Islamorada Homes For Sale on the Ocean Side of the Island. Oceanfront Homes

Welcome to this 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.

NEWEST DEVELOPMENT IN DOWNTOWN ISLAMORADA!! Come preview finished units NOW. Only ONE HOUSE LEFT. An exclusive, gated enclave on the Atlantic Ocean, Oceanside is nestled between the Cheeca Lodge and the Caribbean Resort, offering the very best of location, privacy and island living. Low maintenance concrete block construction, this home has been built above flood level. Spacious living area of more than 2,500 square feet, with fully collapsing Euro doors both on the second floor, leading out to a covered balcony, and on the first floor, opening to the private pool and deck, Oceanside House 6 boasts four bedrooms with ensuite baths, plus a first floor powder room. Large open kitchen, island and living area flow seamlessly. The property also allows vacation rentals. This beauty will not last! Make an appointment to visit the site today.Owner is Florida licensed real estate agent.

Potential SELLER FINANCING AVAILABLE!!! Brand new oceanfront Concrete Home. Coastal-inspired masterpiece with wood plank porcelain tile flooring.Panoramic ocean views from the spacious living areas, including the kitchen, dining room, and master suite. Elevator to all 3 floors. The gourmet kitchen with quartz countertops, high-end GE appliances, and a stunning 10 island perfect for entertaining. Stroll directly out onto your private 2nd floor oceanfront pool complete with waterfall and poolside bar.Enjoy gorgeous Ocean Views from the Living Room, Dining Room, Kitchen, and Master Suite. Kitchen features Quartz Countertops, White Cabinetry, 48 Fridge and a 10 Island. Third Floor Primary Bedroom has Vaulted T&G ceiling, Built in Audio, and a Private 12 x 31 Balcony with Stunning Ocean Views of Snake Creek to Alligator Lighthouse.Plans for a 295 Observation Deck are Approved w/ Permit in Hand from Army Core and DEP . Super convenient to Numerous Popular Restaurants and Boat Marina with Storage. Want even more? The identical home is for sale right next door. DOCKAGE AVAILABLE AT VERY CLOSE BY MARINA. SELLER WILL PAY FOR 1 YEAR OF DRY SLIP STORAGE/ DOCKAGE FOR A BOAT UP TO 26. **Availability subject to change**Owner is a Licensed Florida Real Estate Agent.

Beach life simplicity perfectly describes this pristine 3 bedroom, 2 bath oceanfront home with pool, covered patio, and gated for privacy. Stunning beach and ocean views are enjoyed from upper porch, lower level covered patio, living room and 2 of the 3 bedrooms.Fully remodeled in 2021, this charming get-away has been entirely refreshed with new everything...including impact windows and doors, metal roof, flooring, new appliances, central air, pool equipment and electric gate. Furnishings and finishes reflect the coastal cottage style creating the epitome of relaxation and embodying the Florida Keys lifestyle.

This beachfront property offers breathtaking ocean views and features a spacious open floor plan, redesigned with top-of-the-line finishes. On the upper level, youll find two bedrooms and two bathrooms, including a stunning master suite with awe-inspiring ocean views. The lower level provides an additional bedroom and bathroom with equally impressive water views and charming outdoor living spaces, including a hot tub and a covered patio overlooking a sandy beach. This secluded gem is both gated and fenced for added privacy. The property promises to capture your heart with its water views visible from nearly every angle.

Potential SELLER FINANCING AVAILABLE!!! Brand new oceanfront Concrete Home. Coastal-inspired masterpiece with wood plank porcelain tile flooring.Panoramic ocean views from the spacious living areas, including the kitchen, dining room, and master suite. Elevator to all 3 floors. The gourmet kitchen with quartz countertops, high-end GE appliances, and a stunning 10 island perfect for entertaining. Stroll directly out onto your private 2nd floor oceanfront pool complete with waterfall and poolside bar.Enjoy gorgeous Ocean Views from the Living Room, Dining Room, Kitchen, and Master Suite. Kitchen features Quartz Countertops, White Cabinetry, 48 Fridge and a 10 Island. Third Floor Primary Bedroom has Vaulted T&G ceiling, Built in Audio, and a Private 12 x 31 Balcony with Stunning Ocean Views of Snake Creek to Alligator Lighthouse.Plans for a 295 Observation Deck are Approved w/ Permit in Hand from Army Core and DEP. Super convenient to Numerous Popular Restaurants and Boat Marina with Storage. Want even more? The identical home is for sale right next door. DOCKAGE AVAILABLE AT VERY CLOSE BY MARINA. SELLER WILL PAY FOR 1 YEAR OF DRY SLIP STORAGE/ DOCKAGE FOR A BOAT UP TO 26. **Availability subject to change**Owner is a Licensed Florida Real Estate Agent.

The Ospreys are back! Welcome to The Ospreys Nest; your perch by the Ocean in one of Islamoradas most coveted locations. Wake up to the sunrise and take a stroll down the turtle nesting beach, while also having the convenience of protected canalside dockage across the street. 20 dock but brought in stern-to, can accommodate larger boats. Spacious floor plan for all to enjoy, third story primary suite and beachside pool with heater and chiller for those hot summer days. True island living is here on Sunset Drive. Listing includes canal parcel with dock across the street RE#00389220-000100

Coconut Cottage beckons you to the quintessence of tropical living in Islamorada. This oceanfront haven boasts a 90ft sandy beach, a private boat basin, and an inviting waterfront pool, creating an idyllic backdrop for both relaxation and adventure. The main residence, featuring four bedrooms and three bathrooms, exudes vintage Florida elegance, complemented by a screened-in porch where one can savor the panoramic ocean vistas and gentle sea breezes. A separate one-bedroom, one-bathroom guest cottage offers additional privacy and comfort, making it ideal for hosting friends or family. Constructed with durability in mind, both homes feature concrete walls and metal roofing, ensuring a sanctuary that stands the test of time. The propertys lush tropical landscaping and gated entry promise a secluded retreat, fully fenced to ensure your exclusive slice of paradise remains undisturbed. Ample parking accommodates a fleet of cars, boats, and trailers, while a dedicated storage shed keeps your water toys and fishing gear organized. Coconut Cottage isnt just a residence; its a lifestyle choice for those who dream of a natural tropical setting. Envision your special day at this perfect wedding venue, where a 7-day rental policy aligns seamlessly with celebrations and gatherings. With a charming boutique hotel nearby, your guests will enjoy the convenience and luxury that this unique property affords. Discover the rare gem that is Coconut Cottage, a treasure nestled in one of Islamoradas most sought-after locations, where every day feels like a blissful escape from the ordinary. Motivated Seller!

This beautiful home / compound has not One, but TWO dwellings! Situated on Large Pristine oceanfront parcel ( of nearly one acre , including 20,000 SQF of submerged land , extending 200 feet into the seamlessly clear waters of the Atlantic Ocean) for the ultimate Florida Keys resort feel. This completely renovated 4 BD/ 4 BA home has endless water views, pool, brand new tiki hut, observation dock, boat ramp, and beach!

The Islands of Islamorada Beach Club is a meticulously designed private gated enclave offering waterfront single-family residences. With every comfort considered, this residence exudes coastal living with four bedrooms, four and one-half bathrooms, and stunning ocean views. The three-floor villa offers 3,137 sq ft of interior and 930 sq ft of exterior contemporary island architecture with an open, airy, and light-filled design. Three bedrooms are king-sized with en-suite bathrooms; the fourth is a twin room. Additionally, the residence is being offered fully furnished with artwork from local Florida artists. Residence amenities include a top-of-the-line kitchen, open-concept kitchen, dining, and living spaces, a powder room, ample closets, two oceanfront balconies, a ground floor waterfront loggia, a laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. This turn-key home is maintenance-free, providing the possibility of passive income. The safe and secure environment within the club allows for effortless multigenerational vacations with a gated entry and attentive staff. The Beach Club delivers a luxurious experience with its 615 ft of pristine crescent-shaped swimming beach and a private boat basin with ample dockage. Enjoy two oceanfront pools, an oceanfront bar, and pickleball courts for some friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can have fun in the dedicated play area. Surrounded by lush, mature landscaping, the Beach Club also provides a plethora of water activities, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination.

The Islands of Islamorada Beach Club is a meticulously designed private gated enclave offering waterfront single-family residences. With every comfort considered, this residence exudes coastal living with four bedrooms, four and one-half bathrooms, and stunning ocean views. The three-floor villa offers 3,137 sq ft of interior and 930 sq ft of exterior contemporary island architecture with an open, airy, and light-filled design. Three bedrooms are king-sized with en-suite bathrooms; the fourth is a twin room. Additionally, the residence is being offered fully furnished with artwork from local Florida artists. Residence amenities include a top-of-the-line kitchen, open-concept kitchen, dining, and living spaces, elevator, a powder room, ample closets, two oceanfront balconies, a ground floor waterfront loggia, a laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. This turn-key home is maintenance-free, providing the possibility of passive income. The safe and secure environment within the club allows for effortless multigenerational vacations with a gated entry and attentive staff. The Beach Club delivers a luxurious experience with its 615 ft of pristine crescent-shaped swimming beach and a private boat basin with ample dockage. Enjoy two oceanfront pools, an oceanfront bar, and pickleball courts for some friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can have fun in the dedicated play area. Surrounded by lush, mature landscaping, the Beach Club also provides a plethora of water activities, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination.

This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior.With five spacious bedrooms and four well-appointed bathrooms, this residence offers ample space for family and guests. Enjoy stunning ocean views from various vantage points within the home, enhancing the comfort and breathtaking natural beauty. The observation dock provides a perfect spot for relaxation, while the saltwater pool equipped with heater/chiller, ensures year-round enjoyment. Added features are quartz countertops, top-of-the-line appliances and the Residential Estate zoning allows weekly vacation rentals with a high-income stream.This combination of amenities creates an inviting atmosphere that reflects the privacy and charm of the Florida Keys lifestyle.

The Islands of Islamorada Beach Club is a meticulously designed private gated enclave offering waterfront single-family residences. With every comfort considered, this residence exudes coastal living with four bedrooms, four and one-half bathrooms, and stunning ocean views. The three-floor villa offers 3,137 sq ft of interior and 930 sq ft of exterior contemporary island architecture with an open, airy, and light-filled design. Three bedrooms are king-sized with en-suite bathrooms; the fourth is a twin room. Additionally, the residence is being offered fully furnished with artwork from local Florida artists. Residence amenities include a top-of-the-line kitchen, open-concept kitchen, dining, and living spaces, a powder room, ample closets, two oceanfront balconies, a ground floor waterfront loggia, a laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. This turn-key home is maintenance-free, providing the possibility of passive income. The safe and secure environment within the club allows for effortless multigenerational vacations with a gated entry and attentive staff. The Beach Club delivers a luxurious experience with its 615 ft of pristine crescent-shaped swimming beach and a private boat basin with ample dockage. Enjoy two oceanfront pools, an oceanfront bar, and pickleball courts for some friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can have fun in the dedicated play area. Surrounded by lush, mature landscaping, the Beach Club also provides a plethora of water activities, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination.

Brand New Ocean Front Family Estate. Be the first to own these 2 new gorgeous sister home. Enjoy daily sunrises, exciting ocean views, all while relaxing in the luxury of 2 quality built coastal homes. Combined 8 Beds/ 6 Baths provides room for the whole family. While sharing the identical footprints and layouts these homes each present different stylish tiles and cool color palettes. Both homes feature 5 star chef kitchens, elevators, porcelain tiles throughout, flawless T&G ceilings, and Brizo faucets. Step outside and soak up the warm sun and take a dip in the 2nd floor elevated concrete pools or unwind and enjoy the the endless cool ocean breezes.Great location to enjoy active ocean views of local sandbars, Snake Creek, kite surfing, and Alligator Lighthouse. **Dockage available at very close by marina.** Active permits from DEP and Army Core to build 295 Observation Pier through mangroves. These homes are a must see in person. Top quality finishes throughout that will surly impress. ** Seller Financing Possible** Each home may be purchased individually.

This breathtaking three-story beachfront home boasts six spacious bedrooms and five lavish bathrooms and three living rooms, perfectly blending resort-style living with the utmost comfort. Located in a serene cove with a pristine natural beach, the home features floor-to-ceiling windows that offer stunning 180-degree panoramic views of the ocean. Every corner is meticulously designed with tasteful decor, exuding elegance while providing a personal, comfortable atmosphere. The property is in downtown Islamorada, Florida Keys, and includes a private beachfront terrace, a third-story private balcony, and a tranquil pool with a tiki hut, making it ideal for relaxation and entertaining. The outdoor spaces feature a cozy firepit, offering the perfect setting for intimate gatherings with the sound of the waves as a backdrop. As a vacation rental, this residence is a lucrative investment opportunity in a highly sought-after area. This home is a true masterpiece, offering unparalleled luxury, privacy, and breathtaking views.

Beautiful 300 of oceanfront property on Lower Matecumbe Key. This offering consists of two 100 lots, vacant & contiguous, a 100 lot with a triplex apartment building, and 2 additional Transferable Development Rights. This gives you endless possibilities for redevelopment of the property. The two vacant lots have an additional 200 of bay bottom. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property.Recap: 300 of oceanfront made up of 2 vacant lots, 1 lot with 3 apartments, bay bottom on the vacant lots, and 2 additional transferable building rights.Note: One of the owners is a State of Florida Real Estate Licensee

Welcome to Southwinds, your exclusive oceanfront oasis in the heart of Lower Matecumbe, Islamorada. This stunning 5-bedroom, 6.5-bath CBS home embodies luxury and tropical living. Spanning nearly 4,000 sq. ft., Southwinds offers breathtaking ocean views, with floor-to-ceiling impact windows that flood the interior with natural light, seamlessly connecting you to the stunning beauty of the Atlantic. One of the standout features of Southwinds is its 100 natural sandy beach, a rare find in Keys oceanfront homes. Stroll the 150 foot pier which features water, electric and a fish cleaning station. Read a book or enjoy your favorite beverage under the tiki. The pool features a spillover edge, bubbler, sun shelf and hot tub. The grand outdoor Mahogany bar is ideal for entertaining against the backdrop for the ocean breezes. A private pickleball court offers hours of fun and fitness for you and your guests, right in your own backyard. Paired with a putting green, this home provides a truly unique lifestyle experience that caters to the active, outdoor enthusiast.The home features a large kitchen with a pass-thru, an induction range, wine and beverage coolers, and two sets of washers and dryers for ultimate convenience. The third-floor wet bar and expansive open balconies offer additional space to enjoy the spectacular views. The gated property also features landscape lighting, an irrigation system, a spacious garage, and storage room.Southwinds is a sanctuary for those seeking a private retreat or a valuable investment. Whether youre in search of a second home or a high-performing rental property, this residence offers everything you could desire. Zoning allows for weekly vacation rentals, Southwinds presents an ideal opportunity for generating rental income.

Southern Shore - A Modern Coastal MasterpieceNestled in an exclusive oceanfront setting, Southern Shore is a premier coastal residence offering an unobstructed, 180-degree panorama of the Atlantic Ocean. This exceptional, all-concrete estate spans 3,790 square feet of meticulously designed indoor living space, complemented by 2,580 square feet of expansive terraces for seamless outdoor living.Inside, the home features four luxurious en-suite bedrooms, each offering breathtaking ocean views. The chef-inspired kitchen is outfitted with custom floor-to-ceiling cabinetry, sleek quartz countertops, and top-of-the-line appliances. State-of-the-art smart home technology, custom-built closets, and the convenience of an elevator elevate both form and function in this sophisticated residence.The interior spaces reflect a perfect balance of elegance and comfort. With floor-to-ceiling windows throughout, the home captures the essence of the tropical lifestyle, offering stunning vistas of the ocean from nearly every room--living areas, kitchen, and bedrooms alike.The outdoor spaces of this estate are designed to host gatherings in style, featuring a rooftop deck, multiple terraces, and a luxurious pool and spa area with an outdoor shower. For boat enthusiasts, the property, all protected by a gated entry.Located within the serene Plantation Key community, this property also includes a misting system and occupies an expansive lot with direct ocean access. This is the ultimate tropical sanctuary for those seeking a premier location with unparalleled views, superior construction, and a full suite of luxurious amenities.Note: The owner is a licensed Florida real estate agent. For additional details, please refer to the full property description available in the document tab.

THE LAST RESORT offers breathtaking views of the Atlantic Ocean, complemented by expansive & covered verandahs, poolside Chaise lounge chairs and beachfront hammocks that invite you to soak in the beauty of the surroundings. This home is the Historic, 1922 residence of Roger and Sarah Albury. With 165 of private sandy beach at your disposal and a 15 x 30 heated swimming pool by the seaside, relaxation and enjoyment are easily obtained. All of this is set on over one acre of lush tropical land, providing a serene and private retreat. Additionally, the property features a 37.5 private concrete dock on the adjacent canal, offering convenient access to the water for boating enthusiasts. Located in the heart of the Florida Keys, this is truly an exceptional property, offering 4 bedrooms and 5 baths, with 3,860 square feet of living space. The layout of the house is particularly well-suited with the majority of the living space conveniently located on the ground floor. The large suite and bath upstairs enjoy access to the roof-top deck where one can enjoy breathtaking sunrises and seemingly endless ocean views. The beach entry into the ocean is perfect for paddleboarding or kayaking.

Modern luxury meets barefoot elegance in this oceanfront masterpiece in Islamorada! Stunning ocean views can be seen from almost every room in this spectacular home. Designed for casual living and entertaining, indoor and outdoor living is seamless and allows for year round enjoyment of the Florida Keys lifestyle. Open ocean views, 380 ft. of dockage with power and water and a cut in boatslip with a 25,000 lb. boatlift will accommodate your boats and water toys. Boasting 6 bedrooms, each with ensuite baths, a 3 story elevator whisks you from the ground level to the main living level on the second floor. Here you will find an open floor plan accented with high coffered ceilings and tall windows and doors opening to ocean views. The kitchen has a large island with quartzite counters and a waterfall edge, GE Mongram appliances and walk in pantry. The primary suite offers ocean views, his and hers closets and a magnificent bath with a double vanity, free standing tub and ingenious double shower. There is a junior primary suite on this level with its own breakfast bar and refrigerator. The game room is on the 3rd floor with exceptional ocean views, service bar and 600 bottle wine vault! Also on this floor are 4 guest bedrooms with ensuite baths. This oceanfront oasis is gated for privacy and features a 3 car garage plus an additional single car garage! The pavered driveway leads to the front door and entrance foyer where you see the pool and oceanfront beauty shining through. To the left is the gym to work off last nights dinner and the pool deck and dock are straight ahead ready for some fun today. There is plenty of shade by the outdoor kitchen or you can relax on the oceanfront chaises. The pool with sun shelf and spa are ready for your friends and family to enjoy. Need a little extra shade? An oceanfront tiki sits beside a fire pit for the perfect transition from day to night! Tiki torches along the waterfront are the perfect evening accent!