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  • 1230 South Street, Key West, FL 33040 (MLS# 618118)

1230 South Street, Key West, FL 33040

$3,695,000
Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 2,033 Lot Size (sq. ft.): 4,704 Status: Active
Current Price: $3,695,000 List Date: 1/15/2026 Last Modified: 2/25/2026

Description

1230 South Street stands as one of the most exquisite historic renovations ever completed in Key West. This five-bedroom, five-and-a-half-bath estate is a celebration of historical accuracy 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.

Open Houses

Saturday, March 14, 10:00 am - 12:00 pm
Sunday, March 15, 10:00 am - 12:00 pm

More Information MLS# 618118

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: $3,695,000 Listing Date: 2026-01-15 List Price: $3,695,000

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. This five-bedroom, five-and-a-half-bath estate is a celebration of historical accuracy 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: February - 25 - 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.

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