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529 Simonton Street, Key West, FL 33040

$2,845,000
Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 1,800 Lot Size (sq. ft.): 3,470 Status: Active
Current Price: $2,845,000 List Date: 11/25/2025 Last Modified: 4/28/2026

Overview

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 ...

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Listing Details MLS# 617467

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
KW Neighborhood
Old Town-N of Truman
City
KEY WEST
Mile Marker
1
Marathon Neighborhood
N/A
Side
Median
Flood Zone
X
Alternate Key #
1009512
Parcel #
00009260-000000
Zoning
HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med
Deed Restrictions
Unknown
Legal
KW PT LOT 4 SQR 49
Taxes
10431.24
Tax Year
2024
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
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
Control Depth
0
Total Units
0

Association Info

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

Building Style

Above Flood
Yes
Conch
Yes

More Information

Vehicle Storage

Car(s)
3
Guest Parking
Yes
Open Parking
Yes

Remarks & Misc

Remarks – Consumer
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).

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Gas Appliances
Yes
Microwave
Yes
Oven
Yes
Refrigerator
Yes
Washer
Yes
Wine Cooler
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Wall/Window Unit(s)
Yes

Heating

Central
Yes
Propane Stove
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Wood
Yes

Interior Features

Bar
Yes
Cathedral Ceilings
Yes
Dade County Pine
Yes
Walk-in Closet(s)
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Security

Electric Gate
Yes

Construction

Frame
Yes

Land Size

Less Than 1/4 Acre
Yes

Utilities

Elect Separate Meter
Yes
FKAA
Yes
Municipal Sewer
Yes
Propane
Yes
Water Separate Meter
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes
Patio
Yes

Title

Negotiable
Yes

Exterior Features

Fencing
Yes
Lighting
Yes

Pool Info

In Ground
Yes
Concrete
Yes

Roof

Metal Roof
Yes

GF-Interior Features

LED Lighting
Yes
Programmable Thermst
Yes
Tankless Hot Wtr Htr
Yes

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: April - 28 - 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.