Luxury Penthouse Living in Downtown Toronto

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  • PH 181 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12457321

    PH 181 Davenport Road Annex Toronto M5R 1J1
    Main Photo: PH 181 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12457321
    $19,000,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12457321
    Bedrooms:
    4
    Bathrooms:
    8
    The pinnacle of luxury living in a truly unique Penthouse, occupying the entire floor of an intimate boutique condominium building in Yorkville. This spectacular residence boasts fabulous panoramic views in every direction, offering a breathtaking perspective of the city skyline and the lush tree-lined streets below. Floor-to-ceiling windows bathe each room in natural light, with multiple balconies and terraces. Every detail has been meticulously curated and finished to the highest conceivable standard. Two direct elevators open directly into the private marble foyer . From custom millwork, premium heated stone floors with inlays, and designer lighting to smart home automation and premium architectural detail, this penthouse showcases uncompromising quality and sophistication. Simply exceptional entertaining spaces with a wonderful grand sized 'great room' ,a wine lounge, even a separate gallery area. Ownership includes a separate one bedroom guest/nanny/office suite, accessed through a private elevator. Incredibly generous primary bedroom occupies an entire wing with TWO decadent marble ensuites and TWO fitted dressing rooms, and two more well sized bedrooms with their own ensuites and walk in closets. Plus a private rooftop terrace with outdoor kitchen and entertaining area with a gas fire table and outdoor TV. This is perfect blend of privacy, exclusivity, and convenience, with direct elevator access to the residence, private terraces, and ample space for both grand entertaining and tranquil relaxation. And Yorkville's renowned dining, shopping, and cultural amenities just steps away, this is a rare chance to own a signature home in the city's finest neighbourhood. More details
    Listed by HAZELTON REAL ESTATE INC.
  • 1201 155 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12478183

    1201 155 Cumberland Street Annex Toronto M5R 1A2
    Main Photo: 1201 155 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12478183
    $12,500,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12478183
    Bedrooms:
    3
    Bathrooms:
    4
    An extraordinary residence in the heart of Yorkville, Suite 1201 at 155 Cumberland offers just under 4,000 sq. ft. of bespoke living space-a rare half floor home that combines architectural pedigree with modern refinement. With only 15 residences in the building, privacy and discretion are absolute, while the address places you steps from Toronto's finest dining, boutiques, and cultural institutions. This 3-bedroom plus family room residence is defined by its scale and proportion. Ceilings soar to almost 12 feet, while floor-to-ceiling windows frame sweeping city and treetop views. The great room spans the south façade, offering a dramatic yet serene setting for both intimate evenings and grand entertaining. A dedicated dining gallery flows seamlessly into the Downsview-designed chef's kitchen, where top-tier appliances, expansive counters, and custom cabinetry create a space equally suited to culinary artistry and casual gatherings. The primary suite is a private sanctuary, with a spa-inspired ensuite featuring a freestanding soaking tub, walk-in shower, radiant heated floors, and generous dressing areas. Two additional bedrooms, each with an ensuite, provide comfort for family or guests, while the family room offers a second living core-ideal for film, reading, or quiet retreat. Every detail, from wide-plank hardwood to polished stone, has been curated for timeless elegance. Outdoors, a private terrace extends the living space, offering a rare vantage point above Yorkville's storied streets. The building itself is an icon of exclusivity, originally conceived as a modernist penthouse in the 1960s and reimagined in 2010 by KingSett Capital and Quadrangle Architects. Residents enjoy 24-hour concierge, secure underground parking, and discreet entry, ensuring a lifestyle of effortless luxury. Suite 1201 is more than a condominium-it is a trophy residence, offering the scale of a private home with the convenience and prestige of Yorkville's most exclusive address. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
  • LPH2 33 Chatsworth Drive in Toronto: Lawrence Park South Condo Apartment for sale (Toronto C04) : MLS®# C12415473

    LPH2 33 Chatsworth Drive Lawrence Park South Toronto M4R 1R6
    Main Photo: LPH2 33 Chatsworth Drive in Toronto: Lawrence Park South Condo Apartment for sale (Toronto C04)  : MLS®# C12415473
    $8,080,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12415473
    Bedrooms:
    2
    Bathrooms:
    3
    Welcome to The Chatsworth, an exclusive boutique residence offering timeless elegance in the heart of Lawrence Park South. This expansive lower penthouse features 3,423 sq. ft. of refined interior space plus a 269 sq. ft. private terrace with stunning south-facing views over the Chatsworth Ravine. With soaring 10-ft ceilings, floor-to-ceiling windows, and a thoughtfully designed layout including a separate family room, this 2-bedroom residence blends classic design with modern sophistication. The Italian-designed kitchen features custom cabinetry, integrated appliances, dramatic stone countertops, and full-height slab backsplash. The primary suite offers a large walk-in closet with custom built-ins and a spa-inspired ensuite with a freestanding tub, glass-enclosed shower, double vanity, and water closet. The second bedroom also enjoys ravine views and luxurious finishes. Additional features include two-car parking, smart lighting and climate controls, gas and water line on the terrace, full-size laundry room, and keyless entry. The Chatsworth is an exclusive boutique building with only 29 suites, offering an executive 24-hour concierge, elegant lobby, fitness studio, and multi-purpose lounge. Located on a quiet residential street just steps from Yonge Street, ravine trails, top-rated schools, and convenient transit access, this is a rare opportunity to live in a truly exceptional residence. The listing broker represents the builder for the entire Chatsworth development. More details
    Listed by URBAN HOMES REALTY INC.
  • PH02 1 Strathgowan Avenue in Toronto: Lawrence Park South Condo Apartment for sale (Toronto C04) : MLS®# C12478541

    PH02 1 Strathgowan Avenue Lawrence Park South Toronto M4N 2H8
    Main Photo: PH02 1 Strathgowan Avenue in Toronto: Lawrence Park South Condo Apartment for sale (Toronto C04)  : MLS®# C12478541
    $6,995,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12478541
    Bedrooms:
    3
    Bathrooms:
    4
    Introducing Penthouse Two at The Winslow, a pinnacle of refined living in the prestigious Lawrence Park neighbourhood. One of only two suites on the penthouse level, this home is an exquisite 3400-square-foot haven boasting a distinctive layout tailored to your lifestyle. Featuring a main sanctuary complemented by a separate secondary living suite, providing unprecedented flexibility. Envision the second suite as a dynamic space ideal for a home gym, secondary office, or luxurious in-law or nanny suite. Step inside and be greeted by soaring 11-foot ceilings, enhancing the grandeur of this residence. Panoramic vistas seamlessly merge with the living, kitchen, and dining areas, anchored by a magnificent gas fireplace, perfect for intimate gatherings or lavish entertaining. The jewel of Penthouse Two lies outdoors, where 1160 sqft of terraced living space awaits, offering truly breathtaking north, south, and east views that captivate the senses and elevate everyday living to new heights. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
  • 503 2 Post Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C12170266

    503 2 Post Road Bridle Path-Sunnybrook-York Mills Toronto M3B 3M7
    Main Photo: 503 2 Post Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12)  : MLS®# C12170266
    $6,500,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12170266
    Bedrooms:
    3
    Bathrooms:
    3
    61 timeless residences coming soon to the highly coveted Bridle Path. Five storey Beaux-Arts design artfully envisioned by world renowned architect Richard Wengle. Masterfully built by North Drive. This 2,589SF penthouse residence features a massive 2,321SF terrace! Offering the security and ease of lock and go convenience, these homes are paired with the refined amenities of a boutique hotel. Its interiors are a display of bespoke luxury that welcomes you to experience the true beauty of opulent living. With soaring ceilings, expansive living areas perfect for entertaining, thoughtfully designed kitchens with centre islands, walk-in pantries, and spacious private terraces equipped with gas lines for barbeques, every detail is crafted to ensure these residences feel like home. Great ability to customize. Steps to exclusive clubs, golf courses and recreational spaces epitomize a lifestyle of enviable leisure while prestigious educational institutions signal the path to a bright and exceptional future. 2 Post Road reflects excellence in every way. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
  • PH1 60 Berwick Avenue in Toronto: Yonge-Eglinton Condo Apartment for sale (Toronto C03) : MLS®# C12373069

    PH1 60 Berwick Avenue Yonge-Eglinton Toronto M5P 1H1
    Main Photo: PH1 60 Berwick Avenue in Toronto: Yonge-Eglinton Condo Apartment for sale (Toronto C03)  : MLS®# C12373069
    $4,999,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12373069
    Bedrooms:
    4
    Bathrooms:
    4
    Stunning Midtown Penthouse with sweeping city views of the CN Tower & Lake Ontario. This 2767 sq ft suite is far from typical, with completely customized interiors, 10 ft Ceilings & a breathtaking 1005 sq ft terrace. This space was customized in consultation with the builder & is the designers own home & has been transformed into a one-of-a-kind sanctuary. Enjoy cooking in this exquisite kitchen (built by Paris Kitchens) which offers plenty of storage & an ideal flow with an open concept plan overlooking an eat-in area, & features a dining room that easily accommodates 20. The graciously appointed living areas take advantage of the south-west views in beautifully proportioned rooms. Escape to your private den with its 2-way fireplace. The built-ins & thoughtful details in this suite exude luxury & fine living. Every inch was taken into account & maximizes the space with hidden storage & natural light streaming in from every angle. The primary bedroom retreat features 2 ensuite bathrooms, a custom boudoir & a magnificent walk-in dressing room that has been custom-designed to the highest standard, with built-ins, mirrored panels & lockable drawers. With a total of 3 bedrooms plus a large private den with a walkout to your private terrace, there is plenty of space to accommodate friends & family alike. This suite is an entertainer's dream perched just above the rooftops in Chaplin Estates. The oversized terrace offers breathtaking south-west views & is the perfect spot for hosting an outdoor gathering with a retractable awning & el fresco dining area. Bonus- Midsize building with 3 elevators (221 units). Only 2 units on the PH level & Low Maintenance fees. 24 hr Concierge. 2 Car Parking (1 EV) & 4 Lockers! Custom Home Automation, Custom Recessed Lighting & Sound System. 4 Zone Heating. Spend evenings admiring the CN tower views & stunning sunsets. Truly, this suite is like nothing you have ever seen before. Incomparable quality & design. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • PH 03 1414 Bayview Avenue in Toronto: Mount Pleasant East Condo Apartment for sale (Toronto C10) : MLS®# C12312480

    PH 03 1414 Bayview Avenue Mount Pleasant East Toronto M4G 3A7
    Main Photo: PH 03 1414 Bayview Avenue in Toronto: Mount Pleasant East Condo Apartment for sale (Toronto C10)  : MLS®# C12312480
    $4,465,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12312480
    Bedrooms:
    3
    Bathrooms:
    3
    This exceptional two-storey penthouse residence spans over 2,100 square feet of refined interior space, complemented by an 874 square foot terrace that captures sweeping skyline views. Nestled high above the city with direct elevator access, this is a home that offers complete privacy, quiet luxury, and a sense of arrival that's impossible to replicate. The main floor is thoughtfully planned with expansive principal rooms, a seamless flow between kitchen, dining and living areas, and floor-to-ceiling windows that fill the space with natural light throughout the day. A beautifully scaled terrace extends the living space outward, providing the ideal setting for al fresco dining, weekend gatherings, or peaceful solitude above the hum of the city. The upper level features a private primary retreat with a walk-in wardrobe and spa-inspired ensuite, along with two additional bedrooms that offer flexibility for family, guests, or working from home. From every angle, this penthouse delivers understated elegance and exceptional functionality the kind of home that rarely comes to market, and once experienced, is hard to forget. Opportunities like this are few and far between. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
  • 702 1700 Avenue Road in Toronto: Bedford Park-Nortown Condo Apartment for sale (Toronto C04) : MLS®# C12370185

    702 1700 Avenue Road Bedford Park-Nortown Toronto M5M 3Y4
    Main Photo: 702 1700 Avenue Road in Toronto: Bedford Park-Nortown Condo Apartment for sale (Toronto C04)  : MLS®# C12370185
    $4,399,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12370185
    Bedrooms:
    4
    Bathrooms:
    3
    Boutique Luxury Living In One Of The Most Affluent Neighborhoods In Toronto! This extraordinarily designed 3 Bedroom + Den, 3 Bathroom Penthouse Suite is truly a show stopper! The property boasts a luxurious, modern design with standout features like a smart dimmable lighting system, motorized curtains, and a monitored smart security system with cameras and sensors, ensuring convenience and safety. The custom Leicht kitchen shines with high-end Gaggenau and Miele appliances, a Neolith Himalaya Crystal backsplash, and a water filtration system, while heated floors in all three bathrooms, the kitchen, and foyer elevate comfort. Custom 120 Sq ft dream walk-in closet. Spa-like ensuite featuring a freestanding bath, rain shower and intelligent toilet. Custom wood paneling, engineered hardwood floors, and solid wood doors throughout add elegance, complemented by a primary bedroom with a Sangiacomo custom headboard, condensation-preventing heated floor cables and a walk out to balcony. The dining room's convertible bar cabinet and terrace walk-out, plus pre-wired built-in speakers, make this home perfect for sophisticated living and entertaining. Additionally, the expansive 590-square-foot terrace, equipped with snow-melting heated floors by Warmly Yours, gas and water hookups, and levelled concrete tiles, offers an exceptional outdoor space for year-round enjoyment. No detail was overlooked or expense| spared during design and renovation! You too can call this masterpiece your home! More details
    Listed by RE/MAX EXPERTS
  • LPH19 2095 Lake Shore Boulevard W in Toronto: Mimico Condo Apartment for sale (Toronto W06) : MLS®# W12477773

    LPH19 2095 Lake Shore Boulevard W Mimico Toronto M8V 4G4
    Main Photo: LPH19 2095 Lake Shore Boulevard W in Toronto: Mimico Condo Apartment for sale (Toronto W06)  : MLS®# W12477773
    $4,250,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12477773
    Bedrooms:
    3
    Bathrooms:
    4
    Discover the epitome of luxury at Waterford Boutique Condo. This extraordinary penthouse is a rare gem, featuring over 4,500 sqft of lavish living space, 10' high ceilings adorned with intricate crown molding. 2 elevators leading directly to your door. Gourmet kitchen w/ top-of-the-line appliances. Grand marble entranceway, 3 cozy gas fireplaces, Custom-built closets and a spectacular 1,331 sqft terrace with 4 walkouts, BBQ connection and water hookup.The penthouse offers Breathtaking Panoramic view of Lake Ontario and the Toronto skyline. Don't let this exclusive opportunity to experience true luxury living slip away. **EXTRAS** Cedar wine cellar that accommodates up to 1,000 bottles; 4 Prime Parking (2 W/Linear garage door closure for extra privacy & protection), 2 private Locker Rooms right behind the parking spots, purchase price includes all Crystal Chandeliers More details
    Listed by RIGHT AT HOME REALTY
  • 501 50 Old Mill Road in Toronto: Kingsway South Condo Apartment for sale (Toronto W08) : MLS®# W12395569

    501 50 Old Mill Road Kingsway South Toronto M8X 1G7
    Main Photo: 501 50 Old Mill Road in Toronto: Kingsway South Condo Apartment for sale (Toronto W08)  : MLS®# W12395569
    $4,198,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12395569
    Bedrooms:
    2
    Bathrooms:
    3
    This rare full-floor penthouse at The Riverstone offers 2,959 sq. ft. of living space with sweeping views of both the city skyline and Humber River. Direct elevator access opens to a bright, functional layout featuring engineered hardwood throughout and custom-built cabinetry. The kitchen includes premium appliances such as a Wolf cooktop and oven, Falmec hood, and custom millwork. The living room features a marble-faced fireplace with quartz hearth, perfect for relaxed evenings or entertaining. The primary suite offers heated stone floors in the ensuite, custom closets, and tranquil views. White oak shaker doors, panels, and baseboards add a consistent, high-end finish throughout. Includes two parking spaces and a locker. Don't miss this opportunity to own a one of a kind penthouse in a highly sought-after building and neighbourhood. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
  • PH1 2 Lynwood Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C12193468

    PH1 2 Lynwood Avenue Casa Loma Toronto M4V 1K2
    Main Photo: PH1 2 Lynwood Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02)  : MLS®# C12193468
    $3,950,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12193468
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to Penthouse One at 2 Lynwood Avenue - a residence that redefines grandeur in Toronto's prestigious South Hill enclave. Spanning nearly 5,000 square feet across two magnificent levels, this one-of-a-kind penthouse crowns an exclusive 16-suite boutique building, offering a life of unrivalled sophistication & scale. From the moment you step into the soaring two-storey entrance gallery, with its oak herringbone floors & breathtaking marble water feature, it is clear this is no ordinary home - it is a masterpiece of craftsmanship, elegance & architectural drama. The great room is nothing short of awe-inspiring, with 25-foot ceilings, floor-to-ceiling windows & a dramatic open-flame gas fireplace anchoring a space that is both grand & inviting. A sleek black marble-floored dining room stretches alongside a wall of windows, flowing effortlessly into a commercial-grade kitchen designed for the most passionate culinary pursuits. Adjacent to the main living areas, a cozy family room offers a more intimate space for relaxed gatherings, while the main-floor primary suite delivers unparalleled comfort & privacy, complete with a luxurious 5-piece ensuite & walk-in closet. Ascending the curved staircase beneath a skylight, the 2nd level unveils a sophisticated library with a gas fireplace, wet bar, and custom built-ins - a space equally suited to quiet reflection or vibrant entertaining. Two additional bedrooms complete the upper floor, each with southern exposures and refined details such as crown mouldings and custom shelving. The penthouse includes 4 underground parking spaces & a rare, oversized private storage locker. Building amenities include an indoor pool, gym, sauna, party room, visitor parking & concierge service. Every aspect of Penthouse 1 has been meticulously designed to offer a rare blend of opulence, comfort & privacy. An extraordinary opportunity to experience the very best of boutique luxury living in one of Toronto's most coveted neighbourhoods. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
  • 806 151 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12382877

    806 151 Avenue Road Annex Toronto M5R 2H7
    Main Photo: 806 151 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12382877
    $3,525,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12382877
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome To Your Stunning Lower Penthouse W/Unobstructed South, West & East Views. 2389 Sf Of Sublime Privacy In Yorkville's Newest Boutique Luxury Bldg. 10' Ceilings, Large Formal Living/Dining Room W/Wide Plank Oak Floors, Chef's Dream Kitchen W/14' Long Island & Taj Mahal Polished Stone Counters, Integrated Appliances W/Wine Fridge, Dual-Tone Cabinetry, Marble Tiled Spa Baths, East & West Facing Terraces & More. Life In Yorkville At Its Most Refined. More details
    Listed by RE/MAX DASH REALTY
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Data was last updated October 31, 2025 at 04:15 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.