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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19 Whitney Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12116009
19 Whitney Avenue Toronto M4W 2A7 OPEN HOUSE: May 03, 202502:00 PM - 04:00 PM EDTOpen House on Saturday, May 3, 2025 2:00PM - 4:00PMOPEN HOUSE: May 04, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, May 4, 2025 2:00PM - 4:00PM
$7,695,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12116009
- Bedrooms:
- 6
- Bathrooms:
- 6
Welcome to 19 Whitney Avenue A Refined Rosedale Retreat 19 Whitney Avenue is a timeless, meticulously maintained residence that seamlessly blends classic elegance with modern functionality in the heart of prestigious Rosedale. This grand stone estate offers over 7,300 sq. ft. of exquisitely finished space, nestled on a rare and impressive 186 deep lot. A dramatic double-height foyer welcomes you with an abundance of natural light and a grand sense of scale that carries throughout. The main floor is anchored by a sophisticated living room with a fireplace, oversized dining room, and an expansive open-concept family room, three-piece bath, and kitchen featuring a large centre island, premium appliances, and a second fireplace tailor-made for modern family living and effortless entertaining. Upstairs, the serene primary retreat boasts a private terrace, walk-in closet, and a spa-inspired 5-piece ensuite with heated floors. Two additional bedrooms, a five-piece bath, and a cozy family room with its own fireplace complete this level. The third floor offers versatility with two generously sized bedrooms and a 5-piece bath. The lower level is equally impressive, featuring a warm and inviting recreation room with a fireplace, a temperature-controlled wine cellar, a sixth bedroom, a three-piece bath, and ample storage. A rare highlight is the indoor saltwater pool with temperature control, offering a year-round wellness experience just steps from your living space. The private backyard features tranquil stone terraces and a magnificent lawn that evokes the charm of a secluded garden. Expertly designed for entertaining or peaceful relaxationAdditional features include an oversized laundry room and a 2-car garage. Perfect for families or those who love to entertain, this extraordinary home offers both sophistication and substance, just minutes from downtown Toronto, in great proximity to elite private and public schools. 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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40 Castle Frank Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12111168
40 Castle Frank Crescent Toronto M4W 3A3 OPEN HOUSE: May 03, 202502:00 PM - 04:00 PM EDTOpen House on Saturday, May 3, 2025 2:00PM - 4:00PM
$4,695,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12111168
- Bedrooms:
- 5
- Bathrooms:
- 5
Live On The Quieter Part Of Castle Frank! Opportunity Awaits In South Rosedale One Of The Largest Lots Available. Time For A Grand Piece Of History. Charm & Character Abound. Circa 1908. Numerous Architectural Features, Outstanding Lot Frontage 110 Ft. Incredible Space & Feel. Elegant Center Hall W/ Massive Bay Windows, Ultra High Curved Ceilings, Grand Entry, 4848 Sq. Ft Of Space. Pius 1800 Sf In The Lower Level. A Stately Home For The Ages Large Enough For Multigenerational Living. 3 Fully Renovated Baths 2 With Heated Floors. Sensational Yard & Landscaped Grounds with one of the old Japanese Maples in the City! The Coach House/Garage is gorgeous for storage or convert to a studio.Easy to Escape To A Backyard Oasis Of Perennials & Pathways. A Must See! Great Value Per S.F. Solid Foundation Approx. 2Ft Thick, Built Like A Fortress. Over 14,000 In Lot Area. A Great, Great Home! Check It Out & Seize this Opportunity. Homes Like This Do Not Come Up Often. More detailsListed by BOSLEY REAL ESTATE LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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78 Cluny Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12108963
78 Cluny Drive Toronto M4W 2R3 OPEN HOUSE: May 03, 202502:00 PM - 04:00 PM EDTOpen House on Saturday, May 3, 2025 2:00PM - 4:00PMOPEN HOUSE: May 04, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, May 4, 2025 2:00PM - 4:00PM
$2,850,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12108963
- Bedrooms:
- 4
- Bathrooms:
- 4
Much admired 2 storey brick semi on one of the nicest streets in South Rosedale. Beautiful open plan living/dining room. Perfect for entertaining. Updated kitchen with charming breakfast area. Attractive entry with closet and 2 piece washroom. 3 bedrooms and 2 bathrooms on 2nd floor. Family room with fireplace, 4th bedroom and 3 piece bathroom on lower level. 1735 sq ft above grade, 810 sq ft lower level. Landscaped backyard with covered terrace. Attached garage, private drive. Quiet street, one block to Yonge. Good Carson Dunlop home inspection. 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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33 Rosedale Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12108186
33 Rosedale Road Toronto M4W 2P5
$6,690,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12108186
- Bedrooms:
- 5
- Bathrooms:
- 5
One of kind contemporary detached house in 50.5 x 352.69 feet premium lot offers amidst Ravine with mature tree vistas in prime south Rosedale. This house has a very cool interior layout and is infused with an abundance of natural lights. Very spacious 5 bedrooms, 6 washrooms; 2 car garages, 2 driveway parking spots and additional 2 carport parking spots. This beautiful quiet residence in the Heart of downtown Toronto only 7 min walk to Rosedale Subway station, easy walk to Yonge Bloor Shops, 25 Min walk to U of Toronto, transit to Metropolitan University (TMU), 7 min to Hwy 404 etc. Upon entering, there is an inviting sunken living room overlooking spaces in dining room, These rooms have the advantage of endless view of the lush green and beautiful Ravine! Kitchen has both Gas & Electric Stove; Centre island has fruit sink. There are numerous walk-out to decks. The self-contained master room has sitting room; dressing rooms. The lower level enjoy an indoor pool, washrooms, great room. More detailsListed by HOMELIFE BROADWAY REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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23 South Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12102765
23 South Drive Toronto M4W 1R2
$7,654,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12102765
- Bedrooms:
- 5
- Bathrooms:
- 5
Set on an extraordinary 50 ft x 292 ft ravine lot with spectacular park-like vistas, this architecturally distinct 5-bedroom home in South Rosedale blends classic heritage charm and modern design. It offers exceptional privacy and tranquility in the heart of the city. Behind its stately Rosedale façade lies an extraordinary interior where light, scale, and playful sophistication converge. The main floor features a gracious living room with fireplace and an oversized dining room. The dramatic two-storey atrium forms the heart of the home, seamlessly connecting indoor and outdoor living. Complementing the atrium, a nearby room with a second wood-burning fireplace adds warmth and versatility perfect as a media room, office, or creative space. The lower level opens onto a stone patio that flows seamlessly into the landscaped gardens. Beyond lies a generous stretch of tableland offering endless possibilities a soccer field, hockey rink and other recreational uses, or simply left in its natural state for a serene, nature conservation-style retreat. The upper floors offer five spacious bedrooms and include a primary suite with a sitting area, bay windows, wood-burning fireplace, and ensuite bath. Topped off with a private driveway, this home delivers rare convenience and charm. Located just minutes from Yonge, Rosedale, Summerhill, and some of Torontos top schools, this property is a truly rare opportunity to own a piece of architectural artistry in one of the citys most coveted neighbourhoods. More detailsListed by RE/MAX WEST REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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68 Nesbitt Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12101904
68 Nesbitt Drive Toronto M4W 2G3 OPEN HOUSE: May 03, 202502:00 PM - 04:00 PM EDTOpen House on Saturday, May 3, 2025 2:00PM - 4:00PMOPEN HOUSE: May 04, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, May 4, 2025 2:00PM - 4:00PM
$1,299,999Residential Freehold- Status:
- Active
- MLS® Num:
- C12101904
- Bedrooms:
- 3
- Bathrooms:
- 2
Perfect opportunity to own a detached home in one of the most desirable neighborhoods of the city for an accessible price! This charming brick bungalow is an absolute gem. You will love its peaceful atmosphere nestled among mature trees and surrounded by walking trails and parks, ideal for nature lovers. Enjoy all the amenities city living can offer with outstanding schools, shops and downtown Toronto just minutes away. This home has been lovingly maintained and is move in ready as a starter home. It features a new energy efficient heat-pump and furnace. The finished basement has a separate entrance and can easily be converted into a separate suite for additional income to make home ownership more affordable. This can also be the perfect location where you can build your dream home. PLEASE CALL OFFICE TO BOOK A PRIVATE TOUR, OR GET INFORMATION ABOUT THE OPEN HOUSE, THANK YOU KINDLY . More detailsListed by RED HOUSE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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43 Douglas Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12099631
43 Douglas Crescent Toronto M4W 2E6
$9,000,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12099631
- Bedrooms:
- 4
- Bathrooms:
- 5
Nestled into the trees, this spectacular Rosedale home has been totally reimagined and redesigned, creating a home quite unique for Toronto. The ravine lot is an expansive 50x127.66 lot with additional green space at the rear, backing onto the abandoned rail line that leads to the Evergreen Brickworks. Incredible four seasons living, watching the wildlife outside your windows; truly an oasis in the city. As seen right now in Elle Decor UK, will be featured in Architectural Digest, and the Local Project in upcoming issues. Every ounce of the home showcases the best in materials and craftsmanship; a total renovation of this L shaped mid century modern home was undertaken, including new triple glazed windows, doors, and skylights, new roof, new heating and cooling systems with in-floor heating throughout the house in addition to forced air heating and cooling. An expansive glycol heating system for winter for the driveway, front pathway, side pathway, and entire inner courtyard surrounding the beautiful year-round Gunite pool and whirlpool. Limestone (sourced from Kentucky) pool deck, specimen trees create incredible privacy, an outdoor kitchen has been built on the expansive Ipe deck at the rear of the property from which to watch the seasons change. The best materials have been curated for the kitchen and washrooms; onyx, rare marbles, and designer finishes. The kitchen offers top of the line appliances, designed with a chef in mind. The whole house has been insulated and waterproofed with a new weeping tile system, sump pump, and backflow preventer. New Moncer oak hardwood floors have been installed throughout, and new light fixtures have been carefully chosen. The all new Creston system, audiovisual and components, offers the latest in smart home technology. This is an exquisite and rare offering, a calm retreat in our vibrant and busy city. Walk to Summerhill Market and shops, walk to area schools (Bennington Heights, Bessborough Drive Leaside HS, Branksome Hall). More detailsListed by ROYAL LEPAGE/J & D DIVISION- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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68 Rowanwood Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12094739
68 Rowanwood Avenue Toronto M4W 1Y9
$7,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12094739
- Bedrooms:
- 8
- Bathrooms:
- 4
Exquisitely renovated South Rosedale Residence located on a coveted street, just a short stroll from Yonge St. This distinguished, designer's own home exudes timeless elegance & thoughtful design on every level & was reimagined by Baldwin & Franklin Architects with a substantial addition & renovation. A wide 45 ft lot with private drive, detached 2 car garage & stunning landscaping by Janet Rosenberg plus over 5000 sq ft of living space make this home perfectly turnkey for family living. A beautiful home made for entertaining with large principal rooms & gracious proportions. The sun-filled, south-facing living & dining rooms are anchored by a carved limestone gas fireplace, a bay window & a walk out to the manicured front garden a truly serene setting.The kitchen is appointed with high-end appliances, marble countertops & a large centre island. Enjoy the open-concept breakfast area & family room - an ideal setting for hosting.The 2nd level features a luxurious primary retreat with a walk-in closet, a 5-pc spa like ensuite bath & a private terrace. A secondary family room with a gas fireplace along with a beautifully appointed office with custom built-ins, complete this sophisticated level.The 3rd floor features generously proportioned bedrooms, a 3-pc bathroom & a flexible bonus space usable as a 5th bedroom, homework zone, or office.The fully finished lower level has a spacious rec room, a wine cellar equipped with 4 full-sized wine fridges, a laundry room & 2 additional rooms could be used as bedrooms or as an exercise room. Step outside into your private, beautifully landscaped backyard by Janet Rosenberg an entertainers dream with a flagstone patio with seating area, a manicured yard, accent lighting & mature trees lining the perimeter for privacy.Ideally located walking distance to local shops & restaurants, Branksome & Rosedale Ps, TTC, beautiful Ravine trails & Parks. A true Rosedale classic- rare in scale, rich in character & designed for modern living. 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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68 Astley Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12095465
68 Astley Avenue Toronto M4W 3B4
$3,395,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12095465
- 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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8 Binscarth Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12095853
8 Binscarth Road Toronto M4W 1Y1
$8,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12095853
- Bedrooms:
- 8
- Bathrooms:
- 6
Classic North Rosedale family home embodies graciousness and grandeur, situated on one of the neighborhoods most sought-after streets. With over 6300 square feet of living space, including a lower level, it features 7 bedrooms, and 6 bathrooms, making it perfect for family living and entertaining. Elegant architectural design blends with meticulous restoration and modern finishes, creating exceptional living space. The formal living and dining rooms, with their high ceilings, wood-burning fireplaces, plaster crown moldings, leaded pane glass windows and French doors, create a stunning backdrop for memorable entertaining. The impressive gourmet kitchen, equipped with top-of-the-line appliances, custom cabinetry, and a charming breakfast area perfectly balances form and function. For more casual gatherings, the family room seamlessly connects to a covered porch, offering a cozy yet stylish setting for everyday enjoyment. The primary suite offers a relaxing retreat, featuring spacious walk-in dressing room and a luxurious marble ensuite bath. Completing the private accommodations are two additional bedrooms, an office, and the convenience of second-level laundry, along with three bedrooms on the third level. The lower level adds even more value with a playroom, nanny's room, exercise room, and ample storage cellar. Exquisitely landscaped gardens, mature trees, and sparkling pool accented by wrought iron arbors create a magical paradise. The homes prime location near schools, (OLPH & Whitney School District), Rosedale Park, local shopping, and public transit complete the amenities of this unique opportunity. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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53 Maple Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12095664
53 Maple Avenue Toronto M4W 2T9 OPEN HOUSE: May 03, 202502:00 PM - 04:00 PM EDTOpen House on Saturday, May 3, 2025 2:00PM - 4:00PMOPEN HOUSE: May 04, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, May 4, 2025 2:00PM - 4:00PM
$3,350,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12095664
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 53 Maple Avenue: a home rich in history, nestled on a picturesque, tree-lined street in South Rosedale. This home blends historic charm with thoughtful updates and offers expansive principal rooms, providing a sense of grandeur and sophistication throughout. With four generously sized bedrooms and four bathrooms, this property is ideal for family living. Spanning over 3,000 square feet above grade, plus an additional 1,000 square feet in the lower level, there is no shortage of space to accommodate your lifestyle. The home has been thoughtfully updated to meet the highest standards, including a brand-new roof, a beautifully re-modelled kitchen, and upgraded bathrooms. Additionally, all windows and doors have been replaced with premium Ridley products, ensuring both energy efficiency and style. Situated in one of Toronto's most coveted neighborhoods, this residence boasts an enviable location with convenient parking. It is just steps away from prestigious private schools such as Branksome Hall, Mooredale, and Montcrest, as well as top-rated public schools like Rosedale Public School. The home is also within walking distance to lush green spaces like Craigleigh Gardens and the scenic Rosedale Ravine System, offering peaceful retreats in the heart of the city. Plus, easy access to the TTC subway ensures that you are well-connected to all the amenities Toronto has to offer. Ready for immediate occupancy, this stunning property offers a seamless move-in experience and is situated in a family-friendly community that will provide years of comfort and enjoyment. Don't miss the opportunity to make this exceptional home your own. Public Open House this weekend- May 2-3 at 2pm-4pm 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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4 Meredith Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12094920
4 Meredith Crescent Toronto M4W 3B6
$5,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12094920
- Bedrooms:
- 5
- Bathrooms:
- 5
Set in the heart of coveted Rosedale, this elegantly renovated home offers timeless sophistication on an exceptional 50-foot frontage. Perched at the top of a rare south-facing lot with sweeping, unobstructed skyline views, the property effortlessly blends privacy and prestige in one of Toronto's most storied neighbourhoods. A long private driveway with ample parking and a detached 1.5-car garage provides great convenience, an uncommon luxury in the area. The home's refined interior marries classic architectural detail with thoughtfully curated modern updates, creating a warm yet elevated living experience across every room. Your gracious third-floor primary suite features a separate sitting room or library. Walk out from your lower level into the flat backyard oasis, and sit in front of the fire pit on a cozy evening. This home is perfectly positioned just a short stroll from Bloor Street's boutiques, fine dining and within short walking distance of Branksome Hall. This home is ideal for families seeking both top-tier education and vibrant city living. Commuters will appreciate seamless access via Mt. Pleasant Road and nearby transit routes, making daily travel effortlessly efficient. With its generous proportions, elegant curb appeal, and exquisite renovations, this Rosedale gem is a rare offering for those who value location, luxury, and lifestyle in equal measure. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated May 2, 2025 at 06:15 AM (UTC)
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