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

Waterfront condos for sale in Upper Matecumbe are available in a variety of waterfront locations - including Upper Matecumbe Key oceanfront properties and condos on the bay in Upper Matecumbe. Waterfront properties in Upper Matecumbe afford residents spectacular views and easy access to boating and other water sports.  And with a location in Islamorada, top rated restaurants and attractions are just a quick jaunt away.  Browse all Upper Matecumbe waterfront apartments in the Florida Keys MLS.

Total Listings 5
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$699,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 88
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

LOVE AT FIRST SIGHT! This is an Unbelievable opportunity to own a TURN KEY unit at The Palms of Islamorada. Endless views of the Atlantic Ocean including Alligator Reef Lighthouse from the balcony or the over 200 feet of seawall. Unit comes completely furnished - ready to move in or rent. Conveniently located within walking distance to fine dining with sunset views, marinas and dive opportunities. All you need to settle into this exceptional unit are your personal items. Everything is done and ready for you. All furnishings, linens, kitchen essentials and artwork are included. There are two large bedrooms both with king size beds. The master suite features a full wall of built-in closets and drawers hidden behind attractive sliding cabinet style and mirrored doors. The ensuite bath is completely updated featuring a Jacuzzi jetted bathtub, large tiled stall shower, and a double vanity - your own PRIVATE spa! The 2nd bedroom area has a king bed, full closet, private updated bathroom and pocket door for a private experience for your guests. The kitchen has everything...updated cabinets in todays colors, new Cambria quartz countertop and all newer stainless-steel appliances. You will love having your own new Bosch stack front loading washer and dryer in the unit. The kitchen offers casual dining with 4 bar stools for casual dining at the counter and youll love the hand carved teak dining table for more formal dining. The living room seating provides a cozy place to relax after a hard day of fishing and diving. The balcony overlooking the ocean presents endless views of the ocean and comfortable outdoor furnishings. Hurricane impact certified. Passed the Milestone inspection. Covered parking space. EVERYTHING is included!!The Palms is one of the most sought-after condo complexes in the Islamorada area due to the unparalleled ocean views. There have been very few units for sale in the past several years. Now is your opportunity to own one!

$725,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 253
-6.45% ($50,000) 1 Price Change : Last Change 2 Days Ago
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.

$725,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 550 SqFt Days Listed: 408
Condotel - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

***Seller Financing now an option! ***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.

$1,200,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 37
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Welcome to Unit #409 at Beacon Reef, an oceanfront gem located in the heart of Islamorada. Beacon Reef is well-run, meticulously maintained, and units are rarely available for a reason. This beautifully appointed 2-bedroom, 2-bathroom residence offers approximately 1,275 square feet of comfortable, coastal living. The primary suite features a king-sized bed, en-suite bathroom, and direct access to a private balcony with sweeping ocean views, while the guest bedroom provides space for two queen-sized beds and a generous closet. The open-concept living area flows effortlessly into a fully equipped kitchen with granite countertops, and a breakfast bar, complemented by a formal dining area. Additional conveniences include an in unit laundry area with full-sized washer and dryer, impact windows, and a spacious screened-in balcony.Beacon Reef is a gated, resort-style community offering a wealth of amenities, including a beach-entry heated pool, therapeutic hot tub, ocean-view fitness center, and a deep water private marina with boat slips available for vessels up to 35 feet (first-come, first-served). Residents also enjoy a sandy beach, fishing pier, BBQ area under the tiki hut, and lush tropical landscaping throughout the property. Ideally located, this unit is just minutes from Islamoradas world-class fishing, diving, restaurants, galleries, and marine attractions, offering both seclusion and convenience. Whether youre seeking a permanent residence, weekend retreat, or seasonal getaway, Unit #409 is your invitation to live the Florida Keys lifestyle.

$2,950,000
Upper Matecumbe Key Islamorada
Bay Colony Villas   - MM: 81.50
4 Bed, 4 Baths, 2,072 SqFt Days Listed: 138
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: First Come Dock150ft

Only sophistication and class represented in Islamoradas most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off its manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique charm blending Old Florida allure with the timeless essence of Nantucket. Covered parking and a versatile multi-purpose room on the ground floor with a foyer entry. On the second floor you will find an open living space with the kitchen & dining room overlooking the bay, 2 bedrooms/2 bathrooms, and serene positioning for nightly sunsets. The third floor is dedicated to the master suite and maids quarters with more amazing views from the private balcony. If amenities are what youre after, Tarpon Flats delivers on all fronts: a beautiful tennis court with covered seating for spectators, a rare greenhouse to nurture your beloved plants, a waterfront pool & gazebo leading down to the beachfront, and plenty of dockage for your skiff. Come see the exclusivity of Tarpon Flats for yourself.

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 06-15-2025.
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