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.
  • 52 Sylvia Crescent in Hamilton: Rosedale House for sale : MLS®# X12585772

    52 Sylvia Crescent Rosedale Hamilton L8K 2A9
    Main Photo: 52 Sylvia Crescent in Hamilton: Rosedale House for sale : MLS®# X12585772
    $689,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12585772
    Bedrooms:
    4
    Bathrooms:
    3
    Having a Goldilocks moment? Do you want to live close to the highway, but a walk to the Bruce Trail? Need a walkable grocery and pharmacy, but also looking for a small town community feel with an elementary school under 300 kids? Maybe you're looking to golf, skate, or just walk-in the dog on an actual sidewalk. Look no further than this fantastic one and a half story home in quite possibly the best Hamilton neighbourhood available - Rosedale. Loaded with important systems upgrades, and a totally turnkey living situation, this is a no-brainer that checks every box. Let's start with systems, a 200 amp upgraded incoming electrical service runs alongside the driveway just waiting for your electric car plug. A backflow valve and copper incoming water pipe promise safety and longevity for you family. Upgraded roof last year, vinyl windows and patio slider to a deck and fully fenced yard. As a corner lot this home offers two separate, private entrances. Fronting on Sylvia you will enter the top unit, an open concept main floor with hardwood kitchen, neutral Berber carpet with hardwood below, a four piece bath in the main floor bedroom with generous closet. Upstairs find two bedrooms, including a sprawling primary with a two-piece en suite, a serious premium for a 1.5 story! Along the driveway a second opportunity: the fully finished basement with separate side entrance has been reimagined into a spotless In Law suite, with its own spot like bathroom, generous bedroom, and chef's kitchen with marble counters and dishwasher! It's got bells and whistles too - huge shed, parking for four, wifi thermostat, video doorbell and camera system. An easy choice for a smart buyer! 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.
  • 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
  • 9D 66 Collier Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12392024

    9D 66 Collier Street Rosedale-Moore Park Toronto M4W 1L9
    Main Photo: 9D 66 Collier Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C12392024
    $2,498,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12392024
    Bedrooms:
    2
    Bathrooms:
    2
    Enjoy luxury at The Boutique-Style Building With Only 4 Suites Per Floor with this newly renovated 2-bed, 2-bath. Experience the epitome of sophistication with top-tier finishes and a sleek design. Indulge in the spa-inspired primary ensuite for ultimate relaxation and entertainment in style with a chef's kitchen that includes top-of-the-line appliances & marble countertops. 66 Collier offers a dedicated concierge, Elevate your lifestyle in this central location, surrounded by comfort and luxury in every detail. Ideal Location, Quiet Street But Steps From Popular Shops & Restaurants In Yorkville. **EXTRAS** Fisher Pykle Fridge, Stove, Microwave ,Warmer drawer, Bosch Dishwasher, Front Loading Washer And Dryer, All Electric Light Fixtures, Fireplace & Much More! More details
    Listed by HOME STANDARDS BRICKSTONE REALTY
  • 614 16 Rosedale Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12411237

    614 16 Rosedale Road Rosedale-Moore Park Toronto M4W 2P4
    Main Photo: 614 16 Rosedale Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C12411237
    $799,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12411237
    Bedrooms:
    2
    Bathrooms:
    2
    Prestigious Arbour Glen Suites, A Modernized Mid-Century Building In The Heart of South Rosedale. Spacious Corner Unit Offers A Private Treelined View from Every Window and balcony. This Beautifully Laid Out Sun Filled Unit Offers Over 1,105 Square Feet of Useable Space & 105 sqft Private balcony Oasis. Two Oversized Bedrooms With A 4- Pc Primary Ensuite & 2-Pc powder Room. Maintenance Fees Include : Property tax, Heat, Water And Cable Tv!!! Building Offers 24 hour concierge, gym, sauna, outdoor salt water pool. Pet Friendly Building. No Elevator Needed to Access Suite - Entry From Quiet Rosedale Road Side. This Space Is Large Enough For A Family & Also Perfect For Empty Nesters Looking To Downsize For A Maintenance Free Living! Ready For Your Personal Touch. Steps to Rosedale & Yorkville shops, restaurants, parks & TTC More details
    Listed by SUTTON GROUP QUANTUM REALTY INC.
  • 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
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Data was last updated February 3, 2026 at 10:15 PM (UTC)
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