522 Simonton St Key West, FL 33040
Old Town Neighborhood
5
Beds
6
Baths
3,342
Sq Ft
6,534
Sq Ft Lot
About This Home
As of March 2025Historic Luxury Meets Modern Elegance in Old Town Key West!Step into a piece of Key West history with this remarkable home built in 1869 by Robert Watson, now completely reimagined as a luxury retreat while preserving its historic charm. Located on iconic lower Simonton Street, X Flood, this 6,608 sq ft sanctuary boasts 3,342 sq ft of living space with 5 en-suite bedrooms, including two primary suites, each with its own unique luxuries. The 1st-floor suite offers a jetted shower with chromotherapy lighting, while the 2nd-floor suite includes a private porch and soaking tub.This estate blends old-world craftsmanship with modern amenities, featuring a gourmet chef's kitchen with Viking, KitchenAid, and Bosch appliances, plus a separate dining room with a private porch--perfect for morning coffee. The spacious great room, with 20-foot retractable doors, opens directly to the outdoor oasis where you'll find an 18,000-gallon saltwater pool with swim-up bar, waterfall, and color LED lighting, plus a separate spa for ultimate relaxation.The detached guest house with kitchenette is ideal for visitors or extended family. Entertain outdoors with the fully equipped outdoor kitchen and al-fresco dining areas surrounded by lush tropical landscaping for complete privacy.Historic touches, including restored windows, doors, and custom woodwork, blend seamlessly with modern upgrades like a whole-house Generac generator, hurricane shutters, and advanced smart-home technology--control everything from pool settings to security from your phone.With gated parking for 3 cars, EV charging station, and just steps from the best dining and entertainment in Key West, this estate offers the rare opportunity to own a piece of history while enjoying unparalleled luxury. Don't miss out on a home that offers everything you've been searching for, and more! Step into Luxury! For the Discerning Few: Arrange Your Exclusive Private Showing Today!Video Tour https://tinyurl.com/522Simon
Last Agent to Sell the Property
Berkshire Hathaway HomeServices Knight & Gardner Realty License #BK3226537 Listed on: 11/01/2024
Last Buyer's Agent
outside of mls
Outside Of MLS
Home Details
Home Type
Single Family
Est. Annual Taxes
$17,689
Year Built
1869
Lot Details
0
Listing Details
- Property Type: Residential
- Style: Single Family
- First Right of Refusal: No
- Mandatory HOA: No
- Fee Includes: None
- Key Island: Key West
- K W Neighborhood: Old Town-N of Truman
- Limited Representation: No
- Marathon Neighborhood: N/A
- Mile Marker: 1.00
- Min Rental Days: 28.00
- M L S Identifier: 20060123165453488875000000
- Pets: Pets Allowed
- Property Group I D: 19990816212109142258000000
- Sale Terms: Cash
- Side: Bay/Gulf
- State Province: FL
- Taxes: 17688.95
- Title: Negotiable
- Vehicle Storage: Auto Door Opener, Off Street Parking
- Vehicle Storage Cars: 3
- Year Built: 1869
- Alternate Key Number: 1009571
- Cooling Heating: Central Air, Ceiling Fans(s)
- Lot Sq Ft: 6610.00
- Pool Info: In Ground, Decked, Concrete, Salt Water
- Pool Info Heated: Yes
- Porch Balcony: Open Porch/Balcony, Deck
- Shutters: Bahama, Panel
- Tax Exemptions: Homestead
- Building Style Above Flood: Yes
- Building Style Stories: 2 Stories
- Estimated Living Sq Ft: 3342.00
- Pre Wired: Cat 5
- Specialty Rooms Guest Servant Qtrs: Legal
- G F Interior Features: Tankless Hot Wtr Htr, LED Lighting, Dual Flush, Programmable Thermst
- Sewer Hook Up: Yes
- Statistical Purposes Only: No
- Special Features: None
- Property Sub Type: Detached
- Stories: 2
Interior Features
- Interior Amenities: Drapes/Blinds Incl, Window Treatments, Quartz Countertops, Pull Down Stairs, Bar, Built-in Cabinets, Walk-in Closet(s), Storage, Smoke Alarms, Security System, Dade County Pine, Pantry, Cathedral Ceilings, Wet Bar
- Total Bathrooms: 6.00
- Full Bathrooms: 5
- Appliances: Washer, Stainless Steel Appliance(s), Wine Cooler, Ice Machine, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
- Floor: Combo
- Half Bathrooms: 1
- Specialty Rooms: Laundry Room
- Windows/Doors: Double Hung Windows, Impact Rstnce Window, Impact Rstnce Doors, Wood Windows, Sliding Glass Doors, Glass Doors, French Doors
- Total Bedrooms: 5
Exterior Features
- Dockage: None
- Waterfront: None
- Waterfront: No
- Construction: Frame
- Exterior Features: Bar, Water Display, Storage, Sprinkler System, Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lanai, Lighting, Hot Tub, Rain Gutters, Detached Guest Qtrs, Fencing, Built-in Grill
- Roof: Metal Roof
- Waterview: No Waterview
- Pool: Yes
Utilities
- Security: Electric Gate, On Premises System
- Utilities: FKAA, Propane, Whole House Generatr, Municipal Sewer
- Heating: Central
Lot Info
- Deed Restrictions: Unknown
- Flood Zone: X
- Parcel Number: 00009320-000000
- Lot Size: 58.5 x 113
- Land Size: Less Than 1/4 Acre
- Acres: 0.15
Rental Info
- Rentals Allowed: With Restrictions
- Furnished: Negotiable
Tax Info
- Tax Year: 2023
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Nov 1, 2024
Closed on
Mar 14, 2025
Sold by
Anderson Glenn R and Anderson Catherine M
Bought by
David Tenney Living Trust and Tenney
Seller's Agent
Lisa Swanson
Berkshire Hathaway HomeServices Knight & Gardner Realty
Buyer's Agent
outside of mls
Outside Of MLS
List Price
$6,150,000
Sold Price
$5,700,000
Premium/Discount to List
-$450,000
-7.32%
Views
672
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$124,829
Avg. Annual Appreciation
-4.70%
Original Mortgage
$3,800,000
Outstanding Balance
$3,782,996
Interest Rate
5.42%
Mortgage Type
New Conventional
Estimated Equity
$1,792,175
Purchase Details
Listed on
Dec 30, 2015
Closed on
Feb 6, 2018
Sold by
Framarin Robert
Bought by
Anderson Glenn R and Anderson Catherine M
Seller's Agent
Roger Emmons
Truman & Co. (KW)
Buyer's Agent
Gary Thomas
Dunaway McKenzie Realtors (KW)
List Price
$1,649,999
Sold Price
$1,300,000
Premium/Discount to List
-$349,999
-21.21%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
23.11%
Original Mortgage
$910,000
Interest Rate
3.94%
Mortgage Type
Balloon
Purchase Details
Closed on
May 19, 2015
Bought by
Framarin Robert
Purchase Details
Closed on
Mar 24, 2005
Sold by
Matchett Mary Anne
Bought by
Framarin Robert
Similar Homes in Key West, FL
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $5,700,000 | None Listed On Document | |
| Warranty Deed | $1,300,000 | Attorney | |
| Deed | -- | -- | |
| Warranty Deed | $850,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $3,800,000 | New Conventional | |
| Previous Owner | $500,000 | Credit Line Revolving | |
| Previous Owner | $1,250,000 | New Conventional | |
| Previous Owner | $910,000 | Balloon | |
| Previous Owner | $1,000,000 | Credit Line Revolving |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 03/17/2025 03/17/25 | Sold | $5,700,000 | -7.3% | $1,706 / Sq Ft |
| 02/24/2025 02/24/25 | Pending | -- | -- | -- |
| 11/01/2024 11/01/24 | For Sale | $6,150,000 | +373.1% | $1,840 / Sq Ft |
| 02/06/2018 02/06/18 | Sold | $1,300,000 | -21.2% | $490 / Sq Ft |
| 12/19/2017 12/19/17 | Pending | -- | -- | -- |
| 12/30/2015 12/30/15 | For Sale | $1,649,999 | -- | $622 / Sq Ft |
Source: Key West Association of REALTORS®
Tax History Compared to Growth
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 |
|---|---|---|---|---|
| 2024 | $17,689 | $2,164,010 | -- | -- |
| 2023 | $17,689 | $2,100,981 | $0 | $0 |
| 2022 | $14,797 | $1,779,931 | $0 | $0 |
| 2021 | $4,876 | $548,603 | $0 | $0 |
| 2020 | $4,795 | $541,135 | $0 | $0 |
| 2019 | $4,724 | $528,969 | $0 | $0 |
| 2018 | $6,257 | $648,875 | $639,504 | $9,371 |
| 2017 | $6,995 | $726,422 | $0 | $0 |
| 2016 | $6,704 | $648,040 | $0 | $0 |
| 2015 | $7,875 | $764,144 | $0 | $0 |
| 2014 | $7,600 | $728,088 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Lisa Swanson
Seller's Agent in 2025
Lisa Swanson
Berkshire Hathaway HomeServices Knight & Gardner Realty
(305) 924-3777
18 in this area
135 Total Sales
-
o
Buyer's Agent in 2025
outside of mls
Outside Of MLS
-
Roger Emmons
Seller's Agent in 2018
Roger Emmons
Truman & Co. (KW)
(305) 304-7446
25 in this area
85 Total Sales
-
Kenneth Edwards
K
Seller Co-Listing Agent in 2018
Kenneth Edwards
Truman & Co. (KW)
(305) 304-0922
11 in this area
49 Total Sales
-
G
Buyer's Agent in 2018
Gary Thomas
Dunaway McKenzie Realtors (KW)
Map
Source: Key West Association of REALTORS®
MLS Number: 612059
APN: 00009320-000000
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Nearby Homes
- 525 Simonton St
- 611 Simonton St
- 421-423 Simonton St
- 517 Elizabeth St
- 728 Love Ln
- 616 Eaton St
- 522 William St
- 416 Appelrouth Ln
- 511 Tabby Way
- 716 Elizabeth St Unit Rear
- 709 Eaton St
- 806 Southard St
- 408 William St
- 719 Elizabeth St
- 400 Aronovitz Ln
- 729 Windsor Ln
- 723 Eaton St
- 314 Simonton St
- 708 William St
- 308 Peacon Ln