Plantation Key, FL Homes

• 

  

  

  /36

  $1,350,000

  Sold Jan 26, 2026

  120 Anglers Way, Islamorada, FL 33036

  • 2 Beds
  • 2.5 Baths
  • 1,137 Sq Ft
  • Built 2007

  Last Sold Summary

  • 10% Below List Price
  • $1,187/SF
  • 421 Days On Market

  Current Estimated Value $1,386,250

  Last Listing Agent Scot Drucker Compass Florida, LLC

  120 Anglers Way, Islamorada, FL 33036
• 

  

  

  /31

  Est $2,349,902

  Not Listed For Sale

  100 Villa Bella Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1984

  100 Villa Bella Dr, Islamorada, FL 33036

  Last Sold Summary

  • 97 Days On Market
• 

  

  

  /93

  $25,000

  • 4 Beds
  • 5 Baths
  • 3,467 Sq Ft

  114 Royal Ln, Islamorada, FL 33036

  Experience the ultimate Florida Keys retreat at Pickle Ball Estate, a stunning new luxury rental in the heart of Islamorada, thoughtfully crafted by 4 Keys Construction. This brand-new four-bedroom, five-bathroom residence combines sophisticated coastal design with exceptional amenities, creating the perfect escape for extended stays and seasonal living.Designed for both relaxation and

  Alexander Pinero Pine River Realty, LLC

  114 Royal Ln, Islamorada, FL 33036
• 

  

  

  /54

  $2,900,000

  Sold Oct 01, 2025

  126 Villa Bella Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 2,088 Sq Ft
  • Built 1985

  Last Sold Summary

  • 31% Below List Price
  • $1,389/SF
  • 86 Days On Market

  Current Estimated Value $2,947,657

  Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

  126 Villa Bella Dr, Islamorada, FL 33036
• 

  

  /2

  Est $1,434,927

  Not Listed For Sale

  114 Jerome Ave, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 1,270 Sq Ft
  • Built 1952

  114 Jerome Ave, Islamorada, FL 33036
• 

  

  /54

  $1,075,000

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft

  87851 Old Hwy Unit M3, Islamorada, FL 33036

  Experience the relaxed lifestyle of Islamorada at its finest, at Ocean Harbor Condominiums. This first-floor unit sits directly above its assigned covered parking space and is conveniently closest to the elevator for easy access. A private backyard staircase leads you straight to the pool, and the beach is just steps from your door. This home can serve as a personal retreat or monthly vacation

  Bobby Coe RE/MAX Keys Connection (KW)

  87851 Old Hwy Unit M3, Islamorada, FL 33036
• 

  

  /31

  $650,000

  Sold Jul 24, 2025

  100 Parker Dr, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,095 Sq Ft
  • Built 1958

  Last Sold Summary

  • 34% Below List Price
  • $594/SF
  • 167 Days On Market

  Current Estimated Value $714,460

  Last Listing Agent Krissy Carnahan Realty ONE Group Destination (ISL)

  100 Parker Dr, Islamorada, FL 33036
• 

  

  /48

  Est $2,962,511

  Not Listed For Sale

  113 Bayview Isle Dr, Islamorada, FL 33036

  • 4 Beds
  • 2.5 Baths
  • 2,619 Sq Ft
  • Built 2000

  113 Bayview Isle Dr, Islamorada, FL 33036

  Last Sold Summary

  • 49 Days On Market
• 

  

  /72

  $1,650,000

  $750K PRICE DROP

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

  169 Venetian Way, Islamorada, FL 33036

  Experience Coastal Luxury and privacy with this exceptional 5 bedroom, 3 bath home on two lots!!Over 2900 sq. ft. of thoughtfully designed living space. Constructed of concrete with impact windows and doors and recently painted inside and out, this home blends style, safety, and comfort. The property's coastal architectural charm is highlighted by a beautiful wrap-around porch and a curved

  Jane Wasmund Coldwell Banker Schmitt Key Largo

  169 Venetian Way, 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 $1,189,162

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

  110 Anglers Way, Islamorada, FL 33036
• 

  /2

  Est $2,665,223

  Not Listed For Sale

  132 Stromboli Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 2,001 Sq Ft
  • Built 1971

  132 Stromboli Dr, Islamorada, FL 33036
• 

  

  /90

  $469,000

  $121K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 981 Sq Ft

  79901 Overseas Hwy Unit 204, Islamorada, FL 33036

  🌊 Spectacular Direct Ocean Views! ✨ Islamorada's Best-Kept Secret! This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal-clear Atlantic. Perfectly situated near Bud & Mary's Marina and just minutes

  Tracey Petrusha Venture Realty Group

  79901 Overseas Hwy Unit 204, 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 $1,879,212

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

  144 Anglers Way, Islamorada, FL 33036
• 

  

  /41

  Est $3,103,503

  Not Listed For Sale

  141 Palo de Oro Dr, Islamorada, FL 33036

  • 4 Beds
  • 3.5 Baths
  • 3,048 Sq Ft
  • Built 1964

  141 Palo de Oro Dr, Islamorada, FL 33036

  Last Sold Summary

  • 77 Days On Market
• 

  

  /38

  $595,000

  $34K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,261 Sq Ft

  80450 Overseas Hwy Unit 204, Islamorada, FL 33036

  Welcome to Sand Pebbles -- Islamorada's Hidden Gem. Located in the heart of the Village of Islamorada, this spacious 2-bedroom, 2-bathroom condo at the boutique community of Sand Pebbles offers the quintessential Florida Keys lifestyle you've been dreaming of. With only 16 units, Sand Pebbles delivers an intimate, low-key atmosphere that larger communities simply can't match, your own private

  Taylor Globus American Caribbean Real Estate, Christie's International Real Estate

  80450 Overseas Hwy Unit 204, Islamorada, FL 33036
• 

  

  /65

  $1,099,000

  Sold Aug 01, 2025

  84745 Old Hwy Unit 1, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft
  • Built 2023

  Last Sold Summary

  • $654/SF
  • 126 Days On Market

  Last Listing Agent Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  84745 Old Hwy Unit 1, Islamorada, FL 33036
• 

  /2

  Est $1,005,593

  Not Listed For Sale

  116 Coconut Ln, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1992

  116 Coconut Ln, Islamorada, FL 33036
• 

  

  /26

  $1,149,000

  $50K PRICE DROP

  • Land
  • 13,503 Sq Ft
  • $3,706,452 per Acre

  74520 Overseas Hwy, Islamorada, FL 33036

  Waterfront commercial investment opportunity with 100 feet of dockage on a 13,500 sq ft lot, offering both canal frontage and open ocean views--an increasingly scarce combination in the Upper Keys. Ideally located just outside Port Antigua and White Marlin Beach, the property benefits from strong visibility and proximity to established boating and residential communities.The site features

  Eddy Chamizo LoKation Real Estate - Pompano Beach

  74520 Overseas Hwy, Islamorada, FL 33036
• 

  

  /41

  Est $995,050

  Not Listed For Sale

  173 Coral Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft
  • Built 1957

  173 Coral Rd, Islamorada, FL 33036

  Last Sold Summary

  • 158 Days On Market
• 

  

  /130

  $3,800,000

  New Construction Under Contract

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 16, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 16, Islamorada, FL 33036
• 

  

  /25

  Est $1,222,600

  Not Listed For Sale

  202 Bay St, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft
  • Built 1961

  202 Bay St, Islamorada, FL 33036

  Last Sold Summary

  • 77 Days On Market
• 

  

  /35

  $550,000

  $35K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,303 Sq Ft

  80450 Overseas Hwy Unit 106, Islamorada, FL 33036

  Set in the very center of Islamorada's vibrant island community, this 2BD/2.5BA townhouse style condo in Sand Pebbles offers privacy, comfort, and convenience. The ground level features two spacious en-suite bedrooms, each with its own private porch. Upstairs, enjoy a bright open-concept living, dining, and kitchen area plus a convenient half bath. With 1,303 sq ft and multiple outdoor living

  The Jude Lindback Te Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  80450 Overseas Hwy Unit 106, Islamorada, FL 33036
• 

  

  /25

  Est $1,703,477

  Not Listed For Sale

  201 Galleon Ln, Islamorada, FL 33036

  • 3 Beds
  • 2.5 Baths
  • 2,122 Sq Ft
  • Built 1973

  201 Galleon Ln, Islamorada, FL 33036

  Last Sold Summary

  • 102 Days On Market
• 

  

  /62

  $3,800,000

  • 5 Beds
  • 3 Baths
  • 2,464 Sq Ft

  87950 Overseas Hwy, Islamorada, FL 33036

  Tired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own private slice of paradise, right in the heart of Islamorada? Just a flip-flop stroll away from local favorites like MEAT Eatery, Shima, Marker 88, and City Hall Café, this property places you at the vibrant core of island living. Behind its private, fully fenced grounds, you'll discover sweeping bay views and

  Alina Davis Coldwell Banker Schmitt Islamorada

  87950 Overseas Hwy, Islamorada, FL 33036
• 

  

  /41

  Est $1,301,875

  Not Listed For Sale

  137 Venetian Way, Islamorada, FL 33036

  • 5 Beds
  • 3 Baths
  • 2,240 Sq Ft
  • Built 1992

  137 Venetian Way, Islamorada, FL 33036

  Last Sold Summary

  • 43 Days On Market
• 

  

  /51

  $3,299,000

  $400K PRICE DROP

  • 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
• 

  /2

  Est $1,367,604

  Not Listed For Sale

  144 S Hammock Rd, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,548 Sq Ft
  • Built 1980

  144 S Hammock Rd, 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 $2,464,401

  Not Listed For Sale

  150 Valencia Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,972 Sq Ft
  • Built 1971

  150 Valencia Dr, Islamorada, FL 33036
• 

  

  /51

  $599,000

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036

  Welcome to coastal living in the heart of Islamorada! This beautifully appointed townhouse in the desirable Executive Bay Club offers comfort and resort-style amenities. The main level features an open-concept floor plan with a spacious living area and kitchen, plus full bath, creating an inviting space for entertaining and everyday living. Upstairs, you'll find an expansive primary suite, a

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  /2

  Est $1,697,807

  Not Listed For Sale

  128 San Marco Dr, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,040 Sq Ft
  • Built 2000

  128 San Marco Dr, Islamorada, FL 33036
• 

  

  /23

  $585,000

  • 1 Bed
  • 1 Bath
  • 358 Sq Ft

  81801 Overseas Hwy Unit 727, Islamorada, FL 33036

  Attention Investors! Own a piece of the legendary Cheeca Lodge Resort and Spa. Located in Islamorada, the ''Sportfishing Capital of the World''. This spacious Two Queen bed Suite offers a spacious beautiful bathroom featuring a walk-in shower and soaking tub, a private screened in porch with views of the lush landscaping and large swaying palm trees. This exceptional income-producing property

  Jan Keller Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  81801 Overseas Hwy Unit 727, Islamorada, FL 33036
• 

  

  /42

  Est $4,993,329

  Not Listed For Sale

  12 Flamingo Hammock Rd, Islamorada, FL 33036

  • 4 Beds
  • 4.5 Baths
  • 3,270 Sq Ft
  • Built 2004

  12 Flamingo Hammock Rd, Islamorada, FL 33036

  Last Sold Summary

  • 169 Days On Market
• 

  

  /16

  $549,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft

  87455 Old Hwy 229 Hwy 229 Unit 229, Plantation Key, FL 33036

  Beautifully maintained 2-bedroom, 2 bath townhouse condo located oceanside in the heart of Islamorada. This turn-key residence offers effortless island living with no updates needed—simply move in and enjoy. The home features a new A/C system installed in 2022, new appliances added in 2024, and fully replaced air ducts completed in 2024 for improved comfort and efficiency. Impact windows

  Jose Medina Main Assets Corp

  87455 Old Hwy 229 Hwy 229 Unit 229, Plantation Key, FL 33036
• 

  

  /39

  Est $1,779,306

  Not Listed For Sale

  18 Flamingo Hammock Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft
  • Built 1998

  18 Flamingo Hammock Rd, Islamorada, FL 33036

  Last Sold Summary

  • 2 Days On Market
• 

  

  /36

  $443,000

  $17K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 981 Sq Ft

  87465 Old Hwy 215 Hwy 215 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

  Anthony Garcia The Keyes Company

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

  

  /34

  Est $1,457,978

  Not Listed For Sale

  210 Palm Ave, Islamorada, FL 33036

  • 5 Beds
  • 3.5 Baths
  • 2,909 Sq Ft
  • Built 1988

  210 Palm Ave, Islamorada, FL 33036

  Last Sold Summary

  • 20 Days On Market
• 

  

  /53

  $3,000,000

  $175K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft

  154 Milano Dr, Islamorada, FL 33036

  What does everyone want? The smallest house in a great neighborhood! THIS IS THE ONE! Tucked away in the sought-after Venetian Shores neighborhood of Islamorada, this solid CBS waterfront home is perfectly positioned for enjoying the effortless boating lifestyle the Keys are known for. With 100 feet of dockage, a 15,000 lb. boat lift, and a fish cleaning station, this home is just one lot from

  Alina Davis Coldwell Banker Schmitt Islamorada

  154 Milano Dr, Islamorada, FL 33036
• 

  

  /50

  Est $4,288,097

  Not Listed For Sale

  80459 Old Hwy, Islamorada, FL 33036

  • 5 Beds
  • 4 Baths
  • 2,358 Sq Ft
  • Built 1960

  80459 Old Hwy, Islamorada, FL 33036

  Last Sold Summary

  • 36 Days On Market
• 

  

  /100

  $18,999,000

  $501K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 6,054 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-cochère entry sets the tone, leading to a single-level

  Michaela Walters Ocean Sothebys Intl Realty

  87429 Old Hwy, Islamorada, FL 33036

Showing Results 241 - 280, Page 7 of 18