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Islamorada Homes on the Bay / Gulf Side of the Island For Sale

Total Listings 42
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$10,900,000
Lower Matecumbe
Mat Sandy Beach   - MM: 75.00
4 Bed, 4 Baths, 4,512 SqFt Days Listed: 319
-5.22% ($600,000) 1 Price Change : Last Change 73 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip,

Unravel your dreams through this gated Estate Residence encompassing entire peninsula with over 500feet of bayfront and protected crystal clear waters. This pristine private luxury resort style property and residence includes designs by DAsign Source and provides ultimate privacy while exposing the surrounding majestic waters. Avid boaters will appreciate this dockage for multiple large boats, plus onsite boat ramp Y private boat lift. Marked features of this Estate include professionally designed infinity pool & waterfalls, jacuzzi, and salt water pond overlooking the bay, manicured lawns with 28 zone irrigation, extensive tropical landscaping, paver brick driveway, detached 2 car garage plus additional undercover parking, separate multipurpose CBS building, expansive outdoor porches and entertainment areas, German inspired indoor & outdoor fireplace, stand alone carport with car washing facilities, full home generator, home security system, advanced stereo system for interior & exterior of home. This custom designed concrete Residence consists of two buildings attached by large open covered breezeway. Enter into the foyer leading to a grand interior living and entertaining area offering views in every direction, all of which lead out to expansive wrap around porches. Custom gourmet kitchen with dual refrigerator, dual dishwashers, dual ranges, all Viking appliances, wet bar with wine cooler, & multiple sinks. Private office, walkin pantry, & guest bath. The sleeping quarters located in separate building offers private third floor master suite & bath with steam shower, jacuzzi tub, dual sinks, & a dream walkin closet. Two additional guests rooms, bathroom & living area on main level. Additional ground level cabana bar, plus private guest suite. This grand Estate home was completely rebuilt in 2006 and 2009 with two separate buildings attached by exceptional breezeway and all overlooking the beautiful gulf front waters. So much more...call for full details.

$25,000,000
Upper Matecumbe Key Islamorada
Russell Estates   - MM: 82.80
7 Bed, 7 Baths, 8,288 SqFt Days Listed: 338
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Slip,Boat

SERENITY CAY is an unparalleled and extraordinary estate nestled in the heart of Islamorada. This exclusive 3.37-acre compound offers utmost privacy with its gated and fenced entrance. As you enter the property, a picturesque driveway winds through lush tropical landscaping, setting the stage for the opulence that awaits. The gardens host raised beds, lemon, lime and avocado trees, banyan and native trees and a coral rock stone fire circle. The main house, spanning an impressive 6,935 sq. ft. (5B/6.5B), and the charming 1,353 sq. ft. cottage (2B/2B) both exude elegance and sophistication. Expansive shaded verandas extend from both residences, providing a seamless transition between indoor and outdoor living and providing expansive lounging enjoyment around the private, heated and chilled infinity edge pool and spa. With a total of 6,830 sq. ft. of shaded decking adorned with exquisite travertine stone flooring, youll have ample space to relax and entertain while enjoying the breathtaking views. Situated on the Florida Bay, this tropical retreat boasts an array of exceptional features. Two protected boat basins, complete with jetties, a waterfall, boat ramp, and a boat lift in the second protected boat basin, ensure that your boating desires are met. The 230 of water frontage on the bay allows for unforgettable sunsets and rare, but easy access to the oceanside, just one mile away. Additionally, the property extends 150 into the Florida Bay, further enhancing its value. The main residence is truly grand, featuring 5 luxurious ensuites, including 2 master suites and a bunk room with 6 bunks, each with its own expansive balcony. With 7 full baths, 1 air-conditioned pool bath, and 1 half bath, every convenience is catered to. The house also boasts 5 surround-sound media rooms, including a soundproof office/critical listening room. Attached 2-car garage, workshop and a 2,500 sq. ft. full boat house, which can also accommodate 2 cars or 1 car and 1 boat on a trailer.

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 11-28-2024.
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