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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74 Dale Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12594564
74 Dale Avenue Toronto M4W 1K9 
$2,988,888Residential Freehold- Status:
- Active
- MLS® Num:
- C12594564
- Bedrooms:
- 6
- Bathrooms:
- 5
Absolutely Stunning Rare South Rosedale 5+1 Bed 4.5 Bath Fully Freehold Detached Home With Garage & With Permit for Secondary Unit Applied with City for Already Finished 1 Bedroom + 1 Bathroom Basement + Rec Room + Separate Laundry Suite With Separate Entrance, for Less than Half the Price of Condo Townhomes on the Street In Canada's Most Coveted Neighborhood With Proximity To Top-Ranked Schools; Elementary School*Rosedale Public*, High School *Northern Secondary*, Private Schools *Branksome Hall, Upper Canada College & The York School*, Recently Spent More Than $150K On Reno, Newer Hardwood Floor Throughout, 4 Newer Washrooms, Newer Roof, Brand New Dig Out Basement Concrete And Weeping, And Much More! 100 Meters To Castlefrank Subway Station! Excellent Location, Mins To DVP/Bloor/Gardiner, Yonge/Bloor, Danforth Food/Entertainment & Yorkville Shopping Districts. Close To UofT, Hospitals, Museums, Business & Entertainment Centres. More detailsListed by MINMAXX REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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9 True Davidson Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12591016
9 True Davidson Drive Toronto M4W 3X2
$2,948,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12591016
- Bedrooms:
- 3
- Bathrooms:
- 5
Welcome to 9 True Davidson, a grand home nestled at the end of cul de sac in the coveted neighbourhood of Governor's Bridge, a peaceful tree-lined pocket perfect for families seeking tranquility and privacy with an easy 15-min drive to downtown and uptown Toronto. Charm and elegance exudes from the house as you are greeted by soaring ceilings, a marble-lined foyer and mahogany flooring throughout. The home features three bedrooms including a double-sized primary bedroom with walk-in closet and ensuite bathroom, multiple entertaining spaces with working wood and gas fireplaces, custom kitchen, finished basement, patios you can walk out to from the living room and basement, and an attached garage with two-car parking with private drive. Discover your new home in this gorgeous turnkey house in the neighbourhood everyone wants to be. More detailsListed by RE/MAX HALLMARK BATORI GROUP INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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77 Astley Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12592404
77 Astley Avenue Toronto M4W 3B5
$1,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12592404
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 77 Astley Avenue, a beautiful detached, three + one-bedroom, two-story home situated in the heart of North Rosedale. A rare 223-foot deep lot offers an exceptional enclosed outdoor space, with multiple spaces to convene. An inviting open-concept living space immediately greets you upon entering this warm and inviting home. The welcoming and spacious foyer leads into a recently upgraded light-filled kitchen complete with new countertops, a suite of stainless steel appliances and an abundance of custom cabinetry including a built-in desk. The kitchen overlooks a combined living and dining rooms with hardwood floors and crown moulding throughout. The open dining space, neatly leading to the living room, flanked by built-in cabinetry as well as floor-to-ceiling windows. Sliding doors lead to a brand-new deck overlooking the private enclosed yard with views of the ravine.Ascending the stairs you will find three well-appointed, bright bedrooms. The oversized primary suite is completed with three-piece ensuite with heated floors with sky-light, two large custom closets as well as a private deck overlooking the side yard. This floor also has two other bedrooms both with closets and a shared four-piece washroom with heated floors.The lower level spacious design and a spot for everyone in the family. The recreation room is the perfect retreat for family movie night or relaxing with friends, with a window and built-in wood book case/entertainment unit. A fourth bedroom could easily double as an office or in-law/nanny suite. There is also a good-sized laundry room and an amazing work room/utility with built-ins and storage. Within the catchment area for Whitney Jr PS , Deer Park Junior and Senior Public School and Our Lady of Perpetual Help Catholic School, as well as in close proximity to private schools such as Branksome Hall, Greenwood, Crescent. Bounded by natural ravines, Chorley Park and in walking distance of Summerhill Market. 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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38 Whitehall Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12574280
38 Whitehall Road Toronto M4W 2C6
$2,249,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12574280
- Bedrooms:
- 6
- Bathrooms:
- 3
Tucked into a tranquil pocket of coveted North Rosedale, 38 Whitehall Road offers a rare opportunity to own a versatile and character-rich duplex in one of Toronto's most prestigious neighbourhoods. Thoughtfully designed for flexibility and comfort, this residence features two well-appointed suites, each with their own entrance, generous living spaces, and timeless details. Each unit also features its own additional rear entrance, providing access to the backyard, parking, and basement storage and laundry, enhancing everyday practicality. The main floor offers a private side entrance, two spacious bedrooms, a bright sunroom ideal for a home office, a classic wood-burning fireplace, and a well-proportioned kitchen. The sleek upper suite presents its own unique charm, complete with two bedrooms, a sunroom, a powder room, a four-piece bath, ensuite laundry, a wood-burning fireplace, and ample storage. Surrounded by top-tier schools, ravine trails, parks, and transit, 38 Whitehall is an exceptional offering in a neighbourhood renowned for its community spirit and enduring appeal. Laneway House Report Available. 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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31 Governors Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12572668
31 Governors Road Toronto M4W 2E9
$4,450,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12572668
- Bedrooms:
- 3
- Bathrooms:
- 4
31 Governors Road is a European-inspired contemporary villa designed by Francesco and Aldo Piccaluga, the award-winning brothers whose work helped shape a distinct era of Toronto architecture. Conceived of as a villa in the city, the home is a study in contrasts: privacy without loss of light, openness alongside clearly defined rooms, and natural materials set against brick and concrete. Completed in the early 1990s and cared for by only two families since, the home balances architectural pedigree & high design with remarkable adaptability. The current owner has infused elements of play and light, yet the design could easily accommodate traditional, contemporary, or eclectic sensibilities. At its core, a dramatic marble staircase anchors the flowing layout. The custom Valcucine kitchen is finished with natural stone and high-end appliances, opening seamlessly to a 600-square-foot entertaining terrace. The expansive living room, warmed by a wood-burning fireplace, is softly lit through glass block throwing light against Venetian plaster walls, creating intimacy and comfort. Upstairs, the serene primary suite features a six-piece spa-like ensuite and a walk-in closet with striking boudoir. The lower level continues the theme of retreat and versatility: a saltwater indoor pool and exercise area invite restoration, while an oversized recreation room with kitchenette can readily adapt to serve as an in-law or teen suite. Ingeniously designed moats flank the foundation, allowing full-sized windows that fill the lower level with light and fresh air. Outside, Mediterranean hues of burnt clay and soft white highlight the bold geometric volumes so emblematic of the Piccaluga Brothers work. The result is both iconic and timeless. 31 Governors Road is an architectural triumph and an enduring postmodern masterpiece in the heart of Toronto that is not to be missed. 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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18 Astley Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12554948
18 Astley Avenue Toronto M4W 3B4
$2,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12554948
- Bedrooms:
- 6
- Bathrooms:
- 4
Gorgeous Upgraded Residence In Upscale North Rosedale Neighbourhood! Beautifully Architected And Intentionally Designed 3-Storey Stucco Detached Home For The Utmost In Form, Function, Comfort And Convenience. Snow Melting Front Porch And Stairs, Updated Home Security Features, 2-Car Private Drive, Side Entrance To Lower Level With Underpinning Complete w/ Kitchen, 4pc Bathroom, Bedroom And Open Concept Living And Dining Area Plus Heated Flooring. Main Floor Boasts Dining Room, Gourmet Kitchen Complete With Built-In 28 Bottle Wine Display, Spacious Living Room With Large Picture Window And Integrated Walkout To Rear Garden, Plus Powder Room And Welcoming Foyer With Closet. 2nd Floor Features Upper Level Laundry, Primary Bedroom With Luxurious 4pc Ensuite And Expansive Walk-In Closet, 2nd Bedroom With Private Sitting Area Overlooking Rear Garden Plus 3rd Bedroom/Dressing Room. Bonus 3rd Level Has Been Expertly Designed To Include A Private Office, 3Pc Bathroom And 4th Bedroom. The Home's Exterior Has Been Meticulously Upgraded With Irrigation And Landscape Lighting Throughout, Enviable Fully Fenced Rear Garden Oasis With Heated Inground Pool Complete With Smart Pump And Slab Concrete Patio Surrounded By Mature Trees And Lush Landscaping. 18 Astley Ave Is A True Opportunity To Claim A Piece Of One The Most Coveted Addresses In Toronto With A Residence Where Design And Comfort Have Been Seamlessly And Thoroughly Integrated With The Utmost Attention To Detail. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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68 Astley Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12489678
68 Astley Avenue Toronto M4W 3B4
$2,589,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12489678
- Bedrooms:
- 6
- Bathrooms:
- 5
Welcome to North Rosedale -A Rare Opportunity in a Coveted, Historic Community. Nestled in the heart of prestigious North Rosedale, this elegant 3-storey residence offers timeless charm and exceptional space for refined family living. Featuring 5 bedrooms, 5 bathrooms, and a private nanny suite in the lower level, this home seamlessly blends classic character with modern comforts.The main floor boasts a formal dining room with custom built-ins, a spacious family room combined with an open-concept kitchen, and a sunlit breakfast room perfect for casual meals. The living room exudes warmth, complete with a fireplace, bay window, and serene views of the front yard.Upstairs, the primary retreat features a luxurious 5-piece ensuite and an expansive walk-in closet, while the upper levels offer two private terraces, ideal for outdoor entertaining or quiet relaxation. Lush yard with a peaceful pond and beautifully landscaped garden.Natural light fills every corner of this home, enhancing its bright, welcoming ambiance. Located just steps from Chorley Park, Summerhill Market, and all of Rosedale's top-tier amenities, this is a rare opportunity to own in one of Torontos most distinguished neighborhoods. 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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150 Douglas Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12488098
150 Douglas Drive Toronto M4W 2B7
$6,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12488098
- 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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63 Douglas Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12483464
63 Douglas Crescent Toronto M4W 2E6
$3,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12483464
- Bedrooms:
- 6
- Bathrooms:
- 5
Modern sophistication meets natural beauty in this exceptional detached home, perfectly situated in the prestigious Governor's Bridge community. Nestled on a tranquil ravine lot surrounded by mature trees, this home offers a seamless connection to nature while delivering striking contemporary design. Walls of windows and soaring ceilings flood the open-concept interior with natural light, seamlessly blending indoor living with the beauty of nature.The show stopping chefs kitchen boasts a striking oversized island, high-end integrated appliances and thoughtful storage, making it perfect for both everyday living and entertaining. Unique design details, including glass-floor stair landings and built-in speakers, bring a bold, modern edge to the space. Upstairs the serene primary suite offers sweeping ravine views, a generous walk-in closet, and a spa-inspired ensuite featuring a deep soaker tub and a steam shower your private retreat at the end of the day.The lower level includes heat floors, a home gym, recreation room, and two additional bedrooms, perfect for guests or family.This ravine retreat blends tranquility and convenience, offering a built-in garage and private driveway with parking for six vehicles, all just minutes from the citys best amenities. 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®# C12480107
76 Binscarth Road Toronto M4W 1Y4
$18,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12480107
- Bedrooms:
- 7
- Bathrooms:
- 7
Perfectly situated on an estate-lined street, in the heart of Rosedale - Toronto's most storied & sought-after enclave-this impressive luxury showpiece excites with its creative sophistication & inspired modern liveability. Set on a magnificent & rare 100'x150' double lot, the property is a tour-de-force of landscape design featuring stone walkways leading to 3 enchanting outdoor zones: a covered loggia beside a sculptured waterfall, stone terraces with multiple seating & dining areas, & a stg pavilion; a manicured, flower bordered central lawn; & a private, tree-screened sports court. Mature cedars & towering foliage embrace the property, providing exceptional privacy. This sun-lit sanctuary may well be one of the most beautiful & extraordinary gardens in Rosedale. Custom built in 2003, the home's striking classical stone façade reflects rigorous architectural integrity & perfect symmetry where the fine craftsmanship & quality materials embrace the enduring charm of traditional Rosedale. It is a home designed to open up and share! Inside, alluring elegance & cocooning ease beguile. Entertaining is a dream in the dramatically proportioned entrance hall & generously scaled principal rooms, featuring French doors & windows, rich millwork & detailed mouldings. Sprawling & relaxed living bedazzles in the family areas where the beamed Muskoka style, 2-storey Great Room anchored by a massive open hearth fireplace, leads effortlessly to the unparalleled open-concept Family, Dining, Sitting areas & spectacular chef's kitchen. Boasting a huge centre island, stone countertops & top-tier appliances, the well ordered, bespoke kitchen infuses all with captivating warmth, spirited refinement & glamorous functionality, making lavish parties a breeze here. Soaring ceilings & walls of windows allow the light to flood in from all sides of the formal & intimate family rooms. Upstairs, the expansive primary suite is a haven of tranquility, with it's serene sitting bay & walk-out deck. 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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52 Rosedale Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12478804
52 Rosedale Road Toronto M4W 2P6
$9,389,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12478804
- Bedrooms:
- 6
- Bathrooms:
- 7
This majestic Neo-Georgian home sits proudly on the best block in all of the coveted south west Rosedale. This serene & peaceful pocket is ironically steps to all the fabulous shops & restaurants on Yonge St. Your children can conveniently walk to Branksome & York school. The York Club & Toronto Lawn are also just minutes away. The joy & convenience that come with living in this coveted enclave cannot be overstated. Beyond the striking & stately facade, 52 Rosedale Rd. transports you to the earliest days in Rosedale, where the grand mansions with their elegantly proportioned rooms & tall ceilings were home to Toronto's founders. It was in these rooms where Toronto's elite raised their families, broke bread & forged the future of this city. From the beautiful chef's kitchen w/cozy eat in area, to the grand dining area, one can host extravagant dinner parties, the oversized living area is the perfect backdrop for unwinding day to day, & hosting fabulous cocktail parties. All of these impeccable spaces overlook the superb gardens that sit peacefully behind the tall garden wall, ensuring tranquility & privacy. The large sunken den area with tall & deep coffered ceilings is an absolute delight. The 2nd floor houses 2 accessory bedrooms, each w/ensuite baths & the primary bedroom sanctuary. This expansive space boasts his & hers closets & bathrooms & a private office that provides a quiet workspace. The 3rd floor houses 2 additional bedrooms & an oversized room perfect for a home gym or recreational space for children. Walk out to your private sun deck, tan & enjoy breathtaking views of the Toronto skyline. The lower level boasts great ceiling height throughout, the large rec area is the perfect space for kids of all ages. 52 Rosedale Rd. offers best in class parking, with a full 2 car garage with direct access to the home, 2 additional spaces in front of the garage & a stately circular drive that can easily carry 3 more cars. 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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337 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12477211
337 Glen Road Toronto M4W 2X4
$1,759,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12477211
- Bedrooms:
- 2
- Bathrooms:
- 2
Newly Renovated Luxury Home in Rosedale's Most Coveted Pocket. Completely renovated from top to bottom. This elegant residence showcases refined craftsmanship and modern luxury. Highlights include a brand-new kitchen, new flooring throughout, fresh designer paint, new pot lights, and brand new stainless steel appliances, to name just a few. Nestled in Rosedale's most desirable enclave, this home lies within the top-tier OLPH and Whitney school districts, offering both prestige and family-friendly appeal. The property features a private backyard oasis, beautifully canopied by mature trees-an idyllic setting for relaxing or entertaining outdoors. Enjoy the best of urban living just steps away: Chorley Park, scenic ravine trails, the Brickworks Market, and upscale grocers are all within easy reach, along with convenient TTC access. Combining timeless elegance with a vibrant, walkable community, this residence defines sophisticated Rosedale living. More detailsListed by INTERNATIONAL REALTY FIRM, INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated December 7, 2025 at 11:15 PM (UTC)
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