Rosedale, Ontario Listings

CONDOS & HOMES FOR SALE
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  • 199 Kimberly Drive in Hamilton: Rosedale House for sale : MLS®# X12539602

    199 Kimberly Drive Rosedale Hamilton L8K 4L2
    Main Photo: 199 Kimberly Drive in Hamilton: Rosedale House for sale : MLS®# X12539602
    $759,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12539602
    Bedrooms:
    4
    Bathrooms:
    4
    Completely restored from the outside walls. Current owners spent hundreds of thousands on restoring this property for their retirement but plans have changed and it is now available. Updates include spray foam insulation, dry wall doors trim, windows, electrical, plumbing, heating ducks, furnace, gas piping, central air, siding, down spouts, sump pump, weeping tile, concrete retaining wall with rod iron fencing, front yard garden wall porch/deck and new concrete double driveway with 5 car parking. This home is loaded with valuable convenient upgrades like both gas and electrical connections to all stoves and clothes dryers. Private corner lot,3+1 bedrooms,3 1/2 bathrooms with large main floor primary bedroom with luxurious large built in clothes closet,4 peace ensuite bathroom and laundry facilities. Perfect for anyone who would like to avoid stairs. Fully finished basement with fully functioning in law suite complete with one bedroom, living room, dining room, kitchen with five appliances, large bathroom with laundry and separate private entrance. High quality materials and workmanship shows fantastic. Located in the Rosedale Community one of Hamilton's "hidden gems" A vibrant family orientated neighbourhood located beneath the escarpment in the King Forest area directly across the street from the Kings Forest Golf Course. Tucked beneath the escarpment with only 4 points to enter traffic is minimal with lots of local activities and amenities like golf course, community center, hockey arena, municipal swimming pool, parks, forest, green space, creek, walking and bike trails, and shopping. This is a fabulous healthy active community, a lovely place to live and raise a family. With easy access to hospitals, schools, The Redhill Expressway, the QEW, the escarpment and the downtown core. This home is loaded with valuable high quality improvements, located in a wonderful community. A must see to appreciate the workmanship and design. More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
  • 211 Rosedale Avenue in Hamilton: Rosedale House for sale : MLS®# X12699902

    211 Rosedale Avenue Rosedale Hamilton L8K 4N6
    Main Photo: 211 Rosedale Avenue in Hamilton: Rosedale House for sale : MLS®# X12699902
    $819,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12699902
    Bedrooms:
    3
    Bathrooms:
    2
    Set in one of Hamilton's most coveted east-end neighbourhoods, 211 Rosedale Avenue offers the perfect blend of lifestyle, comfort, and location. Just moments from Kings Forest Golf Club, Rosedale Arena, scenic nature trails, and the Escarpment Rail Trail, this is a home designed for those who love both the outdoors and city convenience. Inside, the layout is warm, bright, and incredibly functional. The show-stopping Great Room features soaring cathedral ceilings, skylights, and California shutters, creating an inviting space for everyday living and unforgettable gatherings. The heart of the home is the spacious kitchen, complete with a large island, generous prep space, tons of storage and room for casual dining. Outside is where this home really shines. The private, fully fenced backyard offers multiple areas for outdoor dining and lounging, along with a covered porch and outdoor kitchen overlooking the in-ground pool - creating a backyard setup that's ideal for everything from quiet summer mornings to lively evening gatherings. Even in the middle of winter, it's easy to picture warm days, open doors, and long nights spent entertaining in your own outdoor oasis. A versatile main-floor bedroom or home office and a stylish double-sink bathroom add flexibility for growing families, guests, or work-from-home living. Upstairs, you'll find two comfortable bedrooms, one is enhanced with a custom wardrobe and shelving system, providing a sleek and functional alternative to a traditional closet, while the finished lower level offers even more space with a large recreation room, office or gym area, full bathroom, and laundry with excellent storage. From its thoughtful layout to its unbeatable location, 211 Rosedale Avenue is a home that truly delivers. A rare opportunity in a neighbourhood people love to call home. Some photos virtually staged. RSA** More details
    Listed by Rock Star Real Estate Inc., Brokerage and ROCK STAR REAL ESTATE INC.
  • UPPER 79 Kimberly Drive in Hamilton: Rosedale House for lease : MLS®# X12782516

    UPPER 79 Kimberly Drive Rosedale Hamilton L8K 4K7
    Main Photo: UPPER 79 Kimberly Drive in Hamilton: Rosedale House for lease : MLS®# X12782516
    $3,000
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    X12782516
    Bedrooms:
    3
    Bathrooms:
    1
    Tucked away in the quiet Rosedale neighbourhood, this lovely three bedroom offers a ton! The front porch is a serene place to sit and watch the world go by. The foyer opens into a spacious main floor. The oversized living room has a cozy fireplace and plenty of room for your furniture. The dining room is large and bright, open to the kitchen. The kitchen has plenty of space, both counter and cupboard, a great spot for kitchen parties. Up a short flight of steps, you have three generous bedrooms, all with lots of closet space. The 5-piece bathroom has separate sinks - no fighting! Carpet-free throughout, with 2 tandem parking spaces, this all-inclusive (yes, Wi-Fi too!) home is located in a family-friendly area, with great highway access, lots on trails and parks to explore. Close to shopping and restaurants, this space really has it all. Welcome home! RSA. More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
  • 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12178239

    82 Chestnut Park Road Rosedale-Moore Park Toronto M4W 2R3
    Main Photo: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12178239
    $13,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12178239
    Bedrooms:
    5
    Bathrooms:
    6
    Endless Summer in a Poolside Paradise with 7-Star Resort-Style Luxury! Experience the ultimate retreat in the highly sought-after Rosedale neighborhood, west of Mt. Pleasant. This expansive 85-foot-wide tableland property sits atop the exclusive Chestnut Park ravine, overlooking serene parkland below. A true garden oasis, the stunning oversized pool is virtually irreplaceable in this area, creating an idyllic opportunity for a captivating & private escape. Spanning nearly 8,000 square feet, this elegant Georgian residence is in a picture-perfect position on this magically lamp-lit street just 2 blocks from Yonge. The home features stunning multiple terraces for sitting, dining, and entertaining, complete with an outdoor kitchen. Inside, discover serene, curated interiors & an exceptionally sumptuous primary suite with his & her separate dressing rooms. This trophy property blends timeless grace, alluring charm, & unparalleled privacy with the convenience of everyday luxury in a prized neighborhood. Additional highlights include an ELEVATOR, generator, garage with lift, & ensuite bathrooms in all bedrooms. Set beneath a lush, treed canopy, you are just steps from the subway, top private & public schools, premier shopping, area parks, tennis, skating & hiking & biking trails extending to the lake. Plus, Yorkville & the city center are only a 10-minute drive away. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 825 Church Street in Toronto: Rosedale-Moore Park Condo for sale (Toronto C09) : MLS®# C12328573

    825 Church Street Rosedale-Moore Park Toronto M4W 3Z4
    Main Photo: 825 Church Street in Toronto: Rosedale-Moore Park Condo for sale (Toronto C09)  : MLS®# C12328573
    $60,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12328573
    Parking Spot Available For Sale To Residents Of 825 Church St. Parking Spot Is Located On P4. More details
    Listed by SUTTON GROUP-ADMIRAL REALTY INC.
  • 40 Castle Frank Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12376693

    40 Castle Frank Crescent Rosedale-Moore Park Toronto M4W 3A3
    Main Photo: 40 Castle Frank Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12376693
    $4,575,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12376693
    Bedrooms:
    5
    Bathrooms:
    5
    Nestled In Prestigious Rosedale. This Exceptional Property Offers A Perfect Blend Of Elegance And Comfort. With Grandeur And Space It Presents A Rare Opportunity To Own In This Sought-After Location. This Residence Features Thoughtfully Designed Living Spaces Bathed In Natural Light Through Generous Windows. The Architectural Details Throughout Speak To Quality Craftsmanship And Timeless Design. The Property Offers Oversized, Versatile Living Areas Ideal For Both Everyday Comfort And Sophisticated Entertaining. The Surrounding Landscape Provides Privacy While Maintaining A Connection To Nature, With Over 12,000 SF Of Lot Area.. Conveniently Located With Easy Access To Urban Amenities While Providing A Serene Residential Retreat. With Over 6600 Sq Ft Of Total Space, 40 Castle Frank Crescent Represents An Opportunity To Create Your Legacy In One Of The Area's Most Coveted Locations. A Must See & Experience Firsthand The Unique Character And Potential Of This Distinguished Property. The Coach House/Garage Provides Perfect Storage Or The Potential To Convert To A Studio Space. Step Out Into Your Private Backyard Oasis, With Winding Pathways And Vibrant Perennials. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 4 Maple Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12384091

    4 Maple Avenue Rosedale-Moore Park Toronto M4W 2T6
    Main Photo: 4 Maple Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12384091
    $6,295,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12384091
    Bedrooms:
    16
    Bathrooms:
    10
    A rare opportunity in prestigious South Rosedale. This unique sixplex spans over 9,000 sq. ft. with one legal address (4 Maple Ave) and two municipal addresses (4 Maple Ave & 43 Elm Ave). Configured as two conjoined buildings, it offers exceptional flexibility for investors, multi-generational living, or conversion to a luxury single-family residence. With six spacious suites, soaring ceilings, private outdoor spaces, and elegant period details, the property blends character with strong income potential. 43 Elm is vacant, providing immediate opportunity for luxury redevelopment, boutique leasing, or owner occupation. Steps to Branksome Hall, ravines, parks, Yonge St. shopping & dining, plus easy access to Sherbourne, Castle Frank, and Rosedale subway stations. Yorkville is just a short walk via the Glen Road Bridge. Offering the perfect balance of prestige, space, location, and income, this is a one-of-a-kind asset in one of Toronto's most sought-after neighbourhoods. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 502 20 Collier Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12418579

    502 20 Collier Street Rosedale-Moore Park Toronto M4W 3Y4
    Main Photo: 502 20 Collier Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C12418579
    $1,579,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12418579
    Bedrooms:
    3
    Bathrooms:
    3
    **Welcome home to this high demand condo at Yonge/Bloor/Yorkville. Come see this rarely available 1652 Sq.Ft, 2+1 bedroom condo in a classic boutique building overlooking Rosedale Valley. Featuring hardwood floors, granite & marble counters, high end fixtures including an enormous 240+ Sq.Ft terrace with 2 walk-outs. The warm and inviting Interior and well executed layout with separated bedrooms; both with ensuite bathrooms ensures privacy for family or guests. This unit also features a separate office or den. The large foyer with a triple-wide closet, bright and spacious living/dining room area with wall to wall windows allows for plenty of storage and also an abundance of natural lighting. The unit comes with one owned parking spot as well as 2 lockers. The building features a gym, banquet room, library and outdoor terrace as well as 24 hour security. This unit shows A+. Book your viewing appointment today! More details
    Listed by Royal LePage Locations North
  • 139 Hudson Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12428575

    139 Hudson Drive Rosedale-Moore Park Toronto M4T 2K4
    Main Photo: 139 Hudson Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12428575
    $5,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12428575
    Bedrooms:
    5
    Bathrooms:
    4
    Commanding attention on one of Moore Park's most prestigious streets, 139 Hudson Drive is a traditional Moore Park home. This elegant residence sits on a special 75 x 263 ft ravine lot with beautiful tree-lined views. Thoughtfully updated while preserving its original character, the home features a classic centre-hall design with a welcoming foyer, generous principal rooms, and refined details that exude warmth and sophistication. Flooded with natural light, the interiors include five bedrooms, four bathrooms, and a stylish kitchen, making the home equally well-suited for relaxed family living and gracious entertaining. The lower level offers over 1,300 square feet of additional living space with a gym, expansive recreation room, dedicated laundry and excellent storage. An attached two-car garage and parking pad adds convenience, with table land behind providing a backyard space where children can play. Enjoy a sense of privacy and serenity rarely found in the city. Beyond the beauty of the existing home lies the extraordinary potential of the land itself. With direct ravine access and 75 feet of frontage, the property offers the option to either undertake either a small or large renovation, according to your vision; the only limit is your imagination. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
  • 133 & 135 Hudson Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12428607

    133 & 135 Hudson Drive Rosedale-Moore Park Toronto M4T 2K4
    Main Photo: 133 & 135 Hudson Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12428607
    $4,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12428607
    Introducing 133 and 135 Hudson Drive, two rare vacant parcels of land backing onto the ravine in Toronto's prestigious Moore Park neighbourhood. The combined parcels are being offered for sale together, creating an expansive 80 x 263 ft ravine lot. Here you have the unique opportunity to construct an exceptional new build home with a double car garage and the existing driveway curb cut in place. Illustrative concept plans for a 4500 +square foot house by Baldwin & Franklin Architects have already received positive consideration from the TRCA (Toronto and Region Conservation Authority). The plans which show the ideal placement of the home across the lots to maximize ravine views and table land.This unparalleled potential is an ideal canvas for developers or end-users seeking to create a high-end residence with a serene ravine backdrop, just moments from renowned schools, lush parks and dynamic shopping districts - a truly remarkable offering. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
  • 133, 135 & 139 Hudson Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12428621

    133, 135 & 139 Hudson Drive Rosedale-Moore Park Toronto M4T 2K4
    Main Photo: 133, 135 & 139 Hudson Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12428621
    $9,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12428621
    Bedrooms:
    5
    Bathrooms:
    4
    What makes a property truly rare? At 139 Hudson Drive, it is not just the classic architecture or the breathtaking ravine setting, it is the scale and flexibility of what is possible. Whether you are dreaming of a legacy estate, envisioning a transformative new build, or simply seeking extraordinary land value in a premier neighbourhood, this is a once-in-a-generation opportunity. On this expansive, combined parcel, the only limit is imagination. Set across a sprawling 156 x 263 foot ravine lot, this property unites 139, 135, and 133 Hudson Drive into a single, grand holding. The home itself is set on the northernmost edge, with 75 feet of frontage at 139 Hudson Drive, overlooking the attached lots at 135 Hudson and 133 Hudson, offering an additional 80 feet of frontage for the total of 156 ft. The home offers a classic centre-hall design, refined architectural details, and an elegant indoor-outdoor connection to nature, with five bedrooms, four bathrooms, and beautifully maintained interiors rich with charm and craftsmanship. Surrounded by landscaped gardens, the home is thoughtfully designed for both everyday living and special gatherings, offering privacy and warmth in one of Toronto's most coveted neighbourhoods. Beyond the classic home currently perched on this incredible lot, the true potential of this property lies in the vastness of its land, three severed prime ravine lots offering endless possibilities. Whether maintained as an exquisite estate, renovated to expand the current home, or developed as one sees fit, the opportunity is as rare as it is flexible. With direct ravine access, multiple building options, and proximity to top schools, shopping, and transit, this land presents a rare offering for families, developers, or investors seeking scale, serenity, and prestige in a premier Toronto community. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
  • 611 825 Church Street in Toronto: Rosedale-Moore Park Condo for sale (Toronto C09) : MLS®# C12435575

    611 825 Church Street Rosedale-Moore Park Toronto M4W 3Z4
    Main Photo: 611 825 Church Street in Toronto: Rosedale-Moore Park Condo for sale (Toronto C09)  : MLS®# C12435575
    $999,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12435575
    Bedrooms:
    2
    Bathrooms:
    2
    Stunning, Fully Furnished Corner Suite With Panoramic Views of Rosedale Valley! This Bright and Airy Condo Features Floor-to-Ceiling Windows, Soaring 9FT Ceilings, and a Spacious Split-Bedroom Layout Offering Optimal Privacy. Enjoy a Generously-Sized Balcony Perfect for Morning Coffee or Evening Relaxation. Just a 4-Minute Walk to Yonge & Bloor Station, and Steps to Yorkville, Shopping, Dining, and Groceries. A Beautifully Appointed Urban Oasis in the Heart of the City. Amenities Include Gym, Swimming Pool (Indoor), Jacuzzi, Sauna, Billiards Room, 2 Guest Suits, Library, Visitor Parking, 24H Concierge. More details
    Listed by REMAX YOUR COMMUNITY REALTY
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Data was last updated February 15, 2026 at 03:15 PM (UTC)
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