Islamorada

Islamorada, described as a "village of islands", is an incorporated village in Monroe County, Florida, United States. It is located on five islands -- Tea Table Key, Lower Matecumbe Key, Upper Matecumbe Key, Windley Key and Plantation Key—in the Florida Keys.

28 homes for sale in Islamorada

Name: Open House - 12PM-2PM
Start: 2026-09-26T12:00:00.000Z
End: 2026-09-26T14:00:00.000Z
Location: 74049 Overseas Hwy, Islamorada, FL 33036

Refine Search

1/86 86

Active

$ 29,000,000

4 Beds6 Baths8,194 SqFt

75090 Overseas Highway, Islamorada, FL 33036

Single Family Home

Listed by Ocean Sothebys Intl Realty
1/125 125

Active

$ 25,000,000

7 Beds10 Baths8,288 SqFt

82768 Overseas Highway, Islamorada, FL 33036

Single Family Home

Listed by Ocean Sothebys Intl Realty
1/38 38

Active

$ 22,500,000

7 Beds9 Baths

Islamorada, FL 33036

Single Family Home

Listed by American Caribbean Real Estate
1/100 100

New

$ 18,999,000

6 Beds8 Baths6,692 SqFt

87429 Old Hwy, Islamorada, FL 33036

Single Family Home

Listed by Ocean Sothebys Intl Realty
1/43 43

Active

$ 15,950,000

6 Beds7 Baths6,680 SqFt

20 Avacado St, Islamorada, FL 33036

Single Family Home

Listed by Beycome of Florida LLC
3D

Price Dropped by $1.0M

$ 14,990,000

6 Beds9 Baths7,590 SqFt

88351 Old Hwy, Islamorada, FL 33070

Single Family Home

Listed by BHHS EWM Realty
1/33 33

Price Dropped by $750K

$ 10,950,000

6 Beds8 Baths6,577 SqFt

77350 Overseas Hwy, Islamorada, FL 33036

Single Family Home

Listed by American Caribbean Real Estate
1/45 45

Price Dropped by $640K

$ 7,950,000

8 Beds10 Baths5,392 SqFt

162 Bayview Dr, Islamorada, FL 33036

Single Family Home

Listed by Coldwell Banker Realty
3D

Active

$ 6,999,000

8 Beds6 Baths3,649 SqFt

1101 Mastic Street, Islamorada, FL 33036

Single Family Home

Listed by LoKation
3D

Active

$ 6,999,000

4 Beds5 Baths2,797 SqFt

88110 Overseas Hwy, Islamorada, FL 33036

Single Family Home

Listed by Langley Knight Gardner Islamorada
1/65 65

Price Dropped by $150K

$ 5,999,999

5 Beds6 Baths5,456 SqFt

137 Sapodilla Dr, Islamorada, FL 33036

Single Family Home

Listed by Ocean Sothebys Intl Realty
1/21 21

Active

$ 4,600,000

105 PALM AVE., Islamorada, FL 33036

Commercial

Listed by Paradise Florida Keys Real Est
1/95 95

Price Dropped by $250K

$ 4,500,000

4 Beds4 Baths3,001 SqFt

75761 Overseas Hwy, Islamorada, FL 33036

Single Family Home

Listed by Advantage Realty Group, LLC
1/11 11

Price Dropped by $1.0M

$ 3,900,000

0.74 Acres

74900 Overseas Hwy, Islamorada, FL 33036

Vacant Land

Listed by Pine River Realty, LLC.
3D

Open 9/26 12PM-2PM

$ 3,850,000

4 Beds4 Baths2,596 SqFt

74049 Overseas Hwy, Islamorada, FL 33036

Single Family Home

Listed by Luxe Properties
1/61 61

Active

$ 2,899,000

2,409 SqFt

127 & 121 Monroe Dr. 1-3, Islamorada, FL 33070

Multi-Family

Listed by LoKation
1/47 47

Price Dropped by $295K

$ 2,500,000

3 Beds3 Baths1,632 SqFt

107 Valencia Dr, Islamorada, FL 33036

Single Family Home

Listed by Keller Williams Legacy
3D

Active

$ 2,400,000

3 Beds4 Baths

316 N Dr, Islamorada, FL 33036

Single Family Home

Listed by RE/MAX Advance Realty II
1/24 24

Active

$ 1,600,000

3 Beds2 Baths1,380 SqFt

102 Venetian Dr, Islamorada, FL 33036

Single Family Home

Listed by Keller Williams Realty Premier Properties
1/54 54

Active

$ 1,549,000

4 Beds2 Baths1,680 SqFt

164 Venetian Dr, Islamorada, FL 33036

Single Family Home

Listed by Compass Florida, LLC
1/14 14

Price Dropped by $10K

$ 649,000

2 Beds2 Baths1,079 SqFt

118 Cortez Dr #B, Islamorada, FL 33036

Townhouse

Listed by Pena Realty, Inc.
1/47 47

Active

$ 649,000

1 Bed1 Bath550 SqFt

81801 Old Hwy #754, Islamorada, FL 33036

Condo

Listed by American Caribbean Real Estate
1/22 22

Active

$ 348,000

2 Beds2 Baths1,156 SqFt

40 High Point Rd #402, Islamorada, FL 33070

Townhouse

Listed by Coastal Realty Florida Keys
1/18 18

Active

$ 298,000

1 Bed1 Bath1,064 Sqft Lot

84961 Old Hwy 17 Hwy, Islamorada, FL 33036

Mobile Home, Vacant Land

Listed by Luft Realty