Upper Matecumbe Key Islamorada Homes on the Bay / Gulf Side For Sale

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

Total Listings 5
Order By:

132 N Hammock Road  For Sale, MLS 584607
$425,000
Upper Matecumbe Key Islamorada
Hammock   - MM: 83.50
2 Bed, 2 Baths, 1,569 SqFt Days Listed: 261
-5.35% ($24,000) 1 Price Change : Last Change 127 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This single family home is located on Upper Matecumbe Key. It is a 2 bedroom 1 bath home with a bonus room perfect for office or workshop. There is an extra large living room and a dining area with vaulted ceiling accented with tongue and groove finish. The kitchen has new refrigerator, stove and dishwasher. There is room for boat and/or trailer storage in the oversize yard which has an established sapodilla tree as well as papaya trees.

110  Knowles Street  For Sale, MLS 586123
$449,000
Upper Matecumbe Key Islamorada
Coral View   - MM: 83.00
3 Bed, 3 Baths, 2,008 SqFt Days Listed: 159
-12.80% ($65,900) 4 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Charming and spacious 3 bedroom, 2 bath home for sale in the heart of Islamorada. New roof in 2017. Remodeled kitchen and bathrooms. Covered patio with hot tub. Laundry room with plenty of storage. More than meets the eye inside and out. Large lot offers plenty of room to park cars, boats and other toys. Close to shopping, restaurants and parks.

82762  Overseas Highway 4 For Sale, MLS 588011
$925,000
Upper Matecumbe Key Islamorada
Madeira Bay   - MM: 82.50
3 Bed, 3 Baths, 1,956 SqFt Days Listed: 20
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Boat Slip,

WATERFRONT GATED ENCLAVE IN ISLAMORADA! Enjoy partial bayviews and your own dedicated boat slip directly on Florida Bay. This tri-level 3B/2B home is located just one home off Florida Bay on Upper Matecumbe Key in Madeira Bay, a gated community of only 8 single family residences with shared pool & dock. Open floor plan with vaulted ceilings, tiled floors, multiple sliding glass doors to decks on both living levels. Ground level enclosure is above base flood and permitted living area w/plumbing for bathroom. Truly a must see property to appreciate this unique setting with a Bayview & Dockage!

81906  Overseas Highway  5 For Sale, MLS 580100
$1,150,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
3 Bed, 3 Baths, 1,852 SqFt Days Listed: 562
+4.55% ($50,000) 1 Price Change : Last Change 169 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

NEW CONSTRUCTION. CORAL COVE an intimate gated community of 9 site-built homes in the heart of downtown Islamorada. Bayfront with boat basin and dock, each home has its own private pool, state of the art amenities and details plus light and bright natural stone and wood finishes and just steps away from all that Islamorada has to offer.Developers are FL licensed real estate agents.

82994  Overseas Highway 23 For Sale, MLS 579971
$2,799,000
Upper Matecumbe Key Islamorada
Penn Key Club   - MM: 83.00
3 Bed, 3 Baths, 1,812 SqFt Days Listed: 569
-20.03% ($701,000) 4 Price Changes : Last Change 57 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Dock P

A classic Islamorada retreat. This private home is located in the exclusive bayfront gated community of Pen Key Club in the heart of Islamorada. The lovely one-story home offers three bedrooms and three bathrooms with panoramic views of the open water from every angle. Enjoy magnificent sunsets while relaxing in the living room or charming sitting areas on the open bay. In addition, the Pen Key Club offers a pool and boat dockage in a protected boat basin. This offering is Florida Keys living at its finest!

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 11-20-2019.

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

1(800) 692-3605
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