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Islamorada, Monroe County, Florida Vacation Homes For Sale: Showing 1-15 of 565

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House in Islamorada, Monroe County, Florida, 2232 sq. ft.
$1,199,000

"The Fishing Capital of the World"Great Boating Access at this Prestigious Port Antigua CBS Home! Located at the T of 2 Wide Crystal Clear Canals. Great Views & Easy maneuverability for larger boats. 75’ Deep Water Concrete Dock. Full screened porch to relax and enjoy the views. Located Bay side...
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House in Islamorada, Monroe County, Florida,
$540,000

One of Islamorada's premier condo complexes. This top-floor corner 2BD, 2BA condo w/30ft deeded slip opens to views of the lake, beach, & ocean beyond. Beautifully updated with striking architectural details and full-width screened porch for entertaining & outdoor dining. Amenities include gated...
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House in Lower Matecumbe, Monroe County, Florida,
$1,990,000

ISLAMORADA OCEANFRONT w/RARE DOCKAGE & DAVITS, POOL & WHITE SANDY BEACH! Expansive open ocean views greet you from the front door of this 3/3 GATED Islamorada home. New heated POOL, 2/2 up with 1/1 guest qtrs down. New landscaping & pavers and a huge garage. Views of the Atlantic extend from the...
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House in Islamorada, Monroe County, Florida,
$2,390,000

Extraordinary location! One of 12 direct Oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most advanced building technologies while still offering the charm of an Old Keys style setting. Come...
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House in Upper Matecumbe Key Islamorada, Monroe County, Florida,
$850,000

Luxury condotel in Cheeca Lodge in the heart of Islamorada! This unit features 2 master suites. The historic Cheeca Lodge is a full service resort with 27 acres of tropical landscaping, family pool, adult pool, saltwater lagoon, spa, 9-hole golf, 6 tennis courts, watersports, 3 restaurants, 2 bars...
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House in Islamorada, Monroe County, Florida,
$3,690,000

Extraordinary location! One of 12 direct Oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most advanced building technologies while still offering the charm of an Old Keys style setting. Come...
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House in Islamorada, Monroe County, Florida,
$2,590,000

Extraordinary location! One of 12 direct Oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most advanced building technologies while still offering the charm of an Old Keys style setting. Come...
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House in Islamorada, Monroe County, Florida,
$1,750,000

FIRST TIME ON THE MARKET AND SECOND TO NONE! 4000 SF ocean residence and lush gardens on the almost 1/2 acre lot. Enjoy the views, beach, deep-water dockage, lush manicured vegetation, streaming pond w/water feature and ideal point location. $1,750,000
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House in Plantation Key, Monroe County, Florida,
$775,000

ISLAMORADA - VENETIAN SHORES DUPLEX on a DEEP CANAL with FOUR BIG BOAT SLIPS. Two separate 2/2 units with waterview porches. Four boat slips for large vessels offering the best ocean AND bay access in the Keys, all in one of Islamorada's finest neighborhoods directly on Snake Creek. This is a legal ...
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House in Islamorada, Monroe County, Florida,
$427,500

Location and Privacy! Islamorada Pool home located across from Founders Park. Gated community with private boat ramp and dockage up for to 4 days. Meticulously maintained home, brand new roof, open floor plan, heated and enclosed pool with energy efficient heat pump! Clerestory windows, lots of...
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House in Islamorada, Monroe County, Florida,
$2,950,000

Oceanfront estate in Islamorada's premier location next door to two of the best beach-front resorts of the Florida Keys. Timeless architecture is combined with superior concrete construction. The main house has large sliding glass doors on most of the exterior walls to take advantage of the views,...
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House in Islamorada, Monroe County, Florida,
$3,490,000

Extraordinary location! One of 12 direct Oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most advanced building technologies while still offering the charm of an Old Keys style setting. Come...
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House in Islamorada, Monroe County, Florida,
$3,390,000

Extraordinary location! One of 12 direct Oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most advanced building technologies while still offering the charm of an Old Keys style setting. Come...
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House in Islamorada, Monroe County, Florida,
$480,000

Islamorada gated community featuring Key West Style single family homes with 2 bedrooms and 3 baths, granite/stainless kitchens wood floors, impact doors and windows, open porch balconies, parking for two cars, dockage availabe or can be purchased for $80,000 great ocean and bay access, great...
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House in Islamorada, Monroe County, Florida,
$1,225,000

This is it! Privacy...waterfront,facing the palm plantation...the sandy beach part and the dock part, with a real chiki over the deck...decking leading to the wide open veranda with french doors into the charming Floridian style inside.Four BRs...20'ceilings in LA...Gourmet GE Monogram gas range,...
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