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 34
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: 263
-2.04% ($5,000) 1 Price Change : Last Change 201 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.

87200  Overseas Highway A-9 For Sale, MLS 587912
$310,000
Plantation Key
Executive Bay   - MM: 87.00
Bed, Baths, SqFt Days Listed: 51
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

WELCOME TO YOUR FLORIDA KEYS VACATION HOME. SELLER HAS PAID ALL ASSESSMENTS, Home comes fully furnished with kitchen equipment, gated with security. Community has much to offer including an Olympic sized pool with cabanas, clubhouse, tennis courts, picnic areas, plenty of parking, private Keys style beach, dock with room for 27-32 ft boats, fish cleaning station on the pier, fishing pier.. This is the LEAST expensive Unit in Isla Morada. purchase today and vacation tomorrow just a few hours drive to paradise from MIA airport OR come in through Marathon airport and drive just a few minutes to your Florida Paradise.

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: 142
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.

87200  Overseas Highway G2 For Sale, MLS 588051
$388,500
Plantation Key
Executive Bay   - MM: 87.00
3 Bed, 3 Baths, 1,355 SqFt Days Listed: 41
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: First Come Dock

Best-Kept secret paradise in Islamorada. 3 bedrooms plus loft has room for everyone. Excellent location on Bayfront property with a private sand beach and simply stunning sunset views. A beautiful clubhouse-community center, large pool, boat dockage, serene communal gardens, picnic areas and 2 tennis courts. Townhouse located close to the pool & beach. Offered furnished, tile floors throughout, with impact windows and doors. Great investment or full time residence for laid back fun to enjoy all year round. Next to Founders Park for more fun activities, close proximity to great local restaurants. Only 90 minutes from Miami. With full price offer will include 2004 Volvo C70 convertible navy blue to enjoy the Island life..

88540  Overseas Highway 306 For Sale, MLS 588686
$389,000
Plantation Key
Futura Yacht Club   - MM: 88.50
3 Bed, 3 Baths, 1,271 SqFt Days Listed: 1
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

This is a third floor corner unit in the condominium tower. Futura offers a gated community with ample room to store you boat on a trailer and take advantage of the boat ramp.

81801  Overseas Highway 617 For Sale, MLS 588546
$425,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 681 SqFt Days Listed: 9
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Location makes this King Suite with kitchenette at the historic Cheeca Lodge & Spa the exception. Palm trees and tropical landscape surrounds this top level unit creating a private oasis. Steps from the new beachfront pool and tiki bar this luxury unit has direct views of the crystal clear lagoon with island waterfall. Relax in the inviting soaking tub encompassed by beautiful marble after a day spent on the beach. Enjoy a glass of wine on the private screened porch with the calming sounds of the waterfall in the background. The suite features well appointed furnishings, a plush king bed, and a sleeper sofa for additional sleeping. This is an income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. Cheeca offers a

87200  Overseas Highway K1 For Sale, MLS 588426
$449,900
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,388 SqFt Days Listed: 18
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

The only unit for sale in Executive Bay Club with a bay view! This private end unit boasts 2 full bathrooms in addition to the downstairs half bath. Updated kitchen and bathroom, beautiful tile floors downstairs. The upstairs loft has been extended and thoughtfully finished. Enjoy gazing at the bay while relaxing on your back patio. Highly desired location on Plantation Key, right next to Founders Park, one of the jewels of the community. Association offers 24 hour manned security, large heated pool, clubhouse, tennis courts, sandy beach and 72 hour first come first serve dockage. Watch the sunset each night! Immediate bay and ocean access from Snake Creek for all your boating needs. 1.5 hrs from Miami, 2 hrs drive to Key West. Excellent investment property!

79901  Overseas Highway 507 For Sale, MLS 588507
$470,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 11
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampConcrete

Oceanfront, Top Floor, Completely Renovated 2 Bedroom, 2 Bath Condo Unit at The Palms of Islamorada. All the work has been done, no need for the expensive and timely pain of a condo remodel. New kitchen and baths, new windows and shutters, new AC and hot water heater. The complex features an oceanfront pool and hot tub, a relaxing beach, his and hers gyms, an outdoor grill and tiki area, kayak/SUP launch ramp and gorgeous open-water views of Alligator Lighthouse and Terra Key. The Palms is conveniently located near Lazy Days Restaurant, Midway Cafe and Coffee Bar, Amara Cay Resort and Bud n Marys Marina. Downtown Islamorada, offers a wide array of restaurants and shops and is less than a mile away.

88181  Old Highway  24A incl. deeded 30 slip #36 For Sale, MLS 586425
$480,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 160
-3.81% ($19,000) 1 Price Change : Last Change 48 Days Ago
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.

83201  Old Highway 202 For Sale, MLS 588355
$565,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 23
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Downtown Islamorada 2/2 ocean view condo with great dockage, resort-style pool, coveted covered parking space directly below the unit, and the best location by land or sea! Great boating location for fishing and diving within view of Aliigator Lighthouse and the Islamorada Sandbar. Walking/biking distance to fine dining, shopping and all the downtown art festivals and full moon celebrations. This condo is on the second floor so it has a private walk-down staircase off the back porch to quickly access the pool and dock. It is also an end unit so it has three extra windows (one in each bathroom and one in the master) and all the windows and sliding doors are all updated to impact glass. The baths are both updated as well. Best priced condo in Beacon Reef!

88181  Old Highway 22E For Sale, MLS 585747
$599,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,529 SqFt Days Listed: 209
-6.26% ($40,000) 1 Price Change : Last Change 9 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip,

Updated 3-bedroom/2-bath Coral Harbour condo in the desirable E Building just steps to everything! Walk straight out to the oceanfront marina with available shared boat slips or take a few steps down the side path for instant access to the large pool and clubhouse, oceanfront picnic areas, lagoon with catch-and-release fishing and wade-in sandy beach! Inside, enjoy 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. Nicely maintained condo is clean, fresh and move-in ready. Furniture and decor are also available. 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
$599,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 704
+20.04% ($100,000) 2 Price Changes : Last Change 59 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 Highway K34 For Sale, MLS 586357
$628,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 166
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.

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: 153
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.

83201  Old Highway 205 For Sale, MLS 587914
$695,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 50
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Dock P

Updated Oceanfront 2/2 Condo with Ocean Views & Dockage! This is the downtown Islamorada condo youve been waiting for with nothing left to do! Elegantly updated kitchen, updated flooring, updated baths and fully furnished and offered turn key so its ready to move right into and enjoy! Step out on to your private balcony and take your private spiral stairs directly to the pool gate! Going boating? Take the spiral stairs down to your storage closet, grab your poles and go! Beacon Reefs one-of-a-kind dock features step-down finger piers for easy loading for any size boat up to 38 ft. with power, water and even ice at the end of the dock! Ocean view gym, clubhouse, beach-entry pool w/oversized hot tub and high-end tropical landscaping make this condo feel like a premier luxury resort!

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: 87
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!

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: 175
-6.59% ($50,000) 2 Price Changes : Last Change 109 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: 302
-4.91% ($40,000) 1 Price Change : Last Change 240 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.

142  Aregood Lane 4A(D2) For Sale, MLS 588159
$780,000
Plantation Key
Port Of Call   - MM: 88.50
2 Bed, 2 Baths, 1,248 SqFt Days Listed: 36
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip

Are you looking for open water ocean front views w/the only thing between you & the Atlantic is a fabulous heated pool and ocean front dock? Compliment the view w/2 very spacious bedrooms 2 and a half baths, modern & updated throughout, fresh kitchen w/bubble glass eat-in breakfast nook, roof top sun deck, covered parking in a gated community in the heart of the Village of Islamorada and you have Port of Call Townhouses. Close to fine & casual keys dining, shopping, entertainment, marinas & charters, medical facilities and less than 2 hours from MIA or Key West International. Call today for a personal tour of Port of Call. Take a walk on the dock, sit by the pool and enjoy the Florida Keys the way youve always wanted in a manageable half duplex w/amenities like an ocean front estate.

101  Gulfview Drive 203 For Sale, MLS 587824
$799,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
2 Bed, 2 Baths, 1,473 SqFt Days Listed: 55
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.

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 12-14-2019.

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Key Largo, Florida 33070

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