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Penthouse Downtown – Experience Elevated City Living

Looking for a penthouse downtown? Discover the ultimate in urban luxury with stunning skyline views, private outdoor terraces, and designer interiors. These top-floor residences offer unmatched exclusivity, spacious layouts, and high-end finishes—perfect for professionals, investors, or anyone ready to live above it all.

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  • Ph206 18 Hillcrest Avenue in Toronto: Willowdale East Condo Apartment for sale (Toronto C14) : MLS®# C14156556

    Ph206 18 Hillcrest Avenue Willowdale East Toronto M2N 6T5
    Main Photo: Ph206 18 Hillcrest Avenue in Toronto: Willowdale East Condo Apartment for sale (Toronto C14) : MLS®# C14156556

    Ph206 18 Hillcrest Avenue Toronto M2N 6T5 Willowdale East

    $538,800
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14156556
    Bedrooms:
    2
    Bathrooms:
    1
    Rarely Available Penthouse at 18 Hillcrest Ave in the Heart of North York! Enjoy ultimate convenience with direct underground access to North York Centre Station, T&T Supermarket, Empress Walk, Cineplex, and local dining-never step outside in the winter! Located in a highly desirable school district, top-tier educational options like McKee Public School and Earl Haig Secondary School are just moments away. This immaculate suite features a Freshly Painted layout with Popcorn Ceiling Removed, an Upgraded Kitchen, and Pot Lights! Relax on your expansive private balcony with stunning elevated city views, and open horizon skies. Complete with your own owned parking space and storage locker. Move-in ready luxury in a highly sought-after building! More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    DARYL KING

  • 7 473 Dupont Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14157010

    7 473 Dupont Street Annex Toronto M6G 1Y6
    Main Photo: 7 473 Dupont Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C14157010

    7 473 Dupont Street Toronto M6G 1Y6 Annex

    $1,049,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14157010
    Bedrooms:
    2
    Bathrooms:
    2
    An Incredible Opportunity To Own Just Steps From One Of Toronto's Most Iconic Landmarks - Casa Loma! This Recently Updated, Expansive, 1510 Square Foot Two-Bedroom, Two-Bathroom Penthouse In The Devonshire, Exudes Panoramic Serenity And Offers A Luxurious Living Experience Throughout. The Sundrenched Living & Dining Rooms Are Designed For Seamless Entertaining On Any Scale And Seamlessly Integrate Into A Full-Width Private Terrace Oasis. The Brand Modern Kitchen Features Top Of The Line Appliances, Ample Storage And A Convenient Breakfast Bar. The Large Primary Bedroom Sanctuary Includes A Lavish Spa-Like 4-Piece Ensuite Bathroom And Spacious Walk-In Closet. The Spacious Second Bedroom Provides A Palatial Sleeping Arrangement For All Guests, Family, Or Those In Need Of A Large Home Office, Studio Or Gym. The Dramatic, Terrace Provides Access To Beautiful Sunsets And A Front Row Dupont's Expanding Culinary Destinations, Art Galleries, Shopping & Transit. More details
    Listed by RE/MAX HALLMARK BIBBY GROUP REALTY
    LISTING DETAILS
    DARYL KING

  • Ph39 858 Dupont Street in Toronto: Dovercourt-Wallace Emerson-Junction Condo Apartment for sale (Toronto W02) : MLS®# W14156684

    Ph39 858 Dupont Street Dovercourt-Wallace Emerson-Junction Toronto M6G 0C1
    Main Photo: Ph39 858 Dupont Street in Toronto: Dovercourt-Wallace Emerson-Junction Condo Apartment for sale (Toronto W02) : MLS®# W14156684

    Ph39 858 Dupont Street Toronto M6G 0C1 Dovercourt-Wallace Emerson-Junction

    $769,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W14156684
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to Penthouse 39 at Tridel's The Dupont, a newly completed boutique mid-rise residence at Dupont and Ossington! Brand new and never lived in, this beautifully designed 826 sq. ft. two-bedroom, two-bathroom suite includes underground parking and offers desirable southeast exposure, nine-foot smooth ceilings, and a bright, functional open-concept layout. The modern kitchen features integrated appliances, sleek cabinetry, stone countertops, and a matching backsplash, seamlessly connecting to the spacious living and dining area and private balcony. The primary bedroom features its own ensuite, while the second bedroom and full bathroom offer flexibility for guests, family, or a home office. Additional highlights include smart-suite technology, digital entry, ensuite laundry, and premium plank flooring. One underground parking space is included. Residents enjoy an impressive collection of amenities, including a rooftop pool, fitness centre, yoga studio, sauna, steam room, party and dining rooms, games room, children's room, and concierge service. Ideally located near the vibrant shops and restaurants of Ossington and Geary Avenue, with Christie Pits, parks, and transit nearby. An exceptional opportunity to own a brand-new, never-lived-in penthouse in one of Toronto's most sought-after west-end neighbourhoods! More details
    Listed by ROYAL HERITAGE REALTY LTD.
    LISTING DETAILS
    DARYL KING

  • 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03) : MLS®# E14157460

    5 Massey Square Crescent Town Toronto M4C 5L6
    Main Photo: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03) : MLS®# E14157460

    5 Massey Square Toronto M4C 5L6 Crescent Town

    $499,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E14157460
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to Penthouse 15 at 5 Massey Square! Offering 1,085 sq. ft. of bright, thoughtfully refreshed living space, this rare 3-bedroom, 2-bathroom top-floor residence delivers exceptional value, space, and convenience in the Crescent Town & Victoria Park corridor. Freshly painted in crisp neutral tones with updated baseboards and flooring throughout, the sprawling open-concept living and dining area is bathed in natural light from wall-to-wall windows and walks out to an expansive private balcony with elevated views. The refinished kitchen features sleek white cabinetry, subway tile backsplash, and generous prep space. Down the hallway, three well-proportioned bedrooms provide room for the whole family or a dedicated home office, including a spacious primary retreat complete with a walk-in closet and private 2-piece ensuite. Both bathrooms have been refreshed with modern vanities, and an in-suite storage room adds everyday practicality. Unbeatable connectivity in a self-contained community. A short walk via a pedestrian walkway to Victoria Park Subway Station, Danforth GO, grocery stores, pharmacy, schools, daycare, medical clinic, and Taylor Creek Park trails! *Balcony scheduled to be redone by condo* More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
    LISTING DETAILS
    DARYL KING

  • PH 3709 361 Front Street W in Toronto: Waterfront Communities C1 Condo Apartment for sale (Toronto C01) : MLS®# C14157762

    PH 3709 361 Front Street W Waterfront Communities C1 Toronto M5V 3R5
    Main Photo: PH 3709 361 Front Street W in Toronto: Waterfront Communities C1 Condo Apartment for sale (Toronto C01) : MLS®# C14157762

    PH 3709 361 Front Street W Toronto M5V 3R5 Waterfront Communities C1

    $929,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14157762
    Bedrooms:
    3
    Bathrooms:
    2
    Penthouse living in the heart of downtown. PH3709 is a top floor corner suite offering nearly 1,000 sq ft of interior space plus a 250 sq ft, 180 degree wraparound balcony, a feature reserved for the penthouse level. Soaring 9 ft ceilings, also exclusive to this floor, and floor-to-ceiling windows frame open skyline views to the west, north and east, from morning light, evening sunsets, and the city glowing at night. Renovated top to bottom, this suite is truly turnkey. The kitchen was completely updated in 2024 and features quartz counters with a waterfall peninsula seating four, glass-front cabinetry, brushed gold accents and stainless steel appliances. It opens to a combined living and dining area made for entertaining, with a walkout to the terrace. New laminate flooring was also installed in 2024. Further updates were completed in 2025: a newly tiled foyer with a slat feature wall, a separate den finished with custom panelling and designer lighting (an ideal home office), and both bathrooms fully redone with new tile, fixtures and glass. The primary bedroom was reconfigured to fit a king bed and offers a slat feature wall, built-in wardrobe, a 4 pc ensuite and its own walkout to the terrace. The second bedroom includes a large window, closet and custom shelving. A new 2-in-1 washer/dryer (2025) completes the suite. Includes one owned underground garage parking space and one owned locker. Amenities include 24 hr concierge, indoor pool, sauna, exercise room and recreation room. Set in Toronto's Waterfront Communities, steps to the lake, King West, the Financial District, The Well, Rogers Centre, the CN Tower and TTC. More details
    Listed by COLDWELL BANKER - R.M.R Real Estate
    LISTING DETAILS
    DARYL KING

  • 2006 15 Baseball Place in Toronto: South Riverdale Condo Apartment for sale (Toronto E01) : MLS®# E14157966

    2006 15 Baseball Place South Riverdale Toronto M4M 0E6
    Main Photo: 2006 15 Baseball Place in Toronto: South Riverdale Condo Apartment for sale (Toronto E01) : MLS®# E14157966

    2006 15 Baseball Place Toronto M4M 0E6 South Riverdale

    $599,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E14157966
    Bedrooms:
    1
    Bathrooms:
    1
    Not like the rest! This penthouse crowns Riverside Square, with soaring 11+-foot ceilings and one of the most dramatic skyline views you'll find in a suite this size. Catch the sunset or watch the city lights sparkle from your full-length balcony, complete with a gas BBQ line for year-round outdoor cooking. Freshly painted and beautifully appointed, this one-bedroom offers generous space for both living and dining. The European-style kitchen features integrated appliances, quartz countertops and a matching backsplash. Includes a parking space close to elevator, plus a locker.Building amenities include a gym, 24-hour concierge and rooftop pool . Step outside to the best of the east end, with restaurants, cafés, shopping and transit at your door, and quick access to the Gardiner and DVP, all within a true residential community. More details
    Listed by KELLER WILLIAMS REFERRED URBAN PIERRE CARAPETIAN G
    LISTING DETAILS
    DARYL KING

  • ph01 10 Eva Road in Toronto: Etobicoke West Mall Condo Apartment for sale (Toronto W08) : MLS®# W14158112

    ph01 10 Eva Road Etobicoke West Mall Toronto M9C 0B3
    Main Photo: ph01 10 Eva Road in Toronto: Etobicoke West Mall Condo Apartment for sale (Toronto W08) : MLS®# W14158112

    ph01 10 Eva Road Toronto M9C 0B3 Etobicoke West Mall

    $545,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W14158112
    Bedrooms:
    2
    Bathrooms:
    2
    Experience elevated urban living in this spectacular Penthouse suite on the 28th floor of a prestigious Tridel-built residence in the heart of Etobicoke. Offering approximately 778 sq. ft. of thoughtfully designed living space, this bright and contemporary 2-bedroom, 2-bathroom home boasts soaring. Designed with style and functionality in mind, the suite features wide-plank laminate flooring throughout, elegant quartz countertops, premium stainless steel appliances, and convenient in-suite laundry. Residents enjoy modern conveniences including a 24-hour contactless parcel system and secure license plate recognition garage access. Exceptional building amenities include a state-of-the-art fitness center, yoga studio, party room, BBQ area, rooftop outdoor spaces, 24-hour concierge, visitor parking, and more. Complete with one parking space and one locker, this home offers the perfect blend of luxury and convenience. Ideally located just steps from public transit. More details
    Listed by CENTURY 21 PEOPLE`S CHOICE REALTY INC.
    LISTING DETAILS
    DARYL KING

  • PH16 3800 Yonge Street in Toronto: Bedford Park-Nortown Condo Apartment for sale (Toronto C04) : MLS®# C14151680

    PH16 3800 Yonge Street Bedford Park-Nortown Toronto M4N 3P7
    Main Photo: PH16 3800 Yonge Street in Toronto: Bedford Park-Nortown Condo Apartment for sale (Toronto C04) : MLS®# C14151680

    PH16 3800 Yonge Street Toronto M4N 3P7 Bedford Park-Nortown

    $3,350,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14151680
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to Penthouse 16 at Governors Hill - 1 - Exceptional penthouse with 3,755 sq ft of interior living space in an outstanding building. 2 - Additional rooftop private 2,500 sq ft terrace/manicured garden. 2 large dining areas and BBQ. Full irrigation. Ravine views on 3 sides. Indoor stairs with additional access directly from lobby elevators. 3 - Main floor includes Primary suite and 2 additional large ensuite bedrooms. Primary 8-piece bathroom, with sauna and jetted tub. 3 additional 3-piece bathrooms plus 2-piece powder room.4 - Large open entrance lobby plus 2 large entertainment/living rooms, each with a gas fireplace. Wine cabinet and spacious wet bar.5 - Kitchen with custom millwork, 48" Sub-Zero fridge, Miele dishwasher, Jenn-Air 8 hub cooktop. Breakfast area. Dumb waiter to upper level.6 - Glass-enclosed dining room with magnificent ravine views. 7 - Floor-to-ceiling windows, multiple skylights, natural light and ravine views throughout. 8 - Massive storage space including large dressing room adjacent to principal bedroom. 9 - Main floor 180 sq ft balcony with space for 8 to dine. Accessed from living room, primary bedroom and bathroom. 10 - Upstairs, 500 sq ft indoor flex space including 3-piece bathroom. Can be used as media lounge, office, fitness area, etc. Access on 2 sides to garden terrace.Governors Hill ensures impeccable security and service. Exceptional amenities inc. 24/7 gatehouse and concierge, a saltwater indoor pool with hot tub, squash court, indoor pickleball court, large well-equipped gym, guest suites, library, 150-guest party room with kitchen, elegant entertaining spaces, plus several smaller meeting rooms, beautifully maintained grounds, billiard room & multiple guest parking. Local amenities include TTC bus on doorstep. 10-minute walk to York Mills subway and to shops, restaurants, and cafes. Large park and tennis courts across the street. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS
    DARYL KING

  • 602 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C14152306

    602 380 Macpherson Avenue Casa Loma Toronto M4V 3E3
    Main Photo: 602 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C14152306

    602 380 Macpherson Avenue Toronto M4V 3E3 Casa Loma

    $1,949,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14152306
    Bedrooms:
    2
    Bathrooms:
    2
    Breathtaking Sun Filled Penthouse With 10Ft Wall To Wall - Floor To Ceiling Windows. Extensive Use Of Wood, Stone & Corian For The Custom Kitchen, Front Hall Closet, Credenzas & Bathrooms. Dine In An Elegant Gazebo On Your Private 1,123 Sq Ft Wrap-Around Terrace While Enjoying Unobstructed Views Of The City Skyscape To The South & Casa Loma To The West. It's A Landscaped Urban Paradise! Create A Space Both Sophisticated In Appearance & Zen In Feel. The Second Bedroom is a Flexible Space Ready To Grow With Your Needs. Beautiful Rooftop Garden, 24 Hr Concierge, Gym, Sauna, Party/Meeting Room, Bicycle Room & Plenty Of Visitor Parking. This Suite Owns The 2 Best Parking Spots In The Building Situated Directly Beside The Elevator (One Of Which Has An Attached Large Private Locker With No Shared Access). Unlimited Bell Fibe Internet & Cable Included In Maintenance Fees! Steps To Dupont, Stroll To The Annex, Yorkville, Casa Loma, Parks and Ravines. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS
    DARYL KING

  • PH06 270 Wellington Street W in Toronto: Waterfront Communities C1 Condo Apartment for sale (Toronto C01) : MLS®# C14152840

    PH06 270 Wellington Street W Waterfront Communities C1 Toronto M5V 3P5
    Main Photo: PH06 270 Wellington Street W in Toronto: Waterfront Communities C1 Condo Apartment for sale (Toronto C01) : MLS®# C14152840

    PH06 270 Wellington Street W Toronto M5V 3P5 Waterfront Communities C1

    $699,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14152840
    Bedrooms:
    2
    Bathrooms:
    2
    Experience penthouse living at its finest in the heart of downtown Toronto! A truly uniqueoffering, this exceptional penthouse boasts a rarely found, thoughtfully designed layout thatis anything but your typical cookie-cutter condo. Offering over 1,000 sq. ft. of interiorliving space, complemented by an impressive 200+ sq. ft. private terrace with beautiful SouthEast views, this is a suite that truly stands apart. Floor-to-ceiling windows flood the unitwith incredible natural light, creating a bright and inviting atmosphere throughout. Theopen-concept layout is ideal for entertaining, featuring a spacious kitchen with stainlesssteel appliances, gas cooktop and dedicated red and white wine fridges, flowing seamlessly intothe living and dining areas. Enjoy cozy evenings by the built-in fireplace or step outsidethrough one of two walkouts to your expansive terrace. The additional den offers the perfectspace for a dedicated home office or computer setup, adding even more functionality to thisalready impressive floor plan. The generously sized primary bedroom offers its own terracewalkout, walk-in closet and private 3-piece ensuite. Additional features include a full guestbathroom with soaker tub, convenient powder room, ensuite laundry with additional storage spaceand plenty of room for a full-sized dining area. Enjoy the convenience of concierge service andfantastic building amenities, including a full gym, sauna, and newly renovated party room andgames room. An added bonus: the unit is located on the same floor as the gym! Maintenance feesinclude ALL utilities except internet. Ideally situated at Wellington St. W. and Blue Jays Way,you're just steps to some of Toronto's best restaurants, entertainment, shopping, transit andeverything downtown living has to offer. A rare opportunity to own a truly distinctivepenthouse with an exceptional layout, incredible outdoor space and a lifestyle that's hard tofind in downtown Toronto! More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS
    DARYL KING

  • PH31 250 Wellington Street W in Toronto: Waterfront Communities C1 Condo Apartment for sale (Toronto C01) : MLS®# C14152944

    PH31 250 Wellington Street W Waterfront Communities C1 Toronto M5V 3P6
    Main Photo: PH31 250 Wellington Street W in Toronto: Waterfront Communities C1 Condo Apartment for sale (Toronto C01) : MLS®# C14152944

    PH31 250 Wellington Street W Toronto M5V 3P6 Waterfront Communities C1

    $360,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14152944
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome to The Luxury Icon 2 - an exceptional opportunity to own a penthouse suite in the heart of Toronto's Financial and Entertainment Districts. This bright and stylish 516 sq. ft. junior one-bedroom corner suite features high ceilings, hardwood flooring throughout and a smart, functional layout that makes excellent use of every inch of space.Perfect for a first-time buyer, investor, executive rental or a short-term rental opportunity for those using the suite as their principal residence, this home offers incredible flexibility in one of downtown Toronto's most sought-after locations. Step outside your door and walk to virtually everything - world-class restaurants, nightlife, entertainment, shopping, the Financial District, transit and more. A truly AAA location for both lifestyle and investment potential.The Luxury Icon is a well-managed building with an impressive range of amenities, including 24-hour concierge, fitness room, lap resistance pool, party room, workspaces and a rooftop patio with BBQ terrace.Whether you're looking to get into the downtown market, build an investment portfolio or take advantage of the demand for executive and permitted short-term accommodations while living in the suite as your principal residence, this is an opportunity worth exploring. A fantastic downtown offering with high ceilings, an unbeatable location and exceptional lifestyle flexibility. More details
    Listed by REAL ESTATE HOMEWARD
    LISTING DETAILS
    DARYL KING

  • PH206 4955 Yonge Street in Toronto: Willowdale East Condo Apartment for sale (Toronto C14) : MLS®# C14153306

    PH206 4955 Yonge Street Willowdale East Toronto M2N 0L8
    Main Photo: PH206 4955 Yonge Street in Toronto: Willowdale East Condo Apartment for sale (Toronto C14) : MLS®# C14153306

    PH206 4955 Yonge Street Toronto M2N 0L8 Willowdale East

    $1,095,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14153306
    Bedrooms:
    3
    Bathrooms:
    2
    "Brand-new unit ! Buyers may be eligible for an HST rebate"Luxury 2-Bedroom + Den Penthouse - Pierre Model at Pearl Place, Yonge & Sheppard. 1,049 sq.ft. featuring 10-ft ceilings, floor-to-ceiling windows, and a bright open-concept layout.Rare South East corner penthouse suite with great views and a wraparound balcony. Tons ofupgrades Modern kitchen , quartz countertops and stainless steel appliances. Convenientlylocated steps to Yonge-Sheppard subway station with easy access to Hwy 401 & 404, shopping,dining, parks, and more. Premium building amenities include indoor pool, sauna, gym, partyroom, theatre, guest suites, and 24-hour concierge. Price Includes parking and locker. More details
    Listed by NORMAN HILL REALTY INC.
    LISTING DETAILS
    DARYL KING
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Data was last updated November 6, 2026 at 09:15 PM (UTC)
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Explore the Best Downtown Penthouses for Sale

Toronto’s downtown core features a variety of spectacular penthouses that redefine city living:

  • Expansive layouts with floor-to-ceiling windows
  • Private terraces, rooftop patios, or wraparound balconies
  • Custom kitchens, spa-like bathrooms, and luxury appliances
  • Prestigious buildings with 24/7 concierge, pools, gyms, and valet service

Why Choose a Downtown Penthouse?

Penthouse living blends privacy with prestige. You’ll enjoy a peaceful escape above the city while staying steps from business hubs, entertainment, shopping, and fine dining. Whether you’re seeking long-term value or a modern lifestyle, downtown penthouses check every box.

Maximizing Exposure for Your Downtown Toronto Penthouse

If you’re selling a penthouse in Downtown Toronto, our platform offers exceptional exposure to a targeted audience of potential buyers. We utilize advanced marketing techniques to highlight the key features and benefits of your luxury property, ensuring it stands out in the market. Our goal is to connect you with interested buyers efficiently, facilitating successful and profitable transactions.

Start Your Search Today

Browse our exclusive listings of downtown penthouses and let our real estate experts guide you to your dream top-floor residence. Whether you’re buying for lifestyle or investment, there’s a penthouse waiting for you.

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Each link provides updated listings and expert insights.

FAQs – Penthouse Downtown

1. What defines a penthouse in downtown Toronto?
A penthouse is typically the highest-floor unit in a condo, offering expansive layouts, premium features, and unmatched views.

2. Are downtown penthouses a good investment?
Yes, they retain strong value due to their scarcity, location, and luxury appeal—making them ideal for long-term appreciation.

3. Can I find a penthouse with outdoor space?
Many come with large private terraces or balconies, perfect for entertaining or relaxing above the city skyline.

4. What amenities do penthouse buildings offer?
Expect premium services such as concierge, fitness centres, rooftop lounges, pools, and private elevators in many luxury buildings.

5. Are downtown penthouses family-friendly?
Yes, several units offer 2+ bedrooms, large living areas, and secure buildings close to schools and parks.

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When it comes to buying a home, you deserve real estate guidance from a team that truly cares about your long-term investment and client experience. Find out what it’s like to get the Royal Treatment by booking a buying consultation today.

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