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

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. 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.

Come explore 17270 Old State Road 4A, a rare gem nestled on almost 3 expansive acres of prime oceanfront land in Sugarloaf Key. This stunning property offers sweeping, unobstructed open ocean views, making it a perfect escape or retreat for those who appreciate natures beauty and tranquility.Featuring large wrap-around decks on both floors, this home is designed to seamlessly blend indoor and outdoor living. Take in the breathtaking vistas, enjoy sunset views, or entertain guests in style, all from the comfort of your expansive decks. For a truly panoramic experience, head up to the crows nest viewing area on the roof, where you can enjoy 360-degree views of the surrounding waters and lush landscapes.Enjoy ultimate privacy with a long, 500-foot driveway that leads you to your secluded paradise, away from the bustle of everyday life. Surrounded by natural beauty, this property offers a sense of peace and serenity thats hard to find anywhere else in the Florida Keys.With plenty of room to grow, this property offers endless possibilities. The large cleared lot provides ample space to expand the current footprint of the home, whether by extending out onto the decks or adding additional structures on the land. Whether youre looking to build your dream home or create a larger, more elaborate estate, the options are limitless.This is truly a one-of-a-kind opportunity to own a piece of paradise in the Florida Keys. Dont miss your chance to own a slice of heaven at 17270 Old State Road 4A, Sugarloaf Key--where luxury meets nature in perfect harmony.

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.

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.

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.

Discover one of the rare properties offering over 300 feet of stunning beach frontage in the beautiful Lower Keys. This CBS home boasts expansive balconies on every level and a rooftop deck, perfect for enjoying breathtaking, unobstructed water views. If youre seeking privacy and serene ocean vistas, this is the ideal retreat. Conveniently located near walking and biking trails, marinas, and top-notch restaurants, this home offers the perfect blend of tranquility and convenience. Whether youre looking for a primary residence or a vacation getaway, bring your imagination and finish this home to create your dream oasis!

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!

Discover ultimate Florida Keys living at this stunning three bedroom, two bath single family pool home with double garage located in the desirable Sombrero Beach area. Set on a spacious 12,470 square foot waterfront lot, this property boasts 105 feet of clean, concrete seawall and deep water dockage, making it a boaters paradise with 15,000 lb boat lift and 4,000 lb davit. Whether youre an avid fisherman or love to spend your days on the water, gain access to Ocean and Gulf in minutes. This concrete constructed haven built in 2001 by Jeff Ryder sits above flood with impact windows/doors and a barrel tile roof ensuring peace of mind and lower insurance costs. Find quality construction throughout with 10 foot ceilings, 8 foot solid wood doors, tile flooring, crown molding, plantation shutters and a brick pavered driveway. Step inside the enormous great room that flows from living to kitchen and to both formal and informal dining areas. Chefs kitchen is complete with a plethora of cabinetry, granite countertops, expansive center island, pantry storage, and propane stove. Primary suite features floor to ceiling impact sliders with views of the canal and pool, as well as a walk-in closet, marble topped double vanity and access to the screened-in porch. Two more guest bedrooms and a guest bathroom complete the interior with potential for a fourth bedroom. Store rods, reels and 2 vehicles in the double garage that also houses the washer, dryer and solar powered hot water heater. Enjoy the tropical outdoors while floating in the 2020 installed heated pool with marble decking and beautifully landscaped yard. The 360 square foot screened waterfront lanai is ideal for indoor-outdoor entertaining. Lush, tropical landscaping completes the property with many palms, orchids, and even a mature stag horn fern. Room to park toys and trailers on the side yard too. This is the one for waterfront living, dont miss your chance to own this exceptional slice of paradise in Marathon.

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!

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.

A rare Keys find for this spectacular property in the heart of Little Torch Key. Enjoy world class fishing and diving from this meticulously maintained home on THREE oversized canal front lots (almost 2/3 of an acre!) with over 180 feet of concrete dockage, a boat basin, a boat ramp and davits, plus a vacant lot to add an accessory building, swimming pool, tiki hut or a pickleball court! All of this overlooking the sparkling flow through canals with quick water access to both the ocean and the gulf. Enjoy the privacy and serenity of the expansive lush landscaping perfect for outdoor living and enjoyment. Interior features include a brand-new gourmet kitchen sporting contemporary elegance, beautiful Corian countertops and sleek white cabinets enhanced by a true Chefs gas range and newer stainless appliances. Two nicely sized bedrooms on the main level with a wonderful, screened balcony. Up the central stairs lies a third bedroom with the additional benefit of a bonus room/office and full bath. Panoramic views from the upstairs balcony featuring sunrise and sunset views. Incredible downstairs storage of over 1450 sq ft with a garage and separate exercise room. Enjoy peace of mind with the enduring quality of this concrete fortress sporting impact windows and doors, and newer metal roof. Only 28 miles from the heart of vibrant Key West! Come and check out this charming sanctuary today!Low insurance rates:Wright Flood expires 3/12/25 - $1,636Citizens Wind expires 9/17/24 - $2,740Stillwater Property expires 3/2/25 - $1,339

Welcome to your dream home in the heart of the Florida Keys! Located in the sought-after Sombrero Beach community of Marathon, this exceptional property offers 3 bedrooms, 3 baths, and nearly 3,000 square feet of living space. Elevated, concrete construction, impact windows, and doors, and topped with a durable metal roof, this home provides both beauty and peace of mind. The outdoor space is an entertainers paradise, featuring a brand-new saltwater pool with an integrated hot tub. Both the pool and spa include smart technology and LED lighting, and they can be heated or chilled for year-round comfort. The outdoor space has built in seating for large gatherings.Inside, the home offers a bright, open floor plan. Upstairs, youll find two spacious bedrooms, including a luxurious master suite with a newly remodeled ensuite bath. A second remodeled bathroom is conveniently located off the hallway, adjacent to the large guest bedroom. The family and dining areas flow seamlessly into a well-appointed kitchen, which features an adjacent pantry and laundry room. On the lower level, the fully enclosed, above-flood living space includes an additional bedroom, a full bath, and a kitchenette, perfect for hosting guests or extended family. The downstairs has plenty of room to expand and add another bedroom. The property also includes an oversized two-car garage with an attached workshop, providing ample storage and workspace. Set on a wide canal, the home offers 115 feet of water frontage and a 75-foot dock with davits, allowing for large vessel access. Boating enthusiasts will appreciate the direct route to the Atlantic Ocean, reachable in just 8 minutes at idle speed, with no fixed bridges to navigate. Located across the street from a golf course fairway, this home offers a tranquil setting with no front-facing neighbors, while being just minutes from grocery stores, dining, and other conveniences. This property is a rare find, offering luxury, functionality.

INVESTORS! Fabulous Port Largo contemporary and charming 2-story 3 bedroom 4 bath beach villa in the heart of the center of downtown Key Largo. Solid concrete home features include interior foyer entry from ground level and over a little under 1,000 sq. ft. of lower level finished area large enough for a game room, gym, or endless possibilities. As you enter the main living area upstairs youll find a white and stainless steel kitchen and bar area with recessed lighting, skylights, pitched roof and open floor plan facing prestigious waters of Ocean Cay. Ocean views from the master bedroom deck with 3 more bedrooms and walk in closets. Only 3 homes from the opening of the ocean is one of the best features with this charming home with quick access to the best fishing, diving and snorkeling in the upper Keys. Boaters will love the deep water dockage on this 75 foot dock. Add a pool and summer kitchen and youre ready to enjoy! Jacob Aquatic center nearby features a Jr. Olympic pool, childrens water park, playground, tennis, basketball and pickle ball courts, baseball field and state of the art walking-workout trail all within a few minutes.

WATERFRONT FAMILY COMPOUND ESTATE will please multiple generations seeking the ultimate Keys life-style and offering something for everyone! This property encompasses a main home, a luxurious guest home, with elevator, and an incredible rooftop deck with never ending views. There is also a ground level full apartment. There is a generous backyard with a fire pit overlooking the water and plenty of room for a pool. This waterfront home includes two complete houses connected by a breeze way and is serviced by a luxurious elevator. The extraordinary 90 wide canal is a few homes from the open water of Largo Sound, ocean side, and is a boaters dream with 90 feet of waterfront and concrete dock. This is located in one of the most sought after neighborhoods in Key Largo, Largo Sound Village and boasts the unyielding strength of concrete construction, a concrete roof and impact glass windows and doors. Gated and fenced, the property also offers a Keystone raised garden area, expansive patios, carports and storage areas. The neighborhood has a private residents club and park that is non mandatory to join, however it is available with a private boat ramp for an incredibly low fee of $150 per year. Only one hour to Miami International Airport this Oceanside tropical paradise home offers easy boating access to both the ocean & the Bay as it is at the apex of Largo Sound, Pennekamp Coral Reef State Park, north and south creek and the world renowned Marvin D. Adams Waterway.

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!

Indulge in the pinnacle of luxury at this stunning three-story Old Town Key West residence, a property that simply must be seen. Located directly across from the historic Key West Lighthouse and just steps from the renowned Duval Street, this home offers unparalleled access to Key Wests finest attractions. A leisurely stroll takes you to the Southernmost Point and the Atlantic Ocean, mere minutes away. Located in the coveted X Flood Zone, one of Key Wests highest elevation points and boasting over 3,000 square feet of meticulously designed living space, including four bedrooms and four bathrooms featuring two master suites, this home effortlessly blends sophistication with contemporary comfort. The first floor showcases a generous eat-in kitchen, a versatile guest bedroom or sitting room, and two full bathrooms, while the expansive great room provides an ideal retreat for relaxation or entertainment. French doors open to reveal a spacious in-ground pool, perfect for enjoying refreshing breezes and ample outdoor space. The second and third floors house two additional master suites, each offering privacy and opulence. Embrace a lifestyle of refinement and coastal allure in this exclusive Key West haven. Ideally situated for walking or biking to renowned restaurants, enjoying live music, exploring galleries, spending the day at Fort Zachary Taylor State Park or savoring the vibrant energy of Duval Street.