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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7 Binscarth Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12477224
7 Binscarth Road Toronto M4W 1Y2 
$3,595,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12477224
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 7 Binscarth Road, a beautifully renovated detached home in the heart of North Rosedale offering 3,650+ sq. ft. of living space. Blending timeless character with thoughtful updates, this residence is ideal for both family living & elegant entertaining. The main fl features soaring ceilings and a gracious formal living rm anchored by a wood-burning f/pl & lg bay window-perfect for a baby grand! The Chef's kitchen showcases bespoke Heritage Kitchens cabinetry, honed granite counters, wall-to-wall pantries & premium appliances. Designed for flow, the kitchen opens to a spacious dining rm framed by a wall of windows & French doors overlooking the landscaped city garden. An oversized deck seamlessly extends the living space outdoors. A cozy family rm connects the main level, offering a comfortable retreat for relaxing evenings. Upstairs, 3 generous bedrms enjoy beautiful views + a lg 2nd floor family rm & office w/ green treetop vistas. The entire 3rd floor is a private primary retreat beneath soaring ceilings w/ a sunlit sitting area/office, spacious bedrm, spa-inspired 5-pc ensuite w/ deep soaker tub & a charming rear deck-perfect for morning coffee. The lower level offers remarkable versatility: a bright, self-contained flat ideal for guests, in-laws, or a nanny suite, with its own side entrance and internal access. Or add it to the home for the perfect kids or teen retreat! Set on one of Rosedale's most picturesque tree-lined streets, this exceptional home is steps to Rosedale & Chorley Parks, Branksome Hall, Summerhill Market, & TTC. A truly special opportunity to live in one of Toronto's most cherished neighbourhoods on one of the most coveted streets! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE- 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
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20 McKenzie Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12474498
20 McKenzie Avenue Toronto M4W 1J9 OPEN HOUSE: Oct 25, 202502:00 PM - 04:00 PM EDTOpen House on Saturday, October 25, 2025 2:00PM - 4:00PM
$4,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12474498
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 20 McKenzie Avenue, a timeless gem in prestigious South Rosedale. Built in 1908, this stately home blends historic charm with modern comfort, offering a warm and sophisticated lifestyle in one of Toronto's most coveted neighbourhoods. Set back gracefully from the street, the property is framed by mature trees, landscaped gardens with beautiful southern exposure, and a private cobblestone drive with garage, featuring classic design with sophisticated curb appeal. Inside, the main floor flows beautifully through bright, well-proportioned rooms. The formal living room features hardwood floors, a wood-burning fireplace, and large windows overlooking the garden and flagstone patio. The updated, eat-in kitchen offers abundant cabinetry and counter space, opening to a formal dining room with French doors that open onto the wonderful private garden - perfect for entertaining or relaxed family dinners. A cozy, wood-panelled family room/library with built-in bookcases and a gas fireplace provides a comfortable retreat for reading or quiet evenings. Upstairs are three spacious bedrooms, including a primary suite with vaulted ceilings, walk-in closet as well as a wall to wall closet and a luxurious 5-piece ensuite. Skylights fill the second floor with natural light, creating a bright, airy atmosphere. The finished lower level includes a large recreation room with a gas fireplace and built-ins, a guest or nanny suite, 4-piece bathroom, a wine cellar, an extra-large laundry room, a tool/work room, and ample storage throughout. Ideally located, this exceptional home is steps from the TTC, walking distance to Branksome Hall and other top schools, and offers easy highway access with a quick drive to downtown Toronto. 20 McKenzie Avenue combines historic elegance and modern comfort in a coveted Rosedale address. 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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18 Astley Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12473795
18 Astley Avenue Toronto M4W 3B4
$3,480,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12473795
- 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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62 Maple Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12472876
62 Maple Avenue Toronto M4W 2T7
$7,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12472876
- Bedrooms:
- 6
- Bathrooms:
- 8
Discover a truly remarkable opportunity in South Rosedale, a coveted 75-foot lot graced by an elegant Georgian/Palladian brick façade that has long been admired in the neighbourhood. Step inside and prepare for a delightful surprise: behind this timeless exterior lies a breathtakingly sexy and fully renovated contemporary interior.The main floor reveals pale oak flooring, sleek open riser stairs, and expansive, inviting spaces perfect for entertaining. Enjoy the premium kitchen with its spacious walk-in pantry, and the sophisticated living/dining area complete with a custom wet bar, a rare fusion of tradition and innovation.The second floor showcases a principal bedroom with a jaw dropping 6 piece ensuite and custom walk-in closet/cabinetry. The additional bedrooms (two on the 3rd floor, one on the 2nd floor, and two on the lower level) all feature 3 piece ensuite baths.The lower level offers a stylish and comfortable space for family gatherings or a children's hangout. The generous grounds allow for a future pool installation, and there is also a detached two-car garage complete with an EV charging station.Truly a home for joyful modern family life. More detailsListed by HAZELTON REAL ESTATE INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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170 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12473433
170 Roxborough Drive Toronto M4W 1X8
$13,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12473433
- Bedrooms:
- 6
- Bathrooms:
- 9
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 inground pool takes centre stage. Surrounded by flag stoned 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. 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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39 Standish Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12468701
39 Standish Avenue Toronto M4W 3B2
$2,395,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12468701
- Bedrooms:
- 5
- Bathrooms:
- 4
A captivating turnkey recently renovated multi-unit property nestled in the prestigious neighbourhood of Rosedale right near Chorley Park. Just under 3200 square feet of living space, this exceptional property presents opportunity for both savvy investors & families looking to live in sought-after neighbourhood. MAIN FLOOR RENTED FOR $4950/month and 2nd FLOOR VACANT. Potential GROSS INCOME 138K yearly. Home consists of 3 units (1 per floor). The main floor 'Owners Suite' features 2 bedrooms & 2 bath, second floor unit features 2 BR+ 2 offices & 1 bath, & basement unit is a bachelor with 1 bath. Great entry home for first time buyers looking to get into the neighbourhood, live in one unit & rent the other 2 units. Or empty nesters who need pied de terre, & 2 suites they can rent out or have for their university children when back in town. Renos on main done in 2020, ( A/C, windows, flooring, deck, appliances, landscaping, kitchen, alarm, security cameras, shed, decks, bathrooms). Located on a beautiful family in the Whitney Public & OLPH school district & Branksome Hall. The nearby Evergreen Brickworks & Chorley Park offer picturesque trails that are perfect for leisurely strolls & connecting with nature. 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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121 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12466760
121 Roxborough Drive Toronto M4W 1X5
$6,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12466760
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to a timeless and handsome detached 3 storey heritage Georgian home in the heart of North Rosedale where classic elegance meets everyday comfort. This prestigious area surrounded by parks and ravines in close proximity to excellent private and public schools and access to downtown is ideal for those choosing a healthy family lifestyle. The beautifully landscaped front garden features stone paths flanked by beech trees, boxwood, and yews. Inside, high ceilings along with crown mouldings and two main floor wood-burning fireplaces create a warm, refined atmosphere. The main level showcases a formal living room and dining room, a family room, library and a bright eat-in kitchen and a main floor bathroom. Stained glass windows add beauty and character to the central staircase. The sunlit primary suite offers a fireplace, spacious dressing area and a luxurious 6-piece ensuite featuring a Bagno Italia soaker tub and a walk-in shower for 2! A second floor study with a fireplace and an additional bedroom with an ensuite bathroom complete this second level. The third level includes two generously sized bedrooms and an oversized bathroom. The lower level has a recreation room, fitness area, wine storage, and laundry. A private driveway with decorative pavers runs alongside the home, leading to a detached two-car garage at the rear. Enjoy the fenced south-facing garden with a spacious deck perfect for outdoor entertaining. Steps to Chorley Park, Rosedale Park, and Summerhill Market. Please click on virtual tour for a drone aerial view. 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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74 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12466955
74 Chestnut Park Road Toronto M4W 1W9
$7,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12466955
- Bedrooms:
- 7
- Bathrooms:
- 5
Set on one of Rosedale's most coveted and quietly prestigious streets, 74 Chestnut Park Road represents a once-in-a-generation opportunity to reimagine a grand family home in Toronto's most storied neighbourhood. Built in 1903 by well-known architects Langley & Langley, this stately residence rests on an expansive +8,000 sq.ft. corner lot, offering remarkable width, privacy, and presence. With gracious proportions, high ceilings, and enduring architectural integrity, the home provides a rare canvas for those with the vision to restore, renew, or completely reimagine a landmark property. Extensive front and back gardens and a bricked patio lie behind a century old brick wall and large detached double car garage and private driveway. Its character and scale evoke an era of craftsmanship seldom replicated today, while its setting, just moments from Yonge Street, top schools, parks, and ravines, anchors it among Rosedale's finest addresses. A truly exceptional opportunity, properties of this calibre and potential are increasingly scarce. Prompt viewing is recommended. More detailsListed by FREEMAN REAL ESTATE LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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177 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12464026
177 Roxborough Drive Toronto M4W 1X7
$8,990,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12464026
- Bedrooms:
- 5
- Bathrooms:
- 6
An architectural tour de force by acclaimed Robert Le Blond, recipient of the 1990 Governor Generals Award in Architecture ("Head-Smashed-In Buffalo Jump" in Alberta, now a UNESCO World Heritage Site), this 20-year-young bespoke residence is a French Art Deco masterwork of craftsmanship with inspired ironwork by Goudy from Spain. Offering over 5,000 sq ft of living space on a coveted corner by Chorley Park in prestigious Rosedale, the home is clad in rare Manitoba Tyndall stone, prized for its striking fossilized patterning. The residence blends enduring elegance with modern comfort, from the heated front porch and rear veranda to the soaring 17-foot living room crowned by a vintage theatre chandelier and wrapped in rich, mahogany-stained Jatoba wood wainscoting and floors. Formal entertaining spaces flow seamlessly into the chefs kitchen, breakfast area, and family room, all opening onto a landscaped garden sanctuary. The detached, heated garage, complete with a skylight, wet bar, shower, and custom storage, offers versatility as a private workshop, while a gated driveway ensures both privacy and grandeur. With five bedrooms, two offices, five fireplaces, six bathrooms, wrap-around balcony and even a dedicated pet wash, every element reflects a commitment to refined living without compromise. More detailsListed by ROYAL LEPAGE TERREQUITY PLATINUM REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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11 Beaumont Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12464191
11 Beaumont Road Toronto M4W 1V4
$16,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12464191
- Bedrooms:
- 4
- Bathrooms:
- 4
Rare opportunity to own one of the citys most iconic properties, nestled into the side of the Rosedale ravine. This magical home is impossible to replicate originally designed by internationally acclaimed architect Eb Zeidler (of Eaton Centre fame) & completely rebuilt and reimagined by Peter Clewes (Architects-Alliance). The result: a modern, minimalist masterpiece that juxtaposes the heritage facade w/ a striking glass cube to blend seamlessly w/ nature. Deceptively discreet, this majestic home opens to 7,000+ sqft of living space. Set on 1 ACRE+ of land w/ a ~175x313 ft south-facing lot & sweeping skyline views, it offers a level of privacy rarely found in the city. The property to the East w/ ~1 ACRE of land is owned by the Ravine Conservation Authority ensuring absolute tranquility & nature. Custom landscaping w/ native species creates breathtaking outdoor views, while professionally designed lighting makes the property glow from sunset to nightfall. Watch deer, bunnies & owls become part of the scenery in your own private sanctuary. Inside, impeccable finishes shine from the sleek Poliform kitchen to the UT glass elevator. Every rm has been carefully considered, with flowing transitions & soaring ceilings that allow daylight to flood in from all sides. No unsightly posts or pillars here this steel-structured hm was built at a commercial level to preserve every clean line and open view. Featuring 4 bdrms, a massive great rm, and a kitchen/dining/sitting rm perfect for both grand entertaining & intimate family living. The primary suite stuns w/ E, W & S exposures & a showstopping ceiling detail. A resort-style pool is framed by expansive decks ideal for lavish parties, while terraced steps lead to a half tennis court ready to be reimagined as a pickleball court or play space. Just minutes to top private schools, restaurants & clubs, 11 Beaumont is a one-of-a-kind estate in the heart of the city. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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46 Mathersfield Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12461645
46 Mathersfield Drive Toronto M4W 3W5
$3,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12461645
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to 46 Mathersfield Avenue, an elegant semi-detached home tucked away on a quiet cul-de-sac in the heart of South Rosedale, one of Torontos most prestigious and picturesque neighbourhoods. This rare "25 year new-build" blends timeless sophistication with modern comfort, offering approximately 3,500 sq. ft. of living space across all levels. Set within one of the most coveted areas in the city this home combines classic character w/ soaring 11' ceilings in the kitchen/family rm & w/ contemporary conveniences incl. a 2-car garage, updated systems, & designer finishes thru/out. The stunning entrance features a custom front door by Amberwood leading to a combined living/dining rm w/ crown moulding & a cozy gas fireplace. Step down to the heart of the home where a spectacular kitchen / family room by RN Design & KGA Kitchens, features custom cabinetry, quartz counters, Sub-Zero & Wolf appliances, an oversized island w/ breakfast bar & walk-in pantry. The rear of the home is flanked w/ floor-to-ceiling windows & opens to a private landscaped garden perfect for entertaining or quiet evenings. Upstairs, the primary suite is a serene retreat w/ a Juliette balcony, walk-in closet, & renovated 5-piece ensuite w/ freestanding tub, double vanity & glass rain shower. Two additional bedrooms are both generous in size & each feature ensuite baths - a rare find in this area. A massive skylight above the architectural curved staircase fills the home w/ light & the finished lower level has a lg rec rm w/ gas f/pl, a huge gym, 4th bedrm & 3-piece bath.. The L.L. has above-grade windows ideal for family living or guests. Professionally landscaped front and rear gardens by David Scott Designs featuring new stonework, fencing, a Sundance hot tub, & gas lines for outdoor BBQ. Steps to Rosedale Jr P.S, Branksome, U.C.C. York, Greenwood & TTC. Enjoy the perfect blend of ravines, parks & urban shops & restaurants just minutes from your door - privacy & luxury in the heart of the city. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated October 23, 2025 at 04:15 AM (UTC)
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