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Headshot for Associate Krista Plagge
  1. Krista Plagge, REALTOR ®
  2. Tropic Shores Realty
  3. Mobile: 813.285.1702
  4. krista@homeguidetampa.com
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  1. City = Key West
231 Shore Drive E
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Details for 231 Shore Drive E, Key West, FL 33040
Single Family
  1. Price: $32,000,000.00
  2. Days On Market: 8
  3. Bedrooms: 5
  4. Baths: 5
  5. Garage / Parking Spaces: 2
  6. Acreage: 3.34 acres
  7. Pool: Yes
  8. Waterfront: Yes
  9. Wateraccess: Yes
  10. Year Built: 2025
MLS#: RX-11130582
  1. County: MONROE
  2. City: Key West
  3. Zipcode: 33040
  4. Subdivision: Summerland Estates
  5. Building: The Seven Palms A Key West Oasis
  6. Provided by: Serhant
  7. Provided through
  8. DMCA Notice
Introducing Seven Palms Cove, a rare new construction oceanfront community in the Florida Keys that combines luxury living with unmatched investment potential. With only seven residences available ea
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400 South Street
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Details for 400 South Street, KEY WEST, FL 33040
Single Family
  1. Price: $18,500,000.00
  2. Price sqft: $4,615.77 / sqft
  3. Days On Market: 466
  4. Bedrooms: 5
  5. Baths: 6
  6. Bldg sqft: 4008
  7. Acreage: 1.00 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Waterfront Type: Oceanfront,Open Water,Gulf Front
  11. Year Built: 1958
MLS#: 610694
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Filer Boyle Sub (1.0)
  5. Provided by: Ocean Sotheby's International Realty
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Discover the epitome of unique luxury in the Florida Keys with the REAL Southernmost House of the Continental United States of America, a property that perfectly blends history, elegance, and an unriv
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1005 Flagler Avenue
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Details for 1005 Flagler Avenue, KEY WEST, FL 33040
Multi-Family
  1. Price: $16,625,000.00
  2. Price sqft: $654.71 / sqft
  3. Days On Market: 671
  4. Bedrooms: 57
  5. Baths: 33
  6. Bldg sqft: 25393
  7. Acreage: 0.27 acres
  8. Pool: No
  9. Waterfront: No
  10. Waterfront Type: None
  11. Year Built: 1948
MLS#: 607809
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Webb Realty Co Sub (1.0)
  5. Provided by: Key West Realty, LLC (KW)
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Employee housing! Investors! Developers! Condo conversion! 1005 flagler ave. Boasts a courtyard, garage, storage unit and coin operated laundry building. This prime property is being offered with 7 ot
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1430 Vernon Avenue
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Details for 1430 Vernon Avenue, KEY WEST, FL 33040
Townhome
  1. Price: $12,888,000.00
  2. Price sqft: $6,223.08 / sqft
  3. Days On Market: 172
  4. Bedrooms: 3
  5. Baths: 2
  6. Bldg sqft: 2071
  7. Acreage: 0.20 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Waterfront Type: Oceanfront
  11. Year Built: 1953
MLS#: 614801
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Key West Investment Co Sub (1.
  5. Provided by: Keys Top Realty LLC
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
A Fabulous find on the ATLANTIC SIDE of the Island of Key West!Welcome to a truly unique opportunity in the heart of Key West. Two story home with ocean views galore faces the Atlantic! This exception
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7000 5th Street
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Details for 7000 5th Street, Key West, FL 33040
Land
  1. Price: $10,995,000.00
  2. Previous Price: $11,995,000
  3. Last Price Change: 09/17/25
  4. Days On Market: 598
  5. Acreage: 0.00 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Year Built: Not Available
MLS#: RX-10963178
  1. County: MONROE
  2. City: Key West
  3. Zipcode: 33040
  4. Subdivision: Misc Stock Island (5.0)
  5. Provided by: Equestrian Sotheby's International Realty Inc.
  6. Provided through
  7. DMCA Notice
Nestled along the serene waterfront, these two picturesque parcels offer an unparalleled opportunity to indulge in the quintessential Florida Keys lifestyle. Boasting breathtaking panoramic views of t
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525 Simonton Street
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Details for 525 Simonton Street, KEY WEST, FL 33040
Single Family
  1. Price: $8,500,000.00
  2. Price sqft: $1,979.05 / sqft
  3. Days On Market: 500
  4. Bedrooms: 11
  5. Baths: 11
  6. Bldg sqft: 4295
  7. Acreage: 0.00 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Waterfront Type: None
  11. Year Built: 1889
MLS#: 610247
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Old Town Unrecord (1.0)
  5. Provided by: Island Home Realty Inc.
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Exclusive opportunity to own one of the largest TRANSIENTLY licensed properties in Old Town Key West. 11 Br, 11Ba, 2 pools, 2 transient licenses, and off street parking for 4+ vehicles. The Watson Hou
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525 Simonton Street
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Details for 525 Simonton Street, KEY WEST, FL 33040
Single Family
  1. Price: $7,995,000.00
  2. Price sqft: $2,635.14 / sqft
  3. Days On Market: 109
  4. Bedrooms: 11
  5. Baths: 11
  6. Bldg sqft: 3034
  7. Acreage: 0.00 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Waterfront Type: None
  11. Year Built: 1889
MLS#: 615623
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Old Town Unrecord (1.0)
  5. Provided by: Island Home Realty Inc.
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House one of the largest and most versatile TRANSIENTLY licensed estates in Key West.
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7200 5th Street
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Details for 7200 5th Street, Key West, FL 33040
Land
  1. Price: $7,950,000.00
  2. Previous Price: $8,950,000
  3. Last Price Change: 09/17/25
  4. Acreage: 0.00 acres
  5. Pool: No
  6. Waterfront: Yes
  7. Year Built: Not Available
MLS#: RX-10804772
  1. County: MONROE
  2. City: Key West
  3. Zipcode: 33040
  4. Subdivision: None
  5. Provided by: Equestrian Sotheby's International Realty Inc.
  6. Provided through
  7. DMCA Notice
A rare opportunity to own a private island minutes from Key West. There are so many possibilities. A private equestrian estate, ''The Southernmost Stables ''. This property would be an excellent place
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616 Eaton Street
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Details for 616 Eaton Street, KEY WEST, FL 33040
Single Family
  1. Price: $7,950,000.00
  2. Price sqft: $3,959.16 / sqft
  3. Days On Market: 226
  4. Bedrooms: 5
  5. Baths: 7
  6. Bldg sqft: 2008
  7. Acreage: 0.44 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Waterfront Type: None
  11. Year Built: 1939
MLS#: 613995
  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
  7. DMCA Notice
Nestled in the heart of Key West's historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single family residence was constructed in 1911 and painstak
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616 Eaton Street
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Details for 616 Eaton Street, KEY WEST, FL 33040
Single Family
  1. Price: $7,950,000.00
  2. Price sqft: $1,988.49 / sqft
  3. Days On Market: 596
  4. Bedrooms: 5
  5. Baths: 7
  6. Bldg sqft: 3998
  7. Acreage: 0.44 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Waterfront Type: None
  11. Year Built: 1911
MLS#: 608945
  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
  7. DMCA Notice
Nestled in the heart of Key West's historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single family residence was constructed in 1911 and painstak
Listing Details and 71 Additional Pictures
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