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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46 Mathersfield Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13049474
46 Mathersfield Drive Toronto M4W 3W5 
$3,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13049474
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to 46 Mathersfield Drive, an elegant semi-detached home on a coveted cul-de-sac in the heart of South Rosedale-one of Toronto's most prestigious and picturesque neighbourhoods. Surrounded by ravines, top-tier schools, and just minutes to downtown, this rare "25-year new-build" has been thoughtfully updated with extensive cosmetic enhancements and key renovations, offering a refined, contemporary aesthetic with ~3,500 sq. ft. of living space across all levels. Designed for comfort & sophistication, the home features soaring ~11' ceilings in the kitchen/family room, a rare 2-car garage, updated systems, and curated designer finishes throughout. A custom front door by Amberwood opens to a gracious living/dining area with crown moulding and a gas fireplace. The heart of the home is the RN Design & KGA Kitchens-designed kitchen and family room, showcasing custom cabinetry, quartz countertops, Sub-Zero and Wolf appliances, an oversized island with breakfast bar, and a walk-in pantry. Floor-to-ceiling windows fill the space with natural light and open to a private landscaped garden. Upstairs, the primary suite offers a Juliette balcony, walk-in closet, and a renovated 5-piece ensuite with freestanding tub, double vanity, and glass rain shower. Two additional bedrooms are generously sized, each with its own ensuite. A curved staircase beneath a large skylight enhances the home's bright, airy feel. The finished lower level includes above-grade windows, a rec room with gas fireplace, large gym, fourth bedroom, and 3-piece bath. Landscaped rear garden by David Scott Designs feature new stonework, fencing, a Sundance hot tub, direct gas line for BBQ's & exquisit city living. Steps to Rosedale Jr P.S., Branksome Hall, UCC, York School, parks, ravines, and TTC, with easy access to the city's best amenities. A rare opportunity to enjoy privacy, luxury, and an exceptional location in the heart of Toronto. 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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62 A Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13047062
62 A Glen Road Toronto M4W 2V4
$3,000,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13047062
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 62A Glen Rd., an elegant Kellner built Georgian home in the heart of south Rosedale, located on the quiet low traffic section of Glen Rd. The grand foyer welcomes you to this expansive house with over 3,400 sq. ft. of enviable space on 3 levels, showcasing high ceilings and an abundance of natural light.The main floor living space features a den with French doors leading out to an oversized terrace. The sophisticated living room boasts a wood burning fireplace, hardwood floors and walkouts to a deck overlooking a private patio and garden. The formal dining room leads to a bright airy kitchen with a separate breakfast room and walk out to the terrace. The second floor offers a massive primary bedroom retreat, with a 5 piece ensuite, ample closets and a wood burning fireplace. Two spacious bedrooms & a 4 piece bathroom finish off this floor. The finished lower level features a family room with a wood burning fireplace, custom built in cabinets, a laundry room, 3 piece bathroom and an office-nanny's room. Located just steps to Rosedale and Chorley parks, highly rated private and public schools including Branksome Hall and Rosedale Jr. Public School. Just a short walk to subways & extensive ravine trail system. More detailsListed by RE/MAX PRIME PROPERTIES - UNIQUE GROUP- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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92 South Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13024424
92 South Drive Toronto M4W 1R6
$8,990,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13024424
- Bedrooms:
- 5
- Bathrooms:
- 7
A rare opportunity to own a beautifully renovated character home in the heart of Rosedale. This elegant residence offers flawless design, luxurious amenities and every comfort imaginable. Set behind lush landscaping, the home offers striking street presence with a quiet confidence that immediately captures attention. This meticulously maintained home features four plus one bedrooms and seven beautifully designed bathrooms that are complemented by a craftsmanship rarely found. The chef's kitchen is both functional and elegant, featuring a Miele cooktop, Sub-Zero refrigeration, an eat-in area, and a walk-out to an expansive patio. A servery adds thoughtful storage and effortless entertaining appeal. A cozy yet connected family room flows seamlessly into the kitchen. spectacular living room has floor to ceiling glass doors that invite an abundance of light while creating seamless connection between indoor and outdoor living space. This wonderful formal entertainment space flows seamlessly between the living and dining room. The grand dining room offers an impressive setting for formal gatherings and special occasions. The expansive primary bedroom is a true retreat, offering generous space and thoughtful design. A private sitting area provides the perfect spot to unwind with a book or morning coffee while the adjoining dressing room adds a touch of luxury with ample storage space and boutique style organization. The second floor has two additional bedrooms and two bathrooms. The third floor suite has an expansive bedroom, desk, three piece bathroom, walk in closet and plenty of extra room for a seating area. The lower level is complete with heated floor, a media room with wet bar, spa bathroom and sauna. An elevator servicing all floors of the home. Detached two car garage, two additional parking spots, heated walkways and a beautifully landscaped yard. Truly a one of kind Rosedale home. 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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24 True Davidson Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13009546
24 True Davidson Drive Toronto M4W 3X5
$4,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13009546
- Bedrooms:
- 5
- Bathrooms:
- 5
Positioned on one of Governor's Bridge's most coveted lots, 24 True Davidson Drive is a home of rare distinction- where thoughtful design, impeccable craftsmanship & a breathtaking natural setting come together in perfect balance.This 5,500sf residence offers an elevated living experience defined by scale, light & seamless indoor-outdoor flow, all set against the serenity of a private ravine backdrop. A classic arched door opens to a grand foyer with 10-ft ceilings & refined architectural details. At the front of the home, formal living & dining rooms provide elegant, generously scaled spaces suited to both intimate gatherings & large-scale entertaining. The custom kitchen, with coffered ceilings, a large island, & high-end appliances, connects to a bright breakfast area with floor-to-ceiling windows overlooking the outdoors. The adjacent family room features custom built-ins, a granite-wrapped gas fireplace & a walkout to an expansive terrace with dedicated dining & lounge areas. Upstairs, a curved staircase leads to a private retreat. The primary suite features a gas fireplace, 2 walk-in closets, a private balcony with seasonal skyline views, & a marble-appointed 5-piece ensuite. Three additional bedrooms are spacious & bright, complemented by a 5-piece bath & a convenient laundry room. The 3rd floor adds flexibility, currently configured as a large bedroom with a 4-piece bath- easily converted to 2 bedrooms or a gym. The walkout lower level is designed for entertaining, with a built-in bar, gas fireplace, large rec space, mudroom with garage access & a 3-piece bath. The professionally landscaped backyard offers a private, resort-like setting backing onto a lush ravine with an impressive saltwater pool & hot tub surrounded by mature trees. The home also features a heated private drive & 2-car garage. Located in one of the city's most sought-after school districts & surrounded by the area's most beloved amenities, including Evergreen Brickworks & Summerhill Market. 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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43 Maple Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13007580
43 Maple Avenue Toronto M4W 2T9
$5,695,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13007580
- Bedrooms:
- 6
- Bathrooms:
- 5
Nestled in the heart of coveted Rosedale, this beautifully renovated residence blends timeless elegance with modern luxury. Thoughtfully designed with exceptional attention to detail, this home features coffered ceilings, rich hardwood flooring, and a chefs kitchen that will impress the most discerning culinary enthusiast. Offering four spacious above-grade bedrooms and five luxurious bathrooms, the home includes a private nanny or in-law suite and a dedicated home office perfect for todays lifestyle. The large, welcoming foyer opens into a custom mudroom, while convenient laundry rooms are located both upstairs and on the lower level. The spectacular primary bedroom suite is a true retreat, featuring a separate sitting room with a coffee and drink bar, double sided fireplace, a generous walk-in closet, and a lavish 6-piece ensuite complete with double sinks, an oversized steam shower, and a freestanding soaker bathtub.Step outside into your private backyard oasis an entertainers dream. Enjoy a built-in barbecue and drink fridge, a stunning saltwater pool with waterfall, a heated cabana with fireplace, and a stone dining patio, all surrounded by lush landscaping and a fully fenced dog-friendly yard. A rare double garage accommodates up to six vehicles including three cars in the newly constructed garage with built-ins and a convenient car lift, offering exceptional storage and parking solutions. This extraordinary home delivers luxury, comfort, and functionality in one of Toronto's most prestigious neighbourhoods. This is Rosedale living at its finest timeless, elegant, and ready for its next chapter. 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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45 Mathersfield Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13002612
45 Mathersfield Drive Toronto M4W 3W4
$4,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13002612
- Bedrooms:
- 5
- Bathrooms:
- 6
Luxury meets location is South Rosedale! Nestled in one of Torontos most prestigious neighbourhoods, this South Rosedale gem is part of a rare, exclusive enclave developed approximately 25 years ago. A true prize, this home blends timeless craftsmanship with refined elegance, custom mouldings vaulted ceilings, and top-tier construction speak to its luxurious pedigree.Enjoy unparalleled convenience: you're just a 5-minute walk to the Summerhill subway, fine dining, boutique shopping, and more. This is a rare opportunity to own a distinguished home in a location where luxury truly meets lifestyle. More detailsListed by KELLER WILLIAMS REFERRED URBAN REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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12 Highland Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12998336
12 Highland Crescent Toronto M4W 2S7
$4,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12998336
- Bedrooms:
- 5
- Bathrooms:
- 5
Nestled in North Rosedale, this renovated five-bedroom home is a true sanctuary for family life-a place that feels like a warm welcome the moment you step inside. The classic stone and brick exterior gives way to a bright, airy interior that flows effortlessly from room to room. Sunlight spills through large windows, filling the home with warmth and framing calming views of the surrounding trees. With the ravine directly behind you and no rear neighbours, the backyard feels like your own private retreat, allowing nature to be a peaceful, living backdrop to your days. At the heart of the home, a bright and open kitchen and dining area invite relaxed family breakfasts and shared dinners. It connects naturally to a cozy family room where you can curl up together by the gas fireplace. For quieter moments, the living room offers a peaceful space anchored by a lovely wood-burning fireplace. Daily life is made wonderfully simple with a thoughtful side-entry mudroom that keeps coats and boots perfectly organized, along with a convenient main-floor powder room. There is an abundance of room to breathe and grow, with plenty of space across the main floors and the finished lower level for everyone to gather or find a quiet nook of their own. Upstairs, the primary bedroom and a peaceful top-floor office offer sweeping, bird's-eye views of the ravine-the perfect, quiet places to start and end your day. Everyday comforts are beautifully taken care of with five lovely bathrooms, an upstairs laundry room to make chores a breeze, and a lower level that easily adapts to a home gym or hobby space. Outside, a long private driveway leads to a two-car garage and a backyard designed for easy living. Tucked into a deeply loved neighbourhood, it's just a pleasant stroll to excellent local schools, Rosedale Park, OLPH, Whitney Junior Public School, winding ravine trails, and the everyday charm of Summerhill Market. 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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127 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12997172
127 Roxborough Drive Toronto M4W 1X5
$7,775,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12997172
- 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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78 Dale Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12997672
78 Dale Avenue Toronto M4W 1K9
$3,275,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12997672
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to this Grand South Rosedale detached home with nearly 4000 total sq ft - the perfect marriage of historic charm & contemporary sophistication. The homes elegant facade & lush, manicured grounds set the tone. Step inside to be greeted by a graceful interior where soaring ceilings, architectural details, craftsmanship & character abound, from crown molding, leaded glass windows, exquisite hardware to custom millwork & coffered ceilings. The elegant principal rooms are expansive & beautifully proportioned, ideal for both grand entertaining with an open concept kitchen, family room, powder room & intimate evenings by the fire. Sunlight pours in through large windows, casting a soft glow. The primary suite features a private balcony overlooking a beautiful, manicured garden, a walk-in closet, a double closet & a beautifully renovated 5-pc ensuite bathroom + a separate whirlpool tub & a custom glass shower. Enjoy the practicality of 2 laundry areas. Additional bedrooms are generously sized, each with their own unique charm. The fully finished basement, with 2 entrances, offers even more versatile space that could be converted to an in-law or nanny suite with rare 7 ft+ ceilings, a sauna, large storage room & radiant floors in the rec room, laundry room/craft room & bathroom. Upgrades incl central AC & Heat, updated wiring, roof, a dug-out basement & thoughtful modern touches throughout. Parking is accessed via a right-of-way, secured with an automated gate. Winter is no problem with heated front steps, porch, & front pad. Step into a secluded, serene courtyard garden, professionally landscaped, offering a peaceful escape in the heart of the city with stunning perennials, alongside a tranquil water feature, deck & patio. It's low-maintenance urban living at its best. With easy access to Bloor street, the Danforth, ravine trails, the city's top schools & nearby boutiques & cafes, this home is an impeccable offering in Toronto's most iconic neighbourhood. 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 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12989656
52 Roxborough Drive Toronto M4W 1X1
$5,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12989656
- Bedrooms:
- 4
- Bathrooms:
- 5
Set on one of North Rosedale's most established, tree-lined streets, this home is fully finished, meticulously redesigned, and nearly impossible to replicate within a heritage-protected neighbourhood where complete transformations of this calibre are exceptionally rare. With its 128-foot frontage, the property commands an impressive street presence and an estate-like sense of scale. Natural light floods the main level, where the principal rooms overlook a tranquil, green backdrop. The open-concept kitchen and family area connect seamlessly to a private, ravine-like outdoor retreat, perfect for families who travel often or value low-maintenance living. Chefs kitchen with Sub-Zero refrigeration, a Wolf six-burner gas range and microwave drawer, Miele integrated dishwasher, and quartz waterfall countertops anchored by a double-sided porcelain fireplace. Upstairs, four spacious bedrooms offer privacy and flexibility. The primary suite is tucked away, featuring a generous walk-in closet and a spa-inspired en-suite. A secondary suite with its own balcony provides comfort for guests or extended family, while two additional bedrooms share a well-appointed Jack-and-Jill bath. Designer lighting from Union Lighting and wide-plank engineered hardwood flooring add warmth and refinement throughout. The bright, above-grade lower level extends everyday living with a spacious laundry room featuring Electrolux appliances, direct garage access, and a versatile open layout ideal for a home gym, media lounge, or office. Heated driveway and radiant in-floor heating to the NTI high-efficiency boiler, Siemens safety system, and front and rear irrigation for effortless upkeep. A short walk to Chorley Park, Summerhill Market, and the Evergreen Brick Works, and within close proximity to Toronto's top public and private schools, this is a rare turnkey residence that blends Rosedale charm with uncompromising modern luxury. More detailsListed by FOREST HILL REAL ESTATE INC.- 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®# C12991578
111 Roxborough Drive Toronto M4W 1X5
$3,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12991578
- 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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33 Rosedale Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12977932
33 Rosedale Road Toronto M4W 2P5
$5,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12977932
- Bedrooms:
- 5
- Bathrooms:
- 5
SOUTH ROSEDALE AREA! RARE FIND RAVINE VIEWS! ONE OF KIND CONTEMPORARY DETACHED HOME IN 50.5 X 352.69 FEET PREMIUM LOT, IT OFFERS AMIDST RAVINE WITH MATURE TREE VISTAS. THIS BEAUTIFUL HOUSE HAS A VERY COOL INTERIOR LAYOUT & IS INFUSED WITH AN ABUNDANCE OF NATURAL LIGHTS. SPACIOUS 5 BEDROOMS TOTAL OF 6 WASHROOM, 2 BUILT IN CAR GARAGE, 2 DRIVEWAY PARKING AND ADDITONAL 2 CARPORT PARKING SPOTS. THIS 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) ETC. UPON ENTERING THE HOME, THERE IS AN INVITING SUNKEN LIVING ROOM OVERLOOKING SPACES IN DINING ROOM, THESE ROOMS HAVE THE ADVANTAGE OF ENDLESS VIEW OF LUSH GREEN AND BEAUTIFUL RAVINE! KITCHEN HAS BOTH GAS & ELECTRIC STOVES; CENTRAL ISLAND HAS FRUIT SINK, THERE ARE NUMEROUS WALK-OUT TO MULTIPLE DECKS. THE SELF-CONTAINED MASTER ROOM HAS SITTING ROOM; DRESSING ROOMS, THE LOWER LEVEL ENJOY AN INDOOR POOL WITH RAVINE VIEW, EQUIPT WITH SAUNA, WASHROOMS, GREAT ENTERTAINMENT ROOM. More detailsListed by HOMELIFE BROADWAY REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated April 28, 2026 at 01:15 PM (UTC)
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