Oakville Luxury Real Estate
Trying to find Luxury Oakville homes for sale? Luxury Oakville Real Estate $2.5 Million Homes.
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1168 Carey Road in Oakville: 1011 - MO Morrison Single Family Residence for sale (1 - Oakville) : MLS®# 40862613
1168 Carey Road Oakville L6J 2E4 
$3,175,000Residential- Status:
- Active
- MLS® Num:
- 40862613
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 5,842 sq. ft.
This bespoke architecturally designed single-storey residence, created in the Contemporary Shed Style, combines refined architecture with exceptional functionality and craftsmanship. Designed for sophisticated entertaining and comfortable family living, the home features dramatic interior rooms, clean lines, and seamless indoor-outdoor connections. Principal living spaces and bedrooms are positioned to maximize privacy and natural light through expansive floor-to-ceiling windows overlooking landscaped gardens. A generous foyer introduces over 3,100 sq. ft. of refined single-level living. At the heart of the home, a striking four-sided wood-burning fireplace connects the formal living and dining areas. The gourmet kitchen is equipped with premium appliances, sky-lighting, custom cabinetry, walk-in pantry storage, and built-in serving functions, while oversized glass doors open directly to the gardens and outdoor entertaining spaces. The adjoining family room is filled with natural light from extensive glazing and skylights, complemented by wide plank white oak flooring, custom millwork, and cathedral tongue-and-groove willow ceilings. The private primary suite includes a spa-inspired ensuite, walk-in closet, and direct garden access. Two additional bedrooms feature oversized windows and double closets. The lower level offers excellent versatility with a recreation room, oversized laundry and craft area, workshop, cedar storage room, and wine storage. Completing the property are a cedar shake roof, cobblestone driveway, double carport, and oversized double garage with parking capacity for up to seven vehicles, delivering a rare blend of luxury, comfort, and practicality. More detailsListed by RE/MAX Escarpment Realty Inc.- ELENA CIPRIANO
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125 Paliser Court in Oakville: 1017 - SW Southwest Single Family Residence for sale (1 - Oakville) : MLS®# 40862739
125 Paliser Court Oakville L6K 2H1
$2,797,000Residential- Status:
- Active
- MLS® Num:
- 40862739
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 3,444 sq. ft.
Exceptional value in one of South West Oakville's coveted enclaves. Tucked away at the end of a quiet exclusive court just off Lakeshore Road, this custom-built residence sits on a rare, private pie-shaped lot surrounded by mature trees—offering a sense of calm and exclusivity that is increasingly hard to find.Perfectly positioned between the charm of downtown Oakville and the vibrancy of Bronte Village, this location delivers the best of lakefront living—just moments to waterfront parks, beaches, marinas, Appleby College, and convenient access to the QEW and GO.A striking stone façade and refined architectural details set the tone, while the stone-lined driveway and covered entry create a strong and elegant first impression. Inside, approx 3444 sq ft of above grade plus a beautifully finished basement, (approx 1659 sq ft) the home unfolds with a sense of scale and craftsmanship—10-foot ceilings, rich hardwood flooring, custom millwork, and elegant ceiling details that elevate each space.The kitchen is designed as the heart of the home—featuring custom cabinetry, stone surfaces, premium appliances, and a bright breakfast area that opens seamlessly to the private backyard. Newly landscaped with a stone patio and framed by mature trees, this outdoor setting is both peaceful and perfect for entertaining. Upstairs, all bedrooms offer ensuite access, including a luxurious primary retreat with two walk-in closets and a spa-inspired ensuite designed for true relaxation.The finished lower level extends the living space with a large recreation area, additional bedroom, and full bath—ideal for guests, teens, or extended family. Rare opportunity to own a custom home on premium lot. More detailsListed by Royal LePage Real Estate Services Ltd.- ELENA CIPRIANO
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1081 Argyle Drive in Oakville: 1011 - MO Morrison Single Family Residence for sale (1 - Oakville) : MLS®# 40862616
1081 Argyle Drive Oakville L6J 1A9
$7,188,000Residential- Status:
- Active
- MLS® Num:
- 40862616
- Bedrooms:
- 5
- Bathrooms:
- 7
- Floor Area:
- 10,077 sq. ft.
Crafted by the celebrated designer Gren Weis, this extraordinary estate stands as a testament to architectural brilliance, delivering more than 10,000 square feet of refined living across an expansive half-acre property in one of Oakville’s premier lakeside enclaves. Every detail reflects master-level craftsmanship, highlighted by dramatic soaring ceilings, rich custom millwork, and an effortless layout designed to host grand gatherings or intimate family moments with equal grace. The main living areas transition smoothly into generously proportioned rooms filled with natural light. On the upper level, the home features private suites for all bedrooms, each accompanied by its own dedicated luxury ensuite bath. The lower level serves as an elite entertainment retreat, thoughtfully appointed with a climate-controlled wine cellar and a private cinematic theatre room that provides an immersive movie-going experience right at home. Outdoors, the resort-style grounds unfold into a breathtaking private sanctuary. Covered stone terraces provide space for year-round alfresco dining, complete with a fully equipped built-in outdoor kitchen and a resort-inspired luxury cabana. Meandering through the lushly planted mature gardens, a picturesque bridge crosses a natural stream, all beautifully illuminated in the evenings by custom accent landscape lighting. At the front of the property, a classic tier-inspired fountain and meticulous stonework set a commanding tone, bestowing the residence with an unmistakable and distinguished street presence on a prominent Oakville avenue. Located just moments from the region's highest-ranked public and private academies, this landmark residence seamlessly harmonizes timeless architectural prestige, modern everyday comfort, and sheer sophistication in an unrivaled setting. Luxury Certified More detailsListed by RE/MAX Escarpment Realty Inc.- ELENA CIPRIANO
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153 Balsam Drive in Oakville: 1013 - OO Old Oakville Single Family Residence for sale (1 - Oakville) : MLS®# 40861694
153 Balsam Drive Oakville L6J 3X4
$6,575,000Residential- Status:
- Active
- MLS® Num:
- 40861694
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 7,026 sq. ft.
153 Balsam Drive is a sophisticated 4,337 sqft custom residence set on a 50' x 304' park-like lot in one of Oakville's most sought-after settings. Close to Downtown Oakville, top-rated schools, the home pairs craftsmanship with thoughtful functionality. A dramatic double-volume marble foyer with heated flooring and architectural staircase creates an elegant arrival, while custom millwork, designer lighting, oversized windows and premium white oak flooring establish a refined aesthetic throughout. The main level is designed for family living and entertaining, with gracious living and dining spaces flowing into a warm family room with a wood-burning fireplace. A dedicated office overlooks mature greenery. At the heart of the home, the kitchen features a 10' x 4' marble island, face-frame cabinetry, marble surfaces, bespoke lighting and a 60" Lacanche range with a custom plaster hood. A marble-finished pantry and heated natural-stone mudroom add function and elegance. Upstairs, four bedrooms each feature a walk-in closet. The primary suite offers a vaulted ceiling, double skylights with remote blinds, a lounge area and an oversized walk-in closet. The spa-inspired ensuite features heated marble floors, a steam shower with double heated marble seating, custom wainscoting, detailed marble trim and an imported Water Monopoly bathtub. The lower level extends the home's living and entertaining spaces with 10' ceilings and zoned underfloor heating. A fifth bedroom, recreation and games rooms, gym, wine cellar and theatre/flex space offer exceptional versatility for family living and entertaining. A heated three-car garage with car-lift capacity for two additional vehicles, plus exterior snow-melt infrastructure, adds year-round convenience. 153 Balsam Drive is a rare combination of timeless architecture, refined materials, modern functionality and exceptional attention to detail, thoughtfully brought together on one of Oakville's most coveted streets. More detailsListed by Century 21 Miller Real Estate Ltd.- ELENA CIPRIANO
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- 1 (905) 6166821
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481 Chartwell Road in Oakville: 1011 - MO Morrison Single Family Residence for sale (1 - Oakville) : MLS®# 40860141
481 Chartwell Road Oakville L6J 4A6
$4,595,000Residential- Status:
- Active
- MLS® Num:
- 40860141
- Bedrooms:
- 6
- Bathrooms:
- 6
- Floor Area:
- 6,720 sq. ft.
Beautifully built and impeccably finished, this custom residence offers more than 6,700 square feet of living space in one of Oakville's most sought-after neighbourhoods. Stone construction, a solid wood entry door, heated garage floors, and timeless architectural detailing set the tone for the quality found throughout the home. Inside, the foyer features heated marble tile, plaster crown mouldings, poplar baseboards, and sightlines that lead into bright, open spaces. A dramatic dining room anchors the main level with a soaring skylight, custom wall panelling, integrated speakers, and carefully curated lighting. The chef's kitchen is designed with extensive custom cabinetry, quartz countertops, a large island, and easy flow to the family room. The servery and mudroom connect seamlessly; each finished with thoughtful storage and heated floors. Upstairs, all four bedrooms are generously scaled and feature private ensuite baths. The primary suite includes a fireplace, custom walk-in closet, and a beautifully coordinated ensuite with heated floors, a freestanding tub, glass shower, and frosted-glass water closet. A full-size laundry room with cabinetry and folding space completes this level. The lower level offers exceptional versatility with radiant in-floor heating, two additional bedrooms, a three-piece bath with sauna, a recreation room with fireplace, a wet bar/kitchen setup, and a dedicated theatre room beneath the back porch. Wide walk-up access brings in natural light and creates an ideal in-law or extended-family space. Outdoors, the large stone terrace features a gas fireplace and outdoor kitchen with built-in BBQ, extending the home's entertaining potential. Motorized blinds, CAT-6 wiring, solid core doors, and an oak staircase with glass panels highlight the home's elevated craftsmanship. With top-ranked schools, shopping, GO access, and major highways nearby, this is a quality home in a prime location. More detailsListed by Century 21 Miller Real Estate Ltd.- ELENA CIPRIANO
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- 1 (905) 6166821
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305 Church Street in Oakville: 1013 - OO Old Oakville Building Only for sale (1 - Oakville) : MLS®# 40864164
305 Church Street Oakville L6J 7T2
$7,000,000Commercial Sale- Status:
- Active
- MLS® Num:
- 40864164
- Floor Area:
- 11,573 sq. ft.
An exceptional opportunity to own a substantial 11,000 sq. ft. four-storey office building in the heart of downtown Oakville. Ideally located within walking distance of Oakville's vibrant downtown, restaurants, cafés, shops and amenities. Featuring high-end executive finishes, the property currently serves as the headquarters of a prestigious financial wealth management firm catering to high-net-worth clients. The sophisticated layout includes multiple private offices, boardrooms, four kitchens, two fireplaces and an outdoor patio. The flexible configuration provides an excellent opportunity for an owner-user, corporate headquarters or multi-tenant investment strategy. A rare downtown Oakville offering combining scale, quality, location and flexibility-ideal for investors or professional users seeking a distinctive commercial property in one of Oakville's most desirable business locations. More detailsListed by RE/MAX Realty Specialists Inc.- ELENA CIPRIANO
- RMXESCBU4BJ
- 1 (905) 6166821
- Contact by Email
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7 Colonial Crescent in Oakville: 1011 - MO Morrison Single Family Residence for sale (1 - Oakville) : MLS®# 40862236
7 Colonial Crescent Oakville L6J 4K8
$5,600,000Residential- Status:
- Active
- MLS® Num:
- 40862236
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 4,260 sq. ft.
A rare offering in prestigious Southeast Oakville, 7 Colonial Crescent presents an exceptional bungaloft estate on a remarkable 0.64-acre (27,469 square feet) property south of Lakeshore Road. Encompassing over 4,300 sq ft above grade, plus a partially finished lower level, this 5-bedroom, 2.5-bath residence was masterfully redesigned by Gren Weis in 2001. This home offers endless potential- move in and enjoy or renovate / build. The main level—spanning over 3,000 sq ft—showcases grand principal rooms, hardwood flooring, 3 fireplaces, and an abundance of natural light. A beautifully appointed eat-in kitchen features a generous island, premium stainless steel appliances, and seamless access to a private, pool-sized backyard. The main floor also includes a living room, dining room, family room, laundry room and sunroom! The primary bedroom includes a 5-piece ensuite and walk-in closet. The 2nd level of the home includes 3 large bedrooms and a 4-piece bathroom. The lower level adds versatility with a large rec room, gas fireplace, workshop, garage access and ample storage. The exterior of the home features a double wide driveway with parking for 12 vehicles, a 2-car garage and professional landscaping with an irrigation system. The backyard offers full privacy, beautiful mature trees, a large deck and stone patio. Located steps away from Lake Ontario and Gairloch Gardens- close proximity to top schools and all that downtown Oakville has to offer! More detailsListed by RE/MAX Escarpment Realty Inc.- ELENA CIPRIANO
- RMXESCBU4BJ
- 1 (905) 6166821
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408 Seabourne Drive in Oakville: 1020 - WO West Single Family Residence for sale (1 - Oakville) : MLS®# 40862377
408 Seabourne Drive Oakville L6L 4G1 OPEN HOUSE: Oct 10, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 10, 2026 2:00PM - 4:00PM
$2,690,000Residential- Status:
- Active
- MLS® Num:
- 40862377
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 4,225 sq. ft.
Welcome to 408 Seabourne Drive, a charming 4 + 1 bedroom and 4.5 Bath custom-built home in desirable West Oakville, surrounded by mature trees and showcasing exceptional curb appeal. The stone and stucco exterior, architectural metal accents, extensive interlocking and covered entrance create a striking first impression. Inside, the bright and beautifully finished main level features marble-look flooring, rich hardwood, crown moulding, pot lights, an elegant staircase and a living area with large windows and a dramatic floor-to-ceiling fireplace. The stunning custom kitchen offers extensive cabinetry, quartz-style countertops and backsplash, a large contrasting island with seating, decorative glass cabinetry, under-cabinet lighting and stainless steel appliances, along with a spacious family room, private office and stylish powder room. The upper level features hardwood floors, generous bedrooms and excellent closet space. The impressive primary retreat includes a custom walk-in closet and spa-inspired ensuite with dual vanities, freestanding soaker tub and oversized glass shower. Convenient upper-level laundry adds everyday functionality. The expansive finished lower level offers a large recreation/media area, second kitchen with grey cabinetry, wood countertops, stainless steel appliances and a striking live-edge island, plus a wood-lined pantry, bedroom, renovated bathroom and flexible space for a gym, office or games area. The garage is equipped with separate heating equipment, providing added comfort and year-round functionality. Outside, enjoy a generous private lot with mature trees, landscaped grounds, expansive interlock patios, tiered gardens and a large covered gazebo with decorative lighting. Ideally located close to green space, tennis courts, community amenities and beautiful Lake Ontario. A beautifully appointed home combining custom craftsmanship, modern elegance and exceptional indoor-outdoor living. More detailsListed by RE/MAX Aboutowne Realty Corp.- ELENA CIPRIANO
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- 1 (905) 6166821
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139 Allan Street in Oakville: 1013 - OO Old Oakville Single Family Residence for sale (1 - Oakville) : MLS®# 40864314
139 Allan Street Oakville L6J 3N6
$2,899,000Residential- Status:
- Active
- MLS® Num:
- 40864314
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 4,446 sq. ft.
A rare combination of character, space and exceptional walkability in the heart of Downtown Oakville. Set on an impressive 70-foot-wide property, this beautifully renovated four-bedroom home blends the charm of an established residence with the quality and functionality of a thoughtful, high-end renovation. Extensively updated by Stonewood Homes, the interior features wide-plank white oak flooring, exposed wood beams, natural stone fireplaces and custom millwork throughout. The main level offers an impressive collection of living spaces, beginning with a bright enclosed sunroom and flowing through separate living and dining rooms to the open-concept kitchen and family room at the rear of the home. The kitchen is beautifully appointed with custom Chervin cabinetry, high-end appliances and a large centre island with seating. A substantial walk-through servery provides exceptional storage complete with additional cabinetry, sink, beverage refrigeration and wine storage. Upstairs, four bedrooms include a spacious primary suite with a walk-in closet and a beautifully finished ensuite featuring a freestanding tub. Three additional bedrooms and a second full bathroom provide an ideal layout for family living. The finished lower level adds valuable living space with a large recreation room, laundry room, workshop and extensive storage. Outside, the unusually wide lot allows for multiple outdoor living spaces surrounded by mature trees that create a wonderful sense of privacy. A large rear deck extends the main living area outdoors, while the landscaped backyard leads to a separate covered pavilion. Adding to the property's appeal is a detached two-car garage and two separate driveways, a rare offering this close to Downtown Oakville. Located just steps from the restaurants of downtown, and within easy reach of the lakefront, harbour, parks and schools, this is a unique opportunity to enjoy one of Oakville's most desirable and walkable neighbourhoods. More detailsListed by Century 21 Miller Real Estate Ltd.- ELENA CIPRIANO
- RMXESCBU4BJ
- 1 (905) 6166821
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324 Oakridge Court in Oakville: 1015 - RO River Oaks Single Family Residence for sale (1 - Oakville) : MLS®# 40863699
324 Oakridge Court Oakville L6H 5T9
$2,699,900Residential- Status:
- Active
- MLS® Num:
- 40863699
- Bedrooms:
- 4
- Bathrooms:
- 5
- Floor Area:
- 4,070 sq. ft.
Some homes impress with their interiors. Others with their setting. Rarely do you find one that delivers both quite like this. Tucked into a quiet court and set against a spectacular mature ravine in the heart of River Oaks, this exclusive Merrick Seven Oaks Collection "Grosvenor" model offers over 6,000 sq ft of finished living space and a remarkable combination of privacy, scale and timeless sophistication. Generous principal rooms unfold across a light-filled main level, from elegant living and dining rooms to a 25-ft kitchen with custom cabinetry and premium built-inappliances and a separate family room with fireplace. At the rear, a nearly 22-ft sun room with skylights and fireplace draws your eye to the greenery beyond. Upstairs, the impressive primary retreat spans almost 30 ft and is joined by three generous bedrooms and a substantial private office with its own fireplace. The lower level is made for entertaining, with a large recreation room and wet bar, gym, full bath, wine cellar, separate tasting room and walk-up to the backyard. But step outside and the character of this property changes completely. More private resort than backyard, a series of outdoor living spaces unfolds against the ravine. A sparkling pool and hot tub anchor the setting, surrounded by extensive hardscaping and an elevated deck for dining and BBQs. A covered pergola creates an intimate outdoor lounge, while a separate terrace tucked among the trees offers another quiet escape. Mature landscaping wraps around it all, creating remarkable privacy and a backdrop that changes with the seasons. All this in one of Oakville's most established family neighbourhoods, surrounded by parks and trails and close to highly regarded public and private schools. A home where exceptional space, remarkable privacy and the natural beauty of its ravine setting come together in one of River Oaks' most desirable locations. More detailsListed by RE/MAX Aboutowne Realty Corp.- ELENA CIPRIANO
- RMXESCBU4BJ
- 1 (905) 6166821
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138 Dianne Avenue in Oakville: 1011 - MO Morrison Single Family Residence for sale (1 - Oakville) : MLS®# 40865276
138 Dianne Avenue Oakville L6J 4G9
$5,590,000Residential- Status:
- Active
- MLS® Num:
- 40865276
- Bedrooms:
- 5
- Bathrooms:
- 7
- Floor Area:
- 5,896 sq. ft.
This exceptional estate exemplifies timeless European elegance and modern sophistication in a most coveted prestigious enclave of S.E Oakville within walking distance to the lake and downtown. Designed by Bill Hicks, this custom home offers 5896sqft above grade or approximately 9,200 sqft of premium living space across all levels. Built to the owner's highest standards, this masterpiece features an elevator, full power generator, and a 3-car heated garage with heated driveway. The main level showcases herringbone walnut floors,10ft soaring ceilings, and elegant large principal rooms with a hand-carved marble fireplace mantel, a 600+sqft great room could be used as a ballroom for larger entertaining. The chef-inspired kitchen boasts top-of-the-line Wolf/Subzero/Miele appliances, custom cabinetry, and an expansive center island. The primary suite is a private retreat with a luxurious 6-piece ensuite under an artistic glass dome skylight, opulent dressing room, and walk-out terrace. The finished lower level offers a recreation room, theatre, second kitchen, and a nanny suite-ideal for extended family. Enjoy outdoor living on the stone patio and covered porch with gas fireplace, surrounded by professionally landscaped grounds. State-of-the-art mechanicals include radiant heating in the garage, basement, and driveway. More detailsListed by RE/MAX Hallmark Realty Ltd- ELENA CIPRIANO
- RMXESCBU4BJ
- 1 (905) 6166821
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335 Helen Lawson Lane in Oakville: 1013 - OO Old Oakville Row/Townhouse for sale (1 - Oakville) : MLS®# 40865346
335 Helen Lawson Lane Oakville L6J 0G3 OPEN HOUSE: Oct 10, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 10, 2026 2:00PM - 4:00PM
$3,425,000Residential- Status:
- Active
- MLS® Num:
- 40865346
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 3,201 sq. ft.
Poised within Fernbrook’s newest Old Oakville community, 335 Helen Lawson Lane presents a rare fusion of architectural refinement, modern convenience, and effortless ownership. Brand-new and never occupied, this luminous end-unit townhome offers three bedrooms, three bathrooms, an attached garage, and more than $300,000 in thoughtfully curated upgrades. Natural light animates every level, while a private elevator connects the residence with exceptional ease. The ground-floor family room extends to a secluded backyard and includes generous storage, appliance rough-ins, and provisions for a future bar—an elegant foundation for entertaining or offering guest accommodations with the 3 pc bath.. Above, the principal living level is composed for gracious gatherings. The Downsview kitchen is appointed with Wolf, Sub-Zero, and Cove appliances, a beverage refrigerator, and a walk-in pantry and large upgraded centre island. The open concept living room offers a walk out to deck and a gas fireplace creates a sophisticated focal point. The separate dining area gives the perfect space for entertaining family and friends. A powder room completes the floor. The bedroom level reveals a tranquil primary retreat with walk out to deck and a rough-in for an additional gas fireplace. Two spacious walk in closets and a spa-inspired four-piece ensuite complete this special space. Two further bedrooms share a beautifully appointed four-piece bath, while the laundry room provides a sink and practical storage. The unfinished basement adds valuable flexibility for storage or future customization. Moments from Whole Foods Market, Oakville GO Station, downtown boutiques, acclaimed dining, and Lake Ontario. This distinguished residence offers turnkey luxury in one of Oakville’s most connected settings. Need some designer ideas to complete your new home look? The Seller will offer 10 hours of designer time with Khachi Design. Luxury Certified. More detailsListed by RE/MAX Escarpment Realty Inc.- ELENA CIPRIANO
- RMXESCBU4BJ
- 1 (905) 6166821
- Contact by Email
Data was last updated October 9, 2026 at 05:50 AM (UTC)
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