Islamorada Homes & Islamorada Properties for sale Browse Islamorada homes, Islamorada homes for sale, Islamorada single family homes, and real estate information on the Islamorada residential real estate market. Find Islamorada properties search the Florida Keys MLS and Islamorada real estate. contact us if you are interested in our Islamorada home buying or Islamorada home selling services. (288) PROPERTIES  < 1 2 3

$1,599,000 ISLAMORADA, FL 33036 254 Sunset Dr 3 Beds 2.1 Baths Square Ft: 1575 Single Family - MLS#: 549908 Community: Lower Mat Bch homes Panoramic Ocean Views! Waterfront splendor! House on Atlantic with magnificant sunsets,plenty of room for a pool and lots of potential for expansion. Completely updated,featuring two master bedrooms with bath, 3rd bedroom (den) with half bath, great kitchen,dining area, sunken living room with gorgeous water views. Wonderful entertaining home with 100' of waterfront with dockage. Florida Keys homes for sale

$1,599,000 ISLAMORADA, FL 33036 101 San Remo 3 Beds 3 Baths Square Ft: 3243 Single Family - MLS#: 548963 Community: Venetian Shores homes BEAUTIFUL CUSTOM BUILT WATERFRONT HOME! This amazing home offers over 2,700 sf of living space, 70 ft. of deep water dockage w/davits, 3bdrms & 3bthrms, fireplace, great room, formal dining rm, expansive ceilings, custom molding, great entertaining kitchen, laundry rm, foyer, covered parking, garage, storage, & downstairs bonus room. Located in Islamorada offering direct bay & ocean access. Florida Keys homes for sale

$1,600,000 ISLAMORADA, FL 33036 76080 Overseas Single Family - MLS#: 552277 Community: Misc Lower Matacumbe homes Bay front acreage in Islamorada with up to 12 building rights for non-transient dwelling units vested to site. Fenced and new dock in place on Bay with small beach. Great single family home site or multifamily development site -- 100'(on US #1) x 145' (on the Bay) x 440' (deep). Development rights can be sold and transferred off site within the Village per village regulations. Florida Keys homes for sale

$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. Florida Keys homes for sale

$1,699,000 ISLAMORADA, FL 33070 165 Indian Mound Trail 3 Beds 3 Baths Square Ft: 1634 Single Family - MLS#: 552005 Community: Indian Harbor homes An architectural beauty on the bay designed in the style of Frank Lloyd Wright. This home offers a blend of copper, wood, stone and concrete to create an impressive, yet comfortable place to really relax, offering year round views of the awesome sunsets over the bay. The kitchen features stainless steel Bosch appliances, Silestone countertops, and glass tile backboards.See supplement. Florida Keys homes for sale

$1,700,000 ISLAMORADA, FL 33036 113 Stromboli 3 Beds 4 Baths Square Ft: 2466 Single Family - MLS#: 552023 Community: Venetian Shores homes Welcome to Paradise!Spacious Tri-Level Canalfront Home in Prestigious Venetian Shores.This Solid CBS Home Offers Adequate Living Area,Kitchen, two Bedrooms and Two Baths on the Second Level.The Master Suite on the Third Level with Separate Sitting Area and Screened Balcony overlooking the Sparkling Canal. Perfect for entertaining with a Large Screened Porch and 70'of Dockage. Don't Miss This One! Florida Keys homes for sale

$1,700,000 ISLAMORADA, FL 33036 120 Villabella 4 Beds 3.1 Baths Square Ft: 4639 Single Family - MLS#: 545619 Community: Venetian Shores homes Short sale circumstance: Listing price may not be sufficient to cover all encumbrances, closing costs or other seller charges and sale of property at full listing price may be conditioned upon approval of third parties.ULTIMATE LUXURY! WHEN ONLY THE BEST WILL DO! SUPERIOR HOME IN VENETIAN SHORES. 4BD/3.1BA, GOURMET KITCHEN, PRIVATE MASTER SUITE, ELEVATOR AND COMPLETE GUEST QUARTERS DOWN.supple. Florida Keys homes for sale

$1,735,000 ISLAMORADA, FL 33070 195 Kahiki 3 Beds 2 Baths Square Ft: 1344 Single Family - MLS#: 551418 Community: Kahiki Harbor homes TAVERNIER CREEK HOME offering an awesome location with nice waterviews and a large lot at the end of a cu de sac! Remodeled 3bd/2ba up with a 1bd/ba down(below flood). Excellent deep water dockage and easy ocean/bay access....Least expensive home right on Tavernier Creek! Florida Keys homes for sale

$1,795,000 ISLAMORADA, FL 33036 121 Vilabella 3 Beds 3 Baths Square Ft: 2698 Single Family - MLS#: 551636 Community: Venetian Shores homes Venetian ShoresThis 3 bdrm 3 bath home was beautifully updated in 2005. Third floor Master Suite offers a private living room with balcony off the Master bedroom. 2nd level offer spacious living dining room, kitchen, dining room. Great new pool, 100' of dockage, elevator to all levels and all Furniture included. Makes this the home you have waited for! Florida Keys homes for sale

$1,799,000 ISLAMORADA, FL 33036 124 Leoni 4 Beds 4.1 Baths Square Ft: 2822 Single Family - MLS#: 550154 Community: Venetian Shores homes Unsurpassed Quality in Venetian Shores. Anything you would expect to find in a high-end home is here and then some! Travertine tile throughout, beautiful kitchen, even top of the line Gladiator garage storage system. Just off Snake Creek with instant access to ocean and bay and deep water dockage. For Extra Lot and Expansion Plans see MLS # 550155 Florida Keys homes for sale

$1,799,000 ISLAMORADA, FL 33036 160 Valencia 4 Beds 2.1 Baths Square Ft: 2288 Single Family - MLS#: 549649 Community: Venetian Shores homes Breathtaking views; fishing from seawall; well maintained; nicely landscaped; deep water dockage; 220' seawall; FEMA compliant; windstorm discount qualified Florida Keys homes for sale

$1,800,000 ISLAMORADA, FL 33036 241 Treasure Harbor 4 Beds 4.1 Baths Square Ft: 4500 Single Family - MLS#: 551261 Community: Treasure Harbor homes MASSIVE OCEANFRONT WITH BOAT BASIN. This great Islamorada home is impressive with its tree-lined long driveway and unparalleled ocean views. Unique features include an elevator, fireplace, stone floors and dockside boat house. It sits right on the ocean's edge with lots of concrete seawall. Florida Keys homes for sale

$1,800,000 ISLAMORADA, FL 33036 241 Treasure Harbor 4 Beds 4.1 Baths Square Ft: 4500 Single Family - MLS#: 551275 Community: Treasure Harbor homes MASSIVE OCEANFRONT WITH BOAT BASIN. This great Islamorada home is impressive with its tree-lined long driveway and unparalleled ocean views. Unique features include an elevator, fireplace, stone floors, cut in boat slip and dockside boat house. It sits right on the ocean's edge with lots of concrete seawall. Florida Keys homes for sale

$1,800,000 ISLAMORADA, FL 33036 199 W. BEACH 3 Beds 2.1 Baths Square Ft: 1661 Single Family - MLS#: 550544 Community: Unplatted Upper Mate homes COTTAGE ON THE BAY! Plus guest house, 2 parcels w/.67 acres of upland and .22 acres of mangrove island on the bay providing protection for your boats. Main home 2 bedrooms, 1 full bath, screened bayfront patio, sunset views, 100 ft of dockage, boat slip, large yard, room to expand w/ redevelopment potential. Guest house 1B/1.5B on 2nd lot, central location on Upper Matecumbe Key, Islamorada. Florida Keys homes for sale

$1,800,000 ISLAMORADA, FL 33036 120 Giardino 3 Beds 4.1 Baths Square Ft: 2636 Single Family - MLS#: 551735 Community: Venetian Shores homes VENETIAN SHORES TRI-LEVEL BEAUTY! Gorgeous newer home offering a spacious 3bd/4.1ba with each room having its own bath and master on third floor, huge gourmet kitchen, 70' of deep water dockage and direct ocean/bay access. Florida Keys homes for sale

$1,800,000 ISLAMORADA, FL 33036 126 Sunset 4 Beds 3 Baths Square Ft: 2310 Single Family - MLS#: 547163 Community: Lower Mat Bch homes BEACH ACCESS & 120 FT. OF DOCKAGE! This beautiful concrete home has been completely updated incl. a gourmet kitchen, marble & granite, elevator, private guest quarters, fireplace, garage & storage. Offered fully furnished incl. dishes & linens. Enjoy this nice private setting featuring beach access just steps away & dockage for all your water toys w/immediate ocean access & easy bay access! Florida Keys homes for sale

$1,895,000 ISLAMORADA, FL 33036 106 Madeira 4 Beds 3.1 Baths Square Ft: 2500 Single Family - MLS#: 539575 Community: Strattons homes Extremely rare bay front property surrounded by water on 3 sides. This waterfront cottage is old Florida style w/fireplace & modern kitchen & co-exists with a beautifully remodeled guest house. Protected deep water dockage for multiple boats up to 60' & boat ramp to accommodate up to 30'. This unique opportunity is geared for a classic island lifestyle or suitable for improvement. Florida Keys homes for sale

$1,899,000 ISLAMORADA, FL 33036 88170 Overseas 3 Beds 3 Baths Square Ft: 2331 Single Family - MLS#: 550868 Community: Plant Beach homes Short Sale possible! Authentic Keys style on the Florida Bay with spectacular Bay views. This unique property features a sandy beach area, ramp and basin dockage with a dramatic jetty out on the bay. This large gated lot stretches from the highway to the bay and has a separate guest house. This quaint home retain most of its original charm with a new metal roof and recently updated kitchen. Florida Keys homes for sale

$1,900,000 ISLAMORADA, FL 33036 75961 Overseas 5 Beds 5.1 Baths Square Ft: 5000 Single Family - MLS#: 549423 Community: Mat Ocean Bay homes Florida Keys homes for sale

$1,900,000 ISLAMORADA, FL 33036 75161 Overseas 2 Beds 2 Baths Square Ft: 1836 Single Family - MLS#: 550979 Community: Mat Ocean Beach homes Quintessential beach house! Breathtaking views and breezes from expansive balconies directly on the Atlantic Ocean. Open, spacious living areas, loft for extra guests, storage downstairs for your toys, and that easy feel that you look for when getting away from it all. Gated, bring the dogs, the kids, or no one and enjoy your beach house today! Florida Keys homes for sale

$1,950,000 ISLAMORADA, FL 33070 160 Harbor View 5 Beds 4 Baths Square Ft: 2878 Single Family - MLS#: 551876 Community: Tavernier Harbor homes This wonderful bay front home offers 5 bedrooms, 4 full baths. Newer kitchen, magnificent sunsets, deep water dockage, and beautiful sandy beach. Great family home. Located in Tavernier, close to shopping and schools. Florida Keys homes for sale

$1,975,000 ISLAMORADA, FL 33036 107 Valencia 3 Beds 2.1 Baths Square Ft: 2952 Single Family - MLS#: 551480 Community: Venetian Shores homes Anglers Paradise! Room for your yacht! This architecturally designed 3 bedroom 2.5 bath home features media room with wet bar, guest quarters, 2nd floor private master suite, plus entertaining waterfront patio! Property is being offered with 70 X 100 permit ready adjoining lot with dockage totaling 140 feet of waterfrontage! Immediate access to ocean and bay! Florida Keys homes for sale

$1,990,000 ISLAMORADA, FL 33036 74860 Overseas 5 Beds 4 Baths Square Ft: 4551 Single Family - MLS#: 545146 Community: Mat Sandy Bch homes With over 5,000 square feet of living space, this majestic residence is the largest of 3 homes located on a secluded, gated, tropical peninsula in Islamorada. Offering ocean views across the protected lagoon with its concrete deep water dock. The large master suite is located on the top floor which also opens to an impressive rooftop terrace. The main living level has 2 additional bedrooms. Florida Keys homes for sale

$1,995,000 ISLAMORADA, FL 33070 110 Redwing 3 Beds 2 Baths Square Ft: 1970 Single Family - MLS#: 551857 Community: Sunshine Estates homes Exquisite bayfront home with soaring cathedral ceilings boasts beautiful porcelain Osa floors, and exotic Verde Fuocco granite counters in the gourmet kithen. The kitchen, living areas and third floor master suite all over look the large balconies onto the crystal cleal waters of the Florida Bay. Great dockage. Florida Keys homes for sale

$1,995,000 ISLAMORADA, FL 33036 82238 Overseas 5 Beds 4 Baths Square Ft: 3254 Single Family - MLS#: 551610 Community: Strattons homes Bayfront Hideaway in Islamorada. Just under one acre of lush, serene living with charming boat basin, sandy beach, chickee hut on the waterfront point. The main house features 3 bedrooms and 3 baths with an elevator. The quaint guest cottage features 2 bedrooms and 1 bath. The electronically gated entry is tucked away from U.S. 1 affording additional privacy. Active, transient-rental license. Florida Keys homes for sale

$1,995,000 ISLAMORADA, FL 33070 155 Indian Mound 3 Beds 2.1 Baths Square Ft: 3649 Single Family - MLS#: 549625 Community: Indian Harbor homes TROPICAL LUXURY WITH PANORAMIC BAY VIEWS! This Caribbean style home offers amazing bay views, 3 bedrooms & 2 ½ bathrooms including a grand master suite with an oversized open shower and over 3,600 sf of living space with an enormous lower level pool table/game room, work out room, & 1 ½ bathrooms. Plus dockage with 2 boat lifts, immediate ocean & bay access! Florida Keys homes for sale

$1,999,000 ISLAMORADA, FL 33036 75433 Overseas 4 Beds 4 Baths Square Ft: 2884 Single Family - MLS#: 547079 Community: Mat Ocean Beach homes Florida Keys homes for sale

$2,000,000 ISLAMORADA, FL 33036 171 Ocean 3 Beds 3 Baths Square Ft: 1886 Single Family - MLS#: 543882 Community: Oceana Isla homes ECLECTIC OCEANFRONT ESTATE positioned on nearly an acre of open water property in desirable Upper Matecumbe. Savor the privacy of this walled estate with a gated entry to enjoy a private haven with one’s own oceanfront pool and sparkling sandy beach. Offers 90'dockage (currently under construction), boat ramp, and 3 lots. Florida Keys homes for sale

$2,200,000 ISLAMORADA, FL 33070 175 Kahiki 4 Beds 2.1 Baths Square Ft: 1904 Single Family - MLS#: 549565 Community: Kahiki Harbor homes Fantastic property on Tavernier Creek. Three story home on 1 1/2 lots. Views of Creek. Easy bay and ocean access. Famly home. Tremendous dockage with cut-in boat slip and large boat lift. Very large lot. Beautiful view from family room and master bedroom. Freshly painted and well maintained. Mature landscaping, garage, gated paver driveway. New dock. Florida Keys homes for sale

$2,250,000 ISLAMORADA, FL 33036 91 Iroquois 3 Beds 3 Baths Square Ft: 4004 Single Family - MLS#: 549129 Community: Lower Mat Harbor homes Rare opportunity to own the renowned Tassell Estate. A meticulously maintained estate with an air of elegance throughout the 4000 square ft. 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 at the end of Iroquois. Florida Keys homes for sale

$2,290,000 ISLAMORADA, FL 33036 75631 Overseas Hwy 3 Beds 3 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! Florida Keys homes for sale

$2,300,000 ISLAMORADA, FL 33036 148 Giardino 4 Beds 3 Baths Square Ft: 2029 Single Family - MLS#: 552080 Community: Venetian Shores homes Plenty of room for your Yacht! 100 feet of deep water dockage, solid concrete completely remodeled home, featuring granite kitchen, open floor plan, 3 bedrooms & 2 baths up, with a 1 bdrm, 1 bth guest quarters down, waterfront patio, davits, boat lift, fish cleaning station, rooftop sundeck, exterior elevator, & plenty of storage for all your water toys. Florida Keys homes for sale

$2,350,000 ISLAMORADA, FL 33036 74501 Overseas 5 Beds 4 Baths Square Ft: 3772 Single Family - MLS#: 549344 Community: Lower Mat Bch homes 900 FT. OF BEACH & 2 ACRES OF OCEANFRONT PROPERTY! This custom built beachfront home features amazing ocean views from almost every rm in the house, enormous great rm, beautiful entertaining granite & stainless kitchen, 5bdrms, 4bthrms incl. a grand master ste., marble floors, porcelain bthrms, impact glass, 6 car garage, huge game rm, white sandy beach & potential to build a guest house & pool! Florida Keys homes for sale

$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! Florida Keys homes for sale

$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! Florida Keys homes for sale

$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! Florida Keys homes for sale

$2,395,000 ISLAMORADA, FL 33036 75831 Overseas 3 Beds 3 Baths Square Ft: 1708 Single Family - MLS#: 546284 Community: Mat Ocean Bay homes OCEANFRONT ESTATE on 3/4 ACRE with white sand BEACH, NEW POOL, open OCEAN VIEWS & DOCK underway. GATED entrance. CBS with 3/2 up and 1/1 guest apt. downstairs. Relaxing open ocean views from both the living and dining areas. This secluded Islamorada oceanfront estate is a popular rental with lots of repeat guests to help offset expenses if desired. Downstairs apartment is pre-firm. Awesome views! Florida Keys homes for sale

$2,399,000 ISLAMORADA, FL 33036 225 Sunset 3 Beds 2 Baths Square Ft: 2256 Single Family - MLS#: 548640 Community: Lower Mat Bch homes Immaculate 3/2 on large direct oceanfront lot with an exceptional private natural sandy beach right off your deck. If that is not enough added to the package is 60x100 cleared lot directly across the street offering 60 feet of protected prime dockage. The best of both worlds!Complimenting this home are the spectacular ocean views and spacious, gracious, and modern floor plan. Owner Licensed Agent Florida Keys homes for sale

$2,400,000 ISLAMORADA, FL 33070 200 Ellis Dr 3 Beds 3 Baths Square Ft: 3216 Single Family - MLS#: 551306 Community: Misc Sub Lower KL homes Florida Keys homes for sale

$2,449,000 ISLAMORADA, FL 33036 134 Milano 5 Beds 5 Baths Square Ft: 4367 Single Family - MLS#: 551062 Community: Venetian Shores homes Exceptional Beauty in Venetian Shores, Islamorada's premier waterfront community. Lush tropical landscaping surrounds the home, inviting tiled foyer welcomes your guests. Ground level features separate guest quarters, storage, multi-car garage, bar area with bath that opens to the pool,spa and waterfall. Dramatic staircase leads to living room, den, 3 bedrooms, 2 baths, dining room with bar Florida Keys homes for sale

$2,490,000 ISLAMORADA, FL 33036 110 Gumbo Limbo 3 Beds 2.1 Baths Square Ft: 2343 Single Family - MLS#: 542139 Community: Lysiloma homes Looking for privacy and a fabulous view? Meander down Buttonwood to Gumbo Limbo Lane. This is the view you've been waiting for. All natural landscaping. Stunning view. Circular Drive. Florida Keys homes for sale

$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! Florida Keys homes for sale

$2,490,000 ISLAMORADA, FL 33036 74860 Overseas 5 Beds 4 Baths Square Ft: 4551 Single Family - MLS#: 545764 Community: Mat Sandy Bch homes With over 5000 square feet of living space, this majestic residence is the largest of 3 homes located on a secluded, gated, tropical peninsula in Islamorada. Offering ocean views across the protected lagoon with its concrete deep water dock and a secluded, spectacular pool with waterfall. Florida Keys homes for sale

$2,495,000 ISLAMORADA, FL 33036 169 SUNSET 4 Beds 4 Baths Square Ft: 2254 Single Family - MLS#: 550019 Community: Lower Mat Bch homes Looking for Ocean views, Sunrise & Sandy Beach? This ground level home has 109 feet of sandy beach, 4 bedrooms and 4 bathrooms, fireplace, florida room, seawall, with 47' of dockage directly accross the street. Florida Keys homes for sale

$2,495,000 ISLAMORADA, FL 33036 75731 Overseas 4 Beds 4 Baths Square Ft: 2644 Single Family - MLS#: 546304 Community: Mat Ocean Bay homes OCEAN FRONT 3 BEDROOM 3 BATH WITH A STUDY AND A LOFT, HARDWOOD FLOORS, GRANITE COUNTER TOPS AND TOP OF THE LINE APPLIANCES, POOL & SPA, SALT WATER LAGOON, 1/1 GUEST HOUSE ON THE BEACH, GATED, VERY PRIVATE, QUALIFIES AS VACATION RENTAL, HAS EXCELLENT RENTAL HISTORY--$150,000+ GROSS--LAST TWO YEARS. Florida Keys homes for sale

$2,499,000 ISLAMORADA, FL 33036 218 Plantation 4 Beds 4 Baths Square Ft: 3874 Single Family - MLS#: 549341 Community: Plant Beach homes It's all about location! Beautiful bay views from this spacious 4/4 home. Storm ready-generator, shutters, all concrete home. Nestled into a private cul-de-sac, ample multi vessel dockage, boat basin and sandy beach.Spectacular views from all three levels. Plenty of room for a pool. Just minutes to the Ocean via Snake Creek or Tavernier Creek. Total sq.ft 4,650 under air.Original owner. Florida Keys homes for sale

$2,499,000 ISLAMORADA, FL 33036 166 Bayview 4 Beds 4 Baths Square Ft: 2478 Single Family - MLS#: 550191 Community: Safety Harbor homes This property can be divided with drop dead Bay Views and good dockage!This single family home with a dock and and it is connected to a buildable lot with it's own dock and bay front views that can be split off. Call for a personalized visit....there are not many of these great properties on the market! Florida Keys homes for sale

$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. Florida Keys homes for sale

$2,500,000 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 - enjoy 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 Florida Keys homes for sale

$2,500,000 ISLAMORADA, FL 33036 138 Valencia 4 Beds 5 Baths Square Ft: 3644 Single Family - MLS#: 552044 Community: Venetian Shores homes PRESTIGIOUS POOL HOME IN VENETIAN SHORES. OFFERING 4 BEDROOMS, 5 BATHS, PRIVATE MASTER SUITE AND 1 GUEST SUITE UPSTAIRS AND 2 GUEST SUITES DOWNSTAIRS, INTERIOR STAIRCASE WITH ELEVATOR, GOURMET KITCHEN, LAUNDRY ROOM, GARAGE, 100' CONCRETE DOCK, BOAT DAVITS, AND BEAUTIFUL PROFESSIONAL LANDSCAPING. EASY ACCESS TO BAY AND OCEAN. Florida Keys homes for sale

$2,500,000 ISLAMORADA, FL 33036 84700 Old Hwy 7 Beds 5 Baths Square Ft: 3411 Single Family - MLS#: 549942 Community: Misc Windley Key homes This spacious oceanfront estate offers a 4 bedroom 3 bath main house and 3 bedroom 2 bath guest house. Alligator Reef and Dolphin House are two lovely homes located on approximately one oceanfront acre. Ammenities include heated pool, fishing from observation pier, kayaking, putting green, horseshoes. Licensed for vacation rentals. 1958 guest house was remodeled in 1999. Florida Keys homes for sale

$2,500,000 ISLAMORADA, FL 33036 125 VILLABELLA 5 Beds 5.2 Baths Square Ft: 4000 Single Family - MLS#: 552107 Community: Venetian Shores homes Your Private resort with bamboo indoor/outdoor living area adjacent to 50'pool and Spa. Verandas on all 3 levels with passenger elevator. A master suite the size of a house. A private guest suite for your friends. Dock your yacht behind your home with immediate ocean/Bay access. This is the best in Venetian Shores. Owner/Agent. SEE VIRTUAL TOUR+SLIDE SHOW. Florida Keys homes for sale

$2,575,000 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. Florida Keys homes for sale

$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! Florida Keys homes for sale

$2,599,000 ISLAMORADA, FL 33036 117 Giardino 4 Beds 4.1 Baths Square Ft: 3561 Single Family - MLS#: 551712 Community: Venetian Shores homes PRESTIGIOUS CUSTOM BUILT HOME: THREE STORY INCLUDING DOWNSTAIRS GUEST SUITE, INTERIOR STAIRCASE WITH ELEVATOR, LIVING AREA WITH EXTENDED ASHTRAY CEILINGS, GOURMET KITCHEN, OFFICE, PRIVATE MASTER SUITE, TWO GUEST ROOMS WITH PRIVATE BATH ON TOP FLOOR PLUS SITTING ROOM, LAUNDRY ROOM, 4+ CAR GARAGE, POOL, CONCRETE DOCK, BOAT LIFT AND DAVITS, IMMACULATELY LANDSCAPED WITH GRASS YARD! Florida Keys homes for sale

$2,600,000 ISLAMORADA, FL 33036 75794 Overseas 4 Beds 4.1 Baths Square Ft: 2653 Single Family - MLS#: 552467 Community: Matecumbe Ocean Bay homes The gated community of Bonefish Bay at its finest! The distinctive Key West style with large verandas, Old Chicago brick patio and walkways, and grand vistas of the beach and bay hallmark this quality home. Top-of-the-line appliances, finishes & furnishings, 10' ceilings, French doors, a pool & spa, garage, separate guest quarters are among the many features. Great rental income! Florida Keys homes for sale

$2,600,000 ISLAMORADA, FL 33036 75761 Overseas Hwy 3 Beds 2.2 Baths Square Ft: 3116 Single Family - MLS#: 547449 Community: Mat 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 entryway with brick drive leads to a private beach home with outstanding ocean views. Magnificent oceanside pool and spa, cherrywood floors and cabinets, and beautiful top of the line gourmet kitchen. Elegant interior appointments. Florida Keys homes for sale

$2,699,000 ISLAMORADA, FL 33036 124-128 Leoni 4 Beds 4.1 Baths Square Ft: 2822 Single Family - MLS#: 550155 Community: Venetian Shores homes Unsurpassed Quality in Venetian Shores. Anything you would expect to find in a high-end home is here and then some! Travertine tile throughout, beautiful kitchen, even top of the line Gladiator garage storage system. Just off Snake Creek with instant access to ocean & bay & deep water dockage. Adjoining lot is cleared &ready for expansion of existing house. Florida Keys homes for sale

$2,795,000 ISLAMORADA, FL 33036 1112 Venetian 5 Beds 5 Baths Square Ft: 4688 Single Family - MLS#: 549182 Community: Venetian Shores homes OPEN WATER with breathtaking bay views! Grand entry, expansive living & dining area, high ceilings, 5 bdrms & 5 bthrms, elevator, 3rd floor grand master ste. with an office & a private deck overlooking the Florida Bay, gorgeous pool with waterfall, approx. 143 ft.of deep water dockage with davits, plenty of room for your yacht! Located in beautiful Venetian Shores with direct bay & ocean access! Florida Keys homes for sale

$2,800,000 ISLAMORADA, FL 33070 170 Rushton 3 Beds 4 Baths Square Ft: 3894 Single Family - MLS#: 551863 Community: Seven Acres homes Magnificent bay front concrete home in sought after gated community with swimming pool. Point lot surrounded by water on 3 sides. Stunning open water views. Situated on .70 acre with .22 acre of bay bottom. Great protected dockage. Fabulous home for entertaining. Beautiful, one of a kind tropical paradise with great protected dockage. Florida Keys homes for sale

$2,875,000 ISLAMORADA, FL 33036 127 Sapodilla 3 Beds 4 Baths Square Ft: 4162 Single Family - MLS#: 550446 Community: Mat Sandy Bch homes This fabulous gated home overlooks Sandy Cove Basin with an open water view and lots of privacy. Located on an over 36,000 square foot lot with 200 feet of concrete dock, another 100 feet of deepwater dockage with a rare boathouse plus a boat lift. A very special and unique property. Florida Keys homes for sale

$2,900,000 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-worshipers! 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, garage, workshop, ocean-view terrace & elevator! Florida Keys homes for sale

$2,995,000 ISLAMORADA, FL 33036 4 Beds 5 Baths Single Family - MLS#: 548589 Community: Key Heights homes Florida Keys homes for sale

$2,999,900 ISLAMORADA, FL 33036 106 Sunset 4 Beds 3.1 Baths Square Ft: 2676 Single Family - MLS#: 550521 Community: Lower Mat Bch homes ELEGANT ISLAMORADA HOME w/SANDY OCEANFRONT BEACH, PROTECTED DOCKAGE & DAVITS! Charming newer home on desirable Sunset Drive with 10-foot ceilings, hard wood floors and breezy ocean view balconies. This ''Key West'' style 4BD/3.5BA home is one-of-a-kind with a dramatic design, two-car garage, brick drive and tropical landscaping, PLUS the rare combination of a sandy beach & boat dockage! Must see! Florida Keys homes for sale

$3,340,000 ISLAMORADA, FL 33036 74860 Overseas 8 Beds 6 Baths Square Ft: 6551 Single Family - MLS#: 545763 Community: Mat Sandy Bch homes Two homes on a secluded, gated, tropical peninsula. Main house is over 5000 square feet with 5BR/4BA. Second house is 3BR/2BA. Plenty of deep water dockage and views of Sandy Cove lagoon and some ocean view. A secluded, spectacular pool with waterfall and a lovely sandy beach. Florida Keys homes for sale

$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! Florida Keys homes for sale

$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! Florida Keys homes for sale

$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! Florida Keys homes for sale

$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! Florida Keys homes for sale

$3,499,000 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! Florida Keys homes for sale

$3,499,000 ISLAMORADA, FL 33036 83283 Old Hwy 6 Beds 4.1 Baths Square Ft: 3436 Single Family - MLS#: 542728 Community: Russell Estates homes Oceanfront home with beautiful sandy beach on 1.5 acres in Islamorada. The 3 bedroom, 3.5 bath main house has gorgeous dark Brazilian Cherry wood floors throughout and, with its high Florida Cypress ceilings, it has a definite West Indies feeling. All high end stainless appliances, granite counter tops, and custom cabinets in the gourmet kitchen. Florida Keys homes for sale

$3,500,000 ISLAMORADA, FL 33036 81912 Overseas Hwy 4 Beds 2 Baths Square Ft: 1500 Single Family - MLS#: 539320 Community: Strattons homes Located in the heart of Upper Matecumbe lies a spectacular Hideaway.Enjoy sunsets from the porch , the pool or the dock. You can also take a short stroll to any number of restaurants in the area as well as shopping just across the street. The property also has an additional three TDR'S ,as per the Village of Islands Planning department, offering the buyer many options.See MLS# 545030 more info Florida Keys homes for sale

$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! Florida Keys homes for sale

$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! Florida Keys homes for sale

$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! Florida Keys homes for sale

$3,795,000 ISLAMORADA, FL 33070 88547 Old 4 Beds 3 Baths Square Ft: 3438 Single Family - MLS#: 551648 Community: Key Heights homes Millionaire Row. This home says “hospitality” from the moment you enter the large living area. Perfect for those who love to entertain. Your private drive is a journey through tropical manicured foliage to your ocean front estate. Ocean views and a magnificent dock with boat lift, davit and deep water dockage. Village sewer assessment already paid in full. See it today and make it yours Florida Keys homes for sale

$3,900,000 ISLAMORADA, FL 33036 76041 Overseas 4 Beds 4.1 Baths Square Ft: 3260 Single Family - MLS#: 548154 Community: Mat Ocean Bay homes La Playa Estate - this is the Main Residence of large estate on 200 ft. of ocean front - includes 150 ft. dock w/channel for great boating access. Permitted Vacation Rental in The Village. Rental History Available.Adjacent property with 150 ft. beachfront and cottage is also offered for sale. Florida Keys homes for sale

$3,975,000 ISLAMORADA, FL 33070 88964-66 Overseas 2 Beds 2 Baths Square Ft: 1132 Single Family - MLS#: 550666 Community: Randall Adams homes This beautiful property offers a total of 6 acres with 245 feet of bay frontage. Parcel is approximately 1000 feet deep. There are two 1BR/1BA cottages and 2 new, deep-water docks with davit pads. Great open water & sunset views await you! This is perfect for a quiet Keys get-away or build a large estate property with two homes. A rare combination of acreage on the open water with big boat dockage Florida Keys homes for sale

$4,350,000 ISLAMORADA, FL 33070 89375 Old 5 Beds 4.1 Baths Square Ft: 3510 Single Family - MLS#: 547546 Community: Misc Plantation Key homes BREATHTAKING BANYAN CAY on MILLIONAIRE'S ROW in Islamorada. This Florida-style oceanfront estate offers a private beach, concrete pier with boat davits and a protected boat basin. The main house is 4BD/3.5BA and the guest house is 1BD/1BA. There's also an orchid house, lush mature landscaping, a winding drive lined with Banyan trees, sauna and a large wine cellar. Open water views! Florida Keys homes for sale

$4,495,000 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. Florida Keys homes for sale

$4,500,000 ISLAMORADA, FL 33070 89351 Old 3 Beds 3.1 Baths Square Ft: 2088 Single Family - MLS#: 549514 Community: Misc Plantation Key homes Oceanfront acreage with rare deep water boat basin for big boats, enough room for several. Basin dredged to 8' with 5' controlling depth dredged channel. 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 Florida Keys homes for sale

$4,995,000 ISLAMORADA, FL 33036 169 Indian Mound 3 Beds 4.1 Baths Square Ft: 4500 Single Family - MLS#: 550054 Community: Indian Harbor homes Contemporary masterpiece in the Florida Keys. Custom design by famed architect David Harum. No detailed overlooked in this 3/4.5 bayfront pool home. Top of the line appliances, chef style gourmet kitchen. Margaritelli oak wood in main living area & master bedroom. Solid concrete fortress built in '05. Smart House technology and full security system. This home was created for entertaining. Florida Keys homes for sale

$5,000,000 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. Your own private, gated compound for corporate or family retreats. These new CBS homes consist of two 3/2 homes and a 2/2 accessory house behind each. Enjoy the fabulous sunrises and ocean breezes off the observation deck. 2 large heated pools, summer kitchens and tons of privacy for memorable beachside gatherings in a tropical paradise. Florida Keys homes for sale

$5,900,000 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! Florida Keys homes for sale

$6,200,000 ISLAMORADA, FL 33036 76041 Overseas 7 Beds 6 Baths Square Ft: 3260 Single Family - MLS#: 546605 Community: Mat Ocean Bay homes La Playa Estate - Seller will consider offers to divide - Main Residence with 200 ft. of waterfront to include dockage and channel for $3,900,000. Cottage with 150 ft. of waterfront and sandy beach for $2,500,000.Permitted Vacation Rental in the Village. $10,000 per week. Rental History Available. Florida Keys homes for sale

$6,500,000 ISLAMORADA, FL 33036 170 Sapodilla 3 Beds 3.1 Baths Square Ft: 4900 Single Family - MLS#: 550960 Community: Mat Sandy Bch homes STUNNING BAYFRONT ESTATE OFFERING OVER 500 FEET OF WATERFRONT. LOCATED ON PRIVATE POINT AT THE END OF SAPODILLA DRIVE, GATED ESTATE WITH EXPANSIVE LIVING AREA, INFINITY POOL/SPA, TWO 2 CAR GARAGES, EXTENSIVE LANDSCAPING, PROTECTED DEEP WATER DOCKAGE, AND FINISHED WITH ALL TOP OF THE LINE AMMENITIES. PHOTO CD AVAILABLE UPON REQUEST. Florida Keys homes for sale

$6,700,000 ISLAMORADA, FL 33036 220 Plantation 4 Beds 5 Baths Square Ft: 4600 Single Family - MLS#: 552165 Community: Plant Beach homes Room for all your boats, water toys and horses. Call for details on available tax deduction. Bayfront estate with irreplaceable boat basin plus dock and davits. 2 parcels from highway to bay totalling 5.05 acres plus .52 acres of deeded baybottom. Spacious, open 3 story home with elevator & 3rd floor master suite. Owner-agent and husband wanting to downsize. Florida Keys homes for sale

$8,450,000 ISLAMORADA, FL 33036 88839 Old Highway 11 Beds 13 Baths Square Ft: 3640 Single Family - MLS#: 546204 Community: Pearl City homes PEARL CITY - Home where well-known author, HERBERT ZIM, did all of his writing. This 7.94 acre oceanfront estate is sited on desired Millionaire's Row. Five homes on 6.78 acres upland plus 1.16 acres bay-bottom, with huge deep-water harbor, outstanding ocean views, and spacious, open outdoor island living. Private location with protected dockage and channel to deep water. A gated and paved entry. Florida Keys homes for sale

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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 (Realty World Freewheeler) are marked with the MLS Log and detailed information about them included the name of the listing brokers office.