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.

Forgot password Extend Verify Contact

5 Massey Square
Crescent Town Toronto M4C 5L6

$499,000
Residential Condo & Other beds: 3 baths: 2.0

Main Photo: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 1: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 2: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 3: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 4: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 5: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 6: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 7: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 8: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 9: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 10: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 11: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 12: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 13: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 14: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 15: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 16: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 17: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 18: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 19: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 20: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 21: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 22: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 23: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 24: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 25: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 26: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 27: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 28: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 29: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 30: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Photo 31: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
Status:
Active
Prop. Type:
Residential Condo & Other
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*
Property Type:
Residential Condo & Other
Property Sub Type:
Condo Apartment
Home Style:
Apartment
Total Approx Floor Area:
1000-1199
Exposure:
South West
Bedrooms:
3
Bathrooms:
2.0
Kitchens:
1
Bedrooms Above Grade:
3
Kitchens Above Grade:
1
Rooms Above Grade:
6
Heating type:
Radiant
Heating Fuel:
Electric
Storey:
29
Balcony:
Open
Basement:
None
Fireplace/Stove:
No
Garage:
Underground
Garage Spaces:
0.0
Parking Features:
Unreserved
Parking Type:
None
Parking Spaces:
0
Total Parking Spaces:
0.0
Locker:
Ensuite+Common
Family Room:
No
Possession Details:
Flexible
HST Applicable To Sale Price:
Included In
Maintenance Fee:
$943.69
Maintenance fees include:
Water Included, Heat Included, Common Elements Included, Building Insurance Included, Hydro Included
Taxes:
$1,442.54 / 2026
Assessment:
$- / -
Toronto
Toronto E03
Crescent Town
Intercom
Yes-with Restrictions
Stove, Refrigerator, Microwave, All Light Fixtures.
Brick
Floor
Type
Size
Other
Main
Dining Room
19'11" × 11'4"
Vinyl Floor, W/O To Balcony, Window Floor to Ceiling
Main
Living Room
12'7" × 10'1¼"
Vinyl Floor, Open Concept
Main
Kitchen
11'2¼" × 7'
Tile Floor
Main
Primary Bedroom
14'10" × 11'5"
Vinyl Floor, Walk-In Closet(s), 2 Pc Ensuite
Main
Bedroom 2
13'6¼" × 9'5"
Vinyl Floor, Double Closet
Main
Bedroom 3
13'6¼" × 9'4¼"
Vinyl Floor, Double Closet
Special Designation:
Unknown
Air Conditioning:
Window Unit(s)
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Access:
Common Area
Condo Corporation Number:
76
Property Management Company:
YCC Property Management
Date Listed:
Nov 06, 2026
Original Price:
Previous Price:
  • Photo 1: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 1 of 31
  • Photo 2: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 2 of 31
  • Photo 3: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Virtually Staged
  • Photo 4: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 4 of 31
  • Photo 5: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 5 of 31
  • Photo 6: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 6 of 31
  • Photo 7: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 7 of 31
  • Photo 8: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 8 of 31
  • Photo 9: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 9 of 31
  • Photo 10: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 10 of 31
  • Photo 11: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 11 of 31
  • Photo 12: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 12 of 31
  • Photo 13: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Virtually Staged
  • Photo 14: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 14 of 31
  • Photo 15: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 15 of 31
  • Photo 16: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 16 of 31
  • Photo 17: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Virtually Staged
  • Photo 18: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 18 of 31
  • Photo 19: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 19 of 31
  • Photo 20: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Virtually Staged
  • Photo 21: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 21 of 31
  • Photo 22: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 22 of 31
  • Photo 23: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 23 of 31
  • Photo 24: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 24 of 31
  • Photo 25: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 25 of 31
  • Photo 26: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 26 of 31
  • Photo 27: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 27 of 31
  • Photo 28: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 28 of 31
  • Photo 29: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 29 of 31
  • Photo 30: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 30 of 31
  • Photo 31: 5 Massey Square in Toronto: Crescent Town Condo Apartment for sale (Toronto E03)  : MLS®# E14157460
    Photo 31 of 31
Listed by RE/MAX ROUGE RIVER REALTY LTD.
Data was last updated November 6, 2026 at 09:15 PM (UTC)
Area Statistics
Listings on market:
24
Avg list price:
$399,450
Min list price:
$250,000
Max list price:
$689,900
Avg days on market:
53
Min days on market:
1
Max days on market:
174
These statistics are generated based on the current listing's property type and located in Crescent Town. Average values are derived using median calculations. This data is not produced by the MLS® system.
DARYL  KING
powered by myRealPage.com

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.

Explore More GTA Homes:

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.