Islamorada Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Waterfront real estate in Islamorada is very popular within the Florida Keys real estate market.  Homes for sale on the water in Islamorada include those that are located on the ocean, the bay, and on the many canals that lead to open water throughout the area.  Since Islamorada draws fishing enthusiasts from around the world, the bayfront and oceanfront homes for sale in Islamorada are great for real estate buyers looking to capitalize on the best features of the area.  Browse all Florida Keys MLS listings of waterfront homes for sale in Islamorada below.

Total Listings 95
Order By:

84961  Old Highway 23 For Sale, MLS 587700
$495,000
Windley Key
Galen Beach   - MM: 85.00
2 Bed, 2 Baths, 705 SqFt Days Listed: 64
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Move right into your fully furnished Oceanside Escape....catch the beautiful Florida Keys Sunrises and Ocean Breezes! Located in Windley Key Mobile Home Park Condo. This meticulously maintained newer stilt home offers 2 bedroom and 2 full baths metal roof, impact windows, open porch, carport for two, storage, chickee hut and Chicago brick patio to entertain with tropical landscape. Comes tastefully furnished. Home is built for 180mph wind velocity and has a Transferable Structural Warranty good till 2023. This rare quaint association has 48 units which sits overlooking the Atlantic Ocean. Low Association fees. Amenities include jetty to sit and soak up some Vitamin Sea, fish cleaning station, Marina, Sm boat ramp etc..... Must see!

168  Iroquois Drive  For Sale, MLS 585437
$665,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 228
+6.40% ($40,000) 1 Price Change : Last Change 137 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp5

This 3 bedroom 2 bath home in the sought after location of Lower Matecumbe in Islamorada boasts over 50 of dockage, 4,000 lb boat lift and a private boat ramp! Immediate access to ocean or bay for all your boating needs! Downstairs storage, covered fish cleaning station and gazebo for shaded entertainment! Brand new metal roof installed on home, gazebo and fish cleaning station. New carpet installed. Shows well! Great opportunity to own a home in the Florida Keys! Easy to show! Option to purchase with adjacent lot at 172 Iroquois Dr. for $1,050,000.

202  Johnny Road  For Sale, MLS 585260
$725,000
Plantation Key
Boatmans Colony   - MM: 90.50
2 Bed, 2 Baths, 1,372 SqFt Days Listed: 240
-5.72% ($44,000) 2 Price Changes : Last Change 92 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Moments to the ocean or bay, this waterfront home is right off Tavernier Creek. The homes unique features include open ceilings with exposed beams, lots of natural light, wood floors, and a huge side porch. The open chefs kitchen features a commercial double oven and gas range. On a corner lot, the property offers two parking areas, plus an RV hookup with 50 amps of power. The upstairs includes a half bathroom, and a renovated master suite with a gorgeous full bathroom. Downstairs there are two bedrooms and one bathroom. Upgrades include a newer roof and air conditioning.

179  Azalea Street  For Sale, MLS 587253
$749,000
Plantation Key
Plantation Key Colony   - MM: 90.00
4 Bed, 4 Baths, 1,761 SqFt Days Listed: 96
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

Price reduced on this 4 bedroom 4 bathroom all concrete canal front home in Plantation Key Colony. The upstairs is a 2/2. Tiled throughout this open floor plan with all wood kitchen cabinets overlooking the canal with a 24 x 8 screened in porch. There is a spiral staircase leading to the concrete roof top and concrete walk way around a majority of the second floor. One of the few legal downstairs consisting of a 2/1 apartment , an efficiency and a large storage area with Washer and Dryer. All of the downstairs is wheelchair accessible via concrete walkways to driveways. Ceiling fans in all rooms. Aluminum windows (awning and single hung). All concrete 50 dock on a wide free flowing canal which never accumulates seagrass. Ready for immediate occupancy. Call today this one wont last.

77340  Overseas Highway  For Sale, MLS 587336
$799,000
Lower Matecumbe
Matecumbe Ocean Bay   - MM: 77.00
2 Bed, 2 Baths, 928 SqFt Days Listed: 89
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Perfect opportunity to build your dream home in the Florida Keys, Village of Islamorada. Adjacent buildable lots on either side available For Sale for a total of 102,802Sq.Ft. to build your dream family compound (lots are listed for sale altogether or each individually- see Listing #587337 - Lot 4, 5 & 6/587338 - Lot 4/587339 - Lot 6). Property is on the Bay Side next to Robbies, just minutes to Tea Table and access to ocean.

125  Cortez Drive  For Sale, MLS 588045
$799,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
2 Bed, 2 Baths, 1,071 SqFt Days Listed: 40
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp

Just what youve been looking for?A Keys get away w/immediate access to ocean, the reef, off shore fishing, close to Indian Key Fill Cut to strike out into the back country. This 2 bedroom 1.5 bath is just right! Fresh baths and brand new kitchen cabinets and appliances compliment this all masonry (including roof) residence on Lower Matecumbe. Close to everything that is Islamorada; dining, charters, marinas, Worldwide Sportman, diving/snorkling or hang out in your very own piece of paradise. Full garage to store your toys, 15K boat elevator, 75ft of concrete dock, neighborhood boat ramp. Ground level enclosure is all storage and conforming so home is insurable. Put your finishing touches on this keys treasure and make it your own. Owner occupied so appointment with notice appreciated.

100  Venetian Drive  For Sale, MLS 586439
$839,900
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 157
-5.63% ($50,100) 3 Price Changes : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Amazing views from this immaculate 2 bedroom 2 bath waterfront home on pristine canal with access to both Bay and Ocean. Panoramic views of large conservation area and lake allow privacy as there are no rear neighbors. Open concept plan with new metal roof, kitchen has new stainless steel appliances including refrigerator, stove and microwave. 1080 sq ft living area plus large patio and dock for your boat. House is built high enough to allow doubling of square footage by enclosing downstairs area. Opened unfinished attic for added storage space or future loft. Beautiful private homeowners beach on Bayside.

172  Columbus Drive  For Sale, MLS 587876
$850,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
3 Bed, 3 Baths, 1,624 SqFt Days Listed: 52
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Location is what it is all about...ease of access to the ocean or the bay by boat from your backyard...solid CBS construction including the roof...ready for a new owner. 3 Bedrooms, 2 Bathrooms on the main living level upstairs, with a 406 Sq Ft Lower Level with 1 full bath downstairs that is grandfathered in with an additional 406 Sq Ft Enclosed Storage Area attached. 75 Ft of concrete dockage. This may be the piece of paradise you have been waiting for...dont wait long because it may be gone! Call your local agent today to schedule a private preview.

189  Nautilus Drive  For Sale, MLS 588482
$869,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,501 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits70ft.

Welcome to the Nauti Reel! Enjoy ground level living, on a canal in Islamorada. This CBS home offers 1500sf of living space with 2 bedroom / 2 bathrooms + a bonus room, that is currently being used as a bedroom or could be used as an office. Enter the house thru a foyer, which opens up to the living area. Bedrooms are tucked out of the way for added privacy. East facing backyard captures the prevailing winds, sunrises and moonrises. Gas stove, indoor laundry, and a pavered driveway to a one car garage. 70 of concrete dock with davits; easy access to Florida Bay and the Everglades National Park and the Atlantic Ocean, via Channel 5 bridge with a 65 clearance.

102  Mockingbird Road  For Sale, MLS 588033
$880,000
Plantation Key
Sunshine Estates   - MM: 90.50
3 Bed, 3 Baths, 1,940 SqFt Days Listed: 41
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 32ft.

Built in 2009, 3 bedroom/2bathroom home with downstairs bonus room and office. Inside and outside staircase and a platform lift. Downstairs is a large open covered area for your car and all your toys. On the second floor, you have a wrap around walkway that goes out to the screened in porch overlooking the canal. Inside is an updated kitchen open to living room and dining room. Large pantry with washer/dryer. Split bedroom plan consists of jack and jill (2/1) bedrooms in front and master overlooking back porch. Lushly landscaped 10,584 square foot lot. 32 foot dock. Great entertaining area at the end of the canal. Lift is not operational. Have a proposal in hand.

122  Gulfview Drive  For Sale, MLS 588030
$885,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,585 SqFt Days Listed: 41
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 69ft.

You can be on Island Time All the Time in this Just Remodeled and Updated home. New Kitchen, Baths, Floors, Ceiling Fans, A/C, Roof. Bayside canal front just minutes to bay or ocean channels 2 & 5 in the beautiful waters of Islamorada. Awesome White Marlin private Beach. 2/2 up and 1/1 down. Down is non-conforming. 69 feet of concrete dock with davits and Tiki. Elevator for groceries, fenced yard. Vaulted ceilings. Plenty of parking for all the toys. You can back your car through the carport right down to the dock area for loading gear. One of best priced homes in Lower Matecumbe Islamorada.

132  San Marco Drive  For Sale, MLS 586416
$899,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 2,447 SqFt Days Listed: 159
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip

This spectacular two-story home in Venetian Shores on Plantation Key is modern and spacious.Move-in ready property includes 3bedrooms/ 2baths upstairs with 2 bedroom/1 bath guest suite downstairs. Enjoy an open floor plan with an updated eat in kitchen, wood cabinetry and granite countertops. The large master en-suite includes a walk-in closet and stunning water views. Other features spotlight a spa, a separate laundry room, screened in porches, impact resistant windows and metal roof. This offering includes an assigned boat slip #20 with lift in Venetian Shores Yachting Association Marina. Relax in your private backyard with enough room to add a pool.

180  Iroquois Drive  For Sale, MLS 588665
$925,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,561 SqFt Days Listed: 1
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.

Islamorada stunner that checks all the boxes all the way down to the putting green! This 3-bedroom, 3-bathroom home offers a 2/2 + office up and a 1/1 guest quarters down, pool, 100 of dockage, 13k lb boat lift, workshop, paver driveway, and covered outdoor entertaining area. Freshly updated throughout including: new kitchen, bathrooms, flooring, and much more. World class everything awaits you after a quick idle down the canal! Swing over to the bayside via one of the nearby bridges. Owner financing available, so this home may be more obtainable than you think, but will not last.

82762  Overseas Highway 4 For Sale, MLS 588011
$925,000
Upper Matecumbe Key Islamorada
Madeira Bay   - MM: 82.50
3 Bed, 3 Baths, 1,956 SqFt Days Listed: 43
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Boat Slip,

WATERFRONT GATED ENCLAVE IN ISLAMORADA! Enjoy partial bayviews and your own dedicated boat slip directly on Florida Bay. This tri-level 3B/2B home is located just one home off Florida Bay on Upper Matecumbe Key in Madeira Bay, a gated community of only 8 single family residences with shared pool & dock. Open floor plan with vaulted ceilings, tiled floors, multiple sliding glass doors to decks on both living levels. Ground level enclosure is above base flood and permitted living area w/plumbing for bathroom. Truly a must see property to appreciate this unique setting with a Bayview & Dockage!

142  Bessie Road  For Sale, MLS 587995
$965,000
Plantation Key
Boatmans Colony   - MM: 90.50
3 Bed, 3 Baths, 1,850 SqFt Days Listed: 43
-1.03% ($10,000) 1 Price Change : Last Change 25 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Agent Owner - Concrete Fortress! Ocean side CBS stilt Canal Front home w/concrete roof & impact windows & doors. 2/2 Up 1/1 down + workshop. Open floor plan high ceilings, large rooms, tile throughout, and plenty of upgrades & attention to detail. The inviting outdoor living includes fenced yard, Tiki Hut & a large screened porch with triple pocketing sliders to expand the entertaining space. Second set of concrete stairs will lead you to the dock were there is a private boat ramp, davits & fish cleaning station. Flat roof allows for easy future development if you need it. Clean Ocean side swimming canal, protected dockage, direct access to Tavernier Creek Be on the reef or in the back country in minutes. Minutes to schools, dining & Shopping, fuel docs, hospital & more.

168  Iroquois Drive  For Sale, MLS 586540
$1,050,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 149
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp1

This canal front home on highly desired Lower Matecumbe Key in Islamorada boasts over 120 of dockage, 4,000# and 5,000# boat lifts and a private boat ramp! This home sits on a double, cleared lot on a private cul-de-sac road. The location offers immediate access to ocean or bay for all your boating needs! Downstairs storage, covered fish cleaning station and gazebo for shaded entertainment! Brand new metal roof on home, gazebo, and fish cleaning station. New carpet in home. New appliances. Easy to show and shows well! Home and vacant lot also offered separately. Home for $665,000 MLS#585437 and lot for $425,000 MLS#586534.

125  Venetian Drive  For Sale, MLS 583423
$1,098,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
4 Bed, 4 Baths, 2,173 SqFt Days Listed: 352
-8.12% ($97,000) 3 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.

Villa Morada. Enjoy the phenomenal Islamorada lifestyle in this just completed Home! Everything New! 3 Bedrooms / 2 Baths upstairs and lovely, legal 1/1 guest suite, downstairs with separate entry. Stunning open stainless and granite kitchen, huge Living Room. Metal Roof, Rare Garage, and full Veranda overlooking the picturesque canal help make this home special. This Keys Oasis is ideal for entertaining. With 70 Feet of dockage. and super proximity to both Florida Bay/ Gulf and the Ocean, your boat can spirit you away to world class fishing and diving. Fantastic White Marlin Beach Community with its own rare sandy beach! THIS is your Bucket List Opportunity!

81906  Overseas Highway  5 For Sale, MLS 580100
$1,150,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
3 Bed, 3 Baths, 1,852 SqFt Days Listed: 585
+4.55% ($50,000) 1 Price Change : Last Change 193 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

NEW CONSTRUCTION. CORAL COVE an intimate gated community of 9 site-built homes in the heart of downtown Islamorada. Bayfront with boat basin and dock, each home has its own private pool, state of the art amenities and details plus light and bright natural stone and wood finishes and just steps away from all that Islamorada has to offer.Developers are FL licensed real estate agents.

126  Bessie Road  For Sale, MLS 580681
$1,194,000
Plantation Key
Tropical Atlantic Shores   - MM: 90.00
4 Bed, 4 Baths, 1,980 SqFt Days Listed: 543
-4.40% ($55,000) 2 Price Changes : Last Change 158 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift65ft.

Calling all families and friends looking for two separate complete living spaces Up and Down! 4 bedrooms and 2 baths, nearly 2,000 square feet of living space. Turn Key, completely updated and renovated waterfront home, including all new electrical and plumbing! Ocean side with direct ocean access. Located In Plantation Key (Islamorada) next to Tavernier Creek, this concrete home including the roof, boasts all impact glass windows , neutral porcelain tiles, custom wood cabinetry, open concept living with bar, Spa style bathrooms, granite counter tops, stainless appliances, extensive brick pavers, a fully fenced yard with custom aluminum work, professional landscaping, electric retractable sunshade, new outdoor kitchen with chiseled travertine , tiki hut at waters edge, 1 Hr to MIA.

305  North Drive  For Sale, MLS 582775
$1,195,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
3 Bed, 3 Baths, 2,345 SqFt Days Listed: 396
-7.72% ($100,000) 1 Price Change : Last Change 284 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 68ft.

Tucked away in the exclusive Plantation Lake Estates private and gated community, this 3B/3B, immaculate gem is the perfect island retreat. This impressive, Islamorada garden house is situated in the most tranquil setting with expansive lake-front views from all levels, including the expansive Widows Walk. Deep-water dockage, straight shot out to the open ocean, plus easy access to the bay via Snake Creek. 2B/2B, plus loft upstairs and a full 1B/1B plus kitchenette downstairs. Storage galore inside and outside. House is set up to receive generator power. Included in the real property sale price are the bromeliads, all of the orchid collection and all staghorn ferns attached to trees.

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 12-13-2019.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
Contact Us