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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
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.
