529 Simonton Street, Key West, FL 33040

$2,895,000
Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 1,800 Lot Size (sq. ft.): 3,470 Status: Active
Current Price: $2,895,000 List Date: 11/25/2025 Last Modified: 3/01/2026

Description

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 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).

More Information MLS# 617467

Contract Information

Current Price: $2,895,000 Listing Date: 2025-11-25 Listing Board: Key West Association List Price: $2,895,000

Location Tax Legal

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 Style: Duplex Waterfront: No Pool: Yes Year Built: 1889 Lot SqFt: 3470 Acres: 0.08 Living Apx SqFt: 1800 SqFt Source: Property Data Card Total Bedrooms: 4 Full Baths: 3 Total Baths: 3 Rentals Allowed: With Restrictions Min Rental Days: 30

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Building Style

Above Flood: Yes

Vehicle Storage

Car(s): 3

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: March - 01 - 2026
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.