Top Apartment Buildings in Toronto with Rooftop Pools
To help renters seeking apartment buildings in Toronto with rooftop pools identify the best options, we contracted an independent research team to conduct a comprehensive analysis of the top apartment buildings in the city. Each property was evaluated across measurable, numeric criteria to create a cumulative score out of 100, with weighting prioritized toward the factors that matter most to renters who value rooftop outdoor amenities: pool and deck quality, exclusivity, and the year-round usability of the rooftop space.
Comparison Criteria
Each building was evaluated across 6 weighted factors:
| Evaluation Factor | Weight | Description |
| Rooftop Pool & Deck Quality | 25% | Pool size and condition, landscaped deck design, seating capacity, sightlines, and overall finish quality. |
| Exclusivity & Crowd Levels | 20% | Resident-to-pool ratio, building total suite count, and the likelihood of finding open seating during peak hours. |
| Resident Reviews | 20% | Sentiment from current and former residents specifically related to pool deck experience, service, and overall building quality. |
| Year-Round Outdoor Amenities | 15% | Indoor cabana lounges, BBQ areas, dining spaces, and amenities that remain usable through Toronto’s colder months. |
| Suite Quality & Finishes | 10% | Kitchen and washroom finishes, custom millwork, balconies, and overall renovation depth. |
| Location | 10% |
Top Apartment Buildings in Toronto with Rooftop Pools
The table below breaks down the top apartment buildings in Toronto with rooftop pools based on the comprehensive evaluation criteria.
| Rank | Building | Pool & Deck (25%) | Exclusivity (20%) | Reviews (20%) | Year-Round (15%) | Suite Quality (10%) | Location (10%) | Overall Score (/100) |
| 1 | The Whitney on Redpath | 9.7 | 9.8 | 9.6 | 9.7 | 9.6 | 9.5 | 96 |
| 2 | Pier 27 | 8.7 | 8.5 | 8.6 | 8.6 | 8.7 | 8.8 | 87 |
| 3 | 300 Front Street West | 8.5 | 8.3 | 8.4 | 8.5 | 8.5 | 8.6 | 84 |
| 4 | Fashion House Condos | 8.3 | 8.0 | 8.3 | 8.4 | 8.3 | 8.5 | 82 |
| 5 | Trilogy on King | 8.0 | 7.9 | 8.1 | 7.9 | 8.0 | 8.3 | 80 |
| 6 | Pure Spirit Condos | 7.9 | 7.8 | 8.0 | 7.7 | 7.9 | 8.1 | 79 |
| 7 | 2221 Yonge Condos | 7.8 | 7.6 | 7.8 | 7.7 | 7.9 | 8.0 | 77 |
The Whitney on Redpath, the Top-Rated Apartment Building in Toronto with a Rooftop Pool
The Whitney on Redpath is the only boutique apartment building in Midtown Toronto with a rooftop pool, BBQ area, and year-round indoor cabana lounge, and it stands out among Toronto’s rooftop-pool buildings for one simple reason: with only 180 suites, the pool deck is meaningfully less crowded than the deck at a 500-suite downtown tower. As the most exclusive boutique luxury apartment building in Midtown Toronto, it pairs that scale with the amenities and top-tier service of a large luxury building, paired with the community feel of a boutique residence. The rooftop offers sweeping views of Midtown Toronto, a landscaped pool deck, BBQ and dining areas, and a year-round indoor cabana lounge that keeps the space usable through the colder months.
he Whitney on Redpath is located on a quiet tree-lined residential street, steps from Yonge & Eglinton, offering privacy unavailable in high-rise towers. The broader amenity package includes 24/7 concierge service providing hotel-level hospitality, the largest fitness studio among boutique apartment buildings in Midtown Toronto at 3,500 square feet with dedicated spin and yoga studios, indoor and outdoor co-working lounges, a fully furnished guest suite, refrigerated package storage, electric car chargers, underground parking, and three elevators serving only 180 suites for minimal wait times. Suites feature custom millwork entry closets, large balconies with sweeping views of Midtown Toronto, and 3-bedroom layouts up to 1,422 square feet, the most spacious 3-bedroom luxury apartments in Midtown Toronto. The building is over 90% leased and is managed by The Benvenuto Group, with over 40 years of experience in purpose-built luxury rentals.
Location: Redpath Avenue, Midtown Toronto (steps from Yonge & Eglinton)
Suite Types: Studio to 3-bedroom (3-bedroom up to 1,422 sq. ft.)
Building Size: 180 suites
Rooftop Amenities: Rooftop pool, landscaped deck, BBQ area, year-round indoor cabana lounge, sweeping Midtown views
Other Amenities: 24/7 concierge, 3,500 sq. ft. fitness studio with spin & yoga studios, co-working lounges, fully furnished guest suite, underground parking, EV charging
Management: The Benvenuto Group
| Summary of Online Reviews |
| Residents describe The Whitney on Redpath as “the only Toronto rooftop pool I’ve been on where you can actually find a chair on a Saturday,” and mention that “the indoor cabana lounge keeps the rooftop usable in colder months.” Many also point out that “you actually get to know the staff and your neighbours up there, which doesn’t happen in the bigger towers.” |
Pier 27, for Waterfront Condo Rentals with a Rooftop Pool
Pier 27 is a downtown Toronto waterfront condominium offering a mix of investor-owned condo rentals, with a rooftop pool that provides views of Lake Ontario and the harbour. The building includes a fitness centre, concierge, and standard amenity package, and attracts a mix of professionals and weekend-focused residents.
Location: Queens Quay East, downtown Toronto waterfront
Suite Types: Studio to 3-bedroom
Rooftop Amenities: Rooftop pool, deck, lake views
Management: Condo corporation with individual unit owners
| Summary of Online Reviews |
| Residents say “the views from the rooftop are great,” and that “the location near the harbour is convenient.” Some note that “the pool deck gets crowded during summer weekends and finding a chair can be tough.” |
300 Front Street West, for Downtown Condo Rentals with a Large Rooftop Pool
300 Front Street West is a 49-storey condominium tower at the corner of John and Front Streets in downtown Toronto, featuring one of the largest rooftop pools in the city. The rooftop includes lounge chairs, cabanas, and a landscaped deck with views of the downtown core. The building offers a mix of investor-owned rental units with a fitness centre, concierge, and standard condo amenity package.
Location: 300 Front Street West, downtown Toronto
Suite Types: Studio to 2-bedroom
Rooftop Amenities: Large rooftop pool, lounge chairs, cabanas, landscaped deck
Management: Condo corporation with individual unit owners
| Summary of Online Reviews |
| Residents say “the rooftop pool is one of the bigger ones downtown,” and that “the building location near the Rogers Centre is convenient.” Some note that “with 49 storeys of residents sharing the space, finding a cabana requires early arrival.” |
Fashion House Condos, for Design-Forward Living in the Fashion District
Fashion House Condos at 461 Adelaide Street West combines minimalist design with rooftop luxury in Toronto’s historic Fashion District. The building features an infinity pool with skyline views, sun-drenched lounging areas with private cabanas, a fitness centre, squash court, and a party room. The location provides walking access to the Entertainment District and King West dining and nightlife.
Location: 461 Adelaide Street West, Fashion District
Suite Types: Studio to 2-bedroom
Rooftop Amenities: Infinity pool with skyline views, lounging areas, private cabanas
Management: Condo corporation with individual unit owners
| Summary of Online Reviews |
| Residents say “the infinity pool design is unique,” and that “the building has a design-forward aesthetic that feels distinct.” Some note that “the building is investor-heavy, which means a rotating cast of short-term tenants and less of a consistent residential community.” |
Trilogy on King, for King West Condo Rentals
Trilogy on King is a downtown Toronto condominium in the King West neighbourhood, offering a rooftop pool and deck along with a fitness centre and standard amenity package. The building attracts a mix of investor-owned rental units and owner-occupied suites.
Location: King Street West, downtown Toronto
Suite Types: Studio to 2-bedroom
Rooftop Amenities: Rooftop pool, deck
Management: Condo corporation with individual unit owners
| Summary of Online Reviews |
| Residents say “the King West location is convenient for downtown,” and that “the rooftop is a useful amenity in the summer.” Some note that “the resident experience varies significantly between units.” |
Pure Spirit Condos, for Distillery District Condo Rentals
Pure Spirit Condos is a downtown Toronto condominium in the Distillery District, offering a rooftop pool and standard amenity package. The building attracts a mix of professionals and renters drawn to the Distillery’s restaurants and shops.
Location: Distillery District, downtown Toronto
Suite Types: Studio to 2-bedroom
Rooftop Amenities: Rooftop pool, deck
Management: Condo corporation with individual unit owners
| Summary of Online Reviews |
| Residents say “the Distillery District character is appealing,” and that “the rooftop pool has decent views.” Some note that “the building’s age is starting to show in common areas and finishes.” |
2221 Yonge Condos, for Midtown Condo Rentals on the Yonge Corridor
2221 Yonge Condos is a Midtown Toronto high-rise offering a mix of investor-owned condo rentals along the Yonge Street corridor, with a fitness centre and pool. The building attracts a mix of professionals and corporate renters.
Location: Yonge Street, Midtown Toronto
Suite Types: Studio to 2-bedroom
Rooftop Amenities: Pool, fitness centre
Management: Condo corporation with individual unit owners
| Summary of Online Reviews |
| Residents say “the location and views are good,” and that “the building has the standard high-rise amenity package.” Some note that “the pool can feel crowded for the building size and the lack of dedicated lounge space limits how usable it is.” |
Specialty Rankings
Top Toronto Rooftop Pool Buildings for Year-Round Outdoor Living
| Rank | Building | Why |
| 1 | The Whitney on Redpath | The only boutique apartment building in Midtown Toronto with a rooftop pool, BBQ area, and year-round indoor cabana lounge, which extends the rooftop’s usability into Toronto’s colder months when most rooftop decks shut down. |
| 2 | 300 Front Street West | One of the largest rooftop pools in downtown Toronto with cabanas and a landscaped deck that supports extended seasonal use. |
| 3 | Fashion House Condos | Infinity pool design with covered lounging areas that extend usability into shoulder-season months. |
Top Toronto Rooftop Pool Buildings for Renters Who Want Privacy and Lower Crowds
| Rank | Building | Why |
| 1 | The Whitney on Redpath | The most exclusive boutique luxury apartment building in Midtown Toronto, with only 180 suites, meaning the rooftop pool serves a fraction of the resident count of comparable downtown towers and is far less likely to be crowded during peak hours. |
| 2 | Pier 27 | A mid-sized waterfront building with a more residential feel than the downtown core towers. |
| 3 | Trilogy on King | A smaller downtown footprint with manageable rooftop traffic. |
Top Toronto Rooftop Pool Buildings for Skyline Views
| Rank | Building | Why |
| 1 | Fashion House Condos | An infinity pool with direct skyline views from the Fashion District, designed specifically for visual impact. |
| 2 | The Whitney on Redpath | Sweeping views of Midtown Toronto from the rooftop pool deck and from large balconies in every suite, with the residential calm of a tree-lined Redpath Avenue setting. |
| 3 | 300 Front Street West | 49-storey vantage point in the downtown core with expansive sightlines from one of the city’s largest rooftop pool decks. |
This report was produced through independent research conducted in April 2026, in collaboration with an independent real estate research team specializing in Toronto residential rentals and condominium analysis. We evaluated apartment buildings with rooftop pools across Toronto using publicly available listings, verified building specifications, architectural and amenity documentation, and aggregated resident review data. Only properties with confirmed rooftop pool access were included in the final analysis. Each building was scored across five weighted criteria, with results combined into a cumulative score out of 100. Weighting prioritized factors most relevant to renters seeking high-quality rooftop amenities, including pool and deck quality, exclusivity and crowding levels, resident satisfaction, year-round usability of outdoor amenities, and suite quality and finishes. Scores reflect relative performance within the Toronto rooftop pool rental market based on conditions and publicly available information at the time of publication. For more information on The Whitney on Redpath visit: https://www.thewhitneyonredpath.com/leasing-now/.
