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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 416
Order By:

$310,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 8
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: 120
-5.35% ($24,000) 1 Price Change : Last Change 69 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: 45
Single Family - Contingent - 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: 199
-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!!!

$499,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 3,545 SqFt Days Listed: 11
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!

$550,000
Marathon
Keys Rv/mobile Home Condomini   - MM: 50.50
2 Bed, 2 Baths, 480 SqFt Days Listed: 38
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.

$564,000
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 841 SqFt Days Listed: 66
-5.69% ($34,023) 1 Price Change : Last Change 2 Days Ago
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: 61
Single Family - Active - 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!

$678,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 43
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: 459
-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
Sadowski Subdivision   - MM: 52.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 41
-9.81% ($76,000) 1 Price Change : Last Change 18 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 65ft.

Waterfront Opportunity in Marathon - Prime Location with Deep Water Access!Discover the potential of this waterfront, ground-level home located in a desirable Marathon subdivision. Built with concrete construction, this property features 2 bedrooms, 2 bathrooms and an open living floor plan--a perfect canvas for your dream coastal retreat. Recently tented for termites with a warranty.Enjoy 65 feet of concrete dockage along a deep-water canal, providing easy access to the Atlantic Ocean and nearby entry to Florida Bay. Whether youre passionate about offshore or backcountry fishing or love exploring waterfront dining, this location offers it all.While the home is ready for a remodel, its a rare piece of paradise with endless possibilities to make it your own. Dont miss out on this incredible waterfront opportunity in the Florida Keys!

$699,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 861 SqFt Days Listed: 192
-6.80% ($51,000) 2 Price Changes : Last Change 2 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.

$699,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 112
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Charming fishing bungalow located on oceanside Cudjoe Key just waiting to be yours. 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.

$699,000
Key Largo
Anglers Park   - MM: 103.00
3 Bed, 3 Baths, 1,384 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This concrete home is currently set up as a 2-bedroom, 1-bath concrete home, this property offers stunning open-water views of Largo Sound. Zoned SC (Suburban Commercial), it presents an extremely RARE opportunity to experience Florida Keys living while generating income through short-term rentals--permitting for 7-day stays with a vacation rental license.The upper level features 2 bedrooms, 1 bath, and an open-concept living area where breathtaking water views can be enjoyed from the living room, dining area, and kitchen. While the home requires some renovations, its a fantastic opportunity for those with construction expertise.The home includes impact windows and doors ready for installation. The legal downstairs space, which requires updates will add an additional 2 bedrooms, 1 bath, and a garage. The spacious yard offers ample parking from both sides and plenty of room for a pool!

$699,900
Key Colony
Misc Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 1,076 SqFt Days Listed: 26
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage37ft.

Welcome to 710 10th Street, a charming canal-front home in the heart of Key Colony Beach. To help visualize this homes floorplan and to highlight its potential, virtual furnishings may have been added to photos found in this listing.This delightful 2-bedroom, 2-bathroom residence offers the perfect blend of comfort, waterfront living, and investment potential.Step inside to find a cozy layout. The living area and kitchen flow together well. This creates a warm space for relaxing and entertaining. The home maintains much of its original charm, with plenty of opportunity to add your own personal touches.Situated on a canal, this property provides direct water access, making it an ideal retreat for boating enthusiasts. The backyard offers endless potential for creating a private outdoor oasis, whether you envision a patio for alfresco dining or a lush tropical garden.Located in the picturesque community of Key Colony Beach, this home allows for weekly rentals, offering a fantastic opportunity to generate income when not in use. Its prime location near local dining, attractions, and recreational activities makes it highly desirable for vacationers seeking the perfect Florida Keys getaway.Whether youre looking for a full-time residence, a vacation retreat, or an income-producing rental property, 710 10th Street is a rare find in one of the most sought-after areas of the Keys.EMD 10% for cash, 1% for financed or 1k minimum whichever is greater.BUYERS AGENT IS TO PAY A $200.00 PLUS SALES TAX OFFER MANAGEMENT FEE AT CLOSING OF ANY ACCEPTED OFFER.OFFERS must be submitted on PropOffers.com

$699,999
Cook Island Key
Cook Island   - MM: 29.00
2 Bed, 2 Baths, 596 SqFt Days Listed: 351
-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: 74
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.

$720,000
Key Colony
Key Colony Beach Botel   - MM: 53.50
2 Bed, 2 Baths, 938 SqFt Days Listed: 159
-0.69% ($5,000) 1 Price Change : 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)!

$724,900
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 7
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Nestled on a quiet dead-end street, this 2-bed, 2-bath stilted home offers privacy, low-maintenance living, and a relaxed Keys lifestyle. With county and state-owned land across both the canal and the front of the home, youll enjoy lush, unobstructed views with no future development in sight.Step inside to a fully-furnished, open-concept living space featuring beautiful wood beams and abundant natural light. The backyard is an entertainers dream with a new (2022) custom concrete pool and a fully fenced yard--perfect for relaxing after a day outdoors. The plugged swimming canal offers clean, calm waters and is great for fishing right from your composite dock. A few boat ramps nearby makes it easy to get out on the water.Built for peace of mind, this home features hurricane impact windows and doors, a 5V Crimp metal roof, and exceptionally low insurance costs--flood policy is just ~$800/year! The large lot offers plenty of room for boats, RVs, and extra vehicles, plus covered parking or storage under the home.If youre looking for seclusion, serenity, and a true Florida Keys retreat, this is the perfect place to call home.

$725,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 34
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.

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 03-31-2025.
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