Upper Keys Homes For Sale

Islamorada Luxury Real Estate, Islamorada Luxury Homes For Sale, Florida Keys (FL)

Browse luxury homes and houses, ultra luxury single family waterfront homes for sale in the FLA Keys. Your source for the most exclusive properties with the hottest luxury real estate to hit the market, properties updated daily.

(173) PROPERTIES

MLS# 554253
$6,990,000
84773 Old ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 554253

MLS# 549574
$5,800,000
85261 Old ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 549574

MLS# 555172
$5,799,000
220 Plantation Blvd ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 555172

MLS# 549939
$4,995,000
84773 OLD ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 549939

MLS# 546605
$4,950,000
76041 Overseas ISLAMORADA, FL 33036
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.… luxury homes for sale

MLS# 546605

MLS# 555585
$4,600,000
89351 Old ISLAMORADA, FL 33070
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… luxury homes for sale

MLS# 555585

MLS# 556683
$4,300,000
89401 Old ISLAMORADA, FL 33070
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… luxury homes for sale

MLS# 556683

MLS# 553433
$3,999,000
89151 Old ISLAMORADA, FL 33070
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… luxury homes for sale

MLS# 553433

MLS# 554454
$3,950,000
169 Indian Mound ISLAMORADA, FL 33070
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,… luxury homes for sale

MLS# 554454

MLS# 545617
$3,900,000
89625 Old Highway ISLAMORADA, FL 33070
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… luxury homes for sale

MLS# 545617

MLS# 543669
$3,690,000
77521 Overseas Hwy Unit #11 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543669

MLS# 543659
$3,690,000
77521 Overseas Hwy Unit #1 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543659

MLS# 543670
$3,690,000
77521 Overseas Hwy Unit #12 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543670

MLS# 553548
$3,649,000
88890 Overseas ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 553548

MLS# 552960
$3,649,000
88890 Overseas ISLAMORADA, FL 33036
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’ll find this spacious, serene property with 245 ft. on the bay. Two 1/1 cottages, each with private pier, are a perfect Keys’ getaway, or build… luxury homes for sale

MLS# 552960

MLS# 556818
$3,600,000
76180 Overseas ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 556818

MLS# 543668
$3,490,000
77521 Overseas Hwy Unit #10 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543668

MLS# 543661
$3,490,000
77521 Overseas Hwy Unit Unit 3 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543661

MLS# 543667
$3,490,000
77521 Overseas Hwy Unit #9 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543667

MLS# 556843
$3,475,000
136 W Plaza Del Sol ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 556843

MLS# 543660
$3,390,000
77521 Overseas Hwy Unit Unit 2 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543660

MLS# 548154
$3,200,000
76041 Overseas ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 548154

MLS# 554605
$2,995,000
82929 Old ISLAMORADA, FL 33036
4 Beds 3 Baths Square Ft: 2697
Single Family - MLS#: 554605
Community: Russell Estates homes
Exquisite, Serene, Compelling...Prominently positioned on Upper Matecumbe Key, this magnificent oceanfront estate features panoramic views,soaring ceilings,custom gourmet kitchen,guest house,lush gardens,… luxury homes for sale

MLS# 554605

MLS# 554419
$2,900,000
432 S Coconut Palm ISLAMORADA, FL 33070
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… luxury homes for sale

MLS# 554419

MLS# 551065
$2,750,000
75560 Overseas ISLAMORADA, FL 33036
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,… luxury homes for sale

MLS# 551065

MLS# 554412
$2,750,000
76001 Overseas ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 554412

MLS# 556936
$2,699,000
138 Leoni ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 556936

MLS# 556011
$2,695,000
149 Stromboli ISLAMORADA, FL 33036
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!… luxury homes for sale

MLS# 556011

MLS# 553318
$2,600,000
423 Palm ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 553318

MLS# 543662
$2,590,000
77521 Overseas Hwy Unit #4 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543662

MLS# 555666
$2,500,000
75851 Overseas ISLAMORADA, FL 33036
5 Beds 5 Baths Square Ft: 3604
Single Family - MLS#: 555666
Community: Mat Ocean Bay homes
JUST REDUCED! MAGNIFICENT OCEANFRONT 5BD/5BA CUSTOM BUILT BY OWNER ON MATECUMBE OCEAN BAY BEACH. SPACIOUS TRI-LEVEL FLOOR PLAN, GOURMET KITCHEN, COMPLETE W/ DOCK & SANDY BEACH, GATED FOR PRIVACY, EXPANSIVE… luxury homes for sale

MLS# 555666

MLS# 552388
$2,500,000
18 Pen Key Club ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 552388

MLS# 552713
$2,499,000
87429 Old ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 552713

MLS# 553427
$2,495,000
85289 OLD ISLAMORADA, FL 33036
3 Beds 2 Baths Square Ft: 2982
Single Family - MLS#: 553427
Community: Galen Beach homes
Magnificent sunrises from this ocean front home. Over an acre of land with 100' on the Atlantic plus additional .31 acre of bay bottom. The irreplaceable boat basin offers protection and deep water for… luxury homes for sale

MLS# 553427

MLS# 553638
$2,495,000
133 Indian Mound ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 553638

MLS# 543663
$2,490,000
77521 Overseas Hwy Unit #5 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543663

MLS# 551712
$2,399,000
117 Giardino ISLAMORADA, FL 33036
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,… luxury homes for sale

MLS# 551712

MLS# 556306
$2,399,000
166 Bayview ISLAMORADA, FL 33036
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! luxury homes for sale

MLS# 556306

MLS# 543666
$2,390,000
77521 Overseas Hwy Unit #8 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543666

MLS# 543664
$2,390,000
77521 Overseas Hwy Unit #6 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543664

MLS# 543665
$2,390,000
77521 Overseas Hwy Unit #7 ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 543665

MLS# 557162
$2,350,000
75761 Overseas Hwy ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 557162

MLS# 554556
$2,350,000
241 Treasure Harbor ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 3048
Single Family - MLS#: 554556
Community: Treasure Harbor homes
Massive Oceanfront with protected boat basin for 2 large boats and add'l concrete dock along canal side of property. The waterfront features a huge pool and 2 big chickees for easy breezy outdoor entertaining.… luxury homes for sale

MLS# 554556

MLS# 554565
$2,350,000
241 Treasure Harbor ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 3048
Single Family - MLS#: 554565
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… luxury homes for sale

MLS# 554565

MLS# 555641
$2,299,000
75804 Overseas ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 2696
Single Family - MLS#: 555641
Community: Mat Ocean Bay homes
Exclusive private enclave of 12 Key-West Style Residences - each with their own distinct interior finishes. This home enjoys an open sunset view from the private pool, patio, porches...living room, dining,… luxury homes for sale

MLS# 555641

MLS# 556695
$2,295,000
75731 Overseas ISLAMORADA, FL 33036
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,… luxury homes for sale

MLS# 556695

MLS# 556308
$2,249,000
75240 Overseas ISLAMORADA, FL 33036
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.… luxury homes for sale

MLS# 556308

MLS# 539320
$2,190,000
81912 Overseas Hwy ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 539320

MLS# 545875
$2,129,000
75751 Overseas Hwy ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 545875

MLS# 554440
$2,100,000
172 Key Heights ISLAMORADA, FL 33036
3 Beds 3.1 Baths Square Ft: 2703
Single Family - MLS#: 554440
Community: Key Heights homes
BAYFRONT IN ISLAMORADA with unstoppable sunset views! 3 Bedrooms each with it's own Bath and 1 half bath for guests. Amenities include: Custom Brazilian cabinets with stainless steel appliances, granite… luxury homes for sale

MLS# 554440

MLS# 548153
$2,100,000
76041 Overseas Highway ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 548153

MLS# 551020
$1,999,000
262 Sunset ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 551020

MLS# 554250
$1,995,000
84771 Old ISLAMORADA, FL 33036
7 Beds 5 Baths Square Ft: 3189
Single Family - MLS#: 554250
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.… luxury homes for sale

MLS# 554250

MLS# 556905
$1,990,000
75794 Overseas ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 2653
Single Family - MLS#: 556905
Community: Matecumbe Ocean Bay homes
Snook House at Bonefish Bay in Islamorada. Distinctive, elegant 4/4.5 with separate guest suite. Bay views, private pool & spa, dockage, beach, tennis. Top quality finishes. Offered fully furnished and… luxury homes for sale

MLS# 556905

MLS# 533042
$1,990,000
75631 Overseas Hwy ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 533042

MLS# 554448
$1,990,000
156 Severino ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 554448

MLS# 556366
$1,920,000
134 Milano ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 556366

MLS# 552044
$1,895,000
138 Valencia ISLAMORADA, FL 33036
4 Beds 5 Baths Square Ft: 3644
Single Family - MLS#: 552044
Community: Venetian Shores homes
Prestigious custom pool home in Venetian Shores, offering 4 bedrooms, 5 full baths. Private master suites and 1 guest suite upstairs and 2 guest suites downstairs, interior staircase with elevator, gourmet… luxury homes for sale

MLS# 552044

MLS# 556280
$1,850,000
218 Dexter ISLAMORADA, FL 33070
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… luxury homes for sale

MLS# 556280

MLS# 556965
$1,800,000
208 Plantation Shores ISLAMORADA, FL 33070
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… luxury homes for sale

MLS# 556965

MLS# 549565
$1,799,000
175 Kahiki ISLAMORADA, FL 33070
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.… luxury homes for sale

MLS# 549565

MLS# 556418
$1,795,000
169 Sunset ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 556418

MLS# 556313
$1,795,000
144 Severino ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 556313

MLS# 552822
$1,750,000
82703 Old ISLAMORADA, FL 33036
2 Beds 2.1 Baths Square Ft: 1951
Single Family - MLS#: 552822
Community: Strattons homes
This magnificent property offers over 2 acres directly on the ocean with a beach. Completely private yet located in the heart of Islamorada with 2 quaint homes that have been meticulously kept offering… luxury homes for sale

MLS# 552822

MLS# 556848
$1,699,900
126 Sunset ISLAMORADA, FL 33036
4 Beds 3 Baths Square Ft: 2370
Single Family - MLS#: 556848
Community: Lower Mat Bch homes
120 feet of concrete dock. Easy Ocean access. Tastefully updated, great house for entertaining. Deeded beach access for sunbathing and personal use. Working elevator and Lots of nice old Florida touches… luxury homes for sale

MLS# 556848

MLS# 556729
$1,699,000
118 Madeira ISLAMORADA, FL 33036
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.… luxury homes for sale

MLS# 556729

MLS# 556340
$1,699,000
152 Palo De Oro ISLAMORADA, FL 33036
5 Beds 4 Baths Square Ft: 3678
Single Family - MLS#: 556340
Community: Venetian Shores homes
Luxurious and spacious gated estate in prestigious Venetian Shores, featuring 5 opulent bedrooms with bamboo and porcelain floors including an in-laws suite, 4 full baths, custom finishes throughout,… luxury homes for sale

MLS# 556340

MLS# 553635
$1,695,000
88890 (Vacant Land) O/S ISLAMORADA, FL 33036
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! luxury homes for sale

MLS# 553635

MLS# 552228
$1,690,000
178 Indian Mound ISLAMORADA, FL 33070
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… luxury homes for sale

MLS# 552228

MLS# 555185
$1,649,000
133 Ocean ISLAMORADA, FL 33036
3 Beds 3.1 Baths Square Ft: 2642
Single Family - MLS#: 555185
Community: Mate Lido Beach homes
OCEAN VIEW POOL HOME W/DOCKAGE! This new construction home offers 3 bdrms, 3 ½ bthrms, plus a den w/panoramic ocean views from almost every room in the house. The back yard features a spectacular entertaining… luxury homes for sale

MLS# 555185

MLS# 556830
$1,550,000
196 Buttonwood ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 556830

MLS# 555001
$1,500,000
74940 Overseas ISLAMORADA, FL 33036
3 Beds 2 Baths Square Ft: 2043
Single Family - MLS#: 555001
Community: Mat Sandy Bch homes
EXCEPTIONAL LOCATION...EXPECTIONAL PROPERTY! Truly a boater's dream...supreme deep water dockage and awesome fishing! You will enjoy this Lower Matecumbe 3bd/2ba home offering lots of privacy with lush… luxury homes for sale

MLS# 555001

MLS# 550154
$1,500,000
124 Leoni ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 550154

MLS# 556284
$1,500,000
125 Giardino ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 2720
Single Family - MLS#: 556284
Community: Venetian Shores homes
Mediterranean styled pool home in premier area. Two story all concrete w/tile roof. 4 private bedroom suites featuring the Master Suite with large veranda upstairs. Gourmet kitchen with custom cabinets,… luxury homes for sale

MLS# 556284

MLS# 555595
$1,500,000
240 Tide ISLAMORADA, FL 33070
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.… luxury homes for sale

MLS# 555595

MLS# 556813
$1,499,000
141 Valencia ISLAMORADA, FL 33036
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’ Concrete Dock. Master and 2 bedrooms up, split bedrooms w/cathedral ceilings & open floor plan. 2 eating areas and lg pantry. Separate… luxury homes for sale

MLS# 556813

MLS# 556191
$1,495,000
161 Giardino ISLAMORADA, FL 33036
4 Beds 3 Baths Square Ft: 3880
Single Family - MLS#: 556191
Community: Venetian Shores homes
PROMINENT VENETIAN SHORES is offering a wonderful concrete home with panoramic waterviews from all rooms located right on Snake Creek with 238'of waterfront! Spacious living areas on two levels, elevator,… luxury homes for sale

MLS# 556191

MLS# 556703
$1,439,000
120 Giardino ISLAMORADA, FL 33036
3 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… luxury homes for sale

MLS# 556703

MLS# 557033
$1,400,000
128 Gulfside ISLAMORADA, FL 33036
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.… luxury homes for sale

MLS# 557033

MLS# 555772
$1,399,000
113 Stromboli ISLAMORADA, FL 33036
3 Beds 4 Baths Square Ft: 2466
Single Family - MLS#: 555772
Community: Venetian Shores homes
Solid CBS Tri-Level Spacious Home Located in Prestigious Venetian Shores Offers 70' of Dockage on Sparkling Canal. Plenty of Room for Large Families and Entertaining your Friends in the Open Living Area… luxury homes for sale

MLS# 555772

MLS# 555437
$1,395,000
121 VILABELLA ISLAMORADA, FL 33036
3 Beds 3 Baths Square Ft: 2698
Single Family - MLS#: 555437
Community: Venetian Shores homes
Waterfront Pool Home With 100 Ft. Of Dockage, Elevator, Located in Venetian Shores! Offering Upper level third floor master suite with waterfront balcony,recently updated beautiful new pool, Immediate… luxury homes for sale

MLS# 555437

MLS# 554125
$1,395,000
101 San Remo ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 3569
Single Family - MLS#: 554125
Community: Venetian Shores homes
Magnificent custom built home in Venetian Shores! Offering 4BR, 4BA, Brazilian Cherry wood floors, fireplace, great room, formal dining room, living room, fabulous kitchen with granite counters, custom… luxury homes for sale

MLS# 554125

MLS# 551857
$1,375,000
110 Redwing ISLAMORADA, FL 33070
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… luxury homes for sale

MLS# 551857

MLS# 552080
$1,375,000
148 Giardino ISLAMORADA, FL 33036
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… luxury homes for sale

MLS# 552080

MLS# 553893
$1,375,000
171 Ocean ISLAMORADA, FL 33036
3 Beds 3 Baths Square Ft: 1886
Single Family - MLS#: 553893
Community: Oceana Isla homes
Picturesque Oceanfront estate in downtown Islamorada! Featuring uninterrupted views, relaxing oceanfront pool, sandy beach and dockage! Sellers are MOTIVATED! Privacy walled estate with gated entry, situated… luxury homes for sale

MLS# 553893

MLS# 553767
$1,350,000
117 Villabella ISLAMORADA, FL 33036
4 Beds 3 Baths Square Ft: 2588
Single Family - MLS#: 553767
Community: Venetian Shores homes
ALL CONCRETE HOME IN PRESTIGIOUS VENETIAN SHORES, 70' concrete deep water dockage, immediate ocean/bay access through Snake Creek. Spacious 4bd/3ba, interior staircase, legal downstairs living area. Large… luxury homes for sale

MLS# 553767

MLS# 550979
$1,325,000
75161 Overseas ISLAMORADA, FL 33036
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,… luxury homes for sale

MLS# 550979

MLS# 556841
$1,300,000
196 Buttonwood ISLAMORADA, FL 33036
3 Beds 2 Baths Square Ft: 1971
Single Family - MLS#: 556841
Community: Safety Harbor homes
''Safety Sanctuary'': private, beautifully landscaped, corner canal property with 60' concrete dock/davits/lift and fish cleaning station. Three bedrooms/two baths with bonus loft and plenty of storage… luxury homes for sale

MLS# 556841

MLS# 556525
$1,300,000
190 Biscayne ISLAMORADA, FL 33036
3 Beds 2 Baths Square Ft: 2872
Single Family - MLS#: 556525
Community: Port Antigua homes
This Community Features an Extensive White Sandy Beach! Privacy Abounds,yet Located on Main Canal to the Bay, Facing a Private Island Estate. Heated & Secluded Pool with Fountain, 10' Wide T-Dock, Davits,… luxury homes for sale

MLS# 556525

MLS# 555909
$1,299,500
166 Harbor ISLAMORADA, FL 33070
3 Beds 4 Baths Square Ft: 3078
Single Family - MLS#: 555909
Community: Tropical Atlantic Shores homes
ISLAMORADA HOME W. DEEP WATER, OCEAN SIDE DOCKAGE, SOME OCEAN VIEWS AND POOL. Completely updated in 2004/05, fabulous interior with large porches and a big roof top deck off the huge 3rd floor master… luxury homes for sale

MLS# 555909

MLS# 554284
$1,299,000
183 Carroll ISLAMORADA, FL 33036
3 Beds 2 Baths Square Ft: 1351
Single Family - MLS#: 554284
Community: Strattons homes
On the ocean in the heart of Islamorada, this charming Beach House is a hidden gem! Downstairs living with one bedroom and one bath. Upstairs, a bath and 2 comfortable bedrooms with ocean views from each!… luxury homes for sale

MLS# 554284

MLS# 556238
$1,299,000
254 Sunset ISLAMORADA, FL 33036
3 Beds 2.1 Baths Square Ft: 1575
Single Family - MLS#: 556238
Community: Lower Mat Bch homes
Looking for Panoramic Ocean Views and dockage? House on the Atlantic with magnificant sunsets, room for a pool, updated, features 2 master suites has den that can be used as third bedroom with half bath,… luxury homes for sale

MLS# 556238

MLS# 556658
$1,299,000
195 Kahiki ISLAMORADA, FL 33036
3 Beds 3 Baths Square Ft: 1344
Single Family - MLS#: 556658
Community: Kahiki Harbor homes
OH WHAT A VIEW – This charming home has an amazing Tavernier Creek location with over 150 feet on the Creek. Freshly painted and ready for you to move in. This 3 bedroom – 3 bath home even has a rooftop… luxury homes for sale

MLS# 556658

MLS# 555905
$1,299,000
114 Madeira ISLAMORADA, FL 33036
4 Beds 3 Baths Square Ft: 2284
Single Family - MLS#: 555905
Community: Port Antigua homes
Exquisite 4 bedroom 3 bath home constructed in 2005 looks and shows like a present just unwrapped!Spacious 2284sf living space, vaulted ceilings,Stainless & Granite kitchen, Travertine marble, waterfront… luxury homes for sale

MLS# 555905

MLS# 554958
$1,295,000
204 Ocean ISLAMORADA, FL 33070
5 Beds 4 Baths Square Ft: 2547
Single Family - MLS#: 554958
Community: Tropical Atlantic Shores st A homes
OPEN OCEANFRONT 5BD/4BA with POOL, DOCK and BOAT LIFT in ISLAMORADA. Enjoy ocean breezes and OPEN OCEAN VIEWS from the sparkling pool, patio and upstairs deck. There are also open ocean views from the… luxury homes for sale

MLS# 554958

MLS# 556220
$1,268,000
380 S Coconut Palm ISLAMORADA, FL 33070
5 Beds 3 Baths Square Ft: 2500
Single Family - MLS#: 556220
Community: Plant Key Colony homes
BAYFRONT HOME in Plantation Key Colony with superior concrete construction on a large parcel! Spacious 5bd/3ba home, theater room, widows walk, fireplace, legal downstairs apartment. Excellent dockage… luxury homes for sale

MLS# 556220

MLS# 555706
$1,250,000
82258 OVERSEAS ISLAMORADA, FL 33036
5 Beds 4 Baths Square Ft: 2706
Single Family - MLS#: 555706
Community: Strattons homes
Unique bayfront rustic lodge-style home. Fantastic open bay views, coveted boat basin with deep water dockage in the heart of Islamorada. Upstairs 4/2. Brick fireplace. Downstairs 1/2, stone fireplace,… luxury homes for sale

MLS# 555706

MLS# 555154
$1,249,000
101 Valencia ISLAMORADA, FL 33036
3 Beds 3 Baths Square Ft: 2510
Single Family - MLS#: 555154
Community: Venetian Shores homes
Waterfront Pool Home with Guest quarters in Lower Level! Completely updated, 2 bedrooms and 2 baths on upper level and 1 bedroom 1 bath lower level apartment. Beautiful granite/stainless kitchen, travertine… luxury homes for sale

MLS# 555154

MLS# 554829
$1,230,000
134 Giardino ISLAMORADA, FL 33036
3 Beds 3 Baths Square Ft: 2949
Single Family - MLS#: 554829
Community: Venetian Shores homes
NEW CONSTRUCTION! 14 MONTHS OLD! This newly constructed home is offered at least $252,000 below construction cost. Where else can you make a potential 20% gain on your investment AND live on a deepwater… luxury homes for sale

MLS# 554829

MLS# 549387
$1,225,000
198 Biscayne Blvd ISLAMORADA, FL 33036
4 Beds 3 Baths Square Ft: 3290
Single Family - MLS#: 549387
Community: Port Antigua homes
PRICE REDUCED!This community has a long WHITE SAND BEACH. This street is the only one on the main canal, one minute to the bay or ocean. The home is POURED CONCRETE, faces a palm plantation on the water… luxury homes for sale

MLS# 549387



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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.

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