Casa Loma is a Toronto neighbourhood with storybook charm. The area was named after its historic castle, which has proudly stood on its lush grounds since 1911. The neighbourhood grew around it, and has since become one of the city’s most desirable places to live. The grand architecture of historic buildings can be found throughout Casa Loma neighbourhood schools, churches, and the library. Newer condos and homes add their own beauty to the streets. Green space is plentiful here, including spectacular Winston Churchill Park and the ravine running through it. For shopping and dining, Bathurst Street, St. Clair Avenue, and nearby Forest Hill offer it all. The Casa Loma neighbourhood feels like a historic hideaway with all the conveniences of a modern city.
Welcome to Casa Loma
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502 377 Madison Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C14120428
502 377 Madison Avenue Toronto M4V 3E1 
$598,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C14120428
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to South Hill on Madison. Sought-after boutique building, perfectly located in desirable Casa Loma. Thoughtfully designed one plus den unit with bright south exposure. Entertainer's kitchen features luxury built-in, paneled appliances and stone countertops. Host in style with a spacious den/dining area that easily accommodates a full dining setup. High-end, modern finishes and fixtures throughout and ensuite laundry nook. Generous living room with walkout to balcony. Quiet courtyard exposure. Unit comes with a fully enclosed locker room and covered parking spot. Enjoy the convenience of condo living: 24 hour concierge, gym, yoga room and more. Coveted Casa Loma location. Steps to subway, popular Dupont Strip cafes, shops and restaurants. The best of city living! More detailsListed by SUTTON GROUP-ASSOCIATES REALTY INC.- JARROD ARMSTRONG
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402 349 St. Clair Avenue W in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C14118606
402 349 St. Clair Avenue W Toronto M5P 1N3
$999,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C14118606
- Bedrooms:
- 2
- Bathrooms:
- 3
Welcome to Winston Place at 349 St Clair Ave West - an elegant, low-key building steps to the Nordheimer Ravine and Forest Hill Village. This suite has been fully reimagined by Fredrick Dawson Design Consulting. Be the first to live in this spacious suite that blends scale with thoughtful design: 2 bright solariums extend your living space year round while expansive principal rooms centre around the warmth of a fireplace. Picture yourself starting the morning with coffee in your solarium, hosting friends in an open and airy dining space, or winding down by the fire with abook in hand. Every detail has been elevated - from the sleek custom kitchen to the artisan inspired baths - blending timeless finishes with modern comfort. Just steps to Nordheimer Ravine, Forest Hill Village, transit, shops, dining, and Toronto's top schools. All in a boutique building known for its privacy and quiet elegance. Parking Included. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- JARROD ARMSTRONG
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278 Avenue Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C14118358
278 Avenue Road Toronto M4G 1G4
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C14118358
- Bedrooms:
- 4
- Bathrooms:
- 4
PRIME RATHNELLY LOCATION | RESIDENTIAL & COMMERCIAL ZONING | EXCEPTIONAL POTENTIAL Attention Developers, Investors & Entrepreneurs! This full three-storey brick semi-detached property offers residential and commercial zoning along this stretch of Avenue Road, presenting exciting possibilities for redevelopment, renovation, investment or a customized live/work concept. Ideally situated within walking distance of Summerhill, Yorkville and Yonge & Bloor, with convenient TTC access and approximately a 10-minute walk to Summerhill or Dupont subway stations. Just minutes from Toronto's downtown core, this is an opportunity to secure a versatile property in an established and highly desirable neighbourhood. SOLD AS IS, WHERE IS. PRICED TO SELL! Bring your vision and unlock the potential. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- JARROD ARMSTRONG
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126 Hilton Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C14118072
126 Hilton Avenue Toronto M5R 3E7
$1,798,000Residential Freehold- Status:
- Active
- MLS® Num:
- C14118072
- Bedrooms:
- 5
- Bathrooms:
- 4
This house is an absolute gem, a charming and beautifully updated three-storey family home that perfectly blends original character with thoughtful modern updates. Offering 4-5 bedrooms and four bathrooms. This spacious home provides plenty of room for a growing family, with the second-floor den/family room offering the flexibility to become a fifth bedroom if desired. Main floor features beautiful HW floors, a generous living room with leaded glass bay windows, fireplace, and a decorative ceiling. The dining room features a painted wood coffered ceiling, new light fixture and walk-out to a back deck. The dining room has a convenient pass-through to the updated kitchen, centre island with bar seating, wine storage & plenty of cabinetry. A practical back-door mudroom and powder room complete the main floor. The second floor offers a wonderful combination of comfort, character and versatility. The family room is warm and inviting, with hardwood floors, a wood-burning fireplace, built-in bookshelves, lower storage cabinetry and another beautiful bay window with original leaded glass. This level has another bedroom with new broadloom, a mirrored feature wall, leaded glass window, and a closet. The bright and spacious primary bedroom isa lovely retreat, featuring new broadloom, new light fixtures, a comfortable sitting area and a walk-in dressing room with his-and-hers mirrored closets. A four-piece family bathroom and linen closet complete the second floor. 3rdfloor offers two additional good-sized bedrooms, each with HW floors, windows and mirrored closets. They share a Jack & Jill three piece bathroom and linen closet. The lower level adds even more flexibility with a separate entrance to a renovated studio apartment. Complete with an exposed brick feature wall, full kitchen and renovated four-piece bathroom, a separate laundry room completes the lower level. There is one car parking spot at the end of the driveway. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- JARROD ARMSTRONG
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210 380 Macpherson Avenue in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C14114592
210 380 Macpherson Avenue Toronto M4V 3E3
$759,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C14114592
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome To Unit 210 -380 Macpherson Avenue Lofts! Bright, Airy And Great Use Of Space. This 2 Bedroom Has 2 Bathrooms, 14ft Ceilings And Hard Loft Elements Throughout. Includes 1 Parking Spot And Newly Installed Owned . Indoor And Outdoor Bike Storage. Building Amenities Include: Gym, Party Room, Expansive Rooftop Deck w/ BBQ's, 24 Hour Concierge, Ample Visitor Parking, Meeting Room. Views Of Casa Loma And Courtyard From Balcony. Easy to Show! Living Dining Room AND Kitchen are Hardwood Floor Carpet in 2 Bedrooms, Urban Home At Newly-Completed Madison Avenue Lofts. Generous Floorplan Includes Master With Ensuite, Plus Second Bedroom / Den. Dramatic Ceilings To 14 Feet, Superb Kitchen, Dark Flooring And 75Sf Balcony. Quiet Location In Preferred Inner Courtyard. Convenient Location At The Foot Of Casa Loma, Steps To Annex / Yorkville, George Brown, U Of T. Parking Included. Available Immediately. More detailsListed by REMAX YOUR COMMUNITY REALTY- JARROD ARMSTRONG
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410 380 Macpherson Avenue N in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C14109490
410 380 Macpherson Avenue N Toronto M4V 3E3
$799,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C14109490
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome To Unit 410 At Madison Avenue Lofts! Bright, Airy And Great Use Of Space. This 2 Bedroom Has 2 Bathrooms, 14ft Ceilings And Hard Loft Elements Throughout. Includes 1 Parking Spot And Newly Installed Owned EV CHARGER. Fibe Internet And TV Package Included In Condo Fees. Indoor And Outdoor Bike Storage. Building Amenities Include: Gym, Party Room, Expansive Rooftop Deck w/ BBQ's, 24 Hour Concierge, Ample Visitor Parking, Meeting Room. Views Of Casa Loma And Courtyard From Balcony. Easy to Show! Upgraded Floors, Newer Carpet in Bedrooms, Recently Painted. More detailsListed by GREENFIELD REAL ESTATE INC.- JARROD ARMSTRONG
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1 Nina Street in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C14108562
1 Nina Street Toronto M5R 1Z2
$4,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- C14108562
- Bedrooms:
- 6
- Bathrooms:
- 5
Welcome to this beautifully updated three-storey detached family home, ideally situated on a sought-after, tree-lined street in the heart of Casa Loma. Set on an exceptional 60 x 120 foot lot, this impressive property combines generous living spaces, timeless character and thoughtful modern updates in one of Toronto's most desirable neighbourhoods. The newly renovated main floor is designed for both everyday living and effortless entertaining. The custom designer eat-in kitchen features a large centre island with bar seating, extensive cabinetry and all-new appliances, including a wine fridge and steam oven. The kitchen flows seamlessly into the south-facing family room, where French doors open onto a newer ipe wood deck and private garden. The elegant living and dining rooms are open to one another, creating a wonderful space forentertaining family and friends. A separate main-floor office and powder room complete this level. The second floor offers three generously proportioned bedrooms, all with hardwood floors, good-sized closets and ample natural light. The grand, south-facing primary suite is a wonderful retreat, featuring a huge walk-in closet and a luxurious spa-inspired ensuite with double undermount sinks, individual built-in medicine cabinets, a deep soaker tub and a large glass-enclosed shower with a rain shower head and built-in bench. The third-floor loft offers a bright, open-concept bedroom with hardwood floors, a walk-in closet, a newly renovated three-piece bathroom and a walkout to a private south-facing deck. An ideal retreat for guests, a teenager or an additional private livingspace. The finished lower level further expands the home's versatility, with a separate entrance, two additional bedrooms, a media room, gym, three-piece bathroom, laundry room and ample storage. One of the bedrooms is currently used as a storage room, offering flexibility to suit your needs. Comes with a private driveway ,parking for 4 cars + single car garage More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- JARROD ARMSTRONG
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401 616 Avenue Road in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C14095272
401 616 Avenue Road Toronto M4V 2K8
$1,489,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C14095272
- Bedrooms:
- 2
- Bathrooms:
- 2
A Boutique Address. Room to Live Beautifully with an exceptional sense of light and space in an intimate 27 Unit building in prestigious Forest Hill. This light-filled two-bedroom, two-bathroom residence combines generous principal rooms, custom built-ins and a private balcony with the comfort and convenience of condominium living.The expansive living and dining areas provide plenty of room to entertain, gather with family and friends, or simply enjoy a little extra breathing room. Custom built-ins add character and functionality, while the well-proportioned layout creates a natural flow for everyday living. The large private kitchen has a rare window bringing an abundance of light into the space. Generous Terrace to enjoy an evening drink or morning coffee. Two spacious bedrooms offer flexibility for guests, a home office or a peaceful private retreat.Residents enjoy beautifully landscaped gardens including a backyard perfect for quiet reflection and entertaining guests, a fitness room, party room, visitor parking and on-site management. Two extra building fridge/freezers are great for those times when you are preparing for a large gathering. Enjoy the community atmosphere, with regular cocktail parties and building gatherings. This coveted address offers easy access to parks, transit and some of Midtown Toronto's most established neighbourhoods.Enjoy the rare combination of generous living space, boutique-building charm and a location that puts the best of Midtown within reach. More detailsListed by KELLER WILLIAMS ADVANTAGE REALTY- JARROD ARMSTRONG
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236 Poplar Plains Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C14093466
236 Poplar Plains Road Toronto M4V 2N7 OPEN HOUSE: Oct 31, 202612:00 PM - 02:00 PM EDTOpen House on Saturday, October 31, 2026 12:00PM - 2:00PM
$5,650,000Residential Freehold- Status:
- Active
- MLS® Num:
- C14093466
- Bedrooms:
- 6
- Bathrooms:
- 5
Hidden behind a mature wall of hedges on one of South Hill's most coveted streets, this Georgian Revival residence pairs Old World character with the romance of a European garden estate, offering scale and privacy on a 79.65 x 110 ft lot. A gated stone walkway leads to a classical columned portico, sunlit foyer, and sweeping staircase. Inside, 6,464 square feet of living space features soaring ceilings, solid hardwood floors, leaded glass windows, and original detailing. Exceptionally bright yet remarkably private, every room overlooks greenery rather than neighbouring homes or the street. Both the formal living room and panelled dining room feature bay windows and wood-burning fireplaces, with the living room opening to a covered veranda. A chef-calibre kitchen with honed Calacatta counters and framed cabinetry flows into a breakfast area and family room, a welcoming space for everyday living. Upstairs, an expansive primary suite with beautifully appointed ensuite joins two generous bedrooms; the third floor offers two more bedrooms, an office, den, and family room with gas fireplace. The spacious lower level includes a recreation room, wine cellar, gym, and large mudroom with a backyard walkout connecting to the driveway. Outside, the terracotta-floored veranda overlooks landscaped gardens framed by mature hedges and Japanese maples-an extraordinarily peaceful, secluded retreat that makes you forget you're in Midtown Toronto. Despite being home to some of Toronto's finest residences, South Hill has a distinctly understated and discreet character that sets it apart from many of the city's other affluent neighbourhoods. Its desirable position south of St. Clair offers easy access to Yorkville and downtown, moments from Winston Churchill Park, Yonge & St. Clair shops and restaurants, and respected public and private schools. Beautifully maintained over the years, the home is move-in ready, with the opportunity to personalize it over time. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- JARROD ARMSTRONG
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806 2 Forest Hill Road in Toronto: Casa Loma Condo Apartment for sale (Toronto C02) : MLS®# C14090622
806 2 Forest Hill Road Toronto M4V 2L3
$1,576,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C14090622
- Bedrooms:
- 2
- Bathrooms:
- 2
OMG! This is how you will feel every time you walk through the door! Expansive views of the city are the first thing you will see from this suite! Floor to ceiling windows, gorgeous use of space, square floor plan, in a private, exclusive building in Forest Hill, it all just makes sense! This exceptional one-bedroom plus den suite offers a seamless balance of open-concept entertaining and serene privacy. Step into a welcoming formal foyer that leads into a light-filled living and dining area designed for sophisticated hosting. The chef-inspired kitchen displays sleek contemporary lines, custom-designed Cameo kitchens with integrated pantries, soft-close cabinets and drawers, premium Miele appliance package with gas cooktop, sleek stone countertops and exceptional craftsmanship. The primary suite serves as an exquisite retreat, featuring a dedicated dressing room and a spa-inspired ensuite complete with a double vanity and glass-enclosed shower. A versatile den functions effortlessly as an executive home office or secondary sleeping space, conveniently served by a full second bathroom. Step outside to your private balcony or terrace to enjoy morning tea or evening cocktails over one of Toronto's most coveted enclaves. Perfectly positioned moments from the charming cafes and luxury boutiques of Forest Hill Village and Yorkville, elite educational institutions including Upper Canada College and The Bishop Strachan School, and lush natural escapes like Sir Winston Churchill Park and Nordheimer Ravine. Enhanced by five-star building amenities, 24-hour luxury concierge service, and valet parking, this residence represents the pinnacle of modern luxury. More detailsListed by P2 REALTY INC. and REAL BROKER ONTARIO LTD.- JARROD ARMSTRONG
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106 380 Macpherson Avenue in Toronto: Casa Loma Condo Townhouse for sale (Toronto C02) : MLS®# C14085956
106 380 Macpherson Avenue Toronto M4V 3E3
$1,395,000Residential Condo & Other- Status:
- Active Under Contract
- MLS® Num:
- C14085956
- Bedrooms:
- 3
- Bathrooms:
- 3
This is one of the few 3-Bedroom Corner Townhomes at the coveted Madison Ave Lofts with 22-ft Ceilings and a serene Terrace Facing the Quiet, Tree-Lined Courtyard. A Private Entrance, steps from your Door, lets you skip the Lobby all together should you wish. This Bold Art deco inspired Loft is designed for Modern Families, Young Professionals, or Downsizers seeking something Beyond the Ordinary. Step inside and prepare to be stopped in your tracks. A striking Living Room with Dramatic Floor-To-Ceiling Windows Floods this Corner residence with Natural Light. Framed by picturesque views of the Tree-lined Courtyard, the Extraordinary Volume and Openness create a Space that's Sophisticated, Dramatic and Memorable. Wide-Plank Hardwood Floors and a Seamless Glass Staircase set a tone that's Cool, Chic, and Elegant - total Tribeca loft energy in Midtown Toronto.The Chef's Kitchen features Nero Marquina Porcelain Countertops, a Stainless Steel Fridge, Panelled Bosch DW, Custom Breakfast Bar, and a W/I Pantry. The Dining Room, with its High Ceilings, features a Bespoke Backlit Bar, perfect for hosting in Style. Retreat to the Primary Bedroom, complete with a Custom Wall-to-Wall Built-In Unit for added Storage, a Spa-Inspired 5-piece Ensuite, a Walk-In Closet - every closet features custom organizers. The Second Bedroom is a flexible space ready to grow with your needs - Home Office Nursery, or Lounge - currently outfitted as a Gym. Steps to Dupont Station and home to arguably the city's best lox & bagels, coffee shops, and boutique shopping. Stroll to the Annex, Yorkville, Casa Loma, Parks and Ravines. Underground pkg, a storage locker and ***unlimited Bell Fibe Internet & Cable TV, Heat, Water*** includedin Monthly Maintenance Fees. Bldg Amenities: friendly Concierge, Visitor's Parking, an idyllic Rooftop Terrace with BBQs, Gym, Steam Sauna, Theatre, and Party Room. Corner Lofts like this don't come around twice. Your Unit 106 awaits. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- JARROD ARMSTRONG
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67 Warren Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C14083946
67 Warren Road Toronto M4V 2R9
$3,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C14083946
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to 67 Warren Road, a rare South Hill find offering 3,000 sqft of living space in an incredible location. This spacious family home offers 4+2 bedrooms, 5 bathrooms and the opportunity to move in and enjoy today, update now, or make it your own over time.The main floor is designed for both everyday family living and entertaining, with open-concept living and dining spaces, a sun-filled sunken family room, gas fireplace and custom built-ins. Outside, the beautifully landscaped backyard is a true highlight, featuring an inground pool, deck with electric awning and plenty of room to relax and entertain.The second and third floors offer four generously sized bedrooms with excellent storage, including a spacious primary suite with ensuite. An additional family room provides flexible space for a home office, lounge or kids' area, while balconies on both upper levels add even more outdoor space.The finished lower level offers two additional bedrooms and an abundance of flexible living space with a separate entrance, ideal for a rec room, gym, nanny or in-law suite, or the potential for a separate home office.Located in the heart of South Hill, just steps to transit, excellent schools and neighbourhood amenities, with Forest Hill, Casa Loma and downtown Toronto all within easy reach. An incredible combination of space, location and potential, and a rare opportunity to make a wonderful South Hill home your own. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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Data was last updated October 27, 2026 at 06:15 PM (UTC)
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