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$2,700,000
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Property 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).
Full Property Details
Full Property Details for 529 Simonton St
General
- Sold For: $2,700,000
- Taxes: $10,431 (2024)
- Status: Closed
- Type: Single Family
- Source: 927
- MLS ID: 617467
- Added to Site: 270 day(s) ago
Interior
- Interior Features: Walk-in Closet(s), Bar, Cathedral Ceilings, Dade County Pine, Smart Thermostat
- Appliances: Dishwasher, Dryer, Gas Appliances, Microwave, Oven, Refrigerator, Washer, Wine Cooler
- Flooring: Wood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Additional Information
- Pool: Yes
- Pool Description: Concrete, In Ground
- Security/Safety: Electric Gate
Exterior
- Exterior Features: Lighting, Fencing
- Deck/Patio: Open Porch/Balcony, Deck, Patio
- Porch/Patio/Deck: Open Porch/Balcony, Deck, Patio
Parking
- Parking Features: Open, Guest
Location
- Area: 01 - Key West
- County: Monroe
- Subdivision: Old Town - Unrecord (1.0)
Community
- Assoc. Fees Include: None
- Pets Allowed: Yes
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Wall/Window Unit(s), Central Air, Ceiling Fans(s)
- Heating Type: Central, Propane Stove
Structural Information
- Architectural Style: Above Flood, Conch
- Construction: Frame
- Roof: Metal
- Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
- Square Feet: 1,800
- Sq. Ft. Source: Property Data Card
- Year Built: 1889
Lot Features
- Property View: No Waterview
- Lot Size (Acres): 0.08
- Lot Size (Sq. Ft.): 3,470
- Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med
Water Features
- Water View: Yes
Financial Considerations
- Tax Amount: $10,431.24
- Tax Year: 2024
Disclosures and Reports
- Legal Description: KW PT LOT 4 SQR 49
- Flood Zone: X
- APN: 00009260-000000
Listed and Sold by The Agency Florida Keys, Lisa Swanson (305) 924-3777
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Schools
Schools serving 529 Simonton St
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Horace O'bryant School 1105 Leon Street, Key West, FL 33040 | 6-8 | 0.9 mi |
Gerald Adams Elementary School 5855 College Road, Key West, FL 33040 | PK-5 | 3.8 mi |
Key West High School 2100 Flagler Avenue, Key West, FL 33040 | 9-12 | 1.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 529 Simonton St
Date
Details
Price
Change
Source
8/03/2026
Sold
$2,700,000
-3.54%
MLS
11/25/2025
Listed
$2,799,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
529 Simonton Street, Key West, FL 33040 (MLS# 617467) is a Single Family property that was sold at $2,700,000 on August 03, 2026. Want to learn more about 529 Simonton Street? Do you have questions about finding other Single Family real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.

