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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 289
Order By:

$545,000
Windley Key
Windy Cove   - MM: 84.00
2 Bed, 2 Baths, 693 SqFt Days Listed: 50
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.

$647,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 95
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!

$675,000
Key Colony
Key Colony Beach Club   - MM: 53.50
2 Bed, 2 Baths, 960 SqFt Days Listed: 136
Half Duplex - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

BEAUTIFUL KEY COLONY BEACH HALF DUPLEX 2 BEDROOM -1 BATH BEING OFFERED TURNKEY! Deep Water Dockage 35 Ft Dock that can accommodate up to a 40 Plus Vessel! Permitted for Dock Extension along Seawall, that adds 5 Feet to back yard. Direct Ocean Access in less than 5 minutes via Bonefish Bay, No Fixed Bridges. Spectacular Open Water-Bonefish Bay Water Vistas! EXCELLENT RENTAL INCOME OPPORTUNITY-RENT WEEKLY. Key Colony Beach is its own City, it is very safe and peaceful, it has its own Police Department and Post Office. Newly Remolded Interior in 2018. All Hurricane Impact Windows, except the Glass Sliding Door. All New Electrical System with a 100 AMP Breaker Panel. New PVC Plumbing. New Rolled Roof in 2009. Renovated Kitchen, Granite Counter Tops, Stainless Steel Appliances. Full Size Standard Washer and Dryer. Newer 3 HVAC Ductless 12,000 BTU Mini-Split Air Conditioners-Heating and a 48,000 BTU Compressor! Tile Flooring. Parking for 2-3 Cars, can be 3 cars by parallel parking 1 car behind the other 2 cars. Amenities close by: Sunset Beach, Executive Par 3 Golf Course, Tennis Courts, Bike Paths, Marina with Charters and Boat Rental, Boat Ramp, and Boat Trailer Storage. Havana Jacks, and Cabana Club, offer Oceanside Restaurants and Bars. Also, Key Colony Inn Restaurant and Bar. NO HOA FEES IN KEY COLONY BEACH. SELLER FINANCING AVAILABLE. Paradise Awaits in Key Colony Beach.

$695,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,024 SqFt Days Listed: 310
-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
Marathon
Marameade Amd   - MM: 49.50
2 Bed, 2 Baths, 840 SqFt Days Listed: 4
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!

$699,900
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 170
-12.40% ($99,100) 4 Price Changes : Last Change 44 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Looking for a property with exceptional potential? This canal front home with nautical accents on Cudjoe Key is just waiting. Originally constructed in 1979, this waterfront haven features two bedrooms, two bathrooms and just under 1,100 square feet inside. 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 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. Some spalling work on columns completed in 2019 by sellers. Tenant occupied, please do not walk the property. Sold in AS IS condition.

$719,000
Marathon
Gulfstream Shore   - MM: 52.00
2 Bed, 2 Baths, 945 SqFt Days Listed: 172
-7.82% ($61,000) 5 Price Changes : Last Change 16 Days Ago
Half Duplex - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift35ft.

BOATERS DELIGHT WITH INSTANT OCEAN ACCESS in the Heart of the Florida Keys! Here is a chance to live and play in this well- maintained home. Easy flowing floor plan with 2 bedrooms and 2 baths and the kitchen and living room look out to the canal. Metal roof from 2018 with hurricane impact windows and doors. Dock your boat or fish from the dock or store your bost on the 12,000 lb dock lift. Sit outside in the screened in patio area and store your boat gear in the large shed. Easy to show and maintain a must see!

$725,000
Key Colony
Key Colony Beach Botel   - MM: 53.50
2 Bed, 2 Baths, 938 SqFt Days Listed: 10
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
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 86
-13.17% ($110,000) 3 Price Changes : Last Change 11 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 135ft.Concrete

Assumable VA mortgage at 2.2% Waterfront home with quick and easy access to open water and 135 feet of concrete seawall. Home is solid CBS construction with three bedrooms and one and a half bathrooms. Home has many updates, including new impact windows, fresh paint, light fixtures and roof coating. Large attached screeded in patio and laundry room are an extra bonus spaces. There is an abundance of fruit tree around the larger oversized lot of 8,676 sq ft. Trees to include are sausage, guava, mango and banana. You will also find sugar cane, ginger, grape vines and so many more unique fruit sources.

$725,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 861 SqFt Days Listed: 43
-3.33% ($25,000) 1 Price Change : Last Change 9 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! 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.

$729,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,474 SqFt Days Listed: 255
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads60ft.

BACK ON THE MARKET, seller financing fell through. 3 bedrooms, 2 bath home on a 75-ft-wide plugged canal. Updated kitchen with stainless steel appliances and tons of cabinet space plus a separate dining area. Cathedral ceilings in the spacious family room with an adjacent sunroom. Master bedroom has cathedral ceilings, solid oak floors and custom built-ins. The huge en suite bath is a spa-like oasis featuring a separate shower and tub for soaking. Two additional bedrooms and a second full bathroom. Fully enclosed two car garage which also provides an abondance of additional storage with built-in shelving. Spacious fully fenced backyard, second-floor rear deck which overlooks the canal.

$749,999
Cook Island Key
Cook Island   - MM: 29.00
2 Bed, 2 Baths, 596 SqFt Days Listed: 202
-16.57% ($149,001) 1 Price Change : Last Change 87 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!

$770,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 181
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!

$775,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
2 Bed, 2 Baths, 841 SqFt Days Listed: 11
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin

Nestled in the serene setting of Little Torch Key, this 2-bedroom, 2-bathroom home is a boaters dream, offering direct, unrestricted access to open waters with no bridge interference and a 4-foot draft capability--perfect for leisurely cruises or thrilling ocean adventures. The stylish kitchen features granite tile countertops, while elegant travertine floors flow through the kitchen, living room, and bathrooms. Flooded with natural light, the living room is adorned with large impact-resistant sliding doors, creating a bright, inviting atmosphere. Built for durability and comfort, this home boasts a metal roof installed in 2019 and an air conditioning system from 2018. The exterior is finished with Hardie board siding, and the property includes a spacious 36 x 19 boat cut, ideal for docking. Fully furnished and turnkey, this home can be used as an income-producing property, making it a fantastic investment opportunity for those seeking a slice of waterfront paradise.

$784,999
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
2 Bed, 2 Baths, 960 SqFt Days Listed: 150
-1.26% ($10,001) 1 Price Change : Last Change 81 Days Ago
Half Duplex - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Introducing Sunrise Serenity - Welcome to your turn-key east-facing waterfront sanctuary in the beautiful City of Key Colony Beach. Perfect for full-time residents or a high-end vacation rental potentially making $65k/y! This stunning 2-bedroom, 2-bathroom waterfront half duplex offers a rare blend of luxury, tranquility, and convenience. Impeccable craftsmanship and upscale finishes grace every corner of this home. The new 23 kitchen includes stainless steel appliances, Pompeii quartz countertops, custom cabinetry, and gorgeous backsplash. Additional features include: 3 recently installed Mitsubishi mini splits, recently installed washer & dryer, updated bathrooms, and new accordion shutters protecting your glass sliders leading to your private outdoor paradise. Boaters will be delighted with the 30 dock leading to direct ocean access within minutes and ample room for a boat trailer along with 4+ spaces for vehicle parking. This gorgeous property offers not only luxury but also affordability with electricity averaging only $100/m and water costs at a mere $50/m. Not to mention the incredible assumable Flood Insurance Policy of $2,726/y. You cant beat it! The exterior of the property includes the same level of thoughtfulness as the interior. The self-sustaining landscaping in the front and back yard were designed to require almost no maintenance. The patio and sidewalk have custom pavers and privacy fencing. The sewer lines were replaced with desirable PVC allowing you to enjoy peace of mind and hassle-free living in this waterfront retreat. Dont miss the chance to experience the ultimate Key Colony Beach lifestyle - walk to restaurants, marina, pickleball, golf, tennis, playgrounds, post office, and an oceanfront park- schedule a showing today!

$789,900
Marathon
Gulfstream Village   - MM: 52.00
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 57
-3.86% ($31,700) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Excellent opportunity to own an elevated waterfront home in Marathon, FL. This home is located just feet away from the open water with access to the Atlantic Ocean in minutes. This home features and spacious living room and kitchen with 2 sets of slinging glass doors that open up to the back covered balcony. This area is great for outdoor entertaining and where you can enjoy sunrise ocean front views. Home offers 3 bedrooms and 2 bathrooms, the hall bath can also be used as a laundry room due to the large space. The wooden boat dock (12 x 45) is damaged and is in need of repair and/or replace.

$799,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
2 Bed, 2 Baths, 816 SqFt Days Listed: 14
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
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,000 SqFt Days Listed: 12
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) 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!!!

$799,000
Marathon
Sombrero Subdivision   - MM: 49.50
2 Bed, 2 Baths, 850 SqFt Days Listed: 258
-5.89% ($50,000) 2 Price Changes : Last Change 2 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift39ft.

Welcome to this Beauty on Boot Key Harbor! Located on a deep-water canal with immediate access to open water, this home offers a gateway to ocean adventures. Outdoor living is taken to new heights with a 39 concrete dock with water and electric featuring a 15,000 lb. boat lift. Enjoy a private, no-maintenance fenced yard with turf grass and a large covered Trex deck complete with ceiling fans and roller shades that create a perfect space for entertaining or for simply enjoying the serene surroundings. 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!

$799,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 6
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!

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 11-02-2024.
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