$3,575,000
 $19,191 est/mo Sourced by Back At You

1230 South Street,KEY WEST, FL 33040

KEY WEST, FL 33040

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Description

Some homes are renovated. This one was restored - with the kind of patience and reverence that only comes once in a generation. 1230 South Street is a five-bedroom, five-and-a-half-bath estate that stands apart not simply for what it has, but for what it represents: a masterwork of historical accuracy and modern luxury, executed without compromise. Original Dade County Pine runs throughout the interiors, grounding the home in its authentic Key West heritage. Rich ipe decking frames the outdoor living spaces with warmth and permanence. Every impact-rated window and door has been selected to honor the home's historic character while delivering the peace of mind today's discerning buyer expects. At the heart of the property, a brand-new heated pool anchors the lush tropical grounds - part private resort, part quiet sanctuary. A newly constructed pool cottage extends the possibilities further, offering rare flexibility for guests, extended family, or a private studio. On an island where space is increasingly precious, this kind of versatility is genuinely hard to find. Inside, natural light moves generously through rooms that shift effortlessly between intimate and expansive. Each bedroom suite has been thoughtfully considered - private, refined, unhurried. The boundary between indoors and out dissolves entirely. But 1230 South Street carries a significance that no spec sheet can fully capture. It is among the final projects of Michael Pelkey, the beloved Key West designer whose work helped define the island's aesthetic for decades. His signature is everywhere - restrained yet soulful, luxurious yet deeply rooted in place. To live here is to inhabit a piece of Key West design history. To own it is to become its steward. Steps from beaches, dining, and the cultural heartbeat of the island, yet fully removed from it when you want to be - this is the rare offering that delivers on every promise. Not just a home. A legacy.

Details

MLS #618118
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusContingent
Year1948
Days On Site219
Listing Provided ByBerkshire Hathaway HomeServices Knight & Gardner Realty | Damian Vantriglia

Features

Bed(s)5
Bath(s) 6 Total
SQ Feet2,033
PoolYes
ZoningHMDR - Historic Medium Density R
Acreage0.11
Water FrontNone
Property ViewNo Waterview

Taxes

Property9528

Area Information

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area03 Key West
Community NameTropical Bldt & Investment Co Sub (2.0)
Listing VS Median (in Tropical Bldt & Investment Co Sub (2.0))
Price:
$3,575,000
low | high
Med:
$2,525,000
79.370629370629% of Average
sqft:
2,033
low | high
Med:
2,051
49.114608952287% of Average
$ / sqft:
$1,758
low | high
Med:
$1,231
79.990487328371% of Average
On site:
219
low | high
Med:
234
93.589743589744% of Average
Sourced by Back At You

Market Activity 33040

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Learn More About This Property

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area03 Key West
Community NameTropical Bldt & Investment Co Sub (2.0)
Listing VS Median (in Tropical Bldt & Investment Co Sub (2.0))
Price:
$3,575,000
low | high
Med:
$2,525,000
79.370629370629% of Average
sqft:
2,033
low | high
Med:
2,051
49.114608952287% of Average
$ / sqft:
$1,758
low | high
Med:
$1,231
79.990487328371% of Average
On site:
219
low | high
Med:
234
93.589743589744% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $2.681M - $4.468M
sqft: 1,500 - 2,500
Listing Updated: May 21, 2026 at 5:41:53 PM PDT