Rosedale is a highly sought-after neighbourhood in Toronto, known for its stately mansions, tree-lined streets, and lush parks. Situated in midtown Toronto, Rosedale is home to some of the city's most affluent residents, as well as a mix of boutique shops, high-end restaurants, and cultural attractions. The neighbourhood is also home to some of Toronto's most prestigious private schools, making it a popular choice for families with children. Rosedale is bordered by the scenic Rosedale Ravine, which offers residents and visitors alike a tranquil escape from the city's urban energy. Visitors to Rosedale can explore the neighbourhood's many parks, including Rosedale Park and Chorley Park, or take a stroll along the picturesque Beltline Trail. With its refined elegance and exclusive atmosphere, Rosedale is a coveted address in Toronto, offering residents a luxurious lifestyle in the heart of the city.
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Rosedale Listings
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36 Hawthorn Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13100266
36 Hawthorn Avenue Toronto M4W 2Z2 
$3,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13100266
- Bedrooms:
- 4
- Bathrooms:
- 5
Situated on an exceptional 45 x 150 ft. lot in the heart of Rosedale, this distinguished residence offers a rare combination of architectural pedigree, scale, and serene outdoor living. Beautifully renovated in the 1980s by renowned architect Adam Smuszkowicz, the home carries the signature of one of Rosedale's most respected architectural figures. His work is recognized for its emphasis on craftsmanship, natural light, and elegant spatial flow, all of which are beautifully expressed throughout this residence. Encompassing approximately 5,146 sq.ft. of total living space, the residence is defined by gracious principal rooms, soaring proportions, and an abundance of natural light. A striking living room with dramatic ceiling height, fireplace, and oversized windows creates an unforgettable focal point for entertaining, while the formal dining room is equally elegant in scale. The spacious kitchen with adjoining breakfast area overlooks the lush garden setting and flows seamlessly into the inviting family and sitting rooms. Rich wood detailing, expansive glazing, and carefully considered architectural elements lend warmth and character throughout. A convenient main level laundry room and powder room further enhance the functionality of the home. The second level features a generous primary retreat with a large ensuite bath and steam unit, accompanied by two additional well-proportioned bedrooms and a main 4-piece washroom. The finished lower level adds exceptional flexibility with a recreation room, additional bedroom, sauna, and ample storage. The private rear garden is a true urban sanctuary, complete with an inground pool surrounded by mature landscaping and a separate cabana with a washroom, ideal for effortless summer entertaining. A rare offering in one of Toronto's most coveted neighbourhoods, moments to parks, transit, and the amenities of Rosedale and Summerhill. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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18 Rachael Street in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13098086
18 Rachael Street Toronto M4W 1M5
$3,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13098086
- Bedrooms:
- 4
- Bathrooms:
- 5
Set back on a private street in South Rosedale, this beautifully renovated red brick home blends timeless style with modern luxury. Soaring ceilings, oversized south-facing windows. An abundance of natural light creates a warm, sophisticated atmosphere. Main Floor: Living room with big window with city-views, wood burning fireplace and built-ins. Dining room with wide board white oak floors, custom lighting and windows leads directly into the kitchen. Chef's kitchen/family room features marble counters, top-tier appliances, custom cabinetry, leather banquette and floor-to-ceiling doors opening to a landscaped backyard. Powder room with custom wallpaper. Second Floor: Primary suite with four piece ensuite and custom closet, plus two spacious bedrooms with high ceilings and shared bathroom.Lower Level: Family room with fireplace, fourth bedroom with ensuite, additional powder room, and laundry with custom cabinetry. Outdoor & Lifestyle: Professionally landscaped gardens, low-maintenance backyard, private front setback, and private garage. Steps to top schools, Yonge Street shops, restaurants, ravine trails, and The Brickworks. Easy access to Bloor/Yorkville, public transit, and downtown. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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309 30 Elm Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13098140
309 30 Elm Avenue Toronto M4W 1N5
$829,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13098140
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to Rosedale Court, a hidden gem tucked away on a quiet, tree-lined street in the city's most prestigious neighbourhood of South Rosedale. This spacious (1147 sq. ft), top-floor, corner unit at 30 Elm Avenue is situated in a charming boutique co-ownership building that perfectly balances a sense of community with ultimate privacy.This charming and inviting three bedroom suite has a warm and inviting atmosphere that feels instantly like home. The interior features a bright, large living and dining area, thoughtfully designed to accommodate both quiet relaxation and effortless entertaining. A comprehensive maintenance fee includes PROPERTY TAXES & UTILITIES. This pet-friendly residence is an ideal choice for down sizers or those seeking a stylish city sanctuary, complete with one underground parking space and a storage locker. The property is surrounded by impeccably manicured grounds, featuring lush greenery and a peaceful outdoor area in the back that serves as the perfect backdrop for unwinding on a quiet summer evening. Enjoy the very best of Toronto right at your doorstep, where city convenience meets natural beauty. You are just a short walk from multiple subway stops with frequent transit options for effortless car free access. Only minutes away from the luxury shopping and world-class dining of Yorkville, Bay and Bloor, and Yonge and Summerhill. For those who love the outdoors, the location offers direct access to the Rosedale Valley Ravine, scenic biking and walking trails, and an array of lush local parks, all nestled within one of the city's most coveted neighbourhoods. More detailsListed by REAL ESTATE HOMEWARD- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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505 120 Rosedale Valley Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13088484
505 120 Rosedale Valley Road Toronto M4W 1P8
$829,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13088484
- Bedrooms:
- 2
- Bathrooms:
- 2
Imagine living your best life in the elegance of Arbour Glen, a coveted address in Rosedale's lush parklands. Tucked among stately homes, this mid-century low-rise gem (circa 1960) rarely offers a suite like this one, an expansive 1,440 sq ft, 2-bdrm, 1 bath +1 pwdr room suite ready to be styled to your vision. Designed by noted architect Sidney Bregman of B+H Architects (the Eaton Centre, TD Centre & First Canadian Place), this designated Heritage building reflects timeless design & thoughtful layout. The suite features a gracious open-concept living-dining, with windows from one end to the other. Natural light is filtered thru the tinted windows to provide a comfortable living space on hot & sunny afternoons inside with the controlled air conditioning. Or you can lunch outdoor on the 138 sq ft oversized balcony to enjoy summer days overlooking Rosedale's cityscape and its hillside. The galley kitchen is functional & ideal for family living & entertaining. Two generously sized bedrooms with ample closet space and the primary boasts an ensuite bathroom. En-suite laundry, rarely available and highly desirable, is already in place with newer high-efficiency appliances. Arbour Glen offers privacy & a luxury lifestyle with 24-hour concierge/security, an outdoor saltwater pool, an exercise rm & sauna. Pet-friendly (with reasonable restrictions), this co-op also includes most utilities, cable, property taxes in the mthly fees making budgeting simple, with only electricity as an extra cost. Includes 1 locker, and rental parking option (surface, carport, or garage) available through property mgmt. This peaceful urban oasis is a short distance to the Rosedale shops & TTC station same for Yonge & Bloor allowing seamless commuting uptown or downtown. Rosedale is beautifully defined by its architectural homes & gardens, making it a scenic walking neighbourhood enjoyed by all. Visit this lovely suite and design it into your luxury residence in the city. More detailsListed by BOSLEY REAL ESTATE LTD.- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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20 Cluny Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13092402
20 Cluny Drive Toronto M4W 2P7
$11,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13092402
- Bedrooms:
- 5
- Bathrooms:
- 7
Discreetly positioned on one of Rosedale's most prestigious streets, this exceptional ravine residence offers rare architectural scale, privacy, and contemporary refinement. Set on a remarkable 238-foot deep lot backing onto the Rosedale ravine, the property boasts a resort-like setting with an infinity-edge pool, expansive outdoor living areas, and a covered terrace designed for year-round entertaining. Situated minutes from downtown Toronto, Rosedale is a unique combination of charm and sophistication. It offers upscale dining, designer shopping, top-rated public and private schools, beautiful parks and endless trails for walking, running or cycling. Quick access to the subway system, Yonge Street and Mount Pleasant Road allow for easy access to explore all that Toronto has to offer. 20 Cluny has been thoughtfully renovated to reflect a seamless blend of timeless architecture and modern luxury. This home spans over 6,000 square feet above grade, with a fully finished lower level, providing elegant space for both grand entertaining and comfortable family living. Inside, 11-foot ceilings on the main and third floors enhance light and volume, while expansive principal rooms offer sophisticated living and dining spaces. The main level, exceeding 2,200 square feet, features a functional layout with formal living and dining rooms, a private office, and a kitchen and breakfast area that connect effortlessly to the terrace and gardens. Upper levels include five generously sized bedrooms, each with its own ensuite. The primary suite offers a serene retreat with a dressing room and spa-inspired bathroom. The third floor provides rare additional living space, ideal for guests or multi-generational living. The lower level includes a recreation room, home gym, and wet bar. Complete with a spacious double garage and heated driveways, this elegant home presents a rare opportunity in one of Toronto's most prestigious neighbourhoods. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES PHINNEY REAL ESTATE- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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301 4 Sherbourne Street N in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09) : MLS®# C13083480
301 4 Sherbourne Street N Toronto M4W 2T1
$3,100Residential Condo & Other- Status:
- For Lease
- MLS® Num:
- C13083480
- Bedrooms:
- 2
- Bathrooms:
- 1
Charming two-bedroom apartment in the highly coveted Rosedale neighbourhood, tucked away on a picturesque tree-lined street overlooking beautifully landscaped gardens and surrounded by tranquil ravine trails. Located in a well-maintained boutique building, this residence offers a rare blend of nature and city living, with direct access to some of the area's best hiking and biking paths. Inside, enjoy spacious, sun-filled living and dining areas designed for comfortable everyday living. The open-concept kitchen seamlessly connects the space, enhancing flow and functionality. Generously sized bedrooms provide ample storage and a peaceful retreat. Just steps to Bloor Street, top-tier amenities, boutique shops, restaurants, and convenient public transit, an exceptional opportunity to live in one of the city's most prestigious and sought-after communities. More detailsListed by HAZELTON REAL ESTATE INC.- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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102 Elm Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13086492
102 Elm Avenue Toronto M4W 1P2 OPEN HOUSE: May 09, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 9, 2026 2:00PM - 4:00PMOPEN HOUSE: May 10, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 10, 2026 2:00PM - 4:00PM
$2,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13086492
- Bedrooms:
- 3
- Bathrooms:
- 4
102 Elm Avenue - South Rosedale at its finest. Set within one of Toronto's most prestigious and tightly held enclaves, & backing directly onto Craigleigh Gardens, this exceptional residence offers a rare combination of privacy, forever green views, & over 3,000 sq ft of exceptionally renovated living space. Situated on an extraordinary 25 x 194 ft lot, this gorgeous semi is thoughtfully designed for both refined living and everyday functionality. The bright walkout level opens seamlessly to a private, landscaped backyard w/a large patio, concrete pool, & uninterrupted views of the park framed by mature trees. This level also features a welcoming foyer w/db closets, a spacious rec rm w/ gas f/place, powder rm, laundry & mudroom w/ direct garage access. A dream for organizing & storage! The main level is tailored for modern living & effortless entertaining. A beautifully renovated open-concept chef's kitchen w/premium appliances flows into the dining & great rm all oriented toward a walkout balcony o/looking the gardens & park beyond. A large gas f/place anchors the oversized room ensuring cozy nights all year round while bespoke built-ins are the perfect place for books or family photos. A coveted private office w/its own balcony & an additional powder rm complete this level. Upstairs, the primary suite offers a quiet retreat w/tranquil treetop views, wall-to-wall custom built-ins, & a designer savvy ensuite bathed in natural light from the lg skylight. Two additional generously sized bedrms share a renovated Jack & Jill bathrm. Extensively renovated in 2020, this home features a reimagined open concept layout on the main level, new kitchen & bathrms, hardwood flrs, & brand-new roof. Set back from the street w/a long gracious driveway for 4 cars + 1-car garage, steps to parks, ravines, Branksome Hall & exceptional public schools, shops, TTC & more, this is an exceptional opportunity in South Rosedale, where homes of this calibre & setting are seldom available. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE and CHESTNUT PARK REAL ESTATE LIMITED- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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6 Jean Street in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13086058
6 Jean Street Toronto M4W 3A7 OPEN HOUSE: May 09, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 9, 2026 2:00PM - 4:00PMOPEN HOUSE: May 10, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 10, 2026 2:00PM - 4:00PM
$1,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13086058
- Bedrooms:
- 5
- Bathrooms:
- 2
Imagine coming home every day to your dream house priced at under $2million in coveted North Rosedale. Reimagined for modern living & ideally priced at an entry level to one of Toronto's most prestigious neighbourhoods, this detached, fully renovated home offers unbeatable quality and value. Quietly tucked on a dead-end street, 6 Jean St. offers the rare combination of thoughtful design, turnkey condition, & an unbeatable lifestyle w/ amazing neighbours and community that is enduring & welcoming. Taken down to the studs & completely rebuilt in 2014 by Bravehart Building, this home blends timeless character with a clean, contemporary edge. Inside, the main floor is bright, open, & designed for how people live today. A large living rm with bay windows, a Stuv wood-burning fireplace, & custom built-ins flows effortlessly into an oversized dining area & a sleek, fully equipped kitchen w/ Caesarstone counters, marble backsplash, & a full suite of built-in KitchenAid appliances, incl: a gas cooktop & wine fridge. Luxury Pella doors open to a private backyard w/ a cedar deck-perfect for summer nights & easy entertaining. Upstairs has three generously sized bedrooms, including a primary suite w/ custom closets & a spa-inspired ensuite w/heated floors. A versatile third-floor loft creates the ideal fourth bedrm, home office, or creative space. The lower level, renovated in 2022, is bright w/ amazing play space for kids, featuring above-grade windows & flexible options for the entire area! The location truly sets this home apart. Walk to Rosedale & Chorley Park in minutes & down to the Evergreen Brick Works for the farmers market each week or simply stroll to Summerhill Market & all the shops in the stretch. Steps to the city's best public schools of Whitney P.S. or O.L.P.H or minutes to Branksome Hall or the TTC w/ easy access to York, U.C.C, R.S.G.C and more, this turnkey, design-forward home is an incredibly smart entry into Rosedale - truly the perfect move! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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502 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13079216
502 21 Dale Avenue Toronto M4W 1K3
$1,195,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13079216
- Bedrooms:
- 3
- Bathrooms:
- 2
Suite 502 at 21 Dale Avenue is a rare three-bedroom, two-bath residence in coveted Kensington Apartments, a welcoming and distinguished co-op community in the heart of South Rosedale. Offering ground-floor convenience in one of the quietest areas of the building, this suite enjoys east-facing ravine views complemented by southern exposure. Bright, beautifully scaled rooms and open-concept living and dining areas deliver the size, ease and flow of a traditional home. The layout accommodates full-scale furnishings effortlessly, making it an ideal choice for down-sizers seeking space without compromise. All three bedrooms are generously sized, with ample closet space and windows that draw in abundant natural light. The third bedroom presently opens to the living room, offering flexibility and the option to close it off again. One of the most exceptional features of this suite is the large private patio, which offers the feel of a backyard. Perfect for entertaining, morning coffee with a view of the trees, or giving pets room to roam, it strengthens the home's connection to nature and the surrounding ravine landscape. Residents enjoy an impressive array of amenities, including a 24-hour concierge, both indoor and outdoor pools, an exercise room, a well-curated library and visitor parking. The expansive grounds are spectacular, bordered by breathtaking ravines and beautifully manicured gardens. Additional highlights include a large storage locker, the option to rent indoor or outdoor parking, and maintenance fees that cover property taxes, cable, and internet. BBQs are permitted on the patio, and the building is notably pet-friendly. Situated in a leafy residential enclave known for its character homes, Suite 502 offers the comfort of a home, the ease of co-op living, and the serenity of a tree-lined ravine-side retreat. Plus, the building is just a short walk to Castle Frank subway station and offers quick access to Bloor Street, the Danforth, Yorkville, and the DVP. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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433 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13080642
433 21 Dale Avenue Toronto M4W 1K3
$1,450,000Residential Condo & Other- Status:
- Active Under Contract
- MLS® Num:
- C13080642
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to Apartment 433-21 Dale Avenue, ideally located in South Rosedale with a short walk to either Castle Frank or Sherbourne Subway Stations and an easy walk to Yorkville.Kensington Apartments is one of the most sought after Co-op buildings in Rosedale. It is managed by Crossbridge and enjoys 24 security. The property itself is situated on 5 acres of lovely property with lush manicured gardens and idyllic ravine settings.There is a total of 1,407 interior sqft with a private balcony of 167 sqft. It was completely renovated in early 2020 by the current owners.The living room is a very good size and enjoys an electric fireplace. The living room is large enough to accommodate a baby grand piano.The dining room is large enough to accommodate large dinner parties & family holidays.Off of the dining and living room is a large and private balcony, ideally situated in the trees.The apartment has excellent flow and feels more like a bungalow.The den has sliding pocket doors for privacy.It has a fitted closet as well and a built in work area.Across the hall is a lovely 3 piece bathroom with fitted shower stall. At the end of the hallway is the king sized primary bedroom overlooking the trees for privacy and peace.Off the primary bedroom is a large 4 piece bathroom with an excellent sized soaker tub. There is a large walk-in closet for storage, luggage or other personal items. This apartment is one of the best to come to the market in some time. It is beautifully renovated, tasteful, spacious - there is nothing to do. Down the outside hallway is the laundry facilities. The indoor pool and gym are located on the Terrace level. There is an outdoor pool for fun in the sun.The main reception is being tastefully renovated and soon to be completed. There is ample guest parking located at the west end of the property. Pets are welcome at Kensington Apartments. Indoor/outdoor parking and locker storage are available and assigned by the management office when you move in. Enjoy. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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17 Elm Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13080722
17 Elm Avenue Toronto M4W 1M9
$5,850,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13080722
- Bedrooms:
- 8
- Bathrooms:
- 6
One of the most charming homes in South Rosedale, this exceptional residence blends timeless elegance with the scale and functionality of modern family living. Offering over 5,000 square feet of living space, along with 6+1 bedrooms and 7 bathrooms, the home is thoughtfully designed with beautifully proportioned principal rooms, refined architectural details, and an effortless flow for both everyday living and grand entertaining. A stunning reception hall sets the tone upon arrival, introducing warm, inviting interiors filled with natural light and classic character. The spacious layout includes generous formal and informal living areas, ideal for family life and hosting, while the primary retreat offers a private sanctuary with exceptional scale and comfort. Gated parking for four cars adds a rare level of convenience in this coveted neighbourhood. Nestled among South Rosedale's iconic tree-lined streets and grand heritage homes, the location is unmatched for those seeking both prestige and convenience. Just moments to top private and public schools, beautiful parks, ravine trails, and the shops and dining of Summerhill and Yorkville, this is a rare opportunity to own a distinguished residence in one of Toronto's most sought-after enclaves. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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36 Binscarth Road in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13076216
36 Binscarth Road Toronto M4W 1Y1
$10,800Residential Freehold- Status:
- For Lease
- MLS® Num:
- C13076216
- Bedrooms:
- 5
- Bathrooms:
- 5
*Rare opportunity to live in this impeccable, bright, meticulous ,contemporary home in the prestigious Rosedale neighborhood* Appx 90% custom rebuilt like New Home With Incredible Finishing, Functional Layout, Wall Paneling* Walk-Up Basement Has 3pc Washroom & Heated Floor & Nanny Room* Open Concept. Custom Gourmet Kitchen Cabinetry by Bellin. * Inground Sprinkler Irrigation System for the Professional Landscaped Garden* Short Distance to Park & Ravine* More detailsListed by REAL ONE REALTY INC.- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
Data was last updated May 8, 2026 at 06:15 AM (UTC)