East York's most desirable and evolving neighbourhoods, this charming bungalow at 64 Nesbitt Dr offers an exceptional opportunity for builders, renovators, and end-users alike. Surrounded by newly built custom homes and mature tree-lined streets, this property is perfectly positioned for those looking to build their dream home just minutes from Downtown Toronto or renovate and enjoy the warmth and character of the existing residence. Located directly across from a beautiful park and green space, the home offers a peaceful family-friendly setting with easy access to walking trails, playgrounds, and outdoor recreation. Enjoy the convenience of nearby shopping, restaurants, cafes, schools, and everyday amenities, all within a thriving and rapidly transforming community. Commuters will appreciate the unbeatable proximity to the Don Valley Parkway, TTC transit routes, and quick access to the downtown core, making this location ideal for professionals and families alike. The detached one-car garage is currently configured as a charming artist's studio, offering flexible additional space, and can easily be converted back to a traditional garage if desired. Whether you envision a stunning custom build or restoring this lovely bungalow to its full potential, this is a rare opportunity to invest in one of Toronto's most up-and-coming neighbourhoods. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated June 12, 2026 at 02:15 PM (UTC)
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