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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 326
Order By:

$449,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 675 SqFt Days Listed: 23
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. **Possible Seller financing available.

$545,000
Windley Key
Windy Cove   - MM: 84.00
2 Bed, 2 Baths, 693 SqFt Days Listed: 102
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 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!!! Owner Finance may be possible, please inquire.

$599,000
Marathon
Marameade Amd   - MM: 49.50
2 Bed, 2 Baths, 840 SqFt Days Listed: 56
-14.31% ($100,000) 2 Price Changes : Last Change 2 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 53ft.

The perfect ELEVATED fish camp! With a 28 ft. concrete dock and a 25 ft. wood dock on a deep water canal, enjoy direct access to Boot Key Harbor for quick trips to the ocean or bay, along with nearby fuel docks, restaurants, bait and ice. Back at camp- a shaded fish cleaning station any angler will appreciate, a fully fenced & private back yard with no neighbors on one side plus ample parking around front! Enjoy water views from the tiled screened porch complete with storage closets and covered laundry. The above flood, open living spaces are are topped off by a newer roof (2018) and offer just the right amount of space for easy upkeep, maximizing your time on the water! This centrally located, highly walkable area presents a fantastic investment opportunity, with a tenant already in place to provide instant income!

$622,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 147
-3.86% ($25,000) 2 Price Changes : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This 2-bedroom 2-bathroom 1056 SF home is in Big Pine Key. Has updated bathrooms, flooring and Stainless-steel appliances. Plenty of room to park all your vehicles, trailers, and RVs. The yard is partially fenced and perfect for your pets or kids. The home is also located on a plugged / swimming canal that is perfect for swimming, A large storage shed is located on this low maintenance property. The owner has recently added new gravel. Make this your own piece of paradise!

$689,000
Geiger Key
Boca Chica Ocean Shr   - MM: 10.00
2 Bed, 2 Baths, 1,290 SqFt Days Listed: 12
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Welcome to Pelican Retreat. This beautiful 2 bedroom, 1 bath canal front home is located in Geiger Key, only few miles north from Key West. This property is tucked away from US-1, with no highway noise and just a short walk or bike ride to a popular Geiger Key Marina, our locals favorite waterfront restaurant. One of the great features of this elevated home is additional downstairs enclosure and a large yard ideal for all your entertaining fun. You could enjoy small skiffs, kayaking, paddle boarding, swimming and barbecuing or marshmallow roasting. If and when the rain comes, pick up your favorite book, make your favorite drink and relax under the covered area downstairs. There is plenty of off-street parking, ideal for RVs, boats etc. Come check it out and fall in love.

$695,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,024 SqFt Days Listed: 362
-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
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 15
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Charming fishing bungalow located on oceanside Cudjoe Key just waiting to be yours. Originally constructed in 1979, this waterfront haven features two bedrooms, two bathrooms and just under 1,100 square feet inside plus a permitted downstairs enclosure with plumbing and electric. Enjoy room for all to entertain in the open concept living area that seamlessly leads into the kitchen and dining. Waterside screened porch allows for views of the canal from above, or stroll to the open porch from the primary bedroom for an evening cocktail. With easy Ocean access through Cudjoes canal system, venture by boat to fish and dive the turquoise waters in the Florida Keys. Situated on a spacious 6,000 square foot lot, there is ample space for outdoor living, including the vast potential for lush landscape, a private pool, or expansive tiki. Be enamored by all of the gorgeous fruit trees onsite, including mango, lemon, lime, guava, coconut and even grapefruit! Downstairs, find an outdoor shower to rinse off the salt water, permitted enclosed storage space ideal for all anglers equipment, carport parking for one car, open parking for multiple vehicles and a covered space ideal for lounging after a day on the water. Conveniently located down the street from the famous Square Grouper and other local eateries.

$699,999
Cook Island Key
Cook Island   - MM: 29.00
2 Bed, 2 Baths, 596 SqFt Days Listed: 254
-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!

$725,000
Key Colony
Key Colony Beach Botel   - MM: 53.50
2 Bed, 2 Baths, 938 SqFt Days Listed: 62
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)!

$725,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 861 SqFt Days Listed: 95
-3.33% ($25,000) 1 Price Change : Last Change 68 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.

$739,000
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,000 SqFt Days Listed: 50
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: 63
-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: 233
-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!

$774,900
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,000 SqFt Days Listed: 64
-3.02% ($24,100) 1 Price Change : Last Change 8 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!!!

$779,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 960 SqFt Days Listed: 29
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads30ft.

Heres the revised version with the additional details included:Welcome to 390 4th St, an elegant coastal retreat in the heart of Key Colony Beach, FL. This fully renovated 2-bedroom, 2-bathroom cottage offers the perfect blend of modern upgrades and island charm--and its wonderfully low maintenance!Step inside to discover a newly completed (2023) kitchen featuring Pompeii quartz countertops, custom cabinetry, a stylish designer backsplash, and a brand-new range. The bathrooms were tastefully updated in 2022, and the home features three Mitsubishi mini-split systems installed in 2021 for efficient room-by-room climate control.Outdoor living is a dream with two sliders opening to separate patios--one covered for shaded relaxation. The dock is equipped with Davit pads, a fish cleaning table, and a swim ladder, making it a haven for water enthusiasts. The property boasts a privacy fence, new accordion shutters (2021), a storage room, PVC sewer lines, a new roof, custom pavers, and ample parking for all your toys.This home offers exceptional value with low wind insurance and low flood insurance costs. The flood insurance policy, grandfathered at $3,200 per year, is assignable to the buyer.Ideal for anglers, divers, and boaters, this home is just 5 minutes from open ocean access. Situated on picturesque Key Colony Beach, you can walk or bike to nearby restaurants, a marina, pickleball courts, golf, tennis, the post office, and the iconic Sunset Park.Whether youre looking for a winter escape, vacation rental, or a full-time residence, this refined gem embodies the laid-back yet elegant lifestyle of the Florida Keys. Dont miss this opportunity to make it yours!

$799,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
2 Bed, 2 Baths, 816 SqFt Days Listed: 66
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Welcome to 27438 Haiti Ln on Ramrod Key, a boaters paradise! Just minutes to some of the best boating & fishing on the Atlantic side of the Lower Keys with easy boating access to Looe Key reef by way of Newfound Harbor. Impact windows & sliding glass doors, fresh paint in & out, new ceiling fans, and maintenance free aluminum stair & deck rails top the list of recent upgrades! The 60 concrete dock has new aluminum & rubber boat bumpers. The 6000 sq ft lot has room for ALL your water toys & any size RV you may want to park. Being sold turn key fully furnished & with future monthly bookings. Call for details.

$799,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,340 SqFt Days Listed: 9
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Located on a spacious corner lot of a quarter acre in the heart of Cudjoe Key, this home offers both peace and potential. The large, fenced-in yard provides endless opportunities for outdoor activities, with plenty of space for water toys, gardening, or just relaxing in a private, open space. The 25K boat lift makes it an ideal spot for those who love life on the water, while the expansive lot ensures room for all your water-related gear. Upstairs, the home is bright and welcoming, with an abundance of natural light flowing through the open living areas. The kitchen features stainless steel appliances and an island for added prep space. The living room, with its charming stone fireplace, offers a cozy spot to unwind. The primary bedroom is also located upstairs, providing both convenience and privacy. Downstairs, youll find a 1-bedroom guest suite complete with a den and its own fireplace, making it a perfect retreat for guests or family. The propertys design is tailored to the relaxed Florida Keys lifestyle, whether youre hosting gatherings or enjoying the serene surroundings. With ample parking, trailer storage, and just minutes from local shops, this home is the perfect blend of charm, practicality, and potential. Its a great spot to enjoy island living and all the Florida Keys have to offer!

$799,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 58
Single Family - Active - 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!

$799,000
Marathon
Sombrero Subdivision   - MM: 49.50
2 Bed, 2 Baths, 850 SqFt Days Listed: 19
Half Duplex - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift39ft.

Discover coastal perfection in Boot Key Harbor! Located on a deep-water canal offering immediate open water access, this home is your ultimate launch point for endless aquatic adventures. Outdoor living is taken to new heights with a 39 concrete dock with water and electric featuring a 15,000 lb. boat lift. Relax in your private, no-maintenance fenced yard with turf grass and a large covered Trex deck complete with ceiling fans and roller shades. The interior is a masterpiece, beautifully updated and ready to grace the pages of a magazine! The interior showcases fresh flooring and paint (both inside & out), vaulted ceilings adorned with beautiful wood beams and a spacious quartz kitchen with new top of the line GE Profile appliances and custom kitchen cabinets. This residence ensures comfort and durability with a new metal roof, impact windows and doors, new central HVAC system, electric service and an expanded paver driveway. Dive into this chic coastal retreat today!

$799,900
Marathon
Marameade Amd   - MM: 49.50
2 Bed, 2 Baths, 1,053 SqFt Days Listed: 115
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 32ft.

Extraordinary in every way! Casa Kokomo is your ticket to chic island living. Enjoy and/or make money from Day One! Exquisitely furnished and updated and super comfortable 2 bedroom / 1 Bath waterfront half-duplex that is the perfect getaway and/or investment property that is ideal for pampered vacation rentals. 7-day rentals permitted. Gated and serenely private. Exceptional and fresh updates throughout the entire home. Newer central and ductless A/Cs, new stainless kitchen with Gas stove, freshly updated bathroom, updated water heater, metal roof. Light bright and relaxing Sunroom overlooks the canal, relaxing hot tub and alfresco dining. 32-foot concrete dock with easy access to open water. Great parking. Close proximity to Sombrero Beach. Major shops, Theater, restaurants, and Boutiques are less that 1/4 mile away. World-class fishing, diving, and sandbar hopping are just a quick boat ride away. Phenomenal rental potential. Sellers have started short term rentals this year with exceptional results. Opportunity is Knocking ... Loudly!!

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 12-24-2024.
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