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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52 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12317307
52 Roxborough Drive Toronto M4W 1X1 
$7,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12317307
- Bedrooms:
- 4
- Bathrooms:
- 5
Set along one of North Rosedales most established and tree-lined streets, this reimagined home offers a rare combination of architectural integrity and modern refinement. The 128-foot frontage provides a sense of space not often found in the city, while inside, the layout unfolds with ease and intention. Natural light fills the main level, where principal rooms overlook a quiet, green backdrop. The kitchen, designed for everyday living as much as entertaining, opens into a warm, inviting family space with seamless access to the private and ravine-like backyard. Upstairs, four well-proportioned bedrooms offer privacy and flexibility. The primary suite is tucked away, with a generous walk-in closet and a spa inspired ensuite that brings a sense of calm. A secondary suite with its own balcony is perfect for extended family or guests, and two additional bedrooms are thoughtfully connected by a shared bath.The lower level is bright and functional, with an above-grade design that welcomes natural light. It features a spacious laundry room with direct garage access and a flexible open layout, ideal for a home gym, media lounge, office, or guest suite. Whether for extended family, work-from-home needs, or future adaptability, this level offers space that evolves with your lifestyle. A heated driveway and walkway lead to an attached garage, plus two-car parking on the driveway for car enthusiasts or additional guests. A short walk to Chorley Park, the Brick Works, and Summerhill Market, and situated near some of the citys top schools. More detailsListed by FOREST HILL REAL ESTATE INC. and THE AGENCY- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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203 149 South Drive in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12314817
203 149 South Drive Toronto M4W 1S3
$995,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12314817
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to this beautifully renovated corner suite in the heart of Rosedale, offering approx. 1,000 sq.ft. of bright, elegant living space with stunning treetop views directly across from Craigleigh Gardens. This rare offering includes a 171 sq.ft. private balcony perfect for morning coffee, quiet evenings, or entertaining guests.The open-concept kitchen is a standout, featuring a large island, sleek stone countertops, and stainless steel appliances. It flows effortlessly into the generous living and dining areas, where oversized windows fill the space with natural light. Freshly painted and move-in ready, this suite offers two well-proportioned bedrooms with excellent closet space, a stylishly renovated bath, air conditioning, and classic parquet flooring throughout. Set in an intimate 18-unit co-op, the building offers a strong sense of community, secure storage, and both shared and private laundry facilities. One parking space is included. The building has been tastefully updated with renovated hallways and impeccably maintained common areas. A live-in superintendent ensures day-to-day operations run smoothly. Enjoy the beauty of Rosedale living just steps to Castle Frank subway, the ravine system, the Don Valley trails, Brickworks, and Summerhill Market. With quick access to the DVP, downtown, and Yonge Street, this is a truly special place to call home. More detailsListed by ROYAL LEPAGE/J & D DIVISION and ROYAL LEPAGE SIGNATURE REALTY- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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23 Douglas Drive in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C12313399
23 Douglas Drive Toronto M4W 2B2
$28,000Residential Freehold- Status:
- For Lease
- MLS® Num:
- C12313399
- Bedrooms:
- 5
- Bathrooms:
- 6
Experience elevated comfort in this exceptional fully furnished 4+1 bedroom, 6-bath residence, now available for lease. Situated on a rare 45 x 145 ft lot on one of North Rosedales most prestigious streets, this home offers over 5,000 sq. ft. of beautifully designed living space and is fully equipped to move in and enjoy. The main floor features an open concept living/dining space, ideal for both intimate and grand entertaining w/ a stone-mantle gas fireplace, custom drapery, b/in speakers and engineered hardwood flooring. The chefs kitchen boasts top-tier Miele appliances, stone counters and b/splash, an oversized island with b/in breakfast table, and dedicated coffee servery. Flowing into the sunlit family room, this space offers custom cabinetry, b/in speakers, a 2nd stone mantle gas fireplace, and w/o to a private deck w. outdoor speakers. A dedicated home office w. custom built-ins adds functionality. The second level features a luxurious primary suite with vaulted ceilings, treetop views, spa-inspired 6-pc ensuite, and custom walk-in closet. Three additional bedrooms, each with private ensuite, heated floors, and towel warmers, provide exceptional comfort. A second-floor wet bar and laundry complete this level. The lower level offers a full recreation space with 9'+ ceilings, media lounge, wet bar, gym/nanny suite with sauna and 4-pc bath and second laundry room. Additional features include: Heated driveway & walkway, Automatic entry gate, Professionally landscaped grounds. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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304 45 Glen Road in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C12311016
304 45 Glen Road Toronto M4W 2V2
$3,100Residential Freehold- Status:
- For Lease
- MLS® Num:
- C12311016
- Bedrooms:
- 2
- Bathrooms:
- 1
Beautiful Bright 2 Bedroom Apartment For Rent In Rosedale. 45 Glen Road Is An Art Deco Bldg Located On A Tree-Lined Street In The Heart Of One Of The Most Prestigious Neighbourhoods In Toronto. You Will Find This Location Offers A Sense Of Community, And A Short Commute To Shops, Cafes, Galleries and Restaurants. Residents Would Describe This Building As Quiet And Well Managed With A Large Beautiful Vegetation Surrounded Back Patio. More detailsListed by SWISS CANADIAN MANAGEMENT COMPANY LTD.- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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Upper 81 Whitehall Road in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C12310732
Upper 81 Whitehall Road Toronto M4W 2C8
$5,500Residential Freehold- Status:
- For Lease
- MLS® Num:
- C12310732
- Bedrooms:
- 3
- Bathrooms:
- 3
Prepare to be wowed by this rare, sun-drenched 2+1 bedroom residence nestled in the heart of prestigious Rosedale!Boasting over 2,600 sq. ft. across two beautifully curated levels, this exceptional suite is bursting with charm, character, and natural light, thanks to multiple skylights that illuminate the space throughout.Enjoy grand principal rooms ideal for both entertaining and unwinding, complete with gleaming hardwood floors, two fireplaces, and refined, elegant finishes. The upper level offers outstanding flexibility, featuring a spacious den, a full bathroom, a large additional living area, and a stylish bar perfect as a guest retreat, teen lounge, or nanny suite. Located close to highly ranked Whitney Jr. Public School, Deer Park Jr., Summerhill Market, the TTC, and scenic ravine trails, this one-of-a-kind home offers the perfect blend of upscale living and everyday convenience. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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#2 162 Glen Road in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C12311344
#2 162 Glen Road Toronto M4W 2W6
$4,000Residential Freehold- Status:
- For Lease
- MLS® Num:
- C12311344
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 162 Glen Road, Second Floor. This freshly updated three-bedroom, two-bath residence offers elegant living in the heart of Rosedale. Featuring pot lights throughout and a fresh coat of paint, this spacious unit includes a private dining room, a bright living area with a fireplace and walk-out to a large covered terrace, and a functional kitchen with stainless-steel appliances and generous natural light. The primary bedroom boasts a full ensuite, while the second and third bedrooms provide versatility for use as guest rooms, a home office, or a cozy family room. Ensuite laundry room off of the dining room. Front parking pad included. More detailsListed by ROYAL LEPAGE YOUR COMMUNITY REALTY- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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14 464 Summerhill Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C12307591
14 464 Summerhill Avenue Toronto M4W 2E4
$2,495Residential Freehold- Status:
- For Lease
- MLS® Num:
- C12307591
- Bedrooms:
- 2
- Bathrooms:
- 1
Prime Rosedale location! This freshly painted bright 2-bedroom unit offers a cozy open concept layout, featuring fair size bedrooms, recently updated light fixtures and window coverings. Enjoy an unbeatable location on a sought-after residential street, with Summerhill Market at your doorstep and just a short walk to Summerhill Station. Situated within the Whitney Junior Public School and Deer Park Jr School districts, and surrounded by serene parks, ravines, and trails. Tennis courts and all the vibrant amenities of Yonge Street-including restaurants, shopping, and more-are close by. Experience the perfect blend of elegance, convenience, and urban lifestyle in this exceptional Rosedale residence. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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97 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12305140
97 Glen Road Toronto M4W 2V5
$8,900,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12305140
- Bedrooms:
- 7
- Bathrooms:
- 9
A Rare chance in one of the most celebrated neighbourhoods, South Rosedale. Perfectly set back from the main street for privacy, this spectacular oversized lot offers expansive outdoor space upon it's impressive entrance. This is a once-in-a-generation opportunity. Grand, one-of-a-kind estate home in the heart of Toronto's most distinguished neighbourhood. A true Rosedale landmark with historical significance, this magnificent residence exudes timeless sophistication and sits on a prized street with other elegant homes and estates. With a presence like no other, it offers an unmatched blend of heritage, scale, and distinction. Boasting over 8,000 square feet of planned living space, this exceptional property offers unrivaled architectural elegance. Currently under renovation and being sold *as-is*, the home includes approved permits and meticulously designed architectural plans. The plan is a beautiful, timeless vision blending classic traditional design with refined modern touches. A plan that took years to perfect, it offers the ideal balance of elegance, functionality, and lasting appeal. It's grand dedicated spaces and stately proportions will surely satisfy the most discerning taste. This is a home meant for a growing, multi-generational family designed to be cherished and lived in for generations to come. Live surrounded by the best of Toronto just minutes to top private schools, ravines, Yorkville, and the downtown core while enjoying the peaceful charm and exclusivity of one of the city's most celebrated enclaves. Do not miss this legacy in the making. **photos are renderings** More detailsListed by HARVEY KALLES REAL ESTATE LTD.- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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20 Elm Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12300699
20 Elm Avenue Toronto M4W 1N3
$13,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12300699
- Bedrooms:
- 6
- Bathrooms:
- 9
A magnificent and grand Rosedale estate that seamlessly blends modern, state-of-the-art living with historic charm. Set on an extraordinary 80 x 229-foot lot - spanning over 1/3 of an acre - this meticulously restored home offers over 11,500 sq ft of living space across four levels. This elegant residence showcases original architectural flourishes, including hand-carved moldings, eight fireplaces, and a dramatic entrance foyer. Soaring ceilings and intricate details throughout preserve the homes 1890 heritage while incorporating every modern luxury. The home features a huge gourmet kitchen, three outstanding family living areas, spa-inspired bathrooms, and an expansive four-room primary suite. A four-floor elevator ensures effortless access to every level. The backyard is a private urban oasis framed by manicured gardens and offering a magnificent pool and spa, along with multiple terraced patios for entertaining. A gated driveway leads to a detached three-car garage, with parking for up to nine vehicles. Located within walking distance to the TTC subway, top private and public schools, and with quick access to major routes and downtown, this is an unmatched opportunity. A rare chance to own a landmark Rosedale property perfect for grand entertaining and refined daily living. Truly for the most discerning buyer. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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116 Glen Road in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C12300593
116 Glen Road Toronto M4W 2W2
$14,000Residential Freehold- Status:
- For Lease
- MLS® Num:
- C12300593
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to 116 Glen Road, a luxurious residence ideally located in prestigious Rosedale.Freshly painted inside and out, this sophisticated home blends classic elegance and contemporary comfort. The sunlit open-concept main floor is perfect for entertaining,featuring a stylish living room with a modern gas fireplace and Juliet balconies. The gourmet kitchen boasts a spacious island and premium appliances, seamlessly connecting to a private,low-maintenance courtyard patio-ideal for summer dining. This exquisite property offers four spacious bedrooms and five beautifully designed bathrooms. The second floor includes three generous bedrooms, one with a private ensuite featuring heated floors. The top-floor primary suite is a luxurious retreat with cathedral ceilings, skylights, dual walk-in closets, and alavish 5-piece ensuite with heated marble floors, a freestanding tub, and double vanity. The fully finished lower level adds versatile space with a cozy recreation room, gas fireplace,full bathroom, laundry, and ample storage. Additional features include a heated built-in garage and widened driveway. Ideally situated within walking distance to Summerhill, Yonge and Bloor, Craigleigh Gardens. This home offers seamless access to Rosedale and Sherbourne TTC stations. Short walk to Branksome Hall and Mooredale House. 116 Glen Road is a truly exceptional, low-maintenance urban sanctuary. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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301 25 Scrivener Square in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09) : MLS®# C12298030
301 25 Scrivener Square Toronto M4W 3Y6
$2,930Residential Condo & Other- Status:
- For Lease
- MLS® Num:
- C12298030
- Bedrooms:
- 2
- Bathrooms:
- 1
* "The Thornwood" Rosedale's Most Sought After Condo * Designed By Gluckstein * Elegant Finishes Throughout * Hardwood Floors In Living/Dining/Den * Granite Countertop * California Shutters * Prestigious Location * 24 Hrs Concierge * Walk To Summerhill Subway & All Amenities * More detailsListed by TRADEWORLD REALTY INC- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
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74 Dale Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12292312
74 Dale Avenue Toronto M4W 1K9
$2,990,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12292312
- Bedrooms:
- 6
- Bathrooms:
- 5
Absolutely Stunning Rare South Rosedale 5+1 Bed 4.5 Bath Fully Freehold Detached Home With Permit for Secondary Unit Applied with City, for Half the Price of Condo Townhomes on the Street In Canada's Most Coveted Neighborhood With Proximity To Top-Ranked Schools; Elementary School*Rosedale Public*, High School *Northern Secondary*, Private Schools *Branksome Hall, Upper Canada College & The York School*, Recently Spent More Than $150K On Reno, Newer Hardwood Floor Throughout, 4 Newer Washrooms, Newer Roof, Brand New Dig Out Basement Concrete And Weeping, And Much More! 100 Metres To Castlefrank Subway Station! Excellent Location, Mins To DVP/Bloor/Gardiner, Yonge/Bloor, Danforth Food/Entertainment & Yorkville Shopping Districts. Close To UofT, Hospitals, Museums, Business & Entertainment Centres. Recently Spent More Than $150K On Reno, Newer Hardwood Floor T/O, 4 Newer Washrooms, Newer Roof, Brand New Dig Out Basement Concrete & Weeping, And Much More! SS Fridge, Gas Stove, B/I Dishwasher, B/I Microwave, 2 Washers, 2 Dryers. More detailsListed by MINMAXX REALTY INC.- The Living TO Team
- Living TO
- (647)424-0453
- info@livingto.ca
Data was last updated August 2, 2025 at 04:15 AM (UTC)