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Middle Keys Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Total Listings 168
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$3,870,000
Key Colony
Misc Key Colony Beach   - MM: 53.50
4 Bed, 4 Baths, 3,616 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Exquisite Craftsmanship Meets Coastal Elegance. This custom-built four-bedroom, three-and-a-half-bath residence reflects superior craftsmanship from a builder known for exacting standards, blending refined living and open water views from multiple vantage points. The heart of the home is an expansive main living area, where living, dining, and kitchen spaces flow beneath 9-foot ceilings. French doors open to a wraparound 40x28 veranda, offering multiple spaces for entertaining, dining, and relaxing while taking in the sweeping ocean views. A thoughtfully designed kitchen features premium appliances, generous walk-in pantry, and high-end finishes. Also on this level is a bedroom with en-suite bath and a half bath for guests. An elevator provides effortless access to every floor. Elegant interior details, including 8-foot solid-core doors, crown molding, and travertine flooring, enhance the homes bright, airy ambiance. The top floor offers a private sanctuary, with the primary suite spanning the entire rear of the home. A dedicated balcony, echoing the wraparound veranda below, provides a serene retreat with breathtaking open water views. The suite includes two spacious walk-in closets and a spa-inspired bathroom. Also on this level are a guest bedroom, guest bath, laundry room, and a fourth bedroom currently used as a walk-in closet with an adjoining sitting area or office. The ground level offers practical amenities, including a two-car garage and a large storage and workshop area. Crafted for outdoor living, the backyard features a spacious covered patio, a sparkling pool, and a 60-foot seawall with T-dock. Boating amenities include a 16,000-pound lift and an additional 3,000-pound lift, perfect for a skiff or jet skis. Immediate open water access and a short 6-8 minute boat ride to the Gulf. This residence artfully combines luxurious interiors with thoughtfully designed outdoor spaces, showcasing open water views and capturing the true essence of island living.

$3,950,000
Marathon
Grassy Key   - MM: 58.90
5 Bed, 5 Baths, 3,011 SqFt Days Listed: 556
+3.95% ($150,000) 1 Price Change : Last Change 214 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Weekly rentals permitted! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor youll find the primary suite with luxurious spa bath and the option of two or three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally, SeaGlass Cove offers select upgrade options including, elevator/lift, exterior spiral staircase, summer kitchen, custom millwork and Wolf/Sub-Zero appliances. SeaGlass Cove is barefoot luxury at its best.

$3,950,000
Duck Key
Yacht Club Island   - MM: 61.00
4 Bed, 4 Baths, 3,295 SqFt Days Listed: 184
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift75ft.Concre

Welcome to your ultimate waterfront sanctuary in the heart of the Florida Keys. This stunning home in Duck Key offers a perfect blend of luxury and durability, with no detail spared in the design. Built in 2022, this home surpasses the latest building codes and is crafted to withstand the test of time. Inside, youll find a spacious living area with custom-made contemporary furniture. The Poggenpohl kitchen boasts top-of-the-line Miele appliances, including a combi speed oven, combi steam oven, induction cooktop, and a wine climate cabinet. The four bedrooms and three and one half bathrooms are fully equipped, with spa-like features such as rain showers, glass doors, and sleek Dornbracht faucets. The primary suite has its own bathtub, body shower, and private sundeck. The 35-foot high concrete rooftop offers 360-degree views of the island, canal, and ocean, perfect for sunbathing, stargazing, or hosting a party. The downstairs outdoor space is finished with AZEK(r) composite decking, making adding an outdoor kitchen to the covered area easy. Boaters will be impressed by the substantial concrete dock and pilings featuring two High-Tide boat lifts: a remarkable 40,000 lb lift alongside a 6,000 lb lift currently utilized for jet skis. The dock is also equipped with electricity and water connections, and a fish prep table. Using the roller system, you can easily access your kayaks and store all your water sports equipment in the air-conditioned garage. This modern home is designed for a lifestyle of comfort, luxury, and adventure. So why wait? Make this exclusive waterfront property your own and experience the ultimate Florida Keys lifestyle. Dont miss out on this once-in-a-lifetime opportunity. Live the dream, feel the breeze, and own a piece of paradise.

$3,999,000
Marathon
Tinglers Island   - MM: 49.50
4 Bed, 4 Baths, 3,222 SqFt Days Listed: 163
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Sprawling Sombrero Beach newly renovated retreat on an oversized lot with pool, private sandy beach and Open Water Views! Currently utilized as a successful vacation rental this home boasts loads of space and elevated amenities for a family or income-producing investment opportunity! An expansive dock allows for frequent, deep-draft boating adventures with ease, just minutes to excellent fishing and diving. Fillet your fresh catch at the convenient fillet station. Cool off after a day on the water in the in-ground pool, and enjoy a cocktail paired with stunning Sunset Views in the shade of a tiki hut from your private sandy beach! Inside, this home boasts two spacious floors with loads of room to relax and unwind. Downstairs, a generous guest bedroom and bonus room used as fourth bedroom are located just off of a sizable recreational room with access to a large covered porch and the sparkling pool beyond. Upstairs features gorgeous Open Water Views as the focal point of the open concept main living space. The newly designed kitchen features quartz counters, new cabinetry & appliances surrounded on all sides by walls of impact glass and Open Water Views, an ideal backdrop for cooking and entertaining. The well-appointed primary suite comes complete with walk-in closet, porch access, and new ensuite bathroom. An additional guest bedroom offers comfortable accommodation also with newly renovated en suite bathroom. The sprawling upstairs covered porch provides ample space for grilling and al fresco dining. Take in breathtaking views of the Open Ocean, beach, pool, and manicured yard from this breezy vantage point. Nestled on nearly half an acre, with lush tropical landscaping, this spectacular property feels tranquil and private while still just minutes to Sombrero Beach, fantastic restaurants, and grocery stores in town.

$4,175,000
Marathon
Sombrero Subdivision   - MM: 49.50
4 Bed, 4 Baths, 3,458 SqFt Days Listed: 197
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Welcome to 2010 Sombrero Beach Rd. This contemporary oceanfront luxury home awaits you. Custom construction in 2016 this concrete home offers spacious elegance with unparalleled oceanfront views and a premier location just steps from Sombrero Beach and direct Atlantic Ocean access. The property is fenced with lush tropical landscaping, heated pool and spa, covered parking and 50 of dockage. The interior is finished with exotic Brazilian quartzite, plank tiled flooring, custom cabinets, stone showers, elevator, and stainless steel appliance in a an open concept kitchen that would make any chef proud. Balconies are on each floor with open water views, as well as a rooftop deck that offers truly exceptional views. Enjoy the waterside entertaining area down by the pool when youre not out on the water. Call today for more information and to schedule your private viewing of this incredible Keys oasis.

$4,195,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 3,600 SqFt Days Listed: 325
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

This beautiful home and adjacent lot are located on prestigious Coury Drive, a hidden enclave in Key Colony Beach! Nestled at the end of the canal, the home was specifically designed to take advantage of the breathtaking views straight up the long canal. A second or connected home can be built on the neighboring lot, which also has canal views.From the moment you arrive, you will appreciate the casual elegance of the home. Natural stone floors in a soft, neutral tone flow seamlessly throughout the house. High-end and thoughtful finishes are exquisitely appointed. The open floor plan with large glass doors provides an abundance of natural light, serene views, and easy indoor/outdoor living. The beautiful end-of-canal views grab your attention from the main living areas, primary bedroom and guest room, and the spacious wrap-around balconies. Perfect for your peaceful enjoyment or entertaining guests.The private backyard oasis offers another favorite spot for relaxation and fun with a large lap pool, hot tub, lanai and dock for your boat!Enjoy 3600 SF of well-appointed living space in addition to a generous 5000 SF of outdoor living space between the 2 open balconies and lanai. This does not include first-floor fully tiled enclosed area or garages.In 2007, the owner spared no expense building the home. Intentionally selecting the finest materials and workmanship and engineered the home for safety and beauty. For safety, the house comes with a concrete roof and walls, epoxy-coated rebar, impact glass, and an on-demand propane generator. For beauty, details include matched natural stone floors throughout, solid core doors, rounded walls, and more. See attachment for Property Highlights. The home has a good rental income history. Both Parcel IDs 00079872-006200 and ID 00079872-006100 to be sold together. Lot square footage is both parcels combined. Come take a look...you will be happy you did

$4,245,000
Duck Key
Plantation Island   - MM: 61.00
4 Bed, 4 Baths, 2,519 SqFt Days Listed: 38
-4.50% ($200,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 71ft.Concrete

Fully Renovated Oceanfront Home in Duck KeyThis stunning, completely remodeled oceanfront 4 bedroom 4 bath home offers luxury living in the heart of Duck Key. Recent upgrades include a brand-new sparkling swimming pool, privacy wall, and electric roll-down shutters for added convenience. Designed with a Coastal Chic aesthetic, the home features light, airy tones of whites, soft blues, and sandy neutrals that blend beautifully with the seascape. The main living room balcony offers panoramic views of the coast, perfect for relaxing and enjoying the scenery.Inside, the open-concept floor plan includes two en-suite bedrooms and the main living area on the upper level. The chefs kitchen is equipped with top-of-the-line appliances, and the formal dining room is ideal for both intimate meals and family gatherings. The cozy living room boasts a wall of glass showcasing breathtaking ocean views, with a decorative fireplace as the centerpiece. Each bathroom is a work of art, featuring modern finishes throughout.The master suite, located on the lower floor, offers a tranquil retreat with direct pool access and a luxurious en-suite bath. The lower level also includes a guest bedroom, laundry room, and a one-car garage.The property is fully enclosed by a privacy wall for ultimate seclusion. The covered patio, complete with a low-maintenance pool deck, grill area, and artificial lawn, is perfect for entertaining.A newly installed seawall provides robust protection from storms, ensuring peace of mind. Just a short kayak ride from your private dock, explore the pristine shallows of Toms Harbor Island or relax on the white sandy beach at Duck Keys Breakwater (best at low tide). SELLER FINANCING offered below market rates with respectable down payment.Duck Key is a golf-cart-friendly island with access to the exclusive Club Duck Key, an optional private club offering social and wellness amenities. B&BATVAI

$4,499,000
Marathon
Woodburns Subdivision   - MM: 49.50
3 Bed, 3 Baths, 2,428 SqFt Days Listed: 124
-19.16% ($1,066,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage90ft.

Private Waterfront Estate in the Florida KeysThis gated, one-acre estate offers the ultimate blend of privacy, nature, and waterfront living in the heart of the Florida Keys. Nestled among lush, mature tropical landscaping, the property feels like a secluded island retreat. As you pass through the gates, you are welcomed by a beautifully manicured paradise with a coral-cut shoreline, a firepit at the waters edge, and panoramic sunset views over the open water. Just offshore, two small uninhabited islands provide a unique opportunity for exploration.The 3-bedroom, 3-bathroom home is designed for comfort and indoor-outdoor living, with an open concept living room, kitchen, and dining area that seamlessly flows into multiple outdoor living spaces. The upper level includes two spacious bedrooms and two bathrooms, while the conforming lower level offers an additional bedroom, bath, sitting area, and a separate entrance--perfect for guests or an in-law suite. A tool/storage room on the ground floor adds to the convenience of this beautiful estate. The wraparound balcony that surrounds the entire home includes several screened-in areas, enhancing the flow of indoor-outdoor living.Updated with a new metal roof in 2024, the home features stainless steel appliances and breathtaking water views. The property boasts approximately 520 feet of shoreline and a custom dock, including an 84-foot by 4-foot dock with a 21-foot by 8-foot extension and a double floating dock for two jet skis--perfect for boating enthusiasts. Covered parking for four cars is available under the elevated home, with additional parking along the entrance way leading to a circular driveway.Set on three originally platted lots (12, 13, and 14), the property offers the flexibility to separate, redevelop, or keep as a private compound. Located just a short walk from fine dining, shopping, and more, this rare waterfront offering combines serenity, convenience, and endless possibilities.

$4,500,000
Key Colony
Key Colony Point   - MM: 53.50
5 Bed, 5 Baths, 3,580 SqFt Days Listed: 250
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: 70ft.

Experience tranquility just steps from the water in this luxurious 5-bedroom, 4-bathroom waterfront residence. Combining high-end finishes with comfort, this home boasts designer marble accents, hurricane impact windows, a metal roof for added durability, and 100% concrete block construction.Enjoy high ceilings, Italian-crafted cabinets, and natural wood floors throughout. The property also features a private gym, a 70-foot wooden T-dock, and a modern pool (10x28 ft, 5 ft deep) with a wraparound bench--perfect for family gatherings.Key Colony Beachs unique weekly rental policy makes this home an excellent short-term rental investment. With owner financing available, owning this home is more accessible than ever. The community offers tennis and pickleball courts, a golf course, and a private beach. A nearby boat ramp and private airport make it ideal for vacationers seeking easy access by land, sea, or air. Additional conveniences include a nearby supermarket, local dining, a church, and the communitys own police station.Spend your days boating, exploring nearby sandbars like Grassy Key, or enjoying some of the best fishing and reef access in the area. With stunning waterfront and sunset views, this home captures the essence of relaxed island living.Key Features:Travertine flooring throughoutCustom solid wood doors from SpainItalian-crafted kitchen cabinetryThermador appliancesAll impact windows10x6 pivot doorMetal roof for durabilityThis one-of-a-kind residence offers luxury, comfort, and a strong investment opportunity in prestigious Key Colony Beach. Act now to add your personal touches and make this dream home your own.

$4,650,000
Duck Key
Plantation Island   - MM: 61.00
3 Bed, 3 Baths, 1,923 SqFt Days Listed: 62
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift72ft.

Welcome to your dream coastal retreat on Duck Key, where stunning ocean views and island living come together in perfect harmony. This beautifully designed 3-bedroom, 3-bath oceanfront concrete home by DAsign Source blends timeless elegance with modern comfort, featuring soft earth tones, quality finishes, and panoramic views of the turquoise coastline.Inside, youll find a spacious chefs kitchen, ideal for entertaining, along with a smart split floor plan--with two bedrooms enjoying direct ocean views. The expansive primary suite includes a luxurious en-suite bathroom with designer tile, dual vanities, custom cabinetry, and a built-in makeup station.Step outside to your private paradise: a custom oceanfront pool deck with a generous covered patio--perfect for relaxing after a day on the water. The 25,000 lb. boat lift and seawall provide effortless access to the open ocean, with no fixed bridges in sight. You wont find a more beautiful place to paddle board and kayak off your dock. Additional highlights include:A screened-in balcony with electric shutters,Two large storage rooms and an L-shaped two-car garage,Ample outdoor parking and a wide driveway,Located on a golf cart-friendly island with access to restaurants, bars, shops, and social clubs.Whether you love fishing, boating, or simply soaking in breathtaking sunsets, Duck Key offers an unbeatable waterfront lifestyle. Surrounded by crystal-clear waters and shallow sandbars teeming with marine life, this home is not just a place to live--its a place to thrive.Just bring your toothbrush and bathing suit, this home is being offered furnished and turn key.Schedule your private showing today and experience the best of Duck Key living.

$4,999,000
Marathon
Crains Subdivision   - MM: 58.00
3 Bed, 3 Baths, 4,000 SqFt Days Listed: 188
-15.98% ($951,000) 2 Price Changes : Last Change 27 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin

Nestled on a secluded 2-acre lot in Grassy Key, Marathon, this gated waterfront estate boasts 5,220 sq. ft. and is highlighted with a ton of amenities including two docks, 4 post boat lift, private sandy beach and an infinity-edge elevated pool blending seamlessly with the gulf and featuring a built-in table and chairs for relaxing or entertaining. Expansive covered areas by the pool offer shaded spots for lounging and has direct access to the living areas. Double entry doors with intricate carved wood details welcome you into a light-filled home. The open-concept living area is graced by large windows and sliding glass doors that frame panoramic views and create a seamless connection between indoors and outdoors. A striking marble fireplace serves as the focal point. Every element of this home reflects thoughtful design, from the impact-rated doors and windows, in-house elevator plus marble floors, exquisite cabinetry, and refined finishes enhancing the homes timeless appeal. The main kitchen is a chefs delight, featuring granite countertops, two wine coolers, and abundant cabinetry. A cozy dining nook encased in windows offers stunning gulf views, creating the perfect setting for every meal. The primary suite is a sanctuary of luxury, featuring panoramic gulf views, a two-sided fireplace, and direct access to the pool. The en-suite bathroom offers a private sauna, jetted tub, walk-in shower, and makeup counter, creating a spa-like retreat. The guest quarters are designed for comfort and independence, offering a morning kitchen and two guest suites. Each suite includes its own en-suite bathroom and generous closet space, ensuring privacy and convenience for visitors. The large office can also serve as a 4th Bedroom. Additional amenities include a home theater room complete with reclining seats and bar plus an oversized 3-car garage with lift.

$5,245,000
Long Key
Long Key Ocean Bay Colony   - MM: 66.00
7 Bed, 7 Baths, 7,941 SqFt Days Listed: 73
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Costal Elegance - Live the Dream in this Resort Style, Luxurious Beachfront, Pool Home. Wake up to stunning sunrises with Spectacular Oceanfront Views! 100 ft. of Private Sandy Beach. The sprawling indoor and outdoor spaces provide the perfect setting for large gatherings and entertaining. Gourmet Kitchen with double ovens. 15 mins. from the best dinning and shopping options. Seabird Marina is only 3.5 miles away. More than just a home, its a lifestyle. Let this piece of paradise be yours and experience the ultimate private retreat. Owner is Agent.

$5,499,000
Duck Key
Harbour Island   - MM: 61.00
3 Bed, 3 Baths, 2,780 SqFt Days Listed: 362
-26.67% ($2,000,000) 3 Price Changes : Last Change 28 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Nestled on a lushly landscaped, gated point lot, this elegant Oceanfront Duck Key Estate epitomizes resort-style seaside living. Offering sprawling dockage with enviable boating, custom 2021 pool, and sandy beach, your ideal Florida Keys lifestyle awaits! Built in 2020, every detail has been considered in this intuitively designed retreat; with expertly curated aesthetics blending relaxed sophistication with the surrounding turquoise waters, beckoning the outdoors in. Upon entry, the massive great room boasts cathedral tongue and groove ceilings and sweeping views of Toms Harbour. Entertain for the masses with a breezy open concept floor plan and an expertly-appointed Chefs Kitchen in the heart of the home. Premium Viking appliances, granite countertops, custom cabinetry, and sprawling island with seating allows for cultivating culinary masterpieces with ease. Wake to endless turquoise water views in the primary suite, which features private balcony, hidden TV lift, custom walk-in closet, and opulent en suite bath with dolomite stone shower. Visitors will enjoy elevated accommodation in either of two generous guest bedrooms, also complete with Ocean Views! Additional interior upgrades include a multi-use laundry room with office and pantry space, and two climate-controlled attics. Built to withstand the elements with impact resistant doors and windows. Enjoy year-round alfresco living from an expansive covered veranda. Downstairs, this exceptional property caters to outdoor entertaining with a backyard oasis complete with in-ground, concrete, saltwater pool and spa with heater, chiller, and custom lighting. Steps from the pool, a dock with 20K and 10K lifts, allows for frequent boating. This unparalleled property also offers a sandy beach, private lagoon, and low-maintenance turf yard. Providing abundant privacy and incomparable Sunrises and Sunsets, this exquisite coastal estate offers a refined Florida Keys lifestyle where relaxation meets luxury.

$5,500,000
Marathon
Fat Deer Key   - MM: 53.00
10 Bed, 10 Baths, 6,128 SqFt Days Listed: 82
Multi-Units - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Live and/or work in this RARE 100 of waterfront re-development opportunity with DEEP WATER DOCKAGE APPROVED! 200 HIGHWAY FRONTAGE! Huge 74,890 SQ FT site with an ACTIVE Conditional Use PERMIT for 10 unit and 4 affordable staff group home units, price INCLUDES 6 MARKET RATE TBRs, which could be sold off separately if desired. This MIXED USE ZONING has many commercial-residential possibilities...for example: could go to 10 market rate units on site, or higher density with affordable housing, or boutique HOTEL if you bring transient rights, etc. Includes a two-story raised CBS 6,128 SQ FT building that could be used in so many different ways, includes 2,340 SQ FT of extra outdoor porches. This would make an amazing live-work setup, or re-hab the huge building into whatever your imagination could create. BEST LOCATION near Vaca Cut for easy Ocean-Bay access, easy airport access, SHORT-TERM RENTAL FRIENDLY! Contact Peter and Ewa Schwarz for more info and a private viewing of this amazing opportunity to get into THE KEYS LIFESTYLE...live, work, business, family compound...you can do it all right here on the water!

$5,798,000
Marathon
Woodburns Subdivision   - MM: 49.50
4 Bed, 4 Baths, 3,212 SqFt Days Listed: 124
-19.07% ($1,366,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage92ft.

Two Waterfront Homes on Four Open Water Gulf-Front Lots - A Rare Opportunity1401 51st St & 1235 51st Gulf St, Marathon, FL 33050, are being sold together as a unique waterfront compound offering breathtaking open water views, privacy, and endless possibilities. This package includes two stilted homes totaling four bedrooms, four bathrooms, and a guest suite and more, along with a newly built three-bay garage featuring two hydraulic car lifts and a 42-foot-long bay within a 1,211 sq. ft. concrete bunker constructed in 2015.Situated on over 55,000 square feet of uplands, the property provides ample space for a private estate, rental investment, or development opportunity. It is not on SFA, and building rights are available for purchase if expansion is desired. A deep-water dock is already in place, with approximately 575 feet of shoreline offering additional dockage potential.This gated and fully fenced compound is surrounded by lush, mature tropical landscaping, creating an unparalleled sense of seclusion. Motorized drive-through gates on both ends provide access to a beautifully maintained property featuring meandering pathways, a coral-cut shoreline, and a firepit at the waters edge. Two small uninhabited islands just offshore add to the unique charm of this exceptional retreat.Located in the heart of Marathon, this property combines privacy, convenience, and direct boating access. Whether you are looking for a private family compound, an income-producing investment, or a coastal sanctuary, this offering is truly one of a kind. See properties listed separately in mls#613880 and mls#613879

$5,800,000
Marathon
Sombrero Isle   - MM: 49.50
7 Bed, 7 Baths, 8,306 SqFt Days Listed: 284
-31.76% ($2,700,000) 2 Price Changes : Last Change 45 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Basin,Boat

Welcome to your private paradise on prestigious Sombrero Isle with NEW PRICE ADJUSTMENT on vacant lot! The waterfront adjacent vacant lot is now available at $1.7M, no interest for 2 years, $10K a month principle payment on lot. This luxurious 1.5-acre, resort-style estate on 3 platted lots boasts 500 feet of prime water frontage, offering endless possibilities: preserve as a private oasis, subdivide, or build an additional home. With immediate access to the Atlantic Ocean, this estate is perfect for fishing, diving, and boating. The private concrete boat basin accommodates vessels up to 60 ft., with a newly installed 28,000-pound boat lift and 10,000-pound jet ski lift, making it a boaters dream.The open and airy interior features vaulted ceilings, spacious hallways, and natural light throughout. Nearly every room offers stunning water views. With 7 bedrooms and 7 bathrooms, the home is perfect for hosting guests or generating substantial vacation rental income.Outdoors, enjoy the newly renovated saltwater pool and spa, lighted tennis court, peaceful palm grove, and lush tropical landscaping. A modern in-house gym and private guest quarters add convenience and luxury.Designed for security and self-sufficiency, the home features hurricane-rated windows and doors, a whole-house generator, a large cistern, and a state-of-the-art ADT security system.Located just one block from Sombrero Beach, this estate offers the perfect blend of tranquility and accessibility. With Marathon Airport only minutes away, you can easily fly into this tropical paradise or enjoy a scenic drive along the iconic Overseas Highway. This premier estate embodies the best of the Florida Keys lifestyle, combining modern amenities, timeless elegance, and an unbeatable location. Dont miss this rare opportunity to own a piece of paradise with this one-of-a-kind sanctuary.

$5,995,000
Marathon
Sombrero Isle   - MM: 49.50
4 Bed, 4 Baths, 4,948 SqFt Days Listed: 271
-7.76% ($504,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift86ft.

Welcome to Casa De Artista, a one-of-a-kind luxury estate located in the exclusive enclave of Sombrero Isle. Set on over an acre of pristine land, this exceptional property offers an unparalleled opportunity to experience the ultimate in Keys living. With just 27 homes on the island, privacy and seclusion are guaranteed, yet youre only one block from the renowned Sombrero Beach.Boasting an incredible 415 feet of waterfront, this estate was extensively remodeled by DAsign Source in 2016 and feels like new. The property offers a wealth of luxurious amenities, including a sparkling pool and spa, sandy beach, deep-water dockage, and a detached artist studio--all surrounded by lush, manicured grounds filled with exotic palm trees.For boating enthusiasts, the estate features two boat lifts (24K and 5K) and an 86-foot dock, providing easy access to the Keys world-class fishing and diving spots. The main house offers 4 bedrooms and 3.5 baths total 4,649 sqft, with a beautifully crafted tongue-and-groove ceiling spanning the open-plan living and dining areas. The chefs kitchen is a true culinary haven, featuring high-end appliances, dual wine refrigerators, and double islands.Step outside through glass sliding doors into an outdoor living space designed for entertaining, complete with a built-in grill and beverage coolers. The detached artist studio is 299 sqft with its own half bath is an ideal retreat for creative pursuits or relaxation.Additional features include a massive 5,176-square-foot garage and storage area, perfect for accommodating all your toys and equipment. Floorplan is included in the photos to show layout. Located just 10 minutes from Marathon Airport and offering weekly rental potential, Casa De Artista epitomizes Florida Keys ultra-luxury living.Dont miss this rare opportunity to own a trophy property on Sombrero Isle!Video tour https://tinyurl.com/114Calle

$6,199,000
Duck Key
Plantation Island   - MM: 61.00
4 Bed, 4 Baths, 3,072 SqFt Days Listed: 73
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Davit Pads162

Nestled on the ocean, this exceptional estate on Plantation Island in Duck Key presents an extraordinary opportunity to own a piece of paradise. Located on an expansive double lot, the property offers a rare chance to create a custom oceanfront compound with ultimate privacy. With 162 feet of concrete seawall and protected dockage for multiple vessels, its an ideal setting for boating enthusiasts and those seeking an unparalleled waterfront lifestyle. Designed with timeless elegance, the residence features solid concrete construction, newly installed impact windows and doors, and sweeping ocean views from nearly every room. The freshly painted exterior blends seamlessly with the natural surroundings, while the coastal-inspired interior offers relaxed yet refined living. This home provides the perfect canvas to elevate your vision of luxury living in the Florida Keys. Upon entering, you are greeted by a breathtaking open-concept living space, where walls of glass invite abundant natural light. A striking coral rock accent wall, a hallmark of Florida Keys beauty, creates a sophisticated focal point in the living room. The seamless flow between the living, dining, and kitchen areas fosters an inviting space for entertaining and relaxing. The gourmet kitchen, equipped with top-of-the-line appliances, is both a culinary haven and a place to gather, while the crushed shell travertine floors add an organic touch throughout the home. The residence includes four ensuite bedrooms upstairs, two of which offer direct ocean views, and an additional full bathroom on the main living level. Notable exterior features include a built-in jacuzzi with a wraparound deck, a concrete bait house, and a tiki hut. The expansive double lot offers unlimited potential for future development. With ample space for expansion, you can design a resort-style pool, private pickleball court, putting green, or additional structures to suit your lifestyle for creating a one-of-a-kind oceanfront estate.

$6,700,000
Marathon
Sunrise Isle   - MM: 50.00
5 Bed, 5 Baths, 3,415 SqFt Days Listed: 229
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift106ft.Concr

Nestled on the exclusive, gated island of Sunrise Isles in Marathon, Florida Keys, this magnificent new construction oceanfront estate redefines luxury living. With only 20 residences on this private island, youll experience a rare blend of privacy and community, surrounded by the serene beauty of the Keys. This exquisite 5-bedroom, 4-bathroom residence spans 3,415 square feet of meticulously crafted living space, designed to capture stunning ocean views from every angle.Set on over 20,000 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 ideal for boating enthusiasts seeking convenient, safe access to open waters. The open-concept 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.Outdoor amenities include a resort-style pool with water features and a relaxing jacuzzi, creating a true island oasis for entertaining or unwinding. Each bedroom is designed with an en-suite bathroom for the utmost privacy, while the primary suite serves as a luxurious retreat with panoramic views, a spa-inspired bathroom, and a custom walk-in closet.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 Marathon Airport private airstrip within a few miles of the home. Dont miss the rare opportunity to own your piece of paradise in the beautiful Florida KeysModel home available for preview showings. Take advantage and choose your finishes and decors prior to completion. Seldom are new construction residences offered in the Florida Keys, reach out for a private model home tour and additional details.

$8,499,000
Key Colony
Coury Subdivision   - MM: 53.50
4 Bed, 4 Baths, 4,888 SqFt Days Listed: 77
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Located within exclusive Key Colony Beach, nestled on a lushly landscaped, oversized lot, lies a stunning Oceanfront estate of unrivaled opulence. Boasting in-ground saltwater pool and spa, private sandy beach, firepit, built-in outdoor kitchen, and sprawling composite dock with 40K boat lift, this home caters to elevated Florida Keys living, and the 13,659 Sq. Ft. manicured lot across the street is also included in the sale where you can add a guest house or 2nd home. Enter through soaring glass doors into an elegant foyer, where turquoise Ocean Views are the focal point of the courtyard in the heart of the home. In the South wing, a gorgeous Great Room features access to both the courtyard and a covered veranda, boasting views of the grounds, pool, and Open Water. A well-appointed wet bar, complete with refrigerator and wine cooler, lends itself to entertaining. In the North wing, the showstopping Chefs Kitchen, with premium appliances, including gas range, and large island with storage and seating, is designed for hosting memorable gatherings. Visitors will enjoy superior accommodation in either the downstairs guest suite, or either of two upstairs en suite guest bedrooms. Retire to a palatial primary suite, with large walk-in closet with laundry, luxurious en suite, sitting area, and built-in wet bar, provided abundant privacy in the upstairs South wing. Wake up to magnificent Ocean Views and enjoy morning coffee on the private primary balcony. Outside, host memorable events in the lush backyard oasis. Lounge poolside on the sun deck or beachside in a shaded hammock. Grill up your fresh catch and enjoy sunset cocktails from the well-appointed, built-in outdoor kitchen, and cozy up by the firepit under a blanket of stars, to enjoy balmy ocean breezes. This spectacular property is designed for resort-style living, situated in sought-after Key Colony, boasting incomparable community amenities and with convenient proximity to delectable dining and stores in town

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-28-2025.
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