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Upper Matecumbe Key Islamorada Waterfront Condos For Sale on the Ocean Side

Most of the properties in the Florida Keys peninsula are either on the ocean side or on the bay / gulf side of the island. The following Waterfront Upper Matecumbe Key Islamorada condos for sale below are on the ocean side.

Total Listings 7
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$399,500
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
1 Bed, 1 Baths, 409 SqFt Days Listed: 281
-0.13% ($500) 1 Price Change : Last Change 114 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Who says oceanfront living in the heart of the Florida Keys is not affordable? This cute 1-bedroom studio condo, with amazing view of Alligator Reef Lighthouse is nestled within the prestigious Palms of Islamorada. It offers 409 square feet of all the space you need. Begin your days in serene bliss as you greet the sun rising over the Atlantic, painting the sky with hues of pink and gold right from your own doorstep. Take advantage of the Mens Gym or Womens Gym before enjoying the views from the Oceanfront pool, providing the perfect oasis of relaxation. For the adventurers at heart, the legendary Bud & Marys Marina is merely a stones throw away, offering endless fishing expeditions into the bountiful waters of the Keys. Culinary delights await next door at Lazy Days, where you can savor your catch with a backdrop of the oceans expanse or explore the flavors of the Keys across the highway at the newly revived Papa Joes Restaurant /Tiki Bar, an ideal spot to unwind and enjoy the sunset.Located at mile marker 79.9, the Palms of Islamorada places you at the center of it all, surrounded by the natural beauty and vibrant culture of the Keys.

$720,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 550 SqFt Days Listed: 272
-7.10% ($55,000) 1 Price Change : Last Change 85 Days Ago
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

**Nightly Rental Condotel at Historic Cheeca Lodge Resort and Spa**1. **Condo Features**: - Private King bedroom with full-size soaking bathtub and private dressing area - Spacious separate living room with queen sofa-bed - Fully equipped kitchen - Turnkey - Hands-off income generation through nightly rentals - Balcony with a view2. **Luxurious Amenities**: - 5-star dining at multiple onsite venues - Two open-air tiki bars - Three heated swimming pools - 1,100 sandy beach - Boat dockage and fishing pier - Executive golf course - Six lighted sport courts (tennis, pickleball, basketball) - Over 15,000 square feet of event space - Camp Cheeca for children - On-site full service watersports facility3. **Resort Lifestyle**: - Resort-style living with impeccable service - Instant passive income stream with condotel ownership - Impressive occupancy rate - Walking distance to outstanding restaurants, spas, galleries, boutiques, breweries, and Islamoradas famous arts district - Freebee rideshare service in the Village of IslamoradaExperience the epitome of luxury and investment potential at the historic Cheeca Lodge Resort and Spa. Own a piece of paradise in the sportfishing capital of the world with this exceptional income-producing property. Live the resort life, enjoy unparalleled amenities, and indulge in the vibrant island lifestyle of Islamorada.

$725,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 550 SqFt Days Listed: 222
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Own a piece of the legendary Cheeca Lodge Resort and Spa. Located in Islamorada, the Sportfishing Capital of the World. Condo Features -This spacious King Bed Suite offers a large living room area with a pull-out queen bed, a grand bathroom with walk-in shower and soaking tub, a fully equipped kitchenette, and a private screened in porch with views of the lush landscape and large coconut palms. This exceptional income-producing property allows nightly rentals. Owners use their units up to 28 days a year and receive a monthly check for the remainder of the time. Its a hands-off income generator!The Resort -Enjoy 27 acres of Islamorada oceanfront that include 3 world class restaurants, 2 open-air tiki bars, 1,200 of private beach, 525 fishing pier, 2 family pools, 1 adults only pool, beach and pool side cabanas, 9 hole golf course designed by Jack Nicklaus, 6 sports courts, 15,000 sqft of event space, valet parking, 24 hour shuttle service, concierge service, on site boat trailer parking, watersports activities, fitness center and Camp Cheeca.

$775,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 67
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Fabulous top floor location with spectacular ocean views! This spacious condo has tile floors throughout and a lovely open terrace to enjoy the ocean view and breezes. Both bedrooms are spacious and the primary bedroom opens to the oceanfront terrace. The Palms of Islamorada is conveniently located close to the downtown Islamorada area. You are only minutes from enjoying shopping in the boutiques and galleries and eating in numerous restaurants that are very close by. The Palms has an oceanfront pool, hot tub, assigned parking with plenty of guest parking, 2 gyms as well as kayak and paddleboard storage. A fantastic view of Alligator Lighthouse is included at no extra cost.

$899,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 840 SqFt Days Listed: 42
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Exquisite Oceanfront at Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada. This MAIN LODGE OCEANFRONT condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful King Bedded Oceanview Room. Experience the epitome of luxury with 5-star dining options. Immerse yourself in the tropical paradise with 2 tiki bars, spa, workout facility, and multiple pools. Enjoy direct access to the beach and dock. Stay active with 6 lighted tennis courts and a fitness center. Indulge in various water sports amidst lush tropical gardens. Nightly rentals allowed, providing a lucrative income stream. Onsite management ensures hassle-free property maintenance and guest services. Walking distance to outstanding restaurants, galleries, breweries, and shopping. Proximity to Islamoradas famous art district adds cultural charm to the surroundings. Seize this rare opportunity to own a piece of paradise in one of Islamoradas most iconic and historic destinations.

$935,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 840 SqFt Days Listed: 315
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Exquisite Oceanfront at Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada. This MAIN LODGE OCEANFRONT END UNIT condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful King Bedded Oceanview Room. Experience the epitome of luxury with 5-star dining options. Immerse yourself in the tropical paradise with 2 tiki bars, spa, workout facility, and multiple pools. Enjoy direct access to the beach and dock. Stay active with 6 lighted tennis courts and a fitness center. Indulge in various water sports amidst lush tropical gardens. Nightly rentals allowed, providing a lucrative income stream. Onsite management ensures hassle-free property maintenance and guest services. Walking distance to outstanding restaurants, galleries, breweries, and shopping. Proximity to Islamoradas famous art district adds cultural charm to the surroundings. Seize this rare opportunity to own a piece of paradise in one of Islamoradas most iconic and historic destinations.

$1,275,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 136
-1.92% ($25,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

LOCATION, DOCKAGE. Dockage on the oceanside of Upper Matecumbe Key! ALSO Parking for car and a boat!! .... Beautiful Beacon Reef, a well-known and loved condo complex located on Upper Matecumbe Key is expertly and exquisitely maintained top to bottom. First class amenities include resort style tropical landscaping with shady palm trees, lush green grass & sandy beach w/ lounge chairs. Zero entry, large walk-in pool. Chickee hut and multiple BBQs for entertaining. Newly renovated pier with plenty of dockage, can fit up to 35 boat, shore power available. Private sauna & gym overlooking the ocean. Club house with kitchen available to homeowners for private functions. This particular unit is immaculate and cared for, same owner since 94, amazing open water ocean views from covered balcony and primary bedroom. Comes with coveted covered parking, one space from elevator, room for two cars or one car w/ boat & trailer. Kitchen has been updated with stainless steel appliances and custom cabinetry. Primary bathroom has been updated as well with added closet space. All windows are impact.

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 12-11-2024.
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