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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 66
Order By:

$13,000,000
Upper Matecumbe Key Islamorada
Tea Table   - MM: 79.50
5 Bed, 5 Baths, 3,104 SqFt Days Listed: 527
-23.53% ($4,000,000) 5 Price Changes : Last Change 25 Days Ago
Off Shore Isl - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits40ft.

An extremely rare and stunning private island, accessible by car, Terras Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada. Jutting into the blue-green waters of the Atlantic Ocean, Terras Key features a 2,000+- driveway enabling you to reach restaurants and shopping easily.Enjoy the conveniences of the modern world, including all utilities, while surrounded with the privacy of your own +15.5 Acre Island with miles of open water views and views of Alligator Reef Light. The compound includes 5 bedrooms and 4 baths, pool, cabana, dockage, and a tennis court. This extraordinary private island is a landmark in Islamorada and the Florida Keys and has not been offered for sale for over 27 years.

$13,900,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
7 Bed, 7 Baths, 6,198 SqFt Days Listed: 186
-22.35% ($4,000,000) 1 Price Change : Last Change 44 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Welcome to your own private estate immersed on almost four acres in Islamorada with close to 400 feet of glistening sandy beach. This magnificent estate sets a new standard of island living. Drive along your lush private driveway, past your tennis court and enter the foyer where you are greeted with views upon views of Florida Bay, beach sand and serenity. The Master Suite - perfectly situated on the first floor features an oversized sitting area, his and her walk-in closets, his and her bathrooms and an outdoor patio. Five additional en suite bedrooms plus a guesthouse with an additional 418 SqFt comprise 6,148 SqFt of ample living area. Custom features include Crema Marfil brushed stone floors, built-in cabinetry and Florida Keystone fireplaces. The chefs kitchen is an epicurean drea

$1,995,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 4,285 SqFt Days Listed: 261
-13.24% ($304,500) 2 Price Changes : Last Change 48 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits80ft.Concrete

FLORIDA KEYS FINEST! Located in Prestigious Venetian Shores three stories solid concrete construction 5 bedrooms, 4baths, with expansive open living area that leads to a waterfront balcony with beautiful Bay Views! Marble tile entry way, great gourmet Chef kitchen with stainless top of the line appliances, Sub Zero, Wolf & Miele, granite countertops, maple cabinets, impact windows lower level guest quarters, 2 car garage, nicely landscaped with irrigation, great entertaining home with lots of room to roam featuring over 4,200 sq.ft. of living space! lots of privacy with secluded view of Sanctuary, gin clear water offers a beautiful aquarium like setting, plus room for a pool! 80 of concrete deep water dockage featuring immediate access to bay and ocean, truly a must see!

$3,395,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
3 Bed, 3 Baths, 3,805 SqFt Days Listed: 1383
-12.93% ($504,000) 18 Price Changes : Last Change 326 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin113ft.

Beyond compare, this Polynesian inspired exquisite keys waterfront Harum designed custom home is complete. 3 bedrooms 3 and a half baths with additional office that could be 4th bedroom, pool, exquisite landscaping, 110ft plus deep water dock w/shore power, Lutron system with Onos Sound throughout. Marvel at the vaulted beam tongue and groove cathedral ceilings throughout and custom designed kitchen and living area opening up to a massive covered pavilion for entertaining in addition to the enormous covered entertaining and living area on ground level where you will also find sports and storage rooms and 2 separate car garages for boats or vehicles. Located on Hurricane Creek this residence offers deep water draft up to 6 ft with unlimited beam with easy access to Gulf, Bay and Atlantic.

$8,490,000
Plantation Key
Misc Plantation Key   - MM: 85.00
6 Bed, 6 Baths, 6,573 SqFt Days Listed: 736
-10.58% ($1,005,000) 2 Price Changes : Last Change 124 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

Opulent, alluring and meticulously detailed, this Islamorada Estate is where perfection meets the Bay ~ welcome to The Fish Ranch. Located on Plantation Key, The Fish Ranch estate features two (2) single family residences plus a media house, and cabana with outdoor kitchen. World-class designs make this one of the more distinguished estates for the most discriminating buyer. Elevator shaft, 100 swimming pool with two beach entries, hot tub, 250 of sandy beach, putting green, dockage, architectural designed landscaping with fire pit and lighting throughout. Also included with this property is an additional 19,729sf lot.

$2,950,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
4 Bed, 4 Baths, 6,065 SqFt Days Listed: 316
-10.47% ($345,000) 1 Price Change : Last Change 100 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

GREAT NEW PRICE! Beachfront Estate & Income Property! A successful weekly vacation rental, Turtle Nest Estate has achieved an average gross income of $200,000/year so this property could potentially be self-funding! Booked leases will be transferred to buyer upon sale. In addition to rental income, you can also enjoy your own tropical beachfront paradise in desirable Islamorada near all the most popular diving and fishing spots. Relax on the 150-foot beach, soak in some rays by the pool, or enjoy nearby fine dining, entertainment & local attractions. This luxurious home offers a 1.3 acre lot, more than 6,000 sf under air, an oceanfront pool with integrated hot tub, a wade-in sandy beach and an observation pier. Two-car garage, theater room, split floor plan, guest wing & more!

$1,450,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,340 SqFt Days Listed: 261
-9.09% ($145,000) 2 Price Changes : Last Change 19 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

Prestigious Venetian Shores! 70 ft frontage on deep & wide open water canal. Enter this lovely home through first floor foyer. Second floor has spacious open concept floor plan, large kitchen, laundry area, 2 bedrooms each with covered balconies, and 2 baths. Third floor has flex space, large open entertaining room with kitchen opening to an enormous rooftop patio, plus 2 separate bedrooms, large walk-in closet, and one full bath. Has amazing waterway views. Fla Keys is known for boating & fishing, and this location is exceptional for the true fisherman; exiting the canal by boat, take your pick.. to the left 1 drawbridge to the Atlantic Ocean and to the right the Florida Bay. Impact windows & doors on 1st & 2nd levels, 3rd level has accordion shutters. Boat storage and many extras.

$1,289,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
4 Bed, 4 Baths, 1,456 SqFt Days Listed: 156
-7.60% ($106,000) 1 Price Change : Last Change 38 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Ocean front duplex ,on 112 linear feet of expansive natural sand beach with gorgeous ocean views. 2 Bedrooms,1 Bath, Full Kitchen, Dining Area, and Living Room in each of the upper 2 units. Tongue in groove vaulted ceilings, private outdoor stairways on both ends and a wrap around deck with plenty of room for tables and chairs. Downstairs are 2 permitted storage rooms connected by a large open covered space with outdoor summer kitchen. 2 new A/C units 2019

$2,999,000
Lower Matecumbe
Matecumbe Ocean Bay   - MM: 75.00
4 Bed, 4 Baths, 3,185 SqFt Days Listed: 458
-7.44% ($241,000) 1 Price Change : Last Change 292 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

OCEANFRONT ESTATE! Behind the gate and concrete wall surrounding this property, you will find a beautifully remodeled, four bedroom, four and one-half bath home, overlooking the Atlantic Ocean. Three en suite bedrooms feel like primary suites with phenomenal views. Fourth bedroom and adjacent bath located its in own wing. Open gathering space with built-in workspace and wet bar; modern k,itchen. Featuring a sandy beach, in-ground pool with bench seat and sundeck, boat ramp, concrete seawall and observation pier (coming soon). Three exterior terraces/lanais for entertaining or sunbathing all with incredible ocean views. The half bath is serviceable by a door leading to pool. One car garage, separate laundry room and plenty of parking for vehicles/RV.

$1,745,000
Lower Matecumbe
Mar Celeste   - MM: 76.00
5 Bed, 5 Baths, 2,868 SqFt Days Listed: 345
-6.93% ($130,000) 10 Price Changes : Last Change 47 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 220ft.Concrete

OCEANFRONT! End of road compound with 220 concrete, canal dockage with two boat slips. Unique single family structure with two separate yet attached living quarters. The main house features a Master Suite with bath/office/den upstairs; kitchen and living area along with two guest bedrooms with two full baths on the main living level with permitted storage downstairs. The attached guest house features a kitchette, living room, two guest bedrooms with full bath. From sunrise to sunset, enjoy panoramic ocean views and aquatic wildlife. With gated entry, fencing, & three sides surrounded by water, there are two covered parking spaces with extra room to park your RV and add a pool. Already hooked up to sewer. Operated as a vacation rental with consistent income. Updated, not a drive-by!

$1,689,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 3,004 SqFt Days Listed: 81
+6.29% ($100,000) 1 Price Change : Last Change 48 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 65ft.

Come experience this exceptional island home today! 3 bedrooms, 3 baths, high ceilings, tile & hardwood floors, state of the art kitchen w/ concrete counters & top of the line stainless appliances. Open, spacious and perfect for entertaining is how this home was designed. Walk out the great room french doors into an intimate pool setting with custom chickee hut & lounge area decorated with a vibe of Gilligans Island meets The Ritz Carlton. Out back is 65ft of yacht dockage w/shore power & water for all your water toys. Ask about the Ribovich docked outback. Its available in a package deal! Now all we need is your toothbrush, fishing pole & swim suit. Private beach & ramp for owners in this golf cart approved community on Lower Matecumbe in Islamorada. Call today for apptointment!

$1,595,000
Lower Matecumbe
Toll Gate Shores   - MM: 73.50
2 Bed, 2 Baths, 1,728 SqFt Days Listed: 328
-5.90% ($100,000) 1 Price Change : Last Change 277 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift

Sunset Cove Home The reasons you desire to live in the Keys can be found here! The unique location of this home near the end of the island offers protected docakge while giving such easy immediate access to both the Florida Bay and Atlantic Ocean for all your water activities. When you are not experiencing the outdoors ~ come relax in this very spacious well appointed home with views from almost every angle. The entire 3rd floor is occupied by the master suite with its own balcony overlooking the water The main level offers yet another spacious open floor plan with the living room, the gourmet kitchen and another generous sized bedroom with 3 closets and a bathroom. The downstairs is a finished lower level. At the end of your day enjoy the gorgeous sunsets.

$6,645,000
Plantation Key
Trop Coral Reef   - MM: 89.00
7 Bed, 7 Baths, 5,839 SqFt Days Listed: 370
-5.00% ($350,000) 1 Price Change : Last Change 26 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Through a long winding and manicured driveway off of the Old Highway you will enter this exquisite Seaside Villa located on Plantation Key in Islamorada, FL. Sitting on 2 acres, this Atlantic Ocean facing property has 170 ft of shoreline with deep water dockage, boat lift and sandy beach, a rare find in the Florida Keys. Step up the imperial staircase into the breathtaking great room with commanding views overlooking the ocean featuring 5839 sq ft plus an additional 2387 sq ft on the ground floor for a total of 8,226 sq ft. of grand living space with 3 levels offering 6 bedrooms, 4 bathrooms, and 1 half bath with an additional 1 bedroom en suite, 1 full bath and 1 half bath on ground level. The distinctive features of this home consist of exquisite wood and marble floors, 8 high solid

$3,490,000
Lower Matecumbe
Port Antigua   - MM: 74.50
6 Bed, 6 Baths, 5,370 SqFt Days Listed: 53
-4.37% ($159,500) 1 Price Change : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift77ft.Concre

A one-of-a kind home, located in the heart of Islamorada Fla., the fishing capital of the world. Enjoy beautiful bay views from this custom-built Port Antigua pool home which is being sold fully furnished including the golf cart, ice maker, kayaks, bikes and fishing equipment. Bring your toothbrush and clothes and start making family memories in this move-in ready home which was built to exacting standards. The commercial-grade, elegant 4-stop elevator takes you from the ground level to the rooftop deck which has a propane fire pit and seating to enjoy fabulous sunsets. The 3rd floor features an open concept living, dining and kitchen with unobstructed bay views, including the master bedroom with his and hers separate bathrooms. This custom home is impeccably built from the ground floor

$1,450,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,070 SqFt Days Listed: 83
-3.33% ($50,000) 1 Price Change : Last Change 42 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.

SELLER MOTIVATED! BRING YOUR OFFER! Updated home in Islamorada! Beautiful, spacious updated 3 bedroom (room for a 4th!), 2 bath, 1 car garage waterfront home. Enjoy your own private 50 dock, boat lift. No bridges to the Bay. Room for a pool!Features include: metal roof, paver brick driveway, balconies and patio areas that allow you to enjoy outdoor space and entertaining or just relaxing.Kitchen boasts new black granite counters, snack counter, Samsung black stainless appliances. Plantation shutters throughout the home.There are 2 330 gallon cisterns!Master suite is large-- it has its own sitting area-- and sports a gorgeous newly remodeled bathroom. Breathtaking shower, sinks, flooring.Custom designed walk in closet.Call for your private or virtual showing of your new home

$2,449,000
Lower Matecumbe
Mat Ocean Beach   - MM: 75.00
3 Bed, 3 Baths, 2,182 SqFt Days Listed: 247
+2.08% ($50,000) 1 Price Change : Last Change 246 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Beautiful concrete oceanfront estate in coveted Lower Matecumbe Beach. Large lot of over a 1/2 acre, plus submerged lands parcel. Enjoy endless water views and bask in natural light in every room. Three bedrooms and three bathrooms, including master suite and two large bedrooms with en suite bathrooms. 100 of private natural white sand beach and stunning in ground pool and outdoor kitchen with built in grill. Large lanai off the main living area is perfect for entertaining. Tastefully decorated and well maintained; furniture negotiable. Large enclosed downstairs storage area. Newly painted interior and exterior. New ACs in 2017. Investment opportunity as a monthly rental. A true piece of Islamorada paradise.

$1,075,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 3,074 SqFt Days Listed: 140
-1.83% ($20,000) 2 Price Changes : Last Change 49 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat S

This is a well-appointed solid concrete home dotted with craftsmanship and taste in desirable Venetian Shores. Two new A/Cs in March 2020. Canal views from western facing rooms and open water views from the third floor living area and rooftop crows nest. A wood-covered concrete staircase seamlessly integrates the ground level 1/1 mother-in-law suite to the spacious 3 bedrooms, 3 and 1/2 baths on the two upper levels. Beautiful 100 year old barn wood reclaimed into custom cabinetry accents throughout. Separate living rooms on each floor accommodate large or extended families. Home has a gas fireplace, gas hook up for grills on porches, 2 cisterns and large garage and workshop. On a plugged canal that is perfect for paddle boarding, canoeing and kayaking, Deep water boat slip #9 in Marina

$2,149,000
Lower Matecumbe
Mat Ocean Beach   - MM: 75.00
3 Bed, 3 Baths, 2,410 SqFt Days Listed: 146
-1.83% ($40,000) 2 Price Changes : Last Change 37 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

A unique oceanfront home situated on one of the most ideal locations on Lower Matecumbe. As you enter through the mahogany doors, you find a remodeled kitchen, timeless granite, under counter lighting, and stainless-steel appliances, perfect for the home chef. All but one room and balcony offers views of the Atlantic Ocean. The master suite takes up the entirety of the third floor. The master bedroom offers a circular glass area with a jet hot tub,with views of the Atlantic. The master double bath centerpiece is a shower made of Hawaiian lava rock. There is new refrigeration, AC units; pool has new diamond bright, master bedroom has new carpet, new metal roof (2020). A truly great location! Dont forget that 300+/- feet of beach is all yours. Potential to purchase a 55 ft dock at Lorelei

$679,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,055 SqFt Days Listed: 168
-1.45% ($10,000) 2 Price Changes : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Priced to sell in Venetian Shores! This 4 Bedroom 2.5 Bath ground floor home will amaze you with extra large bedrooms, a large open concept design, modern kitchen with an island and water views of a plugged canal. A large master suite with large walk-in closet. Relax on your screened in porch and decked patio out by the water. Possibility of renting a boat slip at the marina adds to the allure of living in the upscale community of Venetian Shores. This is your opportunity to move into the most desirable neighborhood in Islamorada.

$789,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 172
-1.25% ($10,000) 2 Price Changes : Last Change 43 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Welcome to the premier Islamorada beach community of White Marlin Beach. This waterfront home offers exquisite views and privileged privacy overlooking the lake and conservation area. Nightly sunset views included! Private dock with easy bay and ocean access. This home boasts an open concept living area with soaring cathedral ceilings, 2 generously sized bedrooms, 2 bathrooms, metal roof and Key West style architecture.The living area has 12 sliding glass leading out to the deck, offering amazing views and privacy. The house is elevated on stilts w/ sufficient space so the home can be expanded upon, doubling the living square footage by adding a ground level floor, if desired. Other notable features, huge loft with pull down stairs, new SS appliances & a sit up bar.

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 10-31-2020.

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

1(800) 692-3605
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