Rosedale/Moore Park/Annex Listings

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  • 92 Roxborough Street W in Toronto: Annex House for sale (Toronto C02) : MLS®# C12159281

    92 Roxborough Street W Annex Toronto M5R 1V1
    Main Photo: 92 Roxborough Street W in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12159281
    $3,100,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12159281
    Bedrooms:
    7
    Bathrooms:
    6
    Exceptional Investment Opportunity in Torontos Iconic Annex Neighbourhood! Calling all investors - don't miss this rare turnkey opportunity in one of Torontos most prestigious and historic communities. Ideally situated between Yonge Street and Roxborough, this unique property offers approximately 3,800 sqft of income-generating space, thoughtfully divided into four self-contained units. Currently bringing in $128,500 in annual income, this property also features four separate hydro meters and in-suite laundry in each unit. Each level showcases its own unique design and character, with bright, open-concept layouts. Bonus potential: a triple-car garage off Molson Street offers the possibility to convert into a fifth rental suite, unlocking even greater income potential. Surrounded by stunning turn-of-the-century architecture and multi-million dollar homes, this unbeatable location is just steps from Bloor Street, the TTC, University of Toronto, George Brown College, elite private schools, Yorkville, parks, fine dining, and more. Whether you're looking to expand your investment portfolio or create a custom dream home in a prime downtown setting, this property checks all the boxes. More details
    Listed by Acquire Realty
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  • 152 Walmer Road in Toronto: Annex House for sale (Toronto C02) : MLS®# C12178411

    152 Walmer Road Annex Toronto M5R 2X9
    Main Photo: 152 Walmer Road in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12178411
    $10,300,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12178411
    Bedrooms:
    5
    Bathrooms:
    7
    This distinguished contemporary Annex residence, a 2022 culmination by Suulin Architects, presents avant-garde design that seamlessly integrates into the century-old streetscape. The demi-lune curtain wall of windows is an ode to the original verandah. This home exudes an ambiance of profound tranquility and well-being. Situated on a rare 50' x 128' lot with a heated private drive, the home offers a generous 4,837 sq ft of living space above grade. The heart of the home is a state-of-the-art Scavolini kitchen with top-of-the-line appliances and an Emerald quartzite central island that seamlessly flows into the breakfast and family room. The outdoor terrace overlooks a pool complete with a 600 sq ft coach house. Wellness and professional sanctuaries can be found on the second-floor home office, which features three workstations and a home gym with soaring vaulted ceilings, complemented by a spa that offers both steam and infrared sauna facilities. The serene third-floor primary suite artfully delineates sleeping, lounging, dressing, and bathing zones. Its Japanese-influenced ensuite incorporates a therapeutic steam shower. The 2,432 sq ft lower level accommodates an autonomous in-law suite alongside an impressively curated wine cellar designed to delight the most discerning oenophiles. The private elevator and comprehensive home automation system are just the icing on the cake. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
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  • 37 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C9416378

    37 Madison Avenue Annex Toronto M5R 2S2
    Main Photo: 37 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C9416378
    $5,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C9416378
    Bedrooms:
    1
    Bathrooms:
    4
    Step into history with this extraordinary architectural masterpiece, designed by visionary Edward James Lennox, renowned for his eclectic style that seamlessly blends Gothic, Romantic Revival, Queen Anne, and Edwardian influences. Originally completed in 1891 as the private residence of esteemed house builder Lewis Lukes, this one-of-a-kind home offers a rare opportunity to own a piece of Toronto's architectural heritage.Located between the vibrant Yorkville neighborhood and the prestigious Annex, this property places you in the heart of two of Toronto's most desirable areas. The homes distinctive facade and intricate detailing are a testament to Lennox's unmatched craftsmanship, while the interiors feature soaring ceilings, expansive windows, and original woodwork, creating a sense of timeless elegance.With easy access to world-class dining, upscale shopping, cultural institutions, and parks, this property is perfectly positioned for those who appreciate both history and modern urban living. A once-in-a-lifetime opportunity to own an iconic piece of Toronto's past in an unbeatable location. More details
    Listed by RE/MAX REALTRON REALTY INC.
  • 41 Boswell Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C11923117

    41 Boswell Avenue Annex Toronto M5R 1M5
    Main Photo: 41 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C11923117
    $5,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C11923117
    Bedrooms:
    4
    Bathrooms:
    5
    Beautifully crafted 3+1 bedroom detached home located in the heart of Yorkville. This stunning property features a quartzite kitchen, a lower-level gym with full-height ceilings, and premium finishes throughout. The interior design blends white oak, quartzite, marble, and brass accents, all meticulously curated during a complete renovation. Tucked away on a quiet cul-de-sac, this home offers a perfect alternative to condo living, combining luxury, style, and comfort. Heated driveway and pathways add both practicality and charm to this remarkable residence. A true Yorkville masterpiece, it delivers a refined yet functional living space that defines modern sophistication. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 142 Bedford Road in Toronto: Annex House for sale (Toronto C02) : MLS®# C11952436

    142 Bedford Road Annex Toronto M5R 2K2
    Main Photo: 142 Bedford Road in Toronto: Annex House for sale (Toronto C02)  : MLS®# C11952436
    $4,200,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C11952436
    Bedrooms:
    6
    Bathrooms:
    3
    Historic Victorian Annex Mansion: The Laidlaw Estate. A rare opportunity to own a piece of Toronto's architectural heritage. Originally one of the grand Victorian mansions in the Annex, the Laidlaw Estate was meticulously restored and renovated in 2001, transforming it into five upscale, fully furnished units. This property offers a harmonious blend of timeless elegance and modern investment potential, with remarkable features that reflect old-world craftsmanship: Soaring 11-foot ceilings, solid oak doors, exquisite hardwood floors, magnificent fireplaces, elegant wainscoting, crown moulding & wall panelling, stunning leaded glass windows. Investment & Lifestyle Possibilities: Turnkey Passive Investment: Keep the property as-is and continue generating rental income from the furnished units. Luxury Market Potential: Update interiors while maintaining the architectural integrity to tap into Toronto's booming luxury rental market. Restoration Opportunity: Return the property to its former glory as a single-family residence, creating a one-of-a-kind dream home with immense historic charm. A truly unique property brimming with character and versatility, the Laidlaw Estate stands as a testament to timeless craftsmanship and investment opportunity in one of Toronto's most desirable neighborhoods. **EXTRAS** 5 parking spots available. Prime location near excellent schools, recreational facilities, local restaurants & public transit add so much to the investment value of this property. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
  • D 903.5 Bathurst Street in Toronto: Annex House for lease (Toronto C02) : MLS®# C11977400

    D 903.5 Bathurst Street Annex Toronto M5R 3G4
    Main Photo: D 903.5 Bathurst Street in Toronto: Annex House for lease (Toronto C02)  : MLS®# C11977400
    $1,450
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C11977400
    Bedrooms:
    1
    Bathrooms:
    1
    Cozy, Fully Furnished 1-Bedroom Lower Unit All-Inclusive!Welcome to convenient and stylish city living in this newly upgraded, fully furnished 1-bedroom lower-level unit. Thoughtfully designed for comfort, this space features a modern galley-style kitchen with sleek finishes and quality appliances.Enjoy all-inclusive living with utilities and high-speed internet included, making it hassle-free and move-in ready. Located just steps from the subway station, shops, and top-rated restaurants, this home offers unbeatable access to transit, dining, and entertainment.Experience condo-style living without the condo fees or restrictionsjust unpack and enjoy yoururbanretreat! More details
    Listed by EXP REALTY
  • 40 Admiral Road in Toronto: Annex House for sale (Toronto C02) : MLS®# C11999195

    40 Admiral Road Annex Toronto M5R 2L5
    Main Photo: 40 Admiral Road in Toronto: Annex House for sale (Toronto C02)  : MLS®# C11999195
    $4,650,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C11999195
    Bedrooms:
    8
    Bathrooms:
    5
    Location! Location! Location! Prime Annex/Yorkville area, on one of the most iconic and sought-after streets, this home boasts an address of distinction. Just steps away from galleries, shops, restaurants, and both lines of the TTC, this gracious residence exudes character from the moment you enter. The spacious principal rooms, leaded glass windows, high ceilings, and original woodwork combine to create an ambiance of timeless elegance. The home features multiple fireplaces, high baseboards, cast-iron radiators, and original wainscoting. The main floor includes a large living room, an elegant dining room, a Chef's kitchen, and a cozy breakfast room with French doors opening to a back deck and a private garden. Two staircases lead to the second floor, where you'll find a generous primary bedroom retreat with a walk-through closet, a newly renovated 4-piece ensuite bath, and a bright Sunroom with skylight and many windows. French glass doors open to a large second bedroom or sitting room/family room, which includes another newly updated 3-piece ensuite bath. There is also laundry on the second floor, along with two separate bathrooms. The third floor features three bedrooms, an office, and a newly updated 3-piece bath. The lower level, with a separate entrance, offers a rec room, two bedrooms, a new ensuite bath, a kitchen, and additional laundry. Parking is available for two cars outside on a heated driveway, plus two in a new detached garage with a lift ( 4 total ). The house is virtually staged. Home Inspection available. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 74 Macpherson Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12023296

    74 Macpherson Avenue Annex Toronto M5R 1W8
    Main Photo: 74 Macpherson Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12023296
    $3,395,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12023296
    Bedrooms:
    3
    Bathrooms:
    4
    Imagine living in a detached red brick home on coveted MacPherson Avenue just steps to Yonge. This 30-year new build features a rare private driveway with an integrated garage so you can walk directly into your beautiful home. The main floor layout is designed for effortless entertaining, featuring an open living and dining area with 9-ft ceilings and double French doors that lead to a south-facing Juliet balcony, bringing in direct sunlight. The renovated kitchen flows into a family room and updated powder room (2024), with soaring 18-ft cathedral ceilings offering an impressive sense of scale and light. A wall of windows opens up to views of the lush greenery, enhancing the connection between indoor & outdoor living. Step out onto a charming deck overlooking a perfectly sized city garden, nestled beneath a canopy of mature trees. The second floor offers a perfect retreat for a couple, downsizers, or small family, featuring well-appointed bedrooms & a primary suite w/ a beautifully updated 5-pc ensuite (2024) overlooking the front of the house. The remarkable lower level boasts 9 ft high ceilings, walkout to the backyard, & direct access to the get, presenting endless possibilities & can be used as a nanny/in-law suite or perfect play area for kids! Easy to convert to a stand alone apartment for additional income or use for family & guests. With no heritage restrictions, this property offers a one-of-a-kind prospect to build new, renovate to suit or move in immediately, as the land value and prime location are unbeatable. This home presents a unique opportunity to own a standalone detached house & property in a neighbourhood predominantly filled with semi-detached homes. Furnace (2023). Enjoy the best of both worlds: the tranquility of an upscale residential street and the convenience of being just steps away from Yonge St, Ramsden Park, TTC, and the top-tier shops and restaurants of Summerhill, Rosedale, and Yorkville. 74 Macpherson is a gem not to be missed! More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
  • 144 Barton Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12043521

    144 Barton Avenue Annex Toronto M6G 1R2
    Main Photo: 144 Barton Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12043521
    $2,350,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12043521
    Bedrooms:
    4
    Bathrooms:
    3
    This jaw-dropping, top-to-bottom renovation in Seaton Village seamlessly combines contemporary design with the home's original character, highlighted by stained glass and exposed brick. Contemporary, open steel and glass stairs add a sophisticated touch, creating an open and airy experience throughout. The main floor flows effortlessly from the formal living room to the spacious dining area and gourmet kitchen, featuring professional-grade appliances, endless counter space, abundant cabinetry, and a massive kitchen island perfect for any occasion. The bright, sunny family room extends off the kitchen with peaceful views of the backyard. Three of the four bedrooms are on the second floor, with treetop views and an elegant four-piece bathroom. Ascend to the primary suite that spans the entire third floor. Enjoy the luxurious, spa-like en-suite bath and private terrace with inspiring sunset views. The basement features a highly finished laundry room with ample built-in storage. The rest of the lower level is a blank canvas, offering endless possibilities for a media room, studio, wine cellar, or something entirely unique. Seaton Village has it all - a tree lined community offering urban convenience in a family-friendly setting. This dynamic neighborhood is literally steps from the Subway and Christie Pits Park. Enjoy quick transit, green space, and recreation right at your doorstep. The Annex, Dupont Street, and Bloor West are also within walking distance. Experience unparalleled living in one of Toronto's most sought-after neighborhoods. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 90 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12051367

    90 Madison Avenue Annex Toronto M5R 2S4
    Main Photo: 90 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12051367
    $5,369,490
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12051367
    Bedrooms:
    7
    Bathrooms:
    8
    Architectural Masterpiece Of Urban Design On One Of The Most Coveted Streets, In The Heart Of The Annex. Located On A Large 40 x 127 West Facing Lot, On A Premium Block. Retaining Its Turn Of The Century Character This Home Was Rebuilt To Reflect Modern Design And Traditional Warmth. A Spectacular Over 3700 sf New York Style Loft Was Seamlessly Added To A Traditional Annex Home Creating Approximately 7000 sf Living Space. This Lightfilled contemporary space with its soaring 3 storey west facing windows brings the outside into the inside of the home, and features fabulous Catwalks Connecting The 3 Levels And Spaces. An Elevator From The Lower Level Garage Connects The 4 Levels. The Space Is Open Yet There Is Privacy In The 4 Bedrooms. A Fabulous 2 Bedroom 2250 sf Separate Unit With a Walkout Lower Level Plus A 2 Bedroom Third Floor Unit Allow For Extra Income Or Extended Family Space. 4 - 5 Car Parking, Private Drive, Built In Garage. Exceptional Urban Living, Just Steps To Yorkville, Subway, Royal St Georges College, Huron Public, Mabin School, Rosedale Day School, UTS, U of T More details
    Listed by RE/MAX PROFESSIONALS INC.
  • Main 903.5 Bathurst Street in Toronto: Annex House for lease (Toronto C02) : MLS®# C12062632

    Main 903.5 Bathurst Street Annex Toronto M5R 3G4
    Main Photo: Main 903.5 Bathurst Street in Toronto: Annex House for lease (Toronto C02)  : MLS®# C12062632
    $2,800
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12062632
    Bedrooms:
    2
    Bathrooms:
    1
    Location, location! Indulge in the sophistication of downtown Toronto living with this newly renovated, fully furnished executive rental in the heart of the Annex. Offering a seamless blend of luxury and convenience, this prime, main-level unit features all-inclusive utilities and high-speed internet. Enjoy your own private entrance and relish in the proximity to Bathurst Subway Station just steps away, with grocery stores only a five-minute stroll from your door. Embrace an elevated lifestyle, steps from vibrant entertainment and shopping, with all the perks of condo-style living, minus the hassles. Your urban oasis awaits! More details
    Listed by EXP REALTY
  • Bsmt 892 Palmerston Avenue in Toronto: Annex House for lease (Toronto C02) : MLS®# C12065414

    Bsmt 892 Palmerston Avenue Annex Toronto M6G 2S2
    Main Photo: Bsmt 892 Palmerston Avenue in Toronto: Annex House for lease (Toronto C02)  : MLS®# C12065414
    $2,400
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12065414
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome To "892 Palmerston Ave" To Live In. Renovated Basement .Separate Entrance. In The Part Of The Annex Called Seaton Village. Vinyl Floor Through Large Window And Sun Filled , Spacious And Bright, Two Bedroom And In-Suite Laundry , Restaurant, Banks, Cafe, Fresh Market, LOBLAWS, CREEDS,LCBO Walking Distance Close Everything!! More details
    Listed by RETREND REALTY LTD
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Data was last updated June 1, 2025 at 02:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.