198 properties for sale in Islamorada Village of Islands village

Directly overlooking the crystal-clear waters of the Atlantic Ocean, Château On The Ocean stands as one of the most extraordinary and private estates in the Florida Keys. Located in exclusive Islamorada—often referred to as “The Hamptons of Miami”—this remarkable oceanfront compound redefines luxury coastal living through an unparalleled combination of architecture, scale, privacy, and lifestyle. Completely reimagined and rebuilt in 2023, the estate is the result of a visionary, no-compromise approach that seamlessly blends contemporary design, advanced engineering, and world-class construction quality. Set across nearly two acres of private oceanfront land, the property offers almost 20,000 square feet of thoughtfully designed space dedicated to living, entertaining, and wellness, including more than 10,000 square feet of climate-controlled interiors. From the moment of arrival, the estate conveys an unmistakable sense of exclusivity, with its commanding architectural presence set aga

Only sophistication and class represented in Islamorada's most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off it's manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique charm blending Old Florida allure with the timeless essence of Nantucket. Covered parking and a versatile multi-purpose room on the ground floor with a foyer entry. On the second floor you will find an open living space with the kitchen & dining room overlooking the bay, 2 bedroomsu002F2 bathrooms, and serene positioning for nightly sunsets. The third floor is dedicated to the master suite and maid's quarters with more amazing views from the private balcony. If amenities are what you're after, Tarpon Flats delivers on all fronts: a beautiful tennis court with covered seating for spectators, a rare

Set within a private gated enclave, this top-floor, corner unit captures the essence of Islamorada living. Quietly elevated, effortlessly refined, and deeply connected to the surrounding seascape. Positioned to embrace sweeping Atlantic Ocean views and the iconic Alligator Reef Lighthouse, expansive walls of glass invite natural light and open water vistas into nearly every space, including each bedroom and even the baths. Thoughtfully updated with a clean, modern aesthetic, the residence balances comfort with simplicity. A minimalist kitchen appointed with Bosch appliances flows into open living spaces designed for relaxation, complemented by floating bathroom vanities, recessed lighting, blackout blinds, owner and storage closets, and carefully considered modern finishes. One of the few properties in Islamorada permitting extremely rare weekly rentals, this offering provides uncommon flexibility for both personal use and investment ownership. Beyond the residence, the community unfol

Beacon Reef is calling your name! This beautifully designed 2-bedroom, 2-bath residence spans approximately 1,275 square feet of light-filled living space. Enjoy the charming balcony with a steady breeze and lovely ocean views from the primary and balcony. With a spacious primary suite complete with an en-suite bath and charming sitting area and an oversized guest suite offering flexibility and comfort, this unit offers generous space for all! The open-concept living area seamlessly connects to a well-appointed kitchen featuring ample cabinetry and an abundance of counter space and a breakfast bar, perfect for entertaining. Additional highlights include impact windows, designated laundry space, a new air conditioner and refrigerator in 2025, a new stackable washer/dryer, and a large balcony designed for indoor-outdoor living. This unit is also ADA accessible and includes a larger parking space with ADA parking to accomodate a van. Residents of Beacon Reef enjoy gated, resort-style amen

Set within a private gated enclave, this top-floor, corner unit captures the essence of Islamorada living. Quietly elevated, effortlessly refined, and deeply connected to the surrounding seascape. Positioned to embrace sweeping Atlantic Ocean views and the iconic Alligator Reef Lighthouse, the expansive walls of glass invite natural light and open-water vistas into nearly every space, including each bedroom and even the baths. Thoughtfully updated with a clean, modern aesthetic, the residence balances comfort with simplicity. A minimalist kitchen equipped with Bosch appliances flows into open living spaces designed for relaxation, complemented by floating bathroom vanities, recessed lighting, blackout blinds, an owner's closet, and storage closets, and carefully considered modern finishes. One of the few properties in Islamorada that permit extremely rare weekly rentals, this offering offers uncommon flexibility for both personal use and investment ownership. Beyond the residence, the

Experience unparalleled oceanfront living at Chateau On The Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly unforgettable. Completely reimagined and newly constructed in 2023, this residence showcases exceptional modern design, engineering, and craftsmanship. Set on just under 2 acres of pristine coastline, the property offers 19,784 SF of total living and entertaining space, including 10,182SF under air. Inside, soaring ceilings and walls of glass create a seamless indoor-outdoor connection, filling the interiors wu002F natural light and highlighting refined, couture-level finishes. Amenities include a fitness center, indoor basketball and pickleball court, putting green, a Baccarat-inspired grand ballroom

Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada—just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions. Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes and was completed in 2020 with refined design, upscale finishes, and exceptional craftsmanship throughout. Elegant interiors and thoughtful details create a sophisticated yet relaxed island lifestyle. The home features a private pool with a wood deck at the rear—ideal for entertaining or unwinding in complete privacy—while residents also enjoy access to a community bayfront pool overlooking breathtaking sunset views. An assigned boat slip on the bay provides effortless access to Florida Bay and the Atlantic beyond. Boat lift currently in place can hold boats up to 5,000Lbs. Adding to its appeal,

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities al

Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air conditioned living space is thoughtfully designed with bright open interiors which blend sophistication and comfort while framing breathtaking views of Florida Bay. You enter a sunlit two-story foyer leading you upstairs to a bespoke great room, encapsulating a dramatic vaulted wood ceiling, spacious living area, and a custom gourmet chef's kitchen. Floor to ceiling glass doors frame an unobstructed view of the spacious bay-view terrace, which features a 50 foot elevated infinity edge swimming pool and outdoor kitchen with bar. On the upstairs level you will also find a serene primary suite, five gener

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities al

Stunning Bayfront Townhome in the Gated Community of Sunset Hammock, a quiet and tranquil community offering resort-style amenities and unparalleled Florida Keys living. This beautifully updated 3-bedroom, 2.5-bath townhome includes a 28-foot deeded boat slip, making it perfect for boating enthusiasts. Inside, you will find a bright and open layout featuring two en-suite bedrooms, including a spacious primary suite with a private balcony overlooking the serene lagoon. An additional loft space upstairs provides extra room for an office, den, or guest overflow. Enjoy breathtaking Florida Bay sunsets from the community's private marina, one of the best vantage points in town. Sunset Hammock offers exceptional amenities, including a boat ramp, kayak racks, on-site boat/trailer storage, pickleball and tennis courts, a private pool, and a welcoming clubhouse. Ideally situated between Key Largo and Tavernier, you're just minutes from top-rated restaurants, shopping, world-class fishing, and i

Indulge in the true essence of the Florida Keys lifestyle with this exquisite 2-bedroom, 2-bath townhouse. Meticulously designed for those who seek elegance and comfort, this coastal gem features remarkable updates throughout, including stylish ceramic tile floors and modern finishes in both the kitchen and bathrooms. As you step into the inviting living room, you'll be greeted by soaring vaulted ceilings that enhance the spacious ambiance. Envision enjoying your morning coffee on the charming pop-out balcony, where you can enjoy the soothing breezes of this tranquil, gated community. Navigate your way to covered parking directly below, and let the adventures unfold as you step onto your oversized screened patio complete with an outdoor kitchen that's perfect for grilling your fresh catch after a day on the water. This property also offers ample space beneath for parking your golf cart or your bay and flats boat. Embrace a nautical lifestyle in this exceptional neighborhood, which boas

Wake up on the water in this turnkey, fully furnished coastal retreat in the heart of Key Largo. Complete with a modern, beach-chic design, this 3-bedroom, 3-bath home blends effortless luxury with true Florida Keys living. Outside, enjoy direct ocean access from your private dock with boat lift-just minutes to world-class fishing, diving and sandbars. After a day on the water, unwind in the resort-style pool with submerged bar stools, sun shelf, and turf yard perfect for lounging, grilling, and sunset cocktails. Walls of glass and multiple balconies frame sweeping ocean and canal views, filling the home with natural light. The open-concept main level features a stunning chef's kitchen with sleek cabinetry, quartz waterfall island, Bosch appliances, and gold accents, flowing into a relaxed living area designed for entertaining. The spacious primary suite is a true sanctuary with panoramic water views, private balcony, and spa-like bath boasting a freestanding soaking tub, oversized gla

Discover the ultimate in waterfront living at Buttonwood Bay in south Key Largo-a gated, resort-style community built around a deep-water coral rock harbor with direct Florida Bay access. This beautifully remodeled residence includes a 36' deeded boat slip right outside your back door, making it effortless to enjoy the best of Keys boating and fishing. Beautiful corner unit fully remodeled in 2022. New bathrooms, kitchen, plumbing, electrical, and flooring. Sliding doors added to the North side for extra brite downstairs. Instant hot water heater and washer dryer in unit. There's also a sandy beach, boat ramp, trailer storage, Ship's Store with fuel, bait, ice, and snacks-everything a boater needs, right at home. With on-site management, dedicated maintenance, and 24u002F7 security, you can relax knowing every detail is taken care of

Beautiful CBS home located in Key Largo MM95 Bayside 3 bed 2 bath huge corner lot 12070 Sq ft great neighborhood just step away from County Park with boat ramp for your boat. Inside beautiful tiles crown molding and quartz counter tops. High elevation Sunset Point subdivision ground level home built 2015 with Impact window doors and metal Roof

1218 Mockingbird Rd, Key Largo, FL 33037 tropical luxury coastal living in the heart of Key Largo turn key on Oceanside Canal 700 feet to the open ocean four bedrooms, three baths 3065 feet living square feet lot is 7645 ft. Parking for four cars +2 in carport 70 feet of seawall with a boat cut in and a lift 16,000 pounds can accommodate a 30 foot boat also a lift for two jet skis home was remodeled in the year 2000 2011 2019 the master suite is on the entire third floor. It was made for a queen, absolutely beautiful, walk-in shower, jetted tub, private commode, area windows overlooking the water. Second floor, gourmet kitchen with new subzero refrigerator double door six burner gas stove. Granite countertops throughout. Large living room and dining area overlooking the water walk out onto the wraparound porch, which is beautiful. Two bedrooms and a bath on the second floor. First floor walk in large family room, walk-in shower and bathroom storage area. Overlooking the water. Walk out

A Rare Opportunity Awaits! Modern Beautiful Multilevel Home just steps away from the open ocean. No neighbor behind with two entrances to car poach. Perfect house for the most refined buyer. Steps from the club house and pool with playground area for kids, gym, tennis and basketball, modern fitness center. Full working marina with with private concrete boat ramp, and fueling station. A vibrant gated oceanfront community 24u002F7 security with a Guard house at entrance, landscaped areas for relaxing and a Pier to watch the stunning sunrises and a variety of entertainment areas. Must see this is an opportunity to own in Prestigious Key Largo Ocean Resort on the Ocean Side. Hurricane impact windows and door. Underground utilities. Open floor plan with with stainless steel appliances, porcelain plank floor, marble bathrooms, quarts kitchen countertops, exquisitely furnished. Ample covered space downstairs for boat, golf cart and outdoor toys. Experience the lifestyle of RESORT LIVING!

Welcome to this stunning new construction home in the heart of Key Largo, where modern design meets the relaxed charm of the Florida Keys. Thoughtfully built with high-end finishes throughout, this move-in ready residence offers a bright, open-concept layout filled with natural light and clean, contemporary lines. The gourmet kitchen is a true centerpiece, featuring sleek cabinetry, stylish countertops, and modern appliances, all flowing seamlessly into spacious living and dining areas—perfect for both everyday living and entertaining. Generously sized bedrooms and beautifully designed bathrooms provide comfort and sophistication in every corner. Step outside to your own private oasis, complete with a landscaped yard and a luxurious jacuzzi—ideal for unwinding after a day on the water or hosting friends and family under the tropical sky. Located in beautiful Key Largo, this home offers easy access to boating, fishing, dining, and everything that makes island living so desirable. Whethe

Welcome to'Sea-Esta'an exceptional, premiere 3-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a p

Amazing Location in Buttonwood Bay Club. Experience breathtaking open water views the moment you step into this top-floor condo. This beautifully updated and furnished two-bedroom, two-bath condo is like new. It features large format tile floors, new kitchen, new bathrooms, updated doors, custom built-ins, newer appliances, and impact-resistant windows and doors throughout. Highest-end finishes including an elongated Kohler Smart Toilet in the primary bath. This condo is the whole package as it comes with a 36' boat slip in a deep-water, protected marina featuring an on-site fuel dock and ship's store stocked with bait, ice, snacks, and essentials. Enjoy sweeping views of the crystal-clear blue waters by day and unforgettable sunsets each evening from your private screened-in balcony. The third-floor elevation offers unmatched privacy and uninterrupted ocean breezes. Buttonwood Bay's amenities are second to none with 3 heated and chilled pools, private beach, 8 pickle ball courts, 3 te

Brand New Luxury Oceanfront Estate | 300+ Ft of Water FrontageExperience exceptional coastal living in this brand-new luxury oceanfront estate in Key Largo, offering over 300 feet of water frontage with sweeping open-water views and direct boating access. Expertly built by renowned Nivar Group, Ocean Reef builders known for elite craftsmanship and high-end coastal construction, this newly completed residence offers the quality and lifestyle many buyers seek in Ocean Reef in a private oceanfront setting. The home features 4 spacious bedrooms, each with its own ensuite bathroom, plus a private office that can serve as a fifth bedroom and a stylish half bath for guests. The expansive primary suite includes custom his-and-hers walk-in closets with built-in shelving and drawers. Open living spaces are designed to capture breathtaking ocean views while creating a seamless indoor-outdoor lifestyle. The chef's kitchen is equipped with premium Sub-Zero and Wolf appliances, making it ideal for e

This property is an exquisite example of modern ocean side living in the Florida Keys with 7 bedrooms, 7 in suite bathrooms, 2 half baths, whole smart home technology for lights, security and sound all the way to the beach, custom chef kitchen, whole home generator, 4 zone cooling, elevator, custom wine cellar, and primary bedrooms on 2 floors. Outside you have an outside kitchen, extended covered seating, pool with spa and waterfall off the pergola, private lagoon with parking for five boats each with water and shore power, boat lift, custom fish station, private beach with Tiki hut, approximately 2,500 sq feet of covered parking and smart home controlled LED lighting

Welcome to Waterfront Living at Buttonwood Bay in Key Largo! Experience stunning sunsets and the ultimate boater's paradise from this beautifully situated residence in the highly sought-after Buttonwood Bay community. Enjoy your own private waterfront patio just steps from a protected 31' boat slip #180 by stairs next to pool. Spread across 42 acres of tropical beauty, Buttonwood Bay features deep-water coral rock harbor with direct access to the Florida Bay and nearby Atlantic Ocean. Step inside to a light-filled interior featuring quartz countertops, stainless steel appliances, and an open-concept living area with a convenient half bath on the main level. Upstairs, the primary bedroom includes a screened balcony and bath and the guest bedroom and full bath. All is freshly painted with new blinds and new light fixtures. A screened-in porch opens to a peaceful backyard sitting area overlooking the boat slips, perfect for relaxing after a day on the water. Enjoy resort-style amenities i

Beautiful turnkey modern new construction home. Corner lot with water views. Amazing roof deck with entertainment room on top floor, giving an extra floor of living space. Open floor plan and perfect for entertaining or large families. Private community of Key Largo Ocean Resort, packed with brand new amenities such as pool, clubhouse, tennis & basketball courts, clubhouse, playground, gym, fishing pier and community ramp. See video for virtual tour

Beyond the gates lies an oceanfront estate whose finest qualities extend far beyond what you have seen! From its protected private marina offering 6 boat slips and fully integrated smart-home technology to its rooftop observation deck, private sandy shoreline, and resort-caliber outdoor living, every element has been designed to deliver an exceptional waterfront lifestyle. Welcome to 16 Seaside Avenue. This extraordinary 7-bedroom, 7 full and 2 half-bath residence offers luxurious living designed for effortless entertaining and multi-generational enjoyment. From the moment the private gates open, a fully integrated smart home system seamlessly controls the estate-from the front entrance and security system to interior lighting, climate, surround sound, and even the dock lighting-creating a level of convenience rarely found in waterfront homes. A commercial elevator services all three levels, while a whole-house generator provides peace of mind year-round. With everyday living in mind,