Florida Keys Waterfront Homes, Condos, and Properties for Sale, Florida Keys Real Estate

Massive, massive, massive dock on this peninsula. This is a Boaters Dream with Unmatched Dockage!Situated on a private peninsula, this incredible property boasts over 740 feet of concrete dockage, perfect for boaters and water enthusiasts. Offering the ultimate convenience and luxury for your boating lifestyle. Whether you own a yacht or a smaller boat, theres ample space to accommodate all your watercraft.While the 5-bedroom, 5-bath concrete home is impressive, its the dockage that truly sets this property apart. Imagine hosting a yacht party, enjoying easy access to the open water, or simply relaxing on your private dock with spectacular marina views. Live on your own peninsula with over 700 feet of concrete dockage on deep water access straight out to the ocean. This magnificent Tavernier home is nestled on nearly an acre of land, this exquisite property offers a rare amount of waterfront situated on its own peninsula, providing privacy and great marina view. Gather your best friends and create your private yacht club. Live on your own peninsula! Deep water access straight out to the ocean. This magnificent Tavernier home is nestled on nearly an acre of land, this exquisite property offers a rare amount of waterfront situated on its own peninsula, providing privacy and great marina view. Imagine inviting all your friends to your yacht party on your peninsula. Deep-water access leading directly to the open ocean or easy bay access too --perfect for the avid boater or water enthusiast.This stunning concrete 5-bedroom 5 bath home is thoughtfully designed with:Main Level: Two ensuite bedrooms, two additional guest bedrooms, and two guest baths, offering ample space for family and guests.Guest Quarters: A separate one-bedroom, one-bathroom suite on the ground floor with direct

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! Fully renovated 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 56 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.

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!

Exceptional Investment Opportunity in the Lower Florida Keys!Owner and private financing are available. This is one of the very few vacation rental properties licensed for daily, weekly, or monthly rentals. Boasting an impressive occupancy rate and generating up to $400,000 annually, this property offers stress-free, passive income in Summerland Key, a premier location.Discover a rare gem in the heart of the Lower Keys! Recently remodeled to perfection, this luxurious three-bedroom beach house includes a sunroom with a palatial ocean view, currently used as a fourth bedroom. Just 20 miles from vibrant Key West, this coastal retreat features a private natural beach, breathtaking ocean views, and access to a private airport for island residents less than two blocks from the property.Dont miss this unparalleled investment opportunity!Please note that I have a personal interest in this property.

Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which drinks in the Ocean view. Interior features abound: wood cabinetry, granite, marble, and more. Double bronze doors adorn the entrance and foyer. There is a formal dining room off the kitchen. The master bedroom opens onto a porch, facing the Ocean. Soaring ceilings in the living room, with Casablanca style rotating fans. The upstairs level has a lovely deck that faces the Ocean, perfect to relax, enjoy the sunsets, and where you can see for miles and miles. Gated and fenced.

Enjoy endless ocean views with this ultra-sleek and modern 4,306 Sq. Ft. home. Exquisite indoor and outdoor living areas are complete with floor-to-ceiling windows and breathtaking ocean views. A gorgeous chefs kitchen has a custom island and top of the line appliances. The main suite retreat has a large, custom walk-in closet, private balcony and a generously sized bathroom with dual vanities, frameless shower and Jacuzzi. The remaining 4 bedrooms all have walk-in closets and en-suite bathrooms. With a private roof top deck ideal for entertaining and relaxing, a beautiful L-shaped pool, covered terrace, and private dock with direct ocean access, this home is Florida living at its finest. Photos included are of conceptual renderings of the home.

Welcome to one of Shark Keys landmark estates--a custom-built, beautiful Mediterranean-inspired home. This exclusive property offers timeless architecture, open water views, and an unparalleled island lifestyle.Nestled on the northern end of Shark Key and set back from the road for privacy, this 5,300-square-foot estate sits on a 21,075-square-foot lot with breathtaking open water views. Designed for comfort and entertaining, the home features 4 bedrooms, 4.5 bathrooms, a private office, a home theater, an elevator, a full bar, and expansive balconies and elegant terraces that invite you to take in stunning sunrises and peaceful water views.Each of the bedrooms has an ensuite bathroom and private balcony, while the primary suite boasts incredible water views. The outdoor living spaces are equally impressive, featuring a pool, hot tub and ample room for entertaining and lounging. Theres also space to add an observation dock for a flats boat.Enjoy the exclusive amenities of Shark Key, including pickleball, tennis courts and a private sandy beach. Located just minutes from Key West, yet offering a private retreat, this estate is truly one of a kind.This lovingly maintained home presents an exciting opportunity to update and make it your own while preserving its classic Mediterranean charm.Dont miss this rare offering--schedule your private showing today!

Extraordinary 6,043 Sq.Ft. waterfront home with the finest quality and finishes set in a private enclave of Buttonwood Circle. This entertainers dream home offers impressive ocean views, spacious living and dining areas and a gourmet kitchen. Highlights include a gorgeous main suite with a spacious balcony offering spectacular views and luxurious bath to be equipped with spa tub, separate shower and custom walk-in closet. Enjoy the desirable Florida indoor-outdoor lifestyle with seamless access to landscaped grounds which will include a sparkling pool and barbeque area. Featuring four additional bedrooms with ensuite bathrooms and a roof top deck ideal for entertaining, this will be a true retreat! Photos included are of renderings of the home.

Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. A recently sold $3.5M, 4000 sq. ft. home was torn down just to obtain a buildable lot on Hilton Haven. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock while overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75 by 300 bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living rooms custom hand built beamed wood cathedral ceiling and a majestic staircase. The current sunroom, converted into a dining room, features French doors that open to views of the pool and harbor. The expansive deck leads down to the lower entertaining level. The chefs kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor primary suite opens to the rear private deck and dock. Completing the first floor are the laundry room, a half-bath, a full bath, and a charming guest bedroom. The sunroom with a wet bar and bathroom provides access to the one car garage, and second staircase leading to the second-floor office with custom wood paneling, cabinetry, a full bath and deck with views of the Florida Bay and Garrison Bight. The second floor provides a bonus game room and hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. https://show.tours/e/4vNFpvG

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

Property is being sold with MLS #614841This 3 bedroom 3 bathroom home is located on Riviera canal in Key West. It sits on a 10,000+sqft lot, has a newer pool, outdoor kitchen, 24,000lb boat lift, and outdoor shower. There is plenty of parking, air-conditioned storage and large patio for outdoor entertainment. With its original cuban tile and vaulted ceilings if offers a charming old Key West vibe. **You have the opportunity to own over 20,000sqft of canal frontage in Key West with the purchase of both homes located at 3608 & 3612 Sunrise Drive.Make this a large family compound or reconfigure to one large estate. The possibilities are endless.**

3608 Sunrise Drive & 3612 Sunrise Drive are located next door to each on Riviera canal in Key West. You have the opportunity to own over 20,000sqft of canal frontage in Key West with the purchase or both homes. Make this a large family compound or reconfigure to one large estate. The possibilities are endless.See MLS#s 614840 & 614841 for more photos and property details.

Property is being sold with MLS #614840This waterfront home on a canal in Key West is ready for your creative touch! With 3 bedrooms, 2 bathrooms, a large 9794 sqft lot and there is plenty of room for the boating enthusiasts. It has a large in ground pool and outdoor fire pit area. **You have the opportunity to own over 20,000sqft of canal frontage in Key West with the purchase or both homes. Make this a large family compound or reconfigure to one large estate. The possibilities are endless.**

Modern Waterfront Retreat with Rooftop Terrace & Resort-Style Amenities:Embrace the pinnacle of coastal living in this timeless 3-bedroom, 3-bathroom waterfront retreat, where modern design meets durability. Constructed with solid concrete and a new roof completed in 2020, this residence offers the perfect balance of luxury and functionality. Floor-to-ceiling windows and French doors frame sweeping water views and bathe the open-concept interior with natural light, creating a seamless flow between indoor and outdoor living.The gourmet kitchen is designed for both everyday living and grand entertaining, featuring premium finishes including a six-burner gas range and stainless steel appliances. Hardwired electric shutters on the upper level offer convenience and peace of mind, while thoughtful design throughout the home enhances its effortless elegance. Step outside into your own private resort-style oasis. The summer kitchen features a wet bar, warming drawer, beverage fridge, and ice maker. A covered rooftop terrace provides an idyllic setting for sunset cocktails, while the professionally landscaped backyard is anchored by a custom inground pool with a tanning ledge and a Keystone gas fire pit--perfect for relaxing or entertaining. The fully fenced backyard is accessed by a classic Chicago brick driveway, enhancing both curb appeal and privacy. Boating enthusiasts will appreciate the expansive T-dock with a boat lift and ample space for additional vessels, offering direct access to both the Atlantic and the Gulf. An enclosed garage offers secure parking and storage, while the lower-level flexible space presents exciting opportunities for expansion or customization.This home is a rare blend of architectural integrity, refined finishes, and resort-inspired amenities in one of the most sought-after waterfront communities. It invites you to enjoy the Florida Keys lifestyle to its fullest--indoors and out.

Tucked away along the shimmering waters of Florida Bay, this rare bayfront estate offers a blend of privacy, comfort, and laid-back coastal living. This one-of-a-kind retreat is ideal for gathering with family and friends or simply soaking in the peace and quiet of the bay. A gated drive leads to the Cottage and the Florida Bay House, both thoughtfully nestled among swaying palms and tropical foliage. The Florida Bay House, originally built in 1961 and expanded in the early 70s, offers 3 bedrooms and 3 baths, including a spacious master suite upstairs. The cozy Cottage, dating back to 1956, serves as a charming guest house, Take in year-round sunsets from your jetty that stretches into the bay, perfect for lounging in the sun by day or stargazing at night. Launch kayaks or paddleboards from your private boat ramp and head straight into the calm, clear waters of Florida Bay for a day of boating fun. Whether youre seeking a serene family compound or a unique investment opportunity, this property is a true slice of paradise. Contact us today to schedule a private tour and experience the relaxed magic of Florida Bay living. This home can be purchased with the additonal property at 95490 Overseas Highway for a total price of $7,900,000. MLS 615010

Welcome to the ultimate tropical sanctuary in Key Largo! An extraordinary waterfront estate with two homes, spanning over 2.5 acres along Tarpon Basin. This breathtaking property offers unparalleled sunset vistas, a coral jetty framed by a lagoon, a boat ramp, lush mangroves, and a canopy of majestic mahogany trees.Green sloping land is elevated for privacy and optimal protection . The estate features two impeccably remodeled homes with high-end finishes. The main house includes three bedrooms, four elegantly appointed bathrooms, a full kitchen, and spacious living areas. The second home offers two beautifully crafted bedrooms, two luxurious bathrooms, and a full kitchen. Both homes are adorned with lavish spa-like bathrooms and hand-carved, imported Bali doors and casings.The Suburban/Commercial Zoning offers limitless investment possibilities, or a private sanctuary, a high-end vacation rental, an exclusive event venue, or a family compound. Imagine creating an oversized dream home surrounded by tropical splendor.Just 65 minutes from Miami International Airport, this one-of-a-kind estate is perfect as a peaceful hideaway, a lucrative income property, or a stunning family compound. Create your private sanctuary and embrace the essence of the Florida Keys lifestyle.

Welcome to your private tropical retreat in the heart of Islamorada, Florida Keys. This stunning gated oceanfront estate showcases unparalleled beauty with a private walk-in sandy beach, offering direct access to crystal-clear waters. Designed for both relaxation and recreation, the property features 5 spacious bedrooms, 6.5 luxurious bathrooms, a resort-style pool, a pickleball court, and a putting green, all set amidst lush, tranquil landscaping.Wake up to spectacular ocean views from nearly every room, and enjoy the serenity of your tropical surroundings. This property is offered turn-key, fully furnished and equipped, making it an ideal primary residence, second home, or lucrative vacation rental opportunity in one of the Keys most desirable locations.Your dream oceanfront lifestyle awaits in Islamorada -- where every day feels like a vacation.

$400,000 PRICE REDUCTION !! ... Welcome to Serenity Cove, a remarkable, comfortably luxurious estate set along the shores of the Florida Bay. This custom-designed property, stretching from the highway to the bay is almost 1.75 acres. It is perfect for those who value peace, relaxation, and the simple joys of what the Florida Keys has to offer.This home offers four bedrooms and four bathrooms and 110 of dock with multiple slips accommodating up to a 45 boat with 5 draft and 16k lift. This home has been thoughtfully designed with tasteful moldings, and warm, inviting finishes. The kitchen, is equipped with top-tier appliances, custom cabinetry, and a roomy island - perfect for those who love to cook and entertain. It smoothly transitions into the formal dining room, making it an ideal space for both quiet family dinners and larger celebrations.The second-floor suite, with its spacious layout, welcoming fireplace, and private balcony, is the ultimate retreat. The en-suite bathroom, has a dual vanity, a claw-foot soaking tub, and a walk-in shower, guarantees moments of relaxation.The first floor offers a smart design with separate living areas and bedrooms. The 1st floor suite includes a steam shower and a reinforced safe room that doubles as a walk-in closet. The additional two bedrooms and a den with surround sound and a wet bar are comfortably located on the opposite side of the home.Enjoy quiet moments on the covered patio or engage in lively gatherings around the spacious poolside patio, which leads directly to the sandy beach for amazing sunsets. Here, youll find ample seating, a fire pit, a Boat House and steps leading to the basin for swimming and exploring the Bays unique ecosystem.Serenity Cove is comfortably tucked away from the hustle of US1, offering a sense of privacy and security, while maintaining easy access to schools, shopping, dining that make Islamorada so desirable.

Exceptional waterfront living with amazing open water views over looking Barnes Sound. A quick jaunt to Miami yet this tropical oasis feels like youre on your own private island estate. 60 concrete dock on a protected inlet for your boats and other watercrafts . Over 4100 sq ft of living area over 3 levels in a thoughtfully laid out floor plan with elevator access, wrap around decks, plus a rooftop terrace for sunning and entertaining with jaw dropping views. 3 suite Bedrooms, Study (or 4th BR) 3.5 Baths, Exercise Room, 2 extra deep garages, an expansive screened lanai on the ground level and terraces on the 2nd & 3rd levels.

Welcome to The Islands of Islamorada, a private gated enclave of coastal luxury. Our exquisite waterfront residences feature four bedrooms and four and one-half bathrooms, designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture. Three king-sized bedrooms have en-suite bathrooms, while the fourth is a charming bunk room, perfect for family gatherings.Enjoy a state-of-the-art kitchen that flows into open-concept dining and living areas. Additional features include a powder room, ample closet space, two oceanfront balconies, and a two-car garage with electric charging. Experience maintenance-free living with potential for passive income in a safe, gated environment.The Islands of Islamorada enhances your lifestyle with 615 feet of pristine swimming beach and a private boat basin. Relax at two oceanfront pools, enjoy the oceanfront bar, or play pickleball. Golf enthusiasts can practice at the unique driving range extending into the ocean. Surrounded by lush landscaping, the community offers a variety of water activities to immerse you in the Keys lifestyle.These villas can also participate in a vacation rental program, providing a lucrative investment opportunity with a five-star hotel management company. With a dedicated concierge on-site, every desire can be fulfilled--from seaplane flights to gourmet dinners in South Beach. Discover unparalleled coastal elegance at The Islands of Islamorada, where every moment is a celebration of paradise.