529 Simonton Street, KEY WEST, FL

$2,895,000

Previous Next

4

Beds

3

Baths

1,800

Square feet

0.08

Acres

About 529 Simonton Street

X Flood Zone 13ft above sea-level! Gorgeous CONCH home in the ultimate Old Town location - only one block from Duval, in a neighborhood lined with historic homes! Live in the heart of Old Town where charming architecture, iconic streetscapes, and Key West's finest restaurants and shops are right outside your door. This beautifully restored 1889 Conch home has been completely renovated in 2022 to the studs, blending historic character with sophisticated modern upgrades. Currently configured as a single family home, open-concept living area, 10 ft ceilings and restored Dade County Pine throughout. The great room flows into the chef's kitchen featuring high-end Cafe appliances, gas range, and custom cast-in-place concrete countertops. A bespoke bar framed with antique doors creates the perfect spot to prepare a cocktail before stepping onto your private porch. Two inviting first-floor guest rooms share a luxurious bath with a deep 17'' soaking tub. The custom staircase leads to a serene primary suite offering a private balcony overlooking picturesque Simonton Street, a custom walk-in closet, and a spa-style en-suite bathroom with rain shower, jets, sprayer, and dual vanity. Step outside to your expansive tropical oasis featuring a new pool with waterfall, electric heater and chiller. Off-street parking accommodates 2-3 vehicles plus golf cart/UTV. The home boasts extensive upgrades including: new metal roof, impact windows and doors, beautiful Brazilian pecan floors, spray-foamed insulation, steel interior framing, new plumbing/electrical/HVAC systems, tankless gas water heater with instant-hot pump.The property maintains legal duplex zoning and can be easily returned to two units. A 3 bedroom 2 bathroom residence and a large, separately metered 1 bed 1 bath apartment. --with its own private side entrance, full kitchen, living room and bath. 3 electric meters, 2 water meters, located in the conditional transient receiver zone (buyer to verify uses with the City).

Features of 529 Simonton Street

MLS® # 617467
Price $2,895,000
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 1,800
Acres 0.08
Year Built 1889
Type Residential
Sub-Type Duplex
Style Conch
Status Active

Community Information

Address 529 Simonton Street
Area 01 - Key West
Subdivision Old Town - Unrecord (1.0)
City KEY WEST
County Monroe
State FL
Zip Code 33040

Amenities

Utilities FKAA, Propane, Elect Separate Meter, Water Separate Meter, Municipal Sewer
Parking Spaces 3
Parking Open Parking, Guest Parking
View No Waterview
Is Waterfront No
Waterfront None
Has Pool Yes
Pool In Ground, Concrete

Interior

Interior Features Cathedral Ceilings, Bar, Dade County Pine, Walk-in Closet(s)
Appliances Washer, Wine Cooler, Gas Appliances, Microwave, Oven, Refrigerator, Dishwasher, Dryer
Heating Central, Propane Stove
Cooling Central Air, Ceiling Fans(s), Wall/Window Unit(s)
Fireplace No

Exterior

Exterior Features Fencing, Lighting
Lot Description Less Than 1/4 Acre
Windows Impact Rstnce Window, Impact Rstnce Doors
Roof Metal Roof
Construction Frame

Additional Information

Date Listed November 25th, 2025
Days on Market 77
Zoning HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med
Short Sale No
RE / Bank Owned No
HOA Fees 0.00

Listing Details

AgentLisa Swanson
OfficeThe Agency Florida Keys

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?