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$6,700,000
4 Beds ⋅ 5 Baths ⋅ A11885559 MLS
Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise views. Expansive covered verandahs, a 15' x 30' heated seaside pool, and beachside hammocks invite slow, sun-filled days and relaxed gatherings. Across the street, a separate canalfront parcel with a 37.5' concrete dock provides protected deep-water dockage and space for boats, trailers, and water toys — an extraordinary pairing of true beachfront living and convenient boating access. Inside, the home's 3,860 square feet is designed for easy Keys living with generous main-level living areas and bedrooms, plus a spacious upstairs suite with private bath and roof-top deck capturing panoramic ocean vistas. Four bedrooms and five baths accommodate family and guests comfortably, while breezy porches and open gathering spaces make entertaining effortless. Highlights you'll love: 165' of private sandy Atlantic beach with direct ocean entry 37.5' private concrete dock on canalfront lot for boating convenience 15' x 30' heated seaside swimming pool with expansive sun decks Over one acre of tropical privacy and mature landscaping 4 bedrooms | 5 baths | 3,860 sq. ft. with thoughtful single-level layout plus upstairs suite and roof deck A true Keys treasure, The Last Resort delivers a rare mix of sandy beach, deep-water dockage, and timeless coastal charm — an exceptional opportunity to create your own island legacy.

109 Columbus Drive, Islamorada
$1,100,000
3 Beds ⋅ 2 Baths ⋅ A12018522 MLS
Welcome to your slice of paradise! Down in Big Torch Key, you'll feel a sense of solitude, satisfaction and serenity. Minimal, if any, noise or light pollution on this Key; look up at night and you will see stars you've never seen before! Quick and easy access to the Atlantic and Gulf of America, plenty of fishing spots and places to relax on the water without those big upper Key crowds. The adjacent vacant lot for sale is owned by the same person - a perfect opportunity to purchase two lots and transform into one! With this dock size already at 65', imagine how many more boats you could dock with both lots!Vacant land MLS#A12018646**Water photos at the end are for reference to show what the water looks like at the end of the canal. This home does not directly have this view**

4276 Dorn Road, Summerland Key
$859,000
3 Beds ⋅ 2 Baths ⋅ A11908959 MLS
Beautifully maintained and truly move-in ready, this ground-level CBS home is situated on a desirable corner lot in an X flood zone in Plantation Key. Offering 1,964 square feet of living space, the home features 3 bedrooms, 2 bathrooms, an additional flexible-use room, impact windows and doors, a spacious open floor plan, and a large family room ideal for entertaining.The bright, inviting interior is filled with natural light and includes an upgraded kitchen designed for both everyday living and memorable gatherings. Outside, a covered porch overlooks the lush tropical landscaping, creating a peaceful setting for relaxing and enjoying the Florida Keys lifestyle. Multiple storage areas provide additional convenience.Ideally located near schools, dining, shopping, and local amenities, the property also offers access to a private homeowners park with an optional HOA membership and boat ramp. Boaters will appreciate the convenient location, providing quick access to the ocean and easy bay access through Tavernier Creek.Pride of ownership is evident throughout this exceptional home--an outstanding opportunity in a prime Plantation Key location.

160 Ridge Street, Tavernier
$4,975,000
5 Beds ⋅ 5 Baths ⋅ A12010174 MLS
Experience elevated Florida Keys living at this exceptional waterfront estate in Buccaneer Point. Perfectly positioned on a prime oversized lot, this 5-bedroom, 5-bath residence offers the ultimate blend of luxury, privacy, and boating lifestyle. Designed for both entertaining and everyday comfort, the home features spacious open living areas, an elevator, and seamless indoor-outdoor flow to the resort-style pool and spa.Boaters will appreciate the impressive 225-foot dock, 25,000-lb boat lift, and quick access to world-class fishing, diving, and open water adventures. Multiple outdoor living spaces capture the beauty of the Keys, while the rooftop terrace delivers sweeping panoramic views and unforgettable sunsets.Whether you're seeking a full-time waterfront residence or a luxury island retreat, this property offers the rare combination of elegant living, exceptional dockage, and the laid-back sophistication that defines Key Largo. Luxurious Florida Keys living awaits in this stunning 5-bed, 5-bath estate with 4,822 sq. ft. of living space and a total building area of 10,791 sq. ft. The first floor has a 1,300 sq. ft. of legal enclosure included and an office on the 3rd floor that can be converted into a 6th bedroom. Designed for comfort and elegance, this home features high ceilings, 8-ft. doors, and spacious interiors. A private, fenced yard with two electric gates and an intercom system ensures security, while a heated pool and jacuzzi offer resort-style relaxation. The grand entrance is flanked by two car garages with electric doors and a covered car porch, each with a 36' keyed door. Enter through the foyer to a striking staircase or an 8-ft. elevator providing access to all levels. The main living area features 20-ft. ceilings, breathtaking bay views, and an open floor plan. A chef's kitchen boasts an original Benihana cooking station, top-tier appliances, and ample storage. This level also includes a laundry room and two guest bedrooms with a shared bath. Upstairs, the master suite offers his & hers walk-in closets, a spa-like bath, an office, and a media room with surround sound. The 2,500 sq. ft. rooftop terrace showcases 360-degree panoramic views and stunning sunsets. For boating enthusiasts, the 225-ft. private Bayfront pier includes a 25,000-lb. boat lift and additional docking space. Experience the pinnacle of luxury in this Florida Keys retreat—a rare opportunity to own paradise!

112 N Bounty Lane, Key Largo
$1,650,000
3 Beds ⋅ 3 Baths ⋅ A12031215 MLS
BRAND NEW LUXURY IN KEY LARGO ~ More Home. Better Value. Never Lived In.Be the very first to call this stunning custom home your own. Never lived in and beautifully designed with today's lifestyle in mind, this exceptional residence offers more living space, higher-end finishes, and thoughtful features rarely found in this price range.Located in the highly sought-after Buccaneer Point neighborhood, surrounded by upscale custom homes, this property combines elegance with the relaxed charm of the Florida Keys. From the soaring ceilings and oversized 8-foot doors to the expansive porcelain tile floors and beautifully appointed bathrooms with private water closets, every detail reflects quality craftsmanship and timeless design.The spacious open floor plan is filled with natural light and flows effortlessly from the gourmet kitchen to the generous living and dining areas, making everyday living and entertaining equally enjoyable. The oversized bedrooms, luxurious primary suite, and abundant storage provide the comfort today's buyers expect.Step outside to a spacious backyard with room to create your own private oasis. Add the pool, outdoor kitchen, or tropical retreat you've always imagined. Situated on a peaceful freshwater lake, the setting offers tranquil water views and a sense of privacy rarely found.For boating enthusiasts, the lifestyle gets even better. Residents enjoy access to a nearby boat ramp through the sister neighborhood, providing convenient access to beautiful Florida Bay for boating, paddleboarding, kayaking, fishing, and spectacular sunset cruises.Perfectly located just minutes from dining, shopping, schools, and world-renowned John Pennekamp Coral Reef State Park, with an easy commute to Miami, this is an exceptional opportunity to own a brand-new home in one of Key Largo's most desirable neighborhoods.Luxury. Space. Quality. Value. Discover why this home stands apart from anything else in its price range.

38 N Bounty Lane, Key Largo
$2,075,000
3 Beds ⋅ 3 Baths ⋅ A12016816 MLS
Rare daily rental opportunity in Key Largo! Turn-key 3 bed/3 bath home in gated Calusa Campground with approx. 1,571 sq. ft., elevator, open water views, dockage with boat lift, and direct boating access straight to open waters. Daily rental flexibility is uncommon in Key Largo, making this ideal for investors, vacation-home buyers, or full-time Keys living. Fully furnished and ready to enjoy. Buyer to verify rental rules, dock details, and association restrictions.

325 Calusa, Key Largo
$2,100,000
3 Beds ⋅ 3 Baths ⋅ A11977600 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 Drive, Key Largo
$980,000
5 Beds ⋅ 3 Baths ⋅ A11992639 MLS
Step into a fresh take on coastal living in this newly built Key Largo home, where contemporary design meets the relaxed charm of the Florida Keys. Elevated in traditional stilt fashion, the residence is constructed for both beauty and strength, featuring a solid concrete roof and impact-rated windows and doors that provide durability and peace of mind. The interior offers a spacious and welcoming atmosphere with five bedrooms, eight-foot ceilings, and large-format tile flooring that enhances the home's clean, modern aesthetic. The open-concept layout creates an effortless flow throughout the main living spaces, ideal for both everyday living and hosting guests. A separate lower-level living area adds valuable versatility, complete with two bedrooms and a full bathroom, providing a comfortable space for guests, extended family, or additional private accommodations. Upstairs, the main living area opens onto a generous outdoor patio, where you can enjoy gentle island breezes and the beauty of the surrounding tropical environment. The well-appointed kitchen is both stylish and functional, featuring ample counter space, sleek modern finishes, and a large statement sink that stands out as a unique design feature. Designed with entertaining in mind, the outdoor space includes a ground-level BBQ kitchen set on pavers, creating the perfect setting for gatherings after a day of boating, fishing, or exploring the Keys.

20 Coral Drive, Key Largo
$1,200,000
3 Beds ⋅ 3 Baths ⋅ A11959618 MLS
With refined modern architecture, this elegantly Property 3 3 2/1 with living spaces and storage areas. while floor-to-ceiling windows allow for abundant natural light and offer serene views. Other notable features include multi-zone air outdoor, including a finished area on the ground floor ideal for storage or other uses.Enjoy privacy and relaxing comfort in a coveted coastal location. A turnkey opportunity for buyers seeking quality construction, modern design, and a superior lifestyle.

94825 Overseas Highway, Key Largo
$574,000
2 Beds ⋅ 1 Baths ⋅ A12011094 MLS
Only 6 homes in from the Beach! Located in Key Largo's highly desirable Largo Sound Park neighborhood, this concrete conch home offers exclusive access to a private community park featuring a sandy beach, boat ramp, and pavilion with restrooms- all for you to enjoy the Keys lifestyle! Full of character and Old Florida charm this 2 bedroom home features a bright and open floor plan with terrazzo floors and a new roof in 2023. Off of the kitchen, there is a huge screened patio under roof that connects to a workshop - great for additional living space with excellent potential! The fully fenced yard provides ample room for multiple vehicles and a boat trailer. The spacious backyard offers endless possibilities, with plenty of room to add a pool, create an outdoor entertaining area, or simply enjoy the wide open space. This is a great opportunity to own in Largo Sound Park right by the Homeowner's park and make this house your very own! This rare location is something truly special! Live the Keys lifestyle!

56 SE Marlin Avenue, Key Largo
$1,050,000
3 Beds ⋅ 3 Baths ⋅ A11986220 MLS
Waterfront value-add opportunity in the Florida Keys with direct ocean access and no fixed bridges - perfect for serious boaters with vessels up to 60 feet. Situated on an oversize 18,000 SF lot, this property offers rare space, flexibility and future potential not commonly found in the Keys. The elevated concrete home features a spacious layout, multiple balconies, and abundant natural light throughout. With kitchen and bathrooms ready for renovation, this is the perfect canvas to create a custom waterfront residence or maximize value through a strategic upgrade.Enjoy ample outdoor space with room for expansion, a pool, additional storage or enhanced landscaping - making this property uniquely versatile for both end-users and investors.Ideally located within close proximity to Key West, offering convenient access to world class dining, entertainment and boating, while still enjoying the privacy and tranquility of canal front living.

27403 Antigua Lane, Summerland Key
$11,750,000
7 Beds ⋅ 9 Baths ⋅ A12043189 MLS
This extraordinary 7-bedroom, 7 full and 2 half-bath residence offers luxurious living designed for effortless entertaining and multi-generational enjoyment. From the moment the private gates open, a fully integrated smart home system seamlessly controls the estate--from the front entrance and security system to interior lighting, climate, surround sound, and even the dock lighting--creating a level of convenience rarely found in waterfront homes. A commercial elevator services all three levels, while a whole-house generator provides peace of mind year-round. With everyday living in mind, the home features 2 dedicated laundry rooms for the upmost functionality. Every bedroom serves as a private retreat, complete with its own spa-inspired ensuite bathroom, spacious walk-in closet, and custom built-in closet system. Expansive open living areas are filled with natural light and thoughtfully designed to maximize breathtaking Ocean views. Outdoor living rivals that of a private resort. The spectacular oceanfront pool, spa and waterfall, gazebo, outdoor kitchen, and integrated indoor/ outdoor surround sound create the perfect setting for entertaining. A private sandy beach and pier provide an idyllic place to enjoy sunrises over the Atlantic, while the rooftop observation deck captures panoramic ocean views of both the ocean and bay. Best of all this property offers the ability for short term 7-Day rentals!

16 Seaside Avenue, Key Largo
$895,000
3 Beds ⋅ 2 Baths ⋅ A11998100 MLS
Offered in the highly sought-after Jolly Roger Estates, this beautifully maintained, one-owner canal-front home is just 11 years old and truly move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence offers three bedrooms and two bathrooms, enhanced by refined finishes including crown molding, tray ceilings, tile showers, and a bright, open-concept living space ideal for coastal living. Built for both comfort and peace of mind, the home features a metal roof installed in 2018 along with impact-rated windows and doors throughout. Enjoy added privacy and nightly sunset views over the protected salt marsh directly across the street—an unspoiled natural backdrop that will never be developed. Boaters will appreciate the free-flowing, clear-water canal with excellent access to both the ocean and the bay. The private dock with a 7,000-lb side-lift boat elevator makes heading out for fishing, diving, or sunset cruises effortless. The spacious lot offers a large driveway, double covered parking, and ample room for boat trailers and additional vehicles. Downstairs, a full concrete pad and enclosed angler's room provide the perfect space for storing fishing gear, dive equipment, and all your island toys. Located near mile marker 28.5, Jolly Roger Estates is a peaceful, palm-lined waterfront community on the Atlantic side of Little Torch Key, offering direct access to Pine Channel and world-class boating, fishing, and diving at nearby Looe Key Reef.

437 Pirates Road, Summerland Key
$7,750,000
4 Beds ⋅ 5 Baths ⋅ A12028272 MLS ⋅ Sunrise Isles BLDG.
Experience the rare combination of protected dockage and direct oceanfront living at 128 Sunrise Drive. Situated within an exclusive gated enclave of just 20 lots, this newly constructed 2025 waterfront residence offers a level of privacy, luxury, and lifestyle rarely found in the Florida Keys. Positioned to capture unobstructed ocean views and a year-round ocean breeze, this home offers an elevated coastal lifestyle with exceptional attention to detail throughout. Each bedroom features a private ensuite bathroom and spacious walk-in closet, while a true foyer entry, elevator, and abundant storage create a floor plan that is as functional as it is beautiful. The open concept living offers the perfect home to entertain and enjoy tons of natural light. The interior design offers high end tile selections, designer light fixtures and wood accents throughout. The home also features 3 interior bars and window treatments throughout. The living spaces seamlessly transition outdoors, where an expansive entertainment area is designed to embrace the Keys lifestyle. Enjoy a resort-style pool and hot tub, outdoor kitchen, and multiple spaces to relax while overlooking the waters of the Atlantic. A rare wade-in beach offers effortless access to the ocean, while protected dockage on the canal side provides a secure spot for your boat. Additional features include a one-car garage, oversized air-conditioned storage space, and a generous covered carport ideal for vehicles, boats, and more!

128 Sunrise Drive, Marathon
$759,000
3 Beds ⋅ 3 Baths ⋅ A12028835 MLS
Family Home with Flexible Living Space - 2/2 Upstairs + Separate 1/1 Downstairs with Private Entrance, Beach, Dock & Boat Ramp Access! Welcome to your private slice of paradise in the Florida Keys. This well-maintained corner stilt home offers the perfect blend of comfort, flexibility, and island living. The upstairs main residence features 2 bedrooms and 2 bathrooms, while the downstairs offers a separate 1-bedroom, 1-bathroom living area with its own private side entrance, living area, and direct patio access -- ideal for extended family, guests, in-laws, or additional privacy. Enjoy outdoor living on the expansive balcony, perfect for entertaining, relaxing, or enjoying your morning coffee surrounded by mature tropical landscaping that creates a peaceful and private setting. Additional features include: • Ample parking for vehicles, boats, and recreational toys • 1-car garage • Downstairs utility room with a second washer and dryer • Generous yard space • Optional access to a private gated homeowners park with a boat ramp, dock, and sandy private beach • Current annual homeowners park fee: $550 Conveniently located near restaurants, shopping, hospitals, parks, and endless water activities, this property is ideal as a primary residence, vacation home, multigenerational family retreat, or investment opportunity. The property currently operates as a full-time Airbnb Superhost property and holds a Monroe County Special Vacation Rental License allowing daily rentals for a single-family dwelling. The special vacation rental license is not transferable to a new owner, and any future owner must apply independently through Monroe County.

335 Bay View Avenue, Key Largo
$725,000
2 Beds ⋅ 1 Baths ⋅ A12028161 MLS
Welcome to this charming 3/2 stilt home in the highly sought-after Bay Haven neighborhood, where there's something for everyone. Upstairs, you'll find an open-concept kitchen and living area, two comfortable bedrooms, and an updated bathroom. Step out onto the screened porch and relax with the evening breeze while surrounded by mature tropical landscaping.Downstairs offers a versatile flex space complete with a kitchen and bar area, creating the perfect setup for entertaining guests. There's also plenty of room to store all your boats, trailers, golf carts, and outdoor toys.What truly sets this property apart is access to Bay Haven's private waterfront homeowners park. Residents enjoy exclusive amenities including a secure parking area, boat ramp, sandy beach, and a sunset pier. Imagine hopping on your golf cart, launching your boat for a day on the water, relaxing at the beach, and ending the evening with breathtaking sunset views from the pier—all without paying waterfront home prices. Best of all, there are no monthly HOA fees, just a minimal annual fee for these incredible amenities.Conveniently located near shopping, dining, parks, medical facilities, and just a short drive to Miami, this home offers the perfect combination of Keys lifestyle, convenience, and value.

411 Mahogany Avenue, Key Largo
$4,750,000
4 Beds ⋅ 4 Baths ⋅ A11626493 MLS
Enjoy endless ocean views and direct access to the white sandy beaches of Islamorada from this oceanfront retreat. Behind your own private gated entrance, this solid concrete block home offers four bedrooms, four full bathrooms, and a cozy loft. Inside, hardwood floors run throughout an open layout featuring a breakfast nook, dining bar, and spacious living area — ideal for entertaining. The chef's kitchen is equipped with stainless steel appliances, a gas stove, and modern finishes. The master suite includes a private balcony overlooking the updated saltwater pool and a jetted tub for ultimate relaxation. This one-of-a-kind property also allows weekly rentals, making it a strong investment in one of the Keys' most sought-after locations.

75761 Overseas Highway, Islamorada
$949,000
3 Beds ⋅ 2 Baths ⋅ A11912047 MLS
ADDITIONAL PRICE REDUCTION ON THIS BEAUTFUL BRAND NEW CBS 3/2 RESIDENCE IN KEY LARGO'S RIVIERA VILLAGE !! DON'T MISS OUT ON THIS FANTASTIC OPPORTUNITY TO OWN IN KEY LARGO AT A GREAT PRICE!It's a great time to buy your very own slice of paradise! This gorgeous CBS home is worry and maintenance free. The property is surrounded by a variety of beautiful lush native trees offering a peaceful oasis and plenty of shade! The 1,448 Sq Ft of interior space is tastefully designed with a state of the art kitchen fully equipped including SS appliances and Quartz countertops. A separate Laundry Room, Open Concept Living/Dining and 3 Bedrooms. In addition, this home features a 299 Sq Ft Storage Room downstairs for all your storage needs.Riviera Village is a highly desirable neighborhood nestled on the Bayside at MM 104. The Homeowners Park is outstanding "one of the best" offering 72 hour dockage for residents, a sandy beach to enjoy and a boat ramp- - perfect for the boating enthusiasts! HOA membership is optional.

Key Largo
$1,750,000
4 Beds ⋅ 2 Baths ⋅ A11951326 MLS
Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal setting for lounging or hosting guests while enjoying the coastal breeze.

125 Gardenia Street, Plantation Key
$6,150,000
5 Beds ⋅ 6 Baths ⋅ A12000712 MLS
Big, beautiful, and exceptionally solid, this waterfront Islamorada residence is perfectly situated on Sandy Cove Basin with protected deep-water dockage for multiple boats and direct bay access. A gated, pavered double driveway leads to an inviting foyer where marble floors and a private elevator welcome you. The elevated living level features a spacious great room with fireplace and coral accents, ideal for entertaining, along with a chef's kitchen offering custom teak cabinetry, granite countertops, island cooktop, and premium Sub-Zero and Bosch appliances. Wide screened porches extend the living space and capture open waterfront views. The home offers 5 bedrooms and 5.5 baths, a resort-style pool, and excellent updates including a new dock, new boat lift, and new A/C systems. A privacy wall enhances the secluded feel of this quiet, one-street neighborhood known for its consistently lovely homes. An exceptional opportunity for refined island living with outstanding boating access.

137 Sapodilla Drive, Islamorada
$2,849,000
4 Beds ⋅ 5 Baths ⋅ A11959736 MLS
Brand-new contemporary waterfront home in premier Plantation Key with 60 ft of protected deep-water dockage and seawall, offering direct canal access to Tavernier Creek, the Atlantic Ocean, and Florida Bay. Ground level features an open-air two-car garage and spacious covered area. First living level offers a large recreation room opening to the poolside patio with full cabana bath, perfect for entertaining and relaxed island living. Second level boasts a bright open-concept living and dining area and a gourmet chef’s kitchen with Italian cabinetry, premium finishes, and adjacent laundry room with sink and built-ins, all flowing to a covered waterfront terrace for seamless indoor-outdoor living. Third level showcases a luxurious primary suite with walk-in closet, spa-style bath with two-person shower, and private balcony overlooking the water, plus three guest bedrooms and a well-appointed guest bath. Outdoor amenities include a pool, covered terrace, and professional outdoor kitchen for year-round enjoyment. Ideally located in the Upper Florida Keys, close proximity to restaurants, a short boat ride to Tavernier Creek Marina for fuel, ice, and snacks, and minutes to boutiques, breweries, and 5-star dining in Islamorada—a rare blend of modern luxury and the ultimate Florida Keys waterfront lifestyle. SELLER WILL ENTERTAIN DESIRED REVISIONS OR OFFER CREDIT FOR UPGRADES.

124 Orchid Street, Plantation Key
$2,069,000
3 Beds ⋅ 2 Baths ⋅ A11916862 MLS
Beautiful Waterfront Ocean & Canal property 3BD/2BA concrete block (CBS) direct ocean and canal access Property sits at 10 ft. elevation lot and features a durable aluminum roof, impact-resistant windows, and low-maintenance construction built for longevity in the Florida Keys. A 75 ft concrete dock, ideal for larger vessels, water toys, and fishing trips straight to open water. Spacious outdoor area provides room for entertaining, relaxing, and enjoying the coastal lifestyle.Interior highlights include an open living/dining layout with abundant natural light, a functional kitchen, and comfortable bedroom spaces.Perfect for full-time living, a vacation retreat, or investment property. Strong construction and unmatched waterfront access make this a must-see Keys home.

1733 Sunrise Drive, Big Pine Key
$899,995
2 Beds ⋅ 2 Baths ⋅ A11959094 MLS
Turnkey, fully furnished waterfront property with strong Airbnb income history. Enjoy 37.5 ft of dockage with unrestricted ocean access and a quick 5-minute ride to the Gulf and ocean side. Home sits above flood, helping reduce insurance and overhead. Features include a 2017 roof and a new water heater (2025). A rare opportunity for investors or buyers seeking effortless coastal living.

410 10th Street, Key Colony Beach
$18,999,000
6 Beds ⋅ 6 Baths ⋅ A11990479 MLS
A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound. The grand porte-cochère entry sets the tone, leading to a single-level main residence with soaring ceilings, white oak floors, and 12' retractable glass walls that frame sweeping ocean views. The chef's kitchen is anchored by a Calacatta marble island, Thermador appliances, and a walk-in pantry, opening to a spacious great room and dining area ideal for entertaining. The main home features four bedrooms, six full bathrooms, and a soundproof theater. The primary suite is a private retreat with a fireplace, dual walk-in closets, a safe room, and a spa-inspired bath with a steam shower. Each additional bedroom includes an en suite bath, private balcony, and ocean views. A detached guest house offers two additional bedrooms and bathrooms, creating a total of six bedrooms across the estate with endless space for expansion. The summer kitchen, alfresco dining areas, and multiple lounging terraces offer seamless indoor-outdoor living. The deepwater basin accommodates larger vessels. Amenities rival a private resort: soundproof theater, fitness center with sauna, golf simulator, and two resort-style pools—each with a spa, sun deck, & outdoor entertaining spaces.

87429 Old Highway, Islamorada
$850,000
4 Beds ⋅ 2 Baths ⋅ A12005739 MLS
Located in the Calusa community in Key Largo, this is one of the more spacious lots in the neighborhood. Many owners are removing their RVs and building on these lots. The community is known for its unique tree canopy entrance in which every neighbor welcomes you like family. The property includes a new 2025 Sandpiper Destination RV, a large carport with an expansive terrace, and a shed with A/C perfect for storage, hobbies, additional workspace, or an extra weekend guest. It also features its own dock space with a boat lift, making it ideal for boating enthusiasts.

325 Calusa Street Unit 312, Key Largo
$4,490,000
5 Beds ⋅ 5 Baths ⋅ A11981197 MLS
Experience exceptional waterfront living in this 2022 built home featuring 5 bedrooms and 4.5 bathrooms, perfectly positioned on the Gulf side with breathtaking water views. The main level offers a bright and open layout designed for both comfort and entertainment. A spacious modern kitchen showcases elegant cabinetry, quartz countertops with a striking waterfall edge, and premium stainless-steel appliances. Large dining and living areas, complete with a stylish wet bar, creating the perfect space for hosting and relaxing. This level also includes a convenient half bath and a utility room with laundry. Upstairs, the second-floor features five generously sized bedrooms and four full bathrooms. The expansive primary suite offers ample space, a beautifully designed modern bathroom, and a private porch where you can enjoy breathtaking sunset views over the water. Two additional bedrooms share a Jack-and-Jill bathroom and provide access to a balcony overlooking the pool and waterfront. A fourth bedroom, currently used as a home office, is located near another full hallway bathroom. The fifth bedroom is a private suite with its own ensuite bathroom. Featuring a large patio area ideal for entertaining, a spacious pool, and a 55-foot dock, making this property perfect for boating enthusiasts and waterfront relaxation. Additional highlights include a large two-car plus garage with ample storage space. Boat Lift plans have already been approved and permits granted and available.

865 50th Street Unit Gulf, Marathon
$13,250,000
7 Beds ⋅ 7 Baths ⋅ A12017379 MLS
LUXURY BEACHFRONT ESTATE HOME! Come embrace this brand-new magnificent property where you will encounter a relaxing ambiance gracefully set on over 2 private acres of pristine bayfront offering deep-water dockage with a 20,000 lb boat lift, a white sandy beach and stunning unobstructed panoramic views of the Florida Bay located in desirable Lower Matecumbe. Spanning nearly 6,000 square feet of extraordinary living space with 7 bedrooms and 7 bathrooms. Thoughtfully designed for ultimate comfort, this estate features two separate guest wings, each offering three private bedroom suites, ideal for family, guests or an unparalleled private retreat. The gourmet chef's kitchen, perfect for entertaining, leads to an expansive and inviting great room, elegant tray ceilings, designer finishes, and sophisticated architectural details throughout. A private elevator offers effortless access between levels.Step outside to your own tropical sanctuary, where a stunning pool deck overlooks the sparkling waters of Florida Bay. Lush tropical landscaping provides privacy, while spacious covered terraces provide the perfect backdrop for unforgettable sunsets and year-round outdoor living.With weekly rentals permitted and a valuable vacation rental license in place, this rare offering combines luxurious personal enjoyment with outstanding investment potential. Experience the Florida Keys lifestyle in one of Lower Matecumbe's most exclusive waterfront settings.

75840 Overseas Highway, Islamorada
$999,900
3 Beds ⋅ 1 Baths ⋅ A11927403 MLS
Welcome to 1403 Grouper Dr, a true Florida Keys gem located in the heart of Marathon! This charming 3-bedroom, 1-bath home offers everything you need for the ideal Keys lifestyle—whether you're looking for a primary residence, a vacation getaway, or a strong investment opportunity.Enjoy direct ocean access from your private boat dock on a deep-water canal, perfect for boating, fishing, and exploring the world-class waters the Keys are known for. With no HOA, you have the freedom and flexibility to use the property as you choose, including potential short-term rental options.Inside, the home is well-maintained, filled with natural light, and features an upgraded bathroom that adds a modern, comfortable touch. The layout is open and welcoming, creating an ideal space for Keys living.Situated within a Florida Keys wildlife and environmental area, the property benefits from protected land directly in front—ensuring no future construction and preserving your privacy, views, and the natural beauty that surrounds the home.Located just minutes from top dining, beaches, marinas, and favorite local attractions, this home puts the best of Marathon right at your fingertips.Whether you’re seeking coastal living or a high-demand investment property, this Marathon retreat checks all the boxes. Don’t miss out on this rare waterfront opportunity!

1403 Grouper Drive, Marathon
$9,700,000
4 Beds ⋅ 7 Baths ⋅ A11930954 MLS
This 2-story estate sits on a 7,300 SF point lot at the tip of Adam’s Cut w/167 FT WF & views to Largo Sound w/ocean access. Spanning 3,723 SF the 4BR/5+2BA home features La Finestra impact windows, elevator & Shell Reef limestone floors. 1st floor offers living room w/floor-to-ceiling windows, drop-down TV, terrace access, open dining area, & chef’s kitchen w/backlit polished Plume Quartz island & top-tier Jenn Air appliances. 3 BRs include a junior suite w/private balcony plus 2 ensuite guest rooms. 2nd-floor principal suite has an additional room, lux spa-style bath, & private terrace w/rooftop infinity pool-jacuzzi, & bar. Ground-level highlights: Large covered terrace, summer kitchen, pool, bar, cabana bath, & wine cellar. 77 FT dock w/permitting in progress for a 30,000 lb boat lift.

180 Pompano Drive, Key Largo
$850,000
3 Beds ⋅ 2 Baths ⋅ A12021887 MLS
Ocean side location and solid CBS construction—two of the most desired features in the Florida Keys. This fully furnished 3/2 home is move-in ready and made to enjoy the coastal lifestyle from day one. The bright upstairs living area features remodeled bathrooms, fresh paint, new curtains, washer/dryer, balcony, and a comfortable Keys feel. The ground level offers new epoxy flooring, new fencing, an outdoor kitchen, outdoor shower, covered entertaining space, boat parking, and electric/plumbing connections for an RV. Minutes from Harry Harris Park, boat ramps, protected beach, Snappers Oceanfront Restaurant, markets, shops, restaurants, and great fishing spots. Approx. 1 hour from Miami and about 2.5 hours from Key West. Just arrive and start living the Keys. Sellers are looking for serious buyers. Property is currently tenant occupied. Showings will begin on June 16. To schedule a showing, please text the listing agent or co-listing agent. REALTORS PLEASE SEND OFFER WITH DU OR PROOF OF FUNDS.

414 Coconut Drive, Key Largo