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 28
Order By:

88500  Overseas Highway 324 For Sale, MLS 584941
$239,900
Plantation Key
Summer Sea   - MM: 88.50
1 Bed, 1 Baths, 574 SqFt Days Listed: 202
-2.04% ($5,000) 1 Price Change : Last Change 139 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Dock Privi

PREMIER SUMMER SEAS gated residential development located in Islamorada is offering an affordable, well-maintained 1bd/1ba condo overlooking a tranquil garden setting and nice bayviews from the terrace. Amenities include a large pool and gym both overlooking the Florida Bay plus fitness room, game rooms and community room. The complex is bayside with stunning open water views and sunsets from the roof top deck and beautiful beach. First come, first serve dockage are also included, plus kayak and boat trailer storage. Easy ocean and bay access.

81801  Overseas Highway 735 For Sale, MLS 586656
$339,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 358 SqFt Days Listed: 81
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.

79901  Overseas Highway 504 For Sale, MLS 585179
$399,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 186
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Top floor, Ocean front condo in Islamorada! 2Bedrooms/ 2Bath unit with 981sf of living space. Covered, open porch with views of the Atlantic Ocean and Alligator Lighthouse in the distance. Complex is gated, has elevator, tiki hut, heated pool, hot tub, kayak / paddle board storage racks adjacent to ramp. Walking distance to dining at Lazy Days & Amara Cay. Marinas close by for charters, boat rentals and boat storage. Monthly rentals allowed.

88181  Old Highway 21A For Sale, MLS 585883
$425,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 139
-15.00% ($74,999) 1 Price Change : Last Change 31 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Dock Privi

Located at Coral Harbour, a luxury 5 star gated oceanfront complex, this gorgeous, updated and extremely well maintained condo offers 3 beds & 2 baths and a large corner wrap around screened-in balcony. Features include recessed lighting, newer kitchen, granite countertops, custom tiled baths & a split bedroom layout. The 5 star community amenities include a full service marina with boat ramp & ice, a heated swimming pool, a large clubhouse, 2 lighted tennis courts & salt water lagoon with sandy beach. 7 Common Shared Deeded slips are available on a first come basis, including a 40 slip. The 7 common Shared Deeded slips are shared exclusively with 20 specific owners. The condominium manager has reported they have never had to turn away an owner with the right to share one of the 7 slips.

79901  Overseas Highway 209 For Sale, MLS 585174
$457,500
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 187
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampConcrete

Oceanfront 2/2 condo with open ocean views and updated kitchen and baths in a great location in Downtown Islamorada. Relax on your ocean view porch (on the shady afternoon side) overlooking the pool and spa, or use the boat launch to enjoy kayaking or stand-up paddling. Hungry for a nice meal? Lazy Days Islamorada and Amara Cay Resorts Reel Burger are both right next door, or there are endless dining options just a mile away in downtown Islamorada. Love to go diving, fishing or boating? Bud N Marys Marina is also next door! The Palms Condominium is also popular as a monthly vacation rental if you are interested in seasonal rental income. This really is THE location in Islamorada! Call today!

79901  Overseas Highway 513 For Sale, MLS 587523
$480,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 15
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampConcrete

Open Oceanfront 2/2 top floor condo in the heart of Islamorada! This is one of rare units with large windows in master bedroom for awesome ocean views! This one is also only one row in from the open oceanfront and its on the very top floor for even better views. Updated kitchen with granite counters and light wood cabinets. Offered with booked rentals for immediate income! Oceanfront pool and hot tub with views of Alligator Lighthouse, outdoor grill, tiki hut, his/hers workout rooms, covered parking and onsite kayak launch for non-motorized craft. Next door to Bud-N-Marys marina and Lazy Days restaurant. Located in Downtown Islamorada, The Palms Condo offers immediate access to fine dining, entertainment, bars, restaurants, shopping, monthly arts events & more!

80450  Overseas Highway 301 For Sale, MLS 586366
$495,000
Upper Matecumbe Key Islamorada
Sand Pebbles   - MM: 80.50
2 Bed, 2 Baths, 1,290 SqFt Days Listed: 105
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

SAND PEBBLES in ISLAMORADA! Last unit available! Very Nice single level end unit with views of the Bay. No stairs here, 2 spacious bedrooms and 2 updated baths, Large Screened Lanai. Open kitchen with bar, Large master bath with jetted garden tub and walk in showers make this a place to relax and enjoy the Keys Life! Much pride is given here with Tropical plants and landscaping, including Key lime trees. Marinas and Restaurants nearby. Impact windows, extra parking for boats and trailers. Trail to kayak and enjoy the natural setting. Sparkling pool and tiki hut for BBQs. Additional storage room. Close to Bud n Marys and Lazy Days Restaurant and more popular Islamorada locations. You need to see this unit!

88181  Old Highway  24A incl. deeded 30 slip #36 For Sale, MLS 586425
$499,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 99
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip,

Tropical foliage surrounds this 2nd floor unit at Coral Harbour Club, a luxury gated oceanfront complex. This unit is a 3 bedroom 2 bath with a split bedroom layout with the Master on one side and the guest bedrooms on the other. It has an open floor plan with a large screened wrap around porch which also has access from the Master and 1 guest bedroom with tile throughout. Included is a 30 deeded boat slip. The full service marina offers ice, fuel and a boat ramp. Other amenities include a large clubhouse, 2 lighted tennis courts, a heated swimming pool and a salt water lagoon with a sandy beach.

87851  Old Highway Highway K34 For Sale, MLS 586357
$628,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 105
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Dock Privi

Stunning Ocean Views comes with this Ocean Front Condo. Large screened in porch gives you plenty of room to look out at the nice pool, marina & jacuzzi and the Atlantic Ocean.6 community boats slips that can handle 30ft. vessels that rent for $65.00 a month.Very Private complex that has plenty of Tiki Huts on the property with nice beach chairs to relax near the water. Large Oceanfront Clubhouse that has a nice meeting area and a full gym, lighted tennis courts too. Lushly landscaped property that is professionally maintained. The Electric gate keeps all of this very private. Being sold fully furnished.

88181  Old Highway 22E For Sale, MLS 585747
$639,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,529 SqFt Days Listed: 148
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip,

Designer Decorated & Furnished! Just bring your toothbrush and enjoy this updated Islamorada 3-Bedroom Coral Harbour condo in the desirable E Building just steps to everything! Walk straight out to the dock with available shared boat slips, the large pool and clubhouse, marina, boat ramp, oceanfront picnic areas, lagoon with catch-and-release fishing and wade-in sandy beach! Condo has just been designer furnished and decorated and everything is included so its clean, fresh and move-in ready. Theres also an updated, open kitchen with wine cooler and stainless appliances plus 2 updated baths, Italian tile floors, crown molding, and a huge wrap-around screened balcony. The community allows two pets (any size) and offers plenty of space for walking/jogging plus manicured, shady grounds.

79901  Overseas Highway 205 For Sale, MLS 578165
$649,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 643
+30.06% ($150,000) 1 Price Change : Last Change 600 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Beautifully renovated 2 bedroom condominium in the Palms of Islamorada, walk to fine dining, great fishing boats, both offshore and back country, and a great diving/snorkeling operation. Total restoration down to the studs including new wiring, plumbing, walls, flooring, and ceilings. Offered completely furnished with all amenities TVs, new appliances including washer/dryer. Ready to enjoy starting the day of closing.

87851  Old Highway K35 + 30 deeded slip For Sale, MLS 586491
$669,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 92
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Basin,

Breathtaking views abound from this beautiful ocean front unit. Your own Deeded 30 Deep water slip in 50 Slip private Marina. Immaculately maintained, ocean views from great room dining and living area flowing to oversized screened/sliding glass enclosure porch. Generous kitchen with Stainless appliances. Large open water views from Master BR with access to porch & gorgeous updated en suite bathand walk in closet. Spacious 2nd BR/BA nicely separated wing. Property boasts 12 lushly landscaped acres, pool, hot tub, beach, private harbor 50 slip marina (no bridges, direct ocean front), boat ramp, community room, gym, lighted tennis courts, storage & covered parking. Well located for easy access to restaurants, water sports, shopping and Free entrance to nearby Founders Park amenities.

101  Gulfview Drive 111 For Sale, MLS 587389
$699,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
2 Bed, 2 Baths, 1,473 SqFt Days Listed: 26
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift,Boat

Welcome to your new home away from home! Picture yourself in this gorgeous Ocean & Harbor View Condo in the beautiful Florida Keys! WEEKLY RENTALS ALLOWED! Enjoy your deep water 30 boat slip with 20,000 lb lift & easy Ocean Access. This fully furnished beautiful condo is move-in ready. The interior boasts an open floor plan, master suite & en-suite guest bedroom. The gourmet kitchen features granite counters, stainless appliances, & breakfast nook. Relax & chill on your screened porch while enjoying the ocean breeze & stunning blue waters! Covered parking & ground level storage unit, pets are allowed (over 20 lbs with approval). Resort Style Amenities include a spa, heated & chilled pool, tennis courts, gym & clubhouse. Enjoy the Keys lifestyle & all that Islamorada has to offer!

87851  Old Highway K26 For Sale, MLS 584310
$699,000
Plantation Key
Ocean Harbor   - MM: 87.50
3 Bed, 3 Baths, 1,813 SqFt Days Listed: 243
-11.41% ($90,000) 2 Price Changes : Last Change 132 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Ramp,Othe

Here is a THREE bedroom for less than the price of a Two bedroom. 2nd floor northern-most unit with beautiful ocean views and privacy. Two oceanfront bedrooms and the third bedroom with its own small private, screened balcony. Offered fully furnished with all the amenities of Ocean Harbour; clubhouse with exercise room, heated pool and spa, 2 lighted tennis courts, Tiki huts with outdoor kitchen. The marina has been completely rebuilt and offers leaseable slips for boats up to 30. The asking price does not include a slip but a 30 slip may be available to lease or purchase for an additional price.

87851  Old Highway K4 For Sale, MLS 586172
$699,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 119
-2.92% ($21,000) 1 Price Change : Last Change 68 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Ramp,Dock

Sit back and relax on your ocean view screen porch, or step down your private back stairs and follow the short path to the pool, clubhouse, gym, beach or oceanfront marina. If you feel like boating, there is boat/trailer storage on the property, a boat ramp, and boat slips for rent for $53/month. This stunning 2/2 condo has undergone a dramatic renovation and offers an ocean view from the minute you step into the modern kitchen. Theres also an expansive ocean view from the master bedroom and an elegant master bath. This unique, perfectly positioned condo also offers the best parking spot, which is both near the elevator and also next to your private stairs. Ocean Harbour is Islamoradas most lush tropical oasis... call today!

101  Gulfview Drive 302 For Sale, MLS 586233
$709,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
2 Bed, 2 Baths, 1,473 SqFt Days Listed: 114
-6.59% ($50,000) 2 Price Changes : Last Change 47 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat L

Attention Fishermen! Excellent bay and ocean access from this first class, gated complex on Lower Matecumbe! 30 boat slip with 15,000 lb lift! Protected location. Top floor 2 bedroom, 2.5 bath condo with beautiful open water and ocean views! Spacious screened porch to take in the views and have that refreshing drink after a day of fishing! Storage unit for all your fishing gear and bait freezer too. Unit 302 comes furnished and is in move in condition. Split floor plan, master bedroom with ocean views, wonderful kitchen with plenty of cabinet space and breakfast bar. This unit has not been rented but weekly rentals are permitted. Bay Harbour has a pool, clubhouse, gym and tennis court. And dont forget they have ice available for your day out on the boat!

83201  Old Highway 221 For Sale, MLS 584344
$775,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 241
-4.91% ($40,000) 1 Price Change : Last Change 178 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock36ft.

Exquisite direct oceanfront condo in the luxury community of Beacon Reef and located directly on the beach. Walk down your private exterior stairs and you are right on the most beautiful sandy beach in Islamorada. This is the Florida Keys condo with the ocean views and beach you have been dreaming of. The condo offers 2 bedrooms, 2 baths, renovated kitchen and bathrooms, gorgeous balcony, Jacuzzi tub, plenty of closet space, and new appliances. 5 star community amenities include sandy beach, boat dockage, zero-entry pool and hot tub, pier with seating and fishing stations, clubhouse and fitness center with ocean views & poolside tiki hut with grills.

83201  Old Highway 422 For Sale, MLS 585352
$850,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 174
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

What a View! Rare 2/2 condo with an expansive full ocean view from the minute you open the door! This direct oceanfront residence in beautiful Beacon Reef offers a front row view of the deep blue Atlantic, Alligator Lighthouse and Beacon Reefs one-of-a-kind dock complete with tiki hut and lovely evening lighting. Move-in ready with updated kitchen and baths PLUS a coveted covered parking spot to tandem park two cars or keep your boat/trailer onsite. Beacon Reef is located in downtown Islamorada near everything by land or sea. By boat, the Islamorada sandbar is minutes away along with great fishing and diving. By land, the new Publix is across the street and downtown is less than a mile away with fine dining, shopping, events and local nightlife. Resort-style pool, spa, gym & more!

87851  Old Highway K31 For Sale, MLS 584701
$889,000
Plantation Key
Ocean Harbor   - MM: 87.50
3 Bed, 3 Baths, SqFt Days Listed: 219
-6.42% ($61,000) 1 Price Change : Last Change 110 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Offered fully furnished and includes a 50 boat slip(#9). All Irma Assessments have been paid. Brand new 50 slip marina; property completely re-landscaped after Irma. Clubhouse on the Ocean, 2 lighted tennis courts, hot tub, heated pool, fully fenced and gated.

88540  Overseas Highway 729 For Sale, MLS 585598
$895,000
Plantation Key
Futura Yacht Club   - MM: 88.50
2 Bed, 2 Baths, 1,298 SqFt Days Listed: 159
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Ramp,Boat

This one truly has it all! Best views, best location and the very best renovation you have seen in Futura Yacht Club! This one-of-a-kind open bay townhome offers a direct sunset view from both porches plus a high-end, fully updated interior, all just steps away from the deeded boat slip on one side and the pool, clubhouse, tennis courts and basketball court on the other! This gorgeous townhome is also an end unit, which means sunny windows in all three bathrooms, and both bedrooms! This 2/2.5 townhome was completely renovated down to the studs throughout, so this stunning home is completely new inside from top to bottom. Futura also offers on-site trailer and boat storage, on-site boat ramp, beach area, shady park with picnic tables, and lots of open space. Must see!

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 10-14-2019.

Shoreline Properties
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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