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$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

$975,000
3 Beds 3 Baths 617563 MLS
A modern sanctuary tucked among the trees, this residence stands apart from the typical non-waterfront offerings in the Keys. Thoughtfully designed with spacious, light-filled space. The main level is devoted entirely to open living and entertaining, creating a sense of volume that feels rare for the neighborhood. Walls of impact glass frame lush tropical views, while the generous kitchen anchors the space with elegant granite countertops, stainless-steel appliances, extensive cabinetry, and a true walk-in pantry with custom shelving. A half bath and full laundry room complete this level, keeping daily living streamlined and uncluttered. A striking, fully windowed stairwell carries natural light up to the top floor, where all three bedrooms are thoughtfully placed together — an uncommon feature that adds both convenience and privacy for families or guests. The primary suite offers a spacious bath and walk-in closet, while the guest rooms are comfortably sized and airy. Wood-styled porcelain floors run throughout, giving the home a unified, modern-coastal aesthetic. Impact windows and doors paired with a metal roof provide low maintenance, lower insurance costs, and long-term peace of mind. Below, a covered carport and storage area offer practical ground-level convenience. The neighborhood also features a boat ramp, providing easy access to the water and enhancing the Keys lifestyle without the waterfront price tag. A contemporary design, a smart layout, and a refreshing break from the expected — welcome to a home that truly stands out.

669 Colson Dr, 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

$708,000
3 Beds 3 Baths 616091 MLS
Enjoy gracious Keys living at 1041 Gibraltar Rd. in Key Largo, FL. This single family home is nestled at the end of Gibraltar Rd so you get premium privacy with no pass-through traffic and the added benefit of being located right next to John Pennecamp State Park. Entering the home you walk into expanded living spaces with flow that guides into private comfort from the well appointed kitchen and laundry with multiple dining areas to the large living room with direct access to the covered porch and fenced in back yard. The ground level of the home also offers 2 guest rooms and 2 guest baths. The primary suite encompasses the entire second level of the home with large bedroom, multiple closets, extra spacious primary bath and a private balcony overlooking the backyard. And, good news is that this home is located in an X Flood Zone. Call today for more information and to schedule a private viewing.

1041 Gibraltar Rd, Key Largo

$649,000
2 Beds 3 Baths 616716 MLS
PRICE REDUCTION - DROPPED TO SELL - - -A beautiful CBS Home in Pirates Cove. $4000 OFFER OF CREDIT TO BUYER TOWARDS CLOSING COSTS. A great weekend get away or full time home, with the community features including a private boat ramp and clubhouse and a voluntary HOA of $250 yearly. The home was built in 2017. This 1292 sq ft home offers a great ambiance of coastal charm The living space is on ground level and the bedrooms up on second level. The home has impact windows and doors, a durable metal roof, and an elevated design with a bright and airy open concept layout. The kitchen has stainless steel appliances, granite countertops and plenty of storage, too. Upstairs the primary and secondary bedrooms each offer en suite baths, so nice privacy for your family. The third full bathroom on the main level adds for extra convenience. The lot is 2500, so not alot of maintenance - but configured well for ample parking. Easy walk to the beach, and you are very close to restaurants and stores. Places like The Fish House, Hobo's or The Catch, Alfredos, and more. The Pink Plaza is near for any items you may need for your weekend adventures, and of course Pennekamp Coral Reef State Park is nearby. This home is great for your full time or part time residence, weekend retreat, or a great investment opportunity. Call us today for your showingl

80 Le Grand Dr, 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

$260,000
613668 MLS
BUILD YOUR DREAM HOME! Exclusive New Community! Plans included for a 3 story all concrete home with roof top deck and space for an elevator. 3-bedroom, 2.5 bath with open parking and storage below. Key Largo Ocean Resort offers an exceptional blend of luxury, convenience, and island living, all with remarkably low HOA fees. This exclusive, 22-acre gated community boasts top-tier amenities, including - 24-hour security - Club House -tennis/pickle ball courts - State of the art gym - Basket Ball - Swimming Pool - Boat Ramp -Fueling Station - Marina - broad walk - beautifully maintained green spaces. Ideally situated just an hour from Miami and two hours from Key West, the resort provides the perfect balance of accessibility and tranquility. Premier amenities while offering a peaceful, private atmosphere. Don't miss this rare chance to build your own piece of paradise. Secure your spot today! Seller financing possible.

94825 Overseas Highway Unit 68, Key Largo

$630,000
3 Beds 2 Baths 618530 MLS
If you've been searching for a newer home in Key Largo that feels uncomplicated, solid, and ready to enjoy — this is one worth seeing. Well-maintained 3-bedroom, 2-bathroom CBS home located in Key Largo. Built with durable concrete block construction, this single-level residence offers a functional floor plan with an open living, dining, and kitchen area designed for comfortable everyday living. The home sits on a spacious 7,000-square-foot lot and is connected to municipal water and sewer services. Generous outdoor space provides opportunities for entertaining, storage, or future enhancements. Located in a non-HOA community, the property allows added flexibility for homeowners. Conveniently positioned near local schools, shopping, and dining. Community offers a basketball and a baseball diamond. Priced competitively relative to condition and construction. Seller is motivated and prepared for a smooth transaction — quick responses to offers. Buyer to verify all facts, measurements, and specifications.

34 Hibiscus Ln, Key Largo

$399,000
614821 MLS
.Exceptional corner lot available in Key Largo on the corner of Shoreland and Transylvania Avenues in Largo Sound Park. This highly desirable location at MM103 ocean side is a stones throw from the Hideaway, marina and dive facilities. Neighborhood owners park and ramp is just a few yards down the street in view for easy access to Largo Sound, Pennecamp Park, the reef and open ocean access. A short ride through nearby Adams Cut takes you to the back county, Florida Bay and the best in back country fishing. This lot is in the building permit system waiting on it's turn build. Get in now and put your finishing touches on the plans while you can. Quaint, quiet and close to all that is Key Largo, this location puts you close to the charm of Key Largo but just off the beaten path. Call today for more information.

48 Shoreland Dr, Key Largo

$285,000
618442 MLS
Longest Pull through Vacant lot 28.5' wide by 59' Long available in Key Largo Kampground & Marina, a premier RV/campground and marina community in the Florida Keys, ready to plug in and enjoy or begin renting immediately. This lot is currently enrolled in the campground's rental program, earning approximately $125-$150 per night. The community sits on 40 scenic oceanside acres inside of John Penneycamp state park and offers an extensive amenity package that includes a heated swimming pool, kiddie pool, two sandy beach areas, marina with multiple wet slips and a boat launch, volleyball, basketball, horseshoe, bocce and shuffleboard courts, children's playground, picnic and BBQ areas, clubhouse with social activities, and on-site laundry, ice and general store. Gated security, Wi-Fi access, full hookups for RVs (30/50 amp), and easy access to nearby shopping, grocery, clinic and other conveniences. With proximity to world-class diving/snorkeling at John Pennekamp Coral Reef State Park and abundant water recreation including kayaking and fishing, this property offers excellent personal use value or income-producing potential.

101551 Overseas Hwy Unit # 22, Key Largo

$689,000
1 Beds 2 Baths 618777 MLS
Home Sweet Home. Tucked beneath a canopy of tropical trees in the quiet Key Largo community of Pirates Cove, this charming island cottage is a place to slow down, create, and reconnect with nature. Set on an expansive 15,890-square-foot property, the home feels like a private botanical garden, where winding pathways, native plantings, and secluded outdoor spaces invite peaceful mornings and unhurried afternoons. Less than 500 feet from the salt waters of Florida Bay, the private community beach offers a place to swim, launch a kayak or paddleboard, and end the day with breathtaking Florida Keys sunsets. It is a neighborhood where life naturally unfolds outdoors. Inside, vaulted ceiling, impact windows and doors. The inviting island-inspired interior and bedroom that opens to its own garden patio create a comfortable and intimate living space. The screened porch, open courtyard, fire pit, and multiple outdoor gathering areas offer endless places to read, paint, write, entertain friends, or simply listen to the breeze through the palms. The oversized property provides room to dream, with space for a pool, artist's studio, guest cottage, garage, boat storage, or future expansion. Brick paver walkways, an outdoor shower, storage, and a dedicated laundry room add convenience while preserving the home's relaxed character. Pirates Cove is one of Key Largo's hidden gems, offering a voluntary neighborhood boat ramp and easy access to Florida Bay for boating, fishing, and exploring the backcountry waters, all while being just minutes from local restaurants, shops, and everyday conveniences. Whether you are an artist seeking inspiration, a nature lover searching for tranquility, or simply someone who appreciates the charm of a smaller home with an extraordinary sense of place, 13 Pirates Drive offers a rare opportunity to embrace the authentic, laid-back spirit of the Florida Keys.

13 Pirates Dr, Key Largo

$1,999,000
4 Beds 4 Baths 616151 MLS
OWNER FINANCING with 30% down!! Experience Elevated Coastal Living - Brand New Oceanside Pool Home with Dock in Key Largo Welcome to your dream waterfront retreat in Key Largo! This stunning brand-new, 4 bedroom and 4 bath custom-built pool home combines sleek modern design with top-tier amenities, offering the perfect blend of style and comfort. Lets start with your Outdoor Paradise Step outside to your private heated and chilled saltwater pool with a 5'-6'' depth, massage jets, beach shelf with umbrella holder, five LED lights, and a safety net for peace of mind. The expansive 15' x 40' dock features polyurethane synthetic decking, a power pedestal with LED lighting, water hookup, 30-amp and 120V receptacles--ideal for boating enthusiasts. For reference, there is a 37' Intrepid at the dock. Gourmet Outdoor Kitchen Enjoy shaded and cool al fresco dining with a fully equipped outdoor kitchen featuring a built-in outdoor-rated refrigerator/freezer, 32'' BULL BBQ, and sink--perfect for entertaining after a day on the water. Interior Highlights • Gourmet Chef's Kitchen: GE Monogram 42'' counter-depth refrigerator, GE appliances, 36'' stovetop, tower oven/microwave combo, and wine cooler. • Luxurious Baths: All four bathrooms boast smart electric toilets, rain and handheld showers, body jets, and frameless barn glass shower doors. • High-End Finishes: Soaring ceilings, 8' custom doors with smoked glass inlays, and contemporary tile flooring. • Convenience: Dual inline water heaters and dual Bosch stackable washer/dryer sets. Additional Features • Standing seam 16'' panel roof • Brick driveway with solar lighting • Spacious covered entertaining area • Oceanside location with quick access to the Atlantic Whether you're looking for a luxury vacation retreat or a full-time waterfront residence, this Key Largo masterpiece offers the ultimate Florida Keys lifestyle--brand new, thoughtfully designed, and move-in ready.

862 Cardinal Ln, Key Largo

$5,250,000
6 Beds 5 Baths 616560 MLS
INVESTORS! Own the best value In Ocean Isle Estates with this modern sanctuary on the water, newly built Key Largo residence which blends sleek design with timeless coastal living. Rising three stories and offering six bedrooms and five bathrooms, the home spans 4,787 square feet of refined interiors and effortless outdoor living. Designed for both relaxation and entertaining, its open spaces flow seamlessly from indoors to out. From the rooftop deck and second-story terrace, sweeping views of the open ocean create an endless backdrop of blue. The infinity-edge inground pool is framed by swaying palms and tropical landscaping, complete with a sun shelf, submerged bar seating, and a bench with soothing massage jets. A covered summer kitchen on the third-floor terrace invites alfresco dining, while the 70-foot deep water concrete dock and seawall with a 20K boat lift provides room for multiple vessels, ensuring direct access to the open waters. Inside, thoughtful details abound. The gourmet kitchen centers around a striking island that anchors the main living space—ideal for casual mornings or lively gatherings. A custom glass wine storage display holds 300+ bottles in a striking, climate-controlled showcase, while a theater room offers cinematic nights at home. The versatile game room easily transforms into a full gym or private office, creating a residence that adapts to your lifestyle. A private elevator lift connects all three levels with ease, ensuring every space is accessible and convenient. Floor-to-ceiling glass doors bathe the home in natural light, highlighting the crisp lines and modern finishes throughout. With its generous scale, oceanfront vantage, and refined amenities, this home is a statement of simplistic luxury—a private retreat designed for living well on the water.

64 Andros Rd, 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

$1,124,000
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