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5202 50 Yorkville Avenue in Toronto C02: Annex C12990274 - Condo Apartment
5202 50 Yorkville Avenue Toronto M4W 1L4 
$18,800,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12990274
- Bedrooms:
- 4
- Bathrooms:
- 4
Penthouse Grandeur At The City's Most Iconic Address - Four Seasons Private Residences. Exquisitely Custom Designed And Finished By Its Owner. Spanning Over Half The Building's Floor Plate. 12 Foot High Ceilings. Floor-To-Ceiling Windows Overlooking The Captivating Lake Ontario And CN Tower With Breathtaking South, East And North Views. Two Expansive Private Terraces Perfect For Entertaining And Warm Family Lifestyle. Gourmet Eat-In Kitchen With Large Terrace, Lacanache 87" Gas Range, Custom Brass Hood. Onyx Floors. Granite Countertops. Wine Cellar, 3 Gas Fireplaces With Marble Mantels, Soaring And Domed Ceilings With Custom Plaster Embellishment And Crown Moulding. Custom Wall Panelling Throughout. Fabulous And Full Primary Bedroom Suite With Spa Like Ensuite, Steam And His+Her Closets. Walk-In Wine Room. Two Private Elevators. Extensive List Of Custom Luxe Appointments. In Suite Hotel Dining And Services. Steps To Yorkville, The Residence Shops And City Parks. Truly A Rare Find! **EXTRAS** Lacanache 87" Gas Range W/ D/O, Grill,Griddle & Simmer Plate,Paneled Miele Dw, Miele B/I Coffee Maker,Microwave,2Warming Drawers, B/I Miele Steam & Electrical Oven, 2Paneled Miele F/F Drawers, Double Faber Exhaust, Miele W/D, ELF From Italy More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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107, 108 & 1010 1 Yorkville Avenue in Toronto C02: Annex C12992750 - Commercial
107, 108 & 1010 1 Yorkville Avenue Toronto M4W 1L1
$7,000,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C12992750
- Major Bus.:
- Hospitality/Food Related
- Total Area:
- 1,852 sq. ft.
An exceptional opportunity to acquire a prime retail asset at one of Toronto's most prestigious and recognizable intersections-Yonge and Yorkville. Ideally positioned at the base of the iconic 1 Yorkville Avenue by PlazaCorp, this highly visible space offers prominent frontage along Yonge Street and Yorkville Avenue.Located just steps from the renowned Yonge and Bloor corridor, the property benefits from unparalleled pedestrian traffic and immediate access to Toronto's premier luxury retail, dining, and lifestyle amenities.The asset is fully leased to established tenants, including The One Caviar Bar and a convenience retailer, providing secure and stable in-place income. Recently renovated, this turnkey investment presents a rare opportunity to own a 100% leased retail property in the heart of the coveted Yorkville district.A truly generational acquisition opportunity in one of Canada's most sought-after urban retail nodes, offering long-term value, stability, and prestige for discerning investors. More detailsListed by VANGUARD REALTY BROKERAGE CORP.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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508 99 Avenue Road in Toronto C02: Annex C12991938 - Condo Apartment
508 99 Avenue Road Toronto M5R 2G5
$890,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12991938
- Bedrooms:
- 1
- Bathrooms:
- 1
A beautifully upgraded and thoughtfully redesigned residence in one of Yorkville's most sought after boutique buildings. This refined suite boasts 925 square feet of meticulous and cohesive living space with high quality improvements throughout, including custom California Closets in three storage areas, upgraded lighting with pot lights, crown molding in recessed ceilings, re stained hardwood floors, new hardware, and elevated millwork that adds a timeless and sophisticated feel. The kitchen has been refreshed with upgraded new appliances including a gas stove, refinished cabinetry, improved lighting, and stylish finishes that enhance both function and design. The bedroom features a newly designed built in closet perfect for additional storage. The full bathroom renovation introduces a spa inspired level of quality with high end fixtures, custom storage, elegant materials and marble throughout. This suite includes one parking space and one locker. Situated in the heart of Yorkville, this residence offers unparalleled access to luxury shopping, Michelin rated dining, top fitness studios, the Four Seasons, the ROM, and the city's finest amenities. A rare opportunity to own a move in ready suite in a prestigious building steps from everything Yorkville has to offer. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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2106 825 Church Street in Toronto C09: Rosedale-Moore Park C12992790 - Condo Apartment
2106 825 Church Street Toronto M4W 3Z4
$879,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12992790
- Bedrooms:
- 3
- Bathrooms:
- 2
Experience Luxury Living At The Milan, Nestled In The Heart Of Rosedale/Yorkville, One Of Toronto's Most Esteemed Neighbourhoods! This Upgraded 2 Bedroom + Den, Boasts Unobstructed Easterly Views with 9ft Ceilings, Floor-To-Ceiling Windows, Engineered Harwood Flooring Throughout and Balcony. Large Chef's Kitchen with Full Size Stainless Steel Kitchen-Aid Appliances, Quartz Countertops and Breakfast Bar. The Primary Bedroom Features a Large Walk In Closet and 4 Piece Bath with Soaker Tub. Incredible Building Amenities Including: Library, Billiards Room, Party Room, Theater, Gym, Indoor Pool, Hot Tub, Sauna, Rooftop Terrace (10F) With BBQ, 2 Guest Suites, Visitor Parking And 24 Hr Security. Unbeatable Location, Steps From Yorkville And Convenient Access To Two Subway Lines. Indulge In The City's Finest Dining And Shopping On The Mink Mile! Elevate Your Lifestyle And Make The Milan Your Home.1 Parking Spot On P2 And 1 Storage Locker. More detailsListed by SUTTON GROUP-ADMIRAL REALTY INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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310 500 Dupont Street in Toronto C02: Annex C12989934 - Condo
310 500 Dupont Street Toronto M6G 1Y7
$499,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12989934
- Bedrooms:
- 2
- Bathrooms:
- 1
Modern, bright, and functional. This 2-year-old boutique condo offers 463 sq. ft. of optimized living space. Key features: Floor-to-ceiling windows, high-tech building filtration, and a separate den perfect for a home office. Located in the Prime Annex, you are minutes from transit and downtown culture. Perfect for first-time buyers or savvy investors looking for a high-demand location. More detailsListed by HOMELIFE LANDMARK REALTY INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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18 Tranby Avenue in Toronto C02: Annex C12990882 - House
18 Tranby Avenue Toronto M5R 1N5
$2,549,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12990882
- Bedrooms:
- 4
- Bathrooms:
- 3
Perfectly positioned on a quiet, tree-lined street in the heart of the Annex - just steps to Yorkville - this exceptional fully detached 4-bed, 3-bath home blends timeless charm with light-filled, inviting living spaces. The open-concept main floor is designed for both everyday comfort and elegant entertaining, anchored by an expansive living and dining area. The extended living room showcases soaring ceilings, graceful archways, and a front wall of surround windows and skylights that flood the home with natural light. The spacious dining area easily accommodates large gatherings and opens via French doors to a beautiful backyard - once featured in Toronto Life. The thoughtfully updated kitchen offers classic shaker cabinetry, a soft marble backsplash, premium stainless-steel appliances, and a sleek prep counter for effortless cleanup. A secondary bar sink and abundant cabinetry add functionality, while a wide bump-out window frames serene views of the backyard. Upstairs, the second level offers 3 versatile rooms and a stylish main bath which serves as an ensuite to the main. A stunning library/family room features custom built-ins, triple closets, and a bay window with integrated storage. Additional rooms provide flexibility for bedrooms, office space, or a nursery, each with hardwood floors, large windows, and custom storage. The chic bathroom includes a jacuzzi soaker tub, designer tile, and marble vanity. The third floor forms a private gabled retreat with 2 additional rooms currently configured as a bedroom and dressing room with 4 pc ensuite bath. Outside, the fully fenced backyard is a private urban oasis with a shaded pergola filled with summer Hydrangeas and a patio - perfect for summer entertaining. Located within the coveted Jesse Ketchum school district and moments to Yorkville shopping, the ROM, Manulife Centre, Eataly, Bloor Street, and subway access, this rare Annex offering delivers sophisticated city living with the tranquility of a secluded street. More detailsListed by ROYAL LEPAGE/J & D DIVISION- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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3 12 Macpherson Avenue in Toronto C02: Annex C12992396 - Condo Townhouse
3 12 Macpherson Avenue Toronto M5R 1W8
$3,098,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12992396
- Bedrooms:
- 2
- Bathrooms:
- 3
12 Macpherson Ave TH3 | Superb Church Conversion Townhome in Prime Summerhill. Rarely offered, this 2-bed, 2.5-bath townhome in the exclusive Church conversion at 12 Macpherson Avenue is a truly unique offering in one of Toronto's most coveted locations. With over 2,500 sq ft of refined living space, this residence blends quiet luxury with architectural excellence. The main floor features a spacious living/dining area, gas fireplace, and French doors leading to a private terrace ideal for morning coffee or elegant entertaining. A grand staircase leads to the primary and second bedrooms, both generously sized with custom storage and natural light. The third storey welcomes you to a dramatic loft-style upper level with original soaring vaulted ceilings; complemented by a wood burning fireplace set against the sprawling custom library design feature- wonderful to cozy up and read a book. Additional features of his/hers offices - with heated floors & wonderful windows making this a welcoming work-from-home space for two. Direct access to underground garage with two-car parking. Grounds impeccably maintained by Christine's Touch, heated driveway and walkways. Located just steps to Yonge Street, this home is perfectly positioned near Toronto's top restaurants, boutique shops, transit, and private clubs. A rare opportunity to own a piece of architectural history in one of Toronto's most desirable neighbourhoods - this is an address to be proud of. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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56 Poplar Plains Road in Toronto C02: Casa Loma C12992276 - House
56 Poplar Plains Road Toronto M4V 2M8
$3,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12992276
- Bedrooms:
- 6
- Bathrooms:
- 5
This South Hill home is a masterpiece of space and light. Experience the perfect blend of classic elegance and modern convenience in this expansive brick home. Nestled on a sun-drenched lot in South Hill near Avenue Rd & St. Clair, this 5+ bedroom home has rare scale in one of Toronto's most coveted neighborhoods. The main floor offers excellent entertaining space with good principal rooms, 2 fireplaces, a big kitchen and a powder room, it is perfect for hosting or quiet family evenings. Upstairs the primary bedroom also has a fireplace as does the second bedroom. The private driveway accommodates 2 cars, a true luxury for the area. Being just steps from the Nordheimer ravine, its dog park and tennis club . . . there is no excuse for not getting out and exercising! If education is a priority this house is walking distance to Brown Junior Public school and some of Canada's most prestigious private schools. If TTC is important, it is just minutes away. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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204 Cottingham Street in Toronto C02: Casa Loma C12991686 - House
204 Cottingham Street Toronto M4V 1C5
$2,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12991686
- Bedrooms:
- 6
- Bathrooms:
- 4
Tucked into the Republic of Rathnelly, one of Toronto's most unique and tightly held neighbourhoods, this striking Gable-Front Victorian offers a rare combination of scale, character, and location. Set on a quiet, tree-lined street where neighbours know each other and homes rarely come to market, this is the kind of address buyers wait years for. Inside, soaring ceilings on every level create a sense of volume rarely found, with a main floor that blends elegance and function through a formal living room with wood burning fireplace, a dining room with gas fireplace, and a kitchen that anchors daily life and entertaining. The second floor offers two bedrooms plus a flexible den easily converted back to a fifth, along with laundry and a primary suite with California Closets built-ins. The third floor adds two more bedrooms, including one with an integrated study area, and a walkout terrace above the city. A largely unspoiled lower level with wine cellar and side walkout offers exceptional future potential. Detached garage via shared drive with potential for additional rear parking. Steps to Summerhill, Nordheimer Ravine, Pump Park, transit, and within the coveted Brown School catchment. A rare opportunity in a true neighbourhood setting. More detailsListed by ROYAL LEPAGE/J & D DIVISION- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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52 Roxborough Drive in Toronto C09: Rosedale-Moore Park C12989656 - House
52 Roxborough Drive Toronto M4W 1X1
$5,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12989656
- Bedrooms:
- 4
- Bathrooms:
- 5
Set on one of North Rosedale's most established, tree-lined streets, this home is fully finished, meticulously redesigned, and nearly impossible to replicate within a heritage-protected neighbourhood where complete transformations of this calibre are exceptionally rare. With its 128-foot frontage, the property commands an impressive street presence and an estate-like sense of scale. Natural light floods the main level, where the principal rooms overlook a tranquil, green backdrop. The open-concept kitchen and family area connect seamlessly to a private, ravine-like outdoor retreat, perfect for families who travel often or value low-maintenance living. Chefs kitchen with Sub-Zero refrigeration, a Wolf six-burner gas range and microwave drawer, Miele integrated dishwasher, and quartz waterfall countertops anchored by a double-sided porcelain fireplace. Upstairs, four spacious bedrooms offer privacy and flexibility. The primary suite is tucked away, featuring a generous walk-in closet and a spa-inspired en-suite. A secondary suite with its own balcony provides comfort for guests or extended family, while two additional bedrooms share a well-appointed Jack-and-Jill bath. Designer lighting from Union Lighting and wide-plank engineered hardwood flooring add warmth and refinement throughout. The bright, above-grade lower level extends everyday living with a spacious laundry room featuring Electrolux appliances, direct garage access, and a versatile open layout ideal for a home gym, media lounge, or office. Heated driveway and radiant in-floor heating to the NTI high-efficiency boiler, Siemens safety system, and front and rear irrigation for effortless upkeep. A short walk to Chorley Park, Summerhill Market, and the Evergreen Brick Works, and within close proximity to Toronto's top public and private schools, this is a rare turnkey residence that blends Rosedale charm with uncompromising modern luxury. More detailsListed by FOREST HILL REAL ESTATE INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
Data was last updated April 13, 2026 at 07:15 PM (UTC)
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