4 South Drive
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Details for 4 South Drive, KEY LARGO, FL 33070
Single Family
  1. Price: $4,250,000.00
  2. Price sqft: $1,235.47 / sqft
  3. Previous Price: $180,000
  4. Last Price Change: 11/05/25
  5. Days On Market: 70
  6. Bedrooms: 4
  7. Baths: 4
  8. Bldg sqft: 3440
  9. Acreage: 0.30 acres
  10. Pool: No
  11. Waterfront: Yes
  12. Waterfront Type: Bay Front
  13. Year Built: 1998
MLS#: 616950
  1. County: MONROE
  2. City: KEY LARGO
  3. Zipcode: 33070
  4. Subdivision: Stillwright Pt (105.5)
  5. Provided by: American Caribbean Real Estate, Christie's Interna
  6. Florida Keys Board of REALTORS
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Welcome to a rare jewel in the Florida Keys. An extraordinary open water estate where every sunset feels like a phenomenal work of art. This is not just a home, or a trophy, it's a lifestyle statement
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80151 Overseas Highway
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Details for 80151 Overseas Highway, ISLAMORADA, FL 33036
Single Family
  1. Price: $4,250,000.00
  2. Price sqft: $2,693.28 / sqft
  3. Days On Market: 225
  4. Bedrooms: 2
  5. Baths: 2
  6. Bldg sqft: 1578
  7. Acreage: 0.45 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Waterfront Type: Oceanfront
  11. Year Built: 1954
MLS#: 615069
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33036
  4. Subdivision: Caribee Beach (80.0)
  5. Provided by: Serhant Florida LLC - Delray Beach Office
  6. Florida Keys Board of REALTORS
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Seize the rare opportunity to build your dream home in one of Islamorada's most coveted locations! Located directly across from the iconic Alligator Reef Lighthouse. Across the street from a protected
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813 Thomas Street
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Details for 813 Thomas Street, KEY WEST, FL 33040
Single Family
  1. Price: $4,250,000.00
  2. Price sqft: $1,889.73 / sqft
  3. Days On Market: 270
  4. Bedrooms: 4
  5. Baths: 3
  6. Bldg sqft: 2249
  7. Acreage: 0.13 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Waterfront Type: None
  11. Year Built: 2002
MLS#: 614449
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Old Town Unrecord (1.0)
  5. Provided by: Truman & Co. (KW)
  6. Florida Keys Board of REALTORS
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An extraordinary opportunity to own a luxurious retreat in the heart of vibrant Old Town Key West. This exquisitely renovated 4BD/3BA estate masterfully blends island contemporary elegance with timele
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9 Bay Drive
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Details for 9 Bay Drive , Saddle Bunch, FL 33040
Single Family
  1. Price: $4,250,000.00
  2. Price sqft: $1,298.90 / sqft
  3. Days On Market: 326
  4. Bedrooms: 5
  5. Baths: 5
  6. Bldg sqft: 3272
  7. Acreage: 0.33 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Waterfront Type: Oceanfront,Open Water,Bay Front
  12. Year Built: 2014
MLS#: 613555
  1. County: MONROE
  2. City: Saddle Bunch
  3. Zipcode: 33040
  4. Subdivision: Bay Point Amd & 1st (15.0)
  5. Provided by: Key West Luxury Real Estate Inc (KW)
  6. Florida Keys Board of REALTORS
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This amazingly beautiful home is a true engineering masterpiece with open water views, 151 feet of seawall, a gorgeous pool, a boat ramp, covered garage and a floating dock for your water toys. Out of
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407-415 Olivia Street
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Details for 407-415 Olivia Street, KEY WEST, FL 33040
Single Family
  1. Price: $4,250,000.00
  2. Price sqft: $1,340.27 / sqft
  3. Days On Market: 368
  4. Bedrooms: 6
  5. Baths: 5
  6. Bldg sqft: 3171
  7. Acreage: 0.19 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Waterfront Type: None
  11. Year Built: 1964
MLS#: 612847
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Old Town Unrecord (1.0)
  5. Provided by: Brenda Donnelly Real Estate LLC
  6. Florida Keys Board of REALTORS
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Situated directly across from the iconic Ernest Hemingway House, this exceptional family compound combines the rich history of Old Town Key West with modern luxury and island charm. From the famous si
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133 Sunset Drive
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Details for 133 Sunset Drive, ISLAMORADA, FL 33036
Single Family
  1. Price: $4,250,000.00
  2. Price sqft: $1,687.18 / sqft
  3. Days On Market: 397
  4. Bedrooms: 4
  5. Baths: 3
  6. Bldg sqft: 2519
  7. Acreage: 0.00 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Waterfront Type: Oceanfront,Open Water,Canal Front
  11. Year Built: 1974
MLS#: 612438
  1. County: MONROE
  2. City: ISLAMORADA
  3. Zipcode: 33036
  4. Subdivision: Lower Mat Bch (74.0)
  5. Provided by: Ocean Sotheby's International Realty
  6. Florida Keys Board of REALTORS
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The Ospreys are back! Welcome to The Osprey's Nest; your perch by the Ocean in one of Islamorada's most coveted locations. Wake up to the sunrise and take a stroll down the turtle nesting beach, while
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628 William Street
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Details for 628 William Street, KEY WEST, FL 33040
Single Family
  1. Price: $4,250,000.00
  2. Price sqft: $2,788.71 / sqft
  3. Days On Market: 410
  4. Bedrooms: 3
  5. Baths: 3
  6. Bldg sqft: 1524
  7. Acreage: 0.11 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Waterfront Type: None
  11. Year Built: 1928
MLS#: 612256
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Old Town Unlisted (1.0)
  5. Provided by: Last Key Realty, Inc (KW)
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
**BREATHTAKING RENOVATION** Nestled in the heart of Old Town, this century old gem has been lovingly renovated and is waiting for you to call it home. This historic residence perfectly balances conve
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704 Eaton Street
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Details for 704 Eaton Street, KEY WEST, FL 33040
Single Family
  1. Price: $4,250,000.00
  2. Price sqft: $1,794.01 / sqft
  3. Days On Market: 589
  4. Bedrooms: 3
  5. Baths: 4
  6. Bldg sqft: 2369
  7. Acreage: 0.00 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: No
  11. Waterfront Type: None
  12. Year Built: 1850
MLS#: 610059
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Old Town Unrecord (1.0)
  5. Provided by: Truman & Co. (KW)
  6. Florida Keys Board of REALTORS
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Ladies and Gentlemen, start your engines! The rare opportunity to own Dale Earnhardt Jr's iconic residence is now possible. Winning multiple awards for historic preservation and built in the 1850's, 7
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127 Redwing Road
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Details for 127 Redwing Road, Tavernier, FL 33070
Single Family
  1. Price: $4,250,000.00
  2. Price sqft: $1,032.56 / sqft
  3. Days On Market: 644
  4. Bedrooms: 5
  5. Baths: 5
  6. Bldg sqft: 4116
  7. Acreage: 0.33 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Waterfront Type: Canal Front
  11. Year Built: 1972
MLS#: 609330
  1. County: MONROE
  2. City: Tavernier
  3. Zipcode: 33070
  4. Subdivision: Sunshine Estates (90.5)
  5. Provided by: Coldwell Banker Schmitt Key Largo
  6. Florida Keys Board of REALTORS
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In the heart of Plantation Key lies a magnificent custom built five bedroom. five bathroom waterfront home with a guest home, like no other. This resort style oasis, crafted with the unyielding streng
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411 Sombrero Beach Road
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Details for 411 Sombrero Beach Road, MARATHON, FL 33050
Single Family
  1. Price: $4,250,000.00
  2. Price sqft: $1,148.65 / sqft
  3. Days On Market: 663
  4. Bedrooms: 6
  5. Baths: 5
  6. Bldg sqft: 3700
  7. Acreage: 0.09 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Waterfront Type: Canal Front
  12. Year Built: 2013
MLS#: 609070
  1. County: MONROE
  2. City: MARATHON
  3. Zipcode: 33050
  4. Subdivision: Sombrero Properties (49.5)
  5. Provided by: ICAMCO REALTY LLC dba COSGROVE REALTY
  6. Florida Keys Board of REALTORS
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Every corner of this home has been thoughtfully designed. imported Italian Marble floors, three fully equipped kitchens.walking distance to Sombrero Beach. 6 stunning bedrooms, 5 luxurious baths Tiki
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