Islamorada Waterfront Properties, Homes, Condos Browse Islamorada waterfront real estate, Islamorada waterfront homes for sale, and real estate information on the Islamorada waterfront condos. Find Islamorada waterfront listings search the Florida Keys MLS and Islamorada real estate. (182) PROPERTIES  < 1 2

$1,400,000 ISLAMORADA, FL 33070 220 Tide 4 Beds 3 Baths Square Ft: 2652 Single Family - MLS#: 557910 Community: Edenaire homes BEST LOCATED TAVERNIER CREEK HOME with nice water views down channel while relaxing on large screened porch. Spacious and immaculate with cathedral ceilings offering 3bd/2ba up, 1bd/1ba apt. down, large screened porch downstairs with resistent/exercise pool, superior deep water dockage for multiple boats, immediate ocean/bay access, low maintenance and attractive landscaping & so much more! waterfront

$1,400,000 ISLAMORADA, FL 33036 4 Beds 3 Baths Single Family - MLS#: 557657 Community: Venetian Shores homes waterfront

$1,400,000 ISLAMORADA, FL 33036 128 Gulfside 2 Beds 2 Baths Square Ft: 1620 Single Family - MLS#: 557033 Community: Venetian Shores homes Bayfront, all concrete, skiff dockage at your back door plus large boat dockage in community boat basin. Great bayfront views, lot also includes canal frontage.Kitchen updated with granite counter tops. Easy to maintain landscaping. waterfront

$1,439,000 ISLAMORADA, FL 33036 120 Giardino 4 Beds 4.1 Baths Square Ft: 2636 Single Family - MLS#: 556703 Community: Venetian Shores homes Beautiful canal-front home,in a ready to move in condition! Built in 2008 this spacious 3 story home offers 3 bedroom & 4.5 baths.Each bedroom,with its own bath,also offers ample closet space.The Master Bedroom/Bath with sitting area is located on the 3rd floor for ultimate privacy. Ocean/Bay access are accessible from the 70' Concrete and TREX composite dock with 12k lbs. boat lift waterfront

$1,450,000 ISLAMORADA, FL 33036 233 Coral 3 Beds 2 Baths Square Ft: 2664 Single Family - MLS#: 557693 Community: Coral Shores homes Islamorada Ocean Front Home with your own private beach. Enjoy beautiful sunrises and endless views of the Atlantic Ocean from all 3 levels. Huge master suite on 3rd floor, 2 bedrooms on 2nd floor, enclosed storage with under cover parking situated on an over sized lot. Remodeled in 2003. Across from 1st class community park. waterfront

$1,450,000 ISLAMORADA, FL 33036 118 Madeira 3 Beds 3.1 Baths Square Ft: 2000 Single Family - MLS#: 556729 Community: Strattons homes Breathtaking Bayfront Property located in the heart of Upper Matecumbe;Protected dockage, Heated pool, sunset views, Has been assessed for Weekly Rentals, but must wait for next Village cycle in September. Can't miss this one!!!! This is one of the best values on Upper Matecumbe Key !!!!!!! waterfront

$1,500,000 ISLAMORADA, FL 33036 76290 Overseas 3 Beds 3 Baths Square Ft: 1547 Single Family - MLS#: 557986 Community: Mat Ocean Bay homes Exceptionally charming Keys style home. This wonderful home has been remodeled and has kept the flare of 'Old Florida. Irreplaceable cut in boat slip plus 100' of concrete sea wall, magnificent open water views, 2 boat lifts and beautiful landscaping. Home and landscaping are architecturally designed. waterfront

$1,500,000 ISLAMORADA, FL 33070 240 Tide 3 Beds 3 Baths Square Ft: 2388 Single Family - MLS#: 555595 Community: Edenaire homes LOCATION!Tavernier Creek pool home on two lots located on corner with water on 2 sides, 195' of dockage on canal side and new dockage with lift on Tavernier Creek; all concrete 2bd/2ba up with a 1bd apt. downstairs; huge screen porch around perimeter of house, electric gate at entrance, excellent ocean/bay access. waterfront

$1,550,000 ISLAMORADA, FL 33036 196 Buttonwood 3 Beds 2 Baths Square Ft: 1971 Single Family - MLS#: 556830 Community: Safety Harbor homes ''Safety Sanctuary'' offers 283' of waterfront on two sides of this private, beautifully landscaped property. Ample parking, large lawn with staging area leading to 60' concrete, deep water dock. Deck areas provide panoramic vistas. Open floor plan, kitchen counter dining, separate dining and bonus loft. Lift, davits, outdoor lighting and fish station. Easy access to bay and ocean via Channel 5 waterfront

$1,650,000 ISLAMORADA, FL 33036 141 Valencia 5 Beds 3 Baths Square Ft: 3551 Single Family - MLS#: 556813 Community: Venetian Shores homes Prestigious Venetian Shores! Spacious 5 bedroom 3 Bath home with 100 waterfront

$1,690,000 ISLAMORADA, FL 33070 178 Indian Mound 4 Beds 3 Baths Square Ft: 2993 Single Family - MLS#: 552228 Community: Indian Waterways homes WATERFRONT 4BD/3BA CONCRETE HOME in one of ISLAMORADA's best neighborhoods! Perfect for boating with 75' CONCRETE DOCK & DAVITS and water/electric at dock. Only a few homes from the OPEN BAY. Gorgeous heated POOL, large porch, landscaped yard & top deck with Bay views. Upstairs 3/2 with separate 1/1 down. Upscale finishes and charming touches! Neighborhood park w/ boat ramp. Near A-rated schools. waterfront

$1,695,000 ISLAMORADA, FL 33036 88890 (Vacant Land) O/S 1 Beds 1 Baths Square Ft: 546 Single Family - MLS#: 553635 Community: Randall Adams homes OVER 2.9 BAYFRONT ACRES with CBS cottage. Build your estate home here. Pier dock with davit pads provides deep-water dockage for several vessels.100 feet on the bay! waterfront

$1,695,000 ISLAMORADA, FL 33070 160 Harborview 5 Beds 4 Baths Square Ft: 2878 Single Family - MLS#: 557540 Community: Tavernier Harbor homes Bright & airy bayfront home offers 5 bedrooms, 4 baths, soaring beam ceilings, Cuban tile floors, large kitchen with granite countertops and lots of windows/sliding glass doors. Magnificent sunset views from your private dock and beach. Great location near schools, shops and dining. Owner financing available. waterfront

$1,699,900 ISLAMORADA, FL 33036 126 Sunset 4 Beds 3 Baths Square Ft: 2370 Single Family - MLS#: 556848 Community: Lower Mat Bch homes 120 feet of concrete dock for your boats or water toys with easy Ocean access. This Old Florida style house has been tastefully updated, great kitchen and porches for entertaining. Room and plans for a pool. Deeded access to one of Islamorada's few beaches. waterfront

$1,750,000 ISLAMORADA, FL 33036 75808 Overseas 4 Beds 4.1 Baths Square Ft: 2696 Single Family - MLS#: 557846 Community: Mat Ocean Bay homes Prestigous Bonefish Bay home offers 4 bedrooms, 4 1/2 baths, including separate guest quarters. This 2 story has as custom wood flooring throughout, gourmet kitchen, master suite & large bath on main level, pool, 2 car garage and plenty of storage, The common area includes a tennis court, dockage, boat ramp & sandy beach on 5+ acres. waterfront

$1,795,000 ISLAMORADA, FL 33036 144 Severino 3 Beds 2 Baths Square Ft: 2558 Single Family - MLS#: 556313 Community: Venetian Shores homes ISLAMORADA WATERFRONT 3BD/2BA with 100' DOCK and DAVITS on a wide canal in VENETIAN SHORES. Only 4 homes in from Snake Creek, this remodeled home offers instant access to both the bay and ocean. Inside enjoy vaulted ceilings and a wall of sunny windows overlooking the porch and canal, custom kitchen, loft & private master suite. Generator, tropical landscaping, fruit trees & room for a pool! waterfront

$1,795,000 ISLAMORADA, FL 33036 169 Sunset 4 Beds 4 Baths Square Ft: 2254 Single Family - MLS#: 556418 Community: Lower Mat Bch homes Charming beach front bungalow, solid as a rock AND 47' dockage on protected canal! Ground level 4/4, terrazzo floors, impact glass windows...your Florida Keys hide-away on a rare white-sand beach. Offered furnished for your convenience. Keep your boat right behind your house with quick ocean and bay access...best of all worlds! waterfront

$1,800,000 ISLAMORADA, FL 33070 208 Plantation Shores 3 Beds 3 Baths Square Ft: 1663 Single Family - MLS#: 556965 Community: Plant Shores homes OCEAN FRONT PLANTATION SHORES IN TAVERNIER! CUSTOM BUILT BY A LOCAL PREMIER BUILDER, THE ARCHITECTURALLY DESIGNED GREAT ROOM FEATURES AN ISLAND KITCHEN, SPLIT BEDROOM SUITES, & A PITCHED CONCRETE ROOF THAT CREATES A FRAMED, BREATHTAKING VIEW OF THE ATLANTIC AS YOU ENTER THE HOME. PANORAMIC VIEWS FROM THE ENTIRE EAST SIDE OF HOME CREATES SERENITY & BOATERS WILL ENJOY DEEP WATER CONCRETE DOCK! waterfront

$1,825,000 ISLAMORADA, FL 33036 156 Severino 3 Beds 3 Baths Square Ft: 2019 Single Family - MLS#: 554448 Community: Venetian Shores homes BEST BIG BOAT DOCKAGE in the KEYS! Desirable VENETIAN SHORES 3/3 home with bonus rooms in ISLAMORADA on a point lot with water on two sides: 125 ft. DEEP WATER DOCK on canal PLUS 127 ft. riprap seawall on Snake Creek. Enjoy immediate OCEAN and BAY ACCESS with manned drawbridge oceanside for tall ships. New custom pool w/ integrated hot tub & new brick paver driveways. Surrounded by water views! waterfront

$1,850,000 ISLAMORADA, FL 33070 218 Dexter 4 Beds 3 Baths Square Ft: 1804 Single Family - MLS#: 556280 Community: Hammer Point homes Stunning sunsets from this beautiful home on the bay. Great dockage and access to both bay & ocean. Updated home with electric shutters, elevator, modern large kitchen, great baths and so much more. Fenced with an electric gate, boat lift and lots of outdoor decks & space this property offers the best of the Keys at a superb location. waterfront

$1,875,000 ISLAMORADA, FL 33036 84700 Old 7 Beds 5 Baths Square Ft: 2373 Single Family - MLS#: 557642 Community: Misc Windley Key homes Oceanfront Estate features 7 Bedrooms total - 4/3 main house & 3/2 Guest House. Almost 1 acre of property. Spacious open living area with Spectacular Ocean Views. Pool,Fishing Pier w/shallow water dockage. Ideally located MM 85. Let the Vacation Rentals help with the cost. Permitted Vacation Rental.$7,000/wk Excellent rental history. You will love it! waterfront

$1,950,000 ISLAMORADA, FL 33036 124-128 Leoni 4 Beds 4.1 Baths Square Ft: 2822 Single Family - MLS#: 550155 Community: Venetian Shores homes PRESTIGIOUS VENETIAN SHORES!! High-end, ground level home has everything you desire...quality construction, two car garage, deep water dockage, stunning kitchen, and four bedrooms. A must see. 110' of dockage with adjoining lot. Expand the existing home on adjoining lot or just enjoy the extra outdoor space. waterfront

$1,990,000 ISLAMORADA, FL 33036 75631 Overseas Hwy 3 Beds 2 Baths Square Ft: 1873 Single Family - MLS#: 533042 Community: Mat Ocean Bay homes 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 family room to the dining room and into the kitchen. Concrete w/ tile roof. OWNER FINANCING AVAILABLE! waterfront

$1,995,000 ISLAMORADA, FL 33036 134 Milano 5 Beds 5 Baths Square Ft: 3247 Single Family - MLS#: 556366 Community: Venetian Shores homes ISLAMORADA VENETIAN SHORES waterfront 5BD/5BA with 100' DOCK and BOAT LIFT, custom POOL with spa and waterfall, ELEVATOR and private master suite on the top floor. Instant big boat access to both the bay & ocean from 100' wide, deep water canal off Snake Creek. Gourmet kitchen, steam showers, security cameras, lower level guest quarters, custom brick driveway and dock, tropical landscaping & more! waterfront

$1,999,000 ISLAMORADA, FL 33036 262 Sunset 3 Beds 3 Baths Square Ft: 2835 Single Family - MLS#: 551020 Community: Lower Mat Bch homes Situated right on the ocean, with the bay in sight, this 3 bdrm, 3 bath home is the perfect tropical retreat for avid fishermen or sun-worshippers! Glorious open water views from sunrise to sunset! Totally remodeled in '08, a multitude of amenities such as pool w/ heater, chiller, lights & waterfall, dockage for 2 boats, electric shutters, garage, workshop, ocean-view terrace & elevator! waterfront

$1,999,000 ISLAMORADA, FL 33036 75804 Overseas 4 Beds 4.1 Baths Square Ft: 2696 Single Family - MLS#: 557734 Community: Mat Ocean Bay homes Custom Built Pool Home With Gorgeous Sunset Views, Pool & Spa, Dockage, Beach, Tennis, Plus Private Guest Suite! Located in premiere, gated, Islamorada Bonefish Bay,when nothing but the best will do! Gourmet Kitchen, upper and lower level Master Suites, 4 bedrooms and 4.5 baths superior quality with breathtaking views! Uniquely positioned to serve your lifestyle! Offered Turn Key furnished at $2.1 waterfront

$2,000,000 ISLAMORADA, FL 33036 75851 Overseas 5 Beds 5 Baths Square Ft: 3604 Single Family - MLS#: 555666 Community: Mat Ocean Bay homes REDUCED FOR QUICK SALE! OCEANFRONT 5BD/5BA TRI-LEVEL HOME ON MATECUMBE OCEAN BAY BEACH. SPACIOUS FLOOR PLAN, COMPLETE W/ DOCK & SANDY BEACH, GATED FOR PRIVACY, EXPANSIVE OPEN OCEAN VIEWS. PERFECT FOR ENTERTAINING FAMILY AND FRIENDS. ORIGINAL OWNER, HOME NEEDS UPDATING. VERY MOTIVATED TO SELL AND WANTS OFFERS NOW. CALL TO SCHEDULE AN APPOINTMENT. WEEKEND SHOWINGS ONLY. waterfront

$2,100,000 ISLAMORADA, FL 33036 76041 Overseas Highway 3 Beds 2 Baths Square Ft: 1276 Single Family - MLS#: 548153 Community: Mat Ocean Bay homes A TRUE BEACH COTTAGE - 3 BR/2 BA with 150 ft. and more than 2 acres of private natural sandy beach. Lots of potential - add a pool, tennis courts, garage, guest quarters. Or - use the existing dwelling unit allocation to build a brand new home with a wide open view and 'no hassles'. VACATION RENTAL LICENSE AVAILABLE waterfront

$2,129,000 ISLAMORADA, FL 33036 75751 Overseas Hwy 3 Beds 3.1 Baths Square Ft: 4121 Single Family - MLS#: 545875 Community: Mat Ocean Bay homes Incredible ocean front 3/3/1 custom built by owner on Matecumbe Ocean Bay Beach.Top floor boasts 2 bedrooms 2 full baths,office & media room opens to spectacular 3rd floor ocean front sundeck. Main level has enormous owner's suite w/bath/spa tub, walk-in closets, living room, dining room, open entertaining kitchen, sandy beach, 3 car garage, pool, pavered drive, gated & fenced. A one of a kind. waterfront

$2,150,000 ISLAMORADA, FL 33036 76190 Overseas 4 Beds 3.1 Baths Square Ft: 2711 Single Family - MLS#: 557336 Community: Matecumbe Ocean Bay homes Outstanding Bayfront Estate With Endless Views. Unique Keys Style Property Offering Private Boat Basin And Peninsula, Sparkling Pool, Many Upgrades And Move In Ready. Features Plenty Of Room For Water Toys, Family And Friends. Spectacular Boating Access To The Bay And The Ocean. Call Me To Preview This Exquisite Estate And Start Enjoying Paradise With Every Sunset. Don't Miss Out On This One ! waterfront

$2,190,000 ISLAMORADA, FL 33036 81912 Overseas Hwy 4 Beds 2 Baths Square Ft: 1500 Single Family - MLS#: 539320 Community: Strattons homes Owner says sell!! Not a short sale!! Located in the heart of Upper Matecumbe lies a spectacular Bayfront Hideaway. Enjoy sunsets from the porch, the pool; dock up to a 36ft center console; Includes 3 additional TDR's, as per the Village Planning department; offers buyer many options; (or make offer without TDR's)Legal Short term Rental; See MLS# 545030 for TDR'S info waterfront

$2,200,000 ISLAMORADA, FL 33070 175 Harbor 4 Beds 4.1 Baths Square Ft: 3180 Single Family - MLS#: 557305 Community: Tropical Atlantic Shores homes Sophisticated canal front home, w/direct Ocean and Bay boat access. Recently remodeled throughout; Gourmet kitchen, granite, wine chiller, ice maker. Bamboo floating stairway, dining area, two sitting areas, master suite, three guest suites, powder room, laundry. Impact glass, in-ground pool, outdoor shower, tropical landscaping, deepwater dock. Perfect for enjoying the Keys waterfront lifestyle. waterfront

$2,249,000 ISLAMORADA, FL 33036 75240 Overseas 3 Beds 3 Baths Square Ft: 1241 Single Family - MLS#: 556308 Community: Lower Mat Harbor homes Gorgeous Bay Front Property with 'cut in' boat basin! Free form pool with walk in entry and hot tub. 1 Bedroom 1 bath up and two seperate ''Guest'' bedrooms and baths down. Owner is a Real Estate Professional. waterfront

$2,295,000 ISLAMORADA, FL 33036 149 Stromboli 5 Beds 4 Baths Square Ft: 3902 Single Family - MLS#: 556011 Community: Venetian Shores homes Exquisite design and details throughout, this gorgeous waterfront home located in prestigious Venetian Shores, with plenty of room for your yacht! Very impressive must see home with views of snake creek! In 2010 extravagantly remodeled to perfection featuring, rich mahogany wood stairways and porcelain tile floors, 5 bedrooms and 4 bathrooms, gourmet state of the art granite kitchen. waterfront

$2,295,000 ISLAMORADA, FL 33036 75731 Overseas 4 Beds 4 Baths Square Ft: 2644 Single Family - MLS#: 556695 Community: Mat Ocean Bay homes CLASSIC KEY WEST IN ISLAMORADA - Oceanfront with sandy beach. Main house has 3BR/3BA, plus third floor lofted study. Beachfront cabana house gives you an additional 1BR/1BA guest room. Lush landsscaping, a raised pool and spa, plus a salt water lagoon. Security gate and location affords you much privacy. Weekly rentals are allowed. waterfront

$2,350,000 ISLAMORADA, FL 33036 75761 Overseas Hwy 3 Beds 2.2 Baths Square Ft: 3011 Single Family - MLS#: 557162 Community: Matecumbe Ocean Bay homes Oceanfront estate with Key West style custom built beach home.The architectural features and elegant interior appointments make this an exceptional dream home.Gated entry w/ brick pavers leads to private beach home with outstanding views. Expansive third floor area and den/office create opportunity for addition bedrooms and full bath.Oceanforntpool/spa,cherrywood floors & cabinets, elegant kitchen waterfront

$2,390,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit #8 4 Beds 4 Baths Square Ft: 2719 Single Family - MLS#: 543666 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$2,390,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit #6 4 Beds 4 Baths Square Ft: 2736 Single Family - MLS#: 543664 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$2,390,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit #7 4 Beds 4 Baths Square Ft: 2736 Single Family - MLS#: 543665 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$2,399,000 ISLAMORADA, FL 33036 166 Bayview 4 Beds 4 Baths Square Ft: 2478 Single Family - MLS#: 556306 Community: Safety Harbor homes This property is a lot and a lot with a house! Drop dead gorgeous sunsets and bayviews! You need to see this as it is one of the best bay front properties on the market today! waterfront

$2,420,000 ISLAMORADA, FL 33036 138 Leoni 5 Beds 3 Baths Square Ft: 4209 Single Family - MLS#: 556936 Community: Venetian Shores homes HUGE home in Venetian Shores with 170ft. of dockage!! Beautifully remodeled 5 bedroom 3 bath home is perfect for Keys style living and entertaining. An elevator gives this home easy access. Split bedroom plan on the main living floor as well as 2 additional bedrooms on the first floor. A large 2 car garage and workshop provides ample space for storage or projects. Call today! waterfront

$2,490,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit #5 4 Beds 4 Baths Square Ft: 2719 Single Family - MLS#: 543663 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$2,495,000 ISLAMORADA, FL 33036 133 Indian Mound 1 Beds 1 Baths Square Ft: 586 Single Family - MLS#: 553638 Community: Randall Adams homes NEARLY 4 ACRES ON THE BAY with existing CBS cottage. Build your bayfront estate home here. Pier dock extends into the bay offering deep-water dockage for several vessels. Bayfront of 125 feet plus the jetty.Tropical setting. waterfront

$2,497,000 ISLAMORADA, FL 33036 75560 Overseas 3 Beds 4 Baths Square Ft: 3228 Single Family - MLS#: 551065 Community: Lower Mat Harbor homes Floridian style bayfront beauty in lovely Lower Matecumbe zoned residential estate and offering 1.73 acres of privacy. Sandy beach, pool and fabulous dockage. 2005 home with all of the bells and whistles, wide open verandas offering breathtaking open water and sunset views. Excellent location, only a short ride to the Ocean via Channel 5 bridge. Must see, this home will not disappoint! waterfront

$2,499,000 ISLAMORADA, FL 33036 87429 Old 2 Beds 2 Baths Square Ft: 1435 Single Family - MLS#: 552713 Community: Plant Beach homes ATLANTIC SUNRISE ON PLANTATION KEY! Two acres oceanfront with 250 ft on the water. Letter from Village of Islamorada gives this parcel 4 legal single family dwelling units and 3,255 sq. ft. of commercial area. A duplex and 3 bay garage are on the property, along with a boat basin and 2 boat ramps. Think of the possibilities - build your dream compound or use the duplex, add 2 houses and waterfront

$2,500,000 ISLAMORADA, FL 33036 241 Treasure Harbor 4 Beds 4.1 Baths Square Ft: 3048 Single Family - MLS#: 557984 Community: Treasure Harbor homes Massive oceanfront with protected boat basin for 2 large boats and add'l concrete dock on canal side of property.The waterfront features a huge pool and 2 big chickees for easy breezy outdoor entertaining. Property consists of half acre with privicy wall, electric gate and paved driveway with plenty of parking space. Nearly every room and balcony features unobstructed spectacular ocean views waterfront

$2,500,000 ISLAMORADA, FL 33036 18 Pen Key Club 3 Beds 3 Baths Square Ft: 2609 Single Family - MLS#: 552388 Community: Penn Key Club homes Islamorada's private, secluded gated community on the Bay, with pool, and boat dockage for each homeowner. This beautiful ground level home was completely rebuilt from the ground up in 2006. Travertine floors, granite, stainless, impact windows. Direct, unobstructed Bay views, and magnificent sunsets year-round. Owner/agent. waterfront

$2,590,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit #4 4 Beds 4 Baths Square Ft: 2719 Single Family - MLS#: 543662 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$2,600,000 ISLAMORADA, FL 33036 423 Palm 4 Beds 3 Baths Square Ft: 3200 Single Family - MLS#: 553318 Community: Safety Harbor homes Contemporary home on 200' waterfront - deep water protected dockage - 2 boat lifts (24K & 12K) - a boater's dream. The house is also a dream. Great room with cork floors, wet bar, dining area, kitchen with stainless Wolf and Sub-Zero appliances, built-in Miele coffee system. There are 2 baths and 3 bedrooms on the main floor & guest/caretaker quarters downstairs. Pool, chickee, 3-bay garage. waterfront

$2,695,000 ISLAMORADA, FL 33036 228 Costa Bravo 4 Beds 4 Baths Square Ft: 4236 Single Family - MLS#: 557549 Community: Port Antigua homes Spectacular bayfront property,mediterranean style,with breathtaking views!A unique and rare find, with a seperate and private master suite and secluded view veranda, The best of all worlds, with beach, protected dockage and sunset views! Professionally landscaped , lots of storage and a garage!100 ft. lot on the canal has a concrete dock with a lift and davits.Beautifully appointed! waterfront

$2,750,000 ISLAMORADA, FL 33036 128 Madeira 4 Beds 4 Baths Square Ft: 3389 Single Family - MLS#: 557205 Community: Strattons homes In Heart of Upper Matecumbe lies one of Islamorada's Premier Properties. This property is located on the Fl Bay offering spectacular Sunset's, protected dockage, (up to 30ft), pool overlooking the open water. The grounds are covered with fruit trees, orchids and native trees; The 1.68 acres offers 2 homes, the Main house is a 3/3,and smaller home is a 1/1, which sits on a separate parcel waterfront

$2,900,000 ISLAMORADA, FL 33070 432 S Coconut Palm 3 Beds 3.1 Baths Square Ft: 2903 Single Family - MLS#: 554419 Community: Plant Key Colony homes Privacy abounds at this resort like residence. Water frontage on 2 sides offers seclusion that is hard to find. Totally updated home provides 2 master suites in nearly 3000 sq. ft. Gourmet kitchen with granite countertops and stainless appliances.2 bayfront lots with deep water dockage, cut in boat slip, boat lift & beautiful sandy beach. Fenced & gated with mature landscaping.Owner/Agent waterfront

$2,950,000 ISLAMORADA, FL 33036 224 Atlantic 4 Beds 4 Baths Square Ft: 3702 Single Family - MLS#: 556436 Community: Misc Upper Matacumbe homes 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, ocean breezes and abundant natural light. waterfront

$2,999,000 ISLAMORADA, FL 33036 76001 Overseas 5 Beds 4 Baths Square Ft: 3172 Single Family - MLS#: 554412 Community: Matecumbe Ocean Bay homes Tranquil 2 +/- acre estate, featuring 2 homes. Main is a 3 bedroom 3 bath with attached garage and carport. 2nd home is a large 2 bedroom 1 bath located above a huge 2 car garage. Both homes are all concrete construction, including roofs. Beautiful ocean views from each house and rooftop decks offer even more spectacular vistas. 150' sandy beach, fruit trees and lush native landscaping. waterfront

$3,150,000 ISLAMORADA, FL 33036 1008 Venetian 5 Beds 4.1 Baths Square Ft: 4308 Single Family - MLS#: 558116 Community: Venetian Shores homes EXTRAORDINARY BAYFRONT HOME IN VENETIAN SHORES situated on a lot and a half offering 105' of concrete deep water dockage. Tri-level home offers 5bd/4.5ba, separate guest quarters, elevator, separate concrete two-story garage, whole house generator, large chickee, exceptional pool, outdoor kitchen, superior home for entertaining and so much more! This is a home when only the best will do! waterfront

$3,200,000 ISLAMORADA, FL 33036 76041 Overseas 4 Beds 4.1 Baths Square Ft: 3260 Single Family - MLS#: 548154 Community: Mat Ocean Bay homes JUST REDUCED! La Playa Estate - Main Residence - offers 4BR/ 4.5BA and 200 ft. of ocean front - includes 150 ft. dock w/channel for great boating access for boats up to 3 ft. draft.Spacious rooms with gourmet kitchen, beamed ceilings, natural tumbled stone floors, impact windows & french doors opening to outdoor patio with pool & spa. Permitted Vacation Rental in The Village. waterfront

$3,250,000 ISLAMORADA, FL 33036 81145 Old 4 Beds 3 Baths Square Ft: 1946 Single Family - MLS#: 558046 Community: Unplatted Upper Mate homes Located on the Atlantic Ocean in The Heart of Islamorada ... situated just above the beach for enjoying spectacular sunrises as each day begins. Gated Estate located on the quiet side of the Island .... the Old Highway. Main House features three bedrooms, two baths, expansive waterside patio surrounding the pool, tiki bar, breezy gazebo, dock and luciously landscaped grounds ... waterfront

$3,390,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit Unit 2 4 Beds 4 Baths Square Ft: 2895 Single Family - MLS#: 543660 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$3,475,000 ISLAMORADA, FL 33036 136 W Plaza Del Sol 4 Beds 4.1 Baths Square Ft: 5126 Single Family - MLS#: 556843 Community: Port Antigua homes This stunning, contemporary home is one of the most spectacular properties on the market at this time. Enter through the heavy, ornamental double iron & glass doors into the foyer flooded with natural light. Access to the main living level is by elevator or up the wide staircase and through the 8 feet tall arches from the hallway into the living area. The kitchen is a modern masterpiece waterfront

$3,490,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit #10 4 Beds 4 Baths Square Ft: 2895 Single Family - MLS#: 543668 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$3,490,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit Unit 3 4 Beds 4 Baths Square Ft: 2877 Single Family - MLS#: 543661 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$3,490,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit #9 4 Beds 4 Baths Square Ft: 2895 Single Family - MLS#: 543667 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$3,499,000 ISLAMORADA, FL 33070 200 Harbor 6 Beds 6 Baths Square Ft: 5320 Single Family - MLS#: 557304 Community: Tropical Atlantic Shores homes Waterfront Lifestyle on Tavernier Creek now available. Magnificent Ocean and Creek views. 145' dock, pool,spa. 3rd fl master suite, mini bar, recessed spa, his/hers baths, outdoor shower, wrap around balcony. 2nd fl offers 4 bed/3 bath, one w/spa; custom kitchen, bar, granite, verandas. Ground level kitchen & bar open to pool; addl guest suite. Designed for entertaining and outdoor Keys living. waterfront

$3,500,000 ISLAMORADA, FL 33036 76180 Overseas 16 Beds 14 Baths Square Ft: 7785 Single Family - MLS#: 556818 Community: Mat Ocean Bay homes Bay front compound offers 7 residences comprised of 2 duplexes and 3 homes on over 1.5acres of prime Islamorada real estate. Immediate back country & offshore access. Dockage for multiple vessels from large to small, variety of lifts & davits & boat ramp. Fresh water bay front swimming pool & pavilion. Gated & fenced, paved drive. Perfect for redevelopment or use as is for residence and or income. waterfront

$3,649,000 ISLAMORADA, FL 33036 88890 Overseas 2 Beds 2 Baths Square Ft: 1132 Single Family - MLS#: 552960 Community: Randall Adams homes BAYFRONT ESTATE ON 6 ACRES-Nearly 1/4 mile off US 1 you waterfront

$3,649,000 ISLAMORADA, FL 33036 88890 Overseas 2 Beds 2 Baths Square Ft: 1132 Single Family - MLS#: 553548 Community: Randall Adams homes BAYFRONT ESTATE ON 6 ACRES. Nearly 1/4 mile off US 1 you'll find this spacious, serene property with 245 ft. on the bay. Two CBS cottages each with private pier are a perfect Keys' getaway. Property is subdivided - build 1 or 2 new bayfront estates! Two pier docks include davit pads and provide deep-water dockage. A rare paradise for the discriminating buyer waterfront

$3,690,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit #11 4 Beds 4.1 Baths Square Ft: 3382 Single Family - MLS#: 543669 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$3,690,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit #12 4 Beds 4.1 Baths Square Ft: 3382 Single Family - MLS#: 543670 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$3,690,000 ISLAMORADA, FL 33036 77521 Overseas Hwy Unit #1 4 Beds 4.1 Baths Square Ft: 3382 Single Family - MLS#: 543659 Community: Mat Ocean Bay homes 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 visit today and see why this is such a rare opportunity! waterfront

$3,900,000 ISLAMORADA, FL 33070 89625 Old Highway 4 Beds 4 Baths Square Ft: 5848 Single Family - MLS#: 545617 Community: Misc Plantation Key homes Spectacular gated oceanfront estate at a coveted Old Highway address in Islamorada. Ultimate privacy complemented by stunning landscaping, tennis court, swimming pool & spa, outdoor kitchen, fishing pier and white sand beach. Soaring vaulted ceilings with dormered skylights, elevator, 3 bay garage...Abundant French doors lead from a dramatic Great Room to wide verandahs for glorious ocean views! waterfront

$3,950,000 ISLAMORADA, FL 33070 169 Indian Mound 3 Beds 3.1 Baths Square Ft: 4400 Single Family - MLS#: 554454 Community: Indian Harbor homes ABOVE AND BEYOND contemporary ''work of art'' home in Plantation Key!! When only the best will do, look no further! Smart home technology offered in this 3bd/3.5ba pool home with outstanding bayviews, great dockage and room to land helicopter. Top of the line everything, including gourmet kitchen, pozzi hurricane impact windows and doors, slate & Italian margaretelle brushed oak wood floor... waterfront

$3,999,000 ISLAMORADA, FL 33070 89151 Old 5 Beds 5.1 Baths Square Ft: 3929 Single Family - MLS#: 553433 Community: Trop Coral Reef homes EXQUISITE OCEANFRONT ESTATE! Ocean views galore! Pool & spa, beach, dockage with lifts. 5 bd/5.5 bth, spacious master suite, huge workshop/tackle room, game room with guest quarters, elevator, rooftop deck, covered parking, wide welcoming porches. Plenty of room for the generations! Easy ride from Miami, but a world away! Come view this magnificent property! waterfront

$4,300,000 ISLAMORADA, FL 33070 89401 Old 5 Beds 5.1 Baths Square Ft: 3973 Single Family - MLS#: 556683 Community: Misc Plantation Key homes Oceanfront estate on desired Old Highway. Home has deep-water boat basin, great ocean views, and gracious, island-style home with beautiful swimming pool and spacious outdoor entertaining area. Privacy afforded by over 2 acres including bay bottom. Protected dockage with boat lift and channel to deep water. Gated, paver driveway. waterfront

$4,600,000 ISLAMORADA, FL 33070 89351 Old 3 Beds 3.1 Baths Square Ft: 2088 Single Family - MLS#: 555585 Community: Misc Plantation Key homes Oceanfront acreage with rare deep water boat basin for large boats. Concrete seawall and boat ramp. Concrete house with 2/2 up and 1/1 apt down. Huge chickee hut bar, large detached garage. More than 1 1/2 acres with long, gated driveway, old road to bay, plus bay bottom!! waterfront

$4,950,000 ISLAMORADA, FL 33036 76041 Overseas 7 Beds 6 Baths Square Ft: 3260 Single Family - MLS#: 546605 Community: Mat Ocean Bay homes JUST REDUCED TO MOTIVATE BUYERS!!! Prime property with over 4 acres on the Atlantic Ocean with 350' of sandy beach. Private channel cut all they way to the dock!Permitted Vacation Rental in the Village. waterfront

$4,995,000 ISLAMORADA, FL 33036 84773 OLD 10 Beds 8 Baths Square Ft: 6262 Single Family - MLS#: 549939 Community: Misc Windley Key homes The Conch, Lobster, Pelican & Egret at Alligator Reef. Private, gated compound for corporate or family retreats. CBS homes consist of two 3/2 homes & a 2/2 accessory house behind each. Enjoy fabulous sunrises & ocean breezes off the observation deck. 2 lrg heated pools, summer kitchens & tons of privacy for memorable beach-side gatherings in a tropical paradise. Excellent vacation rental. waterfront

$5,400,000 ISLAMORADA, FL 33070 175 & 200 Harbor 10 Beds 10.1 Baths Square Ft: 8500 Single Family - MLS#: 557314 Community: Tropical Atlantic Shores homes Harbor Retreat on Tavernier Creek. Magnificent Ocean and Creek waterfront views. Rare opportunity to own TWO well appointed homes designed for elegant entertaining. 10 bed/10.1 bath, 3 custom kitchens, 2+ bars, 2 pools, spa, outdoor showers, 2 indoor spas, sauna & more. Direct Atlantic Ocean and Florida Bay access; 240 ft dock, 130 ft waterfront. Quintessential Florida Keys waterfront lifestyle. waterfront

$5,500,000 ISLAMORADA, FL 33036 170 Sapodilla 3 Beds 3.1 Baths Square Ft: 4512 Single Family - MLS#: 557209 Community: Mat Sandy Bch homes Unsurpassed waterfront with ultimate privacy. Situated on on private peninsula, this home is surrounded by water on three sides with the bayfront on one and protected deep water dockage on the other. Custom built home, gated, and secured, state of the art electronic system throughout house, gourmet kitchen, grand living area, separate building for bedrooms and master suite. Custom Pool & MORE! waterfront

$5,799,000 ISLAMORADA, FL 33036 220 Plantation Blvd 4 Beds 5 Baths Square Ft: 4600 Single Family - MLS#: 555172 Community: Plant Beach homes This bayfront home has it ALL including a SUBSTANTIAL TAX DEDUCTION! Spacious home for a large family has elevator and 3rd floor master suite. Room for all your boats and water toys. 5.05 acres plus .52 acres of deeded baybottom. With an irreplaceable boat basin plus outside dock and davits. Website is www.plantationbayestate.com waterfront

$5,800,000 ISLAMORADA, FL 33036 85261 Old 3 Beds 2 Baths Square Ft: 1839 Single Family - MLS#: 549574 Community: Misc Windley Key homes HUGE OCEANFRONT PARCEL IN ISLAMORADA offering a deep water basin...rare for oceanfront! 200' on the ocean! You will enjoy this gated compound with a remodeled ground level home with many extras including fireplace and home theater screen. Large deck to enjoy the unobstructed oceanviews. This is a rare and unique property! waterfront

$6,975,000 ISLAMORADA, FL 33036 88835 Old Highway 11 Beds 13 Baths Square Ft: 3640 Single Family - MLS#: 557705 Community: Pearl City homes Fabulous opportunity for secluded privacy with deepwater boat basin. 7.94 acres including bay bottom. 5 houses on 7 lots. One of the most private properties in the Keys. Ready for re-developement to become THE Residential Estate! Spectacular ocean views, privacy, unbelievable deep water boat basin. This is a must see for those that demand the best. waterfront

$6,990,000 ISLAMORADA, FL 33036 84773 Old 17 Beds 13 Baths Square Ft: 6320 Single Family - MLS#: 554253 Community: Misc Windley Key homes Oceanfront Compound includes 6 houses, 17 bedrooms, 14 baths. 3 Main Oceanfront homes each with its own guest house. Your own private, gated compound for corporate/family retreats. Spectacular CBS homes have spacious living areas & Patios, Breathtaking Ocean Views. 3 large heated pools, 2 summer kitchens. Permitted Vacation Rental in the Village $18,700 per week. waterfront

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The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys Board of Realtors Florida Keys MLS, Inc. Real estate listings held by brokerage firms other than (Shoreline Properties) are marked with the MLS Log and detailed information about them included the name of the listing brokers office.