Islamorada Waterfront Homes, Condos For Sale 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. (155) PROPERTIES  < 1 2

$1,800,000 101 Willow ISLAMORADA, FL 33036 4 Beds 3 Baths Square Ft: 2486 Single Family - MLS#: 587613 Community: Safety Harbor homes The perfect house! This 2013 custom home has everything you need to live your island dreams; high ceilings, ample dockage with lift, pool, 3-car garage for your toys and storage and easy breezy deep water… waterfront properties for sale

$1,900,000 77340 Overseas ISLAMORADA, FL 33036 2 Beds 2 Baths Square Ft: 928 Single Family - MLS#: 587337 Community: Matecumbe Ocean Bay homes Perfect opportunity to build your dream home in the Florida Keys on a 3 lot parcel in the Village of Islamorada. This property consists of 3 buildable lots with an existing home located on the center… waterfront properties for sale

$1,950,000 129 Leoni ISLAMORADA, FL 33036 2 Beds 4 Baths Square Ft: 2827 Single Family - MLS#: 586253 Community: Venetian Shores homes SELLER IS MOTIVATED & LOOKING FOR OFFERS!PLENTY OF ROOM FOR YOUR YACHT WITH 140FT. OF CONCRETE DOCKAGE! This ultra modern home with exceptional architecture features a gorgeous open floor plan with expansive… waterfront properties for sale

$1,990,000 257 Sunset ISLAMORADA, FL 33036 3 Beds 2 Baths Square Ft: 1674 Single Family - MLS#: 584078 Community: Lower Mat Bch homes One of the best values in all of the Florida Keys in a much sought-after location. Being sold by the homes second owner. The first owner was the builder and architect. The home has been completely upgraded… waterfront properties for sale

$1,995,000 77521 Overseas Unit 3 ISLAMORADA, FL 33036 4 Beds 4 Baths Square Ft: 2894 Single Family - MLS#: 584594 Community: Mat Ocean Bay homes Marlin House is a stunning brand new 4 bedroom, 4 bath home in Islamorada that features top of the line amenities and stunning ocean views from all living levels of the home. As you enter the gates of… waterfront properties for sale

$2,050,000 157 Valencia ISLAMORADA, FL 33036 5 Beds 5.1 Baths Square Ft: 4459 Single Family - MLS#: 585414 Community: Venetian Shores homes SUPERB LOCATION in desirable Venetian Shores, one property in from Snake Creek, DEEP-WATER DOCKAGE and immediate OCEAN/BAY access! Recently beautifully remodeled, spacious 5bd/5.5ba, rec room on 3rd floor,… waterfront properties for sale

$2,100,000 87903 Old ISLAMORADA, FL 33036 2 Beds 2 Baths Square Ft: 1947 Single Family - MLS#: 582863 Community: Plant Beach homes One Acre Oceanfront Residential Property being sold as is. House & sea-wall suffered major damage from Irma rendering the house currently uninhabitable & most likely is a tear-down. This opportunity provides… waterfront properties for sale

$2,100,000 87903 Old ISLAMORADA, FL 33036 Beds Baths Vacant Land - MLS#: 582860 Community: Plant Beach land for sale ONE ACRE ISLAMORADA OCEANFRONT ESTATE LOT with 180 linear feet of ocean frontage, 225 deep with private road leading to property from the Old Road. Owner moving forward with site clearing and sea wall… waterfront properties for sale

$2,149,000 134 Milano ISLAMORADA, FL 33036 5 Beds 5 Baths Square Ft: 3576 Single Family - MLS#: 587406 Community: Venetian Shores homes Islamorada Venetian Shores 5BD/5BA with 100 dock and boat lift! This one has it all including a custom pool with spa and waterfall, elevator to all three floors and a totally private master suite on the… waterfront properties for sale

$2,250,000 183 Kahiki ISLAMORADA, FL 33070 4 Beds 3 Baths Square Ft: 3177 Single Family - MLS#: 586606 Community: Kahiki Harbor homes Tavernier Creek! Exclusive Tarpon Pass home with 120 of Tavernier Creek Waterfront. Featuring a 4 bedroom, 3 bath CBS home located on 1 & 1/2 lots. 50 L shaped dock with lift and room for larger boat.… waterfront properties for sale

$2,295,000 95 W Plaza Del Sol ISLAMORADA, FL 33036 8 Beds 5.2 Baths Square Ft: 4486 Single Family - MLS#: 587294 Community: Port Antigua homes Abundance Galore! Custom built, beautifully appointed and spacious 8 Bedrooms, 5 Baths and 2 Half Baths, CBS home, located in the desirable, waterfront community of prestigious Port Antigua which features… waterfront properties for sale

$2,300,000 ISLAMORADA, FL 33036 3 Beds 3 Baths Single Family - MLS#: 585304 Community: White Marlin Bch homes waterfront properties for sale

$2,300,000 118 Madeira ISLAMORADA, FL 33036 5 Beds 5 Baths Square Ft: 4201 Single Family - MLS#: 588155 Community: Port Antigua homes MOTIVATED SELLER WANTS OFFERS! Enjoy the ultimate in modern luxury at this architecturally striking brand new home in Port Antigua. This custom built home was designed with meticulous attention to every… waterfront properties for sale

$2,300,000 84725 Old State ISLAMORADA, FL 33036 Beds Baths Vacant Land - MLS#: 574594 Community: Galen Beach land for sale Unique oceanfront opportunity to purchase this approximately two-acre property with a teardown home that has a concrete dock in-place. waterfront properties for sale

$2,350,000 161 Giardino ISLAMORADA, FL 33036 4 Beds 3 Baths Square Ft: 3882 Single Family - MLS#: 585661 Community: Venetian Shores homes ONE OF FEW SNAKE CREEK PROPERTIES! PRESTIGIOUS VENETIAN SHORES is offering the perfect location for the avid boater/fisherman making it the supreme location in Islamorada offering DEEP-WATER DOCKAGE and… waterfront properties for sale

$2,395,000 149 Stromboli ISLAMORADA, FL 33036 5 Beds 4 Baths Square Ft: 3884 Single Family - MLS#: 586541 Community: Venetian Shores homes NEW LOOK, NEW PRICE, EASY & READY TO SHOW! Exquisite Waterfront Pool Home with 100ft. of Dock! This elegant home features 5 bedrooms, 4 bathrooms, including 2 master suites, rich mahogany wood stair cases,… waterfront properties for sale

$2,399,000 ISLAMORADA, FL 33036 4 Beds 3.1 Baths Single Family - MLS#: 585020 Community: Venetian Shores homes waterfront properties for sale

$2,399,000 75615 Overseas ISLAMORADA, FL 33036 3 Beds 4 Baths Square Ft: 3063 Single Family - MLS#: 587881 Community: Mat Ocean Bay homes Inviting contemporary beach house with stunning unobstructed ocean views from every room. This private gated beachfront setting offers an open great room, beautifully appointed island kitchen and formal… waterfront properties for sale

$2,445,000 217 & 219 El Capitan ISLAMORADA, FL 33036 10 Beds 6 Baths Square Ft: 4530 Single Family - MLS#: 585695 Community: Port Antigua homes Ultimate Sportsmans Paradise: Perfect for large families, corporate retreats, or investors looking for rental income! Stunning ocean views, with crystal-clear, deep-water, protected dockage, along the… waterfront properties for sale

$2,490,000 262 Navajo ISLAMORADA, FL 33070 4 Beds 3.1 Baths Square Ft: 3506 Single Family - MLS#: 583247 Community: Indian Waterways homes Introducing Manatee Pass The ultimate in modern luxury designed and built by prominent locally acclaimed interior designer. Superbly finished with only the finest materials, every element enhances the… waterfront properties for sale

$2,495,000 133 Sunset ISLAMORADA, FL 33036 4 Beds 3 Baths Square Ft: 2689 Single Family - MLS#: 586113 Community: Lower Mat Bch homes ISLAMORADA BEACHFRONT OASIS! Enjoy a natural sandy beach right outside your front door on sought after Sunset Drive on Lower Matecumbe Key. Listen to ocean waves wash up on your shoreline & lull you to… waterfront properties for sale

$2,499,000 75333 Overseas ISLAMORADA, FL 33036 3 Beds 3 Baths Square Ft: 2182 Single Family - MLS#: 587348 Community: Mat Ocean Beach homes Gorgeous ocean front Lower Matecumbe home. Nothing but views and natural light from this 2002 built concrete fortress. Large, natural, sandy beach with new pool and outdoor kitchen allow for entertaining… waterfront properties for sale

$2,650,000 Overseas ISLAMORADA, FL 33036 Beds Baths Vacant Land - MLS#: 580647 Community: Mat Ocean Bay land for sale Beautiful open water bay views with sandy walk in beach and dockage. Over an acre of upland and .24 acre of bay bottom. Rogo exempt makes building your dream home easy. Zoned residential estate so this… waterfront properties for sale

$2,799,000 82994 Overseas Unit 23 ISLAMORADA, FL 33036 3 Beds 3 Baths Square Ft: 1812 Single Family - MLS#: 579971 Community: Penn Key Club homes 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… waterfront properties for sale

$2,850,000 110 Bayview Isle ISLAMORADA, FL 33036 4 Beds 3 Baths Square Ft: 3240 Single Family - MLS#: 574354 Community: Venetian Shores homes ANCHORS AWEIGH - 140 of deep-water, protected, concrete/paved dockage is enjoyed at this serenely secluded property with sunset views. It is rare to find 2 adjoining lots in Venetian Shores with beautiful… waterfront properties for sale

$3,100,000 288 South ISLAMORADA, FL 33036 5 Beds 5.1 Baths Square Ft: 3692 Single Family - MLS#: 584685 Community: Plantation Lake Estates homes Spectacular & Private Oceanfront Estate with Protected Deepwater Dockage! One of four homes in one of the most prestigious, private and secure gated communities in Islamorada. Total of 6,092 sf of enclosed… waterfront properties for sale

$3,200,000 79786 Overseas ISLAMORADA, FL 33036 Beds Baths Commercial - MLS#: 586105 Community: Unplatted Upper Mate commerical real estate Youll recognize this offering of prime developable commercial real estate as the ultimate location to watch the sun go down! Valuable commercial development rights, leases and permits are current and… waterfront properties for sale

$3,200,000 79786 Overseas ISLAMORADA, FL 33036 Beds Baths Vacant Land - MLS#: 585880 Community: Unplatted Upper Mate land for sale Youll recognize this offering of prime developable commercial real estate as the ultimate location to watch the sun go down! Valuable development rights, leases and permits are current and available to… waterfront properties for sale

$3,240,000 75445 Overseas ISLAMORADA, FL 33036 4 Beds 4.1 Baths Square Ft: 3185 Single Family - MLS#: 586728 Community: Matecumbe Ocean Bay homes OCEANFRONT ESTATE! Behind the gate and concrete wall surrounding this property, you will find the most beautifully remodeled, four bedroom, four and one-half bath home, overlooking the Atlantic Ocean.… waterfront properties for sale

$3,250,000 80639 Old Hwy Unit 201 ISLAMORADA, FL 33036 4 Beds 5 Baths Square Ft: 3274 Condo \ Town Home - MLS#: 588059 Community: Maison Matecumbe condos Nestled in a tranquil bay overlooking Alligator Reef and in the heart of Islamorada, Maison Residences is home to unit #201. Maison Residences offers the only 4-bedroom condominiums exclusive to Islamorada.… waterfront properties for sale

$3,295,000 153 Sunset ISLAMORADA, FL 33036 4 Beds 3 Baths Square Ft: 2618 Single Family - MLS#: 582184 Community: Lower Mat Bch homes This original 1971 beach house has been entirely renovated, complete with a brand new top-floor master suite addition and fresh coastal design. The residence features solid concrete block construction,… waterfront properties for sale

$3,350,000 161 Palo De Oro ISLAMORADA, FL 33036 8 Beds 6.1 Baths Square Ft: 6308 Single Family - MLS#: 581489 Community: Venetian Shores homes Enjoy astounding views upon entering this estate home with soaring ceilings and floor-to-ceiling windows. The home is set on nearly a half-acre lot and offers eight bedrooms and six-and-a-half bathrooms.… waterfront properties for sale

$3,500,000 160 Stromboli ISLAMORADA, FL 33036 5 Beds 4.1 Baths Square Ft: 4353 Single Family - MLS#: 585753 Community: Venetian Shores homes Great views of Snake Creek and out to the ocean from this beautiful 5 bedroom home on almost 1/2 acre of creekfront lot in Venetian Shores. Approximately 130 along Snake Creek and approximately 160 along… waterfront properties for sale

$3,600,000 262 Sunset ISLAMORADA, FL 33036 4 Beds 3.1 Baths Square Ft: 2835 Single Family - MLS#: 584415 Community: Lower Mat Bch homes Mesmerizing water views from just about every room in this four-bedroom, three-and-a-half bathroom home including downstairs guest quarters. This beautiful house with beach access has a multitude of amenities… waterfront properties for sale

$3,650,000 80531 Old ISLAMORADA, FL 33036 3 Beds 3.1 Baths Square Ft: 2044 Single Family - MLS#: 584600 Community: Unplatted Upper Mate homes A one-of-a-kind 4.33-acre estate on Upper Matecumbe Key. Enter the gate and follow the classic brick driveway to one of Islamoradas most private settings. The main house, which is above the flood zone,… waterfront properties for sale

$3,750,000 144 Bayview ISLAMORADA, FL 33036 3 Beds 3.1 Baths Square Ft: 3805 Single Family - MLS#: 573791 Community: Safety Harbor homes Beyond compare, this Polynesian inspired exquisite keys waterway Harum Designed custom home is 99% complete, pool is in, landscaping is underway. This spectacular home is not to be missed if you are looking… waterfront properties for sale

$3,750,000 77001 Overseas ISLAMORADA, FL 33036 6 Beds 7 Baths Square Ft: 4696 Single Family - MLS#: 588012 Community: Mat Ocean Bay homes Tucked away on two exquisite oceanfront acres with sandy beach is this perfect island retreat. Lush tropical gardens with tall coconut palms cocoon the 5 bedroom, 5 1/2 bath 4700SF residence plus separate… waterfront properties for sale

$3,895,000 75996 Overseas ISLAMORADA, FL 33036 Beds Baths Vacant Land - MLS#: 584180 Community: Matecumbe Ocean Bay land for sale PERMITS IN HAND FOR HOUSE, POOL, DOCK AND BOAT LIFT!! Start building NOW and enjoy sunsets every night from your 2 acre estate on Florida Bay. Plans are for a house, pool, and bayfront dock with boatlift.… waterfront properties for sale

$3,995,000 1108 Venetian ISLAMORADA, FL 33036 5 Beds 5 Baths Square Ft: 4696 Single Family - MLS#: 585884 Community: Venetian Shores homes This Venetian Shores Bay Front home offers everything for the serious boater. With 120 of concrete dock, a 60,000 # extra wide boat lift and davits for your bay boat this home can handle all your vessels.… waterfront properties for sale

$3,995,000 80639 Old Unit 101 ISLAMORADA, FL 33036 4 Beds 5 Baths Square Ft: 2997 Condo \ Town Home - MLS#: 587835 Community: Maison Matecumbe condos Welcome to Maison Residences, your private oceanfront retreat in Islamorada. Enjoy open ocean views as soon as you step inside the front door! The view widens as you walk through the kitchen and dining… waterfront properties for sale

$4,500,000 88547 Old ISLAMORADA, FL 33070 4 Beds 3 Baths Square Ft: 4103 Single Family - MLS#: 576121 Community: Key Heights homes Open Oceanfront Estate with Deep Dockage on 1.5 Acres on Millionaires Row... Islamoradas premier address. Brand new dock with two new boat lifts to enjoy the best boating in the Keys! Spacious 4,103 s.f.… waterfront properties for sale

$4,900,900 85261 Old ISLAMORADA, FL 33036 2 Beds 2 Baths Square Ft: 1839 Single Family - MLS#: 587825 Community: Unplatted Windley Key homes MAGNIFICENT OCEANFRONT PARCEL WITH JUST UNDER 3 ACRES on Windley Key in Islamorada. This property boasts a huge, IRREPLACEABLE, DEEPWATER boat basin to house and protect many boats PLUS just over 200… waterfront properties for sale

$5,995,000 85500 Overseas ISLAMORADA, FL 33036 12 Beds 14.2 Baths Commercial - MLS#: 580908 Community: Unplatted Windley Key commerical real estate An Islamorada Legend, Smugglers Cove, on Snake Creek. 12 Unit resort surrounding a deep water protected marina with 32 new slips, 150 seat bar and restaurant with a full liquor license (5 COP SRX). Office/dockmaster… waterfront properties for sale

$6,300,000 South ISLAMORADA, FL 33036 5 Beds 5 Baths Single Family - MLS#: 585035 Community: Plantation Lake Estates homes This is an incredible real estate land opportunity on the ocean side of Plantation Key known as Plantation Point South. This 9-acre, estate property boasts of approximately 750 feet of shoreline bordering… waterfront properties for sale

$6,300,000 South ISLAMORADA, FL 33036 Beds Baths Vacant Land - MLS#: 586191 Community: Plant Ridge land for sale This is an incredible real estate land opportunity on the ocean side of Plantation Key known as Plantation Point South. This 9-acre, estate property boasts of approximately 750 feet of shoreline bordering… waterfront properties for sale

$6,495,000 86600 Overseas ISLAMORADA, FL 33036 5 Beds 5.1 Baths Square Ft: 10000 Single Family - MLS#: 587086 Community: Misc Plantation Key homes Pre-construction! No waiting to build your dream home in paradise! Building permit in hand for main house, guest house and caretakers cottage. Dockage assured in Village Council Meeting. THE CROWN JEWEL… waterfront properties for sale

$6,495,000 86600 Overseas ISLAMORADA, FL 33036 Beds Baths Vacant Land - MLS#: 587112 Community: Misc Plantation Key land for sale NOW WITH ACTIVE BUILDING PERMIT! Start building immediately. Bring your most discriminating buyers/developers to build a one of a kind trophy estate. Dockage assured in Village Council Meeting. Over 21… waterfront properties for sale

$6,995,000 88987 Old ISLAMORADA, FL 33070 6 Beds 5 Baths Square Ft: 5839 Single Family - MLS#: 587930 Community: Trop Coral Reef homes Through a long winding and manicured driveway off of the Old Highway you will enter this exquisite Seaside Villa located on Plantation Key in Islamorada, FL. Sitting on 2 acres, this Atlantic Ocean facing… waterfront properties for sale

$7,950,000 75300 Overseas ISLAMORADA, FL 33036 4 Beds 5.1 Baths Square Ft: 4610 Single Family - MLS#: 586167 Community: Lower Mat Harbor homes Sea Garden is located on an impressive landscaped 1.5 acre bayfront parcel sprinkled with orchids and boasts a highly unique bayside coral reef right behind the docks. This completely solar powered home… waterfront properties for sale

$8,300,000 89707 Old ISLAMORADA, FL 33070 5 Beds 5.1 Baths Square Ft: 6269 Single Family - MLS#: 587281 Community: Lake Harbor homes Welcome to Mima Grada... your Florida Keys oceanfront dream estate with everything you desire to live the ultimate island life. Enjoy your own private boat basin with boat lift and jet ski davits, sprawling… waterfront properties for sale

$8,900,000 139 Gimpy Gulch ISLAMORADA, FL 33036 6 Beds 7.3 Baths Square Ft: 6573 Single Family - MLS#: 582483 Community: Misc Plantation Key homes Opulent, alluring and meticulously detailed, this Islamorada Estate is where perfection meets the Bay ~ welcome to The Fish Ranch. Located on Plantation Key, The Fish Ranch estate features two (2) single… waterfront properties for sale

$12,500,000 72100 Overseas ISLAMORADA, FL 33036 6 Beds 8 Baths Square Ft: 9737 Single Family - MLS#: 583865 Community: Craig Cay Island homes Craig Cay Island Estate - Construction has commenced! A unique opportunity for a buyer to participate in this exciting project, affording a buyer an option to choose their interior finishes, based on… waterfront properties for sale

$14,000,000 90611 Old Highway ISLAMORADA, FL 33070 44 Beds 44.2 Baths Commercial - MLS#: 587284 Community: Boatmans Colony commerical real estate 44 all concrete canal front motel units, 2 pools and restaurant on 650 foot of deep water dockage. There is an additional 2 units/TDRs and 800 SqFt of commercial space banked. The entire resort has been… waterfront properties for sale

$15,000,000 79775 Overseas ISLAMORADA, FL 33036 5 Beds 4 Baths Square Ft: 3104 Single Family - MLS#: 585835 Community: Tea Table homes 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,… waterfront properties for sale

$18,000,000 75900 Overseas ISLAMORADA, FL 33036 7 Beds 7.1 Baths Square Ft: 6198 Single Family - MLS#: 583768 Community: Mat Ocean Bay homes Nestled in six tropical acres on the bay in Islamorada on Lower Matecumbe Key is this rare parcel boasting over 600 feet of white sand beach and deep water dockage. This spectacular private estate offers… waterfront properties for sale

Browse Islamorada Real Estate

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.