MLS Listings for Sale in Islamorada, FL

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ABOUT THIS HOME
MLS Listings for Sale in Islamorada, FL
Waterfront living in desirable Plantation Key! Step through the electric gate into a beautifully landscaped paradise. This waterfront gem offers an exceptional outdoor lifestyle with a newer swimming pool, a relaxing hot tub nestled in lush greenery, and an amazing covered entertaining area—perfect for soaking in serene canal views. Excellent dockage with a boat lift, boat ramp, with a floating dock ideal for a skiff, kayaks or paddleboards, plus a dock box and outdoor shower. With immediate bay access and nearby access to the Atlantic Ocean, this is truly a boater's dream! Inside, the tastefully remodeled upstairs living space offers an open concept layout with two bedrooms and one b

$1,649,000

3 beds2 baths1,204 sq ft

139 Gardenia St, Tavernier, FL 33070

Boat lift • Relaxing hot tub • Waterfront living

ABOUT THIS HOME
MLS Listings for Sale in Islamorada, FL
Located in the Indian Waterways neighborhood, this home offers classic island charm and an unbeatable location. The main level features 3 bedrooms and 2 baths, while the lower-level guest quarters include a 1 bedroom and 1 bath- perfect for visitors or rental income. Enjoy the inviting backyard with a concrete dock, davits and a private boat ramp, offering direct bay access for all your boating needs. Additional features include a carport and a workshop area.

$1,670,000

4 beds3 baths1,946 sq ft

251 Pueblo St, Tavernier, FL 33036

Direct bay access • Concrete dock • Workshop area

ABOUT THIS HOME
MLS Listings for Sale in Islamorada, FL
Charming Home in a desirable Plantation Key Subdivision! This well-maintained Sheffield Steel home offers excellent curb appeal with lush, tropical landscaping. Inside, enjoy an open-concept layout with two bedrooms and two bathrooms, highlighted by beautiful Dade County Pine ceilings and an abundance of natural lighting. Step out onto the open upstairs balcony—perfect for relaxing and soaking in the Florida Keys lifestyle. The spacious front yard provides ample parking, and the ground level features a large storage room. Whether you're looking for a full-time residence or a great investment opportunity, this property checks all the boxes. Conveniently located near top-rated schools,

$675,000

2 beds2 baths864 sq ft

115 Fontaine Dr, Tavernier, FL 33070

Ample parking • Large storage room • Tropical landscaping

ABOUT THIS HOME
MLS Listings for Sale in Islamorada, FL
Welcome to your private oasis in the heart of Islamorada. Tucked away in the desirable Bayridge community, this beautifully updated 3-bedroom, 2-bath home blends the breezy charm of the Old Florida Keys with today's modern conveniences. Located on over ¾ of an acre of lush, gated property, this home offers space, serenity, and sweeping views of Florida Bay. Step inside through the inviting front entry and be welcomed into a stunning open-concept living, kitchen, and dining area, a bright, airy space made for everyday living and effortless entertaining. The chef's kitchen is the heart of it all, featuring a Thermador 6-burner propane stove with pot filler, Bosch refrigerator, U-Line b

$2,650,000

3 beds2 baths2,120 sq ft

130 Pippin Dr, Islamorada, FL 33036

Gated property • Sweeping views • Bosch refrigerator

ABOUT THIS HOME
MLS Listings for Sale in Islamorada, FL
Escape to Palm Paradise, a one-of-a-kind oceanfront estate in Islamorada, Florida Keys, where luxury and privacy intertwine on 7.64 secluded acres. This magnificent property boasts 369 feet of pristine ocean frontage, revealing breathtaking panoramic views from nearly every corner. The sprawling 8,988 square foot main residence boasts five spacious bedrooms, five full bathrooms, three half bathrooms, and an array of lavish amenities, including a chef's dream kitchen, a 500-bottle wine cellar, a private gym, an elevator, and a custom pool with a soothing water feature. Expansive outdoor living spaces beckon with a tiki bar, outdoor kitchen, beachside fire pit, lighted tennis court with caban

$28,800,000

7 beds8 baths8,988 sq ft

89505 Old Hwy, Tavernier, FL 33070

Chef's dream kitchen • Panoramic views • Ocean frontage

Property at 109 Sapodilla Dr, Islamorada, FL 33036, 4 beds, 3.5 baths

$3,325,000

4 beds3.5 baths3,130 sq ft

109 Sapodilla Dr, Islamorada, FL 33036

(786) 556-3434

Property at 157 Caloosa St, Tavernier, FL 33070, 3 beds, 3 baths

$1,499,900

3 beds3 baths1,769 sq ft

157 Caloosa St, Tavernier, FL 33070

Property at 88500 Overseas Hwy #233, Tavernier, FL 33070, 1 bed, 1 bath

$290,000

1 bed1 bath398 sq ft

88500 Overseas Hwy #233, Tavernier, FL 33070

Property at 33 Pen Key Dr, Islamorada, FL 33036, 3 beds, 2.5 baths

$2,495,000

3 beds2.5 baths4,537 sq ft

33 Pen Key Dr, Islamorada, FL 33036

Property at 81250 Overseas Hwy #5, Islamorada, FL 33036, 4 beds, 3 baths

$2,850,000

4 beds3 baths2,336 sq ft

81250 Overseas Hwy #5, Islamorada, FL 33036

Property at 40 High Point Rd Unit F-206, Tavernier, FL 33070, 1 bed, 1 bath

$239,000

1 bed1 bath895 sq ft

40 High Point Rd Unit F-206, Tavernier, FL 33070

Property at 88181 Old Hwy Unit 43G, Islamorada, FL 33036, 3 beds, 2 baths

$739,999

3 beds2 baths1,593 sq ft

88181 Old Hwy Unit 43G, Islamorada, FL 33036

Property at 88181 Old Hwy Unit G43, Islamorada, FL 33036, 3 beds, 2 baths

$739,999

3 beds2 baths1,593 sq ft

88181 Old Hwy Unit G43, Islamorada, FL 33036

Property at 130 N Hammock Rd, Islamorada, FL 33036, 3 beds, 2 baths

$739,000

3 beds2 baths1,376 sq ft

130 N Hammock Rd, Islamorada, FL 33036

Property at 141 Plantation Blvd, Islamorada, FL 33036, 3 beds, 3 baths

$1,100,000

3 beds3 baths1,678 sq ft

141 Plantation Blvd, Islamorada, FL 33036

Property at 120 Toner Ln, Islamorada, FL 33036, 4 beds, 4 baths

$5,493,000

4 beds4 baths3,052 sq ft

120 Toner Ln, Islamorada, FL 33036

Property at 87200 Overseas Hwy Unit B9, Islamorada, FL 33036, 2 beds, 2 baths

$590,000

2 beds2 baths1,343 sq ft

87200 Overseas Hwy Unit B9, Islamorada, FL 33036

Property at 153 El Capitan Dr, Islamorada, FL 33036, 2 beds, 2 baths

$2,500,000

2 beds2 baths1,950 sq ft

153 El Capitan Dr, Islamorada, FL 33036

Property at 158 Tampa Dr, Tavernier, FL 33070, 3 beds, 2 baths

$1,050,000

3 beds2 baths1,344 sq ft

158 Tampa Dr, Tavernier, FL 33070

Property at 220 Tide Ave, Tavernier, FL 33070, 4 beds, 3 baths

$5,195,000

4 beds3 baths2,652 sq ft

220 Tide Ave, Tavernier, FL 33070

Property at 215 S Coconut Palm Blvd, Tavernier, FL 33070, 3 beds, 2 baths

$979,000

3 beds2 baths1,350 sq ft

215 S Coconut Palm Blvd, Tavernier, FL 33070

Property at 87465 Old Hwy #106, Islamorada, FL 33036, 2 beds, 2 baths

$479,000

2 beds2 baths976 sq ft

87465 Old Hwy #106, Islamorada, FL 33036

Property at 214 Pueblo St, Tavernier, FL 33070, 3 beds, 3 baths

$2,200,000

3 beds3 baths1,697 sq ft

214 Pueblo St, Tavernier, FL 33070

Property at 175 Galleon Rd, Islamorada, FL 33036, 3 beds, 3.5 baths

$2,450,000

3 beds3.5 baths2,833 sq ft

175 Galleon Rd, Islamorada, FL 33036

Property at 178 Coral Ave, Tavernier, FL 33070, 4 beds, 3 baths

$885,000

4 beds3 baths1,380 sq ft

178 Coral Ave, Tavernier, FL 33070

Property at 194 Buttonwood Ln, Islamorada, FL 33036, 6 beds, 7 baths

$6,150,000

6 beds7 baths5,100 sq ft

194 Buttonwood Ln, Islamorada, FL 33036

Property at 82260 Overseas Hwy, Islamorada, FL 33036, 3 beds, 3 baths

$899,000

3 beds3 baths2,314 sq ft

82260 Overseas Hwy, Islamorada, FL 33036

Property at 75691-71 Overseas Hwy, Islamorada, FL 33036, 3 beds, 2 baths

$5,750,000

3 beds2 baths1,331 sq ft

75691-71 Overseas Hwy, Islamorada, FL 33036

Property at 240 S Coconut Palm Blvd, Tavernier, FL 33070, 2 beds, 1 bath

$1,799,999

2 beds1 bath1,022 sq ft

240 S Coconut Palm Blvd, Tavernier, FL 33070

Property at 104 Anglers Way, Islamorada, FL 33036, 2 beds, 2.5 baths

$1,299,999

2 beds2.5 baths1,376 sq ft

104 Anglers Way, Islamorada, FL 33036

Property at 87851 Old Hwy Unit M3, Islamorada, FL 33036, 2 beds, 2 baths

$1,095,000

2 beds2 baths1,536 sq ft

87851 Old Hwy Unit M3, Islamorada, FL 33036

Property at 96 Madeira Rd #9, Islamorada, FL 33036

$315,000

— beds— baths— sq ft

96 Madeira Rd #9, Islamorada, FL 33036

Property at 101 Gulfview Dr #116, Islamorada, FL 33036, 3 beds, 2.5 baths

$1,225,000

3 beds2.5 baths2,026 sq ft

101 Gulfview Dr #116, Islamorada, FL 33036

(305) 393-0523

Property at 88540 Overseas Hwy #605, Tavernier, FL 33070, 2 beds, 2 baths

$729,000

2 beds2 baths853 sq ft

88540 Overseas Hwy #605, Tavernier, FL 33070

Property at 75691 Overseas Hwy, Islamorada, FL 33036, 3 beds, 2 baths

$4,425,000

3 beds2 baths1,331 sq ft

75691 Overseas Hwy, Islamorada, FL 33036

Property at 88500 Overseas Hwy #501, Tavernier, FL 33070, 3 beds, 2 baths

$695,000

3 beds2 baths1,567 sq ft

88500 Overseas Hwy #501, Tavernier, FL 33070

Property at 87200 Overseas Hwy Unit O9, Islamorada, FL 33036, 2 beds, 2 baths

$599,000

2 beds2 baths1,372 sq ft

87200 Overseas Hwy Unit O9, Islamorada, FL 33036

Property at 185 Gardenia St, Tavernier, FL 33070, 2 beds, 1 bath

$895,000

2 beds1 bath891 sq ft

185 Gardenia St, Tavernier, FL 33070

(267) 765-2080

Property at 100 List St, Islamorada, FL 33036, 3 beds, 2.5 baths

$6,395,000

3 beds2.5 baths3,019 sq ft

100 List St, Islamorada, FL 33036

Property at 188 Indian Mound Trl, Tavernier, FL 33036, 3 beds, 2 baths

$2,875,000

3 beds2 baths2,250 sq ft

188 Indian Mound Trl, Tavernier, FL 33036

Property at 81801 Overseas Hwy #754, Islamorada, FL 33036, 1 bed, 1 bath

$639,000

1 bed1 bath550 sq ft

81801 Overseas Hwy #754, Islamorada, FL 33036

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Based on information submitted to the MLS GRID as of Wed Nov 12 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

MLS Listings for Sale in Islamorada

There are currently 197 mls listings for sale in Islamorada at a median listing price of $1.64M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Islamorada stay on the market for 155 days. This map is refreshed with the newest listings in Islamorada every 15 minutes.

In the past month, 14 homes have been sold in Islamorada. In addition to houses in Islamorada, there were also 40 condos, 12 townhouses, and 3 multi-family units for sale in Islamorada last month. Find your dream home in Islamorada using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Islamorada are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Islamorada. Our Islamorada real estate stats and trends will give you more information about home buying and selling trends in Islamorada. If you're looking to sell your home in the Islamorada area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Islamorada with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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