Looking for Rosedale homes for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ link.

1-12/36
  • 52 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12317307

    52 Roxborough Drive Rosedale-Moore Park Toronto M4W 1X1
    Main Photo: 52 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12317307
    $7,800,000
    Residential 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 details
    Listed by FOREST HILL REAL ESTATE INC. and THE AGENCY
    OLENA FEOKTISTOVA
  • 116 Shaftesbury Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12312076

    116 Shaftesbury Avenue Rosedale-Moore Park Toronto M4T 1A5
    Main Photo: 116 Shaftesbury Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12312076
    $1,595,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12312076
    Bedrooms:
    2
    Bathrooms:
    2
    Discover this 1880s Victorian charmer in Summerhill. Find thoughtfully designed, bright interiors behind a historical facade. Enjoy a quiet back garden and comforts like radiant underfloor heating in the bathrooms. Walk, bike and run along ravine trails steps from your front door. Access Summerhill TTC station from your street. Walk to some of central Torontos best restaurants, cafes, shops and wellness/sports/fitness amenities. Everything you need in a compact urban format. Click multimedia below to view video. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    OLENA FEOKTISTOVA
  • 97 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12305140

    97 Glen Road Rosedale-Moore Park Toronto M4W 2V5
    Main Photo: 97 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12305140
    $8,900,000
    Residential 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 details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    OLENA FEOKTISTOVA
  • 20 Elm Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12300699

    20 Elm Avenue Rosedale-Moore Park Toronto M4W 1N3
    Main Photo: 20 Elm Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12300699
    $13,950,000
    Residential 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 details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    OLENA FEOKTISTOVA
  • 74 Dale Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12292312

    74 Dale Avenue Rosedale-Moore Park Toronto M4W 1K9
    Main Photo: 74 Dale Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12292312
    $2,990,000
    Residential 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 details
    Listed by MINMAXX REALTY INC.
    OLENA FEOKTISTOVA
  • 11 Hawthorn Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12287948

    11 Hawthorn Avenue Rosedale-Moore Park Toronto M4W 2Z1
    Main Photo: 11 Hawthorn Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12287948
    $4,498,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12287948
    Bedrooms:
    4
    Bathrooms:
    5
    Nestled in prime South Rosedale & featured in 'Style at Home' Magazine this stunning 4BR plus office,5-bathroom family home sits on a rare 35 by 150-foot pool size lot & offers over 3800 sqft of elegant living space incl LL. With gorgeous curb appeal on one of Rosedale's most a sought-after family-friendly streets, this residence blends timeless charm with modern luxury. The welcoming front foyer features a beautifully appointed 2-piece bathroom, with rich oak hardwood floors extending throughout the home. The open-concept living & dining area boasts bay windows, a wood-burning fireplace, exquisite leaded glass windows, and custom built-in bookcases. A spectacular walnut chef's kitchen serves as the heart of the home, featuring a long breakfast island, marble countertops, a Butler's pantry and an open flow to a cozy sitting area and breakfast nook overlooking the private deep backyard oasis, perfect for entertaining. A convenient & functional mudroom with built-in closets provides direct access to the outdoors. The 2nd floor offers a luxurious and spacious primary bedroom with large sitting area, brand new ensuite bathroom, bay windows, & ample storage. A bright 2nd bedroom features an artisan tin ceiling, while a light-filled office includes wraparound windows & a built-in walnut entertainment unit overlooking the backyard. A charming sitting area on 2nd floor landing perfect for a reading nook, & a brand new two-piece bathroom complete this level. The 3rd floor has 2 beautiful bedrooms, both with broadloom, large windows, closets, & LED lighting. A luxurious 4-piece bathroom features marble finishes & heated floors. The finished basement offers heated floors, built-in speakers, a spacious laundry room, abundant storage, & a large rec room-perfect for family activities or entertaining. Located in one of Toronto's most prestigious neighborhoods, this home is close to the TTC, DVP, downtown, and top-rated schools, including Branksome Hall and Rosedale Public School. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    OLENA FEOKTISTOVA
  • 91 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12286583

    91 Glen Road Rosedale-Moore Park Toronto M4W 2V5
    Main Photo: 91 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12286583
    $3,350,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12286583
    Bedrooms:
    3
    Bathrooms:
    4
    Exuding timeless elegance, this South Rosedale townhome was designed by renowned custom homebuilder Joe Brennan. Nestled on a winding, tree-lined section of Glen Road with a long setback from the road to ensure privacy. With over 3,300 sq ft across three levels, this home offers a seamless layout with the opportunity to customize as needed. The main floor of this home is truly a 'wow' - oversize in scale with high ceilings and well-suited for entertaining. Featuring magnificent natural light cascading from multiple skylights, rich dark hardwood flooring and a wood-burning fireplace flanked by large picture windows overlooking the garden. The formal dining room comfortably seats eight to ten people and features beautiful panelling and a convenient servery leading to the thoughtfully-designed kitchen. On the second floor, the massive primary bedroom offers a bright and airy ensuite with skylight, and the spacious second bedroom has its own ensuite and a walk-in closet. Ample space on the second floor offers the possibility to reconfigure for three bedrooms. The above-grade ground level offers a family room / office with a gas fireplace, large picture windows and a walk-out to the garden. Truly an enviable location, access to Craigleigh Gardens park and Milkmans Lane trail is just around the corner for a peaceful retreat under the tree canopy. Toronto's finest private and public schools including Branksome Hall and Rosedale Jr Public School are nearby. Situated just steps to the bus stop and walking distance to both Rosedale and Castle Frank subway stations ensures that you are well connected to the city. Rare three-car parking with an integrated garage providing direct access to the home and a long private interlocking brick drive. This is a wonderful opportunity for discerning buyers seeking the lifestyle and tranquility of this coveted neighbourhood. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    OLENA FEOKTISTOVA
  • 45 Mathersfield Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12272916

    45 Mathersfield Drive Rosedale-Moore Park Toronto M4W 3W4
    Main Photo: 45 Mathersfield Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12272916
    $5,899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12272916
    Bedrooms:
    5
    Bathrooms:
    6
    Luxury meets location. South Rosedale home would be considered a prize in this uniquely located, small development completed roughly 25 years ago. The quality of construction combined with custom moldings, and vaulted ceilings states luxury. The convenience of being able to walk to top restaurants, shopping, and the Summerhill subway in under 5 minutes states location. More details
    Listed by KELLER WILLIAMS REFERRED URBAN REALTY
    OLENA FEOKTISTOVA
  • 337 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12267464

    337 Glen Road Rosedale-Moore Park Toronto M4W 2X4
    Main Photo: 337 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12267464
    $1,799,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12267464
    Bedrooms:
    2
    Bathrooms:
    2
    Located In Rosedale's Most Desirable Pocket And Nestled Within The Top-Tier OLPH And Whitney School Districts, This Elegant Residence Boasts A Private Backyard Oasis Canopied By Mature Trees - An Ideal Retreat For Outdoor Entertaining. Just A Short Stroll To Chorley Park, Scenic Ravines, The Brickworks Market, And Upscale Grocers, With Effortless TTC Access, This Home Offers Refined Living In A Vibrant, Walkable Community More details
    Listed by INTERNATIONAL REALTY FIRM, INC.
    OLENA FEOKTISTOVA
  • 130 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12267472

    130 Glen Road Rosedale-Moore Park Toronto M4W 2W3
    Main Photo: 130 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12267472
    $3,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12267472
    Bedrooms:
    6
    Bathrooms:
    4
    Client Remarks Timeless Elegance Meets Modern Functionality on Glen Road Located in North Rosedale, this detached 5+1 bedroom, 4 bathroom home blends sophisticated design with family-friendly comfort. The main floor features a west-facing sliding door that opens to the backyard, illuminating the open-concept living and dining areas. Hardwood floors complement the wood-burning fireplace and updated eat-in kitchen with stainless steel appliances. Upstairs, the primary suite includes a 5-piece ensuite and walk-in closet. A spacious second bedroom with a home office nook sits next to a cozy family room, which can be converted into a fifth bedroom. The third floor has two light-filled bedrooms sharing a renovated bathroom, along with a laundry area. The lower level offers a large entertainment space, storage, and a potential 6th bedroom. With a separate entrance, this space is ideal for a nanny suite. The fenced west-facing backyard features a sun-soaked deck, complimented by maintenance free landscaping. Located near Chorley Park, Rosedale Park, and the Beltline Trail, this home is in the highly sought-after Whitney PS and OLPH school districts, close to top private schools and Mooredale House. Enjoy the charm of Summerhill shops, local dining on Yonge Street, and convenient TTC access. Only 15 minutes to the Financial District, this is an incredible opportunity to own in one of the city's most sought-after neighbourhoods. More details
    Listed by BOSLEY REAL ESTATE LTD.
    OLENA FEOKTISTOVA
  • 162 St Clair Avenue E in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12263550

    162 St Clair Avenue E Rosedale-Moore Park Toronto M4T 1N8
    Main Photo: 162 St Clair Avenue E in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12263550
    $1,749,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12263550
    Bedrooms:
    4
    Bathrooms:
    3
    Exceptional Opportunity To Own A Charming Detached Home In Prestigious Moore Park With Rare Double Garage. This Elegant 3+1 Bed, 3 Bath Residence Combines Timeless Character With Thoughtful Modern Updates. Features A Contemporary Kitchen With Stainless Steel Appliances, A Sun-Filled Main Floor Bedroom Overlooking A Tranquil Garden With Full Semi-Ensuite Bath. Oversized Primary Bedroom Fits A King Bed; Third Large Bedroom Walks Out To A Spacious Balcony. Recently Renovated Basement With Separate Entrance, Full Bath, Kitchenette & Laundry, Ideal For In-Laws, Guests Or Rental Income. Shared Driveway Leads To A Double Garage With Opportunity To Expand Outdoor Parking. Steps To St Clair Subway Station, Yonge St, TTC, Ravines, Trails, And Top-Ranked Schools (Deer Park PS, UCC). A Rare Gem In One Of Torontos Most Coveted Neighbourhoods! More details
    Listed by CC GROUP REALTY
    OLENA FEOKTISTOVA
  • 101 Clifton Road in Toronto: Mount Pleasant East House for sale (Toronto C10) : MLS®# C12255566

    101 Clifton Road Mount Pleasant East Toronto M4T 2G3
    Main Photo: 101 Clifton Road in Toronto: Mount Pleasant East House for sale (Toronto C10)  : MLS®# C12255566
    $2,990,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12255566
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 101 Clifton a beautifully renovated home tucked away on a quiet, tree-lined street in one of Toronto's most charming neighbourhoods. Situated on a 29 by 94 ft lot. Blending modern elegance with classic character, this home lets you experience the warmth and history of the city every day, with the comfort and style of contemporary living. The bright, open-concept layout features 4 spacious bedrooms, including a primary suite with its own ensuite, a private balcony overlooking the backyard and ample closet space. Modern renovated bathrooms, engineered oak floors, a gorgeous entrance with a double door. But the heart of the home is a sleek, functional custom kitchen with a statement island, perfect for casual family meals or hosting large gatherings. Leading into a beautiful family and dinning room overlooking the backyard and deck. This home has a fully legal basement apartment adding flexibility for rental income, a guest suite, or private space for extended family. Step outside to your tranquil backyard retreat, full landscaping and a garden complete with a large deck ideal for summer evenings, weekend BBQs, and quiet morning coffees. With a private driveway and parking for two cars, this home truly has it all. A rare, turn-key opportunity in one of Toronto's most sought-after enclaves where timeless'charm meets modern convenience. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    OLENA FEOKTISTOVA
1-12/36
Data was last updated August 2, 2025 at 01:15 AM (UTC)
powered by myRealPage.com

Make A Smart Purchase

Ready to buy a Toronto home? I’ll help you find an exceptional property in the right community to suit your family and lifestyle for years to come.