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164a Chocolate Hole, St John
$2,900,000
4 Beds ⋅ 5 Baths ⋅ 24-293 MLS
Villa Romance is an elegant, custom built, stone & masonry home with lush tropical landscaping situated on a spacious .50 acre parcel in popular Estate Chocolate Hole, only minutes to restaurants, shops and north shore beaches. This tastefully furnished villa consists of 4 bdrms with en-suite baths, gourmet kitchen, spacious great room and a relaxing pool & entertainment area with stunning harbor and ocean views. Truly a ''must see'' to appreciate the attention to details. Previously used as a private family retreat, this villa is new to the short term rental market. Buyer shall honor future bookings. Buyer & Seller shall equally split the costs of the transfer tax. Buyer to confirm square footage, cistern capacity and all information.

164a Chocolate Hole, St John

Listing courtesy of Islandia Real Estate.

6G Nazareth RH, St. Thomas
$2,650,000
6 Beds ⋅ 6 Baths ⋅ 26-1488 MLS
Blue Moon sits at the eastern end of Cabrita Pt, a 6 bedroom, 6.5 bath villa built into the cliff where St.Thomas runs to open water. A garden courtyard leads to the pool and decks, then the land slopes to the sea. The view moves south across the James Islands to St. John, then north to the BVI, all of it lit by water color and cooled by tradewinds that run steady. Inside, the layout tiers across three levels and more than 4,000 enclosed sq ft, with room for an office, gym, and quiet corner for kids to call their own. The house was built to hold its ground: a Bermuda roof, hurricane-rated doors and windows, and a Kevlar hurricane barrier, backed by a generator for real independence when the grid goes down. One family has cared for Blue Moon for years. Never rented. Offered fully furnished

6G Nazareth RH, St. Thomas

Listing courtesy of Christie's International Real Estate USVI.

13 Chocolate Hole, St John
$2,499,000
3 Beds ⋅ 3 Baths ⋅ 25-52 MLS
Villa De Vida is a stunning hilltop showplace in the serene enclave of Chocolate Hole which combines luxury with privacy and offers enchanting ocean views and lush tropical landscaping on 1.21 acres of property. The spacious kitchen and Great Room open on to an expansive Ipe wood deck perfect for entertaining and an inviting swimming pool where you can enjoy colorful sunsets and the twinkling lights of St. Thomas at night. The three charming bedroom suites are housed in separate buildings, each linked to the Great Room by covered walkways and arched entrances. Elegantly furnished with thoughtful touches, this villa captures the spirit of relaxed luxury. Whether as a vacation rental or private residence, this is an idyllic island retreat and the former home of a famous country music star!

13 Chocolate Hole, St John

Listing courtesy of American Paradise Real Estate, Inc..

13 Chocolate Hole, St. John
$2,499,000
3 Beds ⋅ 3 Baths ⋅ 25-378 MLS
Perched in the serene enclave of Chocolate Hole on 1.21 acres, Villa De Vida is more than just a home—it's a sanctuary of inspiration, privacy, and breathtaking beauty. The property's design complements its inspirational aura. A spacious kitchen and living area open effortlessly to an expansive Ipe wood deck, where sunsets paint the sky in brilliant hues. The large multi leveled deck overlooks St. Thomas with Hart Bay below. Every aspect of Villa De Vida celebrates both individuality and connection. The three private bedroom suites are housed in separate buildings, each linked to the great room by covered walkways and arched entrances. The feeling of island living is elevated by the outdoor showers. Professional, lush landscaping and the secluded, yet convenient, location add to the relaxed luxury feel of this amazing property! It's no wonder a well known country star felt inspired to write some of his greatest hits from this beautiful retreat. Varnished mahogany wood and cathedral ceilings throughout. Covered storage area below would make a great workshop and there's an additional enclosed room that can also be a utilized for something besides storage.

13 Chocolate Hole, St. John

Listing courtesy of Calypso Realty PC.

C-24 Lovenlund GNS, St. Thomas
$2,495,000
5 Beds ⋅ 26-161 MLS
C-24 Lovenlund is a rare, gated waterfront estate offering architectural character, privacy, and direct connection to the Caribbean Sea. This 5-bedroom, 5-bath pod-style residence features cathedral ceilings, ocean views from every room, and seamless indoor-outdoor living. Enjoy a pool, hot tub, spa, wet bar, and a private staircase leading directly to the water. The home is fully equipped with A/C throughout, washer and dryer, garage, generator, and UV water filtration system. Currently operating as a successful short-term rental, the property also includes an additional .67-acre parcel, offering exceptional expansion or investment potential in one of St. Thomas' most desirable enclaves.

C-24 Lovenlund GNS, St. Thomas

Listing courtesy of Sea Glass Properties.

273 Contant/Enighed, St John
$2,495,000
5 Beds ⋅ 4 Baths ⋅ 25-325 MLS
Cruz Bay Villas is a vibrant, colorful multi-unit property located directly in the heart of Cruz Bay. Just steps from restaurants, shopping, and the ferry, this lively in-town building offers unmatched convenience and strong investment potential. Each unit features cheerful Caribbean style and private outdoor space, making it appealing for both visitors and residents. With a proven history of successful short-term and long-term rentals, the property delivers steady income and excellent occupancy. Whether continuing its thriving rental operations or living in one unit while generating revenue from others, Cruz Bay Villas is a rare opportunity to own a high-performing, walk-to-everything property in the center of St. John.

273 Contant/Enighed, St John

Listing courtesy of Holiday Homes of St. John.

15 Williams NA, St. Croix
$2,380,000
3 Beds ⋅ 26-1655 MLS
Rare opportunity to own a private retreat tucked away near some of the most mesmerizing azure waters in the Caribbean. This property is crafted for those who crave tranquility, natural beauty, and complete independence, yet want to remain moments from sandy beaches and unforgettable sunsets. Gentle sea breezes drift through the mature landscaping. Every detail of this thoughtfully designed 3 bedroom home is crafted to complement its natural surroundings, with open air living spaces, cocktail pool, hurricane rated windows and materials chosen to harmonize with the landscape. Designed for sustainable living, solar with battery storage is backed up by a whole house generator powering this beautiful gated estate. Experience refined living in this West End oasis.

15 Williams NA, St. Croix

Listing courtesy of Coldwell Banker St.Croix Realty - GB.

Block 4738 Virgin Gorda Central, British Virgin Islands
$2,300,000
4 Beds ⋅ 26-1711 MLS
Bigger Splash Villa is an exceptional 4-bedroom, 4.5-bath Caribbean estate set on 0.582 acres in one of Virgin Gorda's most coveted enclaves, just moments from the world-famous Baths National Park. Thoughtfully crafted to embody refined island living, this elegant residence blends privacy, comfort, and tropical sophistication with effortless grace. Nestled within lush, mature landscaping, the villa feels like a private island sanctuary, where vibrant greenery enhances its natural beauty and timeless Caribbean charm. Recent upgrades -- including a new roof, a refurbished pool, and a series of additional renovations -- provide both aesthetic appeal and peace of mind for its next owner. Expansive open verandas welcome cooling trade winds and frame beautiful island vistas, while the generous

Block 4738 Virgin Gorda Central, British Virgin Islands

Listing courtesy of Hibiscus Homes.

355 Whim WE, St. Croix
$2,300,000
2 Beds ⋅ 3 Baths ⋅ 26-1364 MLS
Oceanfront Sanctuary on 1.88 Acres | 500+ Feet of Caribbean Beachfront | No Passport Required for U.S. Citizens. Discover an extraordinary coastal retreat on St. Croix's most coveted stretch of west end shoreline. Spanning three adjacent lots and 1.88 acres, this property delivers over 500 feet of pristine, private beachfront directly on the Caribbean Sea, just steps from historic Sandy Point. Designed by acclaimed architect Renee D'Adamo, the residence is a masterclass in indoor-outdoor living. Walls of glass and open-air galleries dissolve the boundary between home and horizon, framing unforgettable sunrises and the endless rhythm of the sea. Wake to soft ocean sound, sip coffee on the wraparound gallery, and let the trade winds do the rest. Two tranquil bedroom suites offer a private, easy-living layout which is ideal as a primary residence, seasonal escape, or income-producing retreat. The gourmet kitchen is the heart of the home, finished in custom mahogany with dual refrigerators and, of course, an ocean view from the sink. A pergola-covered dining area sets the stage for al fresco meals under the stars, while the outdoor shower makes the transition from beach to bed effortless. Move in and start living the water life immediately -- this sale includes 2 wakeboards, 2 Sublue underwater sea scooters, life vests, and full snorkelling equipment, plus power tools and miscellaneous gear to maintain your slice of paradise. Tucked into West End Quarter along St. Croix's dramatic western coastline, this is a rare opportunity to own a true beachfront compound near Sandy Point -- with all the accessibility of a U.S. territory and none of the crowds of more developed islands. Three lots. Half a mile of imagination. One extraordinary life by the sea.

355 Whim WE, St. Croix

Listing courtesy of Sea Glass Properties St Croix.

15a-7-20 Rendezvous & Ditleff, St John
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 23-94 MLS
PRICE REDUCED! Villa Rendezvous is an elegantly decorated waterfront island home in prestigious lower Klein Bay. Enjoy captivating 180 degree views of Rendezvous Bay out to the Caribbean Sea. The 40 ft. concrete pool, surrounded by an expansive tiled deck, is one of the largest villa pools on St. John. With four very large en suites, each with king bed, accommodating up to 12 guests. Bedrooms overlook Rendezvous Bay with walk out sliders opening to the tiled decks. All bedrooms are also accessible from within the house. The villa is a very popular vacation rental with superior rental income. The level usable back yard with a full lawn and lush landscaping is perfect for events. Deeded beach rights included to HOA parcel 15A-7-27 only a short walk away. VRBO account to be transferred.

15a-7-20 Rendezvous & Ditleff, St John

Listing courtesy of Islandia | Christie's International Real Estate.

000000000 Canefield Dominica, West Indies
$2,300,000
4 Beds ⋅ 6 Baths ⋅ 25-804 MLS
INCREDIBLE INVESTMENT OPPORTUNITY!! OWNER/MASTER CONTRACTOR BUILT TO PERFECTION!! AMAZING HOUSE/VILLA/FAMILY RETREAT OFFERED at a REMARKABLE PRICE @ $95/SQ FT!! YOU CANNOT BUILT AT THOSE PRICES TODAY!! It would COST $13,000,000 US to BUILD TODAY @ $500/SQ FT US !! 100% POURED CONCRETE. IMPECCABLY MAINTAINED. INCOME PRODUCING - IT RENTED @ $12,000/Month Long Term to an Embassy. Located on a HISTORIC PLANTATION ESTATE. DISCOVER DOMINICA-the Nature Island of the Caribbean!! Delight in this Contractor's Masterpiece!! This Home/Villa is a Buyer's Dream!! Built by a Master Contractor for his family, it is Second to None!! A Hurricane Fortress, Well Thought out & Designed, 100% Poured Concrete including all interior walls. No Damage from HurricaneMaria, fullyoperational nextday.75KW Generator

000000000 Canefield Dominica, West Indies

Listing courtesy of Stryker Real Estate, PC.

10-5 & Enighed, St John
$2,250,000
4 Beds ⋅ 4 Baths ⋅ 24-244 MLS
'Sunset Serenade Suites'' are the definition of opportunity. This property sits on 2 adjacent parcels & is a true turnkey business that runs itself with a management team, housekeepers, landscapers, & booking system in place for you. Understated luxury, comfortable accommodations & incredible views all close to the shops & restaurants in Cruz Bay keep this property booked with a steady stream of repeat guests. Each suite offers a parking space & private entrance, ample outdoor space, A/C, wifi, W/D, & 2 with full kitchens. The grounds boast with lush, professional landscaping offering a variety of palms in addition to many tropical fruits (mango, lime, avocado, banana, papaya, plantain, passionfruit, cherry).

10-5 & Enighed, St John

Listing courtesy of Cruz Bay Realty.

107D F 11A Solitude EB, St. Croix
$2,100,000
7 Beds ⋅ 7 Baths ⋅ 25-1082 MLS
Villa Magli - A Modern Caribbean Masterpiece in Estate Solitude Exquisitely reimagined, Villa Magli is a breathtaking 7-bedroom, 7-bathroom estate nestled on over 4 private acres atop a serene hill in bucolic Estate Solitude. With sweeping views of Buck Island, the Caribbean Sea, and neighboring U.S. Virgin Islands, this gated sanctuary offers the ultimate in privacy, luxury, and natural beauty. A Thoughtfully Designed Compound The estate is composed of four distinct structures, each positioned to maximize sea views and seamlessly integrate with the surrounding landscape: (continued) " Main House (Two-Storey): Features an open-concept kitchen, living, and dining area with stainless steel appliances, island with ample storage, and walkout access in four directionsincluding to the alfresco dining deck and the pool. " Family Room & Suites (Two-Storey): Includes a cozy family room/library/playroom and two guest suites, connected via a shared closet and each boasting beautifully designed en-suite bathrooms with unique clear glass sinks. " Primary Suite: A luxurious retreat with a wraparound patio, sunrise views from bed, walk-through closet hallway, a stunning emerald vanity, mahogany countertop in bathroom, double sinks, and an additional adjacent bedroom and bathideal for young children or guests. " Two-Bedroom Cottage: A private haven with chic Caribbean-inspired décor, full-length patio, and the highest vantage point on the property for taking in the spectacular views. The property spans three parcels (totaling just over four acres), with the existing structures occupying only one. The remaining R-2 zoned acreage offers the potential to build two more homes, each with an apartmentideal for a future family compound or income-generating expansion. Elegant Indoor-Outdoor Living From the moment you arrive via the .2-mile private concrete drive, you're embraced by sea breezes and lush, mature landscaping. The grounds feature a curated tropical garden with palms, orchids, frangipani, bougainvillea, hibiscus, Surinam cherry, sugar apple, Jamaican honeysuckle, and morea sensory paradise of color and fragrance. The home's interior design is refined yet relaxed, merging upscale Caribbean style with a mix of antique, modern, and minimalist elements. Every room reflects thoughtful attention to detail, comfort, and harmony with the surroundings. Additional Benefits of the Design: " Central pool deck with panoramic views of Buck Island and the verdant Estate Solitude valley " Gated entrance for maximum privacy " A brand-new 21kW double-walled generator, sound-buffered and positioned away from the home " In the West Indian tradition - and outdoor bathroom for vendors or service guests " A secondary driveway and parking area off the kitchen of the main house for ease bringing groceries in. " Discreet storage area behind the Primary Suite for pool and garden equipment " Fenced area perfect for pets " Ample parking for entertaining guests or rental cars of vacation renters " Slip resistant stairs from the parking area to the main home Versatile Use Options Currently operated as a vacation rental, Villa Magli is also ideal for: " Family living with the potential to rent the cottage short- or long-term " Group retreats or destination events like yoga getaways " Corporate housing allowing various levels of constituents to enjoy with luxurious common areas and requisite privacy for all. Schedule a Private Tour Discover the unmatched elegance and versatility of Villa Magli. Solar powered with net metering. Contact Rhea for more details and to schedule your private showing. Explore the documents section for 3D floor plans and a full list of recent upgrades.

107D F 11A Solitude EB, St. Croix

Listing courtesy of Calabash Real Estate.

1-54 Bakkero FB, St. Thomas
$2,095,000
4 Beds ⋅ 26-79 MLS
At Villa Serene, wake to sweeping ocean views and end each day with unforgettable sunsets over Charlotte Amalie harbor. With 4 Bedrooms, 3 1/2 baths, this Villa is just steps from World Famous Westin Frenchmans Reef, and conveys island warmth through brass accents, custom woodwork, and seamless indoor-outdoor living. Days are spent by the pool, watching boats and cruise ships glide across turquoise waters. Two full kitchens, multiple gathering spaces, ample parking, and a full-size generator, this villa is ideal as a family residence or a private island retreat for hosting guests. Villa Serene is currently operating as an active short-term rental with a promising calendar already booked, offering an exceptional lifestyle and built-in income potential.

1-54 Bakkero FB, St. Thomas

Listing courtesy of Christie's International Real Estate USVI.

8 North Slob EB, St. Croix
$2,000,000
2 Beds ⋅ 2 Baths ⋅ 21-785 MLS
Charming 1,500 square foot, 2 bedroom, 2 bath home on a 1.5 acres of sandy beachfront looking at gorgeous Teague Bay. Large outdoor patio spans the entire length of the house. A gazebo sits adjacent to the house and the yard is filled with lovely trees. The beautiful sandy beach and view of Buck Island is a few steps from the patio. Master bedroom has a large sitting area and marble tle bath. Master Bedroom doors open onto the patio. Main bathroom has a whirlpool tub. Cypress walls line the living areas. Dine in kitchen. Plenty of storage. 60KW Generator with automatic transfer switch and diesel storage tank. Generator house in meticulous order. Outdoor storage area. Fully furnished. Wine refrigerator included.

8 North Slob EB, St. Croix

Listing courtesy of Calabash Real Estate.

6-3-1a Carolina, St John
$1,999,999
5 Beds ⋅ 4 Baths ⋅ 26-117 MLS
Rare opportunity! ''Skyridge'' offers stunning panoramic NORTH SHORE VIEWS of the Sir Frances Drake channel, BVI's and beyond from the top ridge of the Upper Carolina neighborhood enjoying cooling trade wind breezes and spectacular sunrise & moonrise views. Situated on .52 acre, the floor plan allows options with a 2bd x 2bath main upper level and 3bd x 2bath lower level apartment and a private pool setting; a perfect family retreat! Or live in one & rent out the other or rent out whole house. Fully renovated in 2019 and in turnkey condition. ''Skyridge'' has previously been a popular short term rental villa. *Buyer and Seller shall equally split the costs of the transfer stamp tax. Buyer to verify square footages and cistern capacity. Association dues are voluntary.

6-3-1a Carolina, St John

Listing courtesy of Islandia | Christie's International Real Estate.

C-6-B Lovenlund GNS, St. Thomas
$1,999,000
4 Beds ⋅ 5 Baths ⋅ 26-51 MLS
This meticulously maintained gated residence in Mahogany Run offers a flexible pod-style layout with 4 bedrooms and 4.5 bathrooms, ideal for privacy, or guests. Designed with a split floor plan, the home includes two private 1-bedroom, 1-bath suites, one with a loft, creating exceptional versatility. The main living space features an open kitchen, a great room, and an expansive sitting room famed by large windows. All rooms have vaulted ceilings. Interior finishes include marble, wood, and porcelain flooring, a marble primary bath, and a striking Fiorellino Prospetto chandelier. Outdoor and wellness amenities include a jacuzzi, pool, sauna, home gym, pool table, outdoor shower, and mature fruit trees. A new solar system with four batteries and a diesel backup generator add valuable efficiency and peace of mind. Additional highlights include smooth concrete road access, gated entry, and partial ocean views. View the video walkthrough to fully experience all this magnificent home.

C-6-B Lovenlund GNS, St. Thomas

Listing courtesy of Sea Glass Properties.

15a-7-17 Rendezvous & Ditleff, St John
$1,999,000
3 Beds ⋅ 3 Baths ⋅ 25-291 MLS
Welcome to Ocean's Song, a beautifully built masonry villa named for the soothing sounds of the rocky shoreline below. This thoughtfully designed property features two separate units that create a flexible floor plan for guest space or immediate rental potential. Island stonework details add warmth and character to the living room, while the coral stone pool deck provides an elegant outdoor space to soak in the turquoise water views. With abundant storage throughout and solid construction, this home has never been rented but is well-suited to become an income producer. Residents enjoy a private neighborhood beach where kayaks and paddle boards are often left ready for afternoon adventures. Ocean's Song is solid, serene, and full of possibility for its next owner.

15a-7-17 Rendezvous & Ditleff, St John

Listing courtesy of Cruz Bay Realty.

3-3 Hull LNS, St. Thomas
$1,995,000
4 Beds ⋅ 4 Baths ⋅ 26-1391 MLS
Private Northside Estate. 4 Car Garage, Guest Cottage, Income Suite and Flexible Living Spaces. Secluded yet conveniently located this contemporary estate blends modern architecture, natural beauty, and remarkable versatility. Beautifully crafted two-story main residence features two spacious suites, where soaring ceilings, an open-concept living area, and expansive 60 foot covered deck designed to embrace Caribbean beauty, create a seamless connection between indoor and outdoor living. At the heart of the home is a custom chef's kitchen with handcrafted concrete countertops accented with sea glass, and an impressive 10-foot entertaining bar. Designed with flexibility in mind, the lower level of the main residence includes a newly constructed one-bedroom, one-bath apartment - MORE

3-3 Hull LNS, St. Thomas

Listing courtesy of Coldwell Banker St. Thomas Realty.

120 & 107 Anna's Hope EA, St. Croix
$1,975,000
3 Beds ⋅ 26-1298 MLS
A rare Shoys estate opportunity: 120 Anna's Hope may be purchased with the adjoining 0107 Anna's Hope totaling 1.45 acres. The elegant 3-bedroom, 3.5-bath villa offers Caribbean Sea and Buck Island views, soaring ceilings, marble floors, mahogany French doors, a gourmet kitchen, wraparound gallery, pool, and graceful indoor-outdoor living. Recent upgrades include a new Galvalume roof, upgraded AC, new pool and cistern equipment, triple filtration and UV filter, 10KW Diesel generator, new high-end furnishings, and 28 x540 W solar panels. The additional lot adds privacy, expansion potential, or the opportunity to build a second residence or guest house. Located in gated Buccaneer Bay Estates, moments from Shoys Beach and the Buccaneer Resort and Tamarind Reef Hotel & Marina. FEATURES & UPGRADES - New Roof: Dec 2025 Galvalume with Sharkskin underlayment for a secondary roof system - Furniture: All new living room furniture. All new king beds in guest rooms. High end furniture mostly from Sweet Lime Furniture. - Appliances: - New stove/oven (converted to propane) - New microwave - Dishwasher rebuilt 2026 with new pump - Kitchen: - Soft-close drawers - Two lazy Susans - Hands-free motion sensor sink - Propane added (was previously electric) - Pool: - New pump and equipment - 6 New lounge chairs - Solar Installation (Pending): - 28 x 540W panels (crated) - Sol-Ark Inverter with 5KW backup battery planned - Mounting on guest house north wall near generator; panels to attach to silicone porch area - Generator: - 10KW Diesel Military MEP803A (12KW peak) - Manual operation - Air Conditioning: - Living room AC relocated, more efficient (removed 65 ft of line set) - All bedroom ACs replaced and upsized to cool below 70°F - Water Storage: - 2 cisterns totaling ~60,000 gallons - Triple filtration system & UV filter installed - All cistern pumps and tanks replaced - Exterior: - Shutters repainted - Hurricane fabric for doors - Main deck railing added Inventory - All furniture to remain except select artwork - Watercolor of parade by front door to be kept

120 & 107 Anna's Hope EA, St. Croix

Listing courtesy of Sterling Point Real Estate.

32a Fish Bay, St John
$1,950,000
2 Beds ⋅ 3 Baths ⋅ 26-1 MLS
This beautifully designed brand new island home blends modern Caribbean style with effortless indoor-outdoor living. The expansive open-concept living and kitchen area features vaulted ceilings, clean lines, and seamless flow to a covered terrace--ideal for entertaining or relaxing in the trade winds. The stunning primary suite is a true retreat, filled with natural light and surrounded by tropical greenery. Its spa-like en suite bath showcases a dramatic walk-in shower with artisan tile and an open, resort-inspired feel. Thoughtful finishes and serene outdoor spaces complete this private, elegant home just minutes from beaches and Cruz Bay. A full solar package with backup batteries is in the process of being installed making this house the complete package for your island getaway.

32a Fish Bay, St John

Listing courtesy of Holiday Homes of St. John.

114-F La Vallee NB, St. Croix
$1,939,000
3 Beds ⋅ 4 Baths ⋅ 23-1608 MLS
Come live your St Croix dream at this luxurious 3 bedroom - 4 bath villa on the cliffs at Cane Bay. Relax to the sound of the waves at night and enjoy the dramatic views of the Caribbean Sea by day. 3 bedrooms and 3 bathrooms are located on the lower level. The upstairs features a laundry room, great room, the 4rth bathroom and a spacious kitchen all with vaulted ceilings. Granite countertops, gas range, stainless steel appliances, split A/C in kitchen Automatic propane generator. Solar panels with Tesla batterys provide 11k+ back up of power. The wrap-around decks and patios feature Trex decking with aluminum railings. Large pool, covered patio and gated entrance with pedestrian gate. The property has been a successful vacation rental.

114-F La Vallee NB, St. Croix

Listing courtesy of Lignum Vitae Realty LLC.

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