529 Simonton Street, Key West, FL 33040
$2,975,000
Property Type:
Residential
Bedrooms:
4
Baths:
3
Square Footage:
1,800
Lot Size (sq. ft.):
3,470
Status:
Active
Current Price:
$2,975,000
List Date:
11/25/2025
Last Modified:
11/25/2025
Description
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 Café 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). Call for your private viewing today!
More Information MLS# 617467
Contract Information
Listing Board: Key West Association
Current Price: $2,975,000
Listing Date: 2025-11-25
List Price: $2,975,000
Location, Tax & Legal
KW Neighborhood: Old Town-N of Truman
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: X
Alternate Key #: 1009512
Parcel #: 00009260-000000
Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med
Deed Restrictions: Unknown
Legal: KW PT LOT 4 SQR 49
Taxes: 10431.24
Tax Year: 2024
Pub Sewer HkUp: Yes
Street #: 529
Street Name: Simonton
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unrecord (1.0)
Area: 01 - Key West
General Property Description
Realtor.COM Type: Multi-family
Waterfront: No
Control Depth: 0
Lot SqFt: 3470
Pool: Yes
Total Units: 0
Acres: 0.08
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 30
Style: Duplex
Year Built: 1889
Living Apx SqFt: 1800
Total Bedrooms: 4
Full Baths: 3
Total Baths: 3
Remarks & Misc
Remarks – Consumer: 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 Café 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). Call for your private viewing today!
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Gas Appliances: 1
Microwave: 1
Oven: 1
Refrigerator: 1
Washer: 1
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Wall/Window Unit(s): 1
Heating
Central: 1
Propane Stove: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Wood: 1
Interior Features
Bar: 1
Cathedral Ceilings: 1
Dade County Pine: 1
Walk-in Closet(s): 1
Building Style
Above Flood: Yes
Conch: 1
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Car(s): 3
Guest Parking: 1
Open Parking: 1
Security
Electric Gate: 1
Construction
Frame: 1
Land Size
Less Than 1/4 Acre: 1
Utilities
Elect Separate Meter: 1
FKAA: 1
Municipal Sewer: 1
Propane: 1
Water Separate Meter: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Patio: 1
Title
Negotiable: 1
Exterior Features
Fencing: 1
Lighting: 1
Pool Info
In Ground: 1
Concrete: 1
Roof
Metal Roof: 1
GF-Interior Features
LED Lighting: 1
Programmable Thermst: 1
Tankless Hot Wtr Htr: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: None
Waterview: No Waterview
Dockage: None
Building Style: Conch
Vehicle Storage: Guest Parking; Open Parking
Cooling: Ceiling Fans(s); Central Air; Wall/Window Unit(s)
Heating: Central; Propane Stove
Utilities: Elect Separate Meter; FKAA; Municipal Sewer; Propane; Water Separate Meter
Interior Features: Bar; Cathedral Ceilings; Dade County Pine; Walk-in Closet(s)
Appliances: Dishwasher; Dryer; Gas Appliances; Microwave; Oven; Refrigerator; Washer; Wine Cooler
Exterior Features: Fencing; Lighting
Pool Info: In Ground; Concrete
Construction: Frame
Floor: Wood
Roof: Metal Roof
Pets: Pets Allowed
Security: Electric Gate
Land Size: Less Than 1/4 Acre
Title: Negotiable
GF-Interior Features: LED Lighting; Programmable Thermst; Tankless Hot Wtr Htr
Listing Office:
The Agency Florida Keys
Last Updated: November - 25 - 2025
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
