Plantation Key, FL Homes

• 

  

  

  /68

  $1,375,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  84745 Old Hwy Unit 1, Islamorada, FL 33036

  Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

  Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  84745 Old Hwy Unit 1, Islamorada, FL 33036
• 

  

  

  /57

  $1,500,000 Sold May 05, 2025

  209 Matecumbe Ave, Islamorada, FL 33036

  • 2 Beds
  • 1.5 Baths
  • 1,556 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Below List Price
  • $964/SF
  • 124 Days On Market

  Current Estimated Value $1,548,684

  Last Listing Agent Andree Riley LoKation Real Estate

  209 Matecumbe Ave, Islamorada, FL 33036
• 

  

  

  /33

  Est $1,885,269 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,941 Sq Ft

  169 Venetian Way, Islamorada, FL 33036

  169 Venetian Way, Islamorada, FL 33036
• 

  

  

  /51

  $3,500,000

  • 4 Beds
  • 3 Baths
  • 3,481 Sq Ft

  136 Giardino Dr, Islamorada, FL 33036

  Venetian Shores Has It All! Welcome to your slice of paradise in the heart of Islamorada's most sought-after boating community. This beautiful 4 bedroom, 3 bath coastal retreat is designed for both relaxation and entertainment, featuring 70 feet of deep-water dockage along a 100-foot wide canal - just seconds from open water via Snake Creek. Step inside the front door to access the elevator and

  Alina Davis Coldwell Banker Schmitt Islamorada

  136 Giardino Dr, Islamorada, FL 33036
• 

  

  

  /37

  $1,075,000 Sold Sep 03, 2025

  110 Anglers Way, Islamorada, FL 33036

  • 2 Beds
  • 2.5 Baths
  • 1,522 Sq Ft
  • Built 2007

  Last Sold Summary

  • 15% Below List Price
  • $706/SF
  • 25 Days On Market

  Current Estimated Value $1,156,863

  Last Listing Agent Scott Ofstein Berkshire Hathaway HomeServices Florida Realty - Coral Springs

  110 Anglers Way, Islamorada, FL 33036
• 

  

  /48

  Est $2,716,670 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,619 Sq Ft

  113 Bayview Isle Dr, Islamorada, FL 33036

  113 Bayview Isle Dr, Islamorada, FL 33036
• 

  

  /23

  $1,299,000

  • 3 Beds
  • 3 Baths
  • 2,022 Sq Ft

  143 N Hammock Rd, Islamorada, FL 33036

  Experience all that Islamorada can provide from this stunning home that was constructed in 2020. This two-story residence offers 3 spacious bedrooms and 2 full bathrooms on the ground floor. The second floor has a large great room - ideal for a home office, second living room, playroom, or media space—adding extra versatility to the layout. Additionally, there is another full bathroom upstairs.

  Brent Baris COMMERCIAL PROPERTY BROKERS

  143 N Hammock Rd, Islamorada, FL 33036
• 

  

  /38

  $1,737,500 Sold Jul 14, 2025

  144 Anglers Way, Islamorada, FL 33036

  • 2 Beds
  • 2.5 Baths
  • 1,674 Sq Ft
  • Built 2007

  Last Sold Summary

  • 19% Below List Price
  • $1,038/SF
  • 252 Days On Market

  Current Estimated Value $1,793,256

  Last Listing Agent Scott Ofstein Berkshire Hathaway HomeServices Florida Realty - Coral Springs

  144 Anglers Way, Islamorada, FL 33036
• 

  /2

  Est $2,476,107 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,001 Sq Ft

  132 Stromboli Dr, Islamorada, FL 33036

  132 Stromboli Dr, Islamorada, FL 33036
• 

  

  /33

  $990,000

  • 4 Beds
  • 2 Baths
  • 1,766 Sq Ft

  Unlisted Address

  Back on market with Huge Price Improvement! Florida Keys: Rare Downtown Islamorada Opportunity! Located just off the Old Hwy, oceanside, in the sought-after Matecumbe Beach neighborhood on Upper Matecumbe Key. This versatile property features two charming cottages on one property, just steps from festivals, the Arts District, Library Beach, Cheeca Lodge, Historical Hurricane Monument and some of

  Patti Stanley COLDWELL BANKER SCHMITT RE

  Unlisted Address
• 

  

  /41

  Est $2,877,975 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,048 Sq Ft

  141 Palo de Oro Dr, Islamorada, FL 33036

  141 Palo de Oro Dr, Islamorada, FL 33036
• 

  

  /49

  $1,599,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,096 Sq Ft

  124 Venetian Way, Islamorada, FL 33036

  Island Living in Prestigious Venetian Shores!Welcome to this newly custom-built four bedroom, three bathroom residence ideally positioned on a tranquil plugged canal in one of the most sought-after neighborhoods in the Florida Keys. Upstairs, enjoy a spacious open porch, ideal for outdoor dining that flows seamlessly into a light-filled open concept floor plan. The designer kitchen features solid

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  124 Venetian Way, Islamorada, FL 33036
• 

  /2

  Est $952,378 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  116 Coconut Ln, Islamorada, FL 33036

  116 Coconut Ln, Islamorada, FL 33036
• 

  

  /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
• 

  /2

  Est $1,869,533 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,832 Sq Ft

  100 San Marco Dr, Islamorada, FL 33036

  100 San Marco Dr, Islamorada, FL 33036
• 

  

  /39

  $1,295,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft

  87851 Old Hwy Unit M35, Islamorada, FL 33036

  This beautifully updated resort-style condo in Ocean Harbour, Islamorada, blends luxury, convenience, and stunning natural beauty.Enjoy expansive Atlantic Ocean views from the living room and primary bedroom. Nestled in a gated community with lush tropical landscaping, it offers privacy and tranquility.The spacious 2-bed, 2-bath split floor plan combines comfort and style. The modern kitchen is

  Tiffany Alana Ocean Sotheby's International Realty

  87851 Old Hwy Unit M35, Islamorada, FL 33036
• 

  

  /82

  Est $2,597,831 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,034 Sq Ft

  149 Giardino Dr, Islamorada, FL 33036

  149 Giardino Dr, Islamorada, FL 33036
• 

  

  /75

  $1,479,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,117 Sq Ft

  145 Plantation Blvd, Islamorada, FL 33036

  Nestled on a generous half-acre lot in one of Plantation Key's most sought-after neighborhoods, this stunning 3-bedroom, 2.5-bath home with a dedicated office offers the perfect blend of comfort, style, and island living. Boasting 2,117 sq ft of interior space, this property also includes a small guest quarters--ideal for extended family or visiting friends.Step inside to discover a bright,

  Kim Thaler Ocean Sotheby's International Realty

  145 Plantation Blvd, Islamorada, FL 33036
• 

  

  /41

  Est $880,983 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft

  173 Coral Rd, Islamorada, FL 33036

  173 Coral Rd, Islamorada, FL 33036
• 

  

  /57

  $1,900,000

  • 4 Beds
  • 4 Baths
  • 2,728 Sq Ft

  82762 Overseas Hwy Unit 3, Islamorada, FL 33036

  Open Bay Views, Boat Dockage, Pool and more... all in the Heart of Downtown Islamorada! Have you been dreaming of living downtown, but can't find a home with dedicated boat dockage and open water views? If so, this custom 4/4 home in Madeira Bay is your dream come true! Enjoy open water views from the porch, living room, kitchen, loft and bedroom plus soaring ceilings and nearly 3,000 sf of

  Brett Newman Coldwell Banker Schmitt Islamorada

  82762 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  

  /25

  Est $1,215,103 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  202 Bay St, Islamorada, FL 33036

  202 Bay St, Islamorada, FL 33036
• 

  

  /48

  $965,000

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft

  223 Treasure Harbor Dr, Islamorada, FL 33036

  3-bedroom, 2-bath pool home brings vacation vibes! Custom built with thoughtful details, this home features updated vinyl flooring (2023), open eat-in kitchen (new appliances in 2021), and updated bathrooms that feel fresh, bright, and modern. The vaulted ceilings and natural light create a breezy, island-style atmosphere throughout.A pool with a new pump installed in 2024, a screened-in porch

  Samantha Arce Better Homes and Gardens Real Estate Destinations

  223 Treasure Harbor Dr, Islamorada, FL 33036
• 

  

  /25

  Est $1,589,270 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,122 Sq Ft

  201 Galleon Ln, Islamorada, FL 33036

  201 Galleon Ln, Islamorada, FL 33036
• 

  

  /44

  $675,000

  • 2 Beds
  • 2.5 Baths
  • 1,365 Sq Ft

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036

  Welcome to Islamorada living at its finest in one of the most sought-after bayfront communities. This beautifully appointed townhome features 2 bedrooms plus a large loft, 2.5 baths and offers an effortless blend of comfort, style, and coastal charm. Thoughtfully designed to comfortably sleep seven or more, the versatile layout is ideal for hosting family and friends or maximizing rental

  Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036
• 

  

  /21

  Est $2,734,562 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,510 Sq Ft

  101 Valencia Dr, Islamorada, FL 33036

  101 Valencia Dr, Islamorada, FL 33036
• 

  

  /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
• 

  /2

  Est $1,408,596 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,548 Sq Ft

  144 S Hammock Rd, Islamorada, FL 33036

  144 S Hammock Rd, Islamorada, FL 33036
• 

  

  /40

  $1,250,000

  • 3 Beds
  • 3 Baths
  • 1,550 Sq Ft

  191 Carroll St, Islamorada, FL 33036

  Newly Remodeled 3-Bed, 3-Bath Home in the Heart of IslamoradaThis newly remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect blend of modern comfort and island living. The unique layout features 1 bedroom and 1 bathroom downstairs, and 2 bedrooms and 2 bathrooms upstairs--ideal for guests or extended family.Built with solid concrete

  James Mooney Jr. Ocean Sotheby's International Realty

  191 Carroll St, Islamorada, FL 33036
• 

  /2

  Est $2,332,323 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,972 Sq Ft

  150 Valencia Dr, Islamorada, FL 33036

  150 Valencia Dr, Islamorada, FL 33036
• 

  

  /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
• 

  /2

  Est $1,452,646 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,040 Sq Ft

  128 San Marco Dr, Islamorada, FL 33036

  128 San Marco Dr, Islamorada, FL 33036
• 

  

  /36

  $457,000

  • 2 Beds
  • 1.5 Baths
  • 981 Sq Ft

  87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036

  WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED ON MILLIONAIRE'S ROW IN AN OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA, WELL APPOINTED KITCHEN WITH WOOD CABINETS, & A 1/2 BATH DOWNSTAIRS. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR PRIVACY. PRIMARY SUITE INCLUDES A WALK-IN CLOSET. OUTSIDE OFFERS

  Nancy Garcia The Keyes Company

  87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036
• 

  

  /42

  Est $4,366,807 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,270 Sq Ft

  12 Flamingo Hammock Rd, Islamorada, FL 33036

  12 Flamingo Hammock Rd, Islamorada, FL 33036
• 

  

  /18

  $1,299,999

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

  104 Anglers Way, Islamorada, FL 33036

  ****This home is currently rented & no Available for showing until 04/02/2026****Exclusive Anglers Reef Resort style Home in Islamorada. Experience the best of oceanfront living in this gated community, featuring resort-style amenities, a private marina, and two sandy beaches. This fully furnished, two-story single-family home offers 2 bedrooms and 2.5 bathrooms--perfect for ocean lovers and

  Rayden Vega Casa Miami Real Estate

  104 Anglers Way, Islamorada, FL 33036
• 

  

  /39

  Est $1,602,138 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  18 Flamingo Hammock Rd, Islamorada, FL 33036

  18 Flamingo Hammock Rd, Islamorada, FL 33036
• 

  

  /46

  $3,195,000 Pending

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

  80639 Old Hwy Unit 204, Islamorada, FL 33036

  Maison Residences #204, a 4 bedroom residence with 4.5 bathrooms features an open floor plan with a grand room and oversized covered terraces for oceanside living. So open and airy! The grand living room leads into casual dining, island seating and kitchen for gatherings during 'inside time'. This private enclave is nestled between the turquoise waters of the Atlantic Ocean and the Bay of

  Patti Stanley Coldwell Banker Schmitt Islamorada

  80639 Old Hwy Unit 204, Islamorada, FL 33036
• 

  

  /34

  Est $1,169,903 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,909 Sq Ft

  210 Palm Ave, Islamorada, FL 33036

  210 Palm Ave, Islamorada, FL 33036
• 

  

  /50

  $457,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  87465 Old Hwy Unit 215, Islamorada, FL 33036

  WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED IN HIGHLY DESIRED PLANTATION KEY/SLAMORADA ON MILLIONAIRE'S ROW. THIS OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA THAT LIGHT AND BRIGHT! WELL APPOINTED KITCHEN WITH WOOD CABINETS, & FIRST FLOOR HALF BATHROOM. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR

  Anthony Garcia The Keyes Company

  87465 Old Hwy Unit 215, Islamorada, FL 33036
• 

  

  /43

  Est $1,546,282 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,378 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  /2

  Est $3,936,181 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 3,992 Sq Ft

  80980 Overseas Hwy, Islamorada, FL 33036

  80980 Overseas Hwy, Islamorada, FL 33036

Showing Results 241 - 280, Page 7 of 18