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525 simonton street

Key West, FL 33040

$7,995,000

11 BEDS 11 BATHS
3,034 SQFT
Residential - Single Family
New Listing
Image 1: Front of home
Image 2: Front of home
Image 3: Front of home
Image 4: Front of home
Bedrooms 11
Total Baths 11
Full Baths 11
Square Feet 3034
Status Active
MLS # 615623
County Monroe
More Info
Category Residential - Single Family
Status Active
Square Feet 3034
MLS # 615623
County Monroe
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 living and dining rooms, a parlor, and a well-appointed kitchen that opens to the pool deck and outdoor dining area.Upstairs, four en suite bedrooms include two primary suites with private balconies--one overlooking Simonton Street, the other with views of the pool. A spacious third-floor suite, accessed via an interior or exterior staircase, offers a private living room, wet bar, and yet another balcony retreat.The villa, renovated to the studs in 2014, offers a clean, contemporary design with 4 bedrooms, 4 baths, full kitchen, living area, private pool, and outdoor bar--perfect for entertaining.Whether you choose to rent the estate in its entirety or as two separate homes, The Watson House is a rare asset in Key West's luxury rental market--highly sought-after and consistently booked well in advance.
Location not available

Exterior Features

  • Style Single Family
  • Construction Single Family
  • Siding Frame, Hardi Board Siding
  • Exterior Fencing, Storage
  • Garage No
  • Water Buyer to Verify
  • Sewer Buyer to Verify

Interior Features

  • Appliances Dryer, Stainless Steel Appliance(s), Freezer, Microwave, Refrigerator, Dishwasher
  • Cooling Central Air, Ductless
  • Living Area 3,034 SQFT
  • Year Built 1889

Financial Information

  • Parcel ID 1009491
  • Zoning HRCC - Historic Residential Commercial Core

Additional Services

Internet Service Providers

Listing Information

Listing Provided Courtesy of Island Home Realty Inc.
Listing Agent Paige Bethel
Florida Keys, MLS
Listing data is current as of 07/04/2025.

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