Rosedale/Moore Park/Annex Listings

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  • 21 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12510614

    21 Lowther Avenue Annex Toronto M5R 1C5
    Main Photo: 21 Lowther Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12510614
    $5,690,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12510614
    Bedrooms:
    4
    Bathrooms:
    6
    Set on one of Yorkvilles most desirable streets, 21 Lowther Avenue is a home of rare distinction a modern architectural masterpiece by Charles Bunker, offering over 7,000 sq. ft. of refined living space. Designed with an emphasis on volume, proportion, and light, this residence combines impressive scale with effortless livability.The main floors loft-inspired layout creates an airy sense of openness, ideal for both grand entertaining and relaxed everyday living. Exceptional craftsmanship, soaring ceilings, and two rooftop terraces define the homes elevated style. Upstairs, generous bedrooms, library and family spaces, and luxurious detailing throughout provide a perfect balance of comfort and sophistication.With its extraordinary design, thoughtful flow, and unbeatable Yorkville location, 21 Lowther Avenue stands as a truly one-of-a-kind offering a home that embodies timeless quality and contemporary elegance in equal measure. 4 Levels above Grade. More details
    Listed by SOUTH HILL REAL ESTATE LIMITED
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  • 41 Berryman Street in Toronto: Annex House for sale (Toronto C02) : MLS®# C12234445

    41 Berryman Street Annex Toronto M5R 1M7
    Main Photo: 41 Berryman Street in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12234445
    $5,798,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12234445
    Bedrooms:
    3
    Bathrooms:
    3
    Meticulously maintained home in nestled on one of Yorkville's premium streets! Only one immediate neighbour (none to your south or west)! A fantastic space defined by luxury, privacy and thoughtful design across multiple floors for indoor and outdoor living. Curb appeal with Zink facade, pyramidal trees, modern presence, and room for three cars (heated driveway). Luxury finishes throughout including elegant porcelain and hardwood floors, built-in speakers, stone countertops and automated blinds! 26 foot foyer upon entry. A floating staircase with stainless steel railings serves as the center piece connecting the main living areas. Incredible custom Scavolini custom cabinetry in this chef's kitchen featuring Wolf double ovens, Wolf 5 burner gas cooktop, Sub-Zero Fridge/Freezer, Sub-Zero wine fridge & Miele dishwasher and a 23 foot atrium with showpiece light fixture and skylight above! Sun-drenched dining room overlooks the rear grounds with floor-to-ceiling windows and walk-out access. Family room features custom wood-storage feature wall beside the fireplace and oversized easy-open glass doors leads to the lower lounge of a 3-tiered entertainment area in the rear grounds. The upper bedroom quarters floors feature workstation nook flooded with natural light, spacious bedroom/office/exercise space w/mirrored feature wall, bright and spacious second bedroom with integrated study nook, walk-in closet and stylish ensuite bath, and the incredible Primary bedroom on its own level with separate dressing room, dream ensuite with heated oversized porcelain slab flooring, skylight, floor-to-ceiling stone wainscoting and built-in cove for flatscreen television! Rear grounds features a 3-tiered space and built-in speakers for perfect outdoor entertaining! Sprinkler system. Rough-in for EV charger. Fantastic Yorkville amenities steps away including boutique shopping, restaurants, nightlife, Royal Ontario Museum and TTC just a few minutes walk away! More details
    Listed by KELLER WILLIAMS EMPOWERED REALTY
  • 37 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12259630

    37 Madison Avenue Annex Toronto M5R 2S2
    Main Photo: 37 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12259630
    $4,988,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12259630
    Bedrooms:
    1
    Bathrooms:
    4
    Step into history at 37 Madison Avenue, an architectural masterpiece by Edward James Lennox, famed for landmarks like Casa Loma and Old City Hall. Completed in 1891, this rare heritage home blends Gothic, Romantic Revival, Queen Anne, and Edwardian influences with striking presence and timeless elegance. Located between Yorkville and the Annex, the home features a distinctive façade, soaring ceilings, original woodwork, and expansive windows throughout approx. 6,000 sq. ft. of living space. A unique opportunity to restore or reimagine a landmark residence in one of Toronto's most coveted neighbourhoods. Enjoy unmatched access to world-class dining, boutique shopping, cultural institutions, top schools, and two subway lines, all just steps from your front door More details
    Listed by RE/MAX REALTRON REALTY INC.
  • BSMT 171 Christie Street in Toronto: Annex House for lease (Toronto C02) : MLS®# C12361211

    BSMT 171 Christie Street Annex Toronto M6G 3B3
    Main Photo: BSMT 171 Christie Street in Toronto: Annex House for lease (Toronto C02)  : MLS®# C12361211
    $1,700
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12361211
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to this 1-Bedroom + Den basement apartment in the heart of Christie Pits! Offering a spacious open-concept layout with a comfortable living area and a full kitchen. The versatile den is perfect as a home office or guest space. Enjoy the convenience of a private entrance. Water, gas and hydro are included. Located in one of Toronto's most vibrant neighbourhoods steps to Christie Pits Park, Bloor St. shops and cafes, TTC subway, and all amenities. A fantastic opportunity to live in a prime location! More details
    Listed by ROYAL LEPAGE TERREQUITY REALTY
  • 176 Balmoral Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12388889

    176 Balmoral Avenue Annex Toronto M4V 1J6
    Main Photo: 176 Balmoral Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12388889
    $6,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12388889
    Bedrooms:
    5
    Bathrooms:
    6
    Extraordinary South Hill Landmark Residence. A rare offering of architectural brilliance and historic significance, this storybook red-brick estate was originally built in 1908 and is attributed as the early residence of Lawren Harris, celebrated founder of Canada's famed Group of Seven. Painstakingly rebuilt w/a full-scale reconstruction and rear addition in 2018, followed by an elevated design renovation in 2020 by Sherwood Homes and Connie Braemer Design, this property masterfully blends heritage charm w/modern luxury. Behind its romantic façade lies a sophisticated contemporary interior, curated with exceptional attention to detail. The dramatic foyer showcases a Nero Marquina and Oriental White marble checkered floor beneath a mirrored bronze ceiling, with Macassar ebony archways and custom aged-metal French doors. The living room offers a bespoke black metal fireplace with nero assoluto stone and custom window seating, while the jewel-like powder room is wrapped in Phillip Jeffries cork wallpaper. The chefs kitchen by Cando Woodworking features rift-cut ebony-stained oak cabinetry w/brass detailing, a custom metal hood, Belvedere quartzite counters, 10 sliding glass doors that connect seamlessly to the outdoors. Ebony-stained mahogany millwork and a sleek black metal mantel enrich the adjoining family room. The primary suite is a private retreat w/custom Sapele mahogany furnishings, a Noir St. Laurent marble fireplace, and a boutique-style walk-in closet. The ensuite is clad in Noir St. Laurent marble with a dramatic backlit feature wall, custom vanity, and integrated sinks. Outdoors, a spectacular acrylic and stainless-steel pool by Elite Pools anchors the private garden oasis, complemented by extensive cedar decking, multiple terraces, and retractable awnings. A heated driveway with custom pavers and illuminated walkway complete this world-class residence. This is more than a home, it is a South Hill landmark, where history, design, and luxury converge. More details
    Listed by FOREST HILL REAL ESTATE INC.
  • 44 Hazelton Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12396240

    44 Hazelton Avenue Annex Toronto M5R 2E2
    Main Photo: 44 Hazelton Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12396240
    $7,770,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12396240
    Bedrooms:
    5
    Bathrooms:
    4
    "Front Row Centre" Yorkville. Live in comfort and quiet serenity, in one of the few detached houses on Hazelton Ave. Majestic and beautiful this meticulously restored Victorian Mansion offers a lifestyle of Elegance and Sophistication. The exquisite Architectural details have been maintained and combined with contemporary updates and all the modern conveniences. The large Kitchen with High End Appliances and adjacent Family Room offer the perfect space for Entertaining your guests or quiet relaxation. The private Garden with SunDeck offers a serene retreat amidst the vitality and cosmopolitan nature of Yorkville. Take a short walk to some of the Finest Michelin Starred Restaurants, Hotels, designer boutiques, Art Galleries and Museums. There is a large parking area accessible through a private laneway with a one car garage (Level 2 electric car charger) and four additional parking spots for you and your guests. Talk to Listing Agent for report on Change of Use to a Medical Clinic or approvals for Renovations and Additions to the property. More details
    Listed by HAZELTON REAL ESTATE INC.
  • Bsmt-R 916 Manning Avenue in Toronto: Annex House for lease (Toronto C02) : MLS®# C12404870

    Bsmt-R 916 Manning Avenue Annex Toronto M6G 2X4
    Main Photo: Bsmt-R 916 Manning Avenue in Toronto: Annex House for lease (Toronto C02)  : MLS®# C12404870
    $1,695
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12404870
    Bedrooms:
    1
    Bathrooms:
    1
    Renovated, Light Filled Proper 1 Bedroom Basement Apartment. Open And Spacious With Very High Ceilings. This Space Has Been Well Renovated And Features Modern Renovated Bath, Eat In - Kitchen And Well Lit Private Rear Entrance. Very Close To Shopping, Public Transit And Many Other Amenities. $1,695 Per Month. Tenant To Pay Own Electric (Separate Meter), 37.5% Of Gas (Heating) And 20% Of Water /Sewage. Note photos from previous listing More details
    Listed by FREEMAN REAL ESTATE LTD.
  • 34 Tranby Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12413517

    34 Tranby Avenue Annex Toronto M5R 1N5
    Main Photo: 34 Tranby Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12413517
    $6,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12413517
    Bedrooms:
    4
    Bathrooms:
    5
    Bespoke luxury awaits in this one of a kind Annex/Yorkville masterpiece! This meticulous, back to the brick, custom renovation/rebuild with impressive 3 storey rear addition has been expertly designed and beautifully finished throughout. Extremely rare fully detached, 3 storey, single family home with private heated driveway & built in garage with interior access. Flawless interior design, with in floor radiant heating on all 4 levels, allows natural light to effortlessly cascade throughout the entire living space. Absolutely stunning custom kitchen anchored by show piece La Cornue gas stove with polished brass hardware exhibits timeless style summoning and expression of truly refined taste. Exquisite custom cabinetry meshes perfectly with quartzite counters, matching quartzite backsplash and panelled built appliances. Entertain your family and friends at the centre island offering seamless views of the entire main floor living space and your private backyard. The 2nd floor primary bedroom suite boasts a luxurious 5pc en suite bathroom offering opulent finishes you have come to expect while visiting your favourite spas. The underpinned lower level offers an in home theatre like entertainment space & even interior access to your private built in garage! Escape to your roof top deck amongst the treetops or relax, unwind and truly decompress in your private backyard oasis. Enjoy unmatched luxury in this Ideal location on Tranby Ave, a mature tree lined street ranked as one of Toronto's best by Christopher Hume offering a serene feel with undeniable character. Ideal location is just a short stroll to the boutique shops and cities best restaurants in Yorkville. Or wander and gaze at Toronto's beautiful historical architecture that you can only find in the Annex! 34 Tranby perfectly combines timeless elegance & unmatched luxury accented with just the right amount of historical charm. But to fully appreciate this special home you have to see it for yourself! More details
    Listed by FREEMAN REAL ESTATE LTD.
  • 329 Lippincott Street in Toronto: Annex House for sale (Toronto C02) : MLS®# C12415360

    329 Lippincott Street Annex Toronto M5S 2P6
    Main Photo: 329 Lippincott Street in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12415360
    $2,498,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12415360
    Bedrooms:
    5
    Bathrooms:
    4
    Stunning & Luxurious Custom Built 3 Storey Detached Executive Family Home Gleaming With Natural Light In A Prime Annex Neighbourhood At Bathurst & Bloor. Unique Designer Floor Plan With 4 Spacious Bedrooms + Office Area. Rich Cherry Hardwood Flooring & Extra High Smooth Ceilings Throughout With Gorgeous Open Staircases & Custom Railings. Spacious Open Concept Main Floor With Gas Fireplace, Custom Pot Lights & Walk Out To Landscaped Backyard From The Gorgeous Gourmet Kitchen With Stone Flooring. Primary Bedroom On 2nd Floor With 5 Piece Ensuite & Heated Floors Featuring A Custom Etched Art Glass Wall. Second Bedroom Also Features 4 Piece Ensuite. Bright 3rd Floor With 4 Skylights Open To Below + 2 More Bedrooms. Convenient 1 Bedroom Basement Apartment With Separate Entrance Suitable As A Nanny Suite Or For Rental Income. Detached Private Double Garage, Easily Converted To Laneway Housing As Per City Of Toronto Guidelines. Loving Maintained, This House Is A Must See! Shows Very Well, A+! More details
    Listed by ROYAL LEPAGE TERREQUITY SW REALTY
  • 1052 Bathurst Street in Toronto: Annex House for sale (Toronto C02) : MLS®# C12415792

    1052 Bathurst Street Annex Toronto M5R 3G7
    Main Photo: 1052 Bathurst Street in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12415792
    $3,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12415792
    Bedrooms:
    3
    Bathrooms:
    4
    Prime Detached 3-Storey Commercial Building in the Heart of The Annex. An exceptional opportunity to own a spacious, fully detached commercial building in one of Toronto's most high-visibility and sought-after locations on Bathurst Street. Situated on a premium 25 x 120 ft lot with private parking, this oversized property is vacant and partially tenant occupied allowing you the freedom to set your own market rents or seamlessly relocate your business to this prime address. Inside, the building offers five distinct and self-contained units. The main floor features a bright, open-concept retail space with a walkout to a beautifully maintained rear yard. The upper levels include two generously sized loft-style studios, each with their own sun-drenched private decks. The lower level hosts a legal office or studio space alongside a large, separate room, while a rear garage and workshop add further flexibility for creative or storage use. This property presents the perfect blend of functionality, character, and potential. Whether you're an investor looking for strong income potential, an end user seeking a flagship location, or a REIT expanding into blue-chip real estate, this address checks all the boxes. The location is unmatched just minutes from the downtown core, Casa Loma, University of Toronto, Yorkville, the Royal Ontario Museum, and the luxury retail of Bloor Street West. Its also within easy reach of top private schools and premium healthcare institutions. With an 8-minute walk to Dupont subway station and excellent walk, bike, and transit scores, 1052 Bathurst Street is perfectly positioned in the vibrant, world-renowned Annex community. More details
    Listed by RE/MAX REALTY SPECIALISTS INC.
  • 577 Huron Street in Toronto: Annex House for sale (Toronto C02) : MLS®# C12419472

    577 Huron Street Annex Toronto M5R 2R6
    Main Photo: 577 Huron Street in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12419472
    $2,198,500
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12419472
    Bedrooms:
    7
    Bathrooms:
    5
    Nestled in the vibrant heart of the Annex, 577 Huron Street is a rare gem. This detached property offers a unique opportunity for savvy buyers and developers alike. The property boasts an impressive 178 ft. deep, unobstructed lot, perfect for redevelopment. With R (d1.0) (x900) zoning, the possibilities are vast from maintaining its current use as a licensed rooming house to creating a significant addition or even a completely new build. This property is being sold "as is" and offers lots of potential, whether you're looking to invest, redevelop, or simply capitalize on the property's highly sought after location. The property contains 7 rental rooms/self-contained units all on month-to-month tenancies. Don't miss out on this exceptional renovation and development opportunity in one of Toronto's most sought-after neighborhoods. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
  • 41 Berryman Street in Toronto: Annex House for lease (Toronto C02) : MLS®# C12441494

    41 Berryman Street Annex Toronto M5R 1M7
    Main Photo: 41 Berryman Street in Toronto: Annex House for lease (Toronto C02)  : MLS®# C12441494
    $19,000
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12441494
    Bedrooms:
    3
    Bathrooms:
    3
    Meticulously maintained home in nestled on one of Yorkville's premium streets! Only one immediate neighbour (none to your south or west)! A fantastic space defined by luxury, privacy and thoughtful design across multiple floors for indoor and outdoor living. Curb appeal with pyramidal trees, modern presence, and room for three cars. Luxury finishes throughout including elegant porcelain and hardwood floors, built-in speakers and stone countertops and more! A floating staircase with stainless steel railings serves as the center piece connecting the main living areas. Incredible custom Scavolini custom cabinetry in this chef's kitchen featuring premium appliances including: Wolf double ovens, 5 burner gas cooktop, Sub-Zero Fridge/Freezer, wine fridge, Miele dishwasher and Panasonic microwave. Sun-drenched dining room overlooks the rear grounds with floor-to-ceiling windows and walk-out access. Family room features custom wood-storage feature wall beside the fireplace and oversized glass doors leads to the lower lounge of a 3-tiered entertainment area in the rear grounds. The upper bedroom quarters floors feature workstation nook flooded with natural light, spacious bedroom or office space with mirrored feature wall, bright and spacious second bedroom with integrated study nook, walk-in closet and stylish ensuite bath, and the incredible Primary bedroom featuring wide-plank hardwood flooring, separate dressing room/walk-in closet, dream ensuite with heated oversized porcelain slab flooring, skylight, floor-to-ceiling stone wainscoting and built-in cove for flatscreen television! Rear grounds features a 3-tiered space and built-in speakers for perfect outdoor entertaining! Fantastic Yorkville amenities steps away including boutique shopping, restaurants, nightlife, Royal Ontario Museum and TTC just a few minutes walk away! More details
    Listed by KELLER WILLIAMS EMPOWERED REALTY
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Data was last updated November 13, 2025 at 01:15 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.