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$8,550,000
6 Beds ⋅ 6 Baths ⋅ 620837 MLS
Crafted for exceptional waterfront living, this custom 6-bedroom, 5.5-bath bayfront estate showcases impeccable craftsmanship, expansive Florida Bay views, seamless indoor-outdoor living, and an unparalleled boating lifestyle. Offered fully furnished and turnkey, the home has been thoughtfully enhanced with elegant marble flooring throughout the lobby and staircase, along with curated designer interiors. Walls of glass and dramatic 20-foot bifold doors flood the home with natural light, while an elevator provides access to all three levels. A stunning lobby entrance introduces the home's refined architectural character. The second level is home to the primary suite, offering Florida Bay views, a custom beverage bar, an adjoining private retreat ideal as a home office, reading lounge, or wellness space, along with a reimagined boutique-inspired dressing room featuring glass-enclosed wardrobes and integrated storage. The spa bath features Spanish porcelain tile, dual vanities, an oversized dual shower, soaking tub, and TOTO Washlet smart toilets. Three additional ensuite guest bedrooms and a laundry room complete this level. The upper living level centers around a chef's kitchen with Miele appliances, custom Italian Pedini cabinetry, porcelain countertops, and an oversized island overlooking the open living and dining areas. Thoughtful owner enhancements further elevate this exceptional residence, including a glass-enclosed Miele wine gallery, designer furnishings, and a newly added 40K boat lift. Whole-home KEF audio, integrated security, covered terraces, multiple outdoor living spaces, a saltwater pool, Alfresco summer kitchen, putting green, and a rooftop terrace overlooking Florida Bay complete the resort-style amenities. Two additional ensuite guest bedrooms and a powder bath complete this level. For the avid boater, 125 feet of protected dockage, a newly added 40K boat lift and an additional 20K boat lift provide access to the ultimate Florida Keys lifestyle

39 Mutiny Pl, Key Largo
$8,500,000
620668 MLS
BUSINESS INCLUDED: Very Profitable Marina & Unique Resort in Islamorada, FL. 2025 NET Income reported over $800,000/yr. !! Offered at over 9.5% Cap rate at Asking Price. Manager on site handles responsibilities with oversight from the absentee owner. Rare 1+ Acre Oceanside Lot with many uses possible. Deep water protected harbor with 18 large boat slips that can accommodate 50+ ft. yachts. Approach depth approximately 6 ft.+ at high tide with a clearly marked channel. Successful Boat Rental Business with 17 boats included in the sale. Lucrative Vacation Rental Business with (10) Aqua Lodges and 1 houseboat also included. Features include water, new 30 Amp and 50 Amp electric at each slip, fuel dock, concrete building with office, ship store, workshop, and garage/storage. 2 outdoor showers, 2 bath houses with indoor showers, stalls, and dressing area. New waste/pump-out station and fuel station. An additional separate concrete building used for storage on the North side of the property. New Concrete In-ground Pool, Deck and Fence just completed. Brand new floating docks. Private marina, must call for an appointment and sign an NDA/CA for more information.

200 Treasure Harbor Dr, Islamorada
$8,299,999
3 Beds ⋅ 4 Baths ⋅ 619460 MLS
Tucked on the private shores and gated community of Tingler Island, this one-of-a-kind dual-waterfront estate is where the Florida Keys lifestyle reaches its fullest expression. Design/Build by D'Asign Source, meet Bella Vista, a coastal-modern renovation. Experience the ultimate coastal dichotomy: wake to the breathtaking panorama of the Atlantic Ocean, while enjoying the calm, effortless convenience of protected canal-front docking. A rare luxury configuration w/ Main Home on the Open Atlantic Ocean to Guest Home on Canal Frontage. Spend your mornings fishing, afternoons floating in your multi-level infinity pool as it disappears into the ocean horizon & evenings gathered around the gas fire pit beneath swaying palms & stars. The 8' wide by 107' concrete dock accommodates two boat lifts (3,000 & 17,000 lbs) w/ water, electric, & lighting along the full seawall, everything a serious boater needs. The single-bedroom Main Home stuns w/ soaring 18-ft vaulted ceilings, exposed wood beams, & a wall of six floor-to-ceiling glass panels that open to frame the Atlantic as your daily backdrop. The gourmet kitchen features Sub-Zero & Wolf appliances, a Miele coffee system, a 10-ft island, Brittanica quartz countertops, & a temperature-controlled glass wine wall. A sea-inspired chandelier, custom wall paneling & thoughtful finishes flow throughout. The expansive Primary Suite anchors the home w/ ocean views, a floating soaking tub, glass rain shower, dual sinks, & a built-in home office tucked into the layout. The private Guest Home above the double garage offers 2 beds, 2 baths, a kitchenette, private balcony, & its own washer/dryer-ideal for guests or family. Outside, resort-style grounds include a gazebo w/ marble dining table, outdoor kitchen w/ Lynx premium grill & fridge, beach sand, fruit garden, Tuuci marine-grade parasols, tiki torches, Coastal Source audio, 1,000 gallon gas tank & full home generator. Bella Vista isn't just a home, it's your Keys life, fully lived.

100 Tingler Ln, Marathon
$8,000,000
3 Beds ⋅ 3 Baths ⋅ 619592 MLS
Discover your dream retreat in this beautiful oceanfront home, set on 1.5 acres of prime beachfront property with 150 feet of pristine white sandy beach, this is the ultimate getaway for relaxation and adventure. Unwind in the oversized heated pool or customized hot tub after a day of sun and fun. The Tiki Hut provides convenient storage for all your water toys, making your boating and beach days effortless. Enjoy practicing your swing on the private putting golf course, all while surrounded by breathtaking ocean scenery. With a lucrative 7-day rental option and an easily obtainable license, this gem is perfect for both personal enjoyment and investment. Don't miss your chance to own this slice of paradise--schedule a viewing today!

88747 Old Hwy, Islamorada
$7,995,000
5 Beds ⋅ 8 Baths ⋅ 620417 MLS
Nestled within the exclusive, gated enclave of Coral Coast, home to just 15 private waterfront estates, this exceptional Bayfront residence offers sweeping views of Florida Bay, a rare sandy-bottom beach shoreline, and a 200-foot-long pier with deep water (approx. 5') dockage. Spanning more than 6,000 square feet across three levels with elevator access, this custom-built home features 5 bedrooms, 6 full baths, and 2 half baths. Brazilian walnut hardwood floors, soaring ceilings, and expansive living spaces create an atmosphere of refined coastal luxury. The gourmet kitchen is designed for entertaining with Monogram appliances, a gas range, oversized island, custom cabinetry, and Bay views. The private Owner's Suite occupies its own wing, showcasing panoramic water views, a spa-inspired bath, and private balcony. The home also features two oversized garages (1 pass through), providing ample space for vehicles, water toys, and a home gym. Outdoor living is equally impressive with a heated and chilled pool, waterfall spa, lush tropical landscaping, natural hardwood hammock, sandy beach shoreline, and two boat lifts rated for 30,000 and 6,000 pounds. Offering privacy, security, world-class boating, and unforgettable sunset views, this remarkable Estate represents the very best of luxury waterfront living in the Florida Keys.

104 Coastal Dr, Key Largo
$7,750,000
4 Beds ⋅ 5 Baths ⋅ 620096 MLS
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 thoughtfully designed 4-bedroom, 4.5-bathroom 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 the abundant 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 turquoise 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, golf carts, and more!

128 Sunrise Dr, Marathon
$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
$7,500,000
5 Beds ⋅ 5 Baths ⋅ 619886 MLS
At the end of prestigious Sunrise Lane, where land meets open water on 3 sides, 3750 Sunrise Lane stands as one of the most extraordinary waterfront offerings in Key West. Properties of this scale and setting rarely exist, and almost never come to market. Originally built in the 1950s and extensively rebuilt in 1999, this legacy estate sits on a 28,500sf peninsula, offering a rare scale, privacy, and waterfront presence that is nearly impossible to replicate. The 5,378sf residence blends timeless architecture with expansive indoor and outdoor living. The main level features gracious living spaces with heart pine floors, French doors, and light-filled rooms opening to wide terraces and tranquil water views. The home offers 5 bedrooms and 4.5 baths, including 3 first-floor bedrooms and a spacious primary suite designed for comfort and privacy. Upstairs, 2 guest bedrooms open to a covered balcony and rare widow's walk with panoramic views of the Atlantic, Gulf, and surrounding protected lands. At the heart of the home is an expansive family-style kitchen with a large breakfast room, bar seating, desk area, and rich wood cabinetry. A handsome den with a built-in wet bar creates a warm gathering space, while a studio/flex room offers versatility as an office, art studio, fitness room, or guest overflow. The grounds are equally remarkable, featuring mature tropical landscaping, a large swimming pool, and over 3,200sf of brick patios. Nearly 500 linear feet of seawall provide exceptional dockage with a concrete dock and 2 boat lifts offering immediate deep-water access to both the Atlantic and Gulf. An oversized finished 828sf garage with 4 garage doors adds rare flexibility and functionality. This legacy estate awaits restoration and the vision of its next owner. Its setting, structure, and scale create a once-in-a-generation opportunity to reimagine one of Key West's most significant waterfront properties.

3750 Sunrise Ln, Key West
$7,499,000
7 Beds ⋅ 6 Baths ⋅ 616613 MLS
Experience refined oceanfront living on sought-after Duck Key. This double lot estate offers 138 feet of protected deepwater dockage, complete with a solid concrete seawall designed to accommodate a sportfishing yacht, multiple center consoles, and all of your waterfront lifestyle needs. A true boater's paradise, this property offers both privacy and exceptional access to the Atlantic Ocean. The fully remodeled residence is constructed of concrete with a new roof. Inside, seven spacious bedrooms and six bathrooms provide ample accommodations for family and guests. Coastal-inspired interiors feature wood-look tile flooring throughout, woven statement light fixtures, and soaring ceilings with exposed beams and pecky cypress accents. Expansive impact windows and doors frame sweeping ocean views, bringing natural light into nearly every room. The gourmet kitchen anchors the main living space as the heart of the home, with a striking 12' island that creates the perfect setting for gatherings. Outfitted with top-of-the-line appliances, this space is equally suited for everyday living with family or hosting unforgettable evenings of entertaining. Spa-like marble bathrooms further elevate the home, blending comfort with luxury. Designed for both style and function, the property also offers a rare 4+ car garage and abundant storage. Outdoors, a sparkling pool invites afternoons in the sun, while the expansive double lot offers unmatched opportunities for expansion. Whether envisioning a private guest house, a tennis or pickleball court, or exploring the option to build and sell, this rare property provides endless possibilities for both personal enjoyment and investment potential—an uncommon luxury in the Florida Keys. Balancing modern sophistication with coastal simplicity, this sanctuary captures the essence of waterfront living from sunrise over the Atlantic to evenings by the water, in one of the most desirable neighborhoods in the Florida Keys.

308 Sabal St, Duck Key
$7,495,000
5 Beds ⋅ 4 Baths ⋅ 620585 MLS
Nestled on the exclusive private gated island of Sunrise Isles in Marathon, Florida Keys. This magnificent 2019 construction oceanfront estate redefines luxury living. With only 20 residences on this private island with a secured gated entrance, you'll experience a rare blend of privacy and community, surrounded by the serene beauty of the Keys. This exquisite 5-bedroom, 4-bathroom residence spans approximately 3,500 square feet of meticulously crafted living space, designed to capture stunning ocean views from every angle. The open-concept single floor plan seamlessly connects a gourmet kitchen, spacious dining, and living areas, with floor-to-ceiling windows that flood the home with natural light and offer unobstructed views of the Atlantic. Each bedroom is designed with an on-suite bathroom for the utmost privacy. While the primary suite serves as a luxurious retreat with panoramic ocean views and a spa-inspired bathroom. Impact-resistant sliding glass doors stack open to approximately 700 SF of covered terrace, perfect for outdoor living. Set on over 32,000 square feet of prime waterfront land, the property features 110 feet of sandy beach oceanfront shoreline and an additional 110 feet of protected dockage along a private canal outfitted with 2 custom designed boat lifts with an L-shape synthetic dock to maximize the entire dock area. Ideal for boating enthusiasts seeking convenient, safe access to open waters. Outdoor amenities include a resort-style pool with water features creating a true island oasis for entertaining or unwinding. This one-of-a-kind property in Sunrise Isles is the ultimate Florida Keys sanctuary, where privacy, luxury, and coastal beauty come together in perfect harmony. Just 1/2 mile from stunning Sombrero Beach, Shopping, Dining and the Marathon Airport within a few miles of the home. Don't miss the rare opportunity to own your piece of paradise in the beautiful Florida Keys

108 Sunrise Dr, Marathon
$7,495,000
5 Beds ⋅ 7 Baths ⋅ 619282 MLS
Located in the heart of Old Town, 616 Eaton Street tells a story that spans more than a century. Built in 1911 and thoughtfully brought into the present day, with additions & renovations, this property reflects the enduring character of Key West while offering the comforts and conveniences of modern living. This 5BD, 5 full BA, and 2 half BA estate spans over 4,000sf and sits on an expansive 12,478sf lot. Set back from the street, it offers a level of privacy that is rare for such a central location. The main residence is designed for both everyday living & entertaining and has been furnished with new furniture & finishings adding a refined & move in ready touch. The fabulous kitchen, outfitted with top of the line finishes, opens through huge sliding glass windows to an outdoor bar & entertaining pavilion creating a seamless indoor & outdoor experience. Upstairs, the primary suite offers a quiet escape with its own office, laundry, and a generous covered porch. Throughout the home, reclaimed hardwood floors from the Biltmore, tall ceilings, and natural light highlight the balance between historic charm & modern upgrades. The outdoor space serves as the heart of the property, anchored by a heated & chilled saltwater pool with a tranquil water feature. Two detached guest houses provide a total of 3BD & 3BA, complemented by an additional cottage that can function as a 4th bedroom & bath or a private entertaining retreat. The versatility of this home is truly exceptional, ideal for hosting guests, extended stays, or creating secluded personal spaces. Additional features include a 1,500sf climate controlled attic for storage, off-street parking for up to 7 vehicles, a carport, and a golf cart garage. Positioned in the desirable X flood zone and just 2 blocks from Duval St. and the Historic Seaport, this property represents a rare opportunity to own a significant piece of Key West history, thoughtfully updated for modern living.

616 Eaton St, Key West
$7,400,000
5 Beds ⋅ 6 Baths ⋅ 616417 MLS
Experience Islamorada living at its absolute finest with this remodeled oceanfront estate. Situated on 200 feet of sandy waterfront with unobstructed views of the Atlantic Ocean and Alligator Reef Lighthouse, this ground-level residence is designed for resort-style living. Inside, the home features 5 spacious ensuite bedrooms and 5.5 baths, highlighted by a luxurious primary suite with a coffee bar, spa-like bathroom, and walk in closet. The spacious kitchen with double islands opens seamlessly to the main living and dining area, where the panoramic ocean views create the ultimate backdrop. An entertainment room with a wet bar, game tables, and lounge seating is perfect for hosting, while the expansive Florida room—complete with its own AC and walls of windows—brings the outdoors in. The outdoor amenities are nothing short of spectacular - including a new concrete pool (2023) with a spacious paver deck, sandy beach, tropical landscaping, and a private pier with dockage. The detached three-bay garage offers abundant storage, including one 40' bay - perfect for the boat or RV. Zoned for weekly vacation rentals, this rare property offers the opportunity for short-term rental income in a highly desirable Islamorada location. This is the one you've been waiting for - paradise found.

80201 Overseas Hwy, Islamorada
$7,000,000
3 Beds ⋅ 3 Baths ⋅ 619242 MLS
Escape to Sunset Key, a private island sanctuary where refined elegance meets effortless tranquility. Just a four-minute ferry ride--operating 24 hours a day--from the vibrant charm in the heart of downtown Key West, this serene enclave offers the rare balance of seclusion and accessibility, keeping the energy of Old Town within effortless reach at any hour. This exquisite three-bedroom, three-bath beachfront home is thoughtfully designed to capture the essence of elevated island living. Wake to sweeping water views from the primary suite, and enjoy the same serene vistas from the main living area, where natural light and coastal beauty take center stage. Step outside to your private pool and spa, where you can unwind to the rhythm of waves lapping along the shoreline, all while enjoying gentle sea breezes and breathtaking sunsets over the Gulf of Mexico. The expansive main-level primary suite provides a tranquil retreat, while two beautifully appointed guest suites upstairs ensure comfort and privacy for all. Rich hardwood floors and natural stone finishes flow seamlessly throughout, complemented by a warm, sophisticated island aesthetic. Set within a private island enclave, Sunset Key offers access to exceptional amenities, including a gourmet waterfront restaurant, full-service spa, state-of-the-art fitness center, private beaches, tennis courts, and convenient ferry service. Perfectly positioned within minutes of Old Town Key West yet blissfully removed from the crowds, this secluded setting delivers a truly elevated lifestyle--where every detail is designed for quiet luxury and effortless escape.

5 Sunset, Key West
$7,000,000
618926 MLS
'United States Bankruptcy Auction. The Listing Price is for MLS Purposes only. The Auction will take place Live via Zoom on Thursday, September 10, 2026 at 11 AM ET. Bidder Registration Packages and Qualifying Deposits are due on or before Tuesday, September 8, 2026 at 5:00 PM ET. https://www.dropbox.com/scl/fo/6zvlde9vkafsi4gyurrge/AFbZzVpEx4s1umkeSKne1Us?rlkey=9ejdq1stq5w01ifjwsdhdrzyh&st=nzppom5j&dl=0 Rare oceanfront development opportunity in the heart of the Florida Keys. Encompassing nearly 6 acres of pristine oceanfront land in Grassy Key, this exceptional parcel presents an ideal canvas for developers seeking to create luxury residential units with direct oceanfront and beach access. Surrounded by unspoiled natural beauty and tranquil beaches, the property offers immediate proximity to shopping, fine dining, spas, marinas, and world-class boating. Residents will enjoy unparalleled access to deep-sea fishing, scuba diving, snorkeling, and vibrant coral reefs, all set against the backdrop of the Keys' iconic turquoise waters. Located in Marathon, often referred to as the Heart of the Florida Keys, the site benefits from a highly desirable central Keys location, conveniently positioned between the Upper Keysâ€''such as Islamoradaâ€''and the Lower Keys, including Key West. Marathon is known for its rich maritime history, local airport, and accessibility, serving as a central hub comprising islands such as Vaca Key, Duck Key, and Grassy Key. A truly rare offering combining scale, location, and oceanfront presenceâ€''an exceptional opportunity to develop a legacy project in one of Florida's most coveted coastal destinations. Please read the broker's remarks for detailed information on this offering.

57478 Overseas Highway, Marathon
$7,000,000
3 Beds ⋅ 4 Baths ⋅ 616249 MLS
An unparalleled opportunity to own your own private island in the Florida Keys. Melody Key is a true rarity—an off-grid sanctuary offering complete privacy, turquoise waters in every direction, and now a brand-new boat dock and observation deck that set the stage for its next chapter. The property is currently undergoing a full renovation with permits and detailed architectural drawings already in place, giving the next owner a priceless advantage: step in at the perfect moment to bypass years of costly planning, engineering, and permitting delays. The most complex and time-consuming site-work has already been completed. With the structure, dockage, and infrastructure well underway, you can now take the reins of a project designed to become one of the most iconic private estates in the Florida Keys. Spanning over 5 acres, this private island offers a main residence with soaring wood-beamed ceilings, panoramic water views, and open-air living powered entirely by solar. From sunrise over the Atlantic to sunsets over the Gulf, the views are endless and unforgettable. The elevated observation deck delivers dramatic 360-degree vistas, perfect for entertaining, stargazing, or simply enjoying total seclusion. The seller has already invested heavily to bring the island to this stage and the estimate is $1.8M anticipated to complete renovations. For a discerning buyer, this creates a rare chance to secure Melody Key at precisely the right moment—capturing significant upside and finishing the project exactly to your vision. There is a private airport in the neighborhood for those with private planes. The property comes with a full residential lot on a canal for boat launches with a seawall located at 1439 Hudgings Dr. Opportunities of this exclusivity simply do not exist elsewhere in the Keys. Melody Key is not just a property—it is a legacy waiting to be completed.

Melody, Summerland
$7,000,000
618083 MLS
'United States Bankruptcy Auction. The Listing Price is for MLS Purposes only. Actual Price will be determined at Auction. The Auction will take place Live via Zoom on Thursday, September 10, 2026 at 11 AM ET. Bidder Registration Packages and Qualifying Deposits are due on or before Tuesday, September 8, 2026 at 5:00 PM ET. https://www.dropbox.com/scl/fo/6zvlde9vkafsi4gyurrge/AFbZzVpEx4s1umkeSKne1Us?rlkey=9ejdq1stq5w01ifjwsdhdrzyh&st=nzppom5j&dl=0 Rare oceanfront development opportunity in the heart of the Florida Keys. Encompassing nearly 6 acres of pristine oceanfront land in Grassy Key, this exceptional parcel presents an ideal canvas for developers seeking to create luxury residential units with direct oceanfront and beach access. Surrounded by unspoiled natural beauty and tranquil beaches, the property offers immediate proximity to shopping, fine dining, spas, marinas, and world-class boating. Residents will enjoy unparalleled access to deep-sea fishing, scuba diving, snorkeling, and vibrant coral reefs, all set against the backdrop of the Keys' iconic turquoise waters. Located in Marathon, often referred to as the Heart of the Florida Keys, the site benefits from a highly desirable central Keys location, conveniently positioned between the Upper Keysâ€'such as Islamoradaâ€'and the Lower Keys, including Key West. Marathon is known for its rich maritime history, local airport, and accessibility, serving as a central hub comprising islands such as Vaca Key, Duck Key, and Grassy Key. A truly rare offering combining scale, location, and oceanfront presenceâ€'an exceptional opportunity to develop a legacy project in one of Florida's most coveted coastal destinations. Please read the broker's remarks for detailed information on this offering.

57478 Overseas Highway, Marathon
$6,999,000
8 Beds ⋅ 6 Baths ⋅ 619673 MLS
Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available. Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access to both the Florida Bay and Atlantic Ocean. The main residence features 7 spacious bedrooms and 5 beautifully appointed bathrooms designed with both elegance and comfort in mind--perfect for entertaining or hosting large gatherings. A dramatic third-floor Birds Nest Sky Lounge features 360-degree glass walls and a walkout rooftop deck, capturing breathtaking vistas in every direction. Expansive living areas and thoughtfully designed spaces capture stunning water views from every angle. A Whole House Generator for peace of mind. A private 1-bedroom, 1-bathroom guesthouse provides the ideal retreat for visitors, accommodating extended family, or potential rental income or creating a secluded retreat. For boating enthusiasts, the estate includes an impressive 85+ foot deep-water yacht slip and four boat lifts, offering seamless access to both the Bay and Ocean--an unparalleled fishing advantage in the Florida Keys. Step outside to your own waterfront oasis, where a gorgeous heated bayfront pool invites relaxation while you take in breathtaking sunset views and the tranquil surroundings. Blending luxury, comfort, and premier waterfront access, this remarkable estate presents a rare mixed-use opportunity in one of Islamorada's most coveted locations. Seller will consider all reasonable offers.

1101 Mastic St, Islamorada
$6,975,000
4 Beds ⋅ 5 Baths ⋅ 618703 MLS
Very few things in life live up to the hype--but living on ''The Creek'' exceeds it. The location is world-class, the people-watching and boating scene never gets old, and the level of construction top-notch. What makes this property even more extraordinary is that the home itself now matches the setting. Following a meticulous two-year, top-to-bottom renovation, this residence was completely reimagined--from structural improvements to the finest design details--resulting in a flawless, move-in-ready showpiece. The main living level commands attention the moment you walk in, with dramatic vaulted ceilings, exposed wood beams, and an open-concept living and kitchen area designed for unforgettable entertaining. Two bedrooms and 1.5 bathrooms complete this floor with style and comfort. The entire third level is dedicated to a private primary suite that feels like a retreat in the sky. Wake up to elevated views over the Creek from your own private porch, admire the craftsmanship of the tongue-and-groove ceilings, and enjoy a stunning spa-style bathroom featuring a soaking tub within the shower and--finally--a large walk-in closet rarely found in Keys homes. The ground level offers a fully independent guest quarters with its own bedroom, bathroom, and full kitchen. Two functional garages with durable coated floors and bright LED lighting, plus a cabana bath accessible from both inside and outside for pool days. And then there's the backyard--where this home shifts from impressive to unforgettable. A full outdoor kitchen, heated pool, and hot tub set the stage, but the dock steals the show: deep-water dockage with two boat lifts (22,000 lb and 18,000 lb) and plenty of space for visiting boats, because friends will come. Tropical landscaping, an exterior elevator, and thoughtful details throughout complete a property that simply refuses to compromise. If you're looking for ordinary, keep scrolling. If you want a home you'll never get tired of walking into, this is it.

228 Tide Ave, Tavernier
$6,900,000
3 Beds ⋅ 3 Baths ⋅ 616520 MLS
Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada — a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring warmth and character to the airy living space. Floor to ceiling windows and doors lead to an expansive open terrace, where unobstructed ocean views take center stage and sea breezes invite total relaxation. Upstairs, you'll find two spacious bedrooms and two full baths, each thoughtfully designed for comfort and ease. A versatile bonus room opens to a covered lanai that leads directly to your own sandy beach — the perfect spot for morning coffee or sunset gatherings. The private jetty stretches 200 feet into the turquoise waters and offers dockage at the end, ideal for boating, fishing, or simply soaking in the serenity of the sea. Nestled within mature tropical landscaping, this estate offers a sense of seclusion while being just steps or a short bike ride from Islamorada's best — charming restaurants, local boutiques, and vibrant art galleries. Whether you're looking for a serene island escape or a place to entertain in style, this exceptional property captures the spirit of the Florida Keys with timeless charm and coastal elegance. Offered by appointment only — your piece of paradise awaits.

82749 Old Hwy, Islamorada
$6,895,000
6 Beds ⋅ 7 Baths ⋅ 617122 MLS
Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed, custom-built luxurious property, complete with off-street parking, impact windows and doors, and is located in the Historic District of Old Town. Entering through your white picket fence, a Chicago brick walkway guides you to your spacious front porch, offering views of the Truman Annex and Whitehead Street. A Mahogany front door welcomes you into the main house. The main house is a two story home with White Oak hardwood flooring, and four well appointed bedrooms, each with en suite bathrooms featuring custom millwork. The ground floor is an open plan living, kitchen and dining area with an expansive chef's kitchen, including Miele appliances, column refrigeration and a large entertaining Quartz stone island. Wall-to-wall sliding glass doors open to a luxuriously sized covered, travertine-tiled back patio which includes a lounge seating area, and outdoor kitchen with built-in grill. A heated pool with waterfall is the perfect spot to cool off after exploring Key West's nearby attractions. The adjacent single-story guest cottage consists of two bedrooms, both with en suite bathrooms. Complete with a private entrance, kitchenette, living area, and private plunge pool hot tub. Additionally, an outdoor shower is just steps away down a private garden path. This property is an entertainer's dream; with professionally designed interiors, and a built-in Sonos speaker sound system throughout, both indoors and outdoors. A quick walk around the block puts you in the absolute center of Key West's action. Hank's, Sloppy Joe's, Mallory Square, and other hot spots are just steps away. Come experience Key West luxury at its finest!

317 Whitehead St, Key West
$6,850,000
3 Beds ⋅ 3 Baths ⋅ 617136 MLS
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. This home is perfect for entertaining on a large scale or enjoying a quiet evening. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa plus an outdoor shower between the covered and open air loggia and parking. There's plenty of space for entertaining outdoors under the palm trees. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.

103 Front St, Key West
$6,800,000
3 Beds ⋅ 4 Baths ⋅ 620553 MLS
Welcome to your private oceanfront retreat, ideally situated on a quiet cul-de-sac in the heart of Tavernier. Set on an expansive 28,705-square-foot lot, this beautifully renovated estate in 2024 offers breathtaking Atlantic Ocean views and seamless indoor-outdoor living. The open-concept floor plan is designed to showcase the spectacular water views from nearly every room, elevated ABOVE FLOOD for added peace of mind. The property features a 2-bedroom, 2.5-bath main residence and a private 1-bedroom guest suite above the garage, thoughtfully redesigned with interiors curated by acclaimed designer Kevin Gray. Top of the line finishes throughout. Outside, enjoy a stunning resort-style pool and spa, an expansive oceanfront veranda, tropical landscaping, and an exterior lift providing convenient access from the covered carport to the main entrance. For boating enthusiasts, the private dock is equipped with an elevator boat lift and a charming tiki hut, creating the ultimate Florida Keys waterfront lifestyle. Whether you're enjoying sunrise coffee overlooking the Atlantic or heading offshore for a day on the water, this exceptional estate offers luxury, comfort, and timeless coastal elegance.

197 Lowe St, Tavernier
$6,800,000
2 Beds ⋅ 2 Baths ⋅ 612034 MLS
Waterfront Trophy Investment Property & Marina located in the heart of Tavernier. Highly visible location with 250 ft. on Old Rd and Rt 1. Total of 4 parcels (Parcel ID #'s-00436050, 00436680, 00436090, 004366700) with ample parking. The Landmark Restaurant waterfront building is 9,600 sq. ft. Over 713 ft. of seawall/dockage, and has approx. 22 deep water slips with direct access to the ocean. Includes 1,114 sqft single family 2 story CBS waterfront home. (103 Harbor Dr.)

90311 Old Hwy, Tavernier
$6,799,000
2 Baths ⋅ 618896 MLS
Triton Sea Center represents one of the most compelling marina acquisition opportunities in the Florida Keys. Strategically located at 29740 Overseas Highway in Big Pine Key, this fully renovated, turnkey marina combines income-producing operations with premium waterfront real estate. Set on 1.27 acres with both canal frontage and prime highway exposure, the 50,406 sq. ft. upland parcel offers outstanding accessibility and visibility. The 14,198 sq. ft. facility includes a CBS constructed retail space and a metal boat barn designed for efficiency and durability. The marina accommodates 71 total slips: 24 interior dry racks, 22 exterior racks, 16 ground slips, 7 wet slips and room for 2 additional slips along 130' concrete seawall Operational infrastructure includes a 28,000 lb travel lift, fuel dock with six 500-gallon tanks, 5,000 lb/day commercial ice machine, walk-in cooler, offices, storage areas, and 18 dedicated parking spaces. The retail operation offers boating supplies, apparel, and convenience items, creating diversified income streams. Renovated in 2022 and maintained in mint condition, the property reflects pride of ownership and operational excellence. Suburban Commercial zoning allows for continued marina and retail operations in this high-traffic, high-visibility location. This is a rare opportunity to acquire both business and real estate in one of the most desirable boating markets in the world.

29740 Overseas Hwy, Big Pine
$6,750,000
607307 MLS
OCEANFRONT ACREAGE IN HEART OF ISLAMORADA! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by baybottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic beachfront, your oasis in paradise awaits. Nestled in the vibrant community of Upper Matecumbe Key, you have the canvas to craft your vision, with space for your main residence, a caretaker cottage, a detached guest house, a tennis court, and even a charming boardwalk leading to your very own private sandy beach. Not only does this piece of paradise offer unparalleled beauty and space, but it also boasts zoning that allows for weekly rental potential, making it a valuable investment. Seize the opportunity to make your waterfront dreams a reality in the Florida Keys. This is your chance to create a legacy estate that combines coastal luxury with the convenience of town living. Don't miss out on this once-in-a-lifetime opportunity!

82900 Old Hwy, Islamorada
$6,700,000
3 Beds ⋅ 2 Baths ⋅ 620255 MLS
BEING SOLD W/ 54 SUNSET RD! MLS#: 620256 - 2 Lots w 200' of w/ crystal clear waterfront on the Bay, ROGO Letter allows for 2 residences to be built on the property. 250' dock approved by Army Corps. Seller has included architectural plans to build dream home. Investors/builders may be able to split the 2 lots and build 2 separate homes on the Bay. 41 Sunset totally remodeled to live in while you build your dream estate/compound

41 Sunset Rd, Key Largo
$6,700,000
620256 MLS
BEING SOLD W/ 41 SUNSET RD! MLS#: 620255 - 2 Lots w 200' of w/ crystal clear waterfront on the Bay, ROGO Letter allows for 2 residences to be built on the property. 250' dock approved by Army Corps. Seller has included architectural plans to build dream home. Investors/builders may be able to split the 2 lots and build 2 separate homes on the Bay. 41 Sunset totally remodeled to live in while you build your dream estate/compound

54 Sunset Rd, Key Largo
$6,700,000
4 Beds ⋅ 5 Baths ⋅ 616619 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. Ann exceptional opportunity to create your own island legacy!

109 Columbus Dr, Islamorada
$6,500,000
620903 MLS
Once in a lifetime opportunity! This amount of frontage on US-1 in the FL Keys does not exist anymore! With flexible zoning (call for details) the Wheatons Service Center is an open canvas for investors, logistic companies, corporate entities, or even an end user who wants to take the reins of a thriving and established business. 101500 Overseas Highway is a substantial 1.79-acre commercial site with approximately 745 feet of frontage along the primary roadway serving Key Largo and the Florida Keys. The property combines an existing service building, a large paved operating area, open yard capacity and strong roadside visibility in a supply-constrained island market. Call listings agents today for further details!

101500 Overseas Hwy, Key Largo
$6,500,000
10 Beds ⋅ 9 Baths ⋅ 620838 MLS
Embrace the essence of coastal living at this extraordinary bayfront estate, where privacy, comfort, and natural beauty come together on two sun-drenched acres along Florida Bay. Graced with year-round sunsets and endless opportunities for waterfront adventures, this property offers a rare sanctuary for extended families or groups of friends seeking their own slice of paradise. Three charming dwellings rest on two separate parcels--complete with deeded baybottom--creating a truly unparalleled retreat. Beyond the gated entrance, a winding drive leads first to the Coral House, a spacious 4-bedroom, 3-bath residence currently enjoyed as a licensed vacation rental. Continue toward the shoreline and you'll find the Cottage and the Florida Bay House tucked amid mature tropical landscaping, each offering its own unique character and comfort. The Florida Bay House, originally built in 1961 and thoughtfully expanded in the early 1970s, features 3 bedrooms and 3 baths, including an upstairs primary suite with sweeping views. The Cottage, built in 1956, provides a quaint and welcoming guest retreat. The Coral House, constructed in 1992 and situated in the desirable X flood zone, adds yet another layer of versatility to this exceptional estate. Step outside to where Florida Bay stretches before you--complete with a private jetty ideal for sunning, stargazing, or simply soaking in the peaceful coastal atmosphere. A convenient boat ramp beside the jetty makes it easy to launch kayaks and paddleboards for hours of exploration on the shimmering bay. This is a rare opportunity to own a remarkable coastal haven unlike any other. Contact us today to schedule your private tour and experience the magic of this timeless bayfront escape.

95480 & 90 Overseas Hwy, Key Largo