529 Simonton St Key West, FL 33040
Old Town NeighborhoodEstimated payment $15,797/month
About This Home
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).
Listing Agent
Lisa Swanson
Berkshire Hathaway HomeServices Knight & Gardner Realty License #BK3226537 Listed on: 11/25/2025
Home Details
Home Type
- Single Family
Year Built
- 1889
Bedrooms and Bathrooms
- Soaking Tub
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $10,431 | $1,456,685 | $807,065 | $649,620 |
| 2024 | $9,820 | $1,457,958 | $807,065 | $650,893 |
| 2023 | $9,820 | $1,376,021 | $741,787 | $634,234 |
| 2022 | $7,622 | $815,221 | $561,780 | $253,441 |
| 2021 | $6,486 | $643,009 | $425,951 | $217,058 |
| 2020 | $6,148 | $607,403 | $390,345 | $217,058 |
| 2019 | $6,139 | $601,556 | $381,114 | $220,442 |
| 2018 | $6,116 | $654,874 | $434,432 | $220,442 |
| 2017 | $5,915 | $654,874 | $0 | $0 |
| 2016 | $5,782 | $615,814 | $0 | $0 |
| 2015 | $5,429 | $547,993 | $0 | $0 |
| 2014 | $4,891 | $419,979 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/02/2026 05/02/26 | Price Changed | $2,799,000 | -1.6% | $1,555 / Sq Ft |
| 03/27/2026 03/27/26 | Price Changed | $2,845,000 | -1.7% | $1,581 / Sq Ft |
| 02/07/2026 02/07/26 | Price Changed | $2,895,000 | -2.7% | $1,608 / Sq Ft |
| 11/25/2025 11/25/25 | For Sale | $2,975,000 | -- | $1,653 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $750,000 | Attorney | |
| Interfamily Deed Transfer | -- | None Available | |
| Quit Claim Deed | -- | None Available | |
| Quit Claim Deed | -- | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $600,000 | New Conventional |
Source: Key West Association of REALTORS®
MLS Number: 617467
APN: 00009260-000000
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Ask me questions while you tour the home.