ROSEDALE

Rosedale is one of Toronto’s most exclusive and historic neighbourhoods, known for its luxury homes, ravine lots, quiet streets, and prestigious reputation. Offering a unique blend of classic architecture, luxury estates, boutique condos, and unmatched proximity to downtown Toronto, Rosedale continues to attract luxury buyers seeking elegance, privacy, and long-term value. The Chantel Crisp Real Estate Team helps clients buy and sell luxury homes in Rosedale with strategic positioning, market insight, personalized service, and a highly discreet, concierge-style approach.

Homes For Sale In Rosedale + Moore Park

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  • 103 31 Rosedale Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13492810

    103 31 Rosedale Road Rosedale-Moore Park Toronto M4W 2P5
    Main Photo: 103 31 Rosedale Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13492810
    $775,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13492810
    Bedrooms:
    2
    Bathrooms:
    1
    Nestled among the tree tops on a very quiet and private tree lined street. A rare opportunity to own a extensively renovated CO-OP residence in prestigious Rosedale, this exceptional 2-bedroom, 1-bath home has been completely transformed with over $200,000 spent on top-of-the-line upgrades and luxurious custom finishes throughout. Featuring a designer kitchen with premium appliances, elegant cabinetry, refined flooring , and a spa-inspired bathroom, every detail has been thoughtfully curated to deliver sophisticated living at its finest. Bright and spacious principal rooms offer both comfort and timeless style. Complete with parking and locker, this turnkey residence is ideally located just a 6 min stroll to Rosedale subway, with acclaimed retaurants, charming cafes, boutique shops, 30 minute walk to U of T University and everyday conveniences just moments away. Surrounded by Rosedale's lush ravines and picturesque tree-lined streets, this home offers an exceptional blend of luxury and tranquility. Hardwood floors throughout. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    Chantel Crisp
  • 301 360 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13489084

    301 360 Bloor Street E Rosedale-Moore Park Toronto M4W 3M3
    Main Photo: 301 360 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13489084
    $849,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13489084
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to Suite 301 at 360 Bloor Street East - a spacious, south-facing residence in one of the city's most connected and established neighbourhoods. Positioned on Bloor Street East in Rosedale and moments from Yorkville, this address places you in one of Toronto's most connected and established neighbourhoods. Morning coffee, DVP access, the subway, ravine trails, restaurants, Eataly, the Mink Mile, Located within the sought-after Rosedale Junior Public School catchment, U of T, Toronto Metropolitan University (TMU), museums, hospitals, and the downtown core are all within easy reach. Inside, over 1,500 sq. ft. of south-facing exposure , this beautifully renovated suite delivers a move-in-ready experience with a living space that offers the comfort and scale rarely found in today's condominium market. Generous principal rooms, a well-designed two-bedroom layout, two full bathrooms, a chefs kitchen with breakfast area, ensuite laundry room that helps create a home effortlessly - whether downsizing, working from home, or simply looking for refined city living. A full-service building in a highly walkable location - offering the rare balance of residential calm, urban convenience, and access to some of Toronto's best amenities, just minutes away. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    Chantel Crisp
  • 41 Ridge Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13484638

    41 Ridge Drive Rosedale-Moore Park Toronto M4T 1B6
    Main Photo: 41 Ridge Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13484638
    $3,698,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13484638
    Bedrooms:
    6
    Bathrooms:
    5
    Located on a rare double dead-end street in prestigious Rosedale-Moore Park, this beautifully maintained family home offers over 4,000 square feet of warm, inviting living space backing onto a private fir-treed ravine setting. Loved by the same family for 35 years, it's the kind of home that effortlessly grows with a large family - offering room to gather, space to spread out, and quiet corners to retreat to. The main floor is designed for both everyday living and entertaining, with a gracious living room overlooking the front garden, a formal dining room with ravine views, and an oversized eat-in kitchen with extensive storage and a sun-filled breakfast area. Just beyond, the spacious family room feels like a cottage in the city, with floor-to-ceiling windows framing the trees, custom built-ins, a gas fireplace, and walkout access to an extra-wide deck perfect for family dinners, BBQs, and relaxed weekends outdoors. Upstairs, the second floor offers four generous bedrooms and three bathrooms, including a peaceful primary retreat tucked quietly at the back of the home with a large ensuite and walk-through closet. A second ensuite bedroom is ideal for guests, teens, or a nursery, while the additional bedrooms offer an ensuite office, storage, and exceptional flexibility for growing families. A private third-floor loft adds even more versatility with a fifth bedroom or office, den space, sauna, and balcony overlooking the ravine. The lower level includes a large recreation room, laundry, utility space, and abundant storage. There is easy parking for multiple cars, and convenient storage in garage. Set between 2 top-rated elementary schools (Whitney Jr PS, Our Lady of Perpetual Help), and surrounded by parks, trails, and nature, this quiet enclave offers a rare balance of tranquility and convenience just minutes from downtown via Mt. Pleasant Road. A truly special opportunity for families looking to put down roots in one of Toronto's most cherished neighbourhoods. More details
    Listed by ROYAL LEPAGE/J & D DIVISION
    Chantel Crisp
  • 611 825 Church Street in Toronto: Rosedale-Moore Park Condo for sale (Toronto C09) : MLS®# C13479728

    611 825 Church Street Rosedale-Moore Park Toronto M4W 3Z4
    Main Photo: 611 825 Church Street in Toronto: Rosedale-Moore Park Condo for sale (Toronto C09)  : MLS®# C13479728
    $870,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13479728
    Bedrooms:
    2
    Bathrooms:
    2
    Stunning, Sun-Filled Corner Suite With Panoramic Views of Rosedale Valley! This Bright and Airy Condo Features Floor-to-Ceiling Windows, Soaring 9-Ft Ceilings, and a Spacious Split-Bedroom Layout Offering Optimal Privacy. Enjoy a Generously Sized Balcony, Perfect for Morning Coffee or Evening Relaxation. Just a 4-Minute Walk to Yonge & Bloor Station and Steps to Yorkville's World-Class Shopping, Dining, Entertainment, and Everyday Conveniences. This Beautifully Appointed Urban Oasis Includes a Murphy Bed, Stainless Steel Fridge, Stainless Steel Stove, Stainless Steel Dishwasher (2025), Stainless Steel Microwave, and Washer & Dryer (2025) & Balcony Tiles. Exceptional Building Amenities Include a 24-Hour Concierge, Fully Equipped Exercise Room/Gym, Indoor Swimming Pool, Jacuzzi, Sauna, Billiards Room, Library, Guest Suites, Visitor Parking, and a Spectacular Rooftop Deck/Garden with BBQs. A New Park Is Planned for the South-East Corner of Yonge & Davenport, Enhancing the Area's Future Green Space and Appeal. More details
    Listed by REMAX YOUR COMMUNITY REALTY
    Chantel Crisp
  • 104 Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13479788

    104 Park Road Rosedale-Moore Park Toronto M4W 2N7
    Main Photo: 104 Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13479788
    $7,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13479788
    Bedrooms:
    5
    Bathrooms:
    5
    Originally a stately classic residence, this exceptional Rosedale home was thoughtfully reimagined in 2021 under the direction of acclaimed interior designers Michelle R. Smith and Hayley Bridget Cavagnolo. The result is a rare and seamless blend of timeless character and contemporary luxury-refined, welcoming, and rich in detail. Set behind lush landscaping, the home offers striking street presence with a quiet confidence that immediately captures attention. Inside, five bedrooms and five beautifully designed bathrooms are complemented by craftsmanship rarely found. Hand-painted flooring throughout the main level adds subtle artistry, while three wood-burning fireplaces-one anchoring the kitchen-bring warmth and charm to everyday living.The chef's kitchen is both functional and elegant, featuring a Wolf range, Sub-Zero Pro Series refrigeration, an oversized eat-in area, and a walk-out to an expansive deck that seamlessly extends the living space outdoors. A butler's pantry adds thoughtful storage and effortless entertaining appeal. Designed for hosting and relaxing alike, the home features a built-in Sonos sound system throughout the interior and backyard. Outdoors, a private resort-style setting awaits with a saltwater pool equipped with smart heating and lighting-perfect for year-round enjoyment.The third-floor retreat offers exceptional flexibility, complete with a family lounge, workspace, guest bedroom, full bath, and private rooftop deck. On the lower level, a sauna provides a spa-like escape, completing this truly one-of-a-kind Rosedale residence. More details
    Listed by SAGE REAL ESTATE LIMITED
    Chantel Crisp
  • 30 Edgewood Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13481372

    30 Edgewood Crescent Rosedale-Moore Park Toronto M4W 3A9
    Main Photo: 30 Edgewood Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13481372
    $2,949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13481372
    Bedrooms:
    3
    Bathrooms:
    4
    Set on one of Rosedale's most coveted cul-de-sacs, 30 Edgewood Crescent is a turn-key residence offering timeless elegance and curb appeal. Just steps from Summerhill Market, this meticulously maintained home spans approx. 2,900 square feet across all levels. Elevated above street level for enhanced privacy, the property is framed by a striking stone driveway and pathways, with lush, professionally landscaped gardens that will appeal to any avid gardener. Inside, abundant windows flood the home with natural light, beginning with a beautiful stained-glass window alcove at the entry. The elegant living room features classic crown moulding, a natural gas log fireplace with a marble surround, and French doors opening to a Juliet balcony. It flows seamlessly into the open-concept dining room, where crown moulding, a large picture window, a detailed ceiling medallion, and built-in shelving create a sophisticated entertaining space. The eat-in kitchen features a Wolf gas stove and floor-to-ceiling windows, designed for everyday family gatherings. A convenient walk-out extends the space to the deck, creating an effortless indoor-outdoor connection. The second level offers a spacious den with herringbone floors, bay windows, a second natural gas log fireplace, and a wall-to-wall built-in bookcase, forming a refined retreat. The primary bedroom features a spa-inspired 5-piece ensuite with heated floors, a skylight, custom California Closets, and access to a private terrace with glass railings and a retractable awning. The upper level includes two additional bedrooms, one with cathedral ceilings and beams, along with a 3-piece bathroom. The fully finished lower level includes a cedar room with ample storage. The backyard is a true private oasis, fully fenced with two wrought-iron gates, boasting multiple composite weatherproof decks, a pergola, and a serene ravine backdrop. The mature tree canopy and frequent wildlife sightings create natural privacy rarely found in the city. More details
    Listed by RE/MAX ALL-STARS REALTY INC.
    Chantel Crisp
  • PHG 40 Rosehill Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13481780

    PHG 40 Rosehill Avenue Rosedale-Moore Park Toronto M4T 1G5
    Main Photo: PHG 40 Rosehill Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13481780
    $2,250,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13481780
    Bedrooms:
    4
    Bathrooms:
    3
    Downsizers seeking luxurious space will be captivated by this rare 4-bedroom, 3,200+ sq.ft., southwest corner penthouse. With thoughtfully designed, truly oversize rooms, this residence cocoons you in comfort and style. Ideal for entertaining, this penthouse features expansive walls of windows with sweeping skyline views, an indoor/outdoor "Muskoka" Room, and wrap around slimline balconies with transparent glass and sliding doors for uninterrupted vistas and fresh air. The home offers tall ceilings, a gracious dining room for 12, wood-burning fireplace, family room/solarium, fantastic eat-in kitchen, wet bar, large ensuite laundry room with sink, abundant storage, three parking spaces, and 2 concrete walled, entirely private locker rooms with steel fire doors (approx 10'x10' or 10'x 12' each). The building's windows were replaced and the elevator refurbished in 2019. A focus for suites of this size in the vibrant Yonge/St.Clair hub, this prestigious mid-rise boutique building is steps from the subway and surrounded by superb amenities: David Balfour Reservoir Park for dog walking, Rosedale Ravine walking trails, boutique shops, top dining, Loblaws, and Farm Boy. Refined, sophisticated, and uniquely spacious, this home offers exceptional scale and comfort - urban living at its most polished! Virtually staged "new look" photos showcase the alternative contemporary elegance options available to you. This is matchless value at the intersection of Summerhill, Deer Park and Moore Park! Excellent area amenities including indoor pool in condo. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Chantel Crisp
  • 271 St Clair Avenue E in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13473236

    271 St Clair Avenue E Rosedale-Moore Park Toronto M4T 1P3
    Main Photo: 271 St Clair Avenue E in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13473236
    $1,849,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13473236
    Bedrooms:
    3
    Bathrooms:
    1
    Moore Park quietly affluent, family oriented neighbourhood welcomes you to this beautifully renovated detached family home on large 25x143 lot. This newly renovated home blends classic Toronto character w/ modern upgrades. The home features bright & airy open concept layout, 3 bedrooms 1 marble bathroom, private drive, large front & back yards & porches, 1 parking + Full Approval for 5600+SF 3-storey custom home. This home's main floor living room & dining room share newly installed wainscotting, large windows, ideal layout for many furniture configurations. The large, bright kitchen has stainless steel appliances, an eat-in breakfast area, walk out to large porch leading to a manicured, fully fenced backyard w/ garden shed. A functional layout ideal for everyday living & entertaining. Upstairs features a generous, bright master bedroom w/ large built in closet w/ organizers. Two additional bedrooms are perfect for young children &/or home office. The unfinished lower level offers a side entrance, laundry, storage, work space. New asphalt shingle roof (2023), new bathroom (2024), new washer & dryer (2024), new 2 tonne AC (2024), newly painted (2026 and 2024). This property is also FULLY APPROVED for a 5600+ SF 5 bedroom, 4 bathroom luxurious custom home. A Parisian inspired home 3 storey home w/ 3rd floor master retreat w/ balcony, ensuite & private den, 2 car garage w/ car lift, elevator, soaring ceilings (10&12ft) on every level. Lower level features a wine cellar, full suite w/ bedroom & separate entrance. Ancillary building included (drawings attached). When desired, build your Moore Park dream home w/ 100% confidence! Unbeatable location: steps to St. Clair subway (Line 1), shops & restaurants of Yonge & St. Clair & Summerhill, David A. Balfour Park, Moore Park Ravine. Top-tier school catchments Whitney Junior PS, Deer Park, Our Lady of Perpetual Help (OLPH), Branksome Hall, Linden School. Mins to downtown, the DVP, U of T, & all major commuter routes. More details
    Listed by SLOANE REAL ESTATE LIMITED
    Chantel Crisp
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  • 66 Inglewood Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13473896

    66 Inglewood Drive Rosedale-Moore Park Toronto M4T 1H3
    Main Photo: 66 Inglewood Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13473896
    $2,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13473896
    Bedrooms:
    4
    Bathrooms:
    5
    Situated in prime Moore Park, this warm and welcoming 2.5 storey family home perfectly blends historic 1928 charm with substantial modern scale. Original architectural details like rich hardwood floors, leaded glass windows, and a classic living room fireplace (flue closed) harmonize beautifully with a major addition and renovation completed in 2010. Offering an impressive 4355 sqft of functional living space across all four finished levels. The main floor layout features grand, oversized rooms designed for both daily life and elegant entertaining. A handsome bay window floods the spacious living room with natural light, while the formal dining room provides an ideal setting to celebrate special family events. The updated galley kitchen, meticulously crafted by Cameo, flows seamlessly into the rear family room. This expansive gathering space is anchored by a cozy gas fireplace, perfect for chilly evenings. A handy powder room completes this level. Sliding patio doors walk-out to a covered back porch and onto the easy-to-maintain back yard for kids to play. Ascending to the second level, the primary bedroom suite serves as a magnificent retreat, complete with a massive dressing room and an updated five-piece marble-clad bathroom. This floor also hosts the main marble clad bathroom, large bedroom and a charming nursery, which can easily function as a private den or home office. The third floor is a dream come true for children, configuring a generous bedroom space, an updated three-piece bathroom, and a storage room situated at the back. The lower level, integrated during the comprehensive 2010 addition, boasts a huge recreation room and an adjoining play room, maximizing recreational space. Large windows and walk-up to the backyard. Outside, the private driveway features interlocking brick and leads to a carport and a garage. Situated just an eight-minute walk from the subway. Families will appreciate immediate access to top-tier local public schools. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Chantel Crisp
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  • 601 360 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13473156

    601 360 Bloor Street E Rosedale-Moore Park Toronto M4W 3M3
    Main Photo: 601 360 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13473156
    $888,888
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13473156
    Bedrooms:
    2
    Bathrooms:
    2
    This Elegant Toronto Condo Sits In Rosedale Moore Park Neighbourhood @ 360 Bloor Street East. Sophisticated, Boasting 1518 Sqft, Sun Filled Rooms, Bright And Spacious, Eat In Kitchen With Ample Living And Dining Room To Entertain Family And Guests. Larger Than Usual Storage And Closets Space For The Discerning Client. Non-Obscured, South Facing, Downtown Views. Tucked Away You'll Find Two Capacious Bedrooms, A Primary Master Bedroom W/ Double Closest And 4 Piece Ensuite. Has Some Of The Most Generous Amenities Around. 24 Hour Concierge /Security. The Building Backs Onto The Natural Splendour Of Rosedale Valley, Half A Block To The Subway. Ideal Home For Those Who SeekSpace, Ambience And Flow In An Urban Setting. With Its Unique Blend Of Designer Boutiques, High End Shops, Hotels, World Class Galleries AndMinutes To Dvp And Lakeshore. Photos- Virtually Staged - Photos from Previous listing. More details
    Listed by ROYAL LEPAGE CREDIT VALLEY REAL ESTATE
    Chantel Crisp
  • 502 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C13476020

    502 21 Dale Avenue Rosedale-Moore Park Toronto M4W 1K3
    Main Photo: 502 21 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C13476020
    $1,195,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13476020
    Bedrooms:
    3
    Bathrooms:
    2
    Suite 502 at 21 Dale Avenue is a rare three-bedroom, two-bath residence in coveted Kensington Apartments, a welcoming and distinguished co-op community in the heart of South Rosedale. Offering ground-floor convenience in one of the quietest areas of the building, this suite enjoys east-facing ravine views complemented by southern exposure. Bright, beautifully scaled rooms and open-concept living and dining areas deliver the size, ease and flow of a traditional home. The layout accommodates full-scale furnishings effortlessly, making it an ideal choice for down-sizers seeking space without compromise. All three bedrooms are generously sized, with ample closet space and windows that draw in abundant natural light. The third bedroom presently opens to the living room, offering flexibility and the option to close it off again. One of the most exceptional features of this suite is the large private patio, which offers the feel of a backyard. Perfect for entertaining, morning coffee with a view of the trees, or giving pets room to roam, it strengthens the home's connection to nature and the surrounding ravine landscape. Residents enjoy an impressive array of amenities, including a 24-hour concierge, both indoor and outdoor pools, an exercise room, a well-curated library and visitor parking. The expansive grounds are spectacular, bordered by breathtaking ravines and beautifully manicured gardens. Additional highlights include a large storage locker, the option to rent indoor or outdoor parking, and maintenance fees that cover property taxes, cable, and internet. BBQs are permitted on the patio, and the building is notably pet-friendly. Situated in a leafy residential enclave known for its character homes, Suite 502 offers the comfort of a home, the ease of co-op living, and the serenity of a tree-lined ravine-side retreat. Plus, the building is just a short walk to Castle Frank subway station and offers quick access to Bloor Street, the Danforth, Yorkville, and the DVP. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Chantel Crisp
  • 24 Castle Frank Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13476194

    24 Castle Frank Crescent Rosedale-Moore Park Toronto M4W 3A3
    Main Photo: 24 Castle Frank Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13476194
    $3,295,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13476194
    Bedrooms:
    6
    Bathrooms:
    5
    This grand three-storey residence occupies a remarkable position within one of Toronto's most cherished residential pockets. Set on an impressive lot measuring approximately 80 feet at the front and 137 feet deep, the property presents a rare opportunity to restore a significant family home of scale and presence.Located on Castle Frank Crescent, a coveted residential enclave tucked just south of Bloor Street, where ownership tends to be measured in decades rather than years, the neighbourhood offers a strong sense of community while remaining exceptionally connected. Castle Frank subway station, Bloor St corridor, Don Valley Pky, University of Toronto, Cabbagetown, Rosedale, the Danforth and Yorkville are all within easy reach.Offering more than 4,400 square feet above grade, the home remains remarkably intact. Grand principal rooms, high ceilings, multiple fireplaces, gracious hallways, a sun-filled sleeping porch and six bedrooms speak to the quality of an earlier era. Generous proportions, abundant natural light and original architectural details create an exceptional foundation for restoration.Surrounded by mature trees and established gardens, the property enjoys a rare sense of privacy. Many original features and room configurations have been preserved, providing an opportunity to honour the home's architectural heritage while adapting it for contemporary family living.Very few homes of this scale remain available today. Whether restored to its original glory or thoughtfully updated for the next chapter, this is an opportunity to establish your own legacy within one of Toronto's most remarkable family homes More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Chantel Crisp
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Data was last updated June 30, 2026 at 08:15 PM (UTC)
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