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

Exclusive Mills Place Condo, a true Key West gem. Priced below appraised value, this Mills Place condo not only exudes charm but also represents an incredible opportunity to own a piece of Key West history at an unbeatable price. Welcome to one of Key Wests most sought-after addresses in the prestigious Truman Annex. This charming 3-bedroom, 2-bath condo offers everything youve been searching for in a quintessential island retreat. Nestled within historic Mills Place, this condo is ideally situated adjacent to the community pool, offering the perfect blend of convenience and serenity. Imagine stepping out your door for a refreshing dip just steps away, or unwinding in your private garden oasis. The garden is a standout feature--an ideal space for outdoor entertaining, grilling, and chilling. Complete with a built-in bar, this outdoor area is perfect for hosting guests, enjoying a quiet morning coffee, or indulging in a sunset cocktail. The lush, tropical landscaping ensures a sense of privacy and tranquility, making it your own personal paradise. Offered fully furnished, this condo is turn-key and ready for you to move in and start enjoying the Key West lifestyle immediately. Plus, with the Special Vacation Weekly Rental License, you can continue earning revenue effortlessly. Whether youre seeking a permanent residence, a vacation home, or an investment property, this condo checks all the boxes. Super cute and thoughtfully designed with coastal-inspired touches, every room is bright, airy, and welcoming, capturing the true essence of island living. Just a quick stroll or bike ride to Duval Street dining, shopping and entertainment, Truman Waterfront Park and the locals favorite beach, Ft Zachary Taylor.

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.

The epitome of luxury, coastal living at its best. Welcome to The Residences at Ocean Drive, a private enclave of just 5 units. Situated directly on the ocean with stunning views, sandy beach and the pristine turquoise waters the Keys are renowned for. Rare to find is a condo of this size, with 2697 sq. feet of living area, 3 bedrooms and 3.5 baths, and a 2-car garage. It feels more like a house than a condo. The elevator takes you conveniently to your front door, where the ocean view greets you. The living area is open with tons of natural light from the many windows, all with plantation shutters. Youll enjoy preparing dinner in the welcoming and well-equipped kitchen when you can gaze out at the ocean views! The large covered porch extends your living space and is perfect for relaxing with a good book, enjoying your evening cocktail or watching the sunrise with your coffee. The media room is perfect for coming together to watch a family movie or make it into your office space. Your guests may not want to leave when staying in your two spacious guest bedrooms, both with ensuite. Retire at the end of the day to your primary suite with covered porch, bath with jacuzzi tub and walk-in closet. All three bedrooms have custom interior closets by California Closets. Theres plenty of storage with your 2-car garage space plus a separate storage closet. The grounds are beautifully and tropically manicured. Youll enjoy the oceanfront pool, which is shared with just four other owners. Take your beach chair down to the beach and put your toes in the sand and the clear blue water. Life doesnt get much better than this. Make your appointment today to see this ultimate beach house! Key Colony Beach is a resort community in the middle Florida Keys with several restaurants, 9-hole golf course, sports courts and shopping within biking or walking distance.

Second Floor Harbour Place Condo located in the historic Navy Administrative Building. Features high ceilings and tile floors throughout. One level living with 2 bedrooms and 2.5 Baths. Large primary bedroom ensuite with walk-in closet. The guest bedroom has French doors that open to the balcony with guest bathroom in the hall. Includes the special Truman Annex transient rental license.

Now available to apply for 7 day rental license. Peaceful Palms - is a newly-built luxury coastal development situated in the gated community of Islamorada, FL. This upscale property features 15 high-end townhomes, all boasting an oceanfront location, as well as oceanfront views. You can enjoy spectacular views of the acclaimed Sandbar and Alligator Reef Lighthouse, as well as breathtaking sunrises. For boating enthusiasts, there are oceanfront docking facilities available for rent. Additional amenities include an oceanfront pool, making it an ideal location for a Florida Keys getaway and investment property

Panoramic Open Water Views and resort-style amenities at this well-equipped Oceanfront condo in exclusive Key Colony Beach! Inside, a bright and spacious 1,716 Sq. Ft. floor plan caters to entertaining and boats impact sliding glass doors and windows for peace of mind. The generous great room flows seamlessly into a large Chefs Kitchen, boasting stainless steel appliances, and ample storage and prep-space. A wall of sliding glass doors lead out to an expansive open balcony, complete with stunning Ocean Views, ideal for morning coffee or al fresco dining with guests. Retire to a sizable primary suite with en suite bathroom, walk-in closet, and balcony access. Visitors will enjoy comfortable accommodation in either of two additional guest bedrooms. Designed for effortless seaside living, this well-maintained Seapointe community offers every convenience from the comfort of home, including a resort-style pool, oceanside hot tub, and well-equipped gym. Enjoy frequent boating and direct ocean access to world-class fishing and diving from this prime location! Dock your boat in a convenient, private boat slip which conveys with the sale of the home. Nestled within desirable Key Colony Beach, a coastal beach town offering restaurants, shops, a 9-hole golf course, and Beach Club, all within walking distance. Your ideal Florida Keys lifestyle awaits, this spectacular Seapointe slice of paradise wont last long!

Weekly rentals available starting in November. Peaceful Palms - is a newly-built luxury coastal development situated in the gated community of Islamorada, FL. This upscale property features 15 high-end townhomes, all boasting an oceanfront location, as well as oceanfront views. You can enjoy spectacular views of the acclaimed Sandbar and Alligator Reef Lighthouse, as well as breathtaking sunrises. For boating enthusiasts, there are oceanfront docking facilities available for rent. Additional amenities include an oceanfront pool, making it an ideal location for a Florida Keys getaway and investment property. Once assessments and approvals have been completed this year, Peaceful Palms is set to cater to weekly vacation rentals, a rarity in Islamorada. Each townhome comes with three bedrooms, three bathrooms, a spacious garage, and balconies on the second and third floors with oceanfront views. Peaceful Palms is pet-friendly.

Peaceful Palms - is a newly-built luxury coastal development situated in the gated community of Islamorada, FL. This upscale property features 15 high-end townhomes, all boasting an oceanfront location, as well as oceanfront views. You can enjoy spectacular views of the acclaimed Sandbar and Alligator Reef Lighthouse, as well as breathtaking sunrises. For boating enthusiasts, there are oceanfront docking facilities available for rent. Additional amenities include an oceanfront pool, making it an ideal location for a Florida Keys getaway and investment property. Once assessments and approvals have been completed this year, Peaceful Palms is set to cater to weekly vacation rentals, a rarity in Islamorada. Each townhome comes with three bedrooms, three bathrooms, a spacious garage, and balconies on the second and third floors with oceanfront views. Peaceful Palms is pet-friendly. The world-class fishing and diving opportunities of Islamorada are an added attraction. With the potential halt in issuing new building permits in the Florida Keys, investing in Peaceful Palms presents a unique and timely opportunity.

This OCEAN FRONT home has been the #1 rental at Mariners Club Key Largo for the past 5 years. Enjoy striking ocean views from this ground level furnished 3-bedroom 2.5 bath luxury condominium. This home features marble floors, granite counter tops, stainless steel appliances, impact resistant storm doors & windows plus upgraded air conditioning system designed to prevent dust and mold. Walk off your private ocean side balcony to an intimate beach steps from the oceanside swimming pool or exit your front door to the 43-slip deep-water marina. Mariners Club Resort and Marina provides easy access to world-class diving, fishing and boating. This unit is pristine and offers an incredible investment opportunity - generating substantial income as a short-term vacation rental. The existing management company is willing to stay on once sold. Mariners Club is a gated community offering exclusive amenities, including a clubhouse, fitness center, 2 swimming pools and jacuzzis, indoor pickleball court, outdoor pickleball and tennis courts. Experience the ultimate in luxury, and income potential with this home. This is a MUST-SEE! Due from buyer at closing: $45,000 equity membership refundable at closing, non-refundable $10,621.16 capital contribution.

Peaceful Palms - is a new construction luxury coastal property, in a gated community, located in the heart of the Florida Keys. It offers 15 new high-end townhomes. Its positioned right on the oceanfront, and provides stunning views of the renowned Sandbar and Alligator Reef Lighthouse. It has breathtaking sunrises, oceanfront docking facilities available for owners and guests, an oceanfront pool, and is perfect for a Florida Keys get-away and investment property.

This second-floor luxury condo is ideally situated just one block from the beach and the iconic Southernmost Point, offering the perfect balance of vacation living and income potential. As a high-demand rental property with an impressive occupancy rate, it presents an excellent opportunity for a 1031 exchange, especially with on-site management ensuring seamless service for guests.The propertys amenities elevate the experience--guests can unwind at the poolside open bar, where beer, wine, and soft drinks are served to enhance their stay. With prime proximity to renowned fine dining, vibrant Duval Street, and the beach just steps away, this condo is positioned to attract affluent vacationers looking for a premium experience.Whether youre seeking a luxurious getaway for yourself or an income-generating investment, this exceptional condo promises both lifestyle and return on investment.

THE HOLY GRAIL of Keys Real Estate! TOP FLOOR Penthouse style 4 bedroom condo in exclusive Mariners Club in Key Largo w/ views, dockage & short term rental capability! The epitome of luxury & convenience, this over 2,600sqft condo in the Dolphin building overlooks the private deep water marina & the sparkling Atlantic ocean. Built in 2004 of solid concrete, this rare 4 bedroom flat includes other high quality finishes such as travertine floors, crown molding, impact windows, rounded drywall corners, & gourmet kitchen with wood cabinets, granite counters & stainless appliances. Primary suite enjoys stunning ocean views & a large ensuite bath with walk in closets, jet tub, marble shower & water closet. There are 3 additional spacious bedrooms & 2 additional full baths. Each bedroom has upgraded tile flooring & additional windows for extra light afforded by the end unit location. Enjoy the sunrise & moonrise from the large balcony which also gives you a great view of your boat docked in the deep water harbor right out your back door. Owner benefits include the largest pool of any condo in the upper Keys & a secondary pool with grotto; private marina with dry stack boat storage & in/out service; indoor pickleball courts; tennis; gym; clubhouse; billiards, manned entry gated community, & more. Worried about the hassle of maintenance? Rest easy knowing that a professional management company takes care of everything for you. When not in residence, you have the opportunity to rent your condo with no minimum rental restrictions to generate rental income, helping to offset carrying costs, making this property as practical as it is luxurious. This condo has an established rental history & following, making it easy for your continued success. Escape the cold northern winters and make this your ideal retreat. Whether youre seeking a seasonal getaway or a year-round residence, this condo offers the perfect blend of comfort, convenience, and resort-style living.

Island Resort-Style Living in the Florida Keys Exclusive SEAPOINTE CONDOMINIUM, a Unique-Luxury, Oceanfront, Gated, 15 residence Community in Key Colony Beach, this residence boasts Stunning, Unobstructed Ocean Views, magnificent Sunrises and Sunsets in a Tropical Setting.Recently updated, tastefully decorated and being sold partially New furnishings, New Maytag Washer/Dryer, a Luxurious, Custom granite/marble Kitchen, a large island, spacious and convenient for entertaining friends and family, expand your living and dining area to the outdoor wrap around balcony, with a summer kitchen area, relax and enjoy the many colors of the Keys breathtaking, endless Turquoise Ocean water/sunrises/sunsets/stargazing.This Community has its own private Marina, this unit has a deeded boat slip, the only complex in KCB with boat slips/docks, right at the Ocean edge, seconds to be on the Ocean. Seapointe boast its amazing point and Iconic Bronze Lady Nike Statue, waters edge heated pool/spa/jacuzzi, Tiki hut, boat slip, beach area, sand under your feet leading to the private fishing pier with cleaning station and a diving/swimming platform, enjoy seeing Dolphin in the Wild and other amazing sea life from the pier. Outside storage unit for fishing, snorkeling gear/bikes, an elevator and 2 car covered parking and plenty of guest parking, a small private air-conditioned exercise room with machines, free weights, & sauna, all Impact windows/doors. No rentals allowed, on site property management, complex is pet friendly. KCB has its own Town Hall/Post Office/Police Dept, restaurants/ boutique; bike paths/tennis/pickleball/ basketball/ bocce ball courts/par three 9 hole golf course/Sunset Oceanfront Park for sunsets/concerts/events. Bldg Freshly Painted and all assessments are paid.

Beautiful, luxurious and very comfortable with a great vibe. Perfectly located near the private sandy beach hideaway for relaxation and morning yoga. Exclusive Oceanfront Retreat at Mariners Club - Unit 521 - Newer building Built in 2005; solid concrete construction! Vacation rental with dockage for owners and guests.Discover unparalleled luxury in the most private building at Mariners Club, discreetly nestled by the serene Sandy Beach Cove. This exceptional location offers an intimate setting, capturing breathtaking sunrises and moonlit evenings over the Atlantic.Unit 521 is a meticulously maintained 4-bedroom, 3-bathroom residence, featuring solid, one-of-a-kind furnishings, mirrors, collector items, and unique artwork. Every piece has been thoughtfully curated, adding to the units distinct charm and elegance. The spacious main bedroom (16 x 16) offers stunning views, while the living room (18 x 10.9) overlooks the resort-style pool, tiki lights, and sugar sand beach. The dining room (18 x 11) and kitchen (10 x 23) are designed for both comfort and style, perfect for entertaining. The additional three large bedrooms range from 12 x 11 to 13.10 feet wide, providing ample space and privacy.This unit not only offers a luxurious personal retreat but also represents an incredible investment opportunity, generating substantial income as a vacation rental managed by you or a local vacation rental company. Mariners Club is a gated community offering exclusive amenities, including a clubhouse, fitness center, and pristine beachfront retreat. Experience the ultimate in privacy, luxury, and income potential with Unit 521.

This 4 bedroom 3 bath top floor unit has the best views in Ocean Harbor AND a 50 ft. boat slip! Enjoy starting your day with a cup of coffee and breakfast on the ocean facing terrace and finish the day with the impact doors open and enjoying the cool breeze. Upon entering the condo you can look straight out at the ocean and the protected marina where the 50 ft. slip awaits your vessel. The primary bedroom has beautiful ocean views and has direct access to the terrace. Two guest bedrooms are to the right with a large guest bath and HUGE shower. A separate laundry room is adjacent with a clever laundry chute from the primary closet. The dining area is defined with a coffered ceiling with 2 skylights and a beautiful chandelier. The 4th bedroom is adjacent to the 2nd guest bath and has direct access to the oceanfront terrace. This offering includes 50 ft. slip #3 which currently has a 3,000 lb. Sunstream Sunlift for a smaller vessel. 4 Post boat lifts are permitted should you have a larger vessel that you want to keep out of the water. A large dockbox is available for additional storage.

Welcome to Key West Beach Club. This top floor condo includes 2 bedrooms, 3 baths, large living/dining room and gorgeous views of the Atlantic Ocean. Upstairs is an enormous possible 3rd bedroom/loft and private bath. The Beach Club offers exclusive access to two beachfront pools, a fitness center, tennis court and a secure covered parking garage. Call today for a private showing!

This 2 bedroom, 2.5 bath Harbour Place condo is located on the first floor (2nd floor as parking is on ground level) The first-floor units have the largest decks with plenty of room for entertaining, relaxing and watching the sunsets and boats coming in out of the Key West harbor. The elevator is conveniently located, and the community pool is steps away. Covered parking. Conveniently located in Truman Annex, close to Mallory Square, Fort Zachery Taylor beach, and famous Duval Street. Includes the special Truman Annex transient rental license.

Maison Residences #204, a 4 bedroom residence with 4.5 bathrooms features an open floor plan with a grand room and oversized covered terraces for oceanside living. So open and airy! The grand living room leads into casual dining, island seating and kitchen for gatherings during inside time. This private enclave is nestled between the turquoise waters of the Atlantic Ocean and the Bay of Florida in the quaint seaside village of Islamorada. Maison is located on the Island of Upper Matecumbe Key- the most fun, artsy, beautiful island! Its situated within very private commons featuring more than 350 of natural sand beach, 155-foot day pier, with room for all water play activity. The most popular amenities are the lavish 86-foot lagoon-style pool, heated jacuzzi and the beach! After spending outdoor time head to your private elevator which takes you to your private entryway. Youll walk into the grand living room leading to the terrace that overlooks the ocean, beach and pool. Gourmet kitchen provides storage a-plenty and counter space that includes the casual island separating the kitchen from the dining area. Upscale Sub-Zero and Wolf Gas appliances are featured. The grand room features 9-foot stacked sliders for entertainment flow out to the oversized terraces where entertaining is a must with multiple seating areas, large flatscreen TV, fireplace, and infrared/gas grill. The master suite features King-sized bedding, 9-foot sliders, luxurious tub bath and glass shower ensuite, with private terrace access. Three more Guest rooms feature King sized beds and bath en-suites, with two of the rooms featuring private balcony access. Detail: PRIVATE opening elevators into residence, 10-foot ceilings, Caesar-stone counters, porcelain tile, Sub-Zero and Wolf appliances, U-Line bev center, Lynx gas grill, Kohler plumbing fixtures, exceptionally furnished in luxurious comfort by design!

Experience waterfront living at its finest in this ground-floor condo at 53A Anchor Drive. Boasting 2 bedrooms and 2 bathrooms and spanning 1528 sq.ft., this residence offers an exquisite view of the canal, providing a serene backdrop to everyday life.For boat enthusiasts, theres convenient access for boats up to 36 ft. along the seawall, with dockage available based on availability. The condo complex features an infinity pool thoughtfully designed with upstairs and downstairs entertainment areas, creating the ultimate sanctuary for relaxation and socializing. To enhance your experience, a dedicated BBQ area is perfect for hosting memorable gatherings with friends and family.The Angelfish Cay association boasts an attractive Key West-style exterior, and its conveniently situated across the street from tennis and pickleball courts and a short golf cart ride away from all the club amenities. This condo is a must-see for anyone seeking a waterfront living experience in Ocean Reef Club(r).