Ravine trails, heritage homes, and hush-quiet crescents—Toronto’s most storied enclave, minutes from Yonge & Bloor.

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  • 644 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13465268

    644 21 Dale Avenue Rosedale-Moore Park Toronto M4W 1K3
    Main Photo: 644 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13465268
    $1,155,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13465268
    Bedrooms:
    3
    Bathrooms:
    2
    Large unit with 2 balconies awaits your personal touch in one of Toronto's most prestigious residential enclaves. Situated at coveted 21 Dale Avenue, this spacious 3-bedroom, 2-bathroom condo presents a rare blank canvas ready for a custom renovation to create your ultimate dream home. The expansive floor plan boasts large-scale rooms throughout, a premium central air conditioning system, and two full bathrooms featuring an oversized glass shower. Step outside onto either of the two huge, private balconies to enjoy serene views overlooking the building's gorgeous, meticulously manicured courtyard gardens. While the interior is primed for a modern transformation, the building itself delivers the high-demand, luxury features buyers search for: 24-hour gatehouse security, indoor and outdoor swimming pools, a fitness centre, and pristine ravine-side grounds. This is an exceptional opportunity for downsizers, families, or design-focused buyers looking to trade cookie-cutter layouts for grand space and premier building amenities. More details
    Listed by RE/MAX PRIME PROPERTIES - UNIQUE GROUP
    Ivana Novak
  • 96 Whitehall Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13460278

    96 Whitehall Road Rosedale-Moore Park Toronto M4W 2C7
    Main Photo: 96 Whitehall Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13460278
    $2,990,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13460278
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome To This Surprisingly Spacious & Elegantly Appointed Family Home In Prestigious North Rosedale, Offering Exceptional Comfort In Absolute Move-In Condition. Thoughtfully Designed With A Functional And Inviting Layout, The Home Features 3+2 Bedrooms, A Bright Living Room With Fireplace, Formal Dining Area, And A Sun-Filled Sunroom That Brings In An Abundance Of Natural Light. The Kitchen Is Both Practical And Welcoming, While The Main Floor Family Room Walks Out To A Private Garden, ideal For Everyday Living And Effortless Entertaining. Upstairs, The Spacious Primary Retreat Offers A Walk-In Closet And Ensuite, Complemented By Two Well-Proportioned Bedrooms.The Lower Level Is Exceptionally Bright, Featuring Multiple Above-Grade Windows That Fill The Space With Natural Light. It Offers A Large Recreation Area, Additional Bedrooms, And Flexible Space Ideal For A Private Home Office Or Extended Family Living. With Its Layout, There Is Also Potential To Create A Separate Entrance, Further Enhancing Privacy And Functionality.Just Steps To Rosedale Park, Whitney Junior Public School, And Summerhill Market, This Home Is Surrounded By Top-Tier Schools, Ravine Trails, And Some Of The City's Most Sought-After Amenities. A Rare Opportunity To Own A Turnkey Home In One Of Toronto's Most Established And Desirable Neighbourhoods. More details
    Listed by RE/MAX REALTRON LUCKY PENNY HOMES REALTY
    Ivana Novak
  • 170 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13461906

    170 Roxborough Drive Rosedale-Moore Park Toronto M4W 1X8
    Main Photo: 170 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13461906
    $11,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13461906
    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 in-ground pool takes centre stage. Surrounded by flagstone 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 details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Ivana Novak
  • 188 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13455784

    188 Glen Road Rosedale-Moore Park Toronto M4W 2W9
    OPEN HOUSE: Jun 21, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, June 21, 2026 2:00PM - 4:00PM
    Main Photo: 188 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13455784
    $1,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13455784
    Bedrooms:
    6
    Bathrooms:
    3
    Nestled In Prestigious Rosedale, 188 Glen Road Offers A Classic Three-Storey Family Home On One Of Toronto's Most Coveted Streets. Featuring Six Bedrooms, A Private Driveway, And A Garage, This Residence Presents A Rare Opportunity To Shape A Home To Your Vision While Showcasing Its Enduring Architectural Character. Almost 3,000 Sq Ft Of Above-Grade Living Space Provides Generous Principal Rooms And A Traditional Layout, Including An Expansive Kitchen With A Spacious Breakfast Area That Offers A Walk-out To The Patio And Backyard, Ideal For Enjoying Evening Sunsets. The Upper Levels Offer Versatile Bedrooms, With A Family Room On The Second Level For Everyday Living. The Spacious Lower Level With A Separate Entrance Offers Exceptional Flexibility, With Space Suited To A Variety Of Uses And Abundant Storage. Ideally Located Close To Top-Rated Schools And Steps To Chorley Park And The Beltline Trail, The Home Is Also Minutes To Summerhill And Yorkville Shopping, Fine Dining, Transit, And Much More! More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    Ivana Novak
  • 304 7 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13449036

    304 7 Dale Avenue Rosedale-Moore Park Toronto M4W 1K2
    Main Photo: 304 7 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13449036
    $6,499,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13449036
    Bedrooms:
    4
    Bathrooms:
    3
    This is 7 Dale. An extraordinary collection of residences by Hariri Pontarini and Studio Munge, exemplifying quiet luxury in every thoughtfully curated element and every flawlessly executed detail. Step from the elevator directly into your private foyer with double glass door enclosure. Just beyond, a fabulous open flow floorplan unfolds, with massive floor to ceiling windows framing lush green treehouse views of the Rosedale Valley. The DaDa kitchen with its dramatic stone slabs, generously proportioned island and 10-piece Gaggenau appliance suite with both gas and induction cooking options, is as beautiful as it is functional. The living and dining spaces combine for seamless entertaining and open out to a south facing balcony with gas bib for BBQ, all overlooking seasonally landscaped gardens. Back inside, a separate family room offers a more intimate space to tuck in with a great book or movie. The primary retreat enjoys the same serene leafy views, Molteni & C millwork, an elegantly appointed ensuite and bonus flex room with balcony access. Step back into the elevator to arrive at 7 Dale's own sumptuous private spa and fitness club fitted with Pent, Peleton and Tonal equipment, steam rooms and infrared saunas. You'll enjoy 24/7 white glove concierge and security services in the stunning fireside lobby lounge. This is a home suited for year round enjoyment or lock and leave to travel at a moment's notice for extended periods, with complete security and peace of mind assured. Mere minutes to the city's finest shopping and dining venues in Yorkville and Summerhill, yet feels like a world away from the urban bustle. Effortless lifestyle without compromise lives here in your private nature retreat, nestled the heart of city. More details
    Listed by HAZELTON REAL ESTATE INC.
    Ivana Novak
  • 1007 360 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13450056

    1007 360 Bloor Street E Rosedale-Moore Park Toronto M4W 3M3
    Main Photo: 1007 360 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13450056
    $899,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13450056
    Bedrooms:
    2
    Bathrooms:
    2
    An Iconic & Timeless Suite, This Expansive 1510 Square Foot, Two-Bedroom, Two-Bathroom Residence Situated Just Steps From Rosedale & Yorkville Provides An Unrivaled Living Experience Throughout With A Front Row Seat To Bloor Street. The Sun-Drenched South Exposure Provides An Abundance Of Natural Light & Majestic Urban Views. The Impressive, Airy Principal Rooms Are Ideal For Entertaining On Any Scale And Promote Social Circulation. The Contemporary Kitchen Includes A Convenient Breakfast Area, Full-Sized Stainless Steel Appliances & Ample Storage For All Downsizers In Need Of A Proper Kitchen. The Expansive Primary Bedroom Retreat Includes A Spacious Ensuite Bathroom & Large Walk-In Closet. The Large, Bright Second Bedroom Features Breathtaking City Views. The Spacious Living Area/Grand Foyer Could Easily Accommodate An Open-Concept Home Office. The World Class Amenities Include A Party Room, Full-Time Concierge, Indoor Pool, Hot Tub, Squash, Garden Terrace, Visitor Parking & Convenient Car Wash. Unbeatable Location, Steps To Rosedale, Summerhill, Yorkville & Cabbagetown. Easy Access To Public Transit, Acclaimed Shopping & Restaurant, University Of Toronto, UHN & The Rom. More details
    Listed by RE/MAX HALLMARK BIBBY GROUP REALTY
    Ivana Novak
  • 301 360 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13450144

    301 360 Bloor Street E Rosedale-Moore Park Toronto M4W 3M3
    Main Photo: 301 360 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13450144
    $749,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13450144
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to Suite 301 at 360 Bloor Street East - a spacious, south-facing residence in one of the city's most connected and established neighbourhoods. Positioned on Bloor Street East in Rosedale and moments from Yorkville, this address places you in one of Toronto's most connected and established neighbourhoods. Morning coffee, DVP access, the subway, ravine trails, restaurants, Eataly, the Mink Mile, Located within the sought-after Rosedale Junior Public School catchment, U of T, Toronto Metropolitan University (TMU), museums, hospitals, and the downtown core are all within easy reach. Inside, over 1,500 sq. ft. of south-facing exposure , this beautifully renovated suite delivers a move-in-ready experience with a living space that offers the comfort and scale rarely found in today's condominium market. Generous principal rooms, a well-designed two-bedroom layout, two full bathrooms, a chefs kitchen with breakfast area, ensuite laundry room that helps create a home effortlessly - whether downsizing, working from home, or simply looking for refined city living. A full-service building in a highly walkable location - offering the rare balance of residential calm, urban convenience, and access to some of Toronto's best amenities, just minutes away. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    Ivana Novak
  • 2c Tacoma Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13452494

    2c Tacoma Avenue Rosedale-Moore Park Toronto M4T 2B2
    OPEN HOUSE: Jun 20, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, June 20, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Jun 21, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, June 21, 2026 2:00PM - 4:00PM
    Main Photo: 2c Tacoma Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13452494
    $2,175,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13452494
    Bedrooms:
    3
    Bathrooms:
    2
    Tucked away on one of Summerhill's quietest streets, 2C Tacoma Avenue is a spacious end-of-row residence in the coveted Cottingham School District. Thoughtfully designed with soaring 10-foot ceilings on the main level, this 3-bedroom, 3-bathroom home features a sun-filled west-facing terrace, and an attached 2 car garage. Expansive principal rooms offer an exceptional sense of scale and natural light, creating an ideal setting for both everyday living and entertaining. Perfectly positioned just moments from Summerhill's boutiques, cafés, parks, and transit, this is a rare opportunity to enjoy refined urban living in one of Toronto's most sought-after neighbourhoods. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Ivana Novak
  • 402 20 Avoca Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13450172

    402 20 Avoca Avenue Rosedale-Moore Park Toronto M4T 2B8
    Main Photo: 402 20 Avoca Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13450172
    $625,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13450172
    Bedrooms:
    1
    Bathrooms:
    1
    Bright 1-Bedroom, 1-Bathroom Suite Offering Approximately 704 Sf Of Beautifully Renovated Living Space. Open-Concept Layout Features Floor-To-Ceiling Windows In Every Room, There is a Large Kitchen Island in this renovated suite. 30 Ft Covered Balcony Spanning The Full Width Of The Suite overlooking trees on Pleasant Blvd and greenery of the Rosedale Ravine - Great For Entertaining. Short walk to the walking paths of the Rosedale Ravine, Rosehill Garden And David Balfour Park. The Ideal Retreat For Professionals Seeking To Downsize Without Compromising On Luxury Or Location .All-inclusive Maintenance Fee Includes Property Taxes, All Utilities, Rogers Internet And Cable TV. Join A Community Of Caring Residents In This Well-Managed, Highly Coveted Co-Op Building. Amenities Include 24-Hour Concierge, On-Site Property Management, Luxurious Outdoor Pool Surrounded By Mature Trees And Manicured Grounds, Exercise Room, Party/Meeting Room, Hobby Room, Library ,Laundry Facilities, EV Chargers, Car Wash Bay, Bike Storage And Visitor Parking. Steps To Yonge And St Clair Subway, Shops, Restaurants And Everyday Conveniences, Parks, Ravine Trails And Public Library. Enjoy An Exceptional Urban Lifestyle And Easy Access To TTC, Grocery Stores, Dining And Recreation Just Steps Away More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Ivana Novak
  • 490 Summerhill Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13446044

    490 Summerhill Avenue Rosedale-Moore Park Toronto M4W 2E5
    Main Photo: 490 Summerhill Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13446044
    $2,195,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13446044
    Bedrooms:
    7
    Bathrooms:
    3
    Exceptional investment opportunity in prestigious North Rosedale. Situated on coveted Summerhill Avenue, this impressive three-storey property offers incredible flexibility for investors, multi-generational families, or homeowners seeking supplemental rental income. The home features two spacious self-contained apartments plus a charming one-bedroom loft suite with a private balcony, creating multiple living arrangements and income-generating possibilities. Live comfortably in one unit while offsetting expenses with rental income from the others, or capitalize on the property's full investment potential. Set on a desirable lot, the property also includes a detached two-car garage with exciting potential for a future laneway house (subject to applicable approvals), offering an opportunity to further enhance value and income potential. Ideally located just steps from the natural beauty of Chorley Park, the conveniences of Summerhill Market, and some of Toronto's most sought-after amenities, this prime North Rosedale address combines urban convenience with the charm and prestige of one of the city's most distinguished neighbourhoods. A rare opportunity to own a versatile property in an exceptional location with outstanding lifestyle and investment appeal. Garden Suite report available. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED and Chestnut Park Real Estate
    Ivana Novak
  • 3102 825 Church Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13440320

    3102 825 Church Street Rosedale-Moore Park Toronto M4W 3Z4
    Main Photo: 3102 825 Church Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13440320
    $885,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13440320
    Bedrooms:
    3
    Bathrooms:
    2
    Experience refined urban living at The Milan, ideally situated in the prestigious Rosedale-Yorkville neighbourhood. Perched on the 31st floor, this exceptional corner suite is flooded with natural light and showcases breathtaking panoramic views of the Toronto skyline and the picturesque Rosedale Valley. Thoughtfully designed for both comfortable everyday living and sophisticated entertaining, the open-concept layout offers an effortless blend of style and functionality. The designer kitchen serves as the heart of the home, featuring granite countertops, premium appliances, abundant cabinetry, and a seamless connection to the living and dining areas. Expansive windows frame the spectacular views from nearly every angle, creating a bright and inviting atmosphere that elevates daily living. The tranquil primary retreat offers generous closet space, a well-appointed 4-piece ensuite, and a private balcony providing the perfect place to enjoy a morning coffee while watching the city come to life below. A spacious second bedroom easily accommodates family, guests, or a dedicated home office, while the versatile den offers additional flexibility as a formal dining area, reading lounge, or workspace. Two full bathrooms and in-suite laundry add convenience and practicality to this well-designed suite. Residents enjoy access to an exceptional collection of amenities, including a library, theatre room, fitness centre, indoor pool, sauna, and billiards lounge. Complete with one owned parking space, a locker, and bike storage, this remarkable residence delivers an elevated lifestyle in the heart of the city. Just steps from Yorkville's renowned boutiques, acclaimed restaurants, cafés, transit, parks, and cultural attractions, this is a great opportunity to enjoy luxury condominium living in one of Toronto's most coveted neighbourhoods. More details
    Listed by RE/MAX REALTRON REALTY INC.
    Ivana Novak
  • 442 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13438454

    442 21 Dale Avenue Rosedale-Moore Park Toronto M4W 1K3
    Main Photo: 442 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13438454
    $1,395,000
    Residential Condo & Other
    Status:
    Active Under Contract
    MLS® Num:
    C13438454
    Bedrooms:
    3
    Bathrooms:
    2
    Nestled in the coveted Rosedale community, Suite 442 at 21 Dale Avenue offers an elegant and spacious residence surrounded by ravine, garden, pool, and treed views. Beautifully proportioned and generously scaled, this three-bedroom, two-bathroom co-op apartment provides the ease of apartment living without compromising on community, privacy or lifestyle. The gracious open living and dining area with west-facing exposure and a walkout to the balcony creates an inviting setting for relaxed everyday living or entertaining, while the flexible third bedroom or den offers an ideal space for reading, media, hobbies or working from home. Perfectly suited to downsizers and retirees, the suite offers excellent separation of space, rare central air conditioning, a generous primary retreat with walk-in closet and four-piece ensuite, parking, a large storage unit, and a convenient laundry room all on the same floor. Residents of this pet friendly co-op enjoy 24-hour concierge, an exercise room, indoor and outdoor pools, and visitor parking, all within moments of transit, ravine trails, and green spaces. This is a rare opportunity to enjoy the serenity and convenience in Toronto's most established neighbourhood. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Ivana Novak
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