Florida Keys Homes For Sale on the Ocean Side of the Island. Oceanfront Homes

SPECTACULAR ! CBS Waterfront Estate Home. 4/3.5. This Luxurious Property has the potential for one upper main living areas as well as two separate lower units. Two Boatlifts, 60 sq. ft. of dockage. Roof Top Gazebo & Hot Tub w/ Direct Ocean Views. The Kitchens Boasts Stainless Steel Appliances, Granite Counter Tops. Plenty of room for a Pool, Storage, Gym, Playroom & Water Toys. Covered Fish Station, High Capacity Ice Machine. Fishermens Dream House w/ Direct Ocean Access.. Lush Tropical Landscaping & Fire Pit. Owner is also selling his 33 Custom made Offshore Express Grady White with Tuna Tower & Jet ski. Islamorada Pool Architectural Design & Plans already completed & ready to build. Centrally located near Shopping, School & Restaurants. Close to John Pennekamp Coral Reef State Park. This is a must see!!!

Guaranteed to impress! You will not find another one like this solid, custom-built, fully furnished, waterfront island home located on crystal-clear waters filled with tropical fish. From the moment you enter this large, luxury, British West Indies Island inspired home thru the custom 8ft solid mahogany arched double doors into a stunning foyer, you will fall in love. Custom details are everywhere. Look for dolphins, manatees, and sea turtles from you wrap-around porches which offer AMAZING WIDE WATER ocean and bay views and spectacular sunsets. 4 bedrooms each with its own full bath, and a beautiful, professionally designed chefs kitchen with quartz countertops, mother-of-pearl backsplash, induction cooktop, fully vented stainless-steel hood, double Wolf wall ovens, counter-depth frig, and custom Shaker style cabinetry. Boat dockage directly behind the house with easy access to the Atlantic Ocean and the Gulf of Mexico with NO bridges, owner kept his 36ft inboard sportfish boat there for quick runs directly to the Dry Tortugas, also has its own boat ramp! Private master suite and office space boasts a spectacular 180-degree view of the bay and ocean from its private deck. Relax and entertain with a 120 Inch motorized drop-down Movie Theater System with an 11-speaker, ATMOS surround sound audio system. Spacious lot with plenty of room for parking multiple vehicles AND a spot for an RV/Boat/trailer parking. Parking under house includes Tesla/EV vehicle charging station installed and a large storage room for your tools, bait and tackle, plus room for a pool. Just bring your toothbrush... this gorgeous island home is move in ready!

Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys. Welcome to Fandango, a highly successful transient (daily-weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat. Featuring an adjacent oceanfront parcel with a private beach, kayaks, and a floating dock for fishing or docking boats up to 24 feet, this property provides everything needed for fun and relaxation. Outdoors, enjoy a sparkling swimming pool, soothing hot tub, tropical landscaping with coconut palms and banana trees, and a screened-in porch for al fresco dining. Inside, the open floor plan includes four king bedrooms and a fifth bedroom with a queen and single bed, smart TVs, and updated appliances. Centrally located at MM21.5, Fandango is just 20 minutes from Key West, 10 minutes from Big Pine Key, and 15 minutes from Bahia Honda State Park, with dining options nearby, including a 5-star restaurant within a mile. This property is offered fully furnished and equipped, including bookings into 2025 and 9-years average income of $160+k. Professional property management is in place, ensuring both secure investment returns and worry-free family vacations. This low-maintenance, turn-key home offers the rare opportunity to own one of the few legally licensed short-term rentals in the Lower Keys. And Seller Financing is possible! Owning a vacation rental property means youre not just paying for vacations--youre building equity and unlocking financial benefits, all while eliminating the scramble for accommodations every trip. Show up, relax, and let your investment work for you.

Elevated concrete home with enclosed aircraft and hangar below. Largest parcel of land on Summerland Key airport, surrounded by concrete privacy wall and lush landscaping. A true piece of paradise with a private runway in your front yard and a Dock with boat lift in the back - minutes from world-class diving and fishing.

Experience the ultimate in Calusa Island living, where breathtaking ocean views, world-class boating, and a laid-back island vibe create the perfect escape. This stunning three-story, 3-bedroom, 3-bathroom custom-built ocean front home offers unmatched luxury and comfort, designed for those who appreciate waterfront living at its finest. Built in 2017 and located in a sought-after gated community, this home is being sold fully furnished and turn-key, making it ideal as a primary residence, vacation retreat, or income-generating rental. As one of the few properties in Key Largo permitting short-term rentals with a minimum of just two days, this is a rare and lucrative investment opportunity in the Florida Keys.This home features three stories of waterfront luxury, offering ocean views from every level. A private interior elevator provides effortless access to all floors, ensuring convenience and comfort. The outdoor entertainment area boasts a covered kitchen with stylish furnishings, perfect for hosting or unwinding by the water. For boating enthusiasts, two boat lifts accommodate vessels up to 28ft on the lift and 35ft on the water next to the lift, making it a true boaters dream.Top-of-the-line upgrades include impact windows and doors for ultimate storm protection, high-end stainless steel appliances, quartz countertops, and a Bluetooth interior/exterior sound system that enhances the homes modern elegance.Live the Calusa Island lifestyle, where you can spend your days fishing, boating, paddleboarding, or simply enjoying spectacular sunsets over the ocean. With its rare short-term rental potential, this home is not only a private paradise but also a highly lucrative investment.This is a must-see to truly appreciate. Call today for a private tour of this oceanfront gem!

Wonderful Cudjoe Gardens property! High quality concrete construction and custom metal roof. This 3 bed 2 bathroom home has large, open living and wonderful outdoor living space- complete with pool, tiki and firepit. Exceptional boating- the 100 concrete dock is set up for 2 boats- with a 20,000 lb lift and davits rated to 10,000 lbs. Enjoy easy boating access to world class fishing and diving hotpots nearby!!! Enjoy backcountry sand bars and even bar hopping from your private dock. Cudjoe Gardens community has an optional homeowner association, A full service marina, boat ramp, marina store and restaurant. Just 25 minutes to Key West.

Beautiful open water 5 bedroom 4 bathroom South Point Sugarloaf Key dream home. Very well laid out for an array of guests or family to gather with a split floor plan including a large master suite with a wall of windows to wake up each morning to the turquoise water of the Florida Keys. Enjoy wall to wall stunning open water views, there are so many areas to bask in this waterfront delight. The 12,500 sq. ft. lot offers an endless array of possibilities for outdoor play or the addition of a pool. The 120 ft. concrete seawall with davits is a boaters delight for great and easy access to world class fishing, diving or lounging at the famous sandbars. The elevated home allows for the entire lower level to be another outdoor lounge and entertainment area. There are two large storage areas to store all your toys and gear as well as plenty of room for parking.Enjoy the magic of peaceful waterfront living in one of the Lower Keys most coveted neighborhoods and also just a 15 minute drive from Key West. Schedule your private showing today, in person or with a live video showing.

Discover the ultimate Florida Keys retreat at this stunning waterfront estate in Key Colony Beach. This 5 bedroom, 3 bathroom home blends tropical elegance with modern luxury, offering an unparalleled coastal lifestyle.A lushly landscaped entrance welcomes you to an open-concept living space with soaring ceilings, large windows, and seamless indoor-outdoor flow. The gourmet kitchen boasts stainless steel appliances, custom cabinetry, and a spacious island, perfect for entertaining.Step outside to your private paradise featuring a resort-style pool, spa, and expansive patio surrounded by lush greenery. A private dock with deepwater access makes this a boaters dream, providing quick access to the Atlantic and Gulf.The primary suite offers a spa-like en-suite bath, while spacious guest rooms ensure comfort for family and friends. Additional amenities include a two-car garage, high-end finishes, and a prime location near pristine, dining, and world-class fishing.Whether as a primary residence, vacation home, or investment, this waterfront oasis delivers the best of the Florida Keys lifestyle.

This Beautiful Oceanfront Home in Cudjoe Key has undergone a full renovation and awaits its new owner! All new impact doors and windows, new AC, new flooring throughout and a stunning custom kitchen with granite countertops and stainless steel appliances are a few of the many updates in this amazing renovation .Offering Four generous size bedrooms with Three full bathrooms, it can easily accommodate a large family.The open floor plan of the living and dining room with massive cathedral ceilings , showcase this homes coastal character. Three sliders face the unmatched ocean view , and open to let the ocean breeze flow through the house. Step out on the 500sf covered porch to enjoy the indoor outdoor living and entertaining with breathtaking panoramic Oceanfront views.This spacious Oceanfront four bedroom home is being sold with the adjacent parcel, for a total 13,979 sf lot.and with the Best views in Cudjoe Bay, and plenty of room to add a pool, pool house, and garage, the options are truly endless. Do not miss this great opportunity, this is a one of a kind home. Call now to schedule your private tour.

Your Dream Waterfront Oasis Awaits!vWelcome to this extraordinary custom-built waterfront home located on Exuma Rd in the serene Ocean Isle Estates. This stunning residence harmoniously combines luxury and comfort, perfectly poised to embrace the refreshing ocean breezes and breathtaking water views all year round.As you step through the grand entrance, youll be greeted by a spacious garage and an inviting first-floor guest suite, complete with its own private screened-in porch--ideal for morning coffee or evening relaxation. Take a leisurely stroll through the elegant pass-through to the poolside area and spa, where you can unwind and soak up the sun.Ascend the exquisite interior marble staircase, adorned with a unique rock-lined wall that leads you to the heart of the home--the magnificent great room. Here, youll be captivated by the meticulous attention to detail, featuring tray ceilings, crown molding, and stunning travertine marble that elevate every corner of this residence.The gourmet kitchen is a chefs delight, boasting custom hardwood cabinets, stylish lighting, a wine chiller, luxurious granite countertops, and top-of-the-line stainless steel appliances. Its a perfect setting for preparing culinary masterpieces or entertaining friends and family.With direct and easy access to the ocean, your aquatic adventures are just steps away! Enjoy the tranquility of the neighborhood, with a fantastic local restaurant and marina just a stones throw from your doorstep. This home is conveniently located near Miami, making it an ideal retreat while remaining close to the vibrant keys life. Dont miss this incredible opportunity to own a slice of paradise at an unbeatable price! Schedule your private tour today and feel the magic of waterfront living!

YOUR ULTIMATE KEYS GETAWAY... has just been found!!! Welcome to Paradise Point, Like-New, Built in 2023, this solid CBS waterfront home is in the new subdivision of Coco Plum Estates. This contemporary OPEN CONCEPT layout, 4 bedroom /3 bath home, boasts LARGE Main suite with walk-in closet & a huge walk-in custom shower w/ floor to ceiling tile & glass shower enclosure. Enjoy a split floor plan between the main bedroom & guest bedrooms. There is a second master with an ensuite bath & its own private exit off the back porch. Two spacious guests rooms share a large jack & jill bathroom w/ tiled shower & glass shower enclosures. The living, dining & kitchen area was designed to flow perfectly for easy entertaining while spending time with family & friends. Convenient coffee bar & wine cooler in kitchen. Impact doors lead to the spacious outdoor porch area that overlooks the dock & pool areas. Take the stairs down to the backyard that has been thoughtfully laid out for a relaxing day of sunning or watching a game pool side or just playing ping pong or one of the many family games. Refrigerator, sink w/ water, bait freezer & cabinets make it easy for you to BBQ your fresh catch w/out running back and forth upstairs. The massive storage enclosure is ideal for storing all your fishing and dive gear. Property could be used as a vacation rental but is not currently being rented. Home conveys fully furnished, turn key. Located in Coco Plum Estates, one of Marathons new luxury waterfront communities in Coco Plum, the boating access is fantastic w/ less than 10 minutes to the OCEAN & quick access to the Gulf via Vaca Cut. The Homes on this street are all 2+ million. This home will not last... NEWER construction CBS home, metal roof, built to last, located on a desirable street, close to the ocean, Coco Plum beach, walking/bike paths & all the best shops and restaurants. Active boat lift permit on hand (20K Lbs) if a buyer wishes to continue project post-closing.

Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with the added benefit of high-demand rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features three spacious bedroom suites, each crafted for comfort and seclusion. The open floor plan flows seamlessly from a bright, inviting main living area to a gourmet kitchen equipped with vein-cut onyx countertops, stainless steel appliances, and a dedicated bar with a wine cooler--perfect for both entertaining and everyday indulgence. The living area extends to a private backyard oasis with a covered outdoor lounge, a heated saltwater pool, outdoor shower surrounded by lush greenery. The second-floor suite boasts a private rooftop deck, an ideal space for sunbathing or stargazing. Set in the preferred X Flood Zone, with impact windows and doors, this home blends modern flair with classic Key West charm, featuring light-filled rooms, 14-foot tongue-and-groove ceilings, and white oak hardwood floors. The classic shotgun-style layout guides visitors from the welcoming hallway through to the tropical backyard, creating a tranquil escape perfect for relaxation or entertaining. In a prime location, the property is within walking or biking distance to Key Wests best beaches, restaurants, and shops, allowing you to enjoy all that the area has to offer with no need for a car. Bonus is Off-street parking for a small car, a rare convenience in Old Town. This unique property, features an 8 x 4 Alan Maltz -a local artist- mural in the pool. Enjoy both seclusion and easy access to Key Wests most popular spots. Dont miss your chance to own this luxurious home offering style, charm, and great rental income potential in Old Town! Video tour https://tinyurl.com/1116Packer

Spacious two level single family 5 bedroom home in great residential neighborhood within walking distance to beautiful Sombrero Beach. Approximate 100 of water frontage on an approximate 100 wide canal with shore power for boats. Screened in pool, high ceilings, marble baths, roof top deck perfect for sunsets, sunbathing, star gazing and watching the July 4th fireworks! Two tiki seating areas, fish cleaning station, commercial ice machine, bait freezer. Close to shopping, school, hospital. Currently an active vacation rental.

Incoming producing property with future bookings already in place! Beautiful Florida Keys home, 1,827 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed and elevated in 2021. Boaters paradise with 75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a boat lift. Canal depth is estimated to be 10-12 FT. This unique layout offers 2 bedrooms and 2 baths on the second floor with a full kitchen and spacious living room area, washer and dryer. First floor offers 1 bedroom and 1 bath, washer and dryer, full kitchen and its own washer and dryer for your convenience (separate living units). New roof/hurricane impact windows throughout. Easy storage space. Ample parking.

Come enjoy this beautiful Oceanside Waterfront & Pool home in Key Largo. This corner lot home offers 4 Bedrooms and 3 Baths, with 2088 sqft under A/C. This home was completely remodeled a couple of years ago. It also has a new metal roof, impact resistant windows and doors. It offers a large lot with 8130 sqft of land. Enjoy all the indoor and outdoor space with your family and friends. The second floor you have an open living concept with kitchen, dining, and living area, you also have a full bath and a nice bedroom. On the third floor, you have the laundry room, two additional bedrooms, and a huge master suite. Both levels have terraces overlooking the pool and the dock. By the pool you have a beautiful BBQ outdoor kitchen, TV, sitting area for entertainment, and a Jacuzzi spa. At your dock you have a 15,000lbs aluminum boat lift and two jetski floating docks. It also offers an outdoor cargo elevator for your groceries, and any other large item (1000lbs capacity) that you would need to send to the second or third floor. This property offers quick and direct ocean access thru South or North Creek, and bay access through Largo Sound and Adams Cut. In minutes you could be at all the gorgeous reefs, snorkling or fishing. This home has plenty of room for everyone. Call today!

Indulge in waterfront luxury in the heart of Key Largo! This exquisite home seamlessly blends security with elegance. As you step inside, you are greeted by floor to ceilings windows and opulent marble flooring that accentuates the spacious living areas. The gourmet kitchen is a chefs dream, outfitted with top-of-the-line stainless steel appliances and a convenient central vacuum system. Entertaining is a breeze as the dining room and living room flow effortlessly, leading to a balcony offering breathtaking views of the serene canal. Retreat to the second-floor master suite, where luxury knows no bounds with a lavish ensuite bathroom and balcony perfect for savoring morning coffee or evening sunsets. Two additional bedrooms on the third floor offer ensuites for ultimate comfort and privacy, while an airy upstairs living room provides a versatile space for relaxation or entertainment. Step outside to discover an oasis of outdoor living, complete with a sparkling pool equipped with both a heater and chiller for year-round enjoyment. Surrounding the pool is lush landscaping, creating a tropical paradise in your own backyard. Boating enthusiasts will delight in the 60 feet of dockage, complete with a 16,000-pound boat lift, offering easy access to the open waters of the Florida Keys.This exceptional home is outfitted with a 17KW whole house generator and inground propane system, ensuring uninterrupted comfort and peace of mind during any weather event. Additionally, the ground level, situated above flood, features a large entertainment area, a convenient bedroom and bathroom easily accessible from the pool deck, perfect for accommodating guests or as a private retreat. With great ocean access and a prime location for paddleboard and kayak enthusiasts, this home offers the quintessential Florida lifestyle. Phenomenal seller financing terms available, offering a unique opportunity to make this dream home a reality!

Discover an extraordinary waterfront oasis in the heart of the Florida Keys. Located just moments from the pristine sands of Sombrero Beach, this elegant estate blends modern sophistication with the relaxed charm of coastal living. Designed for the discerning buyer, every detail of this property reflects luxury, comfort, and an unparalleled boating lifestyle. Elevated foundation - permitted for finished interior living space, unlike many other properties in the area.Expansive Two-Story Detached Garage - At 50 feet in length, this impressive structure is ideal for storing all your Florida Keys toys--boats, jet skis, and luxury vehicles or even your class A motorcoach. Composite Dock & Boat Lift with 69 feet of premium dockage, enjoy easy deep-water access to the Atlantic Ocean. The high-capacity boat lift is perfect for safeguarding your vessel while offering effortless on-the-water adventures. Two-Car Garage An additional attached two-car garage provides even more space for vehicles and storage. Whether youre an avid boater, a beach lover, or simply seeking a private retreat, this estate delivers a lifestyle where every day feels like a vacation. Schedule your private tour today and experience the best of Marathons waterfront luxury. Live where others vacation - 415 Sombrero Beach Rd is your gateway to paradise.

This is not just a waterfront home, its an investment opportunity! Boasting over $163,000 in rental history WITH partial owner use, you can capitalize on its potential and share the tropical luxury of this paradise property! This stunning 5-bedroom home offers the perfect blend of luxury, comfort, and fortified functionality. Prominently placed on a spacious 7385 sq ft lot, with 2450 sq ft of meticulously designed indoor-outdoor living space. Inside youre greeted by beautiful hardwood floors throughout the main living area. Impact-rated doors and windows provide not only durability but also peace of mind, ensuring your entire home is well-protected against the elements and artfully silencing the outside world. Telescoping sliding glass doors open completely for elegant indoor/outdoor living. The exterior boasts Hardie Board siding, a testament to the homes quality construction and reinforcement. Two grand balconies spanning the full width of the home offer breathtaking open water views of the Lower Sugarloaf Sound, providing the perfect setting for enjoying unforgettable sunsets. With a private beach, this home offers direct access to kayaking right from your own backyard. The private dock, which has easily hosted a 32 ft boat, opens up endless opportunities for water activities like deep Atlantic fishing and the Gulfside Backcountry at your fingertips. Relax by the in-ground pool, entertain guests at the tiki bar, or simply unwind on the all-weather Trex composite decking on one of two sunset-facing balconies! For ultimate convenience, this home comes with a 4-person elevator ensuring everyone can enjoy all floors without a single step to climb, covered parking, a storage room, and an oversized garage. The gated yard creates privacy and security around a tranquil, mature oasis. Dont miss the chance to own this waterfront haven with its coveted features, unparalleled views, and a lifestyle most can only dream of. Schedule a showing today!

Welcome to your Keys dream home! This beautifully crafted residence, built in 2019, offers 2,464 square feet of luxurious living space, perfectly blending comfort and elegance. With 4 generously sized bedrooms, 3 full bathrooms, open floor plan kitchen and living area, and with deep waterfront balconies on both levels theres ample space for family and guests. Take advantage of outdoor living with expansive covered entertainment area, lounge by the sparkling swimming pool or enjoy direct access to open water from your own 100-foot composite dock. Situated on a serene canal, this home is a haven for water enthusiasts and for those seeking a tranquil retreat. Located just a short walk to beautiful sandy Sombrero Beach, this home offers a unique blend of modern luxury and waterfront living. Whether youre looking for a permanent residence, a vacation getaway, or an investment property, this house is sure to exceed your expectations. This is a currently active vacation rental with excellent income potential. Call today for information and to schedule a private walk-thru of your Keys dream home.

Tropical Paradise and Boaters Dream!Welcome to this custom-built 3-bedroom, 2-bathroom home in the prestigious Sugarloaf Shores, just 15 minutes from Key West and a short boat ride to the most stunning sandbars in the Florida Keys. Nestled on an expansive 15,000+ sq. ft. corner lot, this all-concrete home offers over 1,700 sq. ft. of beautifully designed living space. The property is fully fenced and surrounded by lush tropical landscaping, providing a private retreat with waterfront views. Step inside to an open-concept floor plan that seamlessly blends elegance and functionality, perfect for entertaining. The kitchen is a chefs dream, featuring custom cabinetry, granite countertops, and stainless-steel appliances. The spacious master suite includes private access to the large balcony overlooking the canal, a luxurious ensuite with a stunning walk-in shower, and dual walk-in closets. On the ground level, youll find a 3-car garage, a separate storage room, and a paved driveway. The outdoor space is an entertainers delight with a sparkling pool, a whole-home generator for peace of mind, and direct access to a wide canal, ideal for boating enthusiasts. With its impeccable design, premium features, and unbeatable location, this Florida Keys gem is truly a must-see. Dont miss your chance to own this slice of paradise!