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$2,299,000
3 Beds ⋅ 3 Baths ⋅ 614782 MLS
OWNER FINANCING. Lowest priced waterfront in Port Largo. INVEST, redesign, or rebuild in one of the Upper Keys' most coveted boating enclaves, Port Largo. Just a few lots in from the open ocean, this CBS residence is positioned on a wide, protected waterway with 75 feet of concrete dockage, capable of accommodating large center consoles, express boats, or sport fishing vessels. Generous canal widths and turning basins, a defining feature of Port Largo, provide ease of navigation and a level of boating infrastructure rarely found in the Keys. The existing two-story home offers a flexible foundation for transformation, including a substantial lower level with approximately 1,000 square feet of finished space suitable for future living areas, gym, media lounge, guest quarters, or private office. The upper level captures natural light and water views with soaring ceilings and the open concept layout. Modernize the interior or serve as a temporary residence while plans for a custom new build are decided. The lot allows room to add a pool and outdoor entertaining areas, creating the potential for a fully realized waterfront estate that maximizes indoor-outdoor living and long-term appreciation. An optional homeowners park located one street away provides access to a private boat ramp and additional waterfront amenities, further enhancing the value and convenience for boaters. Port Largo is prized not only for its direct ocean access but for its lifestyle. Golf cart connectivity allows residents to reach neighborhood restaurants, bars, and even convenience stores without ever accessing US-1. A state-of-the-art community park nearby features pickleball and tennis courts, recreational fields, walking trails, exercise equipment, and a playground, elevating daily living beyond the waterfront. Whether envisioned as a high-end redevelopment, a custom luxury build, or a strategic long-term investment, the opportunity is now to secure a lot with enduring market appeal in Key Largo

184 Bahama Ave, Key Largo
$1,790,000
3 Beds ⋅ 3 Baths ⋅ 617749 MLS
Prime Key Largo mixed-use property in a high-visibility location directly on US-1! This free-standing concrete building offers a versatile commercial storefront on the ground floor with excellent signage, exposure, and customer access. Perfect for retail, specialty services, studio, office, or a creative new venture in one of the most desirable corridors in the Upper Keys. The building includes a well-appointed commercial area with office and storage, 5 on-site parking spaces plus 5 additional rented spaces, and strong road visibility to both local and tourist traffic. Solid concrete construction approximately 15 ft above sea level, with impact windows and shutters, provides exceptional durability and peace of mind. Upstairs is a fully renovated 3BD/3BA residential apartment—ideal for an owner-operator, staff housing, or rental income. Additional features include a rooftop area, patio, and private yard space. An existing long-term business currently operates on the first floor; details about the optional business purchase are available separately. A rare chance to secure a well-maintained, high-exposure property with flexible zoning and endless potential in the heart of Key Largo! THIS IS A DUPLICATE LISTING

100636 Overseas Hwy, Key Largo
$1,250,000
2 Beds ⋅ 3 Baths ⋅ 617633 MLS
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 24/7 security, you can relax knowing every detail is taken care of

96000 Overseas Hwy Unit U9, Key Largo
$2,200,000
1 Beds ⋅ 1 Baths ⋅ 618440 MLS
Unobstructed Bayfront Opportunity in Key Largo! Rare opportunity to own an unobstructed bayfront property in a Key Largo desirable subdivision. This waterfront home offers endless potential, whether you choose to renovate the existing residence or build your custom Florida Keys dream home on this prime parcel. The current structure features one bedroom and one bathroom on the upper level, with the lower level permitted for storage. Enjoy stunning bay views and a beautiful beach area right outside your door, perfect for soaking in the Keys lifestyle. The dock was destroyed in a prior storm; however, permitting is available to install a new dock, allowing future owners the ability to restore boating access.

100 Point Pleasant 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
$3,995,000
4 Beds ⋅ 4 Baths ⋅ 615642 MLS
This resort-style oceanfront home is the perfect vacation home or primary residence, offering unparalleled views of the Atlantic Ocean along with a heated pool and hot tub, beach area with wood fire pit, propane tiki torches, pavilion, and deep water dockage with a boat lift. The spacious interior features 4 bedrooms and 4 bathrooms across three levels. The main living area on the second floor includes high wood ceilings, panoramic ocean views, an oceanfront balcony, and a bedroom with an adjacent bathroom. The third floor is dedicated to the primary suite, complete with a private balcony for a bird's-eye view. The ground level includes two additional bedrooms with en-suites and a large laundry room. Additional highlights include a garage for boating and dive gear, gated entry, paver driveway, and parking for multiple vehicles. Located at mile marker 95 in Key Largo, enjoy world-class fishing and diving right from your backyard.

802 Bonito Ln, 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
$1,975,000
4 Beds ⋅ 3 Baths ⋅ 617844 MLS
Welcome to this stunning waterfront residence at 1218 Mockingbird Rd, Key Largo, FL 33037. This exquisite four-bedroom, three-bathroom house accords an impressive 3,065 square feet of living space, perfectly designed for comfortable and luxurious living. Situated on a 0.176-acre lot, this home provides ample space for both relaxation and entertainment. As you approach the property, you'll be greeted by a charming exterior with vibrant tropical landscaping, creating an inviting atmosphere. The house features a unique and appealing architecture that stands out in the neighborhood. Inside, the open floor plan enhances the spaciousness, making it appropriate for gatherings and day-to-day living. The gourmet kitchen is a chef's dream, equipped with modern stainless steel appliances, sleek countertops, and ample cabinetry for storage. The elegant design and functional layout provide a superb space for culinary creations and casual dining alike. The living areas are generously proportioned, offering plenty of natural light and panoramic views of the surrounding beauty. Each of the four bedrooms is thoughtfully designed, providing comfort and privacy. The three full bathrooms are elegantly appointed with high-end fixtures and finishes, adding a touch of luxury to your daily routine. Step outside, and you'll discover the true highlight of this property: direct access to the water. The outdoor area accords a serene environment, complete with lush greenery and mature palms, creating a private oasis for relaxation. Whether you enjoy boating, fishing, or simply soaking up the sun, this waterfront access provides endless opportunities for enjoyment. This remarkable property combines the best of indoor and outdoor living, providing a unique opportunity to own a piece of paradise in Key Largo. Whether you're looking for a permanent residence or a retreat getaway, this home accords everything you need to experience the quintessential Florida lifestyle.

1218 Mockingbird Rd, Key Largo
$5,500,000
6 Beds ⋅ 8 Baths ⋅ 617840 MLS
Stunning brand-new waterfront estate offering 6 bedrooms and 8 bathrooms with modern designs and luxury finishes throughout. The gourmet kitchen features premium Sub-Zero appliances and flows seamlessly into spacious living and entertaining areas. Built for long-term durability with a metal roof, solar panels, and a water cistern system. Enjoy resort-style outdoor living with a custom pool, covered lounge areas, and a 65-foot private dock with a garage and tackle room, perfect for boaters and fishing enthusiasts. Experience the best of modern waterfront living in Key Largo.

258 Caribbean Dr, Key Largo
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 617532 MLS
It's official, the best deal in Key Largo Ocean Resort has hit the market. Priced well below other comparable homes within this community. This 4-level home experience offers all the comforts one would desire. Being sold fully furnished, this home shouts elegance and efficiency all while maintaining the decorator's artistic integrity. Beautified with soft beach tones paired with wood accents lends itself to subtle sophistication. Next functionality appears as you enter the advanced tube elevator, lifting you to 1of 3 levels. As you explore this 4/3 beach house you will ultimately discover a spectacular rooftop terrace offering you amazing ocean views for you & your guests to enjoy. This golfcart community offers gated security, Club House, pool, tennis & basketball court, gym, marina and private boat ramp available 24hrs. And for the investor, this home comes with 2026 reserved tenants, positioning this home with immediate passive income. Your Paradise awaits!

94825 Overseas Highway Unit 276, Key Largo
$1,249,000
2 Beds ⋅ 3 Baths ⋅ 618285 MLS
This is the only end-unit town home located on the island area of the prestigious Buttonwood Bay Club. This fully furnished, beautifully updated home has granite countertops, high-end finishes, an open-concept living and dining area, and impact glass doors that lead out to your patio where you can grill, entertain or simply relax. This end unit has extra light a bonus side patio and is located adjacent to ''The Grove'' area on the island offering additional privacy. At the heart of Buttonwood Bay Club is a deep-water marina with exceptional amenities, including a boat ramp, fuel dock and Ship's Store with bait, supplies & ice. The gated, 24-hour community features pickle-ball and tennis courts, 3 heated and chilled pools, a marina-view fitness center, saunas, basketball court, clubhouse, 8 waterfront martini docks, and a sandy beach, delivering a refined coastal lifestyle defined by natural beauty and effortless luxury.

96000 Overseas Hwy Unit P1, Key Largo
$1,790,000
3 Beds ⋅ 3 Baths ⋅ 617751 MLS
Live your best life in the heart of Key Largo! This unique mixed-use property offers a beautifully renovated 3BD/3BA residence upstairs with your own rooftop hangout, sunny patio, and private yard space — a true tropical retreat right above the action. Downstairs sits a versatile commercial space with unbeatable visibility on US-1, perfect for a live-work setup, creative studio, boutique, or simply added flexibility. The solid concrete building stands approx. 15 ft above sea level and features impact windows with shutters, giving you peace of mind during storm season. Enjoy 5 private parking spots plus 5 additional leased spaces, so there's room for guests, toys, or tenants. You're centrally located near restaurants, cafés, marinas, and everything that makes Key Largo so special. An existing commercial operation currently occupies the first floor; optional details are available separately. A rare opportunity to live, create, and thrive right in the Florida Keys all from one amazing property! THIS IS A DUPLICATE LISTING

100636 Overseas Hwy, Key Largo
$8,490,000
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
$1,849,000
3 Beds ⋅ 3 Baths ⋅ 617599 MLS
Reduced $100k! Sturdy & stunning!. Enter into a bouquet of large impact windows w/10' ceilings throughout. Well appointed with luxurious finishes & 3 large patios. Built to withstand the unknown w/ concrete walls & roof. This 3 bed 2 1/2 bath canal front (Oceanside) home has never been lived in. Be the first to enjoy sunrises & sunsets from your choice of 3 patios over 2 floors of living space. This spacious home offers a large open kitchen w/balcony access for entertaining, Master suite w/ balcony access and incredible sunsets, an extravagant master bath,an additional entertainment/family room, wet bar, laundry room, elevator, private dock & more. Room for a pool. Total Sq footage is 5875 Sq ft, This peaceful paradise is situated in the quaint well established Oceanside Harborage community! Hop on your boat from your 41' private doc & be in the Ocean/Sandbar in less than 5 mins! The Harborage is a quaint beautiful, 2 street community known for its deep water. Maintenance includes yard, clubhouse w/waterfront pool, ice machine, laundry, boat ramp, boat trailer storage, good vibes and best of all LOCATION! Seller Financing is an option. A pleasure to show..

84 Coral Way Unit -=, 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
$1,295,000
616397 MLS
Looking for the perfect commercial building lot opportunity, this is it. Why wait years dealing with Monroe County, when the owner has already spent over two years working with Monroe County to get this far, an approved site plan for a 2,500 sq. ft. commercial building. There are multiple uses for this property. ZONING -SUBURBAN COMMERCIAL.. F.L.U.M. -MIXED USE/COMMERCIAL You can build and run almost any business you want here of course with Monroe County approval. The Seller is submitting the building plans to engineering then to Monroe County to keep the process moving forward to get the building permit. This is the perfect location to run a new or existing business from Key Largo to Key West. Do not miss this opportunity!!!! This commercial property is located across the street from Friendship Park and next to Tradewinds Shopping Center. YOU cannot beat this location!!!

101201 Overseas Hwy, Key Largo
$1,688,000
4 Beds ⋅ 5 Baths ⋅ 615584 MLS
Luxurious contemporary home in Paradise. This 4 bedroom 4 1/2 bath home with private elevator. Is built like a fortress all block construction with poured concrete roof, hurricane impact windows and doors. Two balconies over looking the bay and pool. The marina is steps away. There is a roof top terrace over looking the bay to see the beautiful Key Largo sunsets. A portion of this property is being used for an Airbnb, last year generated over $75,000 income. Could be more than double if new owner would like to use entire house for Airbnb.

325 Calusa St Unit 96, Key Largo
$4,650,000
4 Beds ⋅ 2 Baths ⋅ 616004 MLS
A LEGACY KEYS BAYFRONT PROPERTY OFFERING ENJOYMENT TODAY AND ENDLESS POSSIBILITIES FOR TOMORROW! Preserve and enhance the charm of a Florida Keys homestead, or reimagine the property to fit your future vision, with immediate use short-term and strong long-term investment potential. The rare double lot spans nearly one acre on a prime point of land along Florida Bay. With over 200 feet of improved shoreline, this property nearly doubles the width of typical waterfront parcels. Tucked away among native hardwoods at the Southern edge of Key Largo and the Village of Islamorada, this parcel offers exceptional privacy with both sunrise and sunset views. Features include a sandy beach, a cut-in boat basin with deep-water channel access, 2 ramps for launching pleasure watercraft, a resort-style pool, a concrete pier, aquarium-like waters with crystal-clear blue tones, and a sandy bay bottom teeming with marine life. The existing 4BD/2BA concrete residence provides instant enjoyment and valuable building rights, allowing you to create a custom waterfront retreat without waiting for a Monroe County ROGO allocation. A rare opportunity for a family compound or legacy estate in one of the Upper Keys' most unique bayfront settings.

36 Sunset Rd, Key Largo
$2,345,000
4 Beds ⋅ 2 Baths ⋅ 617384 MLS
Ocean views, deepwater dockage, dock is being replaced with a lift 9/26, and the rare ability to legally operate nightly rentals - it doesn't get any better! The seller has approval for a 20,000lb boat lift and improvement of the dock. There is also approval for an observation deck into the open ocean. This exceptional oceanfront estate offers a standout turnkey investment opportunity, combining the perfect trifecta for your portfolio: panoramic ocean views, deepwater dockage, and approved nightly rental capability. An ideal family compound and a rare chance to own a fully versatile, income-producing Keys property. Enjoy oceanfront living with two beautifully updated units, each featuring 2 bedrooms and 1 bathroom, separate entrances, and its own oceanfront porch. The property showcases panoramic blue-water views that are simply breathtaking, a rare find for both investors and those seeking a spectacular coastal retreat. Boating enthusiasts will appreciate the 100 feet of concrete dockage with immediate ocean access, along with the unique benefit of ownership of the ocean bottom, offering added value, flexibility, and long-term security. Zoning permits rentals with a minimum stay of just one night, giving you maximum income potential or the option to enjoy it as a private getaway. Whether you're looking to expand your investment portfolio or create your future oceanfront dream home, this home offers unmatched versatility and incredible potential in a beautiful setting. Plenty of parking and room for a pool, expansion or redevelopment! Call today for more details.

127 Seaside Ave, Key Largo
$3,900,000
4 Beds ⋅ 5 Baths ⋅ 618319 MLS
Welcome to ''The Lookout', a 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, 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.

48 E Playa Largo Blvd, Key Largo
$2,965,000
2 Baths ⋅ 617123 MLS
Exceptional Florida Keys Investment! This 2,400 SF self-standing Building sits on almost a 1/4 of an acre! This upscale Bait & Tackle Shop is prominently located in the heart of Key Largo on MM 102.9,. This Prime CornerLocation with Overseas Hwy frontage,(Overseas Hwy & George Street) offers high visibility and easy-access from both directions whether traveling from the north or from the south! This business is offered with its running inventory, equipment and fixtures for a smooth transition. Also included is an adjacent vacant lot of almost 1/4 acre! The property is highly versatile, suitable for retail, restaurant or professional office use, while the adjacent lot is zoned residential, offering potential for future development. Endless Possibilities! Don't miss this rare opportunity!

102970 Overseas Hwy, Key Largo
$2,595,000
5 Beds ⋅ 5 Baths ⋅ 612685 MLS
Waterfront home with deep canal and direct Atlantic Ocean access that features a new metal roof, 2 new A/C's, new paint, water heaters, etc. This home can be used as a 2 bed/ 2 bath downstairs and a 3 bed / 3 bath upstairs with separate entrances to both living areas or as a 5 bed / 5 bath combined home. The property can be used as a split rental and has a 5 star rating through VRBO with over 25 + reviews so it's a great investment opportunity. The oversized pool and jacuzzi are heated with a fully permitted outdoor Tiki hut and kitchen area which is fully fenced. The 70' wide concrete deep water dock has a 20,000 elevator lift and 11,000lb davits for your boats or jet skis. Pennekamp Park with great fishing and diving. Furnishings available. .

23 S Exuma Rd, Key Largo
$1,599,000
3 Beds ⋅ 3 Baths ⋅ 618835 MLS
Nightly Rentals permitted! Enjoy water views from the over-sized balcony and large master suite. This unit comes furnished w/ marble floors, granite counter tops, new stainless steel appliances, washer/dryer, impact doors & windows, plus new A/C. Mariner's is a gated community offering a clubhouse, fitness center, 2 pools, jacuzzis & grotto, a 43 slip marina with dry storage, indoor/outdoor pickleball courts, basketball & tennis. Mariner's Club is one of the few places in the Keys that allows nightly rentals. An incredible investment opportunity.

97501 Overseas Highway Unit 114, Key Largo
$2,950,000
4 Beds ⋅ 5 Baths ⋅ 613026 MLS
A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike, great rental property for corporate retreat. This property has just received a vacation rental license which brings enhanced opportunities for income producing short term vacation rentals. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the water's edge for unforgettable evenings under the Keys' starry skies. Adding to its versatility, a secondary garage structure—measuring over 700 sq. ft. with soaring 11-foot ceilings—has been artfully re-imagined as a flexible guest space or personal retreat. With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space. Additional features include: Ample parking and storage, ideal for all your waterfront toys. •A kayaker's or paddleboarder's dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys. Don't miss the opportunity to own this unparalleled Keys sanctuary, where modern sophistication meets natural beauty. Schedule your private tour today and experience the allure of this remarkable retreat.

98701 Overseas Hwy, Key Largo
$5,200,000
4 Baths ⋅ 612573 MLS
This Large property is on the Oceanside of Downtown Key Largo with 500 ft of concrete Deep Water Dockage that has direct ocean access. 5 combined lots of 100 x 125 ft each, where most lots in Port Largo are only 75 ft. X 125. There is a 5,508 sq. ft. concrete building with concrete roof that is commercially zoned. Sale includes the commercial building, and over 62,000 sq. ft. of land that has gas and diesel tanks on the property and a sewage pump out to service boats. Currently 3 tenants are in place with active leases. This is a rare opportunity of an Iconic Key Largo Property. Please DO NOT walk the property or bother the tenants.

522 Caribbean Dr, Key Largo
$1,399,000
2 Beds ⋅ 2 Baths ⋅ 617647 MLS

1126 Grand St, Key Largo
$10,999,999
6 Beds ⋅ 6 Baths ⋅ 617713 MLS
Introducing 57 Garden Cove Drive, a rare opportunity to own a private, resort-style Key Largo waterfront compound set on nearly 26,000 square feet of land, now OFFERED TOGETHER with an additional adjacent vacant residential parcel, creating exceptional flexibility for future expansion or development. Thoughtfully designed to capture both scale and functionality, the residence features 6 bedrooms & 6 bathrooms, complemented by a private elevator for seamless access throughout. Expansive interiors are filled with natural light, effortlessly connecting indoor living spaces to the surrounding tropical landscape. For boating enthusiasts, the property offers 100FT of premium dockage delivering immediate & unrestricted access to open water -- a rare & highly desirable feature in the Keys. Beyond its lifestyle appeal, the property stands out as a proven income-producing asset. With 7-day short-term rental approval, it is currently operating as a successful vacation rental and wedding venue, supported by an exceptional rental history -- offering both immediate revenue & long-term investment potential. The true differentiator lies in the land and flexibility. With the inclusion of the adjacent parcel, the property presents a unique opportunity to further enhance the estate -- whether through additional structures, expanded amenities, or the creation of a fully realized private resort-style compound. Framed by swaying palms & open water views, this is more than a home -- it is a turnkey lifestyle investment with development upside, positioned in one of the most desirable waterfront enclaves in the Florida Keys.

57 Garden Cove Dr, Key Largo
$1,120,000
3 Beds ⋅ 4 Baths ⋅ 616735 MLS
Welcome to your Luxury Pool Home! Step into this stunning, brand-new concrete home, expertly crafted with quality construction and attention to detail. From the moment you arrive, you'll be greeted by a beautifully designed exterior featuring durable cement lap siding, a metal roof, impact windows and doors, and a striking paver driveway composed of large concrete slabs with turf in between, adding a modern touch that enhances the aesthetic appeal of the property while promoting sustainable landscaping. As you enter the ground level, you'll immediately appreciate the open-concept floor plan, filled with an abundance of natural light and accentuated by 8-foot doors that elevate the space. The inviting living room seamlessly flows into the gourmet kitchen, complete with elegant quartz countertops and stainless steel appliances. This level also includes a convenient half bathroom and an ensuite bedroom featuring a full bathroom, ensuring comfort and privacy for guests. Step outside to discover large terraces that overlook a beautifully landscaped yard, creating a serene atmosphere that feels like your own private oasis. The sparkling swimming pool invites you to relax and unwind in the tropical surroundings. Venture to the second floor, where you'll find two luxurious primary suites, each boasting its own ensuite bathroom. One of the suites features a spacious terrace, perfect for enjoying morning coffee or evening sunsets. Additional highlights include built-in cabinetry, custom closets for ample storage, and a conveniently located laundry closet to make everyday living a breeze. This exceptional home offers an unparalleled blend of luxury, comfort, and style, making it the perfect haven for you and your family. Don't miss the opportunity to make this stunning property your own!

17 Coral Way, Key Largo
$4,650,000
613012 MLS
WHERE SUNRISE MEETS SUNSET- CREATE YOUR WATERFRONT MASTERPIECE IN THE FLORIDA KEYS! Remarkable and rare bayfront building opportunity in South Key Largo awaits on this unique property that spans nearly an acre of upland across two contiguous lots offering 200 feet of prime waterfront with a highly coveted building right already in place. Design and build your dream estate to your exact specifications, with the unparalleled bonus of both sunrise and sunset views from its exclusive point of land. Boating enthusiasts will appreciate a quarter acre of sandy baybottom below two docking areas, a concrete seawall, a protected boat basin, and ample space for your waterfront escapades. Enjoy the natural beauty of a sandy beach framed by sea oats, swaying palm trees, and mature native foliage, all tucked away behind a quiet, family-oriented neighborhood far from the highway's hustle and bustle. Whether you're seeking serenity, privacy, or a blank canvas to create your ultimate island retreat, this property is truly one of a kind. Don't miss this extraordinary opportunity to create your literal peace of paradise in the Florida Keys! Bonus: There is an existing single family home/bungalow & pool on-site that can be utilized as your primary building right or kept as a guest house for your larger estate...the choice is yours! Duplicate Listing, see MLS #616004

36 Sunset Rd, Key Largo