New Listing
$4,650,000
 $24,962 est/mo Sourced by Back At You

1028 Flagler Avenue,KEY WEST, FL 33040

KEY WEST, FL 33040

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Description

A CASA MARINA ORIGINAL. Some houses capture a moment in time. Others seem to have understood, from the beginning, what makes Key West such an extraordinary place to live. Built in 1958, 1028 Flagler Avenue is a striking example of tropical mid-century modern architecture, set within a private three-building compound on 11,586 square feet in Casa Marina, one of the island's most distinguished neighborhoods. Behind substantial privacy walls lies a world of its own. Winding pathways lead through lush native and tropical gardens that seem borrowed from a movie, connecting the main residence, separate two-bedroom guest quarters, and detached garage/workshop. Mature palms, flowering gardens, shaded terraces, and a custom swimming pool create an extraordinary sense of seclusion. Inside, clean architectural lines, high ceilings, and generous proportions celebrate indoor-outdoor living. Expansive living and dining areas, a library, and a separate study offer room to gather or retreat. Impact-rated windows and doors provide modern peace of mind without sacrificing the home's character. The guest quarters include their own living area and kitchen, ideal for family and visitors. Together, the three buildings offer 3,589 square feet of combined enclosed space: 3,173 square feet of living area plus a 416-square-foot garage/workshop. Covered outdoor dining, an outdoor kitchen, and abundant off-street parking make this compound as practical as it is beautiful. Just two blocks from Higgs Beach and the Atlantic Ocean, with White Street Pier, waterfront parks, tennis, pickleball, and some of Key West's best-loved restaurants close at hand. Old Town is minutes away, yet the privacy and tranquility of Casa Marina remain entirely your own.

Details

MLS #621710
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1958
Days On Site6
Listing Provided ByTruman & Co. (KW) | Team Kaufelt

Features

Bed(s)4
Bath(s) 5 Total
SQ Feet3,589
PoolYes
ZoningSF - Single Family
Acreage0.27
Water FrontNone
Property ViewNo Waterview

Taxes

Property24851

Area Information

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameMartello Towers (1.0)
Listing VS Median (in Martello Towers (1.0))
Price:
$4,650,000
low | high
Med:
$4,847,500
45.752688172043% of Average
sqft:
3,589
low | high
Med:
2,581
78.085817776539% of Average
$ / sqft:
$1,296
low | high
Med:
$1,971
2.099850308787% of Average
On site:
6
low | high
Med:
139
4.31654676259% 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
Area02 Key West
Community NameMartello Towers (1.0)
Listing VS Median (in Martello Towers (1.0))
Price:
$4,650,000
low | high
Med:
$4,847,500
45.752688172043% of Average
sqft:
3,589
low | high
Med:
2,581
78.085817776539% of Average
$ / sqft:
$1,296
low | high
Med:
$1,971
2.099850308787% of Average
On site:
6
low | high
Med:
139
4.31654676259% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $3.487M - $5.812M
sqft: 2,500 - 4,000
Nearby Listings Property ImageNearby Listings Details
1014 Flagler Avenue Property Photo 1
$4,700,000
1014 Flagler Avenue
Key West, FL 33040
Listing Updated: October 20, 2026 at 11:18:21 AM PDT