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Islamorada Waterfront Condos for Sale - Condominiums, Open Water, Ocean and Bay / Gulf Views

Waterfront condos for sale in Islamorada include those in Windley Key, Plantation Key, Upper Matecumbe Key, and Lower Matecumbe, as these are the areas that make up the market.  Islamorada waterfront real estate is perfect for buyers looking to combine the amazing water sports in the area - including snorkeling, diving, and sport fishing - with the ease of condominium living.  Since many waterfront condo communities in Islamorada offer amenities like boat dockage, purchasing a condo in Islamorada makes it easy to take advantage of the best of the Florida Keys.  See all Islamorada MLS listings for waterfront condos below.

Total Listings 35
Order By:

$285,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 358 SqFt Days Listed: 139
-13.64% ($45,000) 3 Price Changes : Last Change 24 Days Ago
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Located in the heart of downtown Islamorada, Cheeca Lodge & Spa. Be a part of a world-class resort, without the worries!! 27 acres of tropical landscaping, 9-hole golf course, pickle ball, tennis courts, 3 heated pools, full array of water sports, fishing pier, private fishing and boat trips, fine and casual dining, 2 tiki bars, concierge, shopping, camp Cheeca for the kids, Lovely spa and fitness facility! MOTIVATED SELLERS! Passive Investment Income producing property allowing owner to occupy unit for 28 days yearly!

$325,000
Plantation Key
Sea Gulls   - MM: 90.00
1 Bed, 1 Baths, 756 SqFt Days Listed: 104
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Enjoy you own piece of paradise nestled in the quiet and private neighborhood of Sea Gulls Condominiums. This unit offers TOP FLOOR, expansive views of the ocean and neighboring harbor. Waterviews on both sides! Stunning sunrise views greet you each morning in this well maintained 1 bed/1 bath condo. Updated kitchen and bathroom. First floor amenities are currently under construction and will include a weight room, yoga studio, clubhouse and enhanced swimming pool and deck. Put in your kayak or paddle board on the gorgeous sandy beach. Excellent location near restaurants, parks, shopping and much more! 1.5 hrs to MIA airport and 2 hrs to Key West. Make sure to check out the aerial video under the photos tab!

$339,000
Plantation Key
Executive Bay   - MM: 87.20
2 Bed, 2 Baths, 1,356 SqFt Days Listed: 45
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: First Come Dock

Excellent Islamorada location and now pet friendly! End-unit townhouse in popular Executive Bay Club with two bedrooms and two FULL bathrooms. Nightly sunsets from the beach - plus dockage, clubhouse, pool and tennis. Peek-a-boo ocean views from the living room and master bedroom, washer and dryer right in the unit. Both bedrooms are freshly painted and the huge master has a large loft which makes a third sleeping area or mini office. Grill and chill on the back patio. Complex is next door to Islamoradas gem - Founders Park with a full service marina, trails, tennis, huge pool complex and so much more. Leave the car at home and walk to events like the Nautical Flea Market and Island Fest. Executive Bay Club is just down the road from Plantation Key School, close to restaurants/shopping

$339,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 358 SqFt Days Listed: 464
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Here is your chance to own a great, income-producing piece of the iconic Cheeca Lodge & Spa in the heart of Islamorada. This beautiful double queen bedded resort view room is a great investment and can be your vacation spot for up to 28 days per year! Cheeca has long been the resort of choice for families, romantic getaways and more than one President. You will have your choice of 3 great restaurants, 2 bars, 2 pools (with a 3rd coming soon), 6 lighted tennis courts, a 9-hole, par 3 golf course, a Spa and workout facility, along with Camp Cheeca for kids. This unit has experienced over 80% occupancy and offers a great return on investment.

$389,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,351 SqFt Days Listed: 17
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: First Come Dock

Beautiful Executive Bay Club! This spacious updated end unit townhouse is located across from the pool and steps away from the bayfront and dock. Offering 2 bedrooms & 2 bathrooms with a loft and over 1,350 square feet of living space with impact windows and a beautiful back yard patio. This bayfront complex is located in Islamorada featuring a gated entrance, pool, tennis courts, first come first serve dockage, beach, club house and 2 pets are allowed. Founders Park is next door offering many activities including the famous Nautical flee market. Dont miss this outstanding opportunity to live in Paradise!

$395,000
Plantation Key
Sea Gulls   - MM: 90.00
2 Bed, 2 Baths, 1,179 SqFt Days Listed: 134
-7.93% ($34,000) 1 Price Change : Last Change 79 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Escape to your Islamorada condo with Endless Ocean Front Breezes and Views ! This 5th Floor Unit offers 2 Spacious Bedrooms, 2 Full Bathrooms, Updated Kitchen and Bathrooms, and a Over-Sized Screened in Porch Accessible from the Living Room and Both Bedrooms. Master Bedroom has a Fantastic Built-In TV and Shelving Unit, Dual Sink Vanity, and Walk-In Closet.Sea Gulls Condominium Complex Features a Oceanside Relaxing Pool, Multiple Tiki Huts, and a Beautiful Sandy Beach ideal for Kayaking and Paddle Boarding. Perfect Location, Private yet Close to Everything! Whether youre looking for the Keys Life or a Weekend Getaway this one will not Disappoint!

$449,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 981 SqFt Days Listed: 282
-18.36% ($101,000) 5 Price Changes : Last Change 74 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Are you looking for open oceanfront views? Then this is for you! Beautifully updated townhouse style condo with fabulous ocean views and in unit washer and dryer. The kitchen island has room for prepping AND entertaining while enjoying ocean views. The open floor plan allows you to see the ocean from the front door through the living space and to the veranda. Upgraded with impact windows and sliding glass doors this townhome is ready for a new family to enjoy Keys living at its finest. Additional features include travertine floors, Stainless Steel appliances, granite countertops, custom lighting fixtures and crown molding. This unit also has an assigned covered parking space.

$465,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 1,053 SqFt Days Listed: 184
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Islamoradas best kept secret, The Palms. This light and bright two bedroom and two bathroom condo has an oceanfront covered balcony and views for days! The Palms has terrific amenities such as an oceanfront pool, large hot tub, tiki bar, grill area, indoor gym facility, and a concrete walkway that will directly take you into the ocean. In a gated and secure complex, this unit has an assigned covered parking spot. Ideally located within walking distance to marinas and restaurants, this opportunity is waiting for you!

$669,000
Lower Matecumbe
Las Maravillas   - MM: 75.70
2 Bed, 2 Baths, 1,104 SqFt Days Listed: 90
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: First Come Dock

Rare opportuniuty to own the end unit closest to the bay, pool and dock at at Las Maravillas Townhouses on Lower Matecumbe in the Village of Islamorada. 2 spacious bedrooms with Jack and Jill Bathroom on top floor along with laundry. Main level has living room, dining area and full kitchen. Four balconies, covered parking for boat or two or more cars on ground level with spacious storage closet. Las Maravillas is an intimate enclave of 10 contiguous townhouses in a gated tropical setting with bay front location and shared dockage for its residents. Come see Las Maravillas for yourself today!

$699,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
2 Bed, 2 Baths, 908 SqFt Days Listed: 184
-7.91% ($60,000) 2 Price Changes : Last Change 11 Days Ago
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Come to the World Famous Cheeca Lodge & Spa Resort. Featuring Premier Income Producing Unit , approximately 50k a year. Only One of four Luxurious 2/2 available. Cheeca handles all vacation rentals making your investment hassle free. 28 exquisite and exclusive days for owners use. On 27acres with tropical landscaping. Enjoy 5 star dining, beach, spa & fitness, 3 heated pools, fishing pier, tennis & pickleball, & a 9-hole par 3 golf course. Private fishing excursions & Plenty of watersports. Camp Cheeca for the kids, and so much more! Paradise Awaits You!

$719,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 77
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip,Dock Privi

Islamorada Beacon Reef Beauty! Expansive ocean views from this tastefully updated residence on the 4th floor of the south building. Tropical resort style pool, sand beach, full gym overlooking the ocean, and beautiful dock with slips for your boat. Beacon Reef has everything. The kitchen features granite counter tops, Maple cabinets, stainless appliances, and a breakfast bar. Youll fall in love the minute you enter the front door.

$725,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 2
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Expansive oceanviews from this 2 bedroom 2 bath third floor unit. Open dining room and living room flows right into the patio which is glass enclosed. Master bedroom has beautiful views of the ocean and the meticulously maintained grounds. Private 12 acre complex includes heated pool, spa, nice sunning beach, tiki huts, lighted tennis courts and covered parking. The oceanfront complex boosts a roomy meeting room and gym. The unit also includes a 30 boat slip.

$725,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 135
-8.81% ($70,000) 2 Price Changes : Last Change 42 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock36ft.

Lets hit the beach! This outstanding direct oceanfront condo features two bedrooms and two baths, a renovated kitchen, and open water views. Located in the heart of Islamorada, Beacon Reef Condominium offers unparalleled amenities including a large sculptured pool, dockage, tiki, and amazing sunrises. A spiral exit staircase and a separate storage area for your gear complete this package.

$729,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
3 Bed, 3 Baths, 1,275 SqFt Days Listed: 107
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Dock P

This gorgeous completely updated unit has everything to offer for the meticulous buyer, its own storage for outside toys and/or owners closet underneath, a gym, lushly landscaped grounds with astonishing pool, chiki hut and a superb dock with slips, ice machines and fish cleaning stations....This property has it all....

$739,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 88
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip,Dock Privi

Beautifully updated Beacon Reef 2/2 condo with expansive views of the ocean in the very best location in downtown Islamorada. Close to all the most popular spots by land or sea! Jump in your boat and head straight out oceanside to the reef or Alligator Light for fishing, diving or snorkeling, or anchor up and relax on the famous Islamorada sandbar a mile away. You can also slip under the bridge to fish Florida Bay only minutes away. Take your boat or a quick car ride to enjoy the best waterfront bars and restaurants in downtown Islamorada. This condo was updated with a gorgeous custom kitchen and adjoining bar area perfect for entertaining. Both baths have been completely updated and the main bedroom door was even moved to maximize the ocean view from the living room. Must see!

$749,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
2 Bed, 2 Baths, 1,473 SqFt Days Listed: 377
-6.26% ($50,000) 1 Price Change : Last Change 268 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock50ft.

A great opportunity to own a wondeful condo with a 50 ft slip in Islamorada. The Bay Harbour community is gated and has on site management with excellent amenities that include-marina, swimming pool, workout room, clubhouse and tennis court. This condo is in excellent condition and has great finishes with an open floor plan that has excellent open water views. Weekly rentals are allowed in this community, which offers a good investment opportunity.

$799,000
Lower Matecumbe
Beachwood   - MM: 75.50
3 Bed, 3 Baths, 975 SqFt Days Listed: 51
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

HIDDEN GEM of a property offering stunning views of the ATLANTIC OCEAN! Come embrace this private setting of only 7 units offering peace and tranquility! Spacious 3bd/2ba furnished townhome with an open porch to take in the prevailing ocean breeze and stunning views of the Atlantic Ocean! Covered parking. Immediate ocean access for world famous deep-sea fishing, snorkeling and diving with nearby Bay access for popular backcountry fishing locations and waterfront restaurants. This development offers a complete package to enjoy the lifestyle with a beautiful sandy beach, pool and pier! You dont want to miss this one!

$810,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
2 Bed, 2 Baths, 1,473 SqFt Days Listed: 27
-1.10% ($9,000) 1 Price Change : Last Change 17 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip3

Rare opportunity to own in the gated community of Bay Harbor! Waterfront with beautiful open water and ocean views. Located Bayside with protected dockage, includes a 30 boat slip with a new 18,000 lb. boat lift. offering direct access to Bay and Atlantic fishing!Take in expansive water views from this open concept condo, with two bedrooms each with ensuite bathsA large kitchen featuring granite countertops with plenty of cabinet space, a breakfast nook and bar seating.large storage locker located on the screened in porch, as well as in the covered carport with your assigned parking space, amenities include tennis court, pool and spa, an exercise facility and conference roomseven day rentals allowed, MOTIVATED SELLER, OWNER FINANCING

$865,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,593 SqFt Days Listed: 159
+4.85% ($40,000) 1 Price Change : Last Change 61 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip3

Coral Harbour C-34 is a beautiful 3B/2B, highly-desired, Oceanfront unit, with a deeded 35 boat slip, in a private & gated complex. This unit enjoys outstanding ocean and marina views and ocean breezes from the large, screened patio. Just steps sway from the private marina and slip #31. Amenities include a clubhouse, pool, sandy beach, boat ramp, dockside fuel and tennis.

$875,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
3 Bed, 3 Baths, 1,484 SqFt Days Listed: 983
-37.28% ($520,000) 4 Price Changes : Last Change 12 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Beautifully renovated 3 bedroom condominium in the Palms of Islamorada. Top floor end unit in southerly building with open ocean views. Walk to fine dining, great fishing boats, both offshore & back country, and a great diving/snorkeling operation. Large private balcony with view of Alligator Light. Unit has been converted to 2 bedroom but will be returned to 3 bedroom if Buyer desires.

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.

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Key Largo, Florida 33070

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