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luxury villa with pool for sale North Side, Cayman Islands

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Villa with pool and terrace North Side (Cayman Islands)

Luxury Penthouse Living on the Tranquil North Side Experience elevated island living in this stunning 3-bedroom, 3-bathroom penthouse condominium located in the peaceful community of Old Man Bay, North Side. Accessible by elevator, this top-floor residence features a spacious open-concept layout with soaring high ceilings, creating a bright and inviting atmosphere throughout. Luxury interior finishes complement the thoughtfully designed living spaces, while the oversized porch provides the perfect setting for outdoor dining, entertaining, or simply enjoying the refreshing Caribbean breezes. Situated within an exclusive 12-unit deluxe condo resort, this property offers privacy, tranquility, and exceptional amenities. Residents and guests enjoy access to a large beachfront swimming pool overlooking a protected cove.. Additional resort features include a poolside gazebo, BBQ area, and beautifully maintained grounds. Whether you're searching for a full-time residence, vacation getaway, or investment property, this beautiful property offers the perfect combination of luxury, comfort, and the laid-back lifestyle of Grand Cayman’s unspoiled North Side.

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$995,000
3bedrooms
3bathrooms

By Cayman Islands Sotheby's International Realty

9 listings near North Side

Nearby
23

Seaside villa with pool Old Man Bay (Cayman Islands)

Seaside Hideaway: A Beachfront Fortress of Uncompromising Luxury Step into Seaside Hideaway, a breathtaking, fully renovated beachfront retreat where world-class luxury meets absolute serenity. Professionally decorated with meticulous attention to detail, this stunning property offers the perfect blend of elegant design and inviting comfort. This is more than just a home—it is your personal slice of paradise. From the moment you step onto the property, you’ll feel the undeniable magic of the Caribbean. Property Highlights Unrivaled Construction: Built like a fortress for ultimate peace of mind, featuring a highly durable suspended slab roof and brand-new, hurricane-rated windows and sliding doors. Turnkey Perfection: Every square inch has been upgraded. The home comes completely outfitted with all-new designer furniture, bespoke window treatments, stylish fixtures, and state-of-the-art appliances. Your Private Oasis: Step outside to a freshly retiled, natural stone pool that blends seamlessly with the coastal environment. Breathtaking Views: Wake up to panoramic vistas of the turquoise sea, providing a tranquil and awe-inspiring backdrop to your everyday life. Absolute Serenity: Nestled in a secluded beachfront enclave, the property enjoys gentle ocean breezes and unmatched privacy. Prime Location & Investment Potential Enjoy the best of both worlds: absolute seclusion combined with convenient access to world-class amenities. Seaside Hideaway is located just minutes away from the vibrant dining, watersports, and attractions of Rum Point and the East End. Whether you are seeking a magnificent primary residence, a tranquil second home, or a lucrative vacation rental, Seaside Hideaway represents a remarkably smart investment opportunity in Caribbean real estate. Ready to experience the magic for yourself? Don’t miss the chance to own this exceptional piece of beachfront real estate. Schedule your private tour today and discover why Seaside Hideaway is the ultimate coastal sanctuary.

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$2,750,000
215
3bedrooms
3bathrooms

By Annonceur International

Nearby
42
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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
18
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Villa with pool Bodden Town (Cayman Islands)

Discover exceptional value and island living at Moon Bay #17, an recently updated two-bedroom, two-bathroom condominium nestled in the heart of Bodden Town, Grand Cayman with spectacular ocean views. Whether you’re searching for a full-time residence, vacation retreat, or an investment property with strong performance, this turnkey condo offers an outstanding opportunity. Recently updated, the residence features stylish finishes and modern fixtures offers effortless Caribbean living. With an established history of repeat clientele and successful short-term rentals, the property generates strong rental income, offsetting ownership expenses while providing excellent long-term investment potential and still personal use. Enjoy desirable amenities at Moon Bay Condos including swimming pool, tennis court, and snorkeling/ diving. The added benefit of low monthly strata fees-enhances both affordability and lifestyle. Located in Bodden Town, one of Grand Cayman’s fastest-growing and most sought-after districts, Moon Bay offers convenient access to beaches, restaurants, schools, shopping, and major employers while maintaining the charm and tranquility of island life. Adding to its appeal, Grand Cayman is a world-renowned tax-neutral jurisdiction, with no annual property tax, capital gains tax, or income tax, making it highly attractive to both local and international buyers. Whether you’re looking to expand your investment portfolio, secure a profitable vacation rental, or embrace the Caribbean lifestyle full-time, this well-priced condominium represents exceptional value in one of Grand Cayman’s most promising locations. 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

Nearby
Contract pending
19
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Villa with pool East End (Cayman Islands)

Your Own Private Island Paradise: The Yellow House Discover the ultimate lifestyle investment with a wealth of peace and tranquility at The Yellow House. A stunning property located in Cottage, just across from Heritage Beach. This charming residence with Caribbean Inspired architectural design is part of a vibrant collection of cottages called SeaCliff. SeaCliff offers a rare combination of luxury and privacy. Perfectly designed for a private vacation retreat, an income producing investment property or a full-time residence. Imagine poolside drinks at sunset or coffee on the front porch while listening to the Cayman parrots chatter. The Yellow House boasts high-end finishes like granite countertops and travertine floors throughout. With two master suites, ensuite bathrooms, and open concept living, this home provides ample space to accommodate 6 comfortably with the pullout sofa. Yellow House includes a fully equipped kitchen, breakfast bar, and dining area elegantly decorated in a Tommy Bahama motif. With the beach just steps away and additional beaches and attractions nearby, this is more than just a home—it's a lifestyle. Whether you're looking for a vacation retreat, a rental property, or a permanent island escape, The Yellow House is an exceptional opportunity to own a slice of paradise in the Cayman Islands. Cayman Islands Sotheby's International Realty is a member of CIREBA MLS419177

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$539,900
2bedrooms
3bathrooms

By Cayman Islands Sotheby's International Realty

Nearby
Contract pending
28

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

Experience effortless island living in this exceptional ground-floor beachfront condo located in peaceful East End in the Cayman Islands. Step straight from your private patio onto a stretch of pristine white-sand beach, where crystal-clear waters and soothing ocean breezes set the tone for pure relaxation. As part of the vibrant Wyndham Resort Grand Cayman, this residence offers the best of both personal comfort and world-class resort amenities. This spacious two-bedroom condo is designed with flexibility in mind. One bedroom can be fully locked off, allowing the property to be rented as either a two-bedroom unit or split into a one-bedroom suite and studio—a valuable feature that significantly maximizes rental potential. The property has demonstrated fantastic rental income, grossing over USD $95,000 per year for the last two years, making it an exceptional investment opportunity. The open-plan layout enhances the airy, inviting feel of the home, while the living area includes two twin Murphy beds for added versatility. Step onto your private beachfront balcony to enjoy uninterrupted views of the Caribbean Sea—perfect for morning coffee, sunset cocktails, or simply unwinding to the sound of gentle waves. Owners and guests enjoy access to Wyndham’s outstanding amenities, including multiple swimming pools, tennis, pickleball, and a basketball court, as well as on-site restaurants, a welcoming beach bar, fitness center, dock access, and world-renowned scuba diving and water sports. Convenience is unmatched with a shopping plaza directly across the street offering a grocery store, additional restaurant options and liquor store. Whether you’re seeking an investment property, vacation retreat, or both, this exceptional beachfront condo delivers the ideal blend of luxury, location, and proven income performance in Grand Cayman. Cayman Islands Sotheby's International Realty is a member of CIREBA MLS420025

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$575,000
2bedrooms
2bathrooms

By Cayman Islands Sotheby's International Realty

Nearby
Contract pending
49
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Seaside villa with pool and terrace Grand Harbour (Cayman Islands)

Tucked quietly along Prospect Point Road, Palacades 1 is one of those rare properties that truly delivers on both privacy and location. Set in an oceanfront enclave of just four villas, it feels exclusive and removed while only minutes from Grand Harbour, schools, and Seven Mile Beach. This end-unit villa captures uninterrupted Caribbean views creating a calm, effortless experience from the moment you walk in. The layout is open and functional, with natural flow between kitchen, living, and dining, ideal for both everyday family life and hosting. The interiors have been professionally decorated in a clean coastal aesthetic with nothing overdone, just a polished, relaxed style that suits the setting perfectly. Large openings bring in light throughout the day and keep the ocean front and center from multiple rooms. What really sets this property apart is not just the location and the view, but it’s been properly maintained. Recent capital improvements include a new roof, upgraded balconies and railings, fresh exterior paint, new front door, and new windows, giving buyers confidence in both the short and long term. Outside, the setting stays true to the boutique nature of the development: low density, quiet, and private, with direct ocean access and a private pool area. It’s the kind of place where you don’t feel overlooked, rushed, or crowded which is something that’s becoming harder to find. For a luxury second home or a local family prioritizing space, privacy, and proximity, Palacades 1 hits a very specific and very desirable sweet spot. Cayman Islands Sotheby's International Realty is a member of CIREBA

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$2,000,000
4bedrooms
4bathrooms

By Cayman Islands Sotheby's International Realty

Nearby
50
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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

Nearby
Contract pending
14

Villa with pool West Bay (Cayman Islands)

The Point at Watercourse is a new and distinctive condominium development on the Northwest Point Road corridor of Grand Cayman. Located just minutes from 7 Mile Beach, the Point at Watercourse offers easy access to shopping, dining and recreation facilities. Villa #4 is a 3-story residence, thoughtfully designed for style and ease of living. The open layout and natural light in this unit work together to create a spacious yet comfortable ambiance. Interior finishes include 9 1/2ft ceilings, walk-in pantry and storage closets, porcelain floor and wall tiling, porcelain tile baseboards, solid wood doors, solid wood cabinetry, quartz countertops, energy efficient AC systems and stainless steel kitchen appliances. Engineered for strength and energy efficiency, the building itself is constructed of ICF blocks with steel reinforced and poured concrete centers. Each unit also has hurricane-rated windows & doors. Spray foam attic insulation provides further sound-proofing and maximum energy savings. Property amenities include a pool and pool deck. Cayman Islands Sotheby's International Realty is a member of CIREBA.

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$659,000
2bedrooms
3bathrooms

By Cayman Islands Sotheby's International Realty

Nearby
Contract pending
16

Villa with pool West Bay (Cayman Islands)

The Point at Watercourse is a new and distinctive condominium development on the Northwest Point Road corridor of Grand Cayman. Located just minutes from 7 Mile Beach, the Point at Watercourse offers easy access to shopping, dining and recreation facilities. Villa #6 is a 2-story townhouse residence, thoughtfully designed for style and ease of living. The open layout and natural light in this unit work together to create a spacious yet comfortable ambiance. Interior finishes include 9 1/2ft ceilings, walk-in pantry and storage closets, porcelain floor and wall tiling, porcelain tile baseboards, solid wood doors, solid wood cabinetry, quartz countertops, energy efficient AC systems and stainless steel kitchen appliances. Engineered for strength and energy efficiency, the building itself is constructed of ICF blocks with steel reinforced and poured concrete centers. Each unit also has hurricane-rated windows & doors. Spray foam attic insulation provides further sound-proofing and maximum energy savings. Property amenities include a pool and pool deck. Cayman Islands Sotheby's International Realty is a member of CIREBA

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$659,000
2bedrooms
3bathrooms

By Cayman Islands Sotheby's International Realty

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