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

PANORAMIC OCEAN FRONT 2 story stilted home tucked away on desirable Long Beach Road on Big Pine Key. The Atlantic Ocean sits just before you with unobstructed views. Natural light floods the living spaces showcasing the serene beauty of the ocean just beyond your doorstep. Catch your own lobster in your backyard or watch the birds diving down. Govt land on either side of the home which is nice for preservation and continued privacy.Located on a 24,600 square foot lot lies a 2 story stilted property with impact glass and a metal roof. Youll be greeted by 2 entry gates and then your eye is immediately drawn to the ocean.Note: this property is an ACTIVE construction site - a brand new kitchen was just installed along with an LED fireplace, luxury vinyl floors, 2 new AC systems, smart home switches for appliances, and ceiling fans throughout. The interior was just painted.Expected completion - Dec. Price may increase as project completes.

1212 Watson Street, aka Island Bliss, is a quintessential Old Town Key West home. This beautiful one-and-a-half-story home has been thoughtfully restored with a mix of modern touches and traditional Key West influences. From the stylish LVT flooring throughout to the stunning kitchen to the new mini split ACs, theres isnt a bit of this home that hasnt been updated. The primary suite occupies the entire second floor, with a spacious bathroom and closet, as well as direct access to the rooftop deck. The two guest bedrooms are located on the first floor and share a full bathroom. The outdoor space is just as impressive, featuring a saltwater heated pool, outdoor kitchen and grill, AZEK decking on the patio and on the upstairs sun deck, and turf yard. And dont forget about the outdoor shower, a Key West staple! Situated on one of the quieter blocks in Old Town, Island Bliss gives you the feeling of being away from it all yet is only a short stroll from everything that Old Town has to offer. The charming front porch with classic gingerbread is the perfect place to relax in the island sun and an off-street parking spot is waiting for you in the driveway.

PRE-COMPLETION PRICING AVAILABLE! Exquisite New Construction Home in Breezeswept Beach Estates scheduled for completion in early 2025! Discover luxury living in this coastal haven. Solid CBS construction, metal roof, impact windows & doors throughout. This 4 bedroom, 3 bath home-the epitome of modern elegance and coastal charm that boasts over 4400sqft of finished interior & exterior luxury!Step inside to be greeted by a beautiful, upscale kitchen featuring stainless steel appliances, shaker cabinets, & quartz countertops. The stunning floating staircase & porcelain tile flooring throughout the interior add to the homes contemporary allure. Open living spaces are designed for seamless entertaining & relaxation, with large windows that flood the interiors with natural light & provide picturesque views.This Green Certified home is equipped with (3kw) solar panels, water cistern, & grey water reuse system, showcasing a commitment to sustainability and environmental consciousness. Enjoy this Smart Home with the convenience of WiFi-controlled lighting, along with luxury fixtures that elevate the living experience. Grillers will love the outdoor kitchen equipped with a 48 grill, side burner, sink, refrigerator, and ice machine. Outdoor enthusiasts will appreciate the 30 dock, offering easy access to excellent boating waters near the renowned Looe Key Reef. Approx. 1200 sq ft of expansive terraces to enjoy the tropical breezes, outdoor living is taken to new heights. This exceptional property also features a garage and downstairs storage. This home presents a rare opportunity to own a new luxury residence in one of the most desirable locations in the Florida Keys. Dont miss your chance to experience the epitome of coastal luxury living - call today to for more details to make this exceptional property your own! With ROGO permits coming to extinction in the Keys soon, lock in todays pricing!*Please Note - Renderings are for illustrative purposes only;

Welcome to the breathtaking Casa Caselles townhouse, boasting picturesque water views from each of its four private balconies! This recently renovated residence features an updated floorplan, kitchen, baths, and storage, complete with impact windows and doors, custom lighting, tile flooring, and elegant granite countertops. The gourmet kitchen is a chefs delight, showcasing stainless steel appliances, a wine cooler, custom cabinetry, and a spacious island perfect for entertaining and dining. Each bathroom is adorned with floor-to-ceiling wall tiles, exquisite vanities, designer lighting, and top-of-the-line fixtures. Enjoy stunning views of the beach, ocean, and beyond from the walk-out decks located off the living room and primary suite. Ample storage is available with multiple walk-in closets and recently added custom closets for your convenience, whether for storage, hobbies, or recreational gear. The bedroom level features vaulted ceilings complemented by beautiful stainless steel cable staircase railings. A large carport provides covered storage for your vehicle, scooter, and golf cart, leading to a quiet sitting room and additional storage. Outside, the entertainment area beckons with a luxurious hot tub, glass-top bar, expansive lounging area, manicured hedges, and a low-maintenance private backyard. A huge storage room with built-in shelving offers even more organizational options. Situated in a gated community directly on the Atlantic Ocean between two nature preserves, this home exudes a quaint Mediterranean feel and provides a front-row seat to breathtaking sunrises and wildlife sightings. The beachside pool offers VIP seating for star-gazing, fireworks, and watersports, making it the ultimate retreat for relaxation and recreation. This exclusive 20-home complex is designated for owner-occupancy only, ensuring a serene and private atmosphere with no rentals allowed. Dont miss this opportunity to experience luxury coastal living at its finest.

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.

This is a Fantastic Property located right next to Sombrero Beach in Marathon. Large Concrete Home with a Privacy Wall and roughly 50 of Concrete Dockage with a Boat Lift. Out back you will be greeted by a large wooden patio perfect for enjoying the Keys Weather, with a raised wooden deck outside with the Hot Tub. Inside you will see no detail has been spared. Beautiful tile floors, Quartz counters, Stainless Steel Appliances, Coffee Bar, Impact Windows and Doors, On Demand Water Heater, High Ceilings and more. House is a successful vacation rental and can be sold completely furnished. Walk to the Beach and less than 2 minutes out to Open Water. This is truly a must see with location and features that are hard to match.

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!

Welcome to 273 W Seaview Dr, your sanctuary in tropical paradise! This concrete fortress, built to withstand hurricanes, ensures peace of mind on a 15,247 sq ft lot. The 3/2 home, completed in 2020, features modern amenities and stylish finishes. The new AC garage (2023) offers space for 12 cars, high ceilings, and ample storage, perfect for vacationing.Enjoy Floridas benefits: no state income tax, an average of 230 sunny days per year, and beautiful beaches. Duck Key also boasts excellent schools (public, private, and charter) and a friendly, welcoming community. Embrace island living in secure, luxurious paradise!

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.

This elegantly designed custom built ground level home was created by local architect Glenn Gray. Boasting a spacious open floor plan @ 3,056 sq ft. Two master bedrooms with ensuite baths, third bedroom, full bath and a half, and office all on first floor. Up the flight of stairs leads to a huge open loft space for a fourth bedroom/bunk room, theater room, art room or whatever your needs. 100 of concrete dock and seawall, 16,000# boat lift, heated Pool + jacuzzi with fully screened pool enclosure, updated kitchen & baths with granite countertops and full backsplash, soft close Cherry Cabinets, interior plantation shutters. Cudjoe Gardens homeowner website - https://cudjoegardens.org

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.

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.

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.

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.

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