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Upper Matecumbe Key Islamorada Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Waterfront properties in Upper Matecumbe Key are spectacular pieces of real estate for buyers looking for permanent residences or vacation homes.  Residents are able to take advantage of incredible off-shore water sports, great restaurants, and top Florida Keys attractions.  If you are looking for homes with boat dockage or deep water access, Upper Matecumbe Key oceanfront homes or Upper Matecumbe bayfront houses are great choices with some of the best views available in the Florida Keys.  Browse the MLS listings of waterfront real estate in Upper Matecumbe below.

Total Listings 7
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$1,900,000
Upper Matecumbe Key Islamorada
Unplatted Upper Mate   - MM: 82.00
3 Bed, 3 Baths, 1,852 SqFt Days Listed: 29
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Beautiful Bayfront 3 bedrooms, 3.5 baths. SS appliances, private pool with waterfall. Secured community in an enclave of 8 private homes with boat basin and seven day rental. All this and more in downtown Islamorada.

$2,399,000
Upper Matecumbe Key Islamorada
Unplatted Upper Mate   - MM: 82.00
4 Bed, 4 Baths, 1,562 SqFt Days Listed: 90
-7.73% ($201,000) 1 Price Change : Last Change 25 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Dock Privilege

This stunning home located In Coral Cove, a gated community in Downtown Islamorada, overlooks a private lagoon and the ocean. The property features 4 bedrooms, 3 baths, custom cabinetry, marble floors and countertops, a jacuzzi tub on the large porch, many outdoor entertaining spaces and fishing off the private, backyard dock. This small enclave of homes offers private, protected boat dockage in its ocean-front basin, a large pool with a view of Alligator Lighthouse and gorgeous, lush landscaping. There is boat dockage for a skiff or bay boat on the lagoon side of the house and dockage for up to 35 in the private boat basin (first-come basis). Coral Cove is a quick drive or walk to many of Islamoradas best restaurants and shops.

$4,250,000
Upper Matecumbe Key Islamorada
Unplatted Upper Mate   - MM: 82.00
3 Bed, 3 Baths, 2,749 SqFt Days Listed: 44
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None,Other Dockage

Gecko Estate, boasts 2.9 luscious acres, of some of the most beautiful land the Florida Keys has to offer, with mature vegetation. Situated on the Ocean, in Islamorada, this lovely estate offers 178 of ocean-frontage, with protected seawall, an elegant pool with screened enclosure, its own private island, beach and protected dockage (destroyed in Hurricane Irma - Buyer to rebuild). A private gated entry, with long winding driveway, invites one to meander through 3 very pristine parcels of land, including bay-bottom where one can collect treasures washed ashore. Enjoy gorgeous sunrises year-round, a quick jaunt to Alligator Lighthouse for sunsets, Cheeca Rocks, live reefs and more to snorkel, dive, fish or just enjoy a leisurely boat ride from this supreme location.

$5,950,000
Upper Matecumbe Key Islamorada
Caribee Beach   - MM: 80.00
6 Bed, 6 Baths, 2,635 SqFt Days Listed: 294
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.

CARIBEE BEACH HOUSE is the perfect mix of old school Islamorada charm combined with present-day, stylish luxuries. One of the few oceanfront estates with a deep water basin and its own channel allowing access for larger vessels. 200 of shoreline with a sandy beach and fabulous views of Alligator Lighthouse. The 100 dock features a 24k lb boatlift and the irreplaceable concrete jetty has a boathouse and 4,500 lb lift for your skiff. The main house is 3 bedrooms / 3 bathrooms and is fully renovated. The new guesthouse is 3 bedrooms / 2 bathrooms and has a 3 bay garage on the first floor. Fully fenced-in and gated, a custom putting green, heated and chilled pool, zipline, and biking distance to everything Islamorada has to offer, makes for a perfect package! The property has the space and

$7,900,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
8 Bed, 8 Baths, 4,931 SqFt Days Listed: 119
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

FairWinds~A unique two acre walk in the water oceanfront estate, located in downtown Islamorada on Upper Matecumbe Key. FairWinds reflects elegance, beauty, seclusion, along with many amenities. Inside the gates are enchantingly lush tropical gardens with carefully cultivated native specimens leading to the shimmering pastel blues of the Atlantic ocean, which gently caresses the 250+ feet of secluded sandy beach. This very special compound blends privacy with abundant recreational opportunities, ideally suited to create cherished memories with family and friends. Complete with a grand main house with a wrap-around porch, wide verandas and stunning ocean views, perfect for memorable gatherings of family and friends. Watch the sun rise beyond the historic Alligator Reef Lighthouse just a few

$8,450,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 81.50
7 Bed, 7 Baths, 6,318 SqFt Days Listed: 220
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Isla on the Bay ~ Nestled in its own sanctuary with over 500 feet on the bay and 5.82 acres, a rare jewel is under construction. Coming soon in a sought-after and rare Islamorada location, you will find this Caribbean influenced estate home under creation. Purchase now as the mega shell and personalize the completion or wait for the final masterpiece to be completed and participate in finishes and selections. Pricing is As-IS at $8,450,000 or completed at $10,950,000. Bask in the 50-foot-long swimming pool encompassing the second floor terraces for a stunning setting. The home features 6,318 sq. ft. under air, with 7B/7B + 2 half baths and verandas galore.

$13,000,000
Upper Matecumbe Key Islamorada
Tea Table   - MM: 79.50
5 Bed, 5 Baths, 3,104 SqFt Days Listed: 752
-13.33% ($2,000,000) 4 Price Changes : Last Change 119 Days Ago
Off Shore Isl - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davits40ft.

An extremely rare and stunning private island, accessible by car, Terras Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada. Jutting into the blue-green waters of the Atlantic Ocean, Terras Key features a 2,000+- driveway enabling you to reach restaurants and shopping easily.Enjoy the conveniences of the modern world, including all utilities, while surrounded with the privacy of your own +15.5 Acre Island with miles of open water views and views of Alligator Reef Light. The compound includes 5 bedrooms and 4 baths, pool, cabana, dockage, and a tennis court. This extraordinary private island is a landmark in Islamorada and the Florida Keys and has not been offered for sale for over 27 years.

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 06-13-2021.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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