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luxury houses with pool for sale East End, Cayman Islands

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22

Seaside villa with pool and terrace East End (Cayman Islands)

Unparalleled penthouse views from this 2B/2B Castaways’ Cove condominium offers endless sightlines of contiguous white sand beach and spectacular turquoise blue waters associated with Grand Cayman’s unspoiled Eastern District. This light-filled retreat offers a front-row seat to spectacular sunrise and the soothing rhythm of the ocean beyond. Thoughtfully updated throughout, the interior blends coastal elegance with relaxed island comfort. Expansive windows flood the space with natural light, while the open-concept design creates a seamless connection between indoor living and the extraordinary seascape outside. Whether enjoying a morning coffee on the balcony or unwinding after a day in the sun, every moment feels like paradise. The beautifully renovated residence captures the essence of elevated, worry-free Caribbean beachfront living, literally and figuratively. In addition to new living room and dining room furnishings, new draperies throughout and refreshed kitchen cabinets, recent improvements include new sliding glass doors, a high capacity tankless water heater, updated LED lighting in all rooms, new linens and towels, and new air conditioning equipment. These updates help ensure you will experience a move-in-ready tropical retreat both today and well into the future. Unit 328 A/B offers a unique lock-off floor plan allowing the unit to be utilized as a traditional two-bedroom condominium or a luxury 1-bedroom and 1-bedroom efficiency condo. This comes in handy, should you choose to maximize rental opportunities. Castaways’ Cove is a haven for water enthusiasts and adventure seekers alike. Just steps away, discover world-class diving, vibrant coral reefs, snorkeling, kayaking and paddleboarding in some of the Caribbean’s most pristine waters. Residents and guests enjoy an impressive collection of resort-style amenities, including multiple swimming pools, onsite spa, tennis, pickleball, restaurant & beach bar - all designed to complement the effortless island lifestyle. Everyday conveniences are directly located across the street, including a grocery store, restaurant, liquor store and boutique souvenir shop, making extended stays and full-time living stress free. Beyond its undeniable lifestyle appeal, this property represents an exceptional investment opportunity. With a proven short-term rental history generating approximately US$80,000 in annual gross rental income, this residence offers both strong performance and enduring desirability in one of Grand Cayman’s most sought-after beachfront communities and tax neutral jurisdictions. Whether you envision a luxurious personal retreat, an income-producing vacation property, or both, Castaways’ Cove 328 A/B delivers a blend of beauty, comfort, and investment potential. Cayman Islands Sotheby's International Realty is a member of CIREBA.

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$575,000
2bedrooms
2bathrooms

By Cayman Islands Sotheby's International Realty

19

Farmhouse with pool East End (Cayman Islands)

Discover the laid-back island living at Compass Point Dive Resort in the tranquil Eastern District of Grand Cayman. This beautifully appointed one-bedroom, two-bathroom ground floor condominium invites you to kick back, relax, and unwind in one of the Caribbean’s most sought-after diving destinations. Perfectly designed for the diving enthusiast, the residence combines stylish island décor with upgraded furnishings, custom artwork, and all the comforts of home, creating a turnkey retreat ready to enjoy from day one. Step onto your private patio and take in peaceful ocean and pool views while enjoying seamless walk-out access to the resort-style pool, spa, and gathering pavilion complete with gas grills-ideal for entertaining or unwinding after a day on the water. Compass Point offers effortless resort living with onsite food and beverage, professional rental and property management, and an array of activities including kayaking, cycling, paddleboarding, and world-class diving adventures. Located in Grand Cayman’s renowned East End, Compass Point places you at the gateway to some of the finest scuba diving in the Caribbean, celebrated for its pristine coral reefs, crystal-clear waters, and breathtaking wall dives. Owners also enjoy exclusive discounts through Ocean Frontiers, one of the Caribbean’s premier dive operators. Whether you are seeking a personal island escape, an income-producing vacation rental, or the ultimate dive lifestyle investment, this exceptional condominium delivers the perfect blend of relaxation, adventure, and Caribbean charm. Cayman Islands Sotheby's International Realty is a member of CIREBA

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$499,000
1bedroom
2bathrooms

By Cayman Islands Sotheby's International Realty

6 listings near East End

Nearby
30

Seaside contemporary house with pool and garden Breakers (Cayman Islands)

There are oceanfront estates in the Caribbean. Then there is Black Urchin.Set along 365 feet of uninterrupted shoreline on Grand Cayman’s south coast, this 2.2-acre private oceanfront legacy estate is one of the most rare and architecturally significant residential compounds in the region. Nothing else on the island offers this combination of privacy, scale, refined design, and connection to the sea.Designed for multigenerational living at its highest level, the estate was created to honor and frame the natural beauty of the island. The architecture, landscape, and sightlines all work together to keep you immersed in the surrounding environment while maintaining absolute privacy.The property is anchored by six contemporary residences, each with its own character and purpose:• Two substantial private villas• Four four-bedroom residences forming an elegant quadplex• A reception building with a full commercial kitchen, staff back-of-house lounge, and additional laundry facilities• A fully permitted private dock with an over-the-ocean pavilionThe principal villa is a study in modern coastal architecture, offering five oceanfront primary bedroom suites, including a 1,200-square-foot top-floor ultra suite that spans the entire third level. Its east and west Pavilion Suites also offer sweeping 180-degree views of the Caribbean Sea. The villa includes its own private pool, hot tub, and a swim-up bar.The second private villa is the most secluded residence on the estate, with its own dedicated pool, hot tub, two poolside beachfront cabanas, and the most expansive grounds, creating a completely private retreat.The quadplex shares an expansive resort-style pool with two hot tubs, submerged seating, a beachfront poolside bar, and a private cabana, forming an elevated gathering place designed for ease and relaxation.The grounds throughout the estate are intentionally planned for privacy, flow, and flexibility. Mature landscaping, sculpted lawns, and layered terraces create quiet pockets for retreat as well as generous spaces for entertaining. The layout naturally supports large families, legacy ownership, or those who regularly travel with a full support team such as pilots, nannies, chefs, or security. Very few properties offer this level of discretion and functional versatility.Zoned Beach Resort/Residential, the estate provides rare optionality for long-term vision while living beautifully as a private compound today.With exceptional acreage, unmatched ocean frontage, refined architecture, and complete seclusion, Black Urchin stands as Grand Cayman’s most compelling and irreplaceable oceanfront offering. A property of this scale comes to market only once.

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$29,900,000
29bedrooms
30bathrooms
land 2,460

By Annonceur International

Nearby
17

Seaside house with pool and terrace North Side (Cayman Islands)

Fabulous opportunity to own a 2 bed, 2.5 bath unit at Northern Lights with direct beachfront views. Northern Lights in Grand Cayman is a peaceful, oceanfront community with only 9 private residences. Ideally located just mere steps from Babylon Reef, one of the world’s best shore dives, and a short drive to Rum Point and Cayman Kai offering multiple restaurants, beach bars, and numerous outdoor activities, including paddle boarding, kayaking, jet ski rental & Bio Bay tours. This property offers the perfect balance of tranquility, convenience & fun. The property is located on the Grand Cayman Northside, which is also fairly close to Ocean Frontiers Dive Shop and restaurants. There is a small shopping plaza in East End not far away for your essentials. Unit 2 presents 1554 sq ft of living space with sparkling views of the clear Caribbean Sea. Upstairs, there are 2 bedrooms, 2 bathrooms, with a screened balcony off the main bedroom. This is a unique opportunity to own your piece of paradise. The 2 bed, 1.5 bath end unit next door is also for sale. Enjoy private access to a secluded beach, private boat dock, and a serene pool all just steps from your large screened-in patio. Whether you’re looking for a full-time island residence, a vacation home, or an investment property, Northern Lights offers complete flexibility with long- and short-term rental potential. Cayman Islands Sotheby's International Realty is a member of CIREBA.

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$599,000
2bedrooms
3bathrooms

By Cayman Islands Sotheby's International Realty

Nearby
14

House with pool and terrace Bodden Town (Cayman Islands)

Introducing an exceptional opportunity to own a premier waterfront residence in the exclusive SeaHaven Oceanfront Villas Development. This newly constructed, contemporary 3-bedroom endcap villa offers unparalleled panoramic oceanfront views and a unique corner position overlooking a serene canal. Nestled in a quiet, gated community, this property is just minutes away from popular shopping and dining destinations, providing both tranquility and convenience. The villa features a light-filled kitchen and living area, perfect for entertaining or relaxing while enjoying the breathtaking scenery. The spacious oceanfront master suite offers a private retreat with stunning water views. A second-floor laundry room adds convenience to your daily routine. Step out onto the walkout oceanfront terrace to experience the beauty of the North Sound, or take advantage of private access to a luxurious oceanfront pool, offering expansive vistas and a perfect spot for unwinding. This property includes a one-car garage, providing additional storage and convenience and deeded 30ft boat dock with Power and Water. Completed in January 2024, the villas first owner has reluctantly decided to move on. Currently in an active short term rental program this unit is managed by one of Cayman most progressive locally owned Property Management groups. Make this incredibly position property yours to enjoy alone or continue to work through the short term rental situation. Easy to show and an option to purchase current owners vehicle and boat.

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$1,795,000
235
3bedrooms
2bathrooms

By Annonceur International

Nearby
42
Video

Seaside villa with pool and terrace Rum Point (Cayman Islands)

Welcome to luxury living at Residence 203 at Rum Point Resort, a spacious 3-bedroom, 3.5 bath condo in one of the Cayman Islands’ most desirable boutique beachfront resorts. Located in the quiet Cayman Kai, this residence offers the perfect combination of resort living, privacy, and strong rental potential. The condo features just under 2,250 sq. ft. of living space with an easy, open flow from the kitchen to the dining and living areas, and out to a large covered balcony. The kitchen is designed for both everyday living and entertaining, with high-end appliances, generous counter space, and a full dining area. Each bedroom has an ensuite bathroom, giving guests privacy and comfort, and there is an additional powder room for visitors. Rum Point Resort Residences offers the feel of a boutique hotel with the space and privacy of a private beachfront home. Owners and guests enjoy a full set of 5-star resort amenities, including an oceanfront infinity pool, private beach access, dock, onsite bar and restaurant, fitness center, and water sports. One of the most iconic beach destinations in Grand Cayman, Rum Point Club, is just steps away. Here you’ll find beachfront seating, calm shallow water, a beach bar and dining, and a great mudslide! The Cayman Kai location offers a different pace of life compared to Seven Mile Beach. It’s quiet, relaxed, and surrounded by natural beauty while still being close to favorites like Kaibo, Starfish Point, and the bioluminescent bay. Come to unplug and unwind, spend time on the water, and enjoy the best of island living. For owners, Rum Point Resort Residences also offers short-term rental appeal. The resort-style setting, beachfront location, and proximity to Rum Point make these condos highly desirable for vacation rentals while still giving owners the flexibility to enjoy the property themselves. Whether you’re looking for a second home, an income-producing investment, or a place where friends and family can gather, Residence 203 at Rum Point Resort delivers a rare combination of luxury, lifestyle, and location. Cayman Islands Sotheby's International Realty is a member of CIREBA.

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$2,000,000
3bedrooms
4bathrooms

By Cayman Islands Sotheby's International Realty

Nearby
8

House with pool and terrace West Bay (Cayman Islands)

Discover 726 Yacht Drive, a distinguished canal front property located on the incredible Seven Mile Beach Corridor in Grand Cayman. This expansive residence offers an impressive 6,000 square feet of living space, featuring five bedrooms and four and a half bathrooms, providing ample room for comfort and privacy. Situated on one of the finest lots in the premier Cayman Islands Yacht Club neighborhood, this property is a rare find for discerning buyers seeking a blend of luxury and convenience. The canal front location offers serene views and direct access to the water, ideal for boating enthusiasts and those who appreciate the tranquility of waterfront living. This home comes with a planned and approved renovation, complete with detailed drawings and bids. This offers the rare ability to style a bespoke home to your own tastes in an excellent location without the time or costs of starting from the beginning. 726 Yacht Drive is more than just a home; it is a gateway to the lifestyle that Grand Cayman is renowned for. The area is known for its vibrant community, excellent amenities, and proximity to some of the island's best dining and recreational activities. Residents enjoy a harmonious blend of island charm and modern conveniences, making it an ideal location for families and individuals alike. This property is now available for sale, presenting a unique opportunity to own a piece of paradise in one of the most sought-after locations in the Cayman Islands. Whether you are looking for a permanent residence or a vacation retreat, 726 Yacht Drive offers the perfect setting for a luxurious and relaxed lifestyle. For those interested in exploring this exceptional property further, please contact us to arrange a private viewing. Experience firsthand the potential and elegance that this canal front home has to offer.

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$4,600,000
557
5bedrooms
4bathrooms

By Annonceur International

Nearby
50
Video

Villa with pool West Bay (Cayman Islands)

Prime location, breathtaking views, and world-class amenities define this exceptional apartment at The WaterColours, one of the most sought-after addresses in Cayman Islands real estate. Situated on the fifth floor—one unit south of the centre—this residence offers unrivaled vistas across the shimmering pool and powder-soft sands of Seven Mile Beach toward the mesmerizing Caribbean Sea. Renowned as the pinnacle of luxury in the Cayman Islands, Seven Mile Beach is celebrated for its pristine white sand, crystal-clear waters, and stunning sunset vistas—an idyllic setting for those seeking a sophisticated Caribbean lifestyle. Location is everything, and The WaterColours delivers with its prime beachfront position. Facing west, the apartment offers ringside seats to spectacular sunset views that paint the sky in vibrant hues. As you're just a short drive from the lively local scene, you can enjoy the tranquility of your private retreat while still being close to the island’s top dining, shopping, and leisure options. The Cayman Islands offer a lifestyle less taxing—where no annual real estate tax, no capital gains tax, and no income tax further enhance its appeal as a sanctuary for global investors and luxury homeowners alike. The property’s amenities elevate this residence into true luxury living in the Cayman Islands. The highlight is the extraordinary 360º infinity-edge swimming pool, a masterpiece of design that appears to dissolve into the turquoise sea beyond. Complemented by beautifully landscaped gardens, lounging areas shaded by palm trees, and a dedicated owners’ lounge, your every relaxation or entertainment need is catered to. The newly renovated owners’ lounge features drink service—either poolside or beachside on your sunbed—perfect for unwinding in style, and its commercial chef's kitchen can comfortably accommodate larger private events. For health-minded individuals, a state-of-the-art fitness centre provides a premium environment for workouts, and the massage room is perfect for ultimate relaxation. On staff at The WaterColours there is a Concierge to help ensure that your apartment is set-up just as you need it before you arrive and a team of professionals to take care of all your needs whilst in residence. There are also house cars and drivers available, and, of course, discreet 24hr security. If you require accommodation for your own staff or guests, there are four suites on site that can be rented at cost on a first-come-first-serve basis. Apartment 503 at The WaterColours is decorated throughout in a calm, neutral palette that doesn't try to compete with the symphony of vibrant watercolors on display in the Caribbean Sea beyond, which naturally become the focal point for the living room, dining area and principal bedroom. The extensive balcony offers ample space for sunset dining, sunbeds and a sectional sofa and is, understandably, one of the most popular rooms in the property. The luxury, curated furniture package included in the sale features exclusive Italian brands such as B&B, Flexform, Flou along with pieces sourced locally through IDG. All three bedroom suites include high-end, custom dressing room cabinetry fabricated in Italy specifically for the residence. The same craftsmanship is seen in the media lounge in a custom cabinet designed to house a Dolby Digital Home Theatre Surround Sound System. Throughout the apartment, the feeling is one of serene sophistication and modern luxury with a relaxed ambiance. For discerning buyers seeking premier Seven Mile Beach real estate, The WaterColours presents a rare opportunity to own a meticulously crafted beachfront sanctuary—an elegant retreat that embodies the natural beauty and relaxed sophistication of island living. This isn’t just a home; it’s a lifestyle—one that offers unparalleled elegance, privacy, and access to the dynamic, tax free, Cayman Islands community. Member of CIREBA ML#419984

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$8,875,000
3bedrooms
4bathrooms
land 1.3ha

By Cayman Islands Sotheby's International Realty

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