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$3,900,000
1230 South Street
Key West, FL 33040
MLS# 618118
5 beds  |  6 baths  |  2033 sqft


1230 South Street, Key West
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Property Description
1230 South Street stands as one of the most exquisite historic renovations ever completed in Key West where architectural heritage, artisanal craftsmanship, and refined island living converge in one of the city's most coveted neighborhoods. This five-bedroom, five-and-a-half-bath estate is a celebration of authenticity and modern luxury. Every detail, from the extensive use of original Dade County Pine to the rich ipe decking that frames the outdoor living spaces with warmth and durability, reflects reverence for the past while embracing the ease of contemporary living. All impact-rated windows and doors provide peace of mind without compromising historic character. At the heart of the property, a brand-new heated pool anchors the tropical grounds, creating a private resort atmosphere designed for both quiet retreat and elegant entertaining. Complementing the main residence is a newly constructed pool cottage, offering exceptional flexibility for guests, extended family, or a private studio, an increasingly rare luxury on the island. Bathed in natural light, the interiors flow effortlessly between intimate and expansive spaces, blurring the boundary between indoors and out. Each bedroom suite is thoughtfully appointed, providing comfort, privacy, and a sense of timeless refinement throughout. This home holds a deeper significance as well. It is among the final projects of beloved Key West interior designer Michael Pelkey, whose influence helped define the island's aesthetic for decades. His unmistakable touch is present in every layer of the design: restrained yet soulful, luxurious yet deeply rooted in place. To own this residence is to steward a piece of Key West design history. 1230 South Street offers effortless access to beaches, dining, and cultural landmarks while remaining a private sanctuary unto itself. More than a renovation, it is a statement. And one of the most compelling residential offerings to grace the island in a generation.

Details
Maps
Contract Information
Listing Board: Key West Association
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Current Price: $3,900,000
Listing Date: 2026-01-15
List Price: $3,900,000
Location, Tax & Legal
KW Neighborhood: Midtown West
City: KEY WEST
Off Shore Island: No
Mile Marker: 2
Marathon Neighborhood: N/A
Side: Median
Flood Zone: AE
Alternate Key #: 1042129
Parcel #: 00041450-000000
Zoning: HMDR - Historic Medium Density Residential
Deed Restrictions: No
Legal: KW TROPICAL BLDG AND INVESTMENT CO SUB LOT 15 SQR 5 TR 19 PB1-34 OR182-252 OR411-848 OR2587-682 OR2587-680 OR2597-2369 O
Taxes: 9528.54
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 1230
Street Name: South
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Tropical Bldt & Investment Co Sub (2.0)
Area: 03 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: No
Control Depth: 0
Lot Size: 50 X 94
Lot SqFt: 4704
Pool: Yes
Lot Sqft Source: Tax Records
Total Units: 0
SqFt Source: Appraisal
Rentals Allowed: With Restrictions
Min Rental Days: 30
Style: Single Family
Year Built: 1948
Living Apx SqFt: 2033
Total Bedrooms: 5
Full Baths: 5
Half Baths: 1
Total Baths: 6
Remarks & Misc
Remarks – Consumer: 1230 South Street stands as one of the most exquisite historic renovations ever completed in Key West where architectural heritage, artisanal craftsmanship, and refined island living converge in one of the city's most coveted neighborhoods. This five-bedroom, five-and-a-half-bath estate is a celebration of authenticity and modern luxury. Every detail, from the extensive use of original Dade County Pine to the rich ipe decking that frames the outdoor living spaces with warmth and durability, reflects reverence for the past while embracing the ease of contemporary living. All impact-rated windows and doors provide peace of mind without compromising historic character. At the heart of the property, a brand-new heated pool anchors the tropical grounds, creating a private resort atmosphere designed for both quiet retreat and elegant entertaining. Complementing the main residence is a newly constructed pool cottage, offering exceptional flexibility for guests, extended family, or a private studio, an increasingly rare luxury on the island. Bathed in natural light, the interiors flow effortlessly between intimate and expansive spaces, blurring the boundary between indoors and out. Each bedroom suite is thoughtfully appointed, providing comfort, privacy, and a sense of timeless refinement throughout. This home holds a deeper significance as well. It is among the final projects of beloved Key West interior designer Michael Pelkey, whose influence helped define the island's aesthetic for decades. His unmistakable touch is present in every layer of the design: restrained yet soulful, luxurious yet deeply rooted in place. To own this residence is to steward a piece of Key West design history. 1230 South Street offers effortless access to beaches, dining, and cultural landmarks while remaining a private sanctuary unto itself. More than a renovation, it is a statement. And one of the most compelling residential offerings to grace the island in a generation.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
License Info
# of City License: 1
# of County License: 1
Non Trans Rntl Lic: 1
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
Homestead: 1
None: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Gas Appliances: 1
Ice Machine: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Ductless: 1
Heat Pump: 1
Heating
Central: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Wood: 1
Neighborhood Feature
Beach: 1
Bike Paths: 1
Fire Hydrant: 1
Tennis Courts: 1
Interior Features
Bar: 1
Built-in Cabinets: 1
Cathedral Ceilings: 1
Dade County Pine: 1
Granite Counter Top: 1
Pantry: 1
Smoke Alarms: 1
Storage: 1
Walk-in Closet(s): 1
Wet Bar: 1
Property Condition
New Construction: 1
Updated/Remodeled: 1
Specialty Rooms
Laundry Room: 1
Building Style
Above Flood: Yes
Conch: 1
Windows/Doors
Double Hung Windows: 1
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Other Windows/Doors: 1
Sliding Glass Doors: 1
Wood Windows: 1
Vehicle Storage
Off Street Parking: 1
Construction
Frame: 1
Hardi Board Siding: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Terms
Cash: 1
Conventional: 1
FHA: 1
VA: 1
Utilities
Buyer to Verify: 1
Cable Available: 1
Elect Separate Meter: 1
FKAA: 1
Sewer Available: 1
Water Separate Meter: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Patio: 1
Title
Negotiable: 1
Exterior Features
Detached Guest Qtrs: 1
Fencing: 1
Lighting: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Rain Gutters: 1
Pool Info
In Ground: 1
Heated: Yes
Concrete: 1
Dimensions: 30x10
Decked: 1
Pre-Wired
Cable: 1
Roof
Metal Roof: 1
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: Homestead; None
License Info: Non Trans Rntl Lic
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: New Construction; Updated/Remodeled
Building Style: Conch
Vehicle Storage: Off Street Parking
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air; Ductless; Heat Pump
Heating: Central
Utilities: Buyer to Verify; Cable Available; Elect Separate Meter; FKAA; Sewer Available; Water Separate Meter
Interior Features: Bar; Built-in Cabinets; Cathedral Ceilings; Dade County Pine; Granite Counter Top; Pantry; Smoke Alarms; Storage; Walk-in Closet(s); Wet Bar
Pre-Wired: Cable
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: Detached Guest Qtrs; Fencing; Lighting; Outdoor Shower; Privacy Wall/Fence; Rain Gutters
Pool Info: In Ground; Concrete; Decked
Construction: Frame; Hardi Board Siding
Floor: Wood
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Beach; Bike Paths; Fire Hydrant; Tennis Courts
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional; FHA; VA
Title: Negotiable

Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty

Last Updated: January - 19 - 2026

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