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$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
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 617844 MLS
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.² 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 onto the large covered patio with a hot tub and a bar when home was remodeled it was all done with hurricane sliding patio doors and windows throughout and a commercial metal roof. Home has never had any hurricane damage sits high and dry. Don't miss out on this great opportunity to own the tropical paradise.

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
$1,049,999
614575 MLS
Exceptional Oceanfront Opportunity in Ocean Isle Estates Discover one of the last remaining vacant lots in the prestigious Ocean Isle Estates, offering a rare chance to build your dream home in an idyllic location with direct ocean access. This expansive 8,400 sq ft lot boasts 70 ft of stunning waterfront, complete with a cut coral seawall, ensuring both beauty and functionality. Enjoy unparalleled privacy with a solid wall on the east side and secure fencing on the west, making this property a serene retreat. With its prime location, you'll be just moments away from the best that coastal living has to offer. While no plans or permits are in place, the possibilities are endless for those ready to create a personalized oasis by the sea. Don't miss your opportunity to invest in this prime piece of real estate and embrace the coastal lifestyle you've always dreamed of! Seize the opportunity - your waterfront paradise awaits!

8 S Exuma Rd, Key Largo
$13,499,000
20 Beds ⋅ 26 Baths ⋅ 615879 MLS
Premier commercial waterfront property on 1.77 acres, perfectly suited for a luxury rehab center, medical spa, or upscale assisted living facility. This rare offering features 20 elegantly appointed guest rooms and 26 bathrooms, designed for comfort, privacy, and individualized care. Set along the Gulf with private beach access, the property offers stunning panoramic water views and a resort-style pool ideal for wellness and therapeutic environments. Thoughtfully designed common areas provide ample space for dining, therapy, or group activities, while the surrounding tropical landscape and unobstructed sunsets create a serene and secluded atmosphere for healing and relaxation. The property includes spacious parking and built-in accessibility features throughout. This is a unique opportunity to reimagine a premier waterfront retreat in one of the most tranquil and desirable coastal settings.

97340-60 Overseas Hwy, Key Largo
$1,875,000
3 Beds ⋅ 3 Baths ⋅ 618362 MLS
Experience next-level waterfront living in this beautifully modern, solid concrete home showcasing sweeping Bay views and designed to maximize the island lifestyle. Covered patios and terraces provide stunning vistas from every angle, perfect for entertaining or unwinding in total serenity. An open rooftop deck crowns the home, offering breathtaking 360-degree views and a front-row seat to spectacular sunrises and sunsets. The property features 97 feet of protected concrete dockage and seawall with davits, delivering immediate Bay and Ocean access via the nearby Adams Cut Waterway, ideally positioned within the coveted Golden Triangle of Boating. The first floor boasts a beautiful outdoor kitchen ideal for waterfront entertaining. Inside, a striking interior staircase leads to the main living level, where a generous open-concept layout blends the living, dining, and kitchen spaces, all framed by breathtaking water views. The primary suite is a true retreat, complete with a newly renovated shower, sleek glass vessel sinks, and modern finishes. Additional highlights include impact-rated windows and doors throughout, 299 sf of storage, updated A/C units and a bonus mini-split in the primary bedroom for added comfort. Located just minutes from Key Largo's most popular waterfront restaurants and attractions, this home delivers the perfect balance of modern design, peace of mind, and effortless Keys living.

1305 Calder Rd, Key Largo
$1,650,000
4 Beds ⋅ 5 Baths ⋅ 617946 MLS
Calling All Anglers! Experience the ultimate Florida Keys boating lifestyle with direct ocean access from this exceptional canal-front home. Designed with boaters in mind, the property features a 30-ft. cut-in boat slip, a 30,000-lb boat lift, a davit for your Jet Skis, a brand-new swim spa, a charming tiki hut, and a fully fenced yard surrounded by professionally designed tropical landscaping. This versatile home offers two spacious living levels. The upstairs features 2 bedrooms, 2 bathrooms, and 1,064 sq. ft. of living space. The grandfathered-in downstairs level provides an additional 2 bedrooms, 2 bathrooms, and 1,162 sq. ft. of living space, making it ideal for extended family, guests, or flexible living arrangements. Situated in one of Key Largo's most sought-after neighborhoods, you'll enjoy walking-distance access to Key Largo Beach and Key Largo Park, home to the Jacobs Aquatic Center, which offers an Olympic-size lap pool, swim lessons, fitness classes, pickleball courts, and more. You'll also be just a short walk or bike ride from some of the finest waterfront restaurants and local favorites in the Florida Keys.

71 Coral Dr, 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
$1,800,000
2 Beds ⋅ 2 Baths ⋅ 615805 MLS
Welcome to Paradise! this home sits on almost 3/4 of an acre along a direct access canal with 100 ft of waterfront, a turning basin and neighborhood only boat ramp with no HOA! Want to park your RV and Boat under your home, done! Want to build your own luxury oasis, here you go. Want to just enjoy easy access to open water and majestic Sunsets from your private observation deck, got that covered! Fully screened wrap around porches allow you to open up and let the East - West trade winds breeze right through the entire home. Professionally landscaped perfection from your private dock with davits, boathouse and garden paths to the exterior elevator and massive shop/storage area downstairs. Close to Adams Cut for easy oceanside access. 1 hour from Miami international airport yet in the otherworldly Florida Keys.

1514 Shaw Dr, 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
$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
$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
$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
$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 6/26, 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
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 615142 MLS
'UPDATES' 3/15/26 Freshly painted exterior, new pergola for relaxing on the dock, new fence, and new pool heater/chiller. Embrace the open bright treehouse feel of this renovated home tucked away on a dead-end street in sought after Twin Lakes subdivision. 40 minutes from Miami yet feeling like a tropical Oasis. Catch the breeze from the wrap around porches or the sunset from the large rooftop patio with a view of Blackwater Sound. The 65' Trex dock can be home to your boat, ski's and other water toys on the deep and wide canal. From the vaulted ceilings, beautiful eucalyptus flooring, large master suite, whole house Generac generator you will feel like you are on vacation every day. The salt water above ground pool surrounded by a Trex deck is easy to care for and is wonderful to relax in after a day of boating.

894 Ellen Dr, Key Largo
$2,888,000
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
$5,400,000
4 Baths ⋅ 612573 MLS
This property is on the Oceanside of Downtown Key Largo with 500 ft of Deep Water Dockage that has direct ocean access. 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 pump to service boats. There is also a sewage pump out for 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