Homes for Sale in 33036

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  /58

  $7,995,000

  • 4 Beds
  • 5 Baths
  • 4,048 Sq Ft

  91 Iroquois Dr, Islamorada, FL 33036

  Discover paradise in Islamorada, where you can enjoy beautiful ocean views, protected dockage, and resort-style amenities. This home blends luxury living with the Florida Keys lifestyle and is designed with both entertainment and relaxation in mind. Concrete construction and equipped with impact windows/doors, Interlock Aluminum Slate Roofing and a solar generator, this home can weather any

  Eric Smith Coastal Realty of the Florida Keys

  91 Iroquois Dr, Islamorada, FL 33036
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  /16

  $880,000

  • Land
  • 6,600 Sq Ft
  • $5,808,000 per Acre

  149 Iroquois Dr, Islamorada, FL 33036

  This exceptional canal-front vacant lot on Lower Matecumbe Key represents a truly prime piece of cleared real estate. The permit for this property is ready to be picked up, allowing you to bypass typical delays and start construction immediately. Seize this rare opportunity to build your dream home in a highly sought-after Keys location. THIS PROPERTY has a permit ready to be picked up at the

  Nancy Hershoff Coldwell Banker Schmitt Islamorada

  149 Iroquois Dr, Islamorada, FL 33036
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  /84

  $6,700,000

  • 4 Beds
  • 5 Baths

  109 Columbus Dr, Islamorada, FL 33036

  Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise

  Joy Martin American Caribbean Real Estate

  109 Columbus Dr, Islamorada, FL 33036
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  /71

  $1,499,999

  • 3 Beds
  • 3 Baths
  • 1,786 Sq Ft

  126 Columbus Dr, Islamorada, FL 33036

  Seller will consider seller financing. Florida Keys waterfront home, offered fully furnished, no homeowners association, 1,786 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy

  

  Jessica Wolf

  Luxe Properties, LLC.

  (786) 981-3256

  126 Columbus Dr, Islamorada, FL 33036
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  /39

  $1,199,990

  • 2 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  111 Anglers Way, Islamorada, FL 33036

  Your dream getaway in the heart of the Florida Keys! This light-filled, spacious 2br/2bth home is located in the highly sought-after Angler's Reef community in Islamorada. Fully furnished, tastefully decorated and turnkey, this well-maintained property is perfect for ocean lovers or savvy investors alike.With over 12 years in a successful vacation rental program and an active vacation rental

  Rosana Velilla Serrano & Associates Real Estate, LLC

  111 Anglers Way, Islamorada, FL 33036
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  /39

  $6,500,000

  • 3 Beds
  • 3 Baths
  • 1,485 Sq Ft

  82749 Old Hwy, Islamorada, FL 33036

  Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada — a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring

  Alina Davis Coldwell Banker Schmitt Islamorada

  82749 Old Hwy, Islamorada, FL 33036
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  /77

  $2,795,000

  • 3 Beds
  • 3 Baths
  • 2,374 Sq Ft

  122 Court Contessa, Islamorada, FL 33036

  'Turnkey Deepwater Boater's Retreat with Private Beach Access in the Heart of Islamorada'Tucked away on a quiet cul-de-sac in one of the most desirable enclaves in Islamorada, this fully renovated 3-bedroom, 3.5-bath concrete residence delivers the ultimate Florida Keys lifestyle--where luxury, durability, and world-class boating converge.Built for peace of mind and longevity, the home

  Lourdes Martin-Rosa The Keyes Company

  122 Court Contessa, Islamorada, FL 33036
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  /20

  $475,000

  • 2 Beds
  • 2 Baths
  • 981 Sq Ft

  87465 Old Hwy Unit 218, Islamorada, FL 33036

  Condo for Sale - Islamorada, Plantation by The Sea 2 Bedrooms | 1.5 Bathrooms | Furnished | Two-Story Townhouse Style Experience the unique lifestyle of the Florida Keys in this spectacular furnished condo at Plantation by The Sea! Located in prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal

  Florentina Antigua EXP Realty LLC

  87465 Old Hwy Unit 218, Islamorada, FL 33036
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  /43

  $710,000 Open Tue 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,419 Sq Ft

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036

  Welcome to Your Slice of Paradise in the Florida Keys! Discover this charming 2-bedroom, 2-bath townhome in Executive Bay Club. Here, you'll enjoy amenities including a pool, tennis courts, first-come dockage, a sandy beach, and a newly renovated clubhouse. Plus, you're right next door to Founders Park with boat ramps, beaches, and more outdoor fun. Inside, the home features an open and airy

  Stephanie Cowart Coastal Realty of the Florida Keys

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  

  /43

  $1,025,000

  • 2 Beds
  • 3 Baths
  • 1,248 Sq Ft

  143 Aregood Ln Unit D-1, Islamorada, FL 33036

  Direct Oceanfront Townhome with Private Boat Slip & Rooftop Deck in the Heart of the Keys!Experience panoramic ocean views, direct boating access, and the ultimate coastal lifestyle from this beautifully updated 2-bedroom, 2.5-bath townhouse in Plantation Key. Perched directly on the oceanfront, this residence includes a private boat slip and a rooftop deck offering unobstructed

  Christy Hughes Coldwell Banker Schmitt Islamorada

  143 Aregood Ln Unit D-1, Islamorada, FL 33036
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  /92

  $3,495,000

  • 4 Beds
  • 4.5 Baths
  • 2,539 Sq Ft

  80639 Old Hwy Unit 201, Islamorada, FL 33036

  Welcome to Your Florida Keys retreat or income-producing rental, with 7-day rentals approved! Maison Residences presents its final developer unit, #201, offering 4 bedrooms, 4.5 bathrooms and a spacious open layout designed for true oceanside living. Step off your private elevator into a grand room with soaring 10-foot ceilings and 9-foot stacked sliders that frame endless Ocean views. The open

  Jennifer Gomez LPT Realty, LLC

  80639 Old Hwy Unit 201, Islamorada, FL 33036
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  /33

  $3,995,000

  • 5 Beds
  • 4 Baths
  • 4,014 Sq Ft

  87445 Old Hwy, Islamorada, FL 33036

  This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior.With five spacious bedrooms and four well-appointed bathrooms, this

  Cheri Tindall American Caribbean Real Estate, Christie's International Real Estate

  87445 Old Hwy, Islamorada, FL 33036
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  /26

  $2,650,000

  • Land
  • 1.42 Acres
  • $1,865,630 per Acre

  76291 Overseas Hwy, Islamorada, FL 33036

  100 x 717 ft lot approximately 1.66 acres ocean front with real sand on the beach on Lower Matecumbe in Islamorada MM76.2. Remains of prior Utility building on property. incredible location for an ocean front beach front micro-estate in the Village of Islamorada.

  Keith Allen Coastal Realty of the Florida Keys

  76291 Overseas Hwy, Islamorada, FL 33036
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  /2

  $350,000

  • Land

  80939 Overseas Hwy, Islamorada, FL 33036

  6 transient unit dry building rights in Islamorada. These transient units are for hotel rentals ,motel and rv. There is a total of six transients units available. The price is 350,000 each.

  Danny Sanchez Century 21 All Keys Inc (KW)

  80939 Overseas Hwy, Islamorada, FL 33036
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  /54

  $2,500,000

  • 3 Beds
  • 4 Baths
  • 2,309 Sq Ft

  316 North Dr, Islamorada, FL 33036

  Simply the best location, exclusive & extremely private. This is a rare find and a single-family home that's rarely available. It's tucked away in the prestigious ''Plantation Lake Estates,'' a highly sought-after gated community with an on-site boat ramp and park. This Coastal-Styled Beach Home is in a prime location at Mile Marker 87, across the street from Founders Park, which has a beach,

  Anthony Askowitz RE/MAX All Keys Real Estate

  316 North Dr, Islamorada, FL 33036
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  /29

  $449,500

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  87455 Old Hwy Unit 248, Islamorada, FL 33036

  THIS OCEAN FRONT BEAUTY IS. PRICED TO SELL! RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LESS THAN $470,000! THIS SPACIOUS CONDO OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE. FEATURING AN OPEN CONCEPT LIVING AREA, A WELL-APPOINTED UPDATED OPEN CONCEPT KITCHEN WITH WOOD CABINETRY, RECESSED LIGHTING, AND AMPLE STORAGE. NEW HOT WATER HEATER, 1/2 BATH DOWNSTAIRS, SPLIT BEDROOM LAYOUT UPSTAIRS FOR

  Nancy Garcia The Keyes Company

  87455 Old Hwy Unit 248, Islamorada, FL 33036
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  /67

  $2,290,000

  • 4 Beds
  • 3 Baths
  • 2,336 Sq Ft

  81250 Overseas Hwy Unit 5, Islamorada, FL 33036

  Only sophistication and class represented in Islamorada's most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off it's manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique

  AJ Vetter Palm House Real Estate

  81250 Overseas Hwy Unit 5, Islamorada, FL 33036
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  /3

  $2,000,000

  • Land
  • 17,499 Sq Ft
  • $4,978,286 per Acre

  0 Overseas Hwy, Islamorada, FL 33036

  Beautiful 100' wide oceanfront lot on Lower Matecumbe Key, Village of Islamorada. Includes bay bottom and TDR so you do not have to wait in line to start your dream home. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings,

  Randy Selden Century 21 Circle- Islamorada

  0 Overseas Hwy, Islamorada, FL 33036
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  /72

  $5,493,000

  • 4 Beds
  • 4 Baths
  • 3,052 Sq Ft

  120 Toner Ln, Islamorada, FL 33036

  Oceanfront luxury living in Islamorada.Experience the ultimate in coastal elegance with this breathtaking 4-bedroom, 4-bath oceanfront estate in the heart of Islamorada, offering 3,052 square feet of beautifully crafted living space. Nestled on over half an acre, this three-story residence boasts unobstructed 180-degree views of the Atlantic, deep water dockage, a rare, private boat ramp and

  Kim Thaler Ocean Sotheby's International Realty

  120 Toner Ln, Islamorada, FL 33036
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  /37

  $6,690,000

  • 3 Beds
  • 2 Baths
  • 1,331 Sq Ft

  75691 Overseas Hwy, Islamorada, FL 33036

  New Price, New Improvements, including new dock, deck off dock on jetty, boat lift, channel markers, dredging the channel, raise elevation of rocks on jetty and new landscaping!Entice Your Senses with Unobstructed Ocean Views in Lower MatecumbeWelcome to a rare gem in the Florida Keys—an exquisitely remodeled home offering panoramic Atlantic Ocean vistas right from your backyard. Nestled

  Lisa Frins Century 21 Prestige Realty Grp, Tavernier

  75691 Overseas Hwy, Islamorada, FL 33036
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  /18

  $1,300,000

  • 2 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  104 Anglers Way, Islamorada, FL 33036

  Exclusive Anglers Reef Resort-style oceanfront home in Islamorada -- a rare coastal gem. Nestled inside a gated community with resort-caliber amenities, a private marina and two sandy beaches, this fully furnished two-story single-family retreat offers 2 bedrooms and 2.5 baths -- ideal for saltwater lovers or savvy investors.Thoughtfully upgraded with elegant, durable finishes: impact-rated

  Rayden Vega Casa Miami Real Estate

  104 Anglers Way, Islamorada, FL 33036
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  /113

  $5,000,000 New Construction

  • 5 Beds
  • 5 Baths
  • 4,064 Sq Ft

  88 W Plaza Del Lago, Islamorada, FL 33036

  Experience elevated coastal living in this elegant Port Antigua retreat. Thoughtfully designed for comfort, privacy, effortless entertaining and situated in a prime waterfront location, this beautiful resort-style residence offers generous living spaces, including both upstairs and downstairs primary suites, three additional guest suites, a dedicated office, shaded porches on both levels and a

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  88 W Plaza Del Lago, Islamorada, FL 33036
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  /109

  $19,500,000 New Construction

  • 6 Beds
  • 8 Baths
  • 6,692 Sq Ft

  87429 Old Hwy, Islamorada, FL 33036

  A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound.The grand porte-cochere entry sets the tone, leading to a single-level

  TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

  87429 Old Hwy, Islamorada, FL 33036
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  /8

  $1,795,000

  • Land
  • 23,958 Sq Ft
  • $3,263,636 per Acre

  75671 Overseas Hwy, Islamorada, FL 33036

  Build Your Oceanfront Dream in the Florida Keys! ACTIVE BUILDING PERMIT!Don't miss this incredible opportunity to create your own private paradise on a prime oceanfront parcel in highly desirable Lower Matecumbe! This spacious lot is in the building permit process and offers .55 acres of upland and .53 acres of bay bottom, delivering expansive, unobstructed views of the Atlantic Ocean and

  Lisa Frins Century 21 Prestige Realty Grp, Tavernier

  75671 Overseas Hwy, Islamorada, FL 33036
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  /43

  $4,695,000

  • 3 Beds
  • 2 Baths
  • 1,331 Sq Ft

  75691 Overseas Hwy, Islamorada, FL 33036

  New Price, New Improvements, including new dock, deck off dock on jetty, boat lift, channel markers, dredging the channel, raise elevation of rocks on jetty and new landscaping!Entice Your Senses with Unobstructed Ocean Views in Lower Matecumbe!Welcome to this beautifully remodeled and inviting 3-bedroom, 2-bath concrete home offering panoramic Atlantic Ocean views right out your back

  Lisa Frins Century 21 Prestige Realty Grp, Tavernier

  75691 Overseas Hwy, Islamorada, FL 33036
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  /29

  $4,799,000

  • 5 Beds
  • 4.5 Baths
  • 3,556 Sq Ft

  128 Leoni Dr, Islamorada, FL 33036

  SPECTACULAR HOME IN VENETIAN SHORES! 70' concrete dock on deep water canal which opens directly to Snake Creek for easy and quick access to bay or ocean; 5 bedrooms/4.5 baths; private master retreat with gorgeous bath on third level; marble floors throughout; elevator; FABULOUS chef's kitchen with Wolf gas range and huge island; large terraces and fantastic entertaining spaces; sound system

  Emily Romberg Real Estate Sales Force - Coral Gables

  128 Leoni Dr, Islamorada, FL 33036
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  /40

  $1,600,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,277 Sq Ft

  36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036

  Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space.Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features

  AJ Vetter Palm House Real Estate

  36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036
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  /49

  $2,850,000

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft

  81250 Overseas Hwy Unit 2, Islamorada, FL 33036

  Experience refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket.This three-story home offers a thoughtful

  AJ Vetter Palm House Real Estate

  81250 Overseas Hwy Unit 2, Islamorada, FL 33036
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  /74

  $7,800,000

  • 5 Beds
  • 6 Baths
  • 4,770 Sq Ft

  75931 Overseas Hwy, Islamorada, FL 33036

  Set on 1.38 acres of pristine oceanfront in the Florida Keys, this private estate offers the perfect blend of luxury, serenity, and tropical beauty. With an enormous 150-foot private beach, this stunning 4,770-square-foot residence presents an unparalleled opportunity to experience the magic of oceanfront living.The home features five bedrooms and five and a half baths, including separate guest

  Leslie Leopold Ocean Sotheby's International Realty

  75931 Overseas Hwy, Islamorada, FL 33036
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  /185

  $42,000,000

  • 6 Beds
  • 9 Baths
  • 9,843 Sq Ft

  88041 Old Hwy, Islamorada, FL 33036

  Coccoloba: Awarded Florida's ASLA Garden of the Year. A once-in-a-lifetime opportunity to own one of Florida's most distinguished oceanfront estates, a secluded sanctuary where visionary design meets botanical perfection. Nestled on over five acres of waterfront bliss, this architectural triumph—conceived by the acclaimed Siskind Architects—is a symphony of elegance, privacy, and coastal

  Eric Rizzo Ocean Sotheby's International Realty

  88041 Old Hwy, Islamorada, FL 33036
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  /46

  $8,950,000

  • 8 Beds
  • 10 Baths
  • 5,392 Sq Ft

  162 Bayview Dr, Islamorada, FL 33036

  Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning Gulfside estate offers an unparalleled blend of luxury and tranquility. Situated on a prime point, the property boasts breathtaking open water views and the added advantage of protected dockage, making it a boater's paradise. With a concrete seawall, two boat lifts equipped with power and water, and a fish cleaning

  Nancy Muniz Coldwell Banker Realty - Coral Gables

  162 Bayview Dr, Islamorada, FL 33036
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  /139

  $25,000,000

  • 7 Beds
  • 10 Baths
  • 6,935 Sq Ft

  82768 Overseas Hwy, Islamorada, FL 33036

  Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly 4 acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82768 Overseas Hwy, Islamorada, FL 33036
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  /95

  $4,999,900

  • 4 Beds
  • 4 Baths
  • 3,001 Sq Ft

  75761 Overseas Hwy, Islamorada, FL 33036

  Enjoy endless ocean views and direct access to the white sandy beaches of Islamorada from this oceanfront retreat. Behind your own private gated entrance, this solid concrete block home offers four bedrooms, four full bathrooms, and a cozy loft. Inside, hardwood floors run throughout an open layout featuring a breakfast nook, dining bar, and spacious living area — ideal for entertaining. The

  Carlos Mosquera Advantage Realty Group, LLC

  75761 Overseas Hwy, Islamorada, FL 33036
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  /87

  $6,500,000

  • 4 Beds
  • 3 Baths
  • 4,103 Sq Ft

  88547 Old Hwy, Tavernier, FL 33070

  Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame

  Brett Newman Coldwell Banker Schmitt Islamorada

  88547 Old Hwy, Tavernier, FL 33070
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  /36

  $6,495,000

  • Land
  • 1.1 Acres
  • $5,894,212 per Acre

  75131 Overseas Hwy, Islamorada, FL 33036

  Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of one 100' lot, vacant with TDR & contiguously, a 100' lot with a triplex apartment building (3 TDRs),.This gives you endless possibilities for redevelopment of the property. The vacant lot has an additional 200' of bay bottom. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches.

  Randy Selden Century 21 Circle- Islamorada

  75131 Overseas Hwy, Islamorada, FL 33036
• 

  

  /25

  $6,750,000

  • Land
  • 7.78 Acres
  • $867,084 per Acre

  82900 Old Hwy, Islamorada, FL 33036

  OCEANFRONT ACREAGE IN HEART OF ISLAMORADA! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by baybottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic

  Karan Moeller Ocean Sotheby's International Realty

  82900 Old Hwy, Islamorada, FL 33036

Showing Results 121 - 156, Page 4 of 4