Florida Keys Condos For Sale on the Ocean Side of the Island / Oceanfront Condo Condominium Listings

Escape to paradise with this rare, one-of-a-kind, three-bedroom, three-bathroom townhome at the world-famous Hawks Cay Resort! This stunning villa boasts a newer roof (2018), screened-in porch, extra exterior storage, impact-resistant windows and sliders, plus roll-down shutters for enhanced storm protection. Coastal-inspired decor creates a perfect tropical oasis for your island getaway. With nightly rentals available, this property offers unparalleled flexibility, one of the few in the Keys that can be rented daily. Boating enthusiasts will love the convenient dock rental right behind the property. Enjoy rental income through the resorts program or savor your slice of paradise as a second homeathe choice is yours! Just steps from the main resort and all its amenities, this villa immerses you in the heart of the Florida Keys experience. Rental income details are available upon request. Dont miss the chance to live like a local and own your own piece of paradise!

Excellent investment opportunity! Nightly rentals allowed. Beautiful 3 bedroom, 2.5 bathroom waterfront condo in the heart of Marathon. Includes slip 2, right outside your unit boasting immediate access to the Atlantic and Gulf via Vaca Cut! Upgraded Samsung appliances, in unit washer/dryer, fully furnished, turn-key ready to rent or live in!

Peaceful Palms is a newly-constructed coastal development and spruced weekly vacation rental located in the gated community of Islamorada, Florida. This high-end property includes 15 townhomes, all positioned to offer oceanfront locations and views. Residents can enjoy stunning sights of the Sandbar and Alligator Reef Lighthouse, along with beautiful sunrises. For those interested in boating, there are oceanfront docking facilities available. The development also features an oceanfront pool, making it an ideal spot for a Florida Keys vacation or investment. Each townhome includes three bedrooms, three bathrooms, a spacious garage, and balconies on the second and third floors with oceanfront views. The property is pet-friendly and located near excellent fishing and diving spots. With the possibility of new building permits being limited in the Florida Keys, investing in Peaceful Palms could be a timely opportunity. Currently, the townhomes are available at pre-construction prices.

Perfect combination of Florida Keys getaway and income producing investment property! Mariners Club is a gated resort-style ocean front community with all the amenities you could ask for: deep water dockage, two beautiful pools overlooking the Atlantic, deep water marina, tennis, indoor and outdoor pickleball, Keys beaches, clubhouse, gym, dry rack boat storage. Youll be proud to host a house full of friends and family here - and youll have plenty of space! Four bedrooms and four bathrooms - all with a flexible layout. This three-story unit has a 1/1 guest suite on the entry level with a kitchenette and living room. The middle and top floors house three more bedrooms and three baths - plus bright kitchen/living/dining areas overlooking a lovely patio. The spaces can be connect or separated just by closing a door! Perfect for when youve got guests that need a little extra privacy. Fresh new flooring and paint throughout the entire unit, updated furnishings and deck spaces. The enormous primary suite even has a rooftop deck with peekaboo ocean views. This pretty home is a must-see. Impact windows and doors mean you are always storm ready. The association cares for the grounds and keeps the lush tropical vibe going strong. This is as low maintenance as you can get. Its all fun and no honey-do list for you! Mariners Club has no min/max on owner use or rental nights. Use a local property manager or rent on your own any way you like. This is very unusual in the Upper Keys! Pets are A-OK for owners and renters of longer than 6 months. Due from buyer at closing: $45,000 equity membership refundable at closing, non refundable $10,699.20 capital contribution. Grossed more than $180K in last 12 months.

Owner is a licensed real estate agent and listing agent.This charming townhome has it all! Located in the heart of Key Wests prestigious Truman Annex, this home offers a perfect blend of luxury, comfort and privacy along with easy access to all that Old Town has to offer. The first floor features a well-appointed kitchen, with eat-in bar. The space has been designed to take advantage of all storage areas and offers a conveniently located half bath. As you step further into the open concept first floor, you will find a light filled living area with a view to your lush private backyard. Through the two sets of French doors is a beautifully landscaped private backyard with a large deck for entertaining. As you move to the second floor you will find two bedrooms both ensuite baths. Each bedroom also has its own private deck for relaxing and enjoying your morning coffee. There is a new front load washer/dryer set also located on the second floor. This home has a Truman Annex Special Transient License and has a very strong rental history. When you are not staying in the home take advantage of a steady stream of income both in high and low season months. You and your Guests will enjoy the assigned parking space conveniently located just outside the front door. Please provide 24-48 hour notice for showings as this home is fully booked through March 2025.

This stunning, oceanfront, desirable end unit townhome in the exclusive Bonefish Yacht Club community offers a perfect combination of luxury and resort-style living. The 34-unit complex of single family, attached townhomes is nestled on 4+ acres of meticulously maintained tropical landscaping exuding the charm of a private, oceanside retreat. This property conveys with a 40 legal, liveaboard boat slip with deep water, direct ocean access. 1,751 sq. ft. under air featuring a Gourmet chefs kitchen with stainless appliances, separate dining area and open concept living area with beautiful views of the marina and waterside balcony for dining al fresco. The master bedroom has a luxurious en suite bath, walk in closet and private waterside balcony. The guest suite also has its own private balcony, 2nd full bath and lots of closets. Ground-level garage/storage area for a car, water gear, and fishing equipment, fabulous area for an avid Anglers rods and reels. Resort-style ammenities include a large heated/chilled, fully decked swimming pool with poolside lounge chairs. The Tiki gathering area is complete with couches, tables, bathrooms and a wet bar. Tennis/pickleball court and a community beach area add to the list. A perfect blend of privacy and social spaces, ideal for a luxurious Keys lifestyle. This townhome is perfect for those seeking a low-maintenance, luxury waterfront property. Enjoy world-class amenities, breathtaking water views, and a vibrant yet serene community designed for relaxing and entertaining. This is your opportunity to live in paradise, with easy access to boating, fishing for the best of Florida Keys living.

Located in the prestigious Truman Annex community, this town home in The Foundry is the perfect getaway offering the perfect blend of luxury, comfort, and convenience. This beautifully designed 2-bedroom, 2.5-bathroom home enjoys a highly desirable location with easy access to Key Wests vibrant Old Town, while maintaining privacy and security within a gated community.As you step inside the spacious open-concept living area you will find 11 foot high ceilings, impact rated windows and glass doors that bathe the interior with natural light, and updated finishes throughout. The kitchen has been recently updated with all stainless steel appliances. Moving up stairs, the master bedroom is a private sanctuary featuring an ensuite bathroom. A private balcony off the master suite offers a peaceful retreat to enjoy the island breeze. The guest bedroom is up one more floor and is equally inviting with its own ensuite bathroom ensuring privacy and comfort for visitors. Stand out features of this town home include its street facing orientation, not something all homes in The Foundry have. The town home also has its own carport with additional storage above- a highly convenient feature few have and holds a value in excess of $75,000. Finally, The Foundry has its own pool, reserved for use by only Foundry owners and their guests.With a strong rental history and a Truman Annex Special Transient License, this home is an excellent investment opportunity. The license allows for short-term rentals with restrictions, providing flexibility and a steady stream of income when the property is not in use.Whether youre seeking a full-time residence, a seasonal escape, or a profitable rental investment, this townhome provides the ultimate opportunity to experience the best of Key West living.

Discover your dream waterfront home at Mariners Club in Key Largo! This stunning three-bedroom, two-and-a-half-bathroom condo is all on one level, offering breathtaking views of the deep-water marina and the sparkling Atlantic Ocean beyond. Fully furnished and ready for you to enjoy the seaside lifestyle, it provides easy access to world-class diving, fishing, and boating. Residents of Mariners Club benefit from resort-style amenities, making every day feel like a Florida Keys vacation. Boaters will appreciate the deep-water marina with protected dockage and immediate ocean access. Enjoy the sparkling swimming pools, relax in the hot tubs, stay fit at the gym, or enjoy tennis and pickleball. A manned gated entrance ensures peace and tranquility for those looking to unwind. The immaculate kitchen, living, and dining areas feature high ceilings and expansive ocean views from every angle. This beautiful condo holds significant potential as a lucrative rental property. It is in pristine condition with impact windows and doors and an upgraded air conditioning system designed to prevent dust and mold. Its a turnkey investment ready for immediate enjoyment or rental. The condo offers two convenient entrances, eliminating the need for stairs when entering from the front-- a helpful feature for those with strollers or mobility concerns. Step through the gate of the breezy lanai to the marina filled with charming boats. Dockage is available for owners or guests. Its pet-friendly for owners and long-term renters, so you wont need to leave Fido behind. There are no restrictions on the number of rental days in Mariners Club. Owners are free to rent independently or use a local management company. This home is a fantastic opportunity for investors or those seeking a second home that can also generate income. Its a must-see! Dont miss the video & 3D tour. Due from buyer at closing: refundable $45,000 equity membership, non-refundable $10,166.26 capital contribution.

Experience resort-style living in this 3-bedroom, 2-bathroom corner unit in the highly sought-after Ocean Harbour community. This luxury gated enclave offers breathtaking ocean views and lush tropical grounds. Enjoy an array of amenities, including a tennis and pickleball court, an oceanfront clubhouse and fitness center, a waterfront pool, a marina with available boat slip rentals, a beachside tiki hut with BBQ, car charging stations, and more.This spacious unit boasts ocean views from nearly every room. The expansive screened-in balcony seamlessly blends indoor and outdoor living, with access from the living room, master suite, and second bedroom. The master suite offers a large ocean-facing window, a private bathing room, a separate double-sink vanity, and a large walk-in closet. The second bedroom shares the same stunning ocean-facing views, while the third bedroom enjoys the privacy of its own secluded balcony.Meticulously maintained, the unit includes new Cafe kitchen appliances, a new washer and dryer, and impact-rated doors and windows. Additional conveniences include a private storage unit steps from the front door and designated covered parking.

This beautifully updated 3 story Foundry townhome in the exclusive gated Truman Annex community is a dream come true! The floor to ceiling windows and doors at the entry allow sunshine to filter into the main floor living space creating a bright and airy space. The main floor has 11 foot ceilings and double French doors that open to the private front courtyard and porch. The main living space has an open floor plan and the kitchen features stainless steel appliances. The microwave and dishwasher were installed new in 2024. The half bath is located on the first floor for convenience. Make your way up the stairs to the primary suite, located on the second floor with an en suite bath and walk in shower, along with a private balcony. The washer and dryer are located on this floor and were installed new in 2024. The floor to ceiling French doors and windows allows light to encompass the space. The guest suite is located on the third floor with an en suite bath and shower tub combo. The wall to wall windows allow natural light to flood the room. This home has a designated off street parking spot for 1 vehicle located just out front of the private courtyard. The Foundry swimming pool is a short walk. This townhome is just down the block from Trumans Little White House, and is an easy walk or bicycle ride to Ft. Zachary Taylor Park, The Coffee Butler Amphitheater and the Truman Waterfront, as well as the world famous Mallory Square and Duval St. The sale comes with a special use Truman Annex transient license with restrictions. This home is currently an active luxury vacation rental with rentals on the books into 2025 making an easy transition for buyers wanting use this as an investment property.

Resort-Style Living at Ocean Harbour in Islamorada Welcome to this exceptional end-unit condo at Ocean Harbour, where resort-style living meets the serene beauty of Floridas coastline. Upon entering through the gated entry, youre greeted by lush, tropically landscaped grounds that lead you to your stunning, updated home. This unit offers a coveted location with a storage room conveniently situated just outside the front door. Inside, the spacious 3-bedroom, 2-bath condo has been tastefully updated, featuring a well-appointed large kitchen perfect for both casual entertaining and preparing special meals to enjoy on your oceanfront screened terrace. The desirable split floor plan includes a luxurious primary suite with oceanfront views, an en-suite bath with a spa-like feel, and a walk-in closet. Across the living room, youll find two additional bedrooms and a second full bath. One of these bedrooms offers sweeping oceanfront views, while the other enjoys its own private balcony--perfect for morning coffee or evening starlight. Set on over 12 acres of meticulously maintained tropical landscaping, the Ocean Harbour community offers unparalleled amenities, including a marina, tennis and pickleball courts, clubhouse, gym, tiki bar with BBQ, car charging station, trailer storage, and more. Ocean Harbour is known as the premier address in Islamorada, offering its residents luxurious living in one of the most coveted locations in the Florida Keys. Rental boat slips are readily available in the marina. The condo comes furnished with the exception of artwork and a couple of items which are marked.

Immerse yourself in the unparalleled tropical luxury at Mariners Club, a prestigious community nestled in the heart of the Florida Keys. Experience the allure of this ground-floor oceanfront unit, offering stunning views of the Atlantic Ocean and easy access to a vast oceanfront pool. This fully furnished condo is a three-bedroom masterpiece, featuring marble floors, granite countertops, and stylish finishes. The spacious balcony, accessed through impact-resistant sliding windows, provides mesmerizing ocean views for your daily enjoyment.Mariners Club features an expansive Oasis swimming pool, the largest freshwater pool in the Florida Keys, boasting an impressive 7,800 square feet of surface area. Adjacent to the Club House, a second pool and a Grotto Hot Tub with a waterfall provide a picturesque setting overlooking the Atlantic, offering another delightful swimming venue. Additional amenities encompass a secure deep water marina, tennis courts, a well-equipped fitness center, a Club House, and a 2,000-square-foot catering hall with a professional-grade kitchen available for rental, ideal for hosting weddings and various special occasions. The community, secured with 24-hour gated security, also includes an on-site property manager and a full-time dock master.This property offers flexibility with weekly and daily rentals, making it a lucrative investment. Pets are welcome for owners and long-term renters. Dont miss out on this exceptional opportunity! Capture the opportunity to immerse yourself in the tropical lifestyle at Mariners Club, where luxury intertwines with exclusivity.To join this exclusive community, a $45,000 equity membership fee is required at closing, fully refundable upon resale. Se Habla Espanol.

Welcome to Key Colony Point. Positioned perfectly to watch sunsets from your waterside balconies, Unit 7 has everything you are looking for. This tri-level townhome with direct ocean views boasts three bedrooms and 3 bathrooms in 1,929sqft. Unmatched amenities, allows 7 day vacation rentals with onsite management. Turn this property into your weekend getaway or your lucrative investment. Property is offered fully furnished, inclusion list available. Currently in the rental program.

Peaceful Palms is a newly-constructed coastal development and spruced weekly vacation rental located in the gated community of Islamorada, Florida. This high-end property includes 15 townhomes, all positioned to offer oceanfront locations and views. Residents can enjoy stunning sights of the Sandbar and Alligator Reef Lighthouse, along with beautiful sunrises. For those interested in boating, there are oceanfront docking facilities available. The development also features an oceanfront pool, making it an ideal spot for a Florida Keys vacation or investment. Each townhome includes three bedrooms, three bathrooms, a spacious garage, and balconies on the second and third floors with oceanfront views. The property is pet-friendly and located near excellent fishing and diving spots. With the possibility of new building permits being limited in the Florida Keys, investing in Peaceful Palms could be a timely opportunity. Currently, the townhomes are available at pre-construction prices.

Enjoy water views from the over-sized balcony and large master suite. This unit comes furnished w/ marble floors, granite counter tops, new stainless steel appliances, washer/dryer, impact doors & windows, plus new A/C. Mariners is a gated community offering a clubhouse, fitness center, 2 pools, jacuzzis & grotto, a 43 slip marina with dry storage, indoor/outdoor pickleball courts, basketball & tennis. Mariners Club is one of the few places in the Keys that allows nightly rentals. An incredible investment opportunity.

This stunning 5 bedroom condo boasts panoramic ocean views that will take your breath away. Expansive floor plan that was originally two separate condos are now harmoniously combined into one luxurious corner unit. The south facing position offers the perfect vantage point to soak up the Atlantic Oceans beauty and Smathers Beachs glistening white sands. The living room and dining room take full advantage of the encompassing view. Open the sliding glass door to capture the sea breeze, or step out on one of your two balconies to relax and soak up the sun. A well-equipped galley-style kitchen is a chefs dream, complete with a breakfast bar, granite countertop with mosaic tile backsplash, soft close cherrywood cabinets combined with ample storage, and stainless steel appliances. Five bedrooms are beautifully appointed, four capture ocean views and all have comfortable pergo flooring with lots of natural light. Two well-designed, streamlined bathrooms with glass enclosures for the tub and shower lend a touch of luxury. Take advantage of two separate entrances, one that steps into the main living area and the second that leads invitingly through the bedroom wing. Five separate mini split AC units, a tankless hot water system, 2 heat pumps, 200-amp electrical service all contribute to the homes functionality and convenience. Ensuring both style and security are plantation shutters on the interior and crank-style storm shutters for all windows on the exterior. Recessed LED ceiling lights, crown molding, 7-inch baseboard molding, and tray ceilings throughout add an elegant touch. Key West by the Sea is nestled on nine acres of beautifully manicured property that is gated secure and is an effortless stroll to the beach and mere minutes away from the world-famous Duval Street. Residents can access a sparkling lap pool, a heated pool, two tennis courts, and bocci ball courts for year-round enjoyment.

Situated along the beautiful Key West coastline with exquisite oceanfront views, The Key West Beach Club epitomizes elegant living. Claiming sweeping views of the Atlantic Ocean, these residential condominiums are a peaceful and private enclave designed to exist in perfect harmony with their beautiful natural setting. Beach Club #213 is a freshly painted 2 bedroom, 2 bathroom residence featuring 1,531 square feet of indoor living space and a private beach front balcony offering 300 square feet of covered outdoor living space. Highlights include an open floor plan, stainless appliances, and the opportunity to enjoy an easy island lifestyle in one of Key Wests most coveted communities. The Primary bedroom features ocean views, glass sliders that open to the private balcony and outdoor seating area, a walk-in closet, and an en suite with Jacuzzi tub. Unmatched amenities include 2 oceanfront swimming pools, tennis courts, gated entry, covered parking and a storage unit. The Key West nature preserve, White Street Pier, and the islands best beaches, restaurants, and shopping are all within walking or biking distance. Very easy to show!

This is a unique opportunity to own 1200 sq feet of beautifully renovated condo space along with a 40 foot deep water slip right out the front door. This unit comes with an assigned parking spot.Taxes, water, insurance , building and common area maintenance all included under the association dues . Vacation rentals 3 day minimum allowed on the condo.

Great opportunity to own a single level luxury two bedroom/two bath condo at the exclusive Santa Maria Resort in Old Town Key West. Just steps from Key Wests vibrant downtown scene, this Santa Maria condo also has beach access PLUS a transient rental license with tons of income producing possibilities. This is resort living at its best with beautiful pool and grounds, off street parking and restaurant on site. Make plans to see it today.

Wake up to an incredible panoramic ocean view in this third-floor corner unit at Ocean Harbour! This unit has been completely remodeled. The kitchen has all new stainless-steel appliances, a wine cooler, beautiful custom cabinetry, granite countertops and elegant LED lighting. All new impact windows and doors enhance the bright open concept living areas. A beautiful master bedroom suite overlooks the ocean and features a large bathroom area with a walk-in closet. The floor to ceiling oceanfront doors are equipped with automatic blinds. These all impact glass doors have been tinted to enhance the view and protect your privacy. This condo is one of the largest at 2150 sq ft! This unit also includes an outside storage area to store fishing rods, bikes or other outdoor toys. Private covered parking. Ocean Harbour has a beautiful pool and spa area and has tennis and pickle ball courts. Rental dockage for boats is readily available for residents of Ocean Harbour up to 40. See documents tab for full explanation of maintenance and insurance fees.