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  1. City = Islamorada
75900 Overseas Highway
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75900 Overseas Highway
Single Family
  1. Price: $18,000,000.00
  2. Price sqft: $2,904.16 / sqft
  3. Days On Market: 397
  4. Bedrooms: 7
  5. Baths: 8
  6. Bldg sqft: 6198
  7. Acreage: 6.05 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Year Built: 2006
MLS#: 583768
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33036
  4. Subdivision: Mat Ocean Bay (75.0)
  5. Provided by: Ocean Sotheby's International Realty
  7. DMCA Notice
Nestled in six tropical acres on the bay in Islamorada on Lower Matecumbe Key is this rare parcel boasting over 600 feet of white sand beach and deep water dockage. This spectacular private estate off [Read More]
Listing Details and 57 Additional Pictures
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79775 Overseas Highway
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79775 Overseas Highway
Single Family
  1. Price: $15,000,000.00
  2. Price sqft: $4,832.47 / sqft
  3. Previous Price: $17,000,000
  4. Last Price Change: 11/06/19
  5. Days On Market: 270
  6. Bedrooms: 5
  7. Baths: 4
  8. Bldg sqft: 3104
  9. Acreage: 15.84 acres
  10. Pool: Yes
  11. Waterfront: Yes
  12. Year Built: 1971
MLS#: 585835
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33036
  4. Subdivision: Tea Table (79.5)
  5. Provided by: Coldwell Banker Schmitt Islamorada
  7. DMCA Notice
An extremely rare and stunning private island, accessible by car, Terra's Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada. Jutting into the blue green waters of the Atlanti [Read More]
Listing Details and 21 Additional Pictures
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90611 Old Highway
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90611 Old Highway
Commercial
  1. Price: $14,000,000.00
  2. Bedrooms: 44
  3. Baths: 46
  4. Acreage: 0.00 acres
  5. Pool: No
  6. Waterfront: No
  7. Year Built: 1973
MLS#: 587284
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33070
  4. Subdivision: Boatmans Colony (90.5)
  5. Provided by: Cornell Commercial Real Estate, Inc.
  7. DMCA Notice
44 all concrete canal front motel units, 2 pools and restaurant on 650 foot of deep water dockage. There is an additional 2 units/TDRs and 800 SqFt of commercial space banked. The entire resort has be [Read More]
Listing Details and 37 Additional Pictures
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139 Gimpy Gulch Drive
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139 Gimpy Gulch Drive
Single Family
  1. Price: $8,900,000.00
  2. Price sqft: $1,354.02 / sqft
  3. Previous Price: $9,495,000
  4. Last Price Change: 11/06/19
  5. Days On Market: 479
  6. Bedrooms: 6
  7. Baths: 10
  8. Bldg sqft: 6573
  9. Acreage: 3.20 acres
  10. Pool: No
  11. Spa/HotTub: Yes
  12. Waterfront: Yes
  13. Year Built: 2014
MLS#: 582483
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33036
  4. Subdivision: Misc Plantation Key (85.0)
  5. Provided by: Coastal Realty of the Florida Keys
  7. DMCA Notice
Opulent, alluring and meticulously detailed, this Islamorada Estate is where perfection meets the Bay ~ welcome to The Fish Ranch. Located on Plantation Key, The Fish Ranch estate features two (2) si [Read More]
Listing Details and 78 Additional Pictures
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89707 Old Highway
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89707 Old Highway
Single Family
  1. Price: $8,300,000.00
  2. Price sqft: $1,323.98 / sqft
  3. Days On Market: 161
  4. Bedrooms: 5
  5. Baths: 6
  6. Bldg sqft: 6269
  7. Acreage: 1.51 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Year Built: 1963
MLS#: 587281
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33070
  4. Subdivision: Lake Harbor (89.5)
  5. Provided by: Coldwell Banker Schmitt Islamorada
  7. DMCA Notice
Welcome to Mima Grada... your Florida Keys oceanfront dream estate with everything you desire to live the ultimate island life. Enjoy your own private boat basin with boat lift and jet ski davits, sp [Read More]
Listing Details and 119 Additional Pictures
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75300 Overseas Highway
Virtual Tour
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75300 Overseas Highway
Single Family
  1. Price: $7,950,000.00
  2. Price sqft: $1,724.51 / sqft
  3. Days On Market: 245
  4. Bedrooms: 4
  5. Baths: 6
  6. Bldg sqft: 4610
  7. Acreage: 1.46 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Year Built: 2013
MLS#: 586167
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33036
  4. Subdivision: Lower Mat Harbor (75.0)
  5. Provided by: Ocean Sotheby's International Realty
  7. DMCA Notice
''Sea Garden'' is located on an impressive landscaped 1.5 acre bayfront parcel sprinkled with orchids and boasts a highly unique bayside coral reef right behind the docks. This completely solar powere [Read More]
Listing Details and 50 Additional Pictures
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88663 Old Highway
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88663 Old Highway
Single Family
  1. Price: $7,900,000.00
  2. Price sqft: $1,447.68 / sqft
  3. Days On Market: 41
  4. Bedrooms: 5
  5. Baths: 5
  6. Bldg sqft: 5457
  7. Acreage: 3.45 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Year Built: 1983
MLS#: 589040
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33070
  4. Subdivision: Key Heights (88.5)
  5. Provided by: Coldwell Banker Schmitt Islamorada
  7. DMCA Notice
Expansive oceanfront family estate compound never before offered for sale! Known as ''Plantation House,'' this unique property was once the star of the Islamorada Tour of Homes and was featured for i [Read More]
Listing Details and 110 Additional Pictures
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200 Atlantic Street
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200 Atlantic Street
Single Family
  1. Price: $7,900,000.00
  2. Price sqft: $1,665.26 / sqft
  3. Days On Market: 41
  4. Bedrooms: 8
  5. Baths: 6
  6. Bldg sqft: 4744
  7. Acreage: 1.81 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Year Built: 1937
MLS#: 589035
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33036
  4. Subdivision: Misc Upper Matacumbe (82.0)
  5. Provided by: American Caribbean Real Estate - Islamorada
  7. DMCA Notice
Introducing Bunny Key, an extraordinary historic Islamorada oceanfront plantation. Once you enter the gate you will be entranced by the prettiest beach on the island of Islamorada with an estimated 24 [Read More]
Listing Details and 142 Additional Pictures
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158 Key Heights Drive
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158 Key Heights Drive
Single Family
  1. Price: $7,394,000.00
  2. Price sqft: $1,195.86 / sqft
  3. Days On Market: 74
  4. Bedrooms: 5
  5. Baths: 6
  6. Bldg sqft: 6183
  7. Acreage: 0.19 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Year Built: 2013
MLS#: 588557
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33070
  4. Subdivision: Key Heights (88.5)
  5. Provided by: Berkshire Hathaway HomeServices Keys Real Estate
  7. DMCA Notice
Only the finest of materials, appliances, whole house systems and true attention to detail make up this custom built bayfront estate which exemplifies all the best in quality home construction. Enjoy [Read More]
Listing Details and 95 Additional Pictures
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88987 Old Highway
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88987 Old Highway
Single Family
  1. Price: $6,995,000.00
  2. Price sqft: $1,197.98 / sqft
  3. Days On Market: 113
  4. Bedrooms: 6
  5. Baths: 5
  6. Bldg sqft: 5839
  7. Acreage: 2.00 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Year Built: 1999
MLS#: 587930
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33070
  4. Subdivision: Trop Coral Reef (89.0)
  5. Provided by: Ocean Sotheby's International Realty
  7. DMCA Notice
Through a long winding and manicured driveway off of the Old Highway you will enter this exquisite Seaside Villa located on Plantation Key in Islamorada, FL. Sitting on 2 acres, this Atlantic Ocean fa [Read More]
Listing Details and 48 Additional Pictures
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