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luxury houses with pool for sale North Side, Cayman Islands

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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

11

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

Rare opportunity to own an end 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. This unit is perfect for those looking to make it their personal dream as it does require updating. Unit 1 presents 1502 sq ft of living space with uninterrupted views of the clear Caribbean Sea. Upstairs, there are 2 bedrooms with a large bathroom (could possibly be converted into 2 ensuite shower rooms). This is a unique opportunity to own your piece of paradise. The 2 bed/2 bath 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. There is also a bonus private patio at the entrance with a large storage closet outside for all your toys and an upstairs balcony too! 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
2bathrooms

By Cayman Islands Sotheby's International Realty

9 listings near North Side

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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$2,049,200
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
Contract pending
19
Video

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
47
Video

Seaside villa with pool and garden Savannah (Cayman Islands)

• Elevated oceanfront position with uninterrupted Caribbean Sea views over natural iron shore • Minutes to Savannah Countryside Shopping Village for all necessary conveniences. • Fully renovated single-storey residence — brand new & move-in ready, why would you build? • South, south-west-facing aspect — dramatic sunsets changing daily from your own paradise • Block construction with standing seam roof — built for longevity on the Cayman coast • One private, elevated acre with native fruit trees and zero-scape gardens • Residency-qualifying property — an elegant pathway to Cayman permanent residency • Study, library, or theater room — designed for those who live and work with intention • Historic Pedro district — privacy and character, only 15 minutes from George Town • Designer kitchen and bathrooms with quartz, dark wood, beautiful underlit cabinetry There is a version of Cayman that most visitors never find - a short drive from George Town, yet a world entirely apart. Up on the historic Pedro Bluff, where the ironshore meets the sky, the azure sea rolls endlessly in shades of indigo with white waves lapping on the shores, sits Pedro Blue. From the entrance, it presents itself with quiet confidence - a Caribbean-style home of understated, idyllic appeal. Step through the front door and it reveals its true character: an immaculate, fully renovated residence where every detail has been considered and nothing overlooked. Bright, open living spaces flow effortlessly with views that seem to stretch to the edge of the world. Hint of sunrise. Dramatic sunsets. Sea forever. The complete renovation is a study in considered elegance - cool quartz countertops with dark wood accents, discreet secret panels, and lighting architecture that transforms the space from morning calm to evening warmth. Four bedrooms, three bathrooms, a powder room, and a dedicated office or cinema room ensure there is space to live, work, retreat, and create. Step outside and the garden speaks a quieter language. Mango, naseberry, neem, mahogany, and thatch palm trees rise from beautifully zero-scaped grounds. Doves coo. Butterflies drift. From the pool, the Caribbean stretches out as far as the eye can see. Pedro Blue is not simply a home. It is a considered life, lived well, at the edge of the sea. Cayman Islands Sotheby's International Realty is a member of CIREBA.

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$3,539,900
4bedrooms
4bathrooms
land 4,047

By Cayman Islands Sotheby's International Realty

Nearby
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
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

Nearby
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

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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$5,251,400
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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