Islamorada, Florida MLS listings - Homes for Sale

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Homes For Sale » Florida » Monroe county » Islamorada
$5,400,000
85261 Old Highway
3 bed / 2 bath Single Family Home
MLS #549574
1,839 sq. ft.
HUGE OCEANFRONT PARCEL JUST UNDER 3 ACRES IN ISLAMORADA, large deep water basin! 200' on the ocean! You will enjoy this gated compound with a ground level home with many extras including fireplace and home theater…
$12,199,999
82749 Overseas Highway
Commercial Property
MLS #563247
Islamorada, FL 33036
A great opportunity to own one of Islamorada's most successful Hotels; Property is located from Highway to the Atlantic Ocean; This is a rare offer and one that provides for a number of different scenarios; 37 Transient…
$2,600,000
77521 Overseas Highway #BLDG1
4 bed / 4.1 bath Single Family Home
MLS #563619
3,382 sq. ft.
Islamorada, FL 33036
Exquisite oceanfront home in Tarpon Point, an exclusive enclave of 12 oceanfront residences. Designed to meet the ultra-high standards of the developers, this exceptional home allows for the most advanced building…
$4,999,000
Tavernier Key
Vacant Land
MLS #565420
31.4 acres
Islamorada, FL 33070
TAVERNIER KEY FOR SALE BUILD YOUR PRIVATE ISLAND DREAM HOME! OVER 17 ACRES of Upland on this 31.4 acre BEAUTIFUL LUSH TROPICAL Island with 360 DEGREES OF OPEN WATER VIEWS. Buildable, Private Oceanside Offshore Island…
$19,000,000
100 Sapodilla Drive
2 bed / 2 bath Single Family Home
MLS #A2049322
Islamorada, FL 33036
$7,500,000
82500 State Road Old
Commercial Property
MLS #566509
3,443 sq. ft.
Islamorada, FL 33036
Prime oceanfront development site with 250+/- feet water front on the Atlantic Ocean in the heart of Islamorada, the Florida Keys. One residence, completed in 2008 with 4 bedrooms, 3 bath and pool with spa. Tennis…
$7,500,000
82500 State Road Old
4 bed / 3 bath Single Family Home
MLS #566504
3,443 sq. ft.
Islamorada, FL 33036
Prime location in the heart of Islamorada. Oceanfront 4 bedroom, 3 bath completed residence with 7 additional building rights on this 2.65 acre property. Pool, spa, dock and tennis court. Create your own subdivision or…
$7,500,000
82500 State Road Old
4 bed / 3 bath Single Family Home
MLS #A2073365
3,443 sq. ft.
Islamorada, FL 33036
Prime location in the heart of Islamorada. Oceanfront 4 bedroom, 3 bath completed residence with 7 additional building rights on this 2.65 acre property. Pool, spa, dock and tennis court. Create your own subdivision or…
$12,500,000
82910 Overseas Highway
13 bed / 11.4 bath Single Family Home
MLS #567181
6,519 sq. ft.
Islamorada, FL 33036
From the private picturesque setting, this 6.41 acre bay front estate offers over 12,400 square feet of living space including a main residence and two guest cottages. This estate features charming Key West style…
$4,900,000
210 Plantation Boulevard
5 bed / 3.2 bath Single Family Home
MLS #568088
4,512 sq. ft.
Islamorada, FL 33036
Newly Constructed Gated Bay Front Estate in Islamorada featuring amazing sunsets, 5 bdrms, 3 bths, 2 powder rms, gourmet kitchen over 4,500 sf of living space, expansive porches, elevator, outdoor kitchen, & dining make…
$3,500,000
MLS #568744
1.52 acres
Islamorada, FL 33036
CRAIG CAY - Enjoy an unprecedented opportunity to own the southwest portion of Craig Cay Island. Encompassing approximately 1.5 acres of land, the island is surrounded by deep water on three sides and stunning views in…
$2,995,000
89701 Old Highway
4 bed / 3 bath Single Family Home
MLS #569117
1,735 sq. ft.
Islamorada, FL 33070
San Roc Estate is one of the last remaining parcels on the Atlantic offering a 4 bedroom 3 bath seaside retreat nestled on over 2 Acres of Land w/sandy beach. Exterior amenities include a keystone lanai for ultimate…
$6,900,000
89251 Old Highway
3 bed / 3 bath Single Family Home
MLS #566146
1,243 sq. ft.
Islamorada, FL 33070
Private and gated, this exquisite long-driveway Oceanfront Estate with over 450' waterfrontage & deep water dockage, set on over 6 acres including bay bottom is offered for the first time in decades. Pristine beachfront…
$4,995,000
101 Gulfview Drive #314316
6 bed / 6.2 bath Condo
MLS #569530
5,525 sq. ft.
Islamorada, FL 33036
Amazing penthouse condominium in Islamorada's Bay Harbour available! This residence is the entire top floor of the D building in Bay Harbor that includes 4 boat slips, covered parking for 4 vehicles, storage, incredible…
$3,749,000
75931 Overseas Highway
5 bed / 5.1 bath Single Family Home
MLS #569619
4,770 sq. ft.
Islamorada, FL 33036
Luxury and tranquility await you at this prestigious oceanfront estate on Lower Matecumbe in Islamorada. Relax on the +150 ft of sandy beach or watch incredible Keys sunrises from the second floor master suite porch.…
$2,450,000
228 Coral Road
1 bed / 1 bath Single Family Home
MLS #569770
608 sq. ft.
Islamorada, FL 33036
WATERFRONT ON THE OCEAN. This residential lot offers a 1 bedroom 1 bath home with spectacular ocean views. Ideal for development of your ultimate Keys getaway. This parcel includes the sale of adjoining waterfront…
$2,495,000
80639 Old Highway #Building11
4 bed / 4.1 bath Condo
MLS #569787
2,997 sq. ft.
Islamorada, FL 33036
Rare opportunity to own new construction at Maison Residences in the heart of Islamorada. Top floor oceanfront! Ocean views, top quality construction, covered parking, and gated entry. Private and tranquil white sand…
$5,900,000
86420 Overseas Highway
Commercial Property
MLS #569877
Self storage facility,office/caretakers quarters located in Islamorada offers units of various sizes. New 2015 CBS building. Over 3 acres of industrial zoned property. 90 units, 20,000 sq ft. building with room to add…
$2,450,000
122 Anglers Way
4 bed / 3 bath Single Family Home
MLS #569974
2,587 sq. ft.
Islamorada, FL 33036
Breathtaking Atlantic ocean from every room. 4 bedrooms 3 bath including one with a steam shower. Custom finishes throughout such as Viking appliances, hardwood floors, crown molding, custom cabinets and closets, built…
$2,500,000
208 Plantation Shores Drive
3 bed / 3 bath Single Family Home
MLS #570610
1,663 sq. ft.
Islamorada, FL 33070
Ocean Front PLANTATION SHORES IN TAVERNIER! Custom built CBS home by a premier builder, architecturally designed Great room features an Island kitchen, 3 en suite bedrooms, a pitched concrete roof that creates a frame…
$8,500,000
MLS #570913
20.442 acres
Islamorada, FL 33036
THE CROWN JEWEL OF ISLAMORADA - Over 20 acres spanning from US-1 to the beautiful bay, affording private access from US-1 to your estate and year round sunsets over a secluded cove from one of the largest private…
$3,000,000
MLS #570937
Islamorada, FL 33036
Across the 40 acres of peaceful shores, ready to be built are 10 one-of-a-kind homes sheltered in a private, gated community inviting you to go deeper into the island lifestyle. Welcome to the endless days on the…
$3,300,000
MLS #570940
Islamorada, FL 33036
Across the 40 acres of peaceful shores, ready to be built are 10 one-of-a-kind homes sheltered in a private, gated community inviting you to go deeper into the island lifestyle. Welcome to the endless days on the…
$4,400,000
MLS #A10086949
40 acres
Islamorada, FL 33036
Lot 6 is a bayfront lot at Parmalee Key with over 300' of water frontage! Zoned residential estate allows for a main home, guest house, and caretakers cottage! Offering beautiful open water views, protected deep water…
$3,300,000
MLS #A10087064
40 acres
Islamorada, FL 33036
Build the house of your dreams in sought after Parmelee Key! Lot 4 comes with a TDR so you're able to start building immediately. Zoned residential estate allows a main home, guest home and caretakers quarters! Gorgeous…
$3,300,000
MLS #A10087043
40 acres
Islamorada, FL 33036
Lot 5 at Parmelee Key is now being offered for sale. Lot 5 offers gorgeous open water views of the Florida Bay, TDR so you're able to start building immediately, along with protected deep water dockage. Zoned…
$3,000,000
MLS #A10086987
40 acres
Islamorada, FL 33036
Sought after Parmalee Key is offering Lot 10. Comes with a TDR so you're able to start building immediately! Dock permit has been applied for. 6 Acres of privacy! Beautiful wide canal views! Zoned residential estate…
$2,775,000
76180 Overseas Highway
16 bed / 14 bath Single Family Home
MLS #556818
7,785 sq. ft.
Islamorada, FL 33036
8 development rights on this bay front compound currently offering 7 residences comprised of 2 duplexes & 3 homes on over 1.5acres of prime Bay Front Islamorada real estate. Immediate back country & offshore access.…
$3,800,000
88547 Old Highway
4 bed / 3 bath Single Family Home
MLS #571151
3,438 sq. ft.
Islamorada, FL 33070
"Estate of Plantation Key"- Luxury, private Estate of Millionaires Row, a winding whimsical driveway with many native plants and majestic palm trees, lead to this 4/BD 3/BA, Direct Ocean front home boast a new concrete…
$2,600,000
110 Plantation Boulevard
3 bed / 3 bath Single Family Home
MLS #571172
2,578 sq. ft.
Islamorada, FL 33036
Sunsets on Florida Bay! This must-see private open water 3/3 estate with dockage offers expansive open water views, a bayfront beach and a vertical boat lift. Mature trees shade the charming front gardens of the nearly…
$2,300,000
77521 Overseas Highway #BLDG2
4 bed / 4 bath Single Family Home
MLS #571178
2,895 sq. ft.
Islamorada, FL 33036
The ocean is calling you from Tarpon Point, an exclusive enclave of 12 oceanfront residences. Designed to meet the ultra-high standards of the developers, this exceptional home allows for the most advanced building…
$2,600,000
77521 Overseas Highway #BLDG12
4 bed / 4.1 bath Single Family Home
MLS #571199
3,382 sq. ft.
Islamorada, FL 33036
The Beach house at Tarpon Point is brand new and as aptly named overlooks the beach area and ocean. Tucked away you will find this spacious 4 bedroom, 4.5 bath home with three stories of living and TWO living areas.…
$2,300,000
77521 Overseas Highway #BLDG9
4 bed / 4 bath Single Family Home
MLS #571259
2,895 sq. ft.
Islamorada, FL 33036
This Tarpon Point Beauty sits at the edge of the pool and offers spectacular ocean views. A spacious 4 bedroom/ 4 bath home is well equipped with a Chef's kitchen with top of the line stainless steel appliances granite…
$2,300,000
77521 Overseas Highway #BLDG10
4 bed / 4 bath Single Family Home
MLS #571261
2,895 sq. ft.
Islamorada, FL 33036
Designed to meet the ultra-high standards of the developers, this spacious four-bedroom, four-bath homes features 2895 sq. feet of air-conditioned living space. Interior has beautiful ocean views, granite counters, wood…
$2,600,000
77521 Overseas Highway #BLDG11
4 bed / 4.1 bath Single Family Home
MLS #571263
3,382 sq. ft.
This stunning, spacious 4 bedroom/ 4 1/2 bath home sits in luxury at Tarpon Point. Featuring granite counters, wood cabinetry, high end stainless steel appliances along with an elevator and whole house generator. This…
$3,990,000
109 Carroll Street #9
Commercial Property
MLS #569334
Islamorada, FL 33036
Price includes (1) Tri Plex and (1) SFR as well as 3 Transient Rights; This site offers several opportunities for the investor, looking to have 3 Legal Short Term Rentals on a very private parcel. The Tri Plex & SFR…
$2,150,000
105 Columbus Drive
5 bed / 4 bath Single Family Home
MLS #571428
2,560 sq. ft.
Islamorada, FL 33036
OCEAN'S EDGEWake up to amazing sunrises on this direct oceanfront property on Lower Matecumbe Key. The lush, tropical setting offers 80 feet of sandy beach and a wooden pier into the crystal blue waters - perfect for…
$2,250,000
82762 Overseas Highway #1
4 bed / 3.1 bath Single Family Home
MLS #571453
3,291 sq. ft.
Islamorada, FL 33036
MADEIRA BAY SUNSETS IN ISLAMORADA! Directly situated on Florida Bay, Upper Matecumbe Key in gated enclave offering deep water dockage & common pool for all 8 residences. Custom 4B/3.5B residence, panoramic open water…
$2,349,000
133 Severino Drive
3 bed / 2.1 bath Single Family Home
MLS #571461
4,576 sq. ft.
Islamorada, FL 33036
One of the most unique properties in the Upper Keys. Boasting an 8 car garage and 100 ft of deep-water dockage, this exquisite, pre-firm estate has been completely remodeled by the area's best builder, and no expense…
$4,250,000
101 Carroll Street
2 bed / 2 bath Single Family Home
MLS #564240
959 sq. ft.
Islamorada, FL 33036
Fantastic development opportunity in the heart of Islamorada, Florida Keys! One-of-a-kind waterfront site with walk-in sandy beach, panoramic views nestled in this most sought after, private serene Island Life setting.…
$2,495,000
128 Severino Drive
5 bed / 5.1 bath Single Family Home
MLS #571580
4,458 sq. ft.
Islamorada, FL 33036
METICULOUSLY APPOINTED IN ISLAMORADA!Upon entering this custom-built residence, it is immediately apparent that ultimate attention was paid to every detail. An elegant, 5B/5.5B, Venetian Shores trophy property, with a…
$12,990,000
MLS #571583
3.8 acres
Islamorada, FL 33037
Spectacular assemblage of land directly on the ocean/Islamorada w/ gateway on Overseas Highway. Assigned TRE allows permits and building immediately! Build your family compound: tennis, helipad, gate house, main house,…
$2,375,000
87445 Old Highway
5 bed / 3 bath Single Family Home
MLS #571681
3,866 sq. ft.
Islamorada, FL 33070
MAGNIFICANT OCEANFRONT ESTATE situated in Islamorada on 1.7 acres! The expansive floor plan takes advantage of the breathtaking oceanviews in this 5 bedroom, 3 bathroom home with gorgeous winding staircase leading to…
$2,900,000
400 S Coconut Palm Boulevard
4 bed / 3.1 bath Single Family Home
MLS #571788
2,656 sq. ft.
Islamorada, FL 33070
Fabulous Bayfront residence with beautiful Bay views and Sunsets. Deep water boat dockage for large vessels and multiple boats. This property has been extensively renovated and has a third floor addition. Many new…
$2,150,000
288 South Drive
4 bed / 3.1 bath Single Family Home
MLS #571876
3,692 sq. ft.
Islamorada, FL 33036
PRIVATE OCEANFRONT ESTATE WITH PROTECTED DOCKAGE! This outstanding home is located in a private gated community in the Village of Islamorada surrounded by multi-million dollar homes. Featuring outstanding ocean views…
$3,500,000
MLS #571491
Islamorada, FL 33036
Situated on a pristine peninsula with incredible bay views and ocean access, Parmelee Key is a 40-acre private community offering the feel of an exclusive private island, with the amenities and ease of being connected…
Matecumbe Ocean View
$3,799,900
139 Columbus Drive
4 bed / 4 bath Single Family Home
MLS #A10150532
3,097 sq. ft.
Islamorada, FL 33036
SANDCASTLE, BLENDING LUXURY WITH TOTAL COMFORT - This custum-built, direct oceanfront, 4 bedrooms, 4.5 baths masterpiece exudes Coastal Island Style living in Islamorada, Florida. Built & expertly designed with…
$3,799,900
139 Columbus Drive
4 bed / 4.1 bath Single Family Home
MLS #572012
3,097 sq. ft.
Islamorada, FL 33036
SANDCASTLE, BLENDING LUXURY WITH TOTAL COMFORT - This custom-built, direct oceanfront, 4 bedrooms, 4.5 baths masterpiece exudes Coastal Island Style living in Islamorada, Florida. Built & expertly designed with…
$4,750,000
213 Plantation Drive
5 bed / 4 bath Single Family Home
MLS #572061
4,750 sq. ft.
Islamorada, FL 33070
Situated on the corner of the spectacular Atlantic Ocean and the tranquil waters of Tavernier Creek, this private gated point lot property boasts vast open water views while offering expansive protected dockage with 2…
$2,300,000
132 Gulfside Drive
3 bed / 2.1 bath Single Family Home
MLS #572082
2,132 sq. ft.
Islamorada, FL 33036
Open water view of Florida Bay! Magnificent bayfront retreat on 1 1/2 lots. 120ft wide breathtaking open waterfront. Two deepwater marina boat slips within 1,000 ft. plus two floating docks at your back door for…
$5,900,000
82216 Overseas Highway #19
Commercial Property
MLS #572215
Islamorada, FL 33036
Located In the heart of Islamorada,one of the few Retro Motels left in the Keys. Ready for redevelopment with an opportunity to bring a true boutiquestyle destination Motel to Islamorada.Includes Manager's apartment…
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