Divider
Content Divider
Total Listings 1,037
Order By:

$1,099,000
Key West
The Halyard   - MM: 2.00
2 Bed, 2 Baths, 1,045 SqFt Days Listed: 21
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip24ft.

KEY WEST mid town open water 2/2 gem boasting an open floor plan offered turnkey with new furnishings and a deeded 12 X 24 gulf side boat dock. Hilton Haven is a unique neighborhood located mid island on a strip of land that offers a mixed use of waterfront properties on each side. This 8 unit condominium complex is at the end enjoying peace and quiet and also has its own private white sand beach and waterfront pool. Many extras to be enjoyed including tile floors throughout, 2 balconies offer both waterfront and sunset views and an abundance of closet space plus a designated generous storage room for all of your beach/water toys. Property was recently enrolled in a professional monthly vacation rental program. All of this within the city limits of Key West where you will find both nightlife, easy airport access and all of your shopping needs a bike ride or short drive away.

$1,099,000
Marathon
Tranquility Bay   - MM: 48.50
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 34
-5.75% ($67,000) 1 Price Change : Last Change 2 Days Ago
Condotel - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Welcome to a breathtaking beach house in Tranquility Bay Resort, where luxury meets profitability. This 3-bedroom, 3-bathroom waterfront townhome offers the perfect blend of a tropical escape and an income-producing investment.Nestled in an idyllic location just steps from the Gulf and pristine white sandy beaches, this stunning property boasts direct open-water views of the bay. The ground floor features a spacious living area, a convenient half bathroom, and a private porch perfect for relaxing or entertaining. Upstairs, the primary bedroom includes an en-suite bath and a large private porch with mesmerizing water views, while two additional guest bedrooms, a full bathroom, and a laundry area complete the second floor.Tranquility Bay Resort offers an array of amenities, including two resort-style pools, a sandy beach, a tiki bar for sipping cocktails while enjoying stunning sunsets, a fitness center, a Jack Nicklaus putting green, and the award-winning Butterfly Cafe. With beautifully landscaped grounds and endless opportunities for watersports, this is the ultimate destination for relaxation and recreation.As one of the top income-producing properties in the Middle Keys, Tranquility Bay Beach Homes have earned multiple TripAdvisor awards and are a favorite among guests. Owners can enjoy up to 35 days annually for personal use while generating rental income. On-site management handles all operations, providing effortless ownership and peace of mind.This turnkey property is more than a home--its your opportunity to balance personal enjoyment with smart investment potential. Experience the Florida Keys lifestyle, where relaxation and returns meet. Dont wait--your slice of paradise awaits at Tranquility Bay Resort!

$1,099,000
Windley Key
Windy Cove   - MM: 84.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 6
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive balconies on both the second and third floors, a spacious garage, and pet-friendly accommodations. Owners and guests can enjoy stunning sunrises, an oceanfront pool, and dockage available for rent, making it an ideal escape for those who love life on the water.Additionally, Peaceful Palms is designed to accommodate weekly rentals with the proper permitting, offering an incredible opportunity for investors. With the possibility of new building permits becoming unavailable in the Florida Keys, now is the time to secure your place in this sought-after destination. Dont miss the chance to own a piece of paradise!

$1,099,000
Summerland Key
Snug Harbor Subdivision   - MM: 25.00
2 Bed, 2 Baths, 992 SqFt Days Listed: 33
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Renovated Waterfront Gem! Welcome to your dream coastal retreat! This beautifully updated 2-bedroom, 2-bath home offers a 60-ft concrete dock along a 60-ft wide canal, providing the perfect setup for all your boating and water adventures. The property includes covered parking and a garage, ensuring convenience and plenty of storage for your vehicles and gear.Step inside to a bright and inviting space featuring brand-new impact windows and doors, a modern kitchen with quartz countertops, stainless steel appliances, and a stylish island--perfect for entertaining. Relax in the comfort of a durable metal roof and a new HVAC system for year-round peace of mind.Step outside to your screened patio, a tranquil spot to unwind while soaking in views of the canal and open water. Whether youre enjoying your morning coffee or an evening breeze, this serene space connects you with the beauty of waterfront living.Nestled in a boaters paradise, youre just minutes from incredible destinations like Little Palm Island, Looe Key, and Marvin Key. Dive into snorkeling, fishing, or island exploration, then treat yourself to the nearby fantastic restaurants for unforgettable dining experiences.This is more than a home; its your ticket to paradise. Dont let this one slip away!

$1,099,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,519 SqFt Days Listed: 42
-2.66% ($30,000) 1 Price Change : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Meticulously maintained canal front CBS home situated in the tranquil Port Pine Heights neighborhood of Big Pine Key. This residence, offering 1519 sqft of living area and over 1500 sqft of fully permitted garage space, was designed and constructed by the present owners. Beyond the security of concrete construction, future owners will appreciate the strategic decision to elevate the building site by approximately 3 extra feet prior to construction. Already equipped with a metal roof and protected by impact windows and doors(2023), its ready for immediate occupancy to begin enjoying the Keys lifestyle.The upper level features a fully tiled, open concept living space and kitchen that features hardwood cabinetry and granite countertops. Both living area and kitchen connect to the porch via 8 ft sliding glass doors. Individual hallways extend to each bedroom with a practical utility and laundry room positioned between them. The bedrooms include spacious walk-in closets, with the master featuring an en-suite bathroom. Sliding doors from each bedroom access the wraparound balcony. The ground levels two garage doors reveal an expansive space for storing vehicles and water toys. Impact sliders connect to the fenced backyard where a boat lift stands at the dock. The dock underwent reconstruction in 2020 using Brazilian Cumaru hardwood, ensuring minimal maintenance and maximum durability.Situated four canals from open water, Pine Channel access is swift, convenient, and free of bridges. Water enthusiasts will find premier fishing, snorkeling, and sandbar locations within reach. Looe Key Reef, Content Key, Picnic Island, and Bahia Honda represent just a few nearby destinations. This home reflects the dedication and attention invested in its construction and upkeep. Schedule your viewing of this exceptional property today!

$1,099,999
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
4 Bed, 4 Baths, 1,584 SqFt Days Listed: 256
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Other Dock

Luxurious 4/3.5 in gated Key Largo Ocean Resort, a golf-cart friendly community featuring 24/7 security gate, clubhouse, fishing pier, marina, onsite boat ramp, basketball & tennis court, swimming pool, gym, kids park and so much more! And thats just the beginning! This home features an open floor plan with master suite on the main level, thick granite on all counters throughout. Kitchen is equipped with a wine cooler! Upper level has an additional master suite plus two more bedrooms. Every bedroom closet has upgraded build-in drawers and shelves. 2 AC units, metal roof, spray foam insulation, covered parking for multiple vehicles or even your boat, interior laundry, tankless hot water heater, outside shower, artificial turf, and lush landscaping. There is also a large storage room on the ground level for all your fishing & water toys. Electric box was also upgraded to include generator plug-in. It doesnt get any better than this. Dont miss this opportunity! Four bedroom homes in this community are rarely available. Picture yourself relaxing on the balcony after a long day of fishing and snorkeling in the crystal clear waters of the Florida Keys. Sit back and enjoy ocean breezes and a frozen cocktail! And bonus........Furniture is included! There are so many upgrades in this home! This is a great home for large families or even as an investment property! Additionally, owners can get on the wait list for a boat slip (additional fee for slip). However, a slip is not necessary as there is an on-site boat ramp and you can store your boat and trailer right under your stilt home! Competitively priced and will go FAST! Paradise is calling your name! Blink and it will be gone!

$1,100,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,576 SqFt Days Listed: 71
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Discover Conch Cottage, a charmingly updated 3-bedroom, 2-bathroom single-family home designed with a thoughtful split floor plan. This inviting retreat showcases bright, spacious rooms adorned with crown molding, recessed lighting, and elegant tile flooring throughout. The kitchen is a chefs delight, featuring granite and quartz countertops, stainless steel appliances, and plenty of cabinet space.Step outside to your private oasis, complete with 60 feet of dockage along a 50-foot-wide canal--perfect for boating enthusiasts with easy access to the ocean and bayside. The fenced backyard is packed with amenities, including a 312-square-foot screened patio, a tiki hut, a permitted detached gear storage/utility room, an outdoor shower, and a convenient fish cleaning station.Blending coastal charm with modern sophistication, Conch Cottage offers the ultimate in luxury and comfort. Fully furnished and turn-key, this home is ready for you to embrace the paradise lifestyle today!

$1,100,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 284
-15.38% ($200,000) 2 Price Changes : Last Change 102 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip3

NOTICE TO CHC BUYERS: Coral Harbour reserves are funded to the amount required by law and passed 10 year Milestone inspection with the highest rating available. Step into luxury with this unique top-floor condo at Coral Harbour Club. The kitchen stands out with its custom design, offering modern appliances and plenty of space for culinary adventures. The master bedroom features a bespoke layout with high-end finishes, providing a serene retreat with stunning ocean views.Enjoy the convenience of partial furnishings, allowing you to easily add your personal touch to this beautiful home. The spacious living area is perfect for entertaining guests or relaxing after a day on the water. Speaking of water, the included deeded 35 slip is a rare find and a boaters dream, making this condo an ideal choice for those who love the ocean.Coral Harbour Club offers a range of amenities for residents, including a sparkling pool, a welcoming clubhouse, and private beach access. Located in a prime area, youll enjoy easy access to local shops, dining, and recreational activities, all while being steps away from the beautiful coastline.

$1,100,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
2 Bed, 2 Baths, 1,312 SqFt Days Listed: 78
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.

Welcome to your perfect coastal retreat! This inviting 2-bedroom, 2-bath home plus office offers the ideal blend of comfort and convenience for boating enthusiasts. Nestled on the Oceanside with no bridges to navigate, it boasts a private 15,000 lb boatlift on 80 ft concrete dock a generous 4-ft draft making it a dream for those who love the water. Relax and unwind in the screened patio, perfect for enjoying the gentle sea breeze. adventures and serene waterfront living. Dont miss the chance to make this slice of paradise your own!

$1,100,000
Marathon
Grassy Key   - MM: 58.90
3 Bed, 3 Baths, 1,509 SqFt Days Listed: 37
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

This place has it all! Open water views can be yours at this Ocean Front A-Frame in private Lions Lair of Marathon. Outdoor Amenities include a pool, dockage for boats of 25 and under, boat ramp, tiki hut, boat trailer storage, clubhouse, and a paved path out to the jetty point. The Ocean Views greet you as you walk in this well built half duplex with impact windows and doors, 3 bedrooms, 2 baths and an office loft bonus space. Large outdoor deck that is perfect for morning coffee or an evening cocktail while enjoying the view. This is one of the premiere locations in Lions Lair offering the most privacy and convenient location to the marina and amenities. Association fees are only $1500 per year and no rentals are allowed, so you do not have to worry about being surrounded by noisy vacation rentals. Truly a unique and well built home in a hard to beat location, book your showing today!

$1,100,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
4 Bed, 4 Baths, 1,344 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

In the heart of Breezeswept Beach Estates there is a fully remodeled, canal front escape just waiting to be called Home This beautifully renovated 4-bedroom, 2-bathroom canal front estate offers a harmonious blend of modern living and serene Florida Keys charm, making it the perfect retreat for outdoor and boating enthusiasts. With 90 feet of canal frontage, and a 10,000 pound boat lift, this is your fishing paradise. As you enter, you will instantly be impressed with the open floor plan and exquisite modern finishes. The vaulted ceilings add an airy feel to the spacious living area, which flows seamlessly into the freshly updated kitchen. Featuring luxurious granite countertops, new stainless steel appliances, and new cabinets, this culinary space is a chefs dream. Retreat to the lavish master suite, complete with a large walk-in closet and a spa-like master bath designed for relaxation. The additional bedrooms are generously sized, providing comfortable accommodations for family and guests. Each room is equipped with ample storage solutions, ensuring that everything has its place.Step outside to discover your own outdoor entertainment area, perfect for hosting gatherings or enjoying quiet evenings under the covered screened in patio. This home is ideally situated on a peaceful street, with waterfront access just moments away.With a new AC unit and stackable washer and dryer this property combines comfort and convenience in one of Floridas most scenic surroundings. With an impressive 9000 sq foot lot size, new brick paver driveway, and covered parking there is ample space for all of your vehicles and toys. For added protection this home has a newer metal roof that was installed in 2019. Dont miss the opportunity to make this breathtaking home your own! Call now to schedule your private showing and experience the tranquil lifestyle that awaits you!

$1,100,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 1,464 SqFt Days Listed: 97
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: DavitsConcrete

This home is located on a beautiful 75 ft wide canal and has approximately 60 ft of seawall. Triton Seas Center is located on the same canal, just putt over and fill the boat up for a day of fishing and diving. Features a newer roof (2021), impact doors and windows, A/C (2022), fenced yard and appliances. This unique home plan and location make this home a must see.

$1,100,000
Key West
La Brisa South   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 18
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Located across from Smathers Beach with breathtaking ocean views from this spacious 2-bedroom, 2-bathroom condo! There are impact windows are also protected by shutters. Convenient covered parking and storage. La Brisa amenities include a heated swimming pool, hot tub, saunas, lighted tennis/pickleball court, car wash, BBQ area and an EV charging station. Beautiful straight open ocean view from 4th floor.Solid Condominium Association with many amenities.

$1,100,000
Key Colony
Stevens Subdivision   - MM: 53.50
3 Bed, 3 Baths, 1,750 SqFt Days Listed: 331
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Indulge in the coastal luxury of Key Colony Beach; the Crown Jewel of the Florida Keys. Live large in your (((Three Bedroom Two Bathroom))) spacious condo. The good news is that weekly rentals are permitted and there are current and upcoming reservations. Revel in your ensuite master fit for a king. Experience the pinnacle of oceanfront living and create unforgettable memories. Perfect your golf game on your executive Par 3 golf courses just steps away. Fly in to the Marathon executive airport and be in your ocean side retreat in minutes! Improve your health, fitness, strength & agility and play tennis or even pickleball-the fastest growing sport in America! You will love the beautiful Key Colony oceanfront park that offers playgrounds and activities for the entire family. Walk or bike to delicious dinning options. Use your ocean side aquatics facility and do your laps then sunbathe by the sea. Enjoy the good life with family and friends. Whatever your pleasure Key Colony Point has it all and, you deserve it all. Call for a live or virtual showing - today!

$1,100,000
Marathon
Key Colony Subdivision   - MM: 53.00
3 Bed, 3 Baths, 1,275 SqFt Days Listed: 113
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift75ft.Concre

Welcome to 11300-1st Avenue Gulf. This 3 bedroom 2 bathroom single family, ground level, canal front home offers open water access to both the Gulf and the Atlantic Ocean, and a screened in, heat optional, 8x18 in ground pool. Open floor plan, master bedroom has ensuite bathroom, outdoor screened patio dining area next to pool. Conveniently located near great restaurants, post office, shopping. Call for more information and schedule a viewing of this home. Priced to sell!

$1,100,000
Key Largo
Blue Wtr Trailer Vill   - MM: 92.50
2 Bed, 2 Baths, 864 SqFt Days Listed: 101
-15.38% ($200,000) 2 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.

A genuine boaters paradise, this property is perfectly situated with eastern exposure on the last canal from the open water with convenient access to Tavernier Creek to access the Bay and the very best diving, fishing, and snorkeling opportunities around. Enjoy peek-a-boo ocean views from the wide sun deck that is perfect for entertaining, cooking out, or for dining al fresco. Master your inner captain, with a 40 concrete dock and a 10k lift. Plus, the association maintains the channel and pilings for guiding lights back home. Take advantage of the shady deck in the afternoons, daily views of the glorious sunrise, and tranquil surroundings at this quiet cul-de-sac location. A newer metal roof, accordion shutters, and an abundance of enclosed storage for all your water toys, gear, and essentials compliment this freshly painted and charming home. Positioned just around the corner from Harry Harris Park that offers an easy to launch boat ramp, beach and ball fields, this location provides easy living with quick access to shopping, dining, and local activities. Dont miss this chance to embrace the Keys lifestyle and make this unique property yours!

$1,121,000
Key Colony
Castillo Del Sol   - MM: 53.50
2 Bed, 2 Baths, 1,650 SqFt Days Listed: 51
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Stunning Oceanfront condo with breathtaking views of the white sandy beach and expansive T shaped pool. The ultimate tropical destination. Stroll the tropical grounds or along the beach, fish from the fishing pier, relax or swim laps in the pool. The choice is yours. Inside is an large two story, top floor well appointed unit with cathedral ceiling and a huge loft used as a 3rd sleeping area with large storage closet or as office space or... the options are limitless. The open living area and large primary ensuite have private balconies. Awake to breathtaking views of the ocean and beautifully maintained property. Prepare meals from the well laid out kitchen while conversing with company in the living area and enjoying the view. For added convenience enjoy covered parking and a large private storage room. Key Colony Beach has a lot to offer, restaurants, park, marina, and much more and it is a pleasure to walk or bike the city.

$1,125,000
Key Colony
Key Colony Beach Yacht   - MM: 53.50
3 Bed, 3 Baths, 1,425 SqFt Days Listed: 345
-13.39% ($174,000) 4 Price Changes : Last Change 9 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift50ft.Concre

Priced to sell!!This remodeled oasis offers boating bliss on a 200 ft canal, granting access to the Atlantic and Gulf. Boasting top-notch amenities including stainless steel appliances, impact windows and doors and 50 ft dock, its a haven for relaxation and adventure. Ideal for vacation rentals property has all rental licenses and membership to Cabana Club. Priced to sell, seize this opportunity for waterfront luxury living!

$1,125,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 65
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

FANTASTIC BOAT ACCESS and peaceful open water views over the salt ponds ... the location of this meticulously maintained, oceanside home is hard to beat. Situated on the T of the 75 ft. wide canal system, boat maneuvering is very easy; tie up to the concrete seawall or use the boat lift. The walk-around porch and multiple porches (two of which are screened) provide extra outdoor living space, and the ground level offers an impressive outdoor shower, grilling area, and canal-side fire pit. The owners attention detail has been exceptional, including custom gates and stainless-steel cable railings. Hardie-board siding, impact-resistant windows and doors upstairs; accordion shutters protect the windows and sliding glass door of the 840 sq. ft. storage enclosure. Cathedral ceilings enhance the open feeling of this 1,056 sq. ft., 3 bedroom, 2 bath home; offered fully furnished. The primary suite has its own screened porch with views up the canal to Triton Sea Center where fuel, ice and more are available before heading out for a great day on the water.

$1,135,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 227
-1.30% ($15,000) 1 Price Change : Last Change 120 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Davit Pads

Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor.... Lot to the east is available for sale at additional price. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking too. Quick commute to Key West, shopping, restaurants and all other conveniences. Excellent Oceanside boating access to the best fishing and diving spots in the Lower Keys. Enjoy the outdoors and gorgeous sunset skies on your screened porch facing the canal & Cudjoe Bay.....Great Home and Great Location!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 02-22-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA