525 Simonton Street STREET
KEY WEST, FL 33040
11
Bed
11
Bath
3,034Sqft
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. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom villa--each with its own private pool.Zoned with two transient licenses and off-street parking for 4+ vehicles, this exceptional property offers unmatched flexibility for luxury rentals or private use.The grand mansion was reimagined in July 2022 by a local designer, featuring fresh paint, stylish new furnishings, and 12-foot soaring ceilings. The main level includes two guest rooms with baths, formal livi
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedrooms: 11Bathroom Information
Total Baths: 11 Full Baths: 11 -
Interior Features
Drapes/Blinds Incl,Window Treatments,Storage,Smoke Alarms,Sky Light(s),Built-in Cabinets Appliances: Dryer,Stainless Steel Appliance(s),Freezer,Microwave,Refrigerator,Dishwasher -
Heating & Cooling
Cooling: Central Air,Ductless Water Front: No None No Waterview
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Building Information
Year Built: 1889 Floor Location: 8269 Construction: Frame,Hardi Board Siding -
Exterior Features
Fencing,StoragePool Information
In Ground,Decked,Concrete Heated: Yes
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Lot Information
Lot SqFt: 8,269 KW PT LOT 4 SQR 49 G8-444 OR885-189 OR890-2126 OR927-1164 OR2008-62 OR2555-1269 OR3147-0073 OR3164-0865 -
Property Information
SQ ft (Living Area): 3,034 View: No Waterview Subdivision: Old Town - Unrecord (1.0) Stories: 3 Stories
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Listing Price Information
List Price: $6,995,000
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Tax Information
Taxes: $51,759 Tax Year: 2024 Parcel Number: 00009240-000000 Tax Exemptions: None
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Multi-Unit Information
Pets Allowed: Pets Allowed -
Homeowners Association Information
Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00
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Utility Information
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 1503 Johnson St, Key West, FL, 33040 | $1,950,000 | 3 | 3 | 1,690 | 1,690 SqFt |
| 231 E Shore Drive #UNIT 6, Key West, FL, 33040 | $4,375,000 | 5 | 6 | 4,103 | 4,103 SqFt |
| 231 E Shore Drive #UNIT 2, Key West, FL, 33040 | $4,250,000 | 5 | 6 | 4,103 | 4,103 SqFt |
| 4 Shore Drive, Key West, FL, 33040 | $640,000 | 2 | 2 | 1,010 | 1,010 SqFt |
| 6810 Front Street #SNL1.., Key West, FL, 33040 | $1,000,000 | 2 | 5 | 1,200 | 1,200 SqFt |
| 5435 5th Avenue, Stock Island, FL, 33040 | $730,000 | 3 | 3 | 1,344 | 1,344 SqFt |
| 60 Golf Club Drive, Key West, FL, 33040 | $995,000 | 3 | 3 | 1,203 | 1,203 SqFt |
| 90 Golf Club Drive, Key West, FL, 33040 | $719,000 | 2 | 3 | 930 | 930 SqFt |
| 236 Golf Club Drive, Key West, FL, 33040 | $875,000 | 2 | 3 | 1,120 | 1,120 SqFt |
| 263 Golf Club Drive, Key West, FL, 33040 | $1,150,000 | 3 | 3 | 1,480 | 1,480 SqFt |
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ByOwner last updated this listing 06/07/2026 @ 18:40
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