2 Chieftain Crescent

FOR SALE
$4,050,000
2 Chieftain Crescent, Toronto
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
2 Chieftain Crescent
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4 + 1
BEDROOMS
5
BATHROOMS
1 + 1
KITCHENS
16
ROOMS
C12812110
MLSID
Contact Us
Property Description
A Spectacular Showcase Oversized Corner Lot For Your Own Creation, OR, Regenerate This Sprawling Custom-Built 4 Bedroom To Be Once Again A Real Gem. A Majestic Property In The Heart Of Fifeshire. A Prominent Toronto Builder's Family Home Since 1966 With Over 5,000 Sq.Ft. Of Living Space. The Main Floor Rooms Have Abundant Daylight In An Intelligently Designed Floor Plan. A Central Family Room Features Heritage Wood Moldings Taken From The Old Chorley Park Mansion Of Toronto. Walkout To The Pool. Large Living and Dining Rooms Are Accessed From The Stately Grand Hall Entrance. Upstairs Are 4 Bedrooms. The Corner Lot With Picturesque And Appealing Landscaping Is An Above Average Size Of 107' x 150' **EXTRAS** Extra Carved Wooden Mouldings in the Basement From The Demolition Old Chorley Park Mansion.
Nearby Intersections
Property Features
Place Of Worship, School, Wooded/Treed, Auto Garage Door Remote, Central Vacuum, Countertop Range, Floor Drain, Garburator, Guest Accommodations, In-Law Capability, Storage, Water Heater, Water Meter, Water Softener, Workbench, Private Double, Family Room
Property Details
Address
2 Chieftain Crescent
Postal Code
M2L 2H4
Property Type
Detached, Detached
Zoning
Single Family Residential
Lot Size
107' x 151'
Taxes
$16,858 (2026
Basement
Finished, Full
Exterior
Landscaped
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Pool
Inground
Parking Spaces
2
Garage Type
Attached
Listing contracted with Royal Lepage Terrequity Realty
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20 Windham Drive, Toronto
4+1
BEDS
5
BATHS
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Masterfully Designed & Built Spectacular Custom Home Nestled On A Fantastic Lot In The Heart Of Bayview Village! Natural Stone Facade! Exceptional Curb Appeal Complemented By Beautiful Landscaping and a Large Veranda! Extensive Use Of Woodwork & Built-Ins, Marble & Hardwood Flooring, Coffered Ceilings With Rope Lighting, Crown Moulding, and Pot Lights! Spacious Family Room With Gas Fireplace and a Virtual Office! Family Sized Breakfast Area with 6 Skylights Above and Walk-Out to A Deck and A Lovely Large Private Backyard! Gourmet Kitchen with Butler's Pantry, Granite Countertops, and Stainless Steel Appliances! Elegant Formal Dining Room! Breathtaking Primary Bedroom With Large Walk-In Closet and Luxurious 8-Pc Heated Floor Ensuite! Convenient Laundry Room Located Between Two Floors! Three Additional Spacious Bedrooms With Two Full Bathrooms! Side Entrance & Mudroom! Professionally Finished Walk-Out Basement With Heated Floors Includes A Bedroom, 4-Pc Bath, Recreation Room With Island & Wet Bar, Dry Sauna, and an Entertainer's Wine Cellar With Cooling System. Interlocked Driveway And Beautiful Veranda! No Sidewalk In Front! Convenient Desirable Location: Only 2 Minutes to Ravine Trail, Bayview Middle School, Ttc! Close to Bayview Village Mall, Subway Station, Community Centre, Parks, Tennis Court, Earl Haig S.S, and All Other Amenities!
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BEDS
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BATHS
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BEDS
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$3,499,000
FOR SALE
Discover a truly unique detached home in the heart of Trinity Bellwoods, perfectly situated in what 'Time Out magazine' named as one of the "coolest streets" in the world - Ossington. Sitting on a super rare 25 x 134 ft lot, this exceptional property blends luxury, warmth, and functionality with high-end custom finishes throughout. The main floor offers a seamless indoor/outdoor living experience, featuring elegant herringbone flooring, 11 ft quartzite kitchen island and coffee station, and a striking accordion door imported from Italy - perfect for elevated indoor/outdoor entertaining. There are too many updates to list, please refer to the attached feature sheet for full details. The backyard is fully landscaped and designed for easy maintenance, complete with beech trees that create natural privacy and a fully loaded outdoor kitchen, making the space ideal for gatherings and year-round enjoyment. Upstairs offers 3 generous bedrooms, while the thoughtfully designed basement features 7.6 ft ceiling height, a spacious guest bedroom, two washrooms including a cold plunge spa, sauna, a home gym, rough-in for a kitchen, and a convenient walkout, creating a highly functional lower-level living space. A rare advantage in this neighbourhood is the spacious 2-car garage that fits two large vehicles comfortably, includes extra storage space, and comes equipped with an EV charger. Located in one of Toronto's most sought-after pockets, this home offers unmatched convenience. Enjoy a Walk Score of 96, placing you steps from Trinity Bellwoods Park, Ossington's top Michelin guide restaurants, cafes, boutiques, transit, and vibrant community amenities. A truly special home in an unbeatable neighbourhood.
291 Poyntz Avenue, Toronto
5
BEDS
5
BATHS
$3,499,000
FOR SALE
Welcome to an Exceptional Newly Built Modern Custom Residence, Completed in 2025. Situated on a premium south-facing lot, this luxurious home offers approximately 3,900 sq. ft. of meticulously designed living space. Ideally located within walking distance to Yonge & Sheppard and just minutes from Highway 401. Step into a breathtaking high ceiling foyer and private office highlighted by impressive high ceilings. The elegant open-concept interior showcases stunning porcelain feature walls, designer finishes, custom detailing, and two sleek gas fireplaces that create a warm and sophisticated atmosphere. The gourmet chef's kitchen is equipped with top-of-the-line JennAir appliances, a striking porcelain-clad center island, perfect for both everyday living and upscale entertaining. The second level features four spacious bedrooms, each complete with its own ensuite bathroom and walk-in closet. Heated floor, spacious and shelved walk-in closet, natural light pours throughout the home from the skylight, a private balcony retreat in the master bedroom. Features high ceiling on the main and second floors, convenient laundry room on the second floor. The bright high ceiling walkout basement offers an ideal entertainment space with a stylish bar, nanny or guest bedroom , additional bathroom, second laundry area, and heated flooring. Features high ceiling, heated floors, build in bar, spacious walk out to the backyard. This modernized home is fully equipped with home Alexa automation system, security cameras, built-in speaker audio system, reserved wire for home cinema, smart blinds, professional alarm system, bright windows, and countless luxury upgrades throughout. This remarkable residence perfectly combines modern elegance, advanced technology, and everyday comfort in one of the city's most desirable locations.
214 Brooke Avenue, Toronto
4+1
BEDS
5
BATHS
$3,498,000
FOR SALE
Welcome To This Stunning Custom Masterpiece In The Sought-After Bedford Park Community. This Brand-New Home Features Approx. 3500 Sq Ft Of Luxurious Living Space Has Been Thoughtfully Designed To Combine Modern Comfort With Functionality. Step Inside To Discover Floor-To-Ceiling Windows And Be Struct By The Bright, Airy Ambience And High 11 Ft Ceilings On The Main Level, Creating A Grand Sense Of Openness. The Spacious Family Room Flows Seamlessly To The Private Patio Overlooking The Backyard, The Perfect Place To Relax And Entertain Guests. At The Heart Of The Home Is A Stunning Gourmet Chef's Kitchen With A Large Island, Stone Countertops, Premium Integrated Appliances, A Wine Rack, And A Walk-In Pantry With Ample Storage To Elevate Your Culinary Experience. The Second Floor Features 9Ft 6 Inch Ceilings And 8 Ft Solid Doors, And Features Four Bedroom With Direct Bathroom Access And A Fully Equipped Laundry Room For Added Convenience. The Professionally Finished LEGAL Basement Apartment Features 11 Ft Ceilings, A Separate Entrance, 1 Bedroom, A Complete Full Kitchen, And Is Equipped With A Fire Wall And Door - The Perfect Place For Extended Family, Nanny Suite Or Guests. This Extraordinary Home Combines Luxury Functionality And Great Location. Don't Miss Your Opportunity To Own This Gem In one Of Toronto's Most Desirable Neighborhoods. *** $5,846.44 (2026 Interim Tax). ***
162 Arlington Avenue, Toronto
4+1
BEDS
5
BATHS
$3,495,000
FOR SALE
Rare offering on a coveted street in the sought-after Humewood-Cedarvale. This exceptional Designer Residence blends sophisticated architecture, luxurious finishes, and outstanding functionality in one of Toronto's most family-friendly neighborhoods. Thoughtfully crafted from top to bottom, with soaring ceilings, arched walkways, panelled walls, feature fireplaces, this stunning 4+1 bedroom and 5-bathroom home offers expansive living space designed for modern family living and effortless entertaining. The spacious open-concept layout is complemented by elegant living and dining areas, creating the perfect setting for both everyday living and memorable gatherings. The sun-filled main floor showcases custom millwork, wide-plank hardwood flooring, chef-inspired kitchen with premium appliances, a separate Bar area and a walk in pantry, an oversized island, with Appliance Garage and a seamless flow into the living area and walk out to the landscaped backyard. Retreat to the luxurious primary suite featuring a spa-inspired ensuite, walk-in closet, and designer finishes. Three additional generously sized bedrooms provide ample space for family and guests, while every ensuite or semi ensuite bathroom has been meticulously appointed with high-end fixtures and timeless design. The professionally finished lower level includes a fully self-contained legal basement apartment, offering excellent rental income potential, a nanny suite, or multi-generational living flexibility. Complete with a private garage plus two additional parking spaces, this home delivers the convenience today's buyers demand. Ideally situated on a quiet tree-lined street just steps to the vibrant shops, cafés, restaurants, parks, and transit along St. Clair West, with easy access to Cedarvale Ravine, top-rated schools, and downtown Toronto. A remarkable opportunity to own a custom-built luxury home in one of Midtown Toronto's most desirable, bustling urban enclave...
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