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522 Simonton Street, Key West, FL 33040

$5,700,000
Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 3,342 Lot Size (sq. ft.): 6,610 Status: Closed
Current Price: $5,700,000 List Date: 11/01/2024 Last Modified: 10/03/2025

Overview

Description

Historic 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 l ...

Listing Details MLS# 612059

Location, Tax & Legal

Street #
522
Street Name
Simonton
Street Suffix
Street
Key/Island
Key West
State/Province
FL
Zip Code
33040
County
Monroe
Subdivision
Old Town - Unlisted (1.0)
Area
02 - Key West
KW Neighborhood
Old Town-N of Truman
City
KEY WEST
Mile Marker
1
Marathon Neighborhood
N/A
Side
Bay/Gulf
Flood Zone
X
Alternate Key #
1009571
Parcel #
00009320-000000
Zoning
HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med
Deed Restrictions
Unknown
Legal
KW PT LOT 1 SQR 50 G26-267 COUNTY JUDGES SERIES 3-M9 COUNTY JUDGES DOCKET 1-73-242
Taxes
17688.95
Tax Year
2023
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
No
Pool
Yes
Year Built
1869
Lot SqFt
6610
Acres
0.15
Living Apx SqFt
3342
SqFt Source
Property Data Card
Total Bedrooms
5
Full Baths
5
Half Baths
Yes
Total Baths
6
Rentals Allowed
With Restrictions
Min Rental Days
28
Control Depth
0
Total Units
0

Status Change Info

Sold Date
2025-03-17

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Building Style

Above Flood
Yes
Stories
2 Stories

More Information

Vehicle Storage

Car(s)
3
Auto Door Opener
Yes
Off Street Parking
Yes

Specialty Rooms

Guest/Servant Qtrs
Legal
Laundry Room
Yes

Pool Info

Heated
Yes
In Ground
Yes
Salt Water
Yes
Concrete
Yes
Decked
Yes

Remarks & Misc

Remarks – Consumer
Historic 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

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Freezer
Yes
Gas Appliances
Yes
Ice Machine
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes
Wine Cooler
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Heating

Central
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Combo
Yes

Interior Features

Bar
Yes
Built-in Cabinets
Yes
Cathedral Ceilings
Yes
Dade County Pine
Yes
Drapes/Blinds Incl
Yes
Pantry
Yes
Pull Down Stairs
Yes
Quartz Countertops
Yes
Security System
Yes
Smoke Alarms
Yes
Storage
Yes
Walk-in Closet(s)
Yes
Wet Bar
Yes
Window Treatments
Yes

Windows/Doors

Double Hung Windows
Yes
French Doors
Yes
Glass Doors
Yes
Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes
Sliding Glass Doors
Yes
Wood Windows
Yes

Security

Electric Gate
Yes
On Premises System
Yes

Construction

Frame
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes
Propane
Yes
Whole House Generatr
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes

Title

Negotiable
Yes

Exterior Features

Bar
Yes
Built-in Grill
Yes
Detached Guest Qtrs
Yes
Fencing
Yes
Hot Tub
Yes
Lanai
Yes
Lighting
Yes
Outdoor Kitchen
Yes
Outdoor Shower
Yes
Privacy Wall/Fence
Yes
Rain Gutters
Yes
Sprinkler System
Yes
Storage
Yes
Water Display
Yes

Pre-Wired

Cat 5
Yes

Roof

Metal Roof
Yes

Shutters

Bahama
Yes
Panel
Yes

GF-Interior Features

Dual Flush
Yes
LED Lighting
Yes
Programmable Thermst
Yes
Tankless Hot Wtr Htr
Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: None Waterview: No Waterview Dockage: None Vehicle Storage: Auto Door Opener; Off Street Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Heating: Central Utilities: FKAA; Municipal Sewer; Propane; Whole House Generatr Interior Features: Bar; Built-in Cabinets; Cathedral Ceilings; Dade County Pine; Drapes/Blinds Incl; Pantry; Pull Down Stairs; Quartz Countertops; Security System; Smoke Alarms; Storage; Walk-in Closet(s); Wet Bar; Window Treatments Pre-Wired: Cat 5 Specialty Rooms: Laundry Room Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Ice Machine; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler Exterior Features: Bar; Built-in Grill; Detached Guest Qtrs; Fencing; Hot Tub; Lanai; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Sprinkler System; Storage; Water Display Pool Info: In Ground; Salt Water; Concrete; Decked Construction: Frame Shutters: Bahama; Panel Floor: Combo Roof: Metal Roof Pets: Pets Allowed Security: Electric Gate; On Premises System Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable GF-Interior Features: Dual Flush; LED Lighting; Programmable Thermst; Tankless Hot Wtr Htr
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: October - 03 - 2025
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