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$3,250,000
4 Beds 4 Baths 616173 MLS
Port Largo Waterfront Paradise Located in one of Key Largo's most desirable neighborhoods, this canal front 4-bedroom, 3.5-bath pool home is truly a boater's dream. Whether you're bringing the whole family or your fishing crew, there's room here for everyone--and all the gear that goes along with all the water sports! Inside, the home welcomes you with light-filled living spaces, stunning marble floors, recessed ceilings with crown molding, and an open floor plan that flows seamlessly to the outdoors. The kitchen is designed for both style and function, with crisp white coastal cabinetry, granite countertops, stainless appliances, and a spacious breakfast bar. A large utility room with washer/dryer makes Keys living easy. The bedrooms are generously sized with ample storage, including king beds, queen beds, and twin bed setups to accommodate all guests comfortably. Step outside and discover a private backyard retreat: a heated/chilled pool recently refinished ($25,000 upgrade), surrounded by lush, low-maintenance tropical landscaping (recent $27,000 investment). After a day on the water, unwind poolside, host a barbecue, or watch the kids play--there's plenty of space for everyone. Roof Replaced March 2026 ! For boaters, this property checks every box: 75 feet of dockage with a 25,000 lb. lift (currently holding a 39' Seavee), 50-amp shore power, and a custom built fish-cleaning station. Finally secure all the toys and equipment in a very spacious lower-level storage area with canal-side garage door. It's perfect for all your rods, dive tanks, and water toys.

501 Caribbean Dr, Key Largo

$3,050,000
3 Beds 3 Baths 618322 MLS
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 private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

25 E Playa Largo Blvd, Key Largo

$3,705,000
4 Beds 5 Baths 618328 MLS
Welcome to ''Coral Breeze'', an exceptional premiere four-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 private clubhouse, resort-style pool, landscaped grounds, and on-site kayak and paddleboard launch. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from adjacent resort infrastructure. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a stabilized income property, or a long-term hold in one of the Florida Keys most established resort communities.

46 E Playa Largo Blvd, Key Largo

$988,999
3 Beds 3 Baths 615524 MLS
Live like you're on vacation! Welcome to the resort style living you've been dreaming of--complete with Deeded Boat Slip #3 and an 8,000 lb boat lift just steps from the community boat ramp. This spacious 3-bedroom, 2-bath townhome also features an enclosed lower-level recreation area approximately 1000 sf., with a full bath, ideal for guests, hobbies, or flexible living. Inside, you'll find vaulted ceilings, beautiful wood-look tile flooring throughout, a well-designed and modern kitchen with extra refrigerator and storage, pantry area. 3 freshly upgraded bathrooms. A separate coffee station and upgrades throughout. Custom wood cabinetry, and impact windows and doors (excluding the rear balcony). The front balconies have been enclosed, creating additional air-conditioned living space, while the L-shaped screened balcony offers a relaxing view of the main pool. Other highlights include covered parking directly beneath your unit. A concrete structure with metal roof and no assessments with a healthy budget. Located on the bayside at Mile Marker 98, Landings of Largo is a well-maintained, gated community offering resort-style amenities: two heated pools, a new marina, boat ramp, clubhouse, fitness room, Sunset Pier, trailer parking, and a fish cleaning station. It's also pet-friendly and perfect for those seeking peace and quiet, with a 28-day minimum rental policy. Whether you're looking for a full-time residence or a relaxing retreat, this home offers it all--convenience, comfort, and a true boater's paradise. Maintenance Fees Includes: Building Exterior Maintenance; Building Insurance; Cable; Common Area Maintenance; Exterminating; Sewer, 2 heated pools, lighted tennis/pickleball courts, basketball hoop, boat ramp, sunset pier, fish cleaning station, clubhouse/game room/fitness room/kayak/paddleboard racks, gated security and on-site management.

9812 Windward Ave, Key Largo

$715,000
605670 MLS
Ocean front lot with sunrises and sunsets views; right at the Marina with open ocean views and house plans included. Will sell fast due to a high demand of water front lots in this resort, call now, don't miss this unique opportunity. Ready to build on an excellent location! No ROGO, All gated community with security guards 24/7 for your peace of mind. Ocean front with breezes and spectacular sunrises every morning from the Marina. Lush landscaping greets you as you pull into the Resort and leads you to the many different amenities offered. It's like entering in another state of mind, a completely stress-free environment where you can disconnect from the rest of the world. This lot have the convenience of being close to the Pool and Club House and right on the ocean. The whole resort has 22 acres of land right on the open ocean that is what all buyers are looking for, been so close to the water at a very affordable price. Don't miss this unique opportunity. Close to the Pool, Playground area, Club House with Gym, Tennis & Basket Courts and Boat Ramp. Full marina service, ocean views! It is an extremely unique location, once you have your house built at this site you will be able to get those ocean breezes all year around from your balcony among expansive ocean views and sunrises. The Resort also offers 24/7 security with a Guard House at entrance, streets all lighted up at night and a concrete wall for privacy. Along with that there is an office and mail building for your convenience. Among other features are underground utilities and guest parking spaces, Playground area for kids, open landscaped areas for relaxing and a Pier to watch the stunning sunrises and a variety of entertainment areas throughout the Resort. Price to sell!

94825 Overseas Highway Unit 122, Key Largo

$7,750,000
7 Beds 7 Baths 618417 MLS
Welcome to the iconic Key Largo Lighthouse, a one-of-a-kind oceanfront landmark set on 1.6 acres of lushly landscaped tropical paradise in Key Largo. With over 300 feet of seawalled waterfront, this private compound delivers an unmatched resort-style lifestyle in the Florida Keys. Surrounded by mature palms, the property offers an extraordinary array of amenities, including a private boat basin, pickleball court, working lighthouse, and a spectacular water-park-style infinity pool complete with a lazy river, grotto, hot tub, waterslide, and multiple cascading waterfalls. Designed for grand-scale entertaining or quality family time, the estate features three main buildings with accommodations for up to 20 guests. The main residence showcases a stunning great-room layout anchored by a chef's kitchen with a Wolf gas range, Sub-Zero refrigerator and six under-counter refrigerated drawers, full-size wine fridge, expansive pantry, and an oversized island ideal for gatherings. Additional living spaces include two separate units, each with full kitchens and bedrooms, along with three detached guest bedrooms with cabana baths, offering exceptional privacy and flexibility. Throughout the grounds, Old Chicago brick walkways, seven tiki huts, and thoughtfully designed lounging areas invite relaxation at every turn. Enjoy breathtaking ocean sunrises from the point and entertain under the cabana bar overlooking Pennekamp National Park, the Atlantic Ocean, and your private, secure boat basin—equipped with a boat lift, floating jet-ski lift, and kayak/paddleboard launch. The property is fully outfitted with impact windows and doors, a metal roof, and a standby generator capable of powering the entire estate, providing peace of mind year-round. This rare and irreplaceable oceanfront compound is the ultimate setting for unforgettable entertaining and luxurious island living. Simply too many impeccable details to capture—come see it in person and schedule your private showing toda

101 Oleander Circle Ky, Key Largo

$3,995,000
5 Beds 5 Baths 618011 MLS
Stunning New Three-Story Bay View Residence. This Light-Filled 5-Bdrm, 4.5-Ba enjoys nightly sunset views. State-Of-The-Art Kitchen & Luxurious Finishes Throughout. 3 Generously sized ensuites, walk-In closets, and lavish bathrooms. Expansive Roof Top Terrace with wet bar and kitchen. Step into an open living area that effortlessly flows to the entertainment area and chef's kitchen. Enjoy indoor-outdoor living with multiple balconies, a waterfront roof top terrace complete with a built-in bar and summer kitchen, and direct access to a half bath. The home is designed for entertaining while capturing spectacular sunsets year-round. For those who cherish the outdoor allure of the Keys, the concrete dockage with deep water direct access beckons. Your personal gateway to the crystal-clear waters, embark on boating adventures, fishing expeditions, or diving explorations right from your doorstep. This home caters to the water enthusiast, offering a privileged lifestyle. A pool and elevator to all floors. In every aspect, this modern haven is a celebration. A harmonious fusion of luxury, nature, and waterfront living. This is more than a home; it's an invitation to savor life's most indulgent moments against the backdrop of stunning sunsets and the allure of the open water. Your waterfront paradise awaits - where every day feels like a vacation, and every sunset is a masterpiece. Welcome home to the epitome of coastal living in Key Largo. Gated property with covered parking. This home is a boater's dream and delivers both beauty and peace of mind. Offered turn-key and Available for Your Immediate Enjoyment! Seller Financing Available.

141 Grassy Rd, Key Largo

$445,000
1 Beds 1 Baths 617396 MLS
Rare Redevelopment Opportunity in Key Largo! Situated on two oversized corner lots totaling 10,500 square feet, this unique property offers exceptional flexibility for investors, builders, or anyone looking to create their dream Florida Keys retreat. Included is a ROGO-Exempt Letter, allowing you to bypass the lengthy ROGO allocation process and immediately replace the existing home with a new residence. Build your custom island home utilizing both lots for an expansive estate, or develop on one lot while preserving the second for additional outdoor living, future possibilities, or potential future development (buyer to verify with Monroe County). Tier III with 34 points and sewer vent installed. While planning your vision, enjoy the existing fully furnished vintage cottage filled with Keys character. This charming 1-bedroom, 1-bath bungalow features an indoor tiki bar, open kitchen with granite countertops and oak cabinetry, custom oak flooring in the bedroom, porcelain tile throughout the living areas, and seamless indoor-outdoor living. Outside, you'll find a private pea-rock courtyard shaded by mature tropical trees, an outdoor shower, storage shed, two separate driveway entrances, and ample parking for boats, trailers, RVs, and guests. Located less than one mile from John Pennekamp Coral Reef State Park, you'll have easy access to world-class diving, snorkeling, fishing, boating, beaches, and the best of the Upper Keys lifestyle. Enjoy nearby waterfront dining, shopping, Harry Harris Park, and an easy one-hour drive to Miami. Whether you're searching for an immediate weekend getaway, a rental investment, or one of the few opportunities to build without waiting through the ROGO process, this property offers outstanding value with endless potential.

140 Gumbo Limbo Dr, Key Largo

$1,049,999
5 Beds 5 Baths 615085 MLS
MOTIVATED SELLERS!!! This isn't just a home, it's a lifestyle upgrade in the heart of the Keys. Welcome to a truly one-of-a-kind 5-bedroom, 4.5-bath residence that perfectly blends space, privacy, and versatility. Set on a generous 10,700 sq. ft. fully fenced lot, this property offers the freedom to live, entertain, and store all your toys, boats, RVs and multiple vehicles, with ease. Inside, a thoughtfully designed three-level layout creates the perfect balance of comfort and function. Multiple living areas give everyone their own space, while spacious bedrooms with large closets and abundant storage make everyday living effortless. The first floor is built for entertaining, featuring a private gym, half bath, and an oversized two-car garage, ideal for hosting or creating your own retreat. Upstairs, elevate your lifestyle with a custom home theater that transforms movie nights into an experience. Four screened-in patios and an open balcony invite you to enjoy the island breeze year-round, creating seamless indoor-outdoor living. Step outside to your private oasis, a saltwater pool with a tranquil water feature, surrounded by plenty of space for grilling, lounging, and unforgettable gatherings. Located just minutes from John Pennekamp Coral Reef State Park, shopping, and top schools, with Miami only an hour away, this home offers the perfect mix of convenience and escape. If you've been waiting for a home that truly has it all, this is it!

464 Lime Dr, Key Largo

$350,000
3 Beds 3 Baths 616142 MLS
Elevate your lifestyle with this Fractional Ownership at Fisherman's Cove, the Florida Keys' most exclusive private residence club. Located along Blackwater Sound in Key Largo, this luxurious retreat offers 2,300 square feet of beautifully designed living space, including three generously sized bedrooms along with three full sized bathrooms. The newly renovated interior offers a modern-contemporary look with a tropical island twist. A fully equipped gourmet kitchen with bar seating invites indulgence, while your expansive private balcony offers front-row views of the stunning surroundings. Whether you're enjoying the rooftop owners' deck, relaxing by the pool in one of three private cabanas, or venturing out to the water with access to the 26' Sea Fox or 24' Contender boats, every moment at Fisherman's Cove is a luxurious escape. With concierge and housekeeping services ensuring your every need is met, this is more than just a residence—it's a lifestyle. Conveniently located above Jimmy Johnson's Big Chill, you'll enjoy exquisite dining and entertainment. Fisherman's Cove is the ultimate in exclusive, high-end living, offering unparalleled access to the best the Keys has to offer. Owners enjoy the privilege of year-round flexibility -- typically 5-7 weeks annually -- with opportunities for additional stays as availability allows. This property cannot be rented out. Privileges are for owners only.

104000 Overseas Hwy Unit 5 - 5, Key Largo

$9,700,000
4 Beds 7 Baths 617714 MLS
This custom-built, elevated two-story estate sits on a 7,300 SF point lot at the coveted tip of Adam's Cut Waterway, with 167 feet of waterfront offering panoramic views that open directly to Largo Sound with ocean access. More than a home, it is an unparalleled opportunity to own an iconic piece of Keys history—an architecturally significant retreat built to exceptional standards of strength, beauty, and design. Spanning 3,723 SF, the 4BR/5+2BA residence features a triple-poured concrete roof, 8 inches of concrete between floors, Italian La Finestra impact windows and doors, whole-house sound system, interior elevator, Shell Reef honed limestone floors, and concealed-hinge custom doors. The main level showcases a stunning light-filled living room framed by floor-to-ceiling windows, a remote-controlled drop-down TV, stone accent wall, and sleek wet bar—all opening to the expansive wraparound terrace overlooking Adam's Cut. An open dining area complements the chef's kitchen with a backlit polished Plume Quartz waterfall island, JennAir gas cooktop, integrated refrigeration, and Liebherr wine cooler. This floor includes three bedrooms, including a junior suite with private balcony and spa-style bath, plus a designer powder room, laundry room, and two additional ensuite guest rooms. The private principal suite spans the second floor, featuring a high-pitched ceiling, midnight bar, elevated bed platform, flexible additional room, and a spa-inspired bath. It opens to a private terrace with a rooftop infinity pool, swim-up bar, and jacuzzi for a true resort experience. Ground-level highlights include a grand covered terrace w/summer kitchen, Lynx grill, salt-chlorinated pool, teak ceilings, standalone bar, and cabana bath. A hidden gem is the brick-lined, temperature-controlled 200-bottle wine cellar w/ a decanting area. A 77' private dock w/ permitting in progress for a 30,000 lb boatlift, swim platform, and sunning areas complete this extraordinary Keys masterpie

180 Pompano Dr, Key Largo

$4,900,000
1 Beds 3 Baths 613251 MLS
Once-in-a-Lifetime Opportunity: Own the Iconic Alabama Jacks in Key Largo! Step into the legacy of one of the most celebrated waterfront establishments in the USA. This legendary bar and restaurant, continually rated among the Best Bars & Restaurants in South Florida, Florida, and the nation, is ready for its next chapter. Located on Card Sound Road at the foot of the Card Sound Bridge, Alabama Jacks has been a beloved destination since the 1950s, renowned for its authentic charm, lively atmosphere, and world-famous conch fritters. Key Features: Rich History: Established in 1947 and operated by the current owner since 1981, this landmark has maintained its iconic status and rustic charm, drawing locals, tourists, and celebrities alike. Turnkey Package: Sale includes the business name, domain names, Facebook page, a thriving retail t-shirt business, proprietary recipes, and all furniture, fixtures, and equipment (FF&E). Prime Waterfront Property: Two parcels totaling 41,602 square feet (.95 acres) with over 360 linear feet of boat docks, direct boating access, and a private boat ramp (currently unused, offering potential for new revenue streams). Buildings & Infrastructure: Includes 2,297 sq. ft. of finished space, 4,729 sq. ft. of canopy space, and an apartment for onsite living or staff use. Also features a desalination system and a backup water truck with a tank. Long-Term Lease: New & Secure, 20-year lease with the U.S. Government renewed in 2021 through 2041. Unparalleled Legacy Alabama Jacks is a true piece of Americana, beloved by generations and celebrated in publications and TV appearances by icons like Emeril Lagasse, Conde Nast, and Kathie Lee Gifford. Whether you're continuing its proud traditions or exploring new opportunities, this business is primed for success. Opportunity to Franchise the name and brand. Don't miss this chance to own a slice of Florida Keys history and elevate an already thriving landmark to its next level.

58000 Card Sound Rd, Key Largo

$3,799,000
5 Beds 4 Baths 610297 MLS
Enjoy this OPEN WATER luxury lifestyle in the coveted area of Buccaneer Point Estates in south Key Largo. Prepare to be captivated by this 5 bedroom, 4 bath extraordinary waterfront masterpiece that combines modern elegance and over 3,900 sq. ft of living space with a tropical paradise ambiance. Nestled on the shores of the bay, this custom-designed home has been thoughtfully crafted with discerning clients in mind. This rare offering promises a lifestyle beyond compare, where every moment is infused with the allure of the Florida Keys. As you step inside, ascend the interior stairs from the grand foyer to the main living level, where cathedral ceilings and an abundance of natural light create an inviting atmosphere. Revel in the breathtaking water views framed by expansive windows and doors, seamlessly blending the beauty of the outdoors with the comfort of your luxurious sanctuary. The heart of this residence lies within the great room, where a well-appointed double island creates the perfect setting for entertaining while the expansive porch areas beckon you to soak in the tranquil vistas. Designed to accommodate a large family or gathering of friends, this home boasts two master ensuites on each level, ensuring privacy and comfort for all. In addition, three guest bedrooms with adjoining bathrooms provide ample space for everyone to unwind and recharge. For water enthusiasts, this home is a dream come true with an inviting in-ground heated pool, surrounded by a custom paved deck area and lush privacy landscaping. The deep water pier dock features a boat lift and jet ski lift. The spacious four-car garage with dual doors, a second refrigerator, an ice maker, and the potential for a bar or summer kitchen makes it a versatile space for hosting unforgettable backyard gatherings.

21 Mutiny Pl, Key Largo

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