Homes in ZIP Code 33036

• 

  

  

  /76

  $1,890,000

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft

  74980 Overseas Hwy Unit 3, Islamorada, FL 33036

  Experience the ultimate Florida Keys lifestyle in this stunning split-level waterfront loft and take advantage of the vacation rental revenue. Ideally located in highly sought-after Lower Matecumbe. This exceptional 5-bedroom, 3-bath residence combines contemporary design with breathtaking water views, creating a truly unique island retreat.The thoughtfully designed layout features three

  

  Pierre-Marc Bellion

  Ocean Sotheby's International Realty

  74980 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  

  

  /86

  $15,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,638 Sq Ft
  • House for Rent

  108 W Plaza Del Lago, Islamorada, FL 33036

  Waterfront Islamorada Home with Private Beach Access & 75' Dock Experience the best of the Florida Keys in this waterfront home in Islamorada, accommodating up to 12 guests and perfect for family vacations, multigenerational gatherings, fishing adventures, or extended stays.Located on Lower Matecumbe Key, this 4-bedroom, 3-bath home offers 2,638 square feet of comfortable indoor-outdoor

  

  Victor Ruiz

  Move Miami, LLC.

  108 W Plaza Del Lago, Islamorada, FL 33036
• 

  

  

  /43

  $500,000

  Sold Aug 26, 2026

  87200 Overseas Hwy Unit 6, Islamorada, FL 33036

  • 2 Beds
  • 1.5 Baths
  • 1,354 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Above List Price
  • $369/SF
  • 44 Days On Market

  Current Estimated Value $492,396

  Last Listing Agent Jaclyn Kelley Prudential Keyswide Properties

  87200 Overseas Hwy Unit 6, Islamorada, FL 33036
• 

  

  

  /43

  Est $2,021,559

  Not Listed For Sale

  117 Sandy Cove Ave, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 1,960 Sq Ft
  • Built 1964

  117 Sandy Cove Ave, Islamorada, FL 33036

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada
• 

  

  

  /48

  $1,675,000

  $115K PRICE DROP

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

  159 Iroquois Dr, Islamorada, FL 33036

  Discover island living at its finest in this beautifully remodeled 3-bedroom, 3-bath ''Florida Modern'' CBS home, ideally located in the desirable Lower Matecumbe Beach neighborhood of Islamorada.A light-filled open-concept layout seamlessly connects the living, dining, and kitchen areas-perfect for entertaining or relaxed island living. The home features three spacious bedrooms and three

  

  Pierre-Marc Bellion

  Ocean Sotheby's International Realty

  159 Iroquois Dr, Islamorada, FL 33036
• 

  

  /37

  $5,225

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,345 Sq Ft
  • Condo for Rent

  87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036

  The advertised rate of $5,226/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 19, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036
• 

  

  /3

  $2,600,000

  Sold Mar 26, 2026

  152 Giardino Dr, Islamorada, FL 33036

  • 2 Beds
  • 3 Baths
  • 1,832 Sq Ft
  • Built 1989

  Last Sold Summary

  • $1,419/SF
  • 0 Days On Market

  Current Estimated Value $2,650,967

  Last Listing Agent Carolyn Ambler American Caribbean Real Estate, Christie's International Real Estate

  152 Giardino Dr, Islamorada, FL 33036
• 

  

  /47

  Not Listed For Sale

  88500 Overseas Hwy Unit 502, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • Built 1976

  88500 Overseas Hwy Unit 502, Tavernier, FL 33070

  Last Sold Summary

  • 102 Days On Market

  Last Listing Agent Maria Canto American Caribbean Real Estate
• 

  

  /49

  $2,500,000

  $295K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  107 Valencia Dr, Islamorada, FL 33036

  OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-water canal with NO FIXED BRIDGES and direct access to both the Atlantic Ocean and Florida Bay via Snake Creek, this is a boater's dream. Minutes to open water with a private dock featuring power and davits, perfect for large

  

  Patty Accorto

  Keller Williams Legacy

  107 Valencia Dr, Islamorada, FL 33036
• 

  

  /14

  $2,200

  Total Monthly Price

  • Studio
  • 1 Bath
  • 495 Sq Ft
  • Condo for Rent

  88500 Overseas Hwy Unit 433, Tavernier, FL 33070

  88500 Overseas Hwy Unit 433, Tavernier, FL 33070
• 

  /2

  $1,025,000

  Sold Feb 23, 2026

  101 Gulfview Dr Unit 114, Islamorada, FL 33036

  • 3 Beds
  • 2.5 Baths
  • 2,026 Sq Ft
  • Built 2003

  Last Sold Summary

  • 9% Below List Price
  • $506/SF
  • 421 Days On Market

  Current Estimated Value $1,055,922

  Last Listing Agent Judy Rossignol Paradise Florida Keys Real Est

  101 Gulfview Dr Unit 114, Islamorada, FL 33036
• 

  

  /46

  Est $1,402,460

  Not Listed For Sale

  87851 Old Hwy Unit K26 and 30ft Boat Sl, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft
  • Built 1989

  87851 Old Hwy Unit K26 and 30ft Boat Sl, Islamorada, FL 33036

  Last Sold Summary

  • 85 Days On Market

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada
• 

  

  /19

  $899,000

  • 1 Bed
  • 1 Bath
  • 468 Sq Ft

  84961 Old Hwy Unit LOT 27, Islamorada, FL 33036

  Memories begin here. Tucked along the ocean's edge and offering the kind of lifestyle buyers spend years searching for, this one-of-a-kind oceanfront retreat delivers the ultimate Florida Keys escape all for under $1M! What is unique about this property is the 40' protected boat slip located right out your back door. This unit is conveniently located offering quick access to the ocean or the bay

  

  Lorie LaLonde

  American Caribbean Real Estate, Christie's International Real Estate

  84961 Old Hwy Unit LOT 27, Islamorada, FL 33036
• 

  

  /15

  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • House for Rent

  223 El Capitan Dr Unit B, Islamorada, FL 33036

  Live the Florida Keys lifestyle in this fully furnished upstairs 3-bedroom, 2-bath unit in beautiful Islamorada! This move-in-ready rental offers comfortable island living with utilities and dockage included.Enjoy the convenience of having everything you need from day one, plus easy access to the water and all that Islamorada has to offer.3 Bedrooms | 2 BathsDockage

  Lizette Miller Coldwell Banker Schmitt Islamorada

  223 El Capitan Dr Unit B, Islamorada, FL 33036
• 

  

  /56

  $880,000

  Sold Apr 15, 2026

  82260 Overseas Hwy, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 2,314 Sq Ft
  • Built 1964

  Last Sold Summary

  • 22% Below List Price
  • $380/SF
  • 276 Days On Market

  Current Estimated Value $935,485

  Last Listing Agent The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82260 Overseas Hwy, Islamorada, FL 33036
• 

  

  /42

  Not Listed For Sale

  88181 Old Hwy Unit C-44 & 50' Slip 7, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft
  • Built 1979

  88181 Old Hwy Unit C-44 & 50' Slip 7, Islamorada, FL 33036

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Kelly Shaw Pa American Caribbean Real Estate, Christie's International Real Estate
• 

  

  /66

  $4,445,000

  $250K PRICE DROP

  • 8 Beds
  • 4 Baths
  • 4,681 Sq Ft

  136 San Remo Dr, Islamorada, FL 33036

  Venetian Shores, the premier waterfront community in Islamorada!!! Looking for that larger than life home, well this is it! We have an 8 bedroom, 4 baths a pool, with nearly 5,000 sq. ft. of living area. Quick access to the Atlantic Ocean and Florida Bay with in minutes via Snake Creek. What makes this location unique is the 100 foot wide, deep water canals and what make this property more unique

  

  Shane Wilson

  Cypress Realty, Inc.

  136 San Remo Dr, Islamorada, FL 33036
• 

  /2

  $15,000 Per Month

  • 3 Beds
  • 4 Baths
  • 1,700 Sq Ft
  • House for Rent

  203 Gulfview Dr, Islamorada, FL 33036

  Welcome to island living in the exclusive Port Antigua community of Islamorada! This beautifully renovated and fully furnished waterfront home offers the perfect combination of comfort, boating, and the Florida Keys lifestyle. Featuring impact windows, an updated kitchen and bathrooms, tile flooring throughout, and inviting indoor and outdoor living spaces, this home is ready to enjoy. Step

  Christina Lopez Lifestyle International Realty

  203 Gulfview Dr, Islamorada, FL 33036
• 

  

  /55

  $5,325,000

  Sold Jun 22, 2026

  75560 Overseas Hwy, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 3,228 Sq Ft
  • Built 2005

  Last Sold Summary

  • 11% Below List Price
  • $1,650/SF
  • 168 Days On Market

  Current Estimated Value $5,854,543

  Last Listing Agent Krissy Carnahan Paradise Florida Keys Real Estate, a Luxury Brand

  75560 Overseas Hwy, Islamorada, FL 33036
• 

  

  /34

  Est $796,154

  Not Listed For Sale

  88181 Old Hwy Unit 2B Slip 45, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1979

  88181 Old Hwy Unit 2B Slip 45, Islamorada, FL 33036

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Lindsey Stanton Berkshire Hathaway HomeServices Freewheeler Realty
• 

  /2

  $355,500

  Under Contract

  0 1 Waterfront Tdr Unit 620977, Lower Matecumbe, FL 33036

  Start building immediately with this Waterfront Transferable Development Right (TDR) for use in the Village of Islamorada for a Single Family Residence on the water.Buyer has to verify with the Village if TDR is applicable to vacant lot. Buyer has to pay all closing costs associated with the transaction and the transfer fees to the Village.The Letter of Development Rights

  

  Bettina Garber

  Ocean Sotheby's International Realty

  0 1 Waterfront Tdr Unit 620977, Lower Matecumbe, FL 33036
• 

  

  /40

  $25,000 Per Month

  • 4 Beds
  • 4 Baths
  • 2,145 Sq Ft
  • House for Rent

  153 Valencia Dr, Islamorada, FL 33036

  Recently remodeled 3-story waterfront estate in sought-after Venetian Shores, Islamorada. 100' waterfront, private dock, 10K-lb boat lift & direct ocean/bay access via Snake Creek. Beautifully furnished & equipped with 4 BR, 4 BA + den. Offering open living areas, designer kitchen, premium appliances, island/bar, workstation with surface plug-in monitor & covered waterfront dining. Main level has

  Steven Koleno Beycome of Florida, LLC

  153 Valencia Dr, Islamorada, FL 33036
• 

  

  /60

  $420,000

  Sold Oct 27, 2025

  88500 Overseas Hwy Unit 428, Tavernier, FL 33070

  • 2 Beds
  • 1.5 Baths
  • 794 Sq Ft
  • Built 1976

  Last Sold Summary

  • 6% Below List Price
  • $529/SF
  • 179 Days On Market

  Current Estimated Value $455,983

  Last Listing Agent Nerida Deza Keller Williams Capital Realty

  88500 Overseas Hwy Unit 428, Tavernier, FL 33070
• 

  

  /40

  Est $1,679,209

  Not Listed For Sale

  110 Buttonwood Ln, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 2025

  110 Buttonwood Ln, Islamorada, FL 33036

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Jesus Monteagudo Century 21 Circle
• 

  

  /33

  $11,700,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 6,577 Sq Ft

  77350 Overseas Hwy, Islamorada, FL 33036

  Sunset Sanctuary. Natural beauty and captivating sunsets of the Florida Keys define this newly completed gated waterfront estate on Lower Matecumbe Key. Surrounded by a serene coastal landscape and native birdlife, the property offers boating access to both Florida Bay and the Atlantic Ocean. Completed in 2025, the three-level main residence features two primary suites, three guest bedroom

  

  Carolyn Ambler

  American Caribbean Real Estate, Christie's International Real Estate

  77350 Overseas Hwy, Islamorada, FL 33036
• 

  

  /20

  $4,500 Per Month

  • 2 Beds
  • 2 Baths
  • Townhouse for Rent

  87200 Overseas Hwy Unit 1, Islamorada, FL 33036

  Prestigious Executive Bay Club corner townhouse in Islamorada. Offering 2BD/2Bth and loft. Spacious, updated & completely furnished. Beach front private community with 24 manned gate entrance, private beach to enjoy beautiful sunsets, pool, tennis courts, club house, first come first serve dock. Next door to Founder's Park offering many activities including the famous Nautical flee market. Assoc

  Isabel Ruiz Coldwell Banker Realty

  87200 Overseas Hwy Unit 1, Islamorada, FL 33036
• 

  

  /57

  $5,400,000

  Sold May 08, 2026

  100 List St, Islamorada, FL 33036

  • 3 Beds
  • 2.5 Baths
  • 3,019 Sq Ft
  • Built 2014

  Last Sold Summary

  • 8% Below List Price
  • $1,789/SF
  • 138 Days On Market

  Current Estimated Value $5,367,412

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  100 List St, Islamorada, FL 33036
• 

  

  /17

  Est $998,721

  Not Listed For Sale

  33 Flamingo Hammock Rd, Islamorada, FL 33036

  33 Flamingo Hammock Rd, Islamorada, FL 33036

  Last Sold Summary

  • 92 Days On Market

  Last Listing Agent Jessica Pinder Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
• 

  

  /53

  $2,495,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,829 Sq Ft

  81906 Overseas Hwy Unit 2, Islamorada, FL 33036

  Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada--just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions.Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront

  

  Pierre-Marc Bellion

  Ocean Sotheby's International Realty

  81906 Overseas Hwy Unit 2, Islamorada, FL 33036
• 

  

  /43

  $8,995 Per Month

  • 5 Beds
  • 4 Baths
  • 2,922 Sq Ft
  • House for Rent

  51 W Plaza Del Lago, Islamorada, FL 33036

  Welcome to PARADISE! FL Vacation Living at Key of Islamorada where luxury meets coastal living! This stunning property offers breathtaking bay views, creating the ultimate Florida Keys retreat. The home features a modern kitchen and updated bedroom flooring, 6-car driveway,blending style and comfort seamlessly. Step outside to your private boat ramp, offering direct access to the bay for endless

  Yure Contreras Brickell Realty Group International

  51 W Plaza Del Lago, Islamorada, FL 33036
• 

  

  /41

  $320,000

  Sold Apr 28, 2026

  119 Cortez Dr Unit G11, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 518 Sq Ft
  • Built 1980

  Last Sold Summary

  • 11% Below List Price
  • $618/SF
  • 34 Days On Market

  Current Estimated Value $331,313

  Last Listing Agent Melissa Nowell Century 21 Circle- Islamorada

  119 Cortez Dr Unit G11, Islamorada, FL 33036
• 

  

  /28

  Est $647,194

  Not Listed For Sale

  88181 Old Hwy Unit F4 slip 65, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,330 Sq Ft
  • Built 1979

  88181 Old Hwy Unit F4 slip 65, Islamorada, FL 33036

  Last Sold Summary

  • 102 Days On Market

  Last Listing Agent Kathleen Denworth Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
• 

  

  /56

  $875,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  88181 Old Hwy Unit B3, Islamorada, FL 33036

  Islamorada luxury condo and boat slip for boats to 44' - the perfect combination for serious boaters! Located within a 14-acre, resort-style ocean front community of just eight buildings, this home sits in a peaceful low-rise building with only three units. As an end unit with no one above or below, it feels very much like a single-family home. Windows on three sides bring in natural light and a

  Christy Hughes Coldwell Banker Schmitt Islamorada

  88181 Old Hwy Unit B3, Islamorada, FL 33036
• 

  

  /10

  $3,200 Per Month

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • House for Rent

  223 El Capitan Dr Unit A, Islamorada, FL 33036

  Florida Keys Living at Its Best!Beautifully furnished downstairs 2-bedroom, 1-bath unit available for rent in Islamorada. This move-in-ready home offers comfortable island living with utilities and dockage included.Enjoy the convenience of a fully furnished rental in one of the most desirable areas of the Florida Keys. Bring your boat, settle in, and start enjoying the Keys

  Lizette Miller Coldwell Banker Schmitt Islamorada

  223 El Capitan Dr Unit A, Islamorada, FL 33036
• 

  

  /3

  $910,000

  Sold Dec 31, 2025

  81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,012 Sq Ft
  • Built 1962

  Last Sold Summary

  • $899/SF
  • 0 Days On Market

  Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

  81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036
• 

  

  /26

  Est $346,971

  Not Listed For Sale

  84961 Old Hwy Unit 9, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 400 Sq Ft
  • Built 2023

  84961 Old Hwy Unit 9, Islamorada, FL 33036

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Claudette Mell Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
• 

  

  /45

  $2,400,000

  • 3 Beds
  • 4 Baths

  316 North Dr, Islamorada, FL 33036

  Simply the best location, exclusive & extremely private. 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, tennis courts, a full-service marina, a dog park, sports fields, and

  Anthony Askowitz RE/MAX Advance Realty II

  316 North Dr, Islamorada, FL 33036
• 

  

  /37

  $3,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  87455 Old Hwy Unit 247, Islamorada, FL 33036

  WAKE UP TO A BREATHTAKING OCEAN VIEW IN THIS RARELY AVAILABLE OCEANFRONT CONDO COMMUNITY! LOCATED ON MILLIONAIRE'S ROW IN HIGHLY DESIRABLE ISLAMORADA/PLANTATION KEY. ENJOY A SPARKLING OCEANFRONT HEATED POOL, A 300 FT FISHING PIER/DOCK TO TIE UP YOUR BOAT FOR LOADING AND UNLOADING. KAYAK STANDS FOR THOSE THAT PREFER NON MOTORIZED ACTIVITIES. BBQ'S WITH COMPLIMENTARY PROPANE, AND THE COMMUNITY ROOM

  Nancy Garcia The Keyes Company

  87455 Old Hwy Unit 247, Islamorada, FL 33036
• 

  /2

  $2,350,000

  Sold Mar 13, 2026

  101 Villa Bella Dr, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1986

  Last Sold Summary

  • 15% Below List Price
  • $1,506/SF
  • 71 Days On Market

  Current Estimated Value $2,420,905

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  101 Villa Bella Dr, Islamorada, FL 33036
• 

  

  /12

  Est $289,635

  Not Listed For Sale

  96 Madeira Rd Unit 26, Islamorada, FL 33036

  • 1 Bed
  • 45 Sq Ft
  • Built 2014

  96 Madeira Rd Unit 26, Islamorada, FL 33036

  Last Sold Summary

  • 21 Days On Market

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

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