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Florida Keys Waterfront Homes For Sale on the Ocean Side

Most of the properties in the Florida Keys peninsula are either on the ocean side or on the bay / gulf side of the island. The following Waterfront Florida Keys homes for sale below are on the ocean side.

Total Listings 367
Order By:

$310,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 83
PreConstructi - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

The price is for the lot AND permit. Pre-construction showing a picture of the modular that is permitted. Make your changes now before price increases with work conducted OR purchase the property with the permit and finish it on your own. *Approved ROGO Allocation and Active Building Permit as of February 25, 2025. Building permit is ready to be picked up. Permit number: SFDUP-2023-0113 is approved for a 1,320sq ft 180mph wind rated 3 bedroom 2 bathroom modular column raised Green Building Home with back porch and closed downstairs storage room. Central air and heat, metal roof, Hardi-board exterior siding and hurricane windows. Affinity Model ABS 2180.Enjoy the swimming canal with a floating dock and no need for additional dock permits. Includes a 1-year Manufacturer Warranty.Buyer to verify all details.

$425,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 675 SqFt Days Listed: 195
-5.35% ($24,000) 1 Price Change : Last Change 76 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 23ft.Concrete

Welcome to a slice of paradise tucked away in the gated community of Venture Out on Cudjoe Key, where your dream of coastal living becomes a reality. This charming 2-bedroom, 1.5-bathroom home invites you to embrace the tropical lifestyle, offering the perfect blend of comfort and tranquility. The interior of this cozy residence is thoughtfully furnished, ensuring you can start enjoying your new home immediately. Each room exudes a sense of relaxation, with natural light through the windows and sliding glass doors. Step outside to your 23 dock making it convenient to jump on your boat for a day out on the water. Venture Out offers an impressive array of amenities that cater to both full-time residents and visitors looking for a getaway. Enjoy the luxury of a heated pool that overlooks the ocean, a perfect spot to unwind. For those with a passion for sports and outdoor activities, Venture Out doesnt disappoint. Engage in a friendly game of pickleball, basketball, or bocce ball on the courts designed for recreation and connection. Venture Out is not only a community, but also a lifestyle. New water heater recently installed.

$449,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 3,545 SqFt Days Listed: 62
Fractional Ow - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Blue skies and coastal waterways await at Sunset Park. This Key Colony Beach waterfront home offers direct access to both the Gulf of Mexico and the Atlantic. Located less than an hour from the Key West airport, its a turnkey retreat in an ideal setting.Set within a gated community, Sunset Park offers a peaceful environment with nearby amenities. Explore the area by bike or enjoy the Pickleball and Tennis courts just minutes from the property.From the great room, sliding doors open to a large covered outdoor kitchen and dining area, plus an east-facing pool and patio. Inside, the gourmet kitchen is outfitted with Thermador appliances, a generous island, and ample counter space. The upstairs family room includes a wet bar and access to a balcony with canal views. The primary suite features a spa-like en suite with dual vanities, a soaking tub, and tiled shower. Four additional bedrooms and bathrooms offer plenty of space for guests. The home comes furnished and professionally decorated.

$499,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 3,545 SqFt Days Listed: 86
Fractional Ow - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Own 1/8 of this professionally managed, turnkey waterfront retreat in Key Colony Beach--The Gem of the Florida Keys--at a fraction of the cost! This is not a timeshare, but true real estate ownership, allowing you to enjoy luxury homeownership in the Keys with hassle-free management.Surrounded by pristine waterways, this newly constructed 2021 home sits on a prime 80 ft wide waterfront lot and offers direct boating access to both the Gulf and the Atlantic Ocean. A 30-foot private dock awaits out back--ideal for your boats, jet skis, paddleboards, or launching into the open water for a day of fishing and fun.After a day on the water, relax in your concrete in-ground pool, perfectly positioned on the east-facing patio for shaded afternoons. The expansive covered outdoor kitchen and dining area create a seamless indoor-outdoor lifestyle, perfect for entertaining or simply unwinding in style.Inside, the open-concept great room connects effortlessly to the gourmet kitchen, a chefs dream with premium Thermador appliances, a large island, and ample counter space. Upstairs, a cozy family room with wet bar opens to a private balcony overlooking the peaceful canal.The primary suite offers a spa-like retreat with a dual sink vanity, soaking tub, and tiled walk-in shower. With four additional bedrooms and bathrooms, theres plenty of room for family and guests to enjoy in comfort.Fully furnished and professionally decorated, this luxury home is maintained by a dedicated management team--providing the ultimate in stress-free ownership. Whether youre looking for a second home or a smart vacation rental investment, your waterfront paradise is waiting. Schedule your private tour today!

$535,000
Key Colony
Cay Condo   - MM: 53.50
2 Bed, 2 Baths, 1,475 SqFt Days Listed: 37
-2.55% ($14,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Island Living Made Easy! Just steps from the ocean and a private white sand beach, this fully furnished, rental ready townhouse-style condo offers spacious living and partial ocean views. Enjoy resort-like amenities including a heated pool, beachfront tiki, oceanfront clubhouse, and sunset deck. Newer impact windows and doors keep this elevated condo quiet and cool year round, its generously proportioned interior is open and lives like a single family home with both sizable bedrooms & renovated full baths tucked away upstairs. Its central Key Colony Beach location allows for easy walks or bikes rides to restaurants, golf, tennis, parks, and more!

$549,000
Cook Island Key
Cook Island   - MM: 29.00
3 Bed, 3 Baths, 704 SqFt Days Listed: 59
-8.48% ($50,900) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Oceanfront home on offshore island only accessible by boat. This off grid rustic beachfront bungalow has two bedrooms, two baths, and an additional upstairs loft with panoramic views of Cook Island, Atlantic and Coupon Bight. The house amenities include solar power, generator hookup, hot and cold water from rain collecting cistern, inverter a/c units, permitted septic system. Repairable fully permitted dock, ROGO exemption letter (transferable). Add on 700 more square feet with no problem or build your dream island estate and demo. Once in a lifetime opportunity. Cash only, owner financing considered with large down payment. Additional adjacent acreage available with Coupon Bight preserve water frontage.

$550,000
Marathon
Keys Rv/mobile Home Condomini   - MM: 50.50
2 Bed, 2 Baths, 480 SqFt Days Listed: 113
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Incredible opportunity to own a piece of paradise! This waterfront 2 bedroom 1 full bathroom is move in ready. Spacious kitchen with plenty of storage, open floor plan perfect for entertaining. Under house parking and plenty of room for kayaks, grilling, complete with a dock. Wonderful community with community boat ramp, several laundry rooms, oceanside picnic areas, club house, and pet friendly! Oceanfront pavilion where you can enjoy the ocean breeze or watch a sunrise! Perfect for a home away from home or year round living. Enjoy fishing, boating, kayaking, right in your back yard or a take a quick boat ride to the ocean! Newer a/c (2022), impact windows & door.

$569,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other DockageCut/Nat

Waterfront Fixer-Upper with Endless Potential in Cudjoe Key!📍 134 Tortuga Ln, Cudjoe Key, FL 33042Embrace the opportunity to transform this waterfront gem into your Florida Keys dream retreat! Nestled in the desirable community behind the famous Square Grouper Restaurant this property offers direct boating access to the Atlantic Ocean--no bridges, no hassle, just open water in mere minutes.Situated on a spacious canal-front lot, this home is a blank canvas for creative visionaries or savvy investors. The structure offers a solid footprint with stilted concrete columns in excellent condition, ample square footage and room to reimagine the layout to suit your style. The potential here is undeniable. Renovate or start from scratch, either way you cannot lose with this gorgeous Old Keys lot and location!Property Highlights:🛏️ 3 Bedrooms | 🛁 2 Bathrooms 🌊 Deepwater canal with 3 ft draft in Bay and channel for quick ocean water access🚤 60 natural rock seawall 🛠️ Home needs renovation - ideal for buyer wanting to create their own space with all new touches and finishes🌴 Spacious yard with tropical and mature gorgeous palms and vegetation, and room for a pool🏝️ Quiet neighborhood with beautiful homes and a private, relaxed atmosphereWhether youre seeking a peaceful island getaway or a project with serious upside, 134 Tortuga Ln offers the location, waterfront access, and vision-ready structure to make your Florida Keys real estate dreams come true.📞 Call today to schedule a private tour and explore the possibilities!

$600,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 149
-14.29% ($100,000) 2 Price Changes : Last Change 13 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Nestled in Breezeswept Beach Estates on the Ocean side of the highway for those seeking tranquil waterfront living or escaping the winter snow.Opportunity Awaits, Lots of Potential!Fixer Upper, needs work & not updated. 2 Bedrooms/2 Baths. 1120 Sq. ft. Spacious Open floor plan. Living Dining & Kitchen area with sliding doors to 12 X 28 back covered patio. Wrap around balcony. 40 ft. wide clean canal with boating access has concrete dock and a small boat ramp landing. No home directly across makes canal adds privacy. .Backyard has paver patio, under house has concrete slab. Concrete Driveway in front. Storage Shed on side.Gable Roof, Metal Roof 2018, Dont miss this chance to transform this canal front to your full time or vacation retreat to start enjoying the Keys lifestyle.

$645,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 861 SqFt Days Listed: 267
-14.00% ($105,000) 4 Price Changes : Last Change 11 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 44ft.Concrete

Affordable piece of paradise! Move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious youll be amazed. It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water purifier! There is 44 ft of concrete dockage, very generous for this community, and lots of storage underneath the house for all your boating and fishing gear. A large pool, hot tub, and tons of community activities are just a few of the amenities Venture Out has to offer its residents.

$649,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 118
-4.28% ($29,000) 1 Price Change : Last Change 56 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

This immaculate two-bedroom, two-bath canal-front townhome offers a delightful blend of Florida Keys charm and modern updates. Step inside and be greeted by updated main level flooring, a bright white kitchen with stainless steel appliances, and a spacious living area enhanced by a stylish baluster staircase. Indulge in the Florida lifestyle on your expansive private patio, one of the few that boasts additional square footage. This thoughtfully designed space includes a resurfaced spa/dipping pool with decoratively tiled steps that lead into the refreshing pool waters. Enjoy serene canal views, creating an ideal retreat for relaxation and entertainment. The primary suite is a true retreat, featuring an ensuite bathroom and a bedroom overlooking the tranquil waterway. A guest bedroom with a private balcony provides additional space for family or friends. High ceilings in the bedrooms further enhance the sense of spaciousness. An updated HVAC system, only a couple of years old, offers much more energy-efficiency and peace of mind. This townhome presents a fantastic opportunity for those seeking a relaxed waterfront second or vacation home in the Florida Keys.

$695,000
Geiger Key
Geiger Mobile Home   - MM: 9.00
3 Bed, 3 Baths, 1,280 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

New Listing! Discover a serene waterfront home located just minutes from Key West. This move-in-ready residence features three bedrooms and two bathrooms, encompassing 1,280 square feet.The light-filled kitchen seamlessly flows into the dining and living areas, offering picturesque canal views and access to spacious deck. The primary bedroom includes an en-suite bathroom, a walk-in closet, & balcony access.Embrace indoor-outdoor living on the deck or in the backyard space, perfect for relaxing in hammocks or enjoying al fresco dining. This elevated home offers storage and covered parking, as well as patio space. Set on a generous lot with ample room for a pool or gardens, 233 Geiger is the ideal island oasis situated on a tranquil dead-end street.Additional features include central air conditioning, large closets, a kitchen with abundant cabinet space, a laundry area in the hallway, and a seawall. The property is sited on a plugged canal, providing sufficient space for your boat allowing you to save on marina fees while utilizing the nearby Geiger Boat Ramp. Centrally located at Mile Marker 11, this home is a must-see!

$699,000
Key Colony
Key Colony Beach Botel   - MM: 53.50
2 Bed, 2 Baths, 938 SqFt Days Listed: 234
-3.59% ($26,000) 2 Price Changes : Last Change 2 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 20ft.

This delightful waterfront 2 bedroom 2 bath half-duplex in Key Colony Beach has great boating access to the Ocean or Gulf for all your water activities. Weekly rentals in place making this a great Investment Property. STR approved for 7 night minimum. Dock can accommodate up to an 18 ft. boat. Withing walking distance to the Beach, Shops and great restaurants (text me and Ill tell you my favorites)!

$700,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
2 Bed, 2 Baths, 1,029 SqFt Days Listed: 190
-22.22% ($199,999) 5 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.

Welcome to Breezeswept Beach Estates, located on Ramrod Key MM 27. This home is situated on a large corner waterfront lot with an expansive outdoor entertainment area under this home. Enjoy beautiful Sunset Views from your living room and open porch area. The location includes excellent boating and fishing from this home with quick access to offshore fishing and diving sites. This home has a large covered entertainment area under the home, offering lots of room for relaxing and enjoying the outdoors. The paved driveway with the paved fire pit area is a nice added feature to enjoy your evening. add a bonus storage room down stairs. Paradise awaits you.

$700,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 230
-12.39% ($99,000) 2 Price Changes : Last Change 14 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 62ft.

Coastal Paradise: 2-Bedroom, 2-Bath Canal-Front Home with Direct Ocean AccessThis stunning 2-bedroom, 2-bath home offers the ultimate canal-front lifestyle, minutes from open water with no bridges to navigate, perfect for boating enthusiasts. Located on the coveted Oceanside, the property features a spacious 60-foot dock ready for your vessel, offering convenient and quick access to the ocean.Inside, the open-concept living area invites relaxation, with natural light pouring in and serene water views. Enjoy seamless indoor-outdoor living with two screened patios--ideal for entertaining, morning coffee, or evening sunsets. A 2-car garage provides ample storage for vehicles and gear, enhancing both convenience and security.Move-in ready and primed for your personal touch, this home is a rare gem in a prime location. Dont miss your chance to own a slice of waterfront paradise!

$720,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,410 SqFt Days Listed: 15
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Discover your own tropical paradise at this beautifully updated 3-bedroom, 2-bath retreat nestled in the heart of Big Pine Key. Surrounded by lush landscaping and island breezes, this home is made for relaxing and reconnecting with nature.Soaring vaulted ceilings and impact-rated windows and doors create a bright, airy interior, while the metal roof adds peace of mind for coastal living. The spacious main-level deck is perfect for open-air dining or lounging under the palms.Upstairs, two bedrooms each open to their own private patios--ideal for sipping your morning coffee or enjoying peaceful sunset views. Out back, the tropically landscaped yard feels like a private resort, complete with a plugged canal where you can launch your kayak or paddleboard for an afternoon adventure.Additional features include a handy backyard shed, a charming garden area, and a versatile 323 sq ft downstairs enclosure--perfect for storage, a workshop, or bonus space. Whether youre entertaining or simply enjoying the quiet, the outdoor living space here is unbeatable.Live the island life the way it was meant to be--easy, breezy, and beautifully yours.

$725,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 109
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

FULL Duplex also available. Opportunity Knocks for you to create your Island Home on 11th St in Key Colony Beach. Both half and full duplex now available, 460 & 470, rent one live in the other! Wide open living, dining and kitchen. Big primary bedroom with updated bath. Private guest bedroom and hall bath plus, lots of storage. Screened porch and 37.5 ft canal front with step down dock. Plenty of room to add a pool. ONLY 5 minutes or less to the open ocean and gulf. HUGE carport and lots of parking covered and uncovered to complete your tropical escape.

$725,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 109
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

NOW Available half (or full!) duplex on 11th St in KCB. 460 11th also available! Design and create your island escape in the bright, open floor plan that is east facing for sunny mornings and shady afternoons on the great screened porch or 37,5 ft dock. Two roomy bedrooms and 2 full baths. Plenty of room to add a pool. Perfectly located with the boater and angler in mind with a concrete dock, on deep & wide canal. All just five minutes to the open ocean and gulf. Come home to paradise here on Key Colony Beach where you can walk or bike the entire city to the marina, post office, city hall, Sunset Park, 3 restaurants, play golf, pickle ball, tennis, bocce ball, horseshoes & basketball. Here is your blank canvas in paradise on Key Colony Beach.

$735,000
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,000 SqFt Days Listed: 236
-8.01% ($64,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.

Located in the heart of Marathon... this cute & quaint CANAL FRONT, 3 bed/ 2 bath SINGLE family home is perfectly situated close to BOOT KEY HARBOR & is close to ALL the best shopping & restaurants in town. With approx. ~37.7 Ft of concrete seawall enjoy fishing and outdoor water activities with ease from your Move-in ready waterfront cottage! This property is unique, easy to maintain and will make the PERFECT second home or rental/investment property. The OPEN concept interior has modern stainless steel appliances, granite counter tops, a NEW METAL ROOF (2024), tented 11/24 and a newer AC (2021) with an on-demand water heater. Plenty of room to store items on the side of home within a private fenced-in area. You will love... relaxing in the shade after a long successful day on the water and preparing your dinner from your fish cleaning station. Enjoy the sea breezes that surround you...from your expansive porch complete with composite Trex decking . Quick and easy boating access to the OCEAN side or Gulf from the 7 Mile bridge. Property is ready for you to move in and to become your NEW ISLAND ESCAPE! Call today to schedule a showing~this 3 bedroom home is priced to sell & weekly rentals are allowed, this WILL NOT last long!!!

$749,000
Key Largo
Ocean Reef Shores   - MM: 905.00
2 Bed, 2 Baths, 1,776 SqFt Days Listed: 61
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

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 06-14-2025.
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