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

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  • 63 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13801530

    63 Highland Avenue Rosedale-Moore Park Toronto M4W 2A2
    Main Photo: 63 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13801530
    $4,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13801530
    Bedrooms:
    7
    Bathrooms:
    5
    Exceptional Value in Prime Rosedale! this masterfully restored 7-bedroom, 5-bath Arts & Crafts residence presents a rare opportunity to own a timeless Rosedale gem at an attractive Highland Ave. Blending exquisite period details with modern comfort, this distinguished home boasts impressive curb appeal, elegant principal rooms, and abundant natural light throughout. The luxurious primary suite features a south-facing terrace, spacious dressing room, and ensuite bath, creating a private retreat. A generous family room with walkout to a large deck offers the perfect setting for family gatherings and outdoor entertaining. Complete with A 2-car garage with private access from Roxborough Drive complements this exceptional Rosedale residence. Ideally situated steps from Summerhill Market, Rosedale Park, scenic trails, tennis, soccer, ice skating, and a playground with splash pad. Enjoy the ultimate combination of elegance, space, privacy, and convenience in one of Toronto's most coveted neighborhoods. A compelling opportunity to secure exceptional value in Rosedale. More details
    Listed by SUTTON GROUP-ADMIRAL REALTY INC.
    Ivana Novak
  • 228 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13802198

    228 Glen Road Rosedale-Moore Park Toronto M4W 2X3
    Main Photo: 228 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13802198
    $5,195,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13802198
    Bedrooms:
    5
    Bathrooms:
    5
    A turnkey generational fortress in North Rosedale. Inside, the open-concept layout showcases German wide-plank engineered oak flooring, a 3-story custom oak waterfall staircase, & dual primary suites with luxurious dedicated ensuites. The culinary space centers around a floor-to-ceiling kitchen bay window, while a massive backyard lift-&-slide door effortlessly connects the interior to the private rear grounds. This interior luxury is framed by high-performance triple-glazed Danish window & door systems. The Danish wide-plank thermally broken insulated wood front entry door is secured by a premium 5-point deadbolt locking system. This property features a 100% permitted & re-engineered overhaul including a newly underpinned & insulated basement slab, new insulation, air sealing, HVAC re-design, & new plumbing throughout. Off-grid resilience is powered by a high-tech DNM Solar hybrid battery system engineered to run all essential services & appliances for 2 days. The estate is heavily fortified with a custom 100-year storm drainage system, while the front reverse driveway features eco-friendly Techo-Bloc permeable pavers from Quebec for premier drainage management. The exterior facade was painstakingly restored using original bricks, complemented by solid, custom-cut Oklahoma limestone entry steps & walls from an exclusive US historic building supplier. The exterior waterfall limestone steps feature an integrated snow-melting heating system for effortless winter access. A Hydrawise in-ground back garden watering system with Wi-Fi control is included. Ideally situated for an upscale lifestyle, the home is steps to the TTC & city bike racks, Chorley Park, Evergreen Brickworks & Summerhill Market shopping. It also offers excellent proximity to the DVP. Area top schools include Whitney Public Elementary School & Branksome Hall. Many area students attend other leading schools like Upper Canada College, Crescent School, & Toronto French School to name a few. More details
    Listed by HAZELTON REAL ESTATE INC.
    Ivana Novak
  • Condo Apartment in Toronto

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    Main Photo: Condo Apartment in Toronto
    Residential Condo & Other
    Ivana Novak
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  • 912 825 Church Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13795336

    912 825 Church Street Rosedale-Moore Park Toronto M4W 3Z4
    Main Photo: 912 825 Church Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13795336
    $1,040,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13795336
    Bedrooms:
    3
    Bathrooms:
    2
    Where Yorkville Energy Meets Rosedale Serenity! Welcome To Suite 912 At Milan Residences. This Rarely Offered Southeast Corner Suite Delivers 1,041 Sq. Ft. Of Beautifully Proportioned Living Space, Complemented By Two Expansive Balconies And Sweeping Views Across The Rosedale Valley, Ravine And City Skyline. Floor-To-Ceiling Windows Fill The Open-Concept Living And Dining Areas With Natural Light, While Nine-Foot Ceilings And A Highly Functional Layout Create An Airy, House-Like Feel. The Versatile Enclosed Den Offers Valuable Flexibility As A Private Home Office, Nursery Or Guest Room. The Spacious Primary Retreat Features A Walk-In Closet And Private Ensuite, While The Second Bedroom And Full Bathroom Provide Excellent Separation For Family Or Guests. The Kitchen Is Finished With Stone Countertops And Stainless-Steel KitchenAid Appliances. Enjoy Resort-Inspired Amenities, Including An Indoor Pool And Spa, Fitness Centre, Rooftop Terrace, Theatre, Billiards Lounge, Library, Dining And Party Rooms, Guest Suites, Visitor Parking And 24-Hour Concierge. Steps From Yorkville's Celebrated Shops And Restaurants, Yonge And Bloor, Two Subway Stations, The Toronto Reference Library, U Of T And The ROM. Two Balconies, Owned Parking And An Owned Locker Complete This Exceptional Urban Residence. More details
    Listed by RE/MAX REALTRON REALTY INC.
    Ivana Novak
  • 37 St Andrews Gardens in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13799918

    37 St Andrews Gardens Rosedale-Moore Park Toronto M4W 2C9
    OPEN HOUSE: Sep 19, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, September 19, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Sep 20, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, September 20, 2026 2:00PM - 4:00PM
    Main Photo: 37 St Andrews Gardens in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13799918
    $5,600,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13799918
    Bedrooms:
    6
    Bathrooms:
    5
    Newly renovated from top to bottom, this stately five-bedroom residence is set on one of North Rosedale's most private and established streets, offering the very best of Rosedale living-refined, timeless & beautifully appointed throughout. The main level features luxurious herringbone floors. A timeless kitchen, anchored by a Wolf range & expansive centre island, flows seamlessly into the adjoining family room. Both spaces open to the rear yard & deck through wall-to-wall picture windows, while a gas fireplace warms the heart of the home. A formal dining room suits family gatherings, while a versatile living room-with its own gas fireplace-works equally well as an elegant sitting room, home office or piano room. A side entrance from the driveway adds everyday convenience. Upstairs, the generous primary suite features a sizeable walk-in closet & completely reimagined five-piece ensuite with sophisticated finishes. French doors open to a south-facing balcony overlooking the rear yard. Two well-proportioned secondary bedrooms, a four-piece family bathroom & brand-new hardwood floors complete the second level. The third floor offers two additional bedrooms: a spacious room with a walk-in closet & private south-facing balcony overlooking the treetops, plus a second ideally suited to children or guests. An additional four-piece bathroom completes this level. Heated floors extend throughout the lower level, featuring a sizeable recreation room with gas fireplace, dedicated gym enclosed by a full glass partition wall, sixth bedroom & three-piece bathroom with curbless shower. Outside, a resort-style backyard awaits, with a concrete pool & integrated hot tub, cabana with cedar sauna, pergola & multiple seating areas creating a private oasis for effortless al fresco entertaining. Steps from Chorley & Rosedale Park, the boutique shops of Summerhill Avenue, this newly transformed residence presents a rare opportunity to secure one of North Rosedale's most coveted addresses. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Ivana Novak
  • 103 31 Rosedale Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13789904

    103 31 Rosedale Road Rosedale-Moore Park Toronto M4W 2P5
    Main Photo: 103 31 Rosedale Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13789904
    $775,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13789904
    Bedrooms:
    2
    Bathrooms:
    1
    A rare opportunity to own a extensively renovated CO-OP residence in prestigious Rosedale, this exceptional 2-bedroom, 1-bath home has been completely transformed with over $200,000 spent on top-of-the-line upgrades and luxurious custom finishes throughout. Featuring a designer kitchen with premium appliances, elegant cabinetry, refined flooring , and a spa-inspired bathroom, every detail has been thoughtfully curated to deliver sophisticated living at its finest. Bright and spacious principal rooms offer both comfort and timeless style. Complete with parking and locker, this turnkey residence is ideally located just a 6 min stroll to Rosedale subway, with acclaimed retaurants, charming cafes, boutique shops, 30 minute walk to U of T University and everyday conveniences just moments away. Surrounded by Rosedale's lush ravines and picturesque tree-lined streets, this home offers an exceptional blend of luxury and tranquility. Hardwood floors throughout. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    Ivana Novak
  • 203 30 Elm Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13790052

    203 30 Elm Avenue Rosedale-Moore Park Toronto M4W 1N5
    Main Photo: 203 30 Elm Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13790052
    $499,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13790052
    Bedrooms:
    1
    Bathrooms:
    1
    Rosedale Court awaits! Tucked away in the heart of prestigious South Rosedale, this bright second-floor suite overlooks a beautifully landscaped courtyard bursting with seasonal blooms. Offering just under 700 sq. ft. of thoughtfully designed living space, this charming one-bedroom home features an updated kitchen, a spacious bedroom, and an open-concept living and dining area filled with natural light. Step onto your private balcony to enjoy your morning coffee while overlooking the peaceful gardens.Located in a well-maintained, pet-friendly co-ownership building, the maintenance fee includes property taxes and utilities, providing exceptional value and worry-free living. One underground parking space and a storage locker are also included.Enjoy the best of city living with TTC transit at your doorstep and the subway just minutes away. Walk to Yorkville, Summerhill, local shops, cafés, and restaurants, or explore the scenic trails of the Rosedale Valley Ravine. A rare opportunity to own in one of Toronto's most coveted neighbourhoods, where tranquil surroundings meet unmatched urban convenience. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    Ivana Novak
  • 111 Welland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13790482

    111 Welland Avenue Rosedale-Moore Park Toronto M4T 2J3
    OPEN HOUSE: Sep 19, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, September 19, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Sep 20, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, September 20, 2026 2:00PM - 4:00PM
    Main Photo: 111 Welland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13790482
    $2,795,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13790482
    Bedrooms:
    5
    Bathrooms:
    4
    This Grand Dame In Moore Park Stands Proudly On A Prime Corner Lot In One Of Toronto's Most Prestigious Neighbourhoods, Ready For Its Next Family To Call Home. Pride Of Ownership Is Apparent From First Impression, With Immaculate Landscaping And Beautifully Maintained Perennial Gardens Setting The Tone For What Awaits Inside. Step Through The Front Door Into The Centre-Hall Foyer, And It's Easy To Imagine The Decades Of Love, Laughter And Family Life That Have Filled This Home And All That Is Still To Come In Its Next Chapter. To The Left, A Warm And Inviting Living Room Is Anchored By A Wood-Burning Fireplace, While Across The Hall, A Stately Dining Room Offers The Perfect Setting For Holidays, Celebrations And Dinners With Friends And Family. At The Rear Of The Home, The South-Facing Family/Sun Room Extension Is Bathed In Natural Light And Provides A Peaceful Place To Unwind. Downstairs, The Generous Recreation Room Gives Kids Their Own Space For Movies, Games And Play. Backing Onto A Quiet Private Laneway, The Property Offers Something Increasingly Rare In Moore Park: Exclusive Parking. A Well-Kept Detached Garage Sits Off The Lane Where Groceries, Hockey Bags And Strollers Come And Go From The Backyard, While The Gardens Maintain Your Privacy. Upstairs, Five Bedrooms Provide The Kind Of Space Increasingly Difficult To Find, Including An Oversized Primary Complete With A Four-Piece Ensuite. An Expansive Third-Storey Attic Offers Intriguing Potential For Those Looking To Create Even More Living Space. The House Honours The Incredible Location. Just A Short Walk From The Shops And Restaurants Of Yonge And St. Clair, Excellent Schools, Parks And Convenient Transit. The Ravine System And Evergreen Brick Works Are Accessible On Foot For Bike Rides With The Kids Or Walks With The Dog. This Is A Rare Opportunity To Put Down Roots In One Of Toronto's Most Established And Coveted Family Neighbourhoods. Generous Space, Timeless Character And The Room To Make It Your Own. More details
    Listed by BOSLEY - TORONTO REALTY GROUP INC.
    Ivana Novak
  • 45 Mathersfield Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13791164

    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®# C13791164
    $4,599,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13791164
    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 details
    Listed by KELLER WILLIAMS REFERRED URBAN REALTY
    Ivana Novak
  • 19 Whitehall Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13791388

    19 Whitehall Road Rosedale-Moore Park Toronto M4W 2C5
    Main Photo: 19 Whitehall Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13791388
    $6,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13791388
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to 19 Whitehall Rd ! Stunning backyard with Gib-san swimming pool, B/I BBQ & large B/I fireplace. An amazing cedar clad gym w custom German folding doors opening to the pool. New : Chef's kitchen & appliances, magazine worthy primary ensuite, fireplaces, Sonos sound system, electric blinds, RH light fixtures... the list is long. Lower level rec room with heated floors, new fireplace, built-ins and wet bar opens to south facing garden including gym, pool and exterior fireplace. It is a truly turn key luxury offering. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Ivana Novak
  • 606 6 Jackes Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13792052

    606 6 Jackes Avenue Rosedale-Moore Park Toronto M4T 0A5
    Main Photo: 606 6 Jackes Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13792052
    $1,895,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13792052
    Bedrooms:
    3
    Bathrooms:
    2
    The Jack! Rosedale/Summerhill, Every Inch Of This Immaculate Suite Reflects Superior Craftsmanship And Attention To Detail With Refined Modern Finishes. Custom Millwork Solid Core Panelling Throughout with Concealed Entryway Doors and Hardware. Custom Gourmet Kitchen With B/In Miele Appliances & Center Island Open To The Living and Dining Rooms. Glass Enclosed Private Den, Lavish Primary Suite w/ Spa Like 4 Pc Ensuite Bath & Boutique Style Custom Closet System. Spacious 2nd Bedroom Features A W/in Closet. Hardwood Throughout, 9 Foot Ceilings, Multiple Pot Lights And High End Custom Light Fixtures, Heated Floors In The Bathrooms, Laundry Room With B/in Cabinets. Unbeatable Location! Steps To Summerhill and St Clair Shops & Restaurants, TTC, Recently Updated David Balfour Park & Ravine Trails. World Class Amenities Include Concierge, Valet, Exercise Room, Party/ Meeting Room, Stunning Rooftop Garden Terrace With CN Tower Views, Dog And Pet Wash Area, Visitor Parking & Guest Suite. Feature Sheet Includes Long List Of Custom Upgrades! More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    Ivana Novak
  • 2 78 Crescent Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13792396

    2 78 Crescent Road Rosedale-Moore Park Toronto M4W 1T5
    Main Photo: 2 78 Crescent Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13792396
    $5,295,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13792396
    Bedrooms:
    3
    Bathrooms:
    3
    A remarkable opportunity to live in this prime Rosedale location in a space that has been transformed into total perfection. This editorial worthy masterpiece is approx 3,500 sf of bright living space. The grand great room (originally a ballroom) will become the focus of your life with the impressive stone wood-burning fireplace and decorative plaster ceiling. Perfect for entertaining and flows out to the large picturesque terrace. The bright family-sized kitchen is stunning with top-of-the-line appliances and finishes. Relax in the family room with a gas fireplace and custom millwork. Spacious primary suite with walk-in closet and attached dressing room and office, and stunning 5-piece spa-like ensuite. There are multiple walk-outs to a sublime terrace overlooking the trees of Rosedale and the skyline beyond. The lower level has a great multiple purpose room (currently used as a gym) and bedroom with ensuite. The deep history of this Rosedale mansion, which once housed Sir Henry Pellatt (of Casa Loma), can be felt throughout with timeless details and points of interest. Intricate moulding details, arched doorways, stone wood-burning fireplace, and a spectacular grand staircase with a showpiece chandelier. Three car parking: [two surface parking spaces at front of house plus one garage parking]. The location cannot be beat. Walk to Yonge St amenities, Subway, and green spaces. This magnificent, unique, and stylish home is perfect for those looking for modern living in the coveted Rosedale neighbourhood. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Ivana Novak
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Data was last updated September 19, 2026 at 01:15 AM (UTC)
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