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

Current Price: $3,695,000 Listing Date: 2026-01-15 Listing Board: Key West Association List Price: $3,695,000 As is Rght to Inspct: Yes Potential Short Sale: No Bank Owned: No Species List: No

Location Tax Legal

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 Style: Single Family Waterfront: No Pool: Yes Year Built: 1948 Lot Size: 50 X 94 Lot SqFt: 4704 Lot Sqft Source: Tax Records Living Apx SqFt: 2033 SqFt Source: Appraisal Total Bedrooms: 5 Full Baths: 5 Half Baths: 1 Total Baths: 6 Rentals Allowed: With Restrictions Min Rental Days: 30

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

License Info

# of City License: 1 # of County License: 1

Building Style

Above Flood: Yes

Pool Info

Heated: Yes Dimensions: 30x10

Financial Status

Auction: No Bank Owned: No Potential Short Sale: No Standard Sale: Yes

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
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