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

JUST REDUCED! Brand New Custom built spacious 3 bed 2 1/2 bath Waterfront home w/a private dock situated in the quaint well established Oceanside Harborage community! Sturdy & beautiful; built to withstand the unknown w/ 8 thick concrete walls including a concrete roof & a bouquet of large impact windows w/10 ceilings throughout and well appointed with luxurious finishes and an elevator. Be the first to enjoy sunrises & sunsets from your choice of 3 patios and 2 floors of living space. This home offers a large open kitchen w/balcony access for entertaining, Master suite w/ incredible sunsets, an extravagant master bath,an additional entertainment/family room, wet bar, laundry room, elevator & more.Hop on your boat from your 41 private dock w/ Davits, & be in the Ocean/Sandbar in less than 5 mins!The Harborage is a quaint beautiful, 2 street community known for its deep water. Maintenance includes yard, clubhouse w/waterfront pool, ice machine, laundry, boat ramp, boat trailer storage, and best of all LOCATION.

Amazing, well built home, located in Sombrero Isle. Home is a weekly vacation rental with many bookings and repeat guests. All kitchen white cabinets and new granite countertops are being fabricated to complete this coastal inspired renovation. There is an unexpected element of privacay from this oversized corner lot not often found in the Florida Keys. This home is being sold rental ready right down to the silverware and advanced bookings for a true turnkey experience. Please be patient as showings will need to be scheduled around the vacation guests. Cash sales only please

RARE OPPORTUNITY to own an oceanfront home in the prestigious Anglers Reef development in Islamorada. Deeded boat slip accommodating up to a 31 ft boat included in offering. A beautiful 2-bedroom, 2.5-bath, 2-story home with 2 porches and a balcony overlooking the Atlantic Ocean. Located in the gated community of Anglers Reef on Windley Key approximately half way between Miami and Key West. This property contains 2 large bedroom suites with bathrooms on the 2nd floor. A living room, kitchen, dining room and powder room on the main level. Looks out on the community pool and marina (see included video). Upgrades include impact windows/doors, metal roof, composite decks/railings, granite counter tops with wood cabinets, tile floors downstairs and bamboo floors upstairs, shutters/blinds, brand new dishwasher and refrigerator. The community features 2 sandy beaches, pool, gated entry, marina, kayaks and paddle boards. Perfect home for primary residence, vacation family home or investment property. Call today for a showing

Experience the Ultimate Island Lifestyle at 17054 Coral Drive! Step into this exquisite waterfront home, custom crafted for effortless indoor-outdoor living and situated on a 12,500 SF canal-front lot in the coveted Sugarloaf Shores neighborhood. This property is a boaters paradise with seamless access to the renowned Florida Keys backcountry, the Gulf of Mexico, and the Atlantic Ocean. Surrounded by lush tropical landscaping, this home features a 100-foot concrete seawall, a 5,500-pound boat lift with davits, a private rooftop terrace, large garage, breathtaking views, and room for a pool.Inside the impressive 4-bedroom, 3-bathroom residence, youll find 10-foot vaulted ceilings, an open-concept living space, two primary bedrooms, and a home theater room. The gourmet kitchen boasts stainless steel appliances, a large island with a breakfast bar, and easy access to the screened-in Florida Room that opens to the sundeck, outdoor dining area, and a rooftop terrace - perfect for entertaining!The circular driveway with covered parking and a spacious garage provides ample room for all your vehicles and guests. Additional features include a massage room, custom-built concrete bar, fire pit, and an outdoor shower. Theres a permitted massage room downstairs and lots of storage. Enjoy covered al fresco dining, stunning views, and year-round sunrises and sunsets from the expansive decks on every level. Located just minutes from Key West by boat or car, Sugarloaf Shores is an upscale coastal enclave offering a serene yet accessible lifestyle. Very easy to show, schedule your private viewing today!

This private canal home offers breathtaking mangrove views and a tranquil basin. The 2-bed, 2.5-bath layout includes Porcelanosa tile, a custom nautical kitchen, and an open kitchen-living area with a 110 projector. The ground level adds a 2-bed, 2-bath guest suite, terrazzo glass flooring, and impact glass doors to a pergola deck and docks. Highlights: a concrete roof deck, 60 dock, boat lift.

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 two oversized lots (almost half an acre!) with over 180 feet of concrete dockage, a boat basin, a boat ramp and davits 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

Endless Possibilities. This well-built waterfront home, offering 110 feet of deep-water canal frontage, a private boat ramp, and dock space for multiple LARGE vessels, is ready for its next chapter. With easy ocean access and a 200-foot wide canal, its the perfect setting to embrace the island lifestyle. Conveniently located within walking distance of Coco Plum Beach adds to the homes appeal both on and off the water. The main living area features an expansive open-concept design, with vaulted ceilings that amplify the already ample space across the living, dining, and kitchen areas. Multiple sliding glass doors lead to a sprawling screened-in lanai spanning over 700 square feet-- offering additional outdoor living space perfect for relaxing, dining, or hosting while enjoying peaceful water views and refreshing ocean breezes. The generously sized primary suite includes a spacious en-suite bath, walk-in closet, and direct lanai access. A second bedroom also connects to the lanai, enhancing the homes seamless indoor-outdoor flow. A third bedroom, two additional full baths, and laundry room complete the main living level. The lower level features a legal one-bedroom, one-bath suite with a private entrance, its own screened-in patio, a kitchenette, laundry room, and 9-foot ceilings--ideal for accommodating in-laws, guests or crew with privacy and comfort. While the home is structurally sound and move-in ready, cosmetic updates would elevate its appeal and transform it into a truly show-stopping island retreat. The expansive lot also offers ample room to add a pool, further enhancing its outdoor living possibilities. Not a Drive-By! The true scale, layout, and impressive outdoor spaces must be experienced in person to appreciate this remarkable homes potential. This property presents an exceptional opportunity for motivated buyers or contractors to transform it into a show-stopping Keys retreat. Bring Your Vision. Live the Dream.

Stunning Summerland Cove Isles retreat, situated on a picturesque, deep-water canal with no bridge hindering navigability! Unpack and relax, this beautifully renovated home comes move-in ready with high end finishes throughout. Room for a 10X20 Ft pool. The open-concept main living space, ideal for entertaining, is flooded with natural light and features oversized impact picture windows overlooking the backyard and turquoise Canal Views below. The breathtaking chefs kitchen is the epitome of luxury and convenience. Fully equipped for your next culinary creation, enjoy ample storage with modern white cabinetry, custom tile backsplash and sleek quartz countertops, large island, coveted Sub-Zero appliances including wine cooler, and an oversized kitchen sink with built-in knife storage and multiple faucets for the ultimate prep space. Two spacious guest bedrooms and two luxurious full bathrooms on the main floor provide guests with an exemplary experience. Enjoy privacy from the rest of the house with a second-floor primary suite, complete with loft space, rare walk-in closet, and resort style en suite bathroom boasting dual vanity and custom glass shower. Take in sought-after Sunset Views from a spacious covered patio on the main floor, or from either of two sprawling observation decks accessed from the second floor. A sizeable brick paver driveway provides abundant parking, while the attached garage offers additional parking and storage out of the elements. The backyard is an oasis, fully equipped to meet the needs of the avid angler. Maintenance-free turf makes for attractive greenspace just steps from approximately 75 feet of concrete dock space with 20K boat lift and 5500 lb. davits. Enjoy easy ocean access in this prime location, just a short boat ride to world famous fishing and diving. Nestled within a quiet neighborhood but just minutes from shops and restaurants in town, this gem has it all! Schedule a tour of this extraordinary property today!

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.

Rare Licensed Oceanfront Vacation Rental in the Lower Florida Keys. Welcome to Fandango, a highly successful transient (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 2024 income of $148k. 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.

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 epitome of coastal living in this meticulously crafted 3-bedroom, 3-bathroom haven, featuring a private guest area with ocean views. Nestled along a wide canal, your new home boasts a lagoon-style pool, creating a perfect blend of tranquility and luxury. This home is just a stones throw away from Sombrero Beach, allowing you to indulge in the sun, surf, and sand whenever your heart desires. Boating enthusiasts will appreciate the convenience of having their own private dock, with electric Boat lift holding a boat up to 15000 LBS providing easy access to endless adventures on the water. With storage galore, modern amenities, and an unbeatable location, whether youre looking for a full-time residence, a vacation retreat, or an investment property, this home offers the best of all worlds. There is an established rental history on this property Please call for details.

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.

Brand new construction, Breezeswept Beach Estates pool home with endless Open Water Views! Unpack and relax at this turnkey, modern masterpiece! Made for entertaining, this sprawling 2,358 Sq. Ft. floor plan offers an open concept main living space with high-end finishes and tasteful design. Cultivate culinary delights with ease from the well-appointed Chefs Kitchen, complete with stainless steel premium appliances, quartz countertops, abundant storage, and large island with counter seating. A separate bar with additional storage and large wine cooler is an added bonus. Walls of impact sliding glass doors open on to an expansive covered veranda, with stunning views of the sparkling pool and turquoise ocean beyond, the ideal backdrop for al fresco dining with friends. Retire to a spacious primary retreat, offering a luxurious en suite bathroom with jetted standing tub and spa-inspired rain shower, large walk-in closet, and porch access. Visitors will enjoy comfortable accommodation in any of three upstairs guest rooms. An upstairs loft is fully customizable for use as a home office, media room, or exercise space, and the upstairs private balcony offers unparalleled Ocean Views. Outside, this manicured lot is adorned with lush native landscaping. Enjoy year-around sunshine in the backyard oasis, boasting an in-ground, concrete, saltwater pool with sun deck and spa! A large ThruFlow dock, with step down and swim ladder provides for quick and easy shallow-draft boating, kayaking, and paddleboarding, with direct access to the Atlantic Ocean! Keep tools and equipment dry and secure in the convenient downstairs storage space, and enjoy an abundance of parking with a large covered carport and additional brick paver driveway. Nestled within a quiet, established neighborhood, but just minutes to restaurants and convenience stores in town, this exceptional Ramrod Key retreat wont last long!

Welcome to this charming Old Florida-style cottage, an ideal weekend retreat nestled on Lower Matecumbe Key in Islamorada! This property is set on nearly half an acre, boasting an impressive 100 ft of private beach frontage directly on the crystal-clear ocean. This cottage is a perfect fixer-upper opportunity, offering you the chance to renovate and personalize the existing structure or build your dream home on this stunning piece of prime real estate. Step inside to discover two spacious bedrooms and two full bathrooms. The interior features beautiful beamed and tongue-and-groove ceilings, adding a touch of character and warmth to the space. Imagine starting your mornings with a cup of coffee or unwinding in the evenings with a glass of wine, all while enjoying breathtaking views of the magnificent Atlantic Ocean. The gentle ocean breezes create a serene atmosphere, perfect for quiet contemplation and entertaining friends and family. With its prime location and charming features, this cottage is a rare find that invites you to embrace the laid-back Florida Keys lifestyle. Dont miss your chance to make this idyllic getaway your own!

Competitively priced below a comparable sale with even more square footage! Happiness awaits you at this brand new and exquisite oceanfront property overlooking stunning watercolor views from every angle. This hidden gem location on an oversized end lot in prestigious Key Largo Ocean Resorts, this 5 bedroom, 5.5 bathroom beauty with a spacious den offers large living with 1800 square feet of living on each of the two main floors and another 900 square feet on the fourth floor with unsurpassable open water views from a spacious terrace. An elevator is available for easy access to this palatial home. Observation pier permit with Army Corp approval. Community clubhouse, pool, tennis courts and playground offered as part of the association.

Welcome to paradise at 22562 Jolly Roger Dr in beautiful Cudjoe Key! This custom built, 4-bedroom, 2-bath home features open water views, a designer kitchen with high-end finishes and Viking appliances. In addition, on the first floor there are two guest bedrooms, an office and bathroom. The second floor is where you will find the third bedroom as well the primary bedroom complete with private balcony, ensuite bathroom and walk in closet. Outside the property boasts double decker porches, covered hot tub, full swim spa, and new dock. In addition to the garage there is ample room for vehicles, boats and extra storage. The property is equipped with RV electrical and sewer hookups for added convenience. The property features impact windows and doors and is a stones throw from American Shoal, Lighthouse, Looe Key Reef, and Square Grouper restaurant.

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.

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!