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$949,000
2 Beds ⋅ 2 Baths ⋅ 617469 MLS
Beautifully renovated and in immaculate condition, this 2-bedroom, 2-bath Key Largo waterfront home in the desirable Cross Key Waterways offers immediate Ocean Side access through Adam's Cut, placing world-class fishing and diving right at your doorstep. Being sold turnkey, the property features 41 feet of concrete dockage, a 14,000-lb boat lift, fish-cleaning station, and a wide deep canal ideal for larger vessels. Completely remodeled within the last five years, the home includes a new metal roof, new A/C, updated plumbing and lighting, new appliances, new ceiling fans, on-demand water heater, and a new above-ground pool. The coastal-style kitchen boasts stainless steel appliances, quartz countertops, a wine cooler, custom modern white acrylic cabinetry, and ample storage, while wood-plank flooring runs throughout the home. Both bathrooms have been beautifully updated, including a spacious walk-in shower, and the large covered, screened-in patio is perfect for relaxing or entertaining. Conveniently located just one hour from Miami and Marathon and two hours from Key West, this waterfront home comes with no homeowners association. Call TODAY!

505 Oldsmar Ln, Key Largo
$475,000
2 Beds ⋅ 2 Baths ⋅ 616561 MLS
Set sail for island living with this beautifully refreshed 2-bedroom, 2-bath garden condo tucked away on the second floor, mere steps from the shimmering pool. Walk inside and feel the salty breeze blend with the laid-back coastal charm that's woven throughout this slice of Keys paradise. Kick back on your screened balcony and soak in the salty air. Anchored right on the bayside at Mile Marker 98, Landings of Largo is a hidden Keys treasure just waiting for you to drop anchor. This well-kept, gated community is a boater's dream with two sparkling pools to cool off, a cutting-edge marina calling all captains, and a sunset pier that offers postcard-worthy views--perfect for savoring those golden-hour moments. With dry boat and trailer parking plus a community ramp, launching your vessel into Key Largo's crystal-clear waters couldn't be easier. More than just a neighborhood, Landings is your gateway to the island lifestyle -- where every day feels like a getaway on the water.

98222 Windward Ave, Key Largo
$699,000
2 Beds ⋅ 2 Baths ⋅ 613395 MLS
Unique artists retreat owned by a local artist who has transformed this home into a visual masterpiece of calm and serenity. The outside has $15000 in landscaping front and back, including a herb garden, water cistern and outdoor shower, Water views from your porch - which has nose-um screening and electrical outlets and switches. Read a book and enjoy your coffee in this tropical setting. The backyard was raised with crushed coral to prevent water pooling. There's room for 2 cars, your boat and a golf cart. Enter inside to a beautifully and artistically transformed normal interior to a piece of art. A kaleidoscope of colors to tickle your senses. Updates interior wise are an updated plumbing in bathrooms and kitchen, a new air compressor on ac unit, a tank less water heater, and all air ducts professionally cleaned in the last 6 months. This updated home is just waiting for the family who's looking for a weekend retreat or wants to retire to a home that needs no updates or work to be done. Also a great buy for an investor to add to his rental portfolio. The neighborhood is a quiet one - nicely located where you can conveniently walk or ride your bike to many locations.

759 Michael 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
$819,000
2 Beds ⋅ 2 Baths ⋅ 618383 MLS
Two Deluxe suites at this unique gated community. Boat dockage available for up to a 34' boat. Two heated swimming pools and a boat ramp on the property. Greatest Bayfront sunsets at this location. A chef's gourmet kitchen here with abundant space to create great memories around the tile counters. Marble floors throughout this furnished unit. Plenty of closet space and washer and dryer included. Great views with large windows allowing the natural light inside. Roomy outdoor porch to appreciate the outside.

104500 Overseas Highway Unit A302, 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
$319,900
2 Beds ⋅ 2 Baths ⋅ 613938 MLS
Discover Key Largo's Hidden Gem - Holiday By the Sea! This solid concrete fortress, nestled in an X-Flood Zone, has been beautifully upgraded with new electrical, air conditioning/heating, hot water tank, doors, flooring, blinds, and fresh paint. Enjoy harbor views from two of your three private balconies and take advantage of this prime location just steps from Key Largo Harbor Marina. Whether you are into fishing, diving, boating or dining at top-rated waterfront restaurants, everything you need is just moments away. Seller Financing Available with 20% down payment! Five year balloon with first two years at 3.9% interest, second two years at 4.9% interest and year five at 8% interest. Don't miss out on this exceptional opportunity to own a slice of paradise in the Florida Keys!

300 Ocean Dr Unit 22, Key Largo
$988,999
3 Beds ⋅ 3 Baths ⋅ 615524 MLS
Live like you're on vacation! Welcome to the resort style living you've been dreaming of--complete with Deeded Boat Slip #3 and an 8,000 lb boat lift just steps from the community boat ramp. This spacious 3-bedroom, 2-bath townhome also features an enclosed lower-level recreation area approximately 1000 sf., with a full bath, ideal for guests, hobbies, or flexible living. Inside, you'll find vaulted ceilings, beautiful wood-look tile flooring throughout, a well-designed and modern kitchen with extra refrigerator and storage, pantry area. 3 freshly upgraded bathrooms. A separate coffee station and upgrades throughout. Custom wood cabinetry, and impact windows and doors (excluding the rear balcony). The front balconies have been enclosed, creating additional air-conditioned living space, while the L-shaped screened balcony offers a relaxing view of the main pool. Other highlights include covered parking directly beneath your unit. A concrete structure with metal roof and no assessments with a healthy budget. Located on the bayside at Mile Marker 98, Landings of Largo is a well-maintained, gated community offering resort-style amenities: two heated pools, a new marina, boat ramp, clubhouse, fitness room, Sunset Pier, trailer parking, and a fish cleaning station. It's also pet-friendly and perfect for those seeking peace and quiet, with a 28-day minimum rental policy. Whether you're looking for a full-time residence or a relaxing retreat, this home offers it all--convenience, comfort, and a true boater's paradise. Maintenance Fees Includes: Building Exterior Maintenance; Building Insurance; Cable; Common Area Maintenance; Exterminating; Sewer, 2 heated pools, lighted tennis/pickleball courts, basketball hoop, boat ramp, sunset pier, fish cleaning station, clubhouse/game room/fitness room/kayak/paddleboard racks, gated security and on-site management.

9812 Windward Ave, Key Largo
$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
$499,000
2 Beds ⋅ 1 Baths ⋅ 618788 MLS
Seller is ready to make a deal -- submit your offer. Searching for the perfect weekend retreat or a sweet first home to call your own? This low-maintenance 2/1 concrete cottage delivers comfort, peace of mind, and that unmistakable Key Largo ease. Sitting proudly on an X-zone lot with a 2018 metal roof, this home offers the kind of security every buyer hopes for--no flood worries, no stress, just simple island living. Step inside to a bright, cozy interior featuring vinyl plank flooring and a beautifully updated kitchen. Everything feels fresh, inviting, and truly move-in ready. French doors lead you to a spacious private patio wrapped in privacy fencing and topped with a charming pergola-style setup. It's the perfect spot for slow mornings with coffee, sunset grilling, or unwinding under the soft glow of the Keys sky. As an added bonus, buyers can apply to join the exclusive Buttonwood Sound Club, just a minute away. Enjoy access to a private beach, boat ramp, and community dockage--all for approximately $360 per year (buyer to verify requirements). It's the kind of perk that makes everyday life feel like a vacation. A sweet slice of Key Largo living--easy, breezy, and full of heart. This one is simple to show. Call us today and come fall in love.

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

104000 Overseas Hwy Unit 5 - 5, Key Largo
$845,000
5 Beds ⋅ 3 Baths ⋅ 616956 MLS
Welcome to your Key Largo retreat! This spacious 5 bedroom, 3 bathroom home offers the perfect blend of comfort, quality, and privacy. Built in 2018, the home features solid concrete construction with impact windows and doors throughout, ensuring peace of mind and long-lasting durability. Upstairs, you'll find 3 bedrooms and 2 bathrooms, including a bright open living area and modern finishes. Downstairs offers two additional bedrooms and one bathroom, ideal for guests, family, or a private home office setup. The fully fenced yard is surrounded by a lush privacy hedge that has a complete irrigation system, creating your own private oasis. Additional features include a garage, extra storage area, and a whole-house generator, providing convenience and security year-round. Located in beautiful Key Largo, this home is close to world-class boating, fishing, dining, and diving — the best of the Florida Keys lifestyle.

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

21 Mutiny Pl, Key Largo
$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
$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
$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
$1,999,000
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
$399,750
2 Beds ⋅ 2 Baths ⋅ 618726 MLS
SUPER BRIGHT AND SPACIOUS!! THIS 2/2 HOME IS LOCATED IN SILVER SHORES AN ''OVER 55'' FULLY GATED COMMUNITY! THE HOME HAS BEEN REMODELED WITH AN OPEN FLOOR PLAN DESIGN AND ALL FLOORING IN THE HOME IS TILED FOR EASY MAINTENANCE. THE HOME COMES FULLY FURNISHED AND IT HAS AN OVERSIZED FRONT SCREEN PORCH SO YOU CAN ENJOY THE FRESH AIR AS YOU ARE ABLE TO GET A CROSS BREEZE WHEN YOU OPEN THE FRONT SLIDING DOOR AND THE SIDE DOOR WHICH IS ALSO IN A COVERED SCREENED AREA. SILVER SHORES FEATURES A CLUBHOUSE, HEATED AND CHILLED POOL, A MARINA, SHUFFLEBOARD, TENNIS, PICKLEBALL, AND BOCCE COURTS. PLUS LOTS OF FUN PARTIES, EVENTS AND ACTIVITIES FOR THOSE THAT LIKE TO STAY ACTIVE. YOU WILL LOVE LIVING IN SILVER SHORES EITHER ON A FULL TIME, SEASONAL, OR JUST WEEKENDS. THE SELLER HAS PAID THE INITIAL $25K ON THE SPECIAL ASSESSMENT.

914 S Emerald Dr, Key Largo
$598,000
2 Beds ⋅ 2 Baths ⋅ 616746 MLS
LIFE IN KEY LARGO FLORIDA, ENJOY THE GATED COMMUNITY AT ROCK HARBOR ON THE BAY! UNIT IS A 2/2, 2 LEVEL, UPDATED CORNER UNIT, OPEN FLOOR PLAN, WOOD CABINETS, GRANITE COUNTERS. BATHS UPGRADED, NEW LAMINATE FLOORS, MASTER HAS PRIVATE BALCONY. 1ST FLOOR BALCONY ENTENDS LIVING SPACE. BOATERS WILL ENJOY EASY ACCESS, BOAT DRY RACKS. SWIM, TENNIS, PICKLBALL, BOCCE, BASKETBALL, COME LIVE THE DREAM !

97652 Overseas Hwy Unit M8, Key Largo