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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 411
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$425,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 675 SqFt Days Listed: 87
-5.35% ($24,000) 1 Price Change : Last Change 40 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.

$450,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 972 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

This 2-bedroom, 1-bath home is a great opportunity for those looking to renovate and make it their own. Located on a plugged canal, this property has the potential to be a charming starter home or investment property. With a little vision and TLC, you can transform this space into your ideal retreat. Priced to sell, bring your creativity and make this house your own!

$495,000
Windley Key
Windy Cove   - MM: 84.00
2 Bed, 2 Baths, 800 SqFt Days Listed: 166
-9.17% ($50,000) 1 Price Change : Last Change 5 Days Ago
PreConstructi - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Least expensive oceanfront lot with immediate building capability!! Owner wants offer! RARE FIND.....BUILDABLE OCEANFRONT LOT WITH RV. Oceanfront Slice of Paradise in the Florida Keys! INCREDIBLE OCEAN VIEWS. Owner has quote $250k from start to finish to put in a Jacobsen Top of the line Modular Home, ask for details. BUILD with a Development Right Letter from the Village of Islamorada in hand, no wait to build your dream home! Located in fabulous Islamorada with Multi-Million Dollar Views! Currently livable 1 bedroom and 1 bath RV on lot. RV cannot be replaced with another RV-if removed must build. Lot is on solid coral rock-not fill. Future potential is to build a modular or concrete home on stilts for one or two levels of living area. Owner also has engineered plans(full document available upon request) for a 2/2 concrete home that can be provided to buyer at no charge (6,000.00). Very easy to build either CBS or modular on this lot with no hassles from Village of Islamorada Letter In Documents. Perfect for primary home or vacation spot to enjoy magnificent Florida Keys sunrises and sunsets. Complex amenities includes dock privileges, boat storage, fish cleaning station, common oceanfront jetty and boat ramp-ask for more details. You own the land in a neighborhood comprised of 48 units with low monthly fees at 139 a month. Two domestic pets allowed any size. Only a couple miles away from Heart of Islamorada offering the Art District, Restaurants, grocery store, gym and more. Fantastic bike path for the bikers, runners and walker enthusiasts. Hurry this will not last!!!

$550,000
Marathon
Keys Rv/mobile Home Condomini   - MM: 50.50
2 Bed, 2 Baths, 480 SqFt Days Listed: 5
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. Professional pictures coming soon!

$598,023
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 841 SqFt Days Listed: 33
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Newly Renovated 2 bedroom, 2 bathroom condo in highly desirable Ocean Pointe is being offered fully furnished. Stunning sunrises and NIGHTLY RENTALS allowed with an array of amenities that include; Security 24/7, Heated Pool, Private Sandy Beach, Marina with Direct Ocean Access, Private Waterfront Lounge and Cafe, Boat Ramp, Gazebo, and Boardwalk. Close to restaurants and groceries. Property is perfect for a primary residence, or income producing property. If you choose to rent, you can hire the onsite rental agency or choose anyone you like. This is NOT a condo-hotel. Showings are limited due to unit being a busy rental. Buyer to verify all facts. Seller is Installing Impact Windows And impact sliding glass doors.Also check off that feature.

$599,000
Big Coppitt
Seaside Resort Tp   - MM: 10.00
2 Bed, 2 Baths, 840 SqFt Days Listed: 28
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp30ft.Concre

Canalfront 2/2 stilted modular home has a 30 seawall right in your backyard. This is the one you been waiting for! Residence has 2 sliders with impact shutters and faces west to enjoy the fabulous sunsets from your living space or the outdoor porch overlooking your boat and water. One of the best locations here! This light and bright single family residence is very well cared for and located in Seaside Resort on Big Coppitt located 10 miles from Key West. Washer and dryer included and has gas stove and oven. Tiled floors in living area and kitchen. Lots of storage and closet space. New A/C system and metal roof installed in 2024. All concrete pilings offers under home parking with a newly built and insulated concrete storage shed for your kayaks and fishing gear. Gated community. Boat ramp available for owners. People really seem to enjoy living here at Seaside and taking advantage of the large heated/chilled swimming pool and even a 2nd more private pool on the ocean next to the gym and library. Has shuffleboard and bocce ball courts as well. Gated/Security. This well kept community offers tropical resort style living with lots of flora and tropical landscaping. There are 2 large storage lots for your boat or RV available at a minimal fee based on size. Low quarterly association fee and taxes are low as well. Pets are not permitted, ensuring a tranquil environment for owners. Vacation rentals are allowed with a minimum 30-day rental period. A $150 background fee and approval are required for all rentals. Each property is responsible for water and sewer bill - billed back by the condo association quarterly. To become part of this remarkable community all new owners are required to submit an application to buy and own. Dont miss this exceptional opportunity to experience life in this extraordinary Florida Keys community. Its a great place to be!

$675,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
3 Bed, 3 Baths, 1,080 SqFt Days Listed: 24
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Nestled in the picturesque Breezeswept Beach Estates on Ramrod Key, this exceptional canal-front home offers an unparalleled Florida Keys lifestyle. Upon stepping inside, youre immediately welcomed by an inviting open-concept layout that maximizes space and enhances the flow between rooms. The kitchen is a chefs dream, boasting granite countertops that provide ample space for cooking, a uniquely designed corner island, and an abundance of cabinets for storage. The homes open design fosters a warm atmosphere, allowing natural light to flood in through large impact windows and glass doors. The split floor plan ensures both privacy and comfort. On one side, two generously sized guest bedrooms provide a welcoming space for family and friends. Each room offers ample closet space, and a conveniently located guest bath includes a washer and dryer for added convenience. On the opposite side, the primary bedroom serves as a private retreat. Stepping outside, youll find an outdoor oasis designed for entertainment and relaxation. A spacious tiki hut serves as a perfect gathering spot, complete with a grill and storage. The fenced property ensures privacy, while a fire pit provides a cozy setting for evening gatherings. The canal-front location is a true highlight, offering direct access to the stunning waters of the Florida Keys. A well-built wood dock allows easy boat access, complete with a boat lift and filet station. Whether sunbathing by the water or hosting outdoor gatherings, this home provides the perfect setting. For additional storage, the property includes a separate shed, ideal for tools and outdoor equipment. With ample parking for vehicles, boats, and recreational vehicles, this home is the perfect Keys retreat.

$678,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 10
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
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,024 SqFt Days Listed: 426
-6.07% ($44,900) 1 Price Change : Last Change 1 Day Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Motivated Seller! Darling Keys home on prime waterfront: 60 of concrete seawall on a deep water 60 wide canal - plenty of room for larger, deeper draft boats & no bridges to obstruct navigation! This charming Keys home on coveted Summerland Key offers two generous bedrooms plus a bonus room for a great nursery, office, or small third bedroom!, with a full bathroom upstairs, plus plenty of room to expand onto the covered front porch to add a primary suite bathroom! Enjoy the ease of cooking your fresh catch in a gorgeous remodeled kitchen: brand new cabinets, graphite stainless steel appliances, induction cooktop, large quartz island with seating, & a wine fridge! The large, permitted downstairs enclosure offers a fabulous space to relax, store your boating gear, and host fun get togethers! Ample yard space for outdoor fun and even room for a pool! Neighborhood boat ramp and green space available for neighborhood use at no charge, with airport privileges available for additional fee. No HOA! Transferable flood insurance of ~$450/year, roof replaced with permit in 2018, plus Survey & Elevation Certificate on-hand for added savings! FHA Assumable Loan at 2.625%! Inquire today! Exceptionally low insurances: $450 flood, $3244 wind, $598 home.

$699,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
3 Bed, 3 Baths, 1,078 SqFt Days Listed: 115
-26.34% ($250,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Idyllic Breezeswept Beach Estates waterfront home, boasting a spacious floorplan and central location! This well-maintained home offers a bright and welcoming open-concept living space upon entry, with soaring ceilings and loads of natural light. The generous living room flows seamlessly into the dining room and kitchen, complete with abundant cabinetry and prep space, and peninsula with additional counter seating. Two sets of French doors lead out to a sizable screened-in balcony boasting Canal Views, ideal for enjoying morning coffee and prevailing sea breezes. Two guest bedrooms with walk-in closets provide plenty of space for a growing family or hosting visitors, while the spacious primary bedroom is a haven boasting an en suite bathroom. An upstairs laundry closet offers added convenience. Downstairs, the carport offers shaded parking, with additional open and off-street parking and trailer storage. A bonus storage room is ideal for storing tools and equipment out of the elements. Dock your boat in your own back yard, with access to nearby world-famous fishing and diving with Looe Key Reef just minutes away. Ramrod Key offers 2 popular Tiki Restaurants and mini golf all walking distance from home plus lots of shopping and dining just minutes away.

$699,999
Cook Island Key
Cook Island   - MM: 29.00
2 Bed, 2 Baths, 596 SqFt Days Listed: 318
-22.14% ($199,001) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Situated just offshore in the Lower Florida Keys, Cooks Coconut Cottage offers a sublime blend of modern comfort and tropical allure. Perfect for avid fishermen and outdoor enthusiasts, hospitality entrepreneurs with a desire for an entirely unique Florida Keys experiential property to add to their portfolio, or those seeking a piece of the Florida Keys to where they can escape. Beautiful inside and out, this charming retreat beckons with a host of enticing features tailored for the discerning buyer.Step inside to discover a cozy haven, where the warmth of home meets coastal chic. The primary bedroom is bright and airy with vaulted ceilings and a large picture window overlooking the sparkling Florida Keys waters. It also features its own outdoor covered deck just off the bedroom. In addition the home boasts a unique double sleeping loft offering ample space for relaxation or extra guests. A beautifully finished bathroom offers a sanctuary of style and comfort. Prepare your fresh catch in the full kitchen, equipped with a gas stove, refrigerator and plenty of counter space. With direct access to some of the finest fishing and diving spots in the Florida Keys, its a fishermans paradise with no canals to navigate. Just hop on your boat and away you go. Live in harmony with nature with solar panels generating electricity and rainwater collection. Surrounded by mangroves and lush natural spaces, these homes offer a private oasis where you can commune with nature. Watch dolphins play just offshore and let cool ocean breezes sweep through the open cottage windows. Embrace the tranquility of private island living, just a short ten-minute boat ride from Big Pine Key. Dont miss out on this extremely unique piece of the Florida Keys!

$700,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 41
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 & 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.

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

PHOTOS FROM 2021 - new photos will be added by 2-29-2025.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.

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

2021 Photos until Friday. FULL Duplex alsoavailable. 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
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 861 SqFt Days Listed: 159
-3.33% ($25,000) 1 Price Change : Last Change 86 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.

$725,000
Key Colony
Key Colony Beach Botel   - MM: 53.50
2 Bed, 2 Baths, 938 SqFt Days Listed: 126
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)!

$739,000
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,000 SqFt Days Listed: 114
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 39ft.Concrete

Welcome to your dream waterfront retreat at 330 25th St in Marathon, Florida. This fully furnished, turnkey home features three bedrooms and two bathrooms, making it the perfect getaway for families or groups. With an impressive 39 feet of concrete seawall, this property is a haven for boating enthusiasts and water lovers alike. The east-facing orientation ensures cool, shaded evenings, ideal for unwinding after a day spent on the water. Elevated on sturdy concrete columns. Inside, youll find modern amenities, including impact windows, beautiful granite countertops, and elegant tile flooring throughout. The outdoor space is equally inviting, with a fenced yard that includes a paved deck and a side yard entertainment area, perfect for gatherings and outdoor fun. Situated on a deep-water canal, youre just minutes away from the iconic 7 Mile Bridge and Sombrero Beach, making this location truly exceptional. Convenience is key, with power and water readily available at the dock, along with a fish cleaning station for your fresh catches. Currently enrolled in a vacation rental program, this property offers excellent investment potential while serving as your personal paradise. Dont miss the opportunity to own this easy-to-maintain home in the Florida Keys. Schedule your private showing today and start living the lifestyle youve always dreamed of!

$749,000
Marathon
Harbor Isle   - MM: 48.50
3 Bed, 3 Baths, 1,260 SqFt Days Listed: 127
-7.42% ($60,000) 2 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift50ft.

Welcome to your serene canal front retreat. This charming property features an open concept design with an airy, open floor plan that seamlessly connects the living, dining and kitchen areas, perfect for family gathering sand entertaining. Equipped with updated appliances, the kitchen offers ample counter space and storage, catering to both casual meals and gourmet cooking. Retreat to the main bedroom with a spa like ensuite bathroom plus 2 cozy guests quarters. Expansive windows allow for natural light and views of the canal and boaters going bye. A spacious screened patio provides an ideal spot for morning coffee or afternoon toddy! This home features a concrete dock for boating, fishing or launching your kayak which also includes a 10,000 lb boat lift. Plenty of outdoor space for grilling and a shed for storage or crafting. This a perfect home for you or a vacation home, just bring your toothbrush and fishing pole!

$750,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 297
-2.60% ($20,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Lots of Room To Roam! Own your own compound with this triple lot home. Centrally located between Marathon and Key West for easy access to shopping and dining. This home has so many possibilities to add a pool, gardens, a Tiki bar or anything that you can imagine. Plenty of room to park all of your vehicles, trailers, and RVs. The yard is fenced in with a grass lawn perfect for your pets or kids. The home is also located on a plugged / swimming canal that is perfect for swimming, kayaking or paddle boarding. There is a concrete seawall complete with an outside bar / grill area that is perfect for entertaining. The home offers an open living concept complete with vaulted ceilings and wrap around deck areas. The property also has a cistern that is currently used for irrigation. This home has it all! Priced to sell. Make this your own piece of paradise!

$760,000
Marathon
Puerta Del Sol   - MM: 50.50
2 Bed, 2 Baths, 972 SqFt Days Listed: 37
-0.65% ($5,000) 1 Price Change : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover the perfect vacation rental with impressive rental projections at Kokomo Cay Getaway! This beautifully maintained two-bedroom, two-bathroom home offers a serene open ocean view in a tranquil, park-like setting. Situated at the end of a quiet street, this property features bonus storage and a freshly painted deck to enjoy breathtaking sunrises with your morning coffee. Highlights include a new roof installed in 2018, a 3-ton 16 SEER AC unit, fresh paint throughout, upgraded kitchen and bathroom fixtures, and space for parking your boat or RV. Low yearly flood for only $867 can be transferred to the new owner. Kokomo Cay Getaway has a 5 star rating on Air BnB. Take advantage of this incredible opportunity to own a piece of paradise!

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 02-26-2025.
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