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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 365
Order By:

701  Spanish Main Drive 596 For Sale, MLS 590494
$364,900
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 816 SqFt Days Listed: 54
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits35ft.

VIRTUAL SHOWINGS ARE NOW AVAILABLE ON THIS LISTING! Perfect Florida Keys Investment. One of the best possible returns you can find in the Keys. Average annual gross income is $45,000/yr. This 2 bed 2 bath cottage has a nice new metal roof and new AC in 2017. Located on a beautiful boating canal featuring a 35 concrete seawall, private boat dock. This is a perfect vacation home that can also generate strong income. The gated resort community has a large pool, boat ramp, ships store and fuel dock, 24 hour security and lots of activities! Tile floors, vaulted ceiling, open great room, washer and dryer in unit. Offered rental ready turn key- fully equipped kitchen, comfortable living room and eat in kitchen island, outside covered porch with patio dining set- with Ocean Views!

500  Burton Drive 1215 For Sale, MLS 589948
$369,000
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 826 SqFt Days Listed: 96
-1.60% ($6,000) 1 Price Change : Last Change 34 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat R

Least Expensive 2/2 Condo at Ocean Pointe !! This Condo Grossed $47,616.47 in 2019.Being sold fully furnished. Jr. Olympic heated pool with a 14 person Spa and Pool Bar. Owners get 25% discount on food& drinks at the pool Bar and the Private Oceanfront Cafe, Marina is free for owners Naturally protected Marina with Direct Ocean access, Double wide float on boat ramp.Lighted tennis & Pickle ball courts. Lots of land to enjoy.

570  49Th Street  For Sale, MLS 589433
$384,900
Marathon
Marameade Amd   - MM: 49.50
2 Bed, 2 Baths, 644 SqFt Days Listed: 123
-3.53% ($14,100) 1 Price Change : Last Change 42 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 38ft.

Virtual Showings now available via Facetime, call for an appointment.

3W  Cook Island   For Sale, MLS 569257
$390,000
Big Pine Key
Cook Island   - MM: 29.00
3 Bed, 3 Baths, 1,085 SqFt Days Listed: 1626
-60.00% ($585,000) 3 Price Changes : Last Change 849 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

**ROGO EXEMPTION LETTER** Island home received damage from hurricane Irma, and is being sold as is. Property can be considered as rare offshore island vacant land with direct Atlantic ocean views! ROGO exemption letter on file with a building right, buyer to verify.

67  Boundary Lane  For Sale, MLS 589923
$395,990
Geiger Key
Geiger Mobile Home   - MM: 9.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 98
-1.00% ($4,009) 1 Price Change : Last Change 20 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Double wide mobile home located at the end of BOUNDARY LN. on a canal. Great ocean view from the back deck or living room . The home has new carpet , renovated bathrooms . Central air. Walking or biking in this great neighborhood minutes away from GEIGER KEY MARINA. Perfect for boat lover.

114  Lobstertail Road  For Sale, MLS 590130
$399,999
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 85
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Single Family home on clear clean swimming canal, located on 1 and 1/2 lot, 2 bedrooms 1 and 1/2 baths, walk around decks, metal roof, nice wooden dock, double carport, nice landscaping, outdoor shower, room for pool.

55  Lobstertail Road  For Sale, MLS 588443
$410,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 1,704 SqFt Days Listed: 181
-8.69% ($39,000) 4 Price Changes : Last Change 27 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Lovely, single family home located in a great neighborhood in Big Pine Key. This spacious two-bedroom, two-bath home (room for third bedroom) has a swimming canal in the back. Perfect to cool off on a hot summer day. This home has a great wrap-around balcony, vaulted ceilings, jacuzzi bath. Lots of storage downstairs and screen-in porch. As great as it is now, it has even more potential for the new homeowner.

557  49Th Street  For Sale, MLS 586441
$415,000
Marathon
Marameade Amd   - MM: 49.50
2 Bed, 2 Baths, 960 SqFt Days Listed: 324
-14.96% ($73,000) 5 Price Changes : Last Change 65 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift31ft.Concre

Beautifully updated half duplex with 31 ft. of water frontage on deep water canal and a 10,000 lb. boat lift. Located just off Boot Key Harbor, Ocean or Bay access will be a breeze. Plenty of off street parking with room to store a boat trailer and a pool.The solid concrete construction, hurricane impact windows, low maintenance yard, charming waterfront patio and central Marathon location make this the perfect full time residence, weekend retreat or vacation rental property. MUST SEA!

24943  Park Drive  For Sale, MLS 585694
$465,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,128 SqFt Days Listed: 379
-2.11% ($10,000) 2 Price Changes : Last Change 111 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Charming waterfront conch cottage on one of the best canal systems in the Lower Keys. 60 of water frontage and a concrete seawall on a deep draft flow through canal system just minutes to the open water. Fenced and gated with a boat lift! CBS/combo construction and metal roof with large glass doors for natural light and a gorgeous outdoor shower you will use every day! The interior, pure Key West charm. Soft romantic gray tones, with bead board and chair rail accents. Tile floors enhance the entire home. The new kitchen is a chefs dream with stainless steel appliances, granite counters, subway tile back splash, new kitchen cabinets and dramatic focal point tile accent pattern. Close to shopping and restaurants

254  29th Street Ocean   For Sale, MLS 590053
$469,000
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,370 SqFt Days Listed: 90
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Shown by appt only. All Buyers are to provide proof of funds or pre-approval from their lender to the Listing Agent prior to scheduling the showing. Originally the home of a renowned local artist, this quintessential Keys cottage has been family owned by artists & now musicians for the past 37 years! Records say this home was built in 1963 but the owners found a handwritten note on an interior wall stating it survived Hurricane Donna in 1960! Relive that nostalgic 1960s charm and make this your new Florida Keys home! 2 bedrooms, 1 bath in the main house (1120 SF) plus a separate efficiency apt (approx 250 SF). Lots of lush landscaping creates privacy. Unique hand carved front door designed by a local artist. 50 of dock with deepwater access. Carport, workshop. Furnishings included.

34  SADOWSKI   For Sale, MLS 590269
$479,000
Key Colony
Marina Subdivision   - MM: 54.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 77
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip

Rare Open Water Views all around. Key Colony Beach Gem! 2/2 Half Duplex. Many upgrades including updated kitchen & baths New Dock, pavers, screened porch.Key Colony Beach is a Private resort community with several restaurants, 9 hole golf course, Post office, police department, City Hall. Sunset Park (beach), playground and tennis courts. private Cabana Club. Great Rental Opportunity as well. Easy Access to Ocean/Bay.

27360  Saint Croix Lane  For Sale, MLS 589470
$489,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 121
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

This home is move-in ready and under $500K!!! Fabulous boating at this 3 BR/2 BA home in Ramrod Key! 60 ft. concrete dock with davits (motors not currently operable). New metal roof in 2018. Hooked up to sewer and assessment is paid in full. Features include a huge porch with pull-down shades overlooking the canal, updated kitchen, large laundry room, downstairs storage, walk-around deck and pocket sliders that open up onto the porch from the main living area. Breezeswept Beach Estates is conveniently located just minutes from shopping, restaurants, bars and a quick boat ride out to Looe Key or the back country.

27439  Jamaica Lane  For Sale, MLS 589690
$489,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
2 Bed, 2 Baths, 960 SqFt Days Listed: 109
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

This canal front 2 Bedroom home, located in Breezeswept Beach Estates, offers quick ocean access and is just minutes to world-class fishing and diving with Looe Key just a short boat ride away. Enter into the large Great Room boasting new porcelain flooring and an open Kitchen featuring quartz counters, large center island and new stainless appliances. Large glass doors lead to the spacious porch enhanced with Ipe wood decking and panoramic canal views. Lots of extra space including a large laundry room and downstairs storage enclosure. This home is completely move-in ready with new Bath, new metal roof and new a/c.

128 W Shore Drive  For Sale, MLS 589150
$499,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,008 SqFt Days Listed: 136
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Captains and Pilots wanted at this waterfront home just yards from the Summerland Key airstrip on Summerland Key. Park your plane in front of your home and dock your boat at your 60 concrete dock with boat lift and deep draft access to the ocean on a 57 wide canal with no bridges to go under. The 3 Bedroom concrete homes offers newly polished Terrazzo floors, Hurricane impact doors and windows and metal roof. The colossal back back yard is the perfect place to entertain friends and family complete with a covered pavilion looking out to picturesque water views. World class fishing and diving are just minutes away and just 30 minutes to the magic of Key West.

27438  Haiti Lane  For Sale, MLS 587575
$499,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
2 Bed, 2 Baths, 816 SqFt Days Listed: 239
-3.85% ($20,000) 1 Price Change : Last Change 168 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Immaculate 2 bedroom 1.5 bath home located just minutes from Looe Key reef! Updated kitchen, appliances, fresh paint inside an out. This home comes with a 60 concrete dock and nice fish cleaning station. New metal roof and newer A/C. This home comes completely furnished. Call today!!

11184  4th Ave Ocean   For Sale, MLS 590498
$499,000
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 1,036 SqFt Days Listed: 53
-4.95% ($26,000) 1 Price Change : Last Change 18 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

BEAUTIFULLY RENOVATED Ocean Side Marathon Waterfront 2 Bedroom 2 Full Baths CBS Concrete Impact Windows Home with POSITIVE CASH FLOW RENTAL INCOME! WEEKLY RENTALS PERMITTED! Offered FURNISHED- TURNKEY! Spectacular Canal and Ocean Water Vistas from Inside and the Open Patio-Dock! Ocean Access NO FIXED BRIDGES minutes to Sombrero Reef! Snorkeling and World Class Reef and Gulfstream Deep Sea Fishing minutes from your Private Dock. Existing 30 Foot Dock, Permit to Build a New 50 Foot Dock. Lovely Master Bedroom with Ensuite Renovated Bath! Tile Flooring Throughout! Open Floor Plan-Spacious Great Room and Kitchen featuring Custom Cabinets and Granite Countertops. Washer and Dryer! Office Desk Area! NO HOA DUES! Owner Financi ng and Lease with Option to Buy will be considered by Seller!

5065  Sunset Village Drive  For Sale, MLS 589421
$509,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 123
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Here is your opportunity to purchase a recently remodeled Sunset Village home at Hawks Cay Resort. This Villa includes the full resort furniture package (inside and out), the new resort required interior paint colors and newer lower level flooring was installed! A perfect Sunset Village Drive location to sit back and unwind while watching beautiful sunsets over the ocean right outside your back door. This Villa is just a short walk away from the Sunset Pool as well. Amazing rental income potential with this fully upgraded Villa. Your high producing investment and vacation dream home is here.

151  10Th Street  For Sale, MLS 589941
$510,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
2 Bed, 2 Baths, 952 SqFt Days Listed: 97
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

Virtual Showings now available via Facetime, call for an appointment. Charming and Comfortable Key Colony Bch. 2/2 canal front home with wonderful waterside open living, Keys Style. Refurbished after Hurricane Irma with new appliances and cabinets. Home has paver drive, large one car garage and extra side yard pkg.

510  4th Street  For Sale, MLS 590937
$524,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 885 SqFt Days Listed: 9
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Virtual Showings now available via Facetime, call for an appointment.Lowest Priced 2/2 in KCB Unless you want to be on the Causeway LOL! 30 weeks of rentals booked, with a gross of 38k YTD! New impact windows throughout and comes fully furnished with flat screens, lines and dishes. Unit is move in ready. Interesting fact about this unit is it was not flooded during Irma! Elevation cert and surveys on file. Each bedroom has its own Bathroom.

421  5Th Street  For Sale, MLS 590409
$524,000
Key Colony
Key Colony Beach Club   - MM: 53.50
3 Bed, 3 Baths, 1,184 SqFt Days Listed: 64
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.Concrete

Virtual Showings now available via Facetime, call for an appointment. Paradise awaits! This Adorable beachy, canal-front home has 3 bedrooms, 2 baths and 30 ft dock! Updated windows, stainless steel appliances, granite counter tops, beautiful wood cabinets and tile through out the spacious half duplex! Plenty of room for entertaining and would make a great vacation rental! Conveniently located on Key Colony Beach and walking distance to the Cabana Club! Call today for more information!

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 05-28-2020.

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