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

Only a few properties in the Florida Keys offer the kind of quiet magic found on Cook Island. These two furnished cottages--set side by side on a semi-private island accessible only by boat--offer a retreat into nature without sacrificing comfort.Surrounded by lush mangroves, Key Deer, and birdsong, each cottage is a self-sustaining hideaway outfitted with its own cistern-fed water system, solar + generator power, and modern conveniences for off-grid living.A fishermans dream and a beach lovers paradise, this property offers direct access to sand and sea. Step outside to unobstructed water views, where the horizon stretches endlessly and the days adventure begins at your doorstep. Some of the best fishing and diving in the Florida Keys lies just beyond your front porch--no roads, no crowds, just you and the water.Whats included:Two fully furnished turn-key cottages, sold togetherPrivate lot with 9W is buildable--rare and highly desirablePredator 9500W inverter generators + EcoFlow Delta Pro solar systems (included with both)Cash purchase only | Seller open to owner financingIf youre looking for total peace, privacy, and a chance to live in rhythm with the natural world, Cook Island is unmatched.This is more than a property--its a way of life.

This Jolly Roger Estates treasure puts good times in the Atlantic and back-country waters within easy reach by boat; the owners of this custom-built home will consider all reasonable offers! The 2-story stilt home has exceptional character, multiple inviting porches and outdoor sitting areas. Abundant kitchen cabinets are topped with stunning quartzite counters and a full-length screened porch overlooks the oceanside canal. Designed by the renowned Keys architect, Glenn Gray, the air-conditioned living space totals 1820 sq. ft. on two levels with two bedrooms (one with a porch), one bath, washer and dryer on the main level; the primary bedroom with ensuite bath, his and hers closets, and porch with open water and neighborhood views are on the upper level. An oak staircase in the ground-level foyer connects the three levels. Not to be overlooked are two ground level storage rooms, the garage, an impressive outdoor shower and 60 ft. of canal-frontage for your boat(s). Additional features include Hardie plank siding, metal roof, impact resistant windows on the upper level, solar-assisted water heater, and a 2500-gallon cistern for catching rainwater as a supplemental water source for landscaping and washing vehicles. Make this your piece of Keys paradise!

Welcome to a stunning coastal retreat on the gorgeous waters of Summerland Key. This beautifully appointed, concrete elevated waterfront home offers the ultimate in Keys living--designed for both relaxation and recreation with unmatched boating access.Step into an airy, light-filled interior where coastal elegance meets casual comfort. This 3 bedroom and 2 bath home is being sold fully furnished, including tasteful decor, premium outdoor furniture, and two kayaks--making it truly turnkey and ready for your island lifestyle. The open-concept living area flows effortlessly to the screened in front porch with partial open water views, creating the perfect space for enjoying that morning cup of coffee.Outside, the boating enthusiast will be thrilled with the brand-new 40,000lb boat lift, 2 kayaks, a new ice maker for convenient onboard provisioning, and easy access to deep, clean canals and the Atlantic Ocean beyond. A Boston Whaler, 2 Jet Skis - 2014 Kawasaki Ultra LX, 2015 Kawasaki Ultra 310 LX, available for purchase separately.Enjoy the peace of mind and security of solid elevated concrete construction, impact windows and doors, a metal roof, and a full house Generac Generator and new Propane Tank. Exterior has meticulously laid brick pavers, an outdoor bar for entertaining, and offers a low-maintenance design that allows more time for you to relax and enjoy your new home in Paradise!Whether youre searching for a full-time residence or a luxury vacation home this is one you do not want to miss!

Step into the laid-back charm of the Florida Keys with this spacious 1,500 sqft home, perfectly situated along a peaceful deep boating canal in the Lower Keys. Located in a tranquil, low-traffic neighborhood, this property offers a serene escape with plenty of room to enjoy life at your own pace.Inside the home: - An open, airy floor plan that allows you to spread out and personalize your living space. - A seamless connection between indoor and outdoor living, making the most of the Florida sunshine. - A private pool right outside the door--ideal for relaxing after a day on the water or enjoying the warm weather with family and friends.For those who love life on the water: - Direct access to deep-water canals, making it easy to get out on the water whenever you like. - A 10,000-pound boat lift to keep your boat safely stored and easily accessible. - Spend your days fishing, cruising, or exploring, and then come home to dock your vessel with ease while soaking in the breathtaking waterfront views.Additional highlights: - A lower enclosure with plenty of storage space for all your outdoor gear, tools, and pool toys, helping keep your home organized and clutter-free. - A newly built home that meets the latest construction standards, offering the added benefit of lower insurance costs and enhanced protection against tropical weather.This home perfectly blends comfort and convenience with the quintessential Florida Keys lifestyle. Whether youre lounging by the pool, boating on the canal, or enjoying the peace and quiet of your surroundings, its the ideal place to call home.Coming Summer 2025 - Please note that the current photos are for reference only, as construction is still in progress. Some design selections may be available for customization. Photos are of model home built by builder and do not fully represent this listing. The seller is a licensed Florida real estate agent.

Located in downtown Islamorada, this property offers an ideal lifestyle with a great floor plan for work-life balance. The separate office guest quarters overlooking the pool creates a perfect work environment. This home offers 3 bedrooms & 3 bathrooms, and a split floor plan, ideal for a family that is looking for privacy and space. Enjoy the large private inground pool, & outdoor entertainment area along with access to a sandy beach with dock, boat launch, and stunning ocean views, all within walking distance to restaurants, shops, and art galleries.

LOCATION! LOCATION! LOCATION! Imagine youre within walking distance to famous Sombrero Beach! Theres shopping & dining close by! With this tastefully furnished 4/3 private villa youll have that, and also an oversized swimming pool, oversized dock and quick 15 minute boat ride to the Atlantic Ocean! This tropical paradise could serve as a long term rental, vacation rental or your very own island retreat! Spacious bedrooms assure all your guests will be comfortable. Expansive kitchen gives you plenty of room to prepare your fresh catch after a day of fishing!

Welcome to Two White Turtles, a beautifully renovated, turnkey waterfront coastal paradise retreat - perfect for a vacation rental, second home, or primary residence. This stunning canal-front property offers homeowner access to a rare white sandy BEACH and is designed for the ultimate Florida Keys lifestyle. The grand French door entrance leads to open-concept areawhich features soaring wood-beamed ceilings, abundant natural light, a gourmet chefs kitchen with quartz countertops, French door refrigerator, all stainless appliances, a pantry with pullout drawers, ample storage, a dining spot and living space for entertaining or lounging while watching a 55 TV. Off the lounge are two ensuite bedrooms, each with their ownbathroom, wall mounted TV, abundant closet space, and dual sinks with a walk-in shower in the primary suite. Outdoors, relax in the tiki hut by the canal, rinse off in the outdoor shower, or unwind in the private backyard overlooking the mangroves. The 75 dock with a 7k boat lift and davits makes this a boaters paradise, offering direct ocean and quick bay access via Channel 2 and 5 bridges - just minutes from Alligator Reef Lighthouse. Additional features include a one-car garage with extra storage, ample parking for trailers, multiple vehicles, and an RV. Featuring a fenced, no-maintenance turf grass yard with pavers, a newer 5V crimp roof, with impact windows and doors. Peekaboo ocean views, starry nights, and ocean breezes enhance the homes serene setting. A bonus generator, extra fridge and freezer also add convenience. An easy walk to some nearby restaurants is a plus, making this location a perfect slice of paradise. Come watch the manatees float by and experience Keys living at its finest. Schedule your private showing today!

Beautiful turnkey home, fully furnished--great location in the private community Key Largo Ocean Resort. Amenities include a recreational building with a pool, tennis courts, basketball courts, gym, playground, community boat ramp, full-service marina, and fishing pier. This home has spectacular ocean views from the rooftop terrace and includes an elevator. Easy to show, short notice OK. On-site Mon-Fri 8am-3pm. Owner/Agent

OH THOSE BREATHTAKING WATER VIEWS FROM EVERYWHERE! LUXURY LIVING OR VACATION RENTAL BUSINESS OPPORTUNITY NOW AVAILABLE! THIS GORGEOUS FULLY FURNISHED 3 BEDROOM 3 BATH WATERFRONT HOME IS TURN KEY AND READY TO HOST EITHER A NEW OWNER OR AS A SUCCESSFUL, LICENSED, VACATION RENTAL BUSINESS! IMPACT WINDOWS/DOORS, METAL ROOF,WATERFRONT VIEWS WELCOME YOU FROM ALMOST EVERY ROOM OF THIS PARADISE BY THE SEA! NOTHING AVAILABLE LIKE THIS BEAUTY WHICH SITS ON A DEEP AND WIDE CANAL. SPRAWLING 174 FT DOCK OFFERS DIRECT OCEAN AND BAY ACCESS. DOCK ALSO OFFERS ELECTRIC AND WATER AND CAN EASILY HOST SEVERAL BOATS ALL AT ONCE OR LARGE YACHT! SEMI PRIVATE BOAT RAMP OWNED BY ONLY YOU AND ONE NEIGHBOR. INSIDE YOU ARE GREETED BY A GRAND OPEN CONCEPT LIVING SPACE. FEATURING CONTINUOUS FLOORING, A WELL APPOINTED GREAT ROOM WITH FIRE PLACE, FLAT SCREEN TV AND PLENTY OF COMFORTABLE SEATING. CHEFS KITCHEN OFFERS STAINLESS APPLIANCES, WINE COOLER, AND SEATING FOR 12.. EACH BEDROOM HAS ITS OWN EN SUITE (PRIVATE FULL BATHROOM) AND PLENTY OF STORAGE. THE 2 MAIN BEDROOMS OFFER KING SIZE BEDS AND 3RD BEDROOM OFFERS QUEEN OVER QUEEN BUNK BED WITH ONE FULL TRUNDLE. THIS IMPRESSIVE PROPERTY HAS ROOM FOR A POOL, AND HAS PARKING FOR BOATS, RVS, AND NO HOA! DOWNSTAIRS OFFERS A 1 CAR GARAGE. STORAGE ROOM ON FIRST FLOOR IS ALMOST AS LARGE AS THE UPSTAIRS LIVING SPACE. WHETHER ITS ENJOYING A SUNSET CRUISE, KAYAKING, EXPLORING SOMBRERO BEACH, FLYING LESSONS AT MARATHON AIRPORT, SWIMMING WITH THE DOLPHINS, SCUBA DIVING, WORLD CLASS DEEP SEA FISHING, OR COUNTLESS OTHER AVAILABLE ACTIVITIES,THIS PROPERTY AND MARATHON HAS IT ALL! DONT MISS THIS OPPORTUNITY TO LIVE AND INVEST WHERE OTHERS VACATION!

Discover the epitome of Keys living in this stunning 2022-constructed stilt home on Ramrod Key. Positioned along a pristine canal with direct ocean access, this thoughtfully designed 4-bedroom, 3-bath residence seamlessly blends coastal charm with contemporary luxury.The first floor welcomes you with a spacious deck and two sets of French doors under a covered porch. The perfect setting for entertaining while enjoying the salt pond views. The open floor plan features a large kitchen with quartz countertops, abundant cabinet storage, walk-in pantry and a separate laundry room. The first floor also includes a guest bedroom and a full bath. The second floor offers an expansive primary suite with two sets of French doors that open to a roomy covered porch with breathtaking views of the salt ponds. The primary suite provides room for a seating area and has ample closet space. The primary bath has dual vanities, a shower and separate water closet. Just down the hall is a full bath and two additional guest rooms, one of which is a perfect home office. Located on a quiet street this property offers a peaceful haven while still being conveniently located. Plenty of covered parking and 299 sq. ft. permitted storage for all your water toys, plus theres room for a pool. Impact resistant windows and doors, a metal roof and hardi board siding help keep insurance rates low on this property making it very desirable.

Modern finishes and enviable boating at this Sugarloaf Shores pool home, nestled on over a quarter acre! Enjoy year-round temperate weather, this exceptional property comes equipped for enjoying the outdoors, offering a resort-style custom pool with heater, chiller, jetted spa, sitting ledge, sun deck, and paver pool deck! Just steps from the pool is a full-length, 100 concrete dock with davits, boat lift, step down, swim ladder, fillet station, outdoor showerhead, kayak launch, and water and electric service, a true anglers paradise! Move-in ready and equipped for easy Keys living, this Sugarloaf Key retreat comes fully furnished and boasts tasteful design and impact resistant doors and windows! The sprawling 1,425 Sq. Ft. open-concept floor plan is ideal for entertaining. The great room provides both separate living and dining areas with a well-appointed Chefs Kitchen in the heart of the home. The kitchen offers abundant cabinetry, sleek granite countertops, stainless steel appliances including gas range, and island with counter seating. The split floor plan provides privacy for all with two spacious guest bedrooms and modern guest bathroom located in the East wing, while you retire to the private, primary suite in the West wing, featuring a large walk-in closet and updated en suite. Both bathrooms come complete with custom tilework and glass showers. A sizable upstairs laundry room offers added convenience. Enjoy views of the front yard from the generous open front porch which wraps around to a covered back porch, boasting serene views of the pool and canal, an ideal backdrop for al fresco dining! Downstairs, the manicured 12,500 Sq. Ft. lot is fully fenced, and allows for trailer storage, open parking, and covered parking beneath a large carport. Keep fishing gear and tools dry and secure in a bonus downstairs storage space. This turn-key slice of paradise offers the coveted Keys lifestyle within a quiet neighborhood, with proximity to exciting Key West!

Active Vacation Rental! This meticulously updated 3-bedroom, 2-bath retreat in Key Colony Beach embodies the epitome of coastal luxury and functionality, offering an array of features. Contemporary elegance as tile floors guide you through an open-concept living space that effortlessly combines style and comfort. The kitchen, adorned with stainless steel appliances, is a culinary haven, while the adjacent laundry room adds convenience to everyday living. The large primary suite is a sanctuary of tranquility, featuring a spacious layout, a luxurious walk-in shower, and a generously-sized walk-in closet. This private haven ensures the perfect escape. Extend your living space seamlessly as the open concept flows into the backyard oasis. A pristine salt water pool awaits, surrounded by a fenced-in yard that provides both privacy and security. The canal-front location offers a boat lift and the outdoor shower and fish cleaning stations add a touch of convenience to the coastal lifestyle. Boasting very easy ocean access via Vaca Cut. Beyond the propertys boundaries, youll find convenience in every direction. The house is strategically located close to a par 3 golf course, Marathon Airport, Sunset Park, as well as a variety of restaurants and grocery stores. This home offers the perfect base for experiencing the best of the Florida Keys lifestyle. Dont miss the chance to make this waterfront haven your own, call to schedule a showing! Motivated Seller!

Fabulous sunset views over the salt ponds at this concrete 3 Bedroom 2 Bath home in Breezeswept Beach Estates. Located towards the end of a very quiet street this home offers a lot of privacy with beautiful views of the bird estuary in front and long views of the canal in the back. Boaters will appreciate the immediate ocean access with no bridges and easy turn around from the 60 step-down dock with 15K lb lift located at the T of the deep draft canal. Inside you will find soaring ceilings and a large Great Room with water views on both sides. The well equipped Kitchen offers granite counters, stainless appliances and breakfast bar to gather around. The Primary Suite is enhanced with a large built-out walk-in closet and access to the large Porch overlooking the water. Plenty of roof for all of your toys in the oversized Garage. The dock is complete with fish cleaning station and underwater lighting where you can view lots of marine life at night. Mornings and evenings are enjoyed on the front porch where you may spot white pelicans, roseate spoonbills and the occasional pink flamingos. The easily maintained yard offers tropical landscaping including coconut palms offering plenty of shade. With CBS construction, standing seam metal roof and impact doors and windows this home is storm ready.

Waterfront living at its finest in this immaculate 3-bedroom, 3-bathroom canal-front home with 70 feet of dockage. Equipped with a 10,000 lb boat lift and a set of davits, theres ample space for multiple boats. At night, underwater fish lights create a mesmerizing display, attracting baitfish and enhancing the coastal ambiance.Direct ocean access from two directions, with excellent water flow in the canal. Thoughtfully updated, this home exudes charm and pride of ownership. The second floor features an open-concept living area, a modern kitchen, two bedrooms, one bathroom, and a spacious porch perfect for outdoor relaxation. The third floor is dedicated to a private master suite, complete with an enclosed, air-conditioned balcony offering fantastic views.The first floor includes a convenient bonus room and bathroom. Recent upgrades such as impact windows and doors, a durable metal roof, and elevated living space help keep insurance costs low. Additional features include a new electric rolling gate, a storage shed, a tankless water heater, and plenty more. The expansive yard offers room for a pool, while the community park and nearby restaurants add to the neighborhoods appeal.Located on a peaceful dead-end street, this sought-after Key Largo neighborhood is just a paddleboard ride away from the Dolphin Marine Mammal Center--where you can enjoy an up-close dolphin experience. Come see why this home is a true coastal gem!

Welcome to your waterfront dream home in the heart of Key Colony Beach! This beautifully renovated 3 bedroom, 3 bathroom single-family home is a private tropical retreat. Situated on a wide basin just off the Atlantic, this property is a boaters paradise. Enjoy two private boat slips, a brand new Trex dock, fish cleaning station and a 10,000 lb boat lift. Relax in your own backyard oasis featuring a saltwater pool with both heater and chiller, a spacious tiki hut for entertaining, and lush landscaping that enhances the serene island ambiance. The large screened-in porch, complete with a stunning epoxy floor, provides an inviting space to lounge while enjoying gentle breezes and waterfront views. Inside, the home was fully remodeled between 2017 and 2018 with no detail spared. The open-concept kitchen is outfitted with quartz countertops, stainless steel appliances, custom cabinetry, and stylish tile finishes. Porcelain tile flooring flows throughout, and every window and door is impact-rated for peace of mind. 3 bedrooms and 3 baths offer plenty of space for your and guests. The one-car garage adds extra storage space for gear, bikes, or paddleboards. As an active vacation rental, this home is turnkey and income-producing, with a strong rental history and excellent guest appeal. Brand new HVAC system and Hot Water heater. Rubber seal on roof was done in 2023 with new gutters added. Whether youre seeking a second home that pays for itself or a full-time residence with built-in investment value, this property delivers on every level. Enjoy all the amenities that make Key Colony Beach one of the Florida Keys most desirable destinations: two parks, a 9-hole par-3 golf course, scenic walking and biking paths, Sunset Park, tennis and pickleball courts, and convenient access to restaurants, shops, and marina services--all within walking or biking distance.

Open House Saturday June 14th from 12-2 PM! Welcome home to this beautifully maintained waterfront retreat in the heart of the Florida Keys! Located on the highly sought-after Cudjoe Key, this spacious & elegant home blends casual island living with refined comfort, all custom-designed & cared for with exceptional pride & attention to detail.From the moment you arrive, youll notice the peaceful, private setting of this stunning tropical oasis with sparkling canal views. Inside, this home offers a bright, open layout with generous living area, high ceilings, & custom-curated finishes throughout incl threaded bamboo floors. The kitchen is a dream for those who love to cook or entertain, featuring stainless appliances, custom cabinetry with ample storage, & large island, all topped with gorgeous quartz counters. The split floor plan boasts a primary suite retreat with stunning water views, a custom-tiled spa bath, deep walk-in closet, & private balcony. Two spacious guest bedrooms offer comfortable space for guests & family. Smart home & energy-efficient features including insulated impact windows add modern convenience &comfort.Step outside &enjoy the dreamy Florida Keys lifestyle in the masterfully designed fully fenced pool area, built for relaxation & fun with a sparkling pool &spa (heat &chiller), travertine deck, multiple lounging areas +400sf of screened private porch & upper decks. Enjoy deep-water access to world-class diving &fishing from your private 90 of water frontage & 69 concrete dock, or soak up the sun under your breezy palm trees.With every detail thoughtfully planned, this home is both stunning & impeccably maintained, to relish peace of mind &enjoyment right away, truly turn-key with furnishings negotiable.Whether youre looking for a year-round residence or a luxury getaway, this home offers everything you need to enjoy life in the Keys: to relax, entertain, &explore. Schedule your private tour to see what makes this home so special!

Stunning Waterfront Oasis in Ramrod Key.Welcome to your dream coastal retreat! This newly constructed 1,888 sq ft home is an entertainers paradise, offering breathtaking open water views, a luxurious saltwater pool, and high-end finishes throughout. With four spacious bedrooms and three full bathrooms, this home is designed for comfort and functionality. The split-bedroom layout ensures privacy, while the open-concept living and kitchen area provides the perfect setting for gathering and entertaining.The glorious master suite is a true sanctuary, featuring stunning open water views, a spa-like ensuite with a separate soaking tub and shower, a walk-in closet, and private access to the screened-in porch. The dream kitchen is equipped with premium finishes and an expansive layout, perfect for culinary adventures.Outdoor living is just as impressive, with covered screened in porch in the back, composite decking, a fenced yard, and an observation dock. The perfect spot to enjoy stunning sunrises over the water. Boaters will love the prime location near Looe Key Marina, offering shallow boating access, a swim platform, and direct open water views. The private backyard oasis is complete with a concrete saltwater pool and plenty of space for relaxing or entertaining. Additionally, the home features downstairs storage and covered parking for added convenience. Tesla charging station.As an added bonus, the seller is offering an assumable loan at an incredible 3.125% interest rate for qualified buyers--an opportunity not to be missed in todays market. Located in the beautiful community of Ramrod Key, FL, this home is truly a rare waterfront gem. Dont miss out on this beautiful home in paradise.

Check out this incredible property with some of the best open water views and unbeatable boating in the Florida Keys. With 95 feet of seawall and a 7K pound boat lift, this place is every anglers dream. Inside, youve got a spacious kitchen with stainless steel appliances, a huge island, and custom built-in storage. The oversized back patio is perfect for enjoying panoramic ocean views--no matter where youre hanging out, youll be soaking in the water. The open layout is great for entertaining, and the tile floors, high ceilings, and tall doors give it a sleek, modern feel. Plus, the new 2021 Trane central HVAC system is backed by a 10-year warranty. Theres no shortage of storage here, with two big pantries, an upstairs laundry, and extra space under the house. Built tough with impact windows, Trex decking, and Hardi board siding, this place is built to last.Youre steps away from bike paths, a neighborhood boat ramp, and some great local restaurants. Its the perfect spot to enjoy the laid-back Keys lifestyle. Just minutes from all the action in Key West but tucked away in a quiet neighborhood--best of both worlds. Dont miss your chance to check out this island getaway!

This beautiful home on Grassy Key boasts soaring cathedral ceilings and stunning azure water views, complete with a private sandy beach, pool, and jacuzzi. What more could you desire? The interior features tile floors throughout, a kitchen with granite countertops, and a spacious open floor plan. With 4 bedrooms and 2.5 baths, this private oasis is just a short walk from three restaurants, a full-service marina, and the Dolphin Research Center.Its an excellent vacation rental, currently in high demand, so Saturday showings during turnover are the best opportunity to view this incredible home at a great price.Whether youre looking for a lucrative rental investment or a primary residence with ocean views, this property is an outstanding choice! B&BATVAI