Searching on:
  1. Subdivision Like Unr
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: 570
  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
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: 179
  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.
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: 666
  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
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: 296
  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
Details for 16 Sunset Key Drive, KEY WEST, FL 33040
Single Family
  1. Price: $7,950,000.00
  2. Price sqft: $3,000.00 / sqft
  3. Previous Price: $157,400
  4. Last Price Change: 12/19/25
  5. Days On Market: 35
  6. Bedrooms: 4
  7. Baths: 4
  8. Bldg sqft: 2650
  9. Acreage: 0.13 acres
  10. Pool: Yes
  11. Waterfront: Yes
  12. Waterfront Type: Oceanfront,Open Water,Gulf Front
  13. Year Built: 1999
MLS#: 617398
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Sunset Key (tank) Island Unrcd
  5. Provided by: Berkshire Hathaway HomeServices Knight & Gardner R
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
A rare opportunity to own the only active listing on the most prestigious shoreline of Sunset Key Crescent Beach. This immaculate 4 bedroom, 3.5 bath home offers direct beach access from your backy
Details for 326 Caroline Street, KEY WEST, FL 33040
Single Family
  1. Price: $7,500,000.00
  2. Price sqft: $1,752.75 / sqft
  3. Days On Market: 371
  4. Bedrooms: 5
  5. Baths: 5
  6. Bldg sqft: 4279
  7. Acreage: 0.31 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Waterfront Type: None
  11. Year Built: 1989
MLS#: 612765
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Old Town Unrecord (1.0)
  5. Provided by: Berkshire Hathaway Knight & Gardner
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Prime Old Town Key West Gem 326 Caroline St. Welcome to 326 Caroline Street, a historic estate in the heart of Old Town Key West. Located in the prestigious Truman Annex and directly across the stre
Details for 723 Eaton Street, KEY WEST, FL 33040
Multi-Family
  1. Price: $7,500,000.00
  2. Price sqft: $2,500.00 / sqft
  3. Days On Market: 152
  4. Bedrooms: 7
  5. Baths: 9
  6. Bldg sqft: 3000
  7. Acreage: 0.19 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Waterfront Type: None
  11. Year Built: 1933
MLS#: 615943
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Old Town Unrecord (1.0)
  5. Provided by: Preferred Properties (KW)
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Private Compound on Eaton and Peacon Lane | Old Town Key WestAn extraordinary property in the heart of Old Town, this rare compound is a masterclass in island living. Spanning from Eaton Street to Pea
Details for 101 Admirals Lane, KEY WEST, FL 33040
Single Family
  1. Price: $7,499,000.00
  2. Price sqft: $2,363.38 / sqft
  3. Days On Market: 782
  4. Bedrooms: 5
  5. Baths: 4
  6. Bldg sqft: 3173
  7. Acreage: 0.33 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: No
  11. Waterfront Type: None
  12. Year Built: 1994
MLS#: 607301
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Old Town Unrecord (1.0)
  5. Provided by: Last Key Realty, Inc (KW)
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
$500,000 ANNUAL RENTAL INCOME! EXCLUSIVELY LUXURIOUS COMPOUND IN KEY WEST!With its special transient license, The Royal Compound is currently generating $500,000 a year from first class guests who wil
Details for 101 Admirals Lane, KEY WEST, FL 33040
Single Family
  1. Price: $7,249,000.00
  2. Price sqft: $2,284.59 / sqft
  3. Days On Market: 419
  4. Bedrooms: 5
  5. Baths: 4
  6. Bldg sqft: 3173
  7. Acreage: 0.33 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: No
  11. Waterfront Type: None
  12. Year Built: 1994
MLS#: 612065
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Old Town Unrecord (1.0)
  5. Provided by: Last Key Realty, Inc (KW)
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
With its special transient license, The Royal Compound is currently generating $500,000 a year from first class guests who will accept only the best in vacation homes. What's interesting is that most
Details for 326 Caroline Street, KEY WEST, FL 33040
Single Family
  1. Price: $6,995,000.00
  2. Price sqft: $1,634.73 / sqft
  3. Previous Price: $255,000
  4. Last Price Change: 09/22/25
  5. Days On Market: 70
  6. Bedrooms: 5
  7. Baths: 5
  8. Bldg sqft: 4279
  9. Acreage: 0.31 acres
  10. Pool: Yes
  11. Waterfront: No
  12. Waterfront Type: None
  13. Year Built: 1989
MLS#: 616897
  1. County: MONROE
  2. City: KEY WEST
  3. Zipcode: 33040
  4. Subdivision: Old Town Unrecord (1.0)
  5. Provided by: Last Key Realty, Inc (KW)
  6. Florida Keys Board of REALTORS
  7. DMCA Notice
Graand key oasis is the epitome of luxurious island living, featuring two separate homes connected by a covered pavilion that overlooks the exceptional backyard and resort style private pool. This fab